Annapolis Real Estate Search

Annapolis Properties over $1,000,000 for Sale

Our website features the best real estate search for over $1,000,000 properties available in Annapolis and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Annapolis real estate market? Sign up for a  Annapolis Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Annapolis Properties over $1,000,000 for Sale

$1,050,000
3 Beds ⋅ 2 Baths
Tucked within the gated waterfront community of Epping Forest, this charming Craftsman bungalow captures the ease and appeal of Annapolis waterfront living with the rare advantage of true one-level living. Perfectly positioned on one of the community’s largest and flattest lots, the property offers a difficult-to-find combination of privacy, outdoor space, and low-maintenance comfort just moments from the Severn River and downtown Annapolis. Inside, the three-bedroom, two-bath residence is filled with warmth and character. Heated floors provide year-round comfort, while dual fireplaces, including one gas and one wood-burning, create inviting gathering spaces throughout the home. The sun-filled great room features transom windows, abundant natural light, and French doors that open seamlessly to the outdoor living areas, creating an effortless connection between indoors and out. The surrounding grounds have been thoughtfully designed to embrace every season of Chesapeake Bay living. Mature landscaping, a dedicated vegetable garden, outdoor fireplace, cedar outdoor shower, and expansive patio create a setting equally suited for quiet mornings or entertaining after a day on the water. Seasonal winter views of the Severn River further enhance the property’s appeal and reinforce its connection to the waterfront lifestyle that defines Annapolis and Anne Arundel County. Life in Epping Forest extends far beyond the home itself. Residents enjoy access to one of Annapolis’ most established and sought-after waterfront communities, complete with a private clubhouse with waterfront dining, deep-water marina, sandy beach, boat ramp, tennis courts, scenic walking trails, and a vibrant calendar of neighborhood events and clubs. The location also offers convenient access to downtown Annapolis, the U.S. Naval Academy, Washington, D.C., Baltimore, and major commuter routes. This is a rare opportunity to own a turnkey home in one of Annapolis’ premier gated waterfront communities, where the Chesapeake Bay lifestyle is part of everyday living. Epping Forest is a Special Tax District. Annual tax: $1,583.64. Community is governed by binding Rules and Regulations.

310 Epping Way, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$2,149,000
5 Beds ⋅ 2 Baths
Welcome to 202 Wardour Drive! This classic 1940 Dutch Colonial offers timeless character, generous living space, and an unbeatable Annapolis location. Situated on a quarter acre lot with large front yard, the south facing location ensures sunny days ahead! Located in the elegant Wardour community which reflects the naturalistic style of its designer, Frederick Law Olmstead, Jr, with its mature trees, meandering roads and preserved open spaces that foster community connection. Inside, the home features five bedrooms, two bathrooms, gorgeous oak floors (recently refinished in 2026), fireplace, bright sun-porch and large 12x 32 back deck. The south-facing orientation fills the home with natural light, creating a bright and cheerful atmosphere throughout. Recent improvements include freshly painted interior and exterior spaces, a newer roof approximately four years old, new porch benches, and a beautifully installed brick paver sidewalk that enhances the home’s curb appeal. A long driveway and rear detached garage provide ample parking and storage. Residents benefit from access to seven community beach areas and a shaded walking trail traversing the neighborhood, that provide a tranquil retreat for adults and a natural wonderland to explore. Conveniently located within walking distance of the local elementary school, Navy Stadium, Annapolis Street shopping and dining, Historic Downtown Annapolis and offers easy access to Rt. 50 for commuters. With classic architecture, spacious interiors, abundant natural light, and an exceptional in-town location close to everything Annapolis has to offer, this is a rare opportunity to own in one of the area’s most beloved neighborhoods. Schedule your private tour today!

202 Wardour Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4433727171
$7,250,000
4 Beds ⋅ 4 Baths
Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively renovating the home since October 2025. The home has not been lived in since completion, offering an exceptionally rare “like-new” experience where every finish, appliance, system, and curated detail remains untouched. Set on an unusually expansive waterfront lot for downtown Annapolis standards, the property delivers a sense of scale and privacy that is nearly impossible to replicate within Murray Hill. Mature landscaping, multiple outdoor living spaces, Brazilian Ipe decking, and panoramic water views create a setting that feels worlds away while remaining just moments from the energy and charm of downtown Annapolis. Designed for the discerning buyer seeking a refined waterfront retreat, the residence effortlessly balances elevated entertaining with relaxed coastal living. Whether arriving by boat after a day on the Chesapeake Bay, hosting sunset gatherings overlooking Spa Creek, or enjoying peaceful mornings watching sailboats drift by, the home was designed around an experience. Inside, timeless design and modern luxury unfold at every turn. The fully reimagined chef’s kitchen rivals those found in premier custom estates, anchored by a complete JennAir Noir appliance suite including a 48-inch dual-fuel range with double ovens, professional refrigeration, dual integrated dishwashers, multiple beverage centers, built-in ice maker, and a butler's pantry designed as both a prep and entertaining space. Custom Schrock “Trademark” maple cabinetry, designer-selected Waterworks fixtures, Calacatta Miraggio Cielo quartz with dramatic waterfall detailing, and layered architectural lighting elevate the space into a true showpiece. Throughout the residence, every finish was intentionally selected to create warmth, sophistication, and understated luxury. Wide-plank white oak flooring, custom white oak ceiling beams, Restoration Hardware lighting, Baldwin hardware, integrated Sonos audio throughout the home, Lutron lighting controls, custom plaster fireplaces, upgraded insulation for sound attenuation, and CAT6 wiring provide the seamless blend of craftsmanship and modern infrastructure expected at this caliber of home. The primary suite serves as a private sanctuary, complete with custom built-ins, boutique-style California Closets systems, integrated laundry, and a bespoke fireplace designed to create an atmosphere reminiscent of a luxury waterfront hotel suite. Every secondary space continues the same level of thoughtful execution and design continuity rarely achieved in residential renovations. Outside, the waterfront experience becomes truly exceptional. A private pier with electric, boat lift, paver stone extended driveway, refinished gates, and oversized outdoor entertaining areas creates a lifestyle tailored for effortless luxury. The property’s unique positioning offers both protected water access and breathtaking views while maintaining an uncommon sense of seclusion in the heart of Annapolis. Located just minutes from Downtown Annapolis, the United States Naval Academy, award-winning restaurants, yacht clubs, boutique shopping, and private aviation access, this home is ideally suited for the executive or entrepreneur seeking an uncompromising second home or primary waterfront residence within easy reach of Washington D.C., Northern Virginia, Philadelphia, and New York. The ability to enjoy a true luxury waterfront lifestyle with boating access, walkability, privacy, and substantial land all within one of Annapolis’ most prestigious neighborhoods is extraordinarily rare.

11 S Acton Pl, Annapolis

Listing courtesy of Real Broker, LLC - Severna Park. Contact: 8445517325
$1,999,999
4 Beds ⋅ 4 Baths
Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this exceptional home offers an inviting open-concept main level designed for both comfortable living and effortless entertaining. Step inside to discover sun-filled living and dining spaces anchored by a stunning exposed brick fireplace that adds warmth and historic appeal. The modern kitchen is a true centerpiece, featuring stylish finishes, ample cabinetry, and a functional layout perfect for everyday living and hosting guests alike. The second level features three spacious bedrooms filled with natural light from oversized windows, generous closet space, and two beautifully appointed full bathrooms, creating comfortable accommodations for family and guests alike. Occupying the entire third floor, the expansive primary suite serves as a private retreat complete with a luxurious spa-inspired bath designed for relaxation and rejuvenation. Outside, enjoy a charming backyard—an ideal setting for outdoor dining, gardening, or simply unwinding in your own private oasis. Perfectly situated just moments from the waterfront, renowned restaurants, boutique shopping, and the rich history of downtown Annapolis, this home offers a rare opportunity to experience historic living with all the comforts of modern design.

146 Duke Of Gloucester St, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690
$8,750,000
5 Beds ⋅ 7 Baths
Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. Designed to embrace its remarkable waterfront setting, the residence captures sweeping, unobstructed views from nearly every principal room, with magnificent sunrises, vibrant sunsets, and ever-changing Bay vistas creating a stunning backdrop for everyday living. Enjoy mornings overlooking the water, afternoons boating from your private pier, and evenings entertaining along the shoreline. The protected waters of Burley Creek feature a private pier with 6–7 feet MLW, a 34' x 15' platform, and a 10,000 lb lift, providing effortless access to the Chesapeake Bay. The shoreline offers the perfect launch point for kayaks and paddleboards, while the expansive level lawn creates an exceptional setting for outdoor entertaining and waterfront gatherings. Designed by ABS Architects and custom built in 2019, this exceptional residence blends timeless coastal architecture with sophisticated craftsmanship and modern amenities. The thoughtfully designed floor plan features expansive living spaces filled with natural light, five ensuite bedrooms, 6 full and 1 half baths, four fireplaces including two propane, extensive custom built-ins, and seamless indoor-outdoor living with covered porches and waterside verandas. Architectural details include coffered ceilings, extensive crown molding, 10-foot ceilings on the main level, 9-foot ceilings on the upper and lower levels, 8-foot solid wood doors, 8-inch baseboards, designer lighting, and provisions for a future elevator. The gourmet kitchen is designed for both everyday living and entertaining, featuring two oversized islands, Eucalyptus cabinetry, a La Cornue range, two Sub-Zero refrigerators, Sub-Zero refrigerator drawers, premium hardware, and mitered-edge countertops. The waterfront primary suite offers a private retreat with a barrel vaulted ceiling, sitting area, oversized walk-in closet, and sweeping Bay views. Additional ensuite bedrooms feature custom tile work and refined finishes. A four-car garage with a private flex space above includes a full bath and exercise room, ideal for guests, office, studio, or additional living space. The unfinished 3,664-square-foot lower level provides endless possibilities for future expansion. Additional highlights include a heated saltwater pool overlooking the water, circular driveway, six-zone HVAC, spray foam insulation, 400-amp electrical service, Kohler propane whole-house generator with 2,000-gallon tank, security system, and Control4 audio and lighting automation. Minutes from downtown Annapolis, City Dock, waterfront dining, shopping, and cultural attractions, this extraordinary Chesapeake Bay estate offers a rare opportunity to enjoy a private waterfront lifestyle defined by boating, entertaining, relaxation, and the beauty of the Bay.

2035 Maidstone Farm Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,350,000
4 Beds ⋅ 4 Baths
Nestled in the highly coveted Murray Hill neighborhood, one of Annapolis' most picturesque enclaves, this exceptional 1925 Craftsman masterpiece effortlessly blends historic charm with sophisticated modern luxury. Rich in architectural character and thoughtfully enhanced with extensive renovations, this remarkable residence offers an unparalleled lifestyle defined by elegance, convenience, and timeless appeal. From the moment you arrive, the home's undeniable curb appeal captivates with its fresh landscaping, newly renovated rear entry steps, and impeccable craftsmanship. Inside, refinished original hardwood floors, fresh designer paint, stylish new lighting, and beautifully curated updates create a seamless balance between historic integrity and contemporary comfort. Significant investments in the home's infrastructure, including a new HVAC system with a transferable 10-year warranty and upgraded electrical service, provide peace of mind while preserving the home's enduring character. Designed for both refined entertaining and comfortable everyday living, the main level showcases expansive gathering spaces filled with warmth and sophistication. Step into the four seasons room with new ceiling fans and surrounding windows. The original living room invites intimate conversation, while the formal dining room offers the perfect backdrop for memorable dinners and celebrations. At the heart of the home lies an impressive chef's kitchen within the thoughtfully designed addition: a true showpiece that combines luxury, functionality, and style. Featuring Brazilian cherry hardwood flooring and cabinet, granite counterops, stainless steel appliances, updated fixtures, generous prep space, an additional fireplace, and room for casual dining, this extraordinary culinary space was designed to inspire everything from morning coffee to elegant dinner parties. Throughout the home, exquisite architectural details including intricate millwork, original craftsmanship, and abundant natural light create an atmosphere that is both welcoming and refined. The luxurious primary serves as a private sanctuary, highlighted by a second fireplace that adds warmth and ambiance. Two expansive walk-in closets offer exceptional flexibility and can easily function as a private office, sitting room, dressing area, or personal retreat. The spa-inspired en-suite bath features dual vanities, a jetted soaking tub, and a spacious walk-in shower, creating a serene escape at the end of each day. Also plumbed for a wet bar and includes a separate closet for laundry. Three additional generously sized bedrooms provide ample accommodations for family and guests, while the home's three full bathrooms and one half bath have been thoughtfully appointed to blend comfort with elegance. The lower level offers exceptional versatility with a bonus room that can serve as an additional bedroom, fitness studio, home office, or recreation space, complemented by a conveniently located half bath. Additional unfinished basement space provides abundant storage or the opportunity for future customization. One of the home's most exciting opportunities lies within the expansive unfinished top level. Featuring soaring ceilings and substantial square footage, this remarkable space offers endless potential to create an additional bedroom suite, media room, executive office, artist's studio, or luxury recreation area while further enhancing the home's value and functionality. Outdoor living is equally impressive. The newly renovated detached two-car garage provides convenience and charm, while the beautifully maintained grounds create inviting spaces to relax and entertain. During the winter months, seasonal water views add yet another layer of distinction to this exceptional property. Just steps from your front door, stroll to the water taxi for your own nautical uber, restaurants, boutiques, galleries, and entertainment to experience all of what living in downtown Annapolis has to offer.

107 Monticello Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,650,000
3 Beds ⋅ 4 Baths
Welcome to this grand and gracious penthouse residence, with 11+ft ceilings and a very thoughtful layout. Bathed in natural light from expansive windows, this residence features 3 bedrooms, 3.5 baths, an open gourmet kitchen, rich hickory hardwood floors and a striking fireplace that anchors the beautifully appointed interiors. A charming den and dedicated office space add both flexibility and function. An additional office/work/flex space is located in the primary bedroom. Dual balconies provide outdoor air space & a view of the Towne Centre fairway. Residents enjoy a full complement of amenities, including assigned garage parking, concierge service, a fitness center, and a rooftop pool with thoughtfully designed entertaining spaces. Walking to Whole Foods, shops, restaurants and services. Welcome to Annapolis Towne Centre living at its finest!

1915 Towne Centre Blvd Unit #1105, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,950,000
6 Beds ⋅ 4 Baths
Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully fully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat. schedule your showing today.

192 Duke Of Gloucester, Annapolis

Listing courtesy of Samson Properties. Contact: 3017555613
$1,049,000
4 Beds ⋅ 4 Baths
PRICE IMPROVEMENT! Experience the best of Annapolis waterfront living with this beautifully updated home, complete with a private dock just off the South River and only minutes to the Chesapeake Bay. Bring your fishing rods, crab nets, kayaks, and boat; this is the waterfront lifestyle you've been waiting for. Inside, refinished hardwood floors and abundant natural light create a warm, inviting atmosphere. The updated kitchen features new GE stainless steel appliances and opens seamlessly to the cozy living room with a wood-burning fireplace and direct access to the spacious deck; perfect for outdoor dining while overlooking the tranquil backyard. A convenient main-level laundry/mudroom with a side entrance and ramp adds everyday functionality. The waterfront primary suite is a true retreat, offering a private balcony and an updated en-suite bath. Three additional bedrooms with brand-new carpet provide plenty of space for family, guests, or a home office. The fully finished walkout lower level offers exceptional flexibility with its own private entrance, full kitchen, spacious updated bathroom, and laundry hookup—ideal as an in-law suite, guest quarters, or entertaining space. Outside, enjoy 50 feet of waterfront, a private dock, kayak rack, and a generous 0.41-acre lot with room to relax, garden, or entertain. Conveniently located just minutes from Historic Annapolis, the U.S. Naval Academy, BWI Airport, and Washington, D.C., this home combines peaceful waterfront living with unbeatable accessibility. Don't miss this incredible opportunity to own your own piece of Annapolis waterfront at an improved price!

996 Headwater Rd, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$1,295,000
4 Beds ⋅ 4 Baths
House is framed and moving along quickly. Be in within 4 months. Perfectly situated just minutes from the heart of Downtown Annapolis, yet tucked away for privacy, this 4 br, 3.5 bath NEW CONSTRUCTION coastal inspired home with a 2 car garage by Whitehall Building & Company offers the best of both worlds—convenience and tranquility. With over 3,200 square feet of finely crafted living space across three levels, every detail has been thoughtfully designed to deliver both comfort and sophistication. Step inside and be greeted by soaring 10-foot ceilings, expansive wide-plank flooring, and an open-concept layout ideal for both everyday living and elegant entertaining. The chef’s kitchen is the centerpiece of the home, featuring a grand center island, quartz countertops with matching backsplash, premium stainless steel appliances, and abundant storage. Flowing seamlessly into the breakfast area and spacious family room, this home is designed for hosting unforgettable gatherings. Additional main-level highlights include a custom mudroom, walk-in pantry, and stylish powder room. The upper level is a true sanctuary, boasting a luxurious primary suite with a generous walk-in closet and spa-inspired bath complete with dual vanities, a frameless glass shower, and a freestanding soaking tub. Two additional bedrooms share a beautifully appointed guest bath, while a convenient second-floor laundry room adds ease to daily living. The lower level includes a spacious recreation room, full bath and 4th bedroom, perfect for overnight guests or extended family. All of this in an enviable location just minutes from the U.S. Naval Academy, fine dining, boutique shopping, waterfront attractions, and major commuter routes. Don’t miss the opportunity to be in your new luxury home of your dreams in the heart of Annapolis. Footers have been poured, framing is underway, and delivery of your new home is only 4 months away. 100% VA financing available.

13 Elliott Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,300,000
3 Beds ⋅ 2 Baths
Welcome to 1717 Porters Hill Road, a light-filled contemporary home designed around volume and a seamless connection to its natural surroundings. Framed by expansive windows and soaring architectural lines, the home offers a fresh, airy interior where natural light moves beautifully throughout the day. Inside, the main living spaces unfold with an open floor plan that feels both modern and inviting. Wide-plank flooring and warm wood accents create a clean, elevated backdrop, while dramatic windows and vaulted ceilings bring a sense of scale and calm. The living area is anchored by walls of glass that open to the surrounding decks, offering a peaceful, almost treehouse-like setting. The home offers three bedrooms and two full bathrooms, including a convenient main-level bedroom that provides flexibility for guests, a home office, or single-level living. The kitchen is bright and streamlined, featuring white cabinetry, stainless steel appliances, a classic tile backsplash, and generous counter space. The relation to the main living and dining areas makes everyday living easy, while also creating an effortless flow for entertaining. Upstairs, two additional bedrooms share a hall bath, providing a thoughtful layout with private spaces tucked away from the main gathering areas. Outdoor living is equally inviting, with an expansive deck wrapping around the home and overlooking Luce Creek. With 163 ft of waterfrontage, the sense of privacy is unmatched and offers ample opportunity to enjoy the surroundings. Super private location, but it’s a short drive to downtown Annapolis and commute routes.

1717 Porters Hill Road, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$3,250,000
4 Beds ⋅ 5 Baths
Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design and an impeccable lock and leave lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue Angels to the holiday lighted boat parade. Completely rebuilt from the studs in the last few years with a refined nautical influence, the home spans four light filled levels, where thoughtful design and craftsmanship are evident throughout. Refinished hardwood floors run seamlessly from room to room, while custom steel stair elements made from sailboats, create a striking architectural focal point. An elevator services the main and upper levels, offering both convenience and ease of living. The main living level is both elegant and inviting, featuring a stunning half bathroom, spacious living room with a wood burning fireplace with a marble fireplace surround with custom surrounding built ins that look out to the water. The gourmet kitchen is designed for both everyday living and entertaining, offering high end appliances, a beverage refrigerator, and a dramatic marble waterfall countertop. Additional luxurious details include hidden hinges, walnut doors and tiles from Bali. Sightlines were intentionally designed to draw your eye straight through to the water the moment you enter. The upper level primary suite is a true retreat, offering panoramic water views and a spa inspired bath. An additional ensuite bedroom completes this level, along with a conveniently located second laundry area for effortless everyday living. The top floor provides two more generously sized bedrooms and a beautifully appointed full bath, ideal for guests. On the lower level, a fully equipped second kitchen, recreation space with gas fireplace, full bath with exquisite flooring, laundry, and storage create the perfect setting for extended stays or entertaining, with direct walk out access to the waterfront. Beyond the interiors, the lifestyle is equally compelling. A flagstone courtyard welcomes you home, while rare off street parking adds convenience for owners of this six townhome community. A deeded boat slip sits just steps from your door, offering immediate access to the water. Residents enjoy exclusive access to a heated gunite pool, beautifully maintained grounds, exterior maintenance including the roof, a floating dock and kayak storage, all within this private community. From here, it is a short stroll to the shops and restaurants of downtown Annapolis, or take a scenic water taxi ride and be picked up just steps away from your front door. This is a rare opportunity to experience turnkey waterfront living with effortless access to everything that makes Annapolis extraordinary.

5 Market Quay, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$12,500,000
5 Beds ⋅ 7 Baths
A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and sophistication. Set on just under a half acre of level waterfront, the property showcases one of the most complete private pier systems in the area: a heavily built main pier, two floating docks, and three boat lifts (16,000lb, 8,000lb, and 2,500lb), plus lighting, water, 30/50-amp shore power, Tide Slide moorings, and 6' MLW at the 70' T-head. A charming boathouse and waterside deck capture the magic of Spa Creek from morning to sunset. Outdoor living is exceptional. A stunning 40' x 20' PebbleTec saltwater pool—rebuilt in 2024—anchors a series of Ipe decks and natural stone patios and decks designed for effortless entertaining. The outdoor kitchen with piped natural gas grill, refrigerator, and sink extends gatherings well into the warm months, while covered and uncovered spaces offer year-round enjoyment. The exterior speaks to enduring quality with Carderock stone foundations, mahogany trim and ceilings, Loewen windows, Canadian cedar siding, copper gutters and flashings, and custom mahogany entry doors. A detached heated and cooled two-car garage includes a beautifully finished upper level with kitchenette, laundry, living/sleeping area, and private bath—ideal for guests or an au pair. Inside, the home is defined by warm natural luxury featuring a stunning barrel vaulted mahogany ceiling with cove lighting. Additional curated details include: mahogany doors, black bronze hardware, 5" Cumaru flooring, custom cabinetry, and extensive millwork throughout. The chef’s kitchen features Sub-Zero and Wolf appliances with granite and soapstone surfaces. The main level Primary suite with inspiring view of pool and waterfront provides convenience and options for aging in place. The lower-level recreation spaces provide a relaxed retreat with a private bedroom suite, family room, wet bar, gym and full laundry room. An abundance of thoughtful design is presented throughout the home with multiple wet bars, radiant heated tile floors in five bathrooms and the main-level bar, and four separate laundry areas. Less than half a mile from Church Circle, this residence delivers the rare ability to live on the water while enjoying the full walk-everywhere lifestyle of historic Annapolis. This is Spa Creek living at its finest: sophisticated, effortless, and undeniably special. Welcome Home!

5 Franklin St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,950,000
5 Beds ⋅ 3 Baths
Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped in history, the property reflects an evolution of craftsmanship spanning centuries, with the original portion dating to the mid 1800s, an expansion in the late 1800s, and a thoughtfully integrated addition in 1921. Sold fully furnished, the interiors are curated with elegant period pieces that complement the home’s character and provide a seamless, move-in-ready experience. Enjoy peace of mind with the updated electrical and plumbing in 1990 , new hot water heater in January of 2024, new shake shingle roof in April 2026 and 2 new heat pumps in March 2025 Inside, classic architectural details unfold across the main level, where two gracious parlors—each anchored by a fireplace—offer inviting spaces for both intimate gatherings and relaxed everyday living. A welcoming entry hall with an open staircase sets the tone, leading to a charming dining room with its own fireplace and a convenient pass-through to the kitchen, blending historic ambiance with functional flow. The upper levels provide flexibility and space, with four bedrooms and two full baths on the second floor, while an additional bedroom occupies the top level—ideal for guests, a private retreat, or creative workspace. Below, the basement offers practical utility space and storage. Just moments from the shops, restaurants, and waterfront attractions of downtown, as well as the United States Naval Academy, this residence invites you to fully immerse yourself in the vibrant Annapolis lifestyle. From morning walks along tree-lined streets to evenings enjoying the energy of the harbor, this is a home where history, location, and livability converge in a truly special way. Welcome Home!

250 Prince George St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$3,750,000
4 Beds ⋅ 6 Baths
Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715 Porters Hill Road is a unique heritage property with over a century of history. Set on a 1.7 acre lot with 265 ft of waterfrontage, the property includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 7+ ft water depth and can accommodate a large vessel as well as an assortment of smaller boats. The tram makes access to the water effortless, and the entire property enjoys an exceptional privacy. Steeped in its storied past yet thoughtfully updated for modern living, this retreat captures the perfect balance of historic charm and casual elegance. The heart of the home is a sunlit great room with original log walls and quarried stone fireplace, a vaulted ceiling, and expansive windows which frame water views at every turn. An adjoining den, with separate entrance option, is a perfect place to relax. This could easily become another main level bedroom with ensuite bathroom. The kitchen is striking under its vaulted ceiling accented by exposed beams. The custom cabinetry, GE Monogram stainless steel appliances and generous island give the space so much functionality while maintaining the artisanal character. The kitchen opens to the dining area overlooking the water. The table is anchored by a craftsman-style light fixture, and the entire first and second floors have beautiful wood floors. Step outside and you’re embraced by nature: multiple porches and decks overlook lush, manicured grounds that lead down to the water’s edge. The main-level primary suite is a true sanctuary, designed for privacy and tranquility. The bedroom, with a vaulted ceiling, has a screened porch overlooking the water. Two expansive walk-in closets offer custom organization systems that would make a clothing connoisseur smile. The spa-like bathroom gets lots of natural light from the windows that frame the water, and the freestanding soaking tub is situated to enjoy this view. A dual-sink vanity, heated floors, generous walk-in shower with a built-in bench, and a spacious cosmetic area with dedicated seating make getting ready feel effortless and luxurious. A dedicated laundry area just off the hallway makes day-to-day living very easy. Part of the primary suite is a gracious office with gas fireplace and outdoor access. This is a totally flexible space: install a wall of bookshelves and you’d have a lovely library. Upstairs, there are two generously sized bedrooms. One has water views and a waterside balcony; the other overlooks the lush landscaping out front. There is a hall bathroom. A separate guest bedroom suite above the garage, complete with its own living area and luxe bathroom, is ideal for visiting friends and family who desire more privacy. The Historical Context: Originally built in the 1880s, this log house was one of three identical structures used as hunting lodges. The logs of this original structure were re-purposed in the renovation. The construction of the log walls is one of great craftmanship, including sizing each log to be approximately the same diameter as others. Lore has it that around the turn of the 20th century, the Naval academy wanted to acquire more land by the academy and traded this peninsula for land across from College Creek. The Naval Academy superintendent, Admiral David Porter, could be where the name Porter’s Hill derived from. In the 1920’s, the Whitehead family – three brothers known for running bootleg liquor to Baltimore and Washington during Prohibition — used the property as a place to entertain and stop on the way to Baltimore. In the 1940s, the brothers’ exploits caught up with them, and the State of Maryland confiscated the Porters Hill peninsula. Through a unique trade involving the Jones family’s gravel pit (now the site of the 895 Tunnel), this private waterfront enclave found its next chapter.

1715 Porters Hill Rd, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$11,500,000
5 Beds ⋅ 6 Baths
Experience one of the few Annapolis waterfront estates where you can leave your private dock and arrive at City Dock in minutes. Ideally situated on Spa Creek, this exceptional property captures the essence of Annapolis waterfront living with panoramic water views, unobstructed views of the Annapolis skyline, and endless opportunities for boating, kayaking, paddleboarding, and entertaining. Cruise by boat to downtown Annapolis, waterfront restaurants, ice cream shops, and the historic City Dock, or enjoy spectacular views of the Blue Angels, fireworks, and the annual boat parade from your own private retreat. Set within an exclusive enclave of only three prominent waterfront residences, this property offers a rare combination of privacy, convenience, and lifestyle. The waterside heated saltwater pool, expansive Ipe deck, and beautifully landscaped grounds create the perfect setting for entertaining family and friends. Host sunset dinners, summer gatherings, or relaxed afternoons outdoors while enjoying the water views and the sparkling lights of the Annapolis skyline. Surrounded by lush boxwoods and specimen plantings, the grounds provide a peaceful escape just minutes from downtown. Architecturally distinctive and thoughtfully updated, the residence combines refined design with comfortable waterfront living. Extensive renovations by Pyramid Builders showcase exceptional craftsmanship, including a dramatic marble foyer, floor-to-ceiling windows, solid wood doors, and rich stained black oak flooring. The gourmet kitchen features Sub-Zero refrigeration, a white six-burner Viking cooktop, high-gloss Premier cabinetry, Neolith porcelain countertops, designer lighting, and a striking floating staircase. A custom marble-topped bar provides an ideal space for entertaining. Offering 4–5 bedrooms, 5 full baths, and 1 half bath, including a desirable first-floor bedroom suite, the home provides flexibility for family and guests. A two-car garage, generous parking, and deep-water pier complete this exceptional Annapolis waterfront offering. This is more than a home—it is a rare opportunity to experience the very best of Annapolis living, where boating, entertaining, and downtown charm come together in one extraordinary setting.

8 Spa View Cir, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$2,295,000
5 Beds ⋅ 4 Baths
This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove waterfront park is around the corner, and City Dock, Main Street, restaurants, shops, and the Naval Academy are all within easy walking distance. Easy parking on quiet Market Street. The new kitchen features custom cabinetry, Taj Mahal quartzite countertops, ceramic tile backsplash, unlacquered brass hardware, designer lighting, and a full suite of GE Monogram appliances. The expanded pantry area offers plenty of storage, a separate freezer, and ice maker, while the custom wet bar includes reeded glass cabinetry, brass detailing, a dedicated sink, and generous storage for entertaining. A full-width screened porch spans the front of the home, while 10-foot ceilings, original architectural details, and multiple gathering spaces create warmth and character throughout. The main level includes a paneled office, formal living and dining rooms, and a casual family room that opens to the eat-in kitchen and rear patio with gazebo. Seasonal water views can be enjoyed from several rooms. Upstairs, the primary suite offers winter water views, dual organized closets, and an updated bath. A 2nd bedroom with hall bath and laundry room are located on this level. The 3rd floor has been completely reimagined to create 3 additional rooms with built-in storage and a beautiful new full bath featuring classic finishes, custom millwork, and quartz countertops. A rare opportunity to enjoy the character of Historic Annapolis with the benefits of a major recent renovation, all tucked on a quiet street in the heart of the Historic District. Water access is just steps away, downtown Annapolis is an easy walk, and everyday convenience is rarely this effortless.

83 Market St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,875,000
4 Beds ⋅ 5 Baths
An exceptional blend of timeless craftsmanship, thoughtful customization, and coastal elegance, 820 Bay Ridge Avenue offers over 4,000 square feet of beautifully finished luxury living across four levels in Eastport's coveted Sailor's Quay enclave. Unlike many homes in the community, this residence was thoughtfully customized with numerous builder upgrades and enhancements, creating a level of comfort, functionality, and long-term value that is immediately apparent. A charming white picket fence, manicured landscaping, and gracious brick front porch welcome you inside, where rich hardwood floors, soaring 9-foot ceilings, tray ceilings, detailed millwork, and plantation shutters throughout create an atmosphere of understated sophistication. The gourmet kitchen is both beautiful and functional, featuring honed granite countertops, premium appliances, abundant cabinetry, and a substantial center island that opens seamlessly to the inviting family room anchored by an upgraded gas fireplace. A formal dining room illuminated by a stunning chandelier provides an elegant setting for entertaining, while the adjoining sitting room or study offers the perfect space for reading, working from home, quiet conversation, or enjoying an evening bourbon. Outdoor living is equally impressive with a welcoming flower garden-facing front porch, a private English courtyard patio, and a second-floor terrace, both enhanced with ceiling fans for exceptional comfort, creating inviting spaces for morning coffee, outdoor dining, or relaxing at the end of the day. A dedicated natural gas line provides the convenience of connecting an outdoor grill or future fire pit. The professionally enhanced landscaping and more functional yard further elevate the outdoor experience. The luxurious primary suite serves as a private retreat with a custom walk-in closet, spa-inspired bath, and an expansive sitting room. A spacious junior suite with its own private bath provides outstanding accommodations for family or guests, while two additional vaulted-ceiling bedrooms share a beautifully appointed full bath on the upper level. The finished third-floor loft adds exceptional versatility for a home office, fitness room, guest retreat, or media space. The finished lower level offers a large family room and full bath, providing even more flexible living space. Designed with future accessibility in mind, the home also features a framed elevator shaft, allowing for a future elevator installation without altering the home's thoughtful design or flow. Additional electrical enhancements throughout the home reflect the careful planning and attention to detail invested during construction. Perfectly positioned just moments from Downtown Annapolis and the United States Naval Academy, this exceptional location offers a truly walkable lifestyle with easy access to waterfront dining, boutique shopping, marinas, parks, art galleries, and the vibrant coastal culture that defines Eastport. Whether strolling across the Spa Creek Drawbridge or taking the water taxi into downtown, every day feels connected to the waterfront lifestyle, while convenient access to Routes 50 and 97 provides an easy commute to Baltimore, Washington, D.C., and beyond. Combining timeless architecture, custom upgrades, sophisticated finishes, future elevator capability, exceptional outdoor living, and one of Annapolis' most desirable locations, 820 Bay Ridge Avenue presents a rare opportunity to own one of Sailor's Quay's finest residences.

820 Bay Ridge Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$2,500,000
6 Beds ⋅ 7 Baths
READY TO BUILD NOW!! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6 bedrooms, 6 full baths, and 1 half bath, along with a 3-car garage, blending timeless craftsmanship with modern luxury and functionality. The main level is designed with both comfort and entertainment in mind, showcasing an open-concept floor plan anchored by a gourmet kitchen featuring high-end appliances, an expansive workspace, and seamless flow into gathering spaces. A beautifully appointed butler’s pantry includes a built-in ice maker and is complemented by a walk-in pantry, demonstrating the careful attention to detail found throughout the home. A rare main-level bedroom with en suite bath, along with a dedicated private office, provides exceptional flexibility for guests, multi-generational living, or work-from-home convenience. Upstairs, you’ll find four generously sized bedrooms, each offering its own walk-in closet and own en suite bathroom —a rare and highly desirable feature. The primary suite serves as a luxurious retreat, complete with separate his-and-hers walk-in closets and a spa-inspired bathroom featuring a soaking tub and oversized walk-in shower. The finished lower level is designed for entertainment and relaxation, featuring a spacious recreation room, a dedicated theater room, and an optional bar area with its own pantry and possible wine storage room. An additional en suite bedroom on this level makes the space ideal for extended guests, in-laws, or a live-in nanny. Set on an exceptionally rare 2.19-acre homesite, the property offers endless possibilities for outdoor living, including space approved for a future pool, pickleball court, or custom outdoor entertainment retreat of your choice —creating the ultimate private backyard oasis. Life in Winchester on the Severn offers an unmatched lifestyle. Simply hop on your golf cart and head to one of the finest community beaches on the Severn River, where residents enjoy a playground, pavilion, sandy beach, swimming pier, kayak and paddleboard storage and launch, boat ramp, and breathtaking sunsets over the water. This is an extremely rare opportunity to create a custom residence in one of the area’s most desirable water-privileged communities—where luxury, space, and lifestyle come together seamlessly.

1603 Winchester Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,449,000
5 Beds ⋅ 4 Baths
75 Shipwright Street is an enchanting Victorian semi-detached home located in the heart of the Historic District of downtown Annapolis. This is a rare opportunity to own a five-bedroom historic home directly across from St. Mary's School (Pre-K-12), allowing students to walk to class while enjoying all that Historic Annapolis has to offer. Built around 1910, this four-level residence offers a blend of original architectural character and modern updates, with significant views of Spa Creek. The property is located in Zone C1 within the historic district, ensuring the preservation of its external architectural integrity. The home features approximately 2,800 square feet of livable space across four finished levels with 5 bedrooms and 3.5 baths, all equiped with eco-friendly bidets. It maintains much of its original Victorian charm, including hardwood floors, moldings, pocket door, and a central hall with high ceilings. The main level boasts a light-filled chef’s kitchen with new quartzite countertops, newer appliances, and a breakfast bar, connecting to a living area with a gas fireplace and a private balcony with wonderful views of Spa Creek. The walk-out basement includes a family room, a full bathroom, and a workshop/laundry area. The new brick patio is surrounded with lush "cottage gardens," providing a private outdoor retreat. A deeded path allows for direct access to the waterfront from your backyard for launching your kayaks and paddleboards. Situated on a secluded street, the property is a short stroll from several major Annapolis landmarks. Residents are just steps from the end of Shipwright Street, where they can catch a water taxi or access slips at the Old Towne Marina. The home is within easy walking distance of the United States Naval Academy, City Dock, and the various shops and restaurants along Main Street. The neighborhood is noted for its tranquil atmosphere while remaining central to the city's vibrant downtown activities. The current owners not only enjoy the property as a second home, they also offer it as a profitable short-term rental, licensed with City of Annapolis. ***Records are available upon request, along with special information pertaining to the current STR license*** This is your chance to own a storied property and a little piece of Annapolis history. Don't miss it! Request your private tour today. ***WATCH THE AERIAL VIDEO TOUR. CLICK THE VIRTUAL TOUR ICON OR VISIT YOUTUBE AND SEARCH "75 Shipwright St Annapolis"***

75 Shipwright St, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$1,148,000
NEW PRICE! Welcome to 805 Spa rd., an amazing investment opportunity in the desirable Murray Hill community in Annapolis! Murray Hill is probably the best residential neighborhood in the city with single-family homes, and walkable to downtown. This 9-bedroom, 4.5 bath, triplex home has been completely renovated! There is ample parking for up to 8 cars. This home offers rental potential with 3 separate units under 1 roof. This property could be short or long-term rental investment, a multi-generational home, or owner-occupied housing hack, which enables the owner to live in one side and rent out the other sides to pay and qualify for the mortgage. There are 3 units, Unit 1 has 4 beds, 2.5 baths, unit 2(in the back) has 3 beds, 1bath, and the basement has 2 bed, 1 ba. All have separate entrances. The entire house has been completely renovated with all new wiring, plumbing, 3 new kitchens and 4.5 new baths, new HVAC,2nd unit new hot water heater, sprinkler system all units, granite counter tops, stainless steel appliances, all new flooring throughout and enclosed porch with all new windows.

805 Spa Rd, Annapolis

Listing courtesy of Bennett Realty Solutions. Contact: 3016464047
$1,148,000
9 Beds ⋅ 5 Baths
NEW PRICE! Welcome to 805 Spa rd., an amazing investment opportunity in the desirable Murray Hill community in Annapolis! Murray Hill is probably the best residential neighborhood in the city with single-family homes, and walkable to downtown. This 9-bedroom, 4.5 bath, triplex home has been completely renovated! There is ample parking for up to 8 cars. This home offers rental potential with 3 separate units under 1 roof. This property could be short or long-term rental investment, a multi-generational home, or owner-occupied housing hack, which enables the owner to live in one side and rent out the other sides to pay and qualify for the mortgage. There are 3 units, Unit 1 has 4 beds, 2.5 baths, unit 2(in the back) has 3 beds, 1bath, and the basement has 2 bed, 1 ba. All have separate entrances. The entire house has been completely renovated with all new wiring, plumbing, 3 new kitchens and 4.5 new baths, new HVAC,2nd unit new hot water heater, sprinkler system all units, granite counter tops, stainless steel appliances, all new flooring throughout and enclosed porch with all new windows.

805 Spa Rd, Annapolis

Listing courtesy of Bennett Realty Solutions. Contact: 3016464047
$1,149,000
5 Beds ⋅ 4 Baths
Enjoy unobstructed views of Saltworks Creek from this ideally situated home in the sought-after, water-privileged community of Severn Grove—just minutes from downtown Annapolis. Thoughtfully designed across three spacious levels, the home offers an open, light-filled floor plan that seamlessly blends everyday comfort with effortless entertaining, all defined by picturesque water views. The main level features warm wood flooring, a welcoming living room with a fireplace, and a well-appointed kitchen anchored by a large island and accented with plantation shutters. A main-level bedroom with a full bath and a separate office provide flexible living options. Step outside to multiple decks and a screened porch—perfect for relaxing or hosting while taking in the peaceful surroundings. Upstairs, three additional bedrooms include a water side primary suite with sweeping water views. A cozy library with custom bookcases and its own fireplace creates an ideal space for reading or working from home. Finishing out the second floor is a full bathroom and two bedrooms....one with water views. The fully finished lower-level lives like a private guest suite, complete with a bedroom, full bath, kitchen, spacious living area, and walk-out access—offering exceptional versatility for extended visits or multigenerational living. Additional features include off-street parking and access to Severn Grove’s exceptional amenities, including a clubhouse, beach, water access/marina, and kayak storage. With its flexible layout, scenic setting, and prime location, this home offers a rare opportunity to enjoy the best of waterfront living.

1812 Shore Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,350,000
3 Beds ⋅ 5 Baths
Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes. This listing is for an end unit home on Lot 9. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now. Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.

114 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,699,900
5 Beds ⋅ 4 Baths
NEW PRICE! WELCOME TO THIS BEAUTIFULLY DESIGNED 5/6 BEDROOM, 4 FULL BATH BRICK BEAUTY IN THE HIGHLY SOUGHT AFTER WATER-PRIVILEGED COMMUNITY OF FISHING CREEK FARM. FROM THE MOMENT YOU ENTER, THE HOME FEELS BOTH ELEVATED AND INVITING WITH WELL-APPOINTED SPACES, NATURAL FLOW, AND QUALITY FINISHES THROUGHOUT. THE MAIN LEVEL OFFERS A TWO STORY FOYER AND A HOME OFFICE (OR MAIN LEVEL BEDROOM) WITH PLANTATION SHUTTERS AND DIRECT ACCESS TO A TASTEFULLY RENOVATED FULL BATH. THE FORMAL DINING ROOM PROVIDES THE PERFECT SPACE FOR ENTERTAINING AND GATHERINGS. THE RENOVATED GOURMET KITCHEN SERVES AS THE HEART OF THE HOME, FEATURING A QUARTZITE ISLAND, SOAPSTONE COUNTERS, GE MONOGRAM APPLIANCES, GAS COOKTOP, WARMING DRAWER, BOSCH DISHWASHER, WINE COOLER, REVERSE OSMOSIS SYSTEM, WALK-IN PANTRY, AND A WINE BAR PERFECT FOR ENTERTAINING. LIVING SPACES ARE BOTH COMFORTABLE AND REFINED, INCLUDING A COFFERED CEILING FAMILY ROOM WITH PROPANE FIREPLACE, A FORMAL LIVING ROOM WITH A SECOND GAS FIREPLACE, AND A SPACIOUS LIGHT-FILLED SUNROOM WITH DIRECT ACCESS TO THE SCREENED-IN PORCH. THE BREAKFAST ROOM FEATURES A NEWER EXTERIOR DOOR, AND THE MUDROOM ADDED IN 2020 OFFERS EVERYDAY FUNCTIONALITY. UPSTAIRS, YOU WILL FIND FOUR BEDROOMS WITH NEW CARPET THROUGHOUT. THE PRIMARY SUITE OFFERS A TRUE RETREAT WITH A FULLY RENOVATED PRIMARY BATH AND SEASONAL WATER VIEWS. THE HALL BATH IS EQUALLY IMPRESSIVE WITH QUARTZITE FINISHES, PORCELAIN TILE FLOORS, SKYLIGHT, A LARGE SOAKING TUB, AND A CEDAR-LINED CLOSET. THE WALK OUT LOWER LEVEL IS FULLY FINISHED WITH NEW CARPET, A FULL BATH, BUILT-IN SPEAKERS, AND FLEXIBLE SPACE IDEAL FOR ENTERTAINING, GUESTS, OR A HOME GYM. THE EXTERIOR COMPLEMENTS THE INTERIOR BEAUTIFULLY WITH PAINTED BRICK AND FRESHLY PAINTED CEDAR SIDING ALONG THE REAR. OUTDOOR LIVING IS EXCEPTIONAL WITH AN EXPANSIVE AZEK DECK AND SCREENED PORCH DESIGNED FOR ENTERTAINING AND RELAXING, OVERLOOKING THE PRIVATE FENCED BACKYARD BACKING TO TREES. ADDITIONAL FEATURES INCLUDE A WOOD-BURNING FIRE PIT, UNDERGROUND SPRINKLER SYSTEM, AND INSULATED STORAGE UNDER THE DECK. RECENT UPGRADES INCLUDE A NEW WELL PUMP AND WATER TREATMENT SYSTEM. THIS IS A RARE OPPORTUNITY TO OWN A TURNKEY HOME IN ONE OF ANNAPOLIS’ MOST DESIRABLE WATER ACCESS COMMUNITIES, OFFERING A MARINA, WATERSIDE POOL & CLUBHOUSE, TENNIS/PICKLEBALL COURT, BEACH AND MORE! ALL JUST MINUTES TO DOWNTOWN ANNAPOLIS WITH A CONVENIENT COMMUTE TO DC, NORTHERN VA AND BALTIMORE. COME AND ENJOY THE LAND OF PLEASANT LIVING!

1207 Thomas Point Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$2,349,000
3 Beds ⋅ 4 Baths
Picturesque Craftsman-style waterfront cottage in Epping Forest! Mornings begin with coffee on the porch as the water glistens across Saltworks Creek and stretches out to the Severn River, while evenings are spent gathered by the firepit, watching boats drift by under painted skies. Welcome to effortless waterfront living in the private, gated community of Epping Forest where every day feels like a getaway and every detail is designed for ease. This completely renovated property offers the perfect balance of charm, comfort, and low-maintenance living, making it an ideal full-time residence or lock-and-go retreat. New owner’s thoughtfully completed the whole house renovation in the last year, with additional second floor Restoration Hardware full bath, creating beautiful 2nd upper level bedroom suite, updated kitchen and appliances, new first floor flooring, custom designed kitchen pantry and primary bedroom closet by Chesapeake Closets, raised lower level ceiling to 10’, fresh paint inside and out, all decks and staircase to water polyurethaned, significant landscaping and hardscaping of entire property with expanded driveway to 3-4 cars, new Ring security system and Leaf Gutter system, and more! Previous owner recent improvements in last 1 to 2 years include, new second floor dormer, covered balcony, windows and flooring, new primary bedroom full bath and lower level full bath with Restoration Hardware, new 1st floor gas fireplace and mantel, new roof, new pressure treated stairs to water, new deep water 50’ floating dock with water and power. The home is move-in ready and designed to maximize both lifestyle and convenience. Inside, tall ceilings and walls of windows invite natural light to pour in while framing the surrounding landscape and wide, open water views. The open floor plan creates an easy flow between the gourmet kitchen, dining area, and living room with fireplace, all seamlessly extending to the waterside covered porch, an inviting space for al fresco dining, morning breezes, or unwinding after a day on the water. Upstairs, two ensuite bedrooms provide private retreats, including a serene primary suite with its own balcony overlooking the water, perfect for capturing sunsets and summer breezes. The lower level offers additional flexibility with a family room, guest bedroom, and full bath, ensuring plenty of space for visiting family and friends. Outdoors, the boating lifestyle takes center stage. The recently built deep-water floating dock with a 50-foot slip, complemented by a dedicated mooring ball defensive, creates an exceptional setup for effortless days on the water with quick access to the Severn River, Annapolis Harbor, and the Chesapeake Bay beyond. Epping Forest enhances the experience with a vibrant, amenity-rich setting, offering a clubhouse with waterfront dining, deep-water marina, sandy beach, boat ramp, tennis courts, and scenic walking trails, along with a full calendar of social events and clubs. All just minutes from downtown Annapolis and convenient commuter routes, this is a rare opportunity to enjoy a truly turnkey waterfront lifestyle in one of the area’s most cherished communities. Epping Forest is a Special Tax District ($2,934.96/yr.) with binding Rules & Regulations. Welcome Home!

327 Riverview Trl, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,050,000
5 Beds ⋅ 4 Baths
Discover luxurious living in this exceptional 5-bedroom, 4-bathroom home nestled on a full acre in an exclusive WATER ACCESS community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including gardening, relaxing on the rooftop deck, or sitting under the ceiling fans on the large front porch. Each of the five spacious bedrooms offers comfort and style, while four full bathrooms feature premium tile work, modern vanities, and spa-like amenities. All the while, enjoying the water access community amenities that offer boating, fishing, and waterfront recreation just moments from your doorstep. Easy access to local restaurants, shopping, and major roadways.

767 Bon Haven Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$1,100,000
Lots 2, 3 & 4 For Sale – Rare Builder/Developer Opportunity in Annapolis, MD (Anne Arundel County) Exceptional opportunity to acquire three fully buildable lots in a newly approved minor subdivision in one of Annapolis’ most desirable locations. These three premium lots comprise approximately 1.5 acres and are ideally suited for luxury custom homes. Large buildable parcels in Annapolis are increasingly difficult to find, making this a rare opportunity for builders, developers, and investors. One of the property’s greatest advantages is that the over two years of engineering, subdivision, and permitting work has been completed, significantly reducing the time, cost, and uncertainty typically associated with land development. All engineering and permit work has been professionally prepared by Messick Engineering, allowing a buyer to move efficiently toward construction. Located just minutes from Historic Annapolis, future homeowners will enjoy convenient access to waterfront attractions, restaurants, shopping, coffee houses, marinas, parks, major commuter routes, and everyday conveniences—while still enjoying the privacy of spacious residential lots. Property Highlights Three buildable lots (Lots 2, 3 & 4) Approximately 1.5 acres total Newly created minor subdivision Premium Annapolis location Ideal for luxury custom homes Extensive engineering and permitting completed Significant time and development cost savings Ready for a seamless transition to the next phase of development Please Note: Lot 1, including the existing residence, is NOT included in this offering. The existing home is tenant occupied on a month-to-month lease and is not for sale. Showing Instructions Please do not enter the property without authorization. Appointment required; property is tenant occupied. Proof of funds must accompany all offers.

927 Old Annapolis Neck Rd, Annapolis

Listing courtesy of Equity Property Investments. Contact: 9193600430
$1,328,491
6 Beds ⋅ 4 Baths
Waterfront Views - Annapolis Roads Community! AMAZING BRAND NEW WATER VIEW HOME in a desirable Annapolis, MD location! This stunning 6 bedroom, 3 full bathroom residence offers multigenerational living plus all the amenities of Annapolis Roads . Ask about the lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and features a 2-car side load garage. Special features include Special financing 2/1/buydown at 4.5 % Included two year lawn maintenance 9-foot ceilings and LVP hardwood floors throughout Gourmet kitchen with stainless steel appliances, 42-inch white maple cabinets, large island and quartz countertops A spacious great room centers around an inviting fireplace Formal dining room, living room Main level 6th bedroom/den/office option, full bathroom Conveniently located laundry room near the garage entrance 6 bedrooms and 3 full bathrooms Expansive primary suite with a bonus room perfect for an office, gym, or reading room Luxurious primary bathroom showcasing a quartz double bowl vanity, ceramic tile throughout, soaking tub and a large glass shower A secondary suite bedroom and bath are located down the hall Three additional bedrooms and a full bathroom complete this level For future expansion, the home includes a 1,717 sq ft unfinished basement ready for customization. Act now to own this home.

2644 Claibourne Rd, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$4,950,000
7 Beds ⋅ 7 Baths
Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715-1717 Porters Hill Road is a unique heritage property with over a century of history. Set on a 2.96 acre lot with 429 ft of waterfrontage, the property is comprised of two separate parcels and includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 8+ ft water depth and can accommodate a large vessel as well as an assortment of smaller boats. The tram makes access to the water effortless, and the entire property enjoys exceptional privacy. Steeped in its storied past yet thoughtfully updated for modern living, this retreat captures the perfect balance of historic charm and casual elegance. The heart of the main home is a sunlit great room with original log walls and quarried stone fireplace, a vaulted ceiling, and expansive windows which frame water views at every turn. An adjoining den, with separate entrance option, is a perfect place to relax. This could easily become another main level bedroom with ensuite bathroom. The kitchen is striking under its vaulted ceiling accented by exposed beams. The custom cabinetry and generous island give the space so much functionality while maintaining the artisanal character. The kitchen opens to the dining area overlooking the water. Step outside and you’re embraced by nature: multiple porches and decks overlook lush, manicured grounds that lead down to the water’s edge. The main-level primary suite is a true sanctuary, designed for privacy and tranquility. The bedroom, with a vaulted ceiling, has a screened porch overlooking the water. Two expansive walk-in closets offer custom organization systems that would make a clothing connoisseur smile. The spa-like bathroom gets lots of natural light from the windows that frame the water, and the freestanding soaking tub is situated to enjoy this view. A dual-sink vanity, heated floors, and generous walk-in shower with a built-in bench make getting ready feel effortless and luxurious. A dedicated laundry area just off the hallway makes day-to-day living very easy. Part of the primary suite is a gracious office with gas fireplace and outdoor access. This is a totally flexible space: install a wall of bookshelves and you’d have a lovely library. Upstairs, there are two generously sized bedrooms. One has water views and a waterside balcony; the other overlooks the lush landscaping out front. There is a hall bathroom. A separate guest bedroom suite above the garage, complete with its own living area and luxe bathroom, is ideal for visiting friends and family who desire more privacy. The second home, on the 1717 lot, offers a contemporary setting with clean lines and spacious deck. The dramatic two-story family room facing the kitchen means tons of natural light for the entire house. The main level has a bedroom and full bathroom, and there are two more bedrooms upstairs that share a hall bath. The walk-out lower level features a rec room and a large utility/storage area. The Historical Context: Originally built in the 1880s, the log house on 1715 was one of three identical structures used as hunting lodges. The logs from this original lodge were re-sized to create the current great room. The construction of the log house is one of great craftmanship, including sizing each log to be approximately the same diameter as others. It's amazing that 1715-1717 has such easy access to downtown Annapolis by car or boat, and for those who commute to DC or Baltimore, Route 50 is less than 10 minutes. This incredible heritage property, encompassing almost three acres, two dwellings and a deep-water pier with boathouse, is the ultimate Annapolis retreat.

17151717 Porters Hill Rd, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,495,000
4 Beds ⋅ 2 Baths
An exceptional opportunity awaits in coveted West Annapolis—a rare 0.61-acre offering with endless potential. Whether you envision a thoughtful renovation or a custom new build, this expansive lot provides the perfect canvas to create your dream residence in one of the area’s most sought-after neighborhoods. Approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural designs by Custom Designs Unlimited convey with the property (city approvals secured; permits not yet pulled), offering a valuable head start toward bringing your vision to life. The generously sized lot and current AS-IS cottage provides an abundance of outdoor space, inviting a plethora of outdoor gatherings, summer barbecues, and relaxed evenings enjoying the vibrant West Annapolis lifestyle. Just beyond your doorstep, stroll to acclaimed restaurants, local pubs, charming boutiques, and convenient street-end water access. Ideally situated near Downtown Annapolis, Navy Stadium events, and the Naval Academy, the location also provides effortless commuter access to Route 50 and the Bay Bridge for Eastern Shore escapes or travel to Washington, D.C. A truly special setting offered AS-IS, ready for its next chapter. Welcome Home!

4 Shiley St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$6,995,000
7 Beds ⋅ 6 Baths
Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated. It is evident from the moment you walk in the front door that no expense was spared with this stunning home. Curated with premium quality, top of the line materials, combined with the tranquil views, exquisite design, and top-tier finishes, 1524 Cedar Lane Farm Road is truly one-of-a-kind and showcases unparalleled craftsmanship. The property both inside and out is an absolute entertainer's dream. The lush lawn and landscaping gracefully extends to the water's edge and leads to the well-appointed multi-slip IPE pier with boat lifts, 2 jet ski lifts, upgraded power, water and great lighting including underwater LED fishing lights. Inside, this stunning home boasts an awe-inspiring Great Room with soaring ceilings, architectural beams, and panoramic water views and features brushed Teak hardwood flooring, renovated high-end gourmet Kitchen with marble counters, 10 burner Wolf range, 5 fireplaces, Restoration Hardware lighting, renovated bathrooms throughout and much more! Fall asleep to captivating, sweeping views from the Primary's suite, enjoy watching the early morning wildlife activity on the water. Located on Whitehall Creek which flows out to Whitehall Bay and beyond to the Chesapeake Bay, you are perfectly located to take advantage of the Bay's best cruising and fishing areas. Attractive destinations such as the Annapolis Harbor, Baltimore's Inner Harbor, St. Michaels, Oxford, and Solomon's Island are only a short cruise away and just minutes from accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!

1524 Cedar Lane Farm Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,099,990
4 Beds ⋅ 3 Baths
Backs to Quiet Waters Park! This spacious and elegant home offers 4 bedrooms, 3.5 bathrooms and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (with the upper oven including an air-fry option), a 36-inch gas cooktop and the choice of a cabinetry hood or stainless-steel chimney hood. Additional highlights include a sunroom. These are to-be-built homes, allowing buyers to make all selections and personalize their finishes.

116 Stilly Way, Annapolis

Listing courtesy of Builder Solutions Realty. Contact:

$2,395,000
3 Beds ⋅ 5 Baths
Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river from nearly every vantage point. Expansive ipe decks with sleek cable railing extend the living space outdoors, creating the perfect setting for sunset entertaining or quiet mornings overlooking the water. The primary suite is a true retreat, complete with a private balcony overlooking the Severn; an idyllic perch for enjoying elevated river views and summer breezes. On the lower level, a covered flagstone patio offers an additional outdoor haven, ideal for relaxed evenings, gathering with friends or stepping directly out toward the waterfront. Inside, beautifully appointed gathering spaces flow easily from the gourmet kitchen to the dining and living areas, offering both comfortable everyday living and gracious entertaining. Three spacious bedrooms, three full baths and two half baths are thoughtfully distributed across four finished levels, providing flexibility for guests, work from home needs or additional recreation space. The private pier with deep water and two lifts, including a dedicated jet ski lift, invites endless days on the Severn, with quick access to Annapolis waterways and beyond. Ideally positioned close to Epping Forest’s renowned amenities, residents enjoy a clubhouse with waterside dining, marina, sandy beach, boat ramp, tennis courts, walking trails and a vibrant calendar of social events. An additional 0.115-acre parcel on Sherwood Trail (Tax ID: 224010114205) conveys with the sale and offers convenient supplemental parking, providing easy access for the many guests who will be sure to come visit. A rare opportunity to embrace panoramic river views, exceptional community amenities and the quintessential Annapolitan waterfront lifestyle. Epping Forest is a Special Tax District ($3,059.47 annually) with binding Rules and Regulations. Welcome Home!

349 Sherwood Trl, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$3,195,000
3 Beds
Set on a private peninsula with more than 450 feet of water frontage on Luce Creek, just off the Severn River, 1800 River Watch Lane offers a rare combination of modern sophistication and effortless single-level living. Meticulously renovated by the current owners, this contemporary rambler embraces water views from nearly every room. Guests arrive via a long, private drive and circular pea-stone court, surrounded by mature trees and mature landscaping. Inside, an open, sun-filled floor plan unfolds toward the water, creating a seamless connection between indoor living and the natural beauty of the setting. The grand living room is the heart of the home, anchored by a dramatic wood-paneled cathedral ceiling and a floor-to-ceiling stone fireplace. A full wall of windows opens to an expansive ipe deck with hot tub that spans the width of the house—perfect for large-scale entertaining or quiet morning coffee overlooking the water. The dining room features custom acoustical paneling, while the adjoining family area with cathedral ceiling includes a gas fireplace and casual breakfast are—all capturing panoramic water views. The chef’s kitchen is both refined and functional, featuring marbled Silestone counters, Miele appliances (including double wall ovens, warming drawer, refrigerator/freezer, microwave, dishwasher, and induction cooktop), and a large walk-in pantry. A dedicated office with built-ins and an adjoining den/bedroom create valuable flexibility for working or hosting. An architecturally striking skylit octagon, leads to the remaining bedrooms. The serene primary suite, framed by water views, offers a gas fireplace, tray ceiling, and an oversized walk-in closet. The spa-inspired bath includes a large double vanity, soaking tub positioned to capture the view, a generous walk-in shower, and a private sauna. Two additional bedrooms complete this wing—one with an ensuite bath—along with a third full bath, a separate laundry room, and powder room. Throughout the home, luxurious hardwood floors and large-format provide a clean, consistent aesthetic. A well-appointed mudroom and large two-car garage complete the residence.  Designed with sustainability and comfort in mind, the home features a state-of-the-art geothermal heating and cooling system, a new roof, and an upgraded water heater & treatment —providing exceptional energy efficiency. Outdoors, the property transitions from elevated privacy access via a funicular that transports you to the to deep water pier with two boat lifts and approximately 8’ MLW. Situated high above Luce Creek—just off the Severn River—the home enjoys both long, sweeping views and the practical advantages of protected deep water. Whether boating to downtown Annapolis, heading out for an afternoon sail, or commuting toward Baltimore, BWI, the Eastern Shore, or Washington, DC, this location delivers exceptional convenience without sacrificing the tranquility of a private waterfront retreat.

1800 River Watch Ln, Annapolis

Listing courtesy of Washington Fine Properties, LLC. Contact: info@wfp.com
$1,495,000
An exceptional opportunity awaits in coveted West Annapolis—a rare 0.61-acre offering with endless potential. Whether you envision a thoughtful renovation or a custom new build, this expansive lot provides the perfect canvas to create your dream residence in one of the area’s most sought-after neighborhoods. Approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural designs by Custom Designs Unlimited convey with the property (city approvals secured; permits not yet pulled), offering a valuable head start toward bringing your vision to life. The generously sized lot and current AS-IS cottage provides an abundance of outdoor space, inviting a plethora of outdoor gatherings, summer barbecues, and relaxed evenings enjoying the vibrant West Annapolis lifestyle. Just beyond your doorstep, stroll to acclaimed restaurants, local pubs, charming boutiques, and convenient street-end water access. Ideally situated near Downtown Annapolis, Navy Stadium events, and the Naval Academy, the location also provides effortless commuter access to Route 50 and the Bay Bridge for Eastern Shore escapes or travel to Washington, D.C. A truly special setting offered AS-IS, ready for its next chapter. Welcome Home!

4 Shiley St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$3,090,000
5 Beds ⋅ 6 Baths
This exceptional TO-BE-BUILT opportunity awaits in the coveted West Annapolis community —a rare 0.61-acre offering with endless potential. The custom new build was designed to seamlessly incorporate onto the expansive lot, providing your dream residence in one of the area’s most sought-after neighborhoods. The approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural designs by Custom Designs Unlimited have city approvals secured and are awaiting permits to be pulled. Cypress Homes, a well-known local builder, is prepared to construct the proposed 5-bedroom, 5.5-bath home designed for connection and comfort.  Featuring an exquisite exterior design, generously sized rooms, a thoughtful floor plan, and a harmonious connection between indoor and outdoor living. The main level features a stunning great room with 2 story fireplace, a gourmet kitchen, and a luxurious primary suite with a spa-like bath. The upper level boasts 2 bedrooms each with ensuite baths. The lower level has endless potential, currently offering 2 additional ensuite bedrooms with private patios, a recreation room, and a gym. The conveniently located elevator accesses all levels. The generous yard, screened porch, and multiple decks invite outdoor gatherings, summer barbecues, and relaxed evenings enjoying the vibrant West Annapolis lifestyle. Just beyond your doorstep, stroll to acclaimed restaurants, local pubs, charming boutiques, and convenient street-end water access. Ideally situated near Downtown Annapolis, Navy Stadium events, and the Naval Academy, the location also provides effortless commuter access to Route 50 and the Bay Bridge for Eastern Shore escapes or travel to Washington, D.C. Welcome Home!

4 Shiley St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$5,675,000
3 Beds ⋅ 4 Baths
Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career. Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a suitcase and begin enjoying the Annapolis waterfront lifestyle from day one. The unrivaled architectural detail, exquisitely curated finishes, and sweeping views across Spa Creek elevate this residence into a class of its own. Privately positioned at the end of a quiet street within one of downtown’s most coveted waterfront enclaves, this 3-bedroom, 3.5-bath retreat is equally suited as an elegant weekend escape or a full-time residence. Dramatic Palladian windows bathe the interiors in natural light while perfectly framing the ever-changing harbor views. At the heart of the home, the gourmet kitchen—appointed with custom cabinetry, premium appliances, and a striking designer hood—flows seamlessly into both the formal living room and inviting family room, each enhanced by a gas fireplace and captivating water vistas. A main-level secondary primary suite offers comfort and flexibility for guests of all generations. Upstairs, the extraordinary waterside primary suite features vaulted ceilings, walls of glass, a gas fireplace, spa-inspired bath with soaking tub, and a custom dressing room with center island. A private balcony provides the ideal perch for sunrise coffee or sunset reflections overlooking Spa Creek, Annapolis Harbor, and Eastport. Designed for effortless waterfront living, two deep-water piers with approximately 9 feet of MLW accommodate substantial vessels, with immediate access to the Severn River, the Chesapeake Bay, and beyond. Walkable to the shops, restaurants, and charm of downtown, this rare offering delivers convenience, privacy, elegance, and ease in one remarkable package. Welcome Home!

1 Shipwright Harbor, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$7,500,000
5 Beds ⋅ 7 Baths
This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indoor/outdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bath, wet bar, expansive dressing room, laundry, and its own private balcony for starlit evenings. Additional ensuite bedrooms and a guest suite with kitchenette ensure comfort for family and friends, while the lower level—with wine cellar, kitchenette, and direct access to the pool—extends the living space to the outdoors. With a sandy beach and two private piers, one tucked into Crouches Cove and the other stretching into the Severn river, this estate offers not just a home but a lifestyle of breathtaking vistas on the water, boating adventures at your doorstep, and the unmatched beauty of Annapolis waterfront living. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis, convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly special property with EPIC water views, resort like amenities and a great private setting, this is the property you have been waiting for. Welcome Home!

125 S Winchester Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,295,000
3 Beds ⋅ 5 Baths
Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes. This listing is for an interior home on Lot 6. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now. Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.

108 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,079,990
4 Beds ⋅ 5 Baths
Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath. Energy-efficient upgrades include a tankless water heater and two-zone HVAC. Private setting near Quiet Waters Park. Fully furnished model available. Estimated move-in July/August.

113 Stilly Way, Annapolis

Listing courtesy of Builder Solutions Realty. Contact:

$1,157,456
4 Beds ⋅ 4 Baths
Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and downtown Annapolis. Sold strictly AS-IS. Schedule your showing now!

371 Carriage Park Way, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$1,375,000
There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Residential MLS# MDAA2132242. Parking info is loaded in the documents section. Unit schedule: Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
$1,375,000
4 Beds ⋅ 3 Baths
There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Multi-Family MLS# MDAA2132270. Parking info is loaded in the documents section. Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
$2,950,000
4 Beds ⋅ 4 Baths
TO BE BUILT, luxury home on Back Creek adjacent to Eastport. Quiet dead end street. Only steps away from the community marina with deep water slips. Permits in process for home and private pier. Primary suite on the main level. 5075 sq/ft of finished living space. Intentionally designed large home that can also live small when guests are away. 5br 4.5 Bath with 2 car garage. Offering includes 10' tall ceilings, White European Oak Floors, Furniture Grade Cabinets, Quartz counters, Sub Zero/Wolf Appliances, Screened porch with Outdoor fireplace. Contact LA to schedule a tour of the property. Builder maintains a model home by appointment only. Witness the refined details. $10k in Free options for use of Builders approved lender and title company. Visit Whitehall Building & Company's site for additional information. 100% VA financing available.

703 B Glendon Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,379,000
2 Beds ⋅ 3 Baths
Walk to everything !!! Less than 3 blocks to restaurants, marinas, water taxi, street end parks, brew pub, pools, museums and more. Downtown historic Annapolis is a short walk or water taxi ride !! You really don't even need a car !!! Incredible Opportunity in the Heart of Eastport! Beautifully updated 3-story Victorian located on the Eastport Peninsula. Features include off-street parking, a welcoming front porch (2000), Windows and roofs replaced (2025) including gutters w/gutter guards. Wood floors, and impressive chef’s kitchen with beautiful granite counters, Viking appliances (6-burner stove), and vented hood - all enhanced by a large skylight in the center of the kitchen and a captivating view into the enchanting backyard provided by a large 3 window slider. When you are inside this home you sense nature has joined you. Upper two levels offer space brought to life with a large skylight highlighting the 3rd floor bedroom w/remodeled bath. While the 2nd floor sports 3 skylights w/solar shades, small office/library, washer/dryer closet, Bedroom, and a remodeled bathroom. The detached structure introduces 2 additional large skylights w/solar shades, and lots of additional windows providing a bright and airy ambiance. Energy-efficient appliances, including a gas on-demand water heater (2020), fully encapsulated crawl space (2025), Flexible heating and cooling options with ornate radiator heat complimented by five mini-split units providing a total of 48,000 BTUs for heating and cooling (entire A/C system new 2025) - just enhance year-round comfort and efficiency & have earned this home an Energy Star Certificate from BGE The mesmerizing private & fully fenced backyard (new 2020) just calls to you! New rear porch (2024) and adjoining brick patio maneuver strategically around the mature native trees and lush landscaping. A very inviting & tranquil stage postured perfectly for relaxing and entertaining. The detached accessory structure offers endless possibilities: office, studio, hobby or game room, gym...or add a bathroom to create a charming 'casita'. And don't forget.....there is a bricked off street driveway !! This property is move-in ready—just bring your personal touch! Seller will consider all offers !!!

120 Chesapeake Ave, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000
$2,099,000
For sale , this is a huge opportunity 2 ASSETS FOR SALE , 1991-1993 West Street: 3000 sf retail building Lot Size.Discover an exceptional investment opportunity with this portfolio of two retail assets located at 1991 and 1993 West Street, Annapolis, MD. - Property Overview: - 1991 West St: - Lot Size: 8,000 sq. ft. - Zoning: BCE (Business Corridor Enhancement district) - Features a retail building with high visibility and heavy traffic, ideal for attracting customers. - The current tenant is willing to continue leasing or vacate if necessary, providing flexibility for potential buyers. - 1993 West St: - Lot Size: 4,800 sq. ft. - This property is currently condemned, with value primarily in the land itself, offering a unique redevelopment opportunity. Location Highlights: - Situated in a bustling area with high foot traffic and direct proximity to Annapolis’ historic downtown, this location promises excellent visibility and accessibility for any retail business. Important Note: - Please do not visit the property without a scheduled appointment to ensure a smooth viewing experience. Take advantage of this rare chance to invest in prime real estate in a thriving area. Contact us for more details or to schedule a viewing!

1991-1993 West St, Annapolis

Listing courtesy of Metro Homes DMV LLC. Contact: 5718394785
$1,500,000
5 Beds ⋅ 5 Baths
This is a rare opportunity to own a newly built, beautifully designed home on a large lot in an established neighborhood-with nature at your doorstep and everything Annapolis has to offer just minutes away. This home is ready to go and can do a quick occupancy! With a stunning Colonial architectural style, this beautiful home offers 5-bedrooms and 4.5-baths and sits on the last available lot in the Twin Hills neighborhood which is 1.4 acres and borders lush trees and a preservation area. It offers a rare blend of privacy, openness and a connection to nature. Whether you are hosting friends or enjoying a quiet night in, the thoughtful layout makes everyday living feel seamless and relaxed. As you step inside, you are greeted by an inviting open floor plan with an abundance of light throughout that seamlessly connects the open-concept gourmet kitchen to the family room, creating an ideal space for both entertaining and everyday living. The kitchen features stainless steel appliances, including double wall ovens, cooktop and built-in microwave, complemented by a spacious island and quartz countertops. The Morning Room (Breakfast Room) and Conservatory offers light filled retreats year round. You will also find five generously sized bedrooms, each designed with comfort in mind. The primary suite is a true retreat, with a spacious sitting room and dual walk-in closets in addition to a luxurious en-suite bathroom featuring a soaking tub, walk-in shower, and dual vanities as well as dual water closets! The family room features 10’ ceilings and a relaxing gas fireplace to keep you warm in the cooler nights! The full basement, with an outside entrance, provides extra entertaining spaces with a extensive recreation room, true fifth bedroom and full bath as well as an unfinished area which leaves endless possibilities for customization, whether you envision a home theater, gym, or additional living space. The bedroom floor laundry adds a touch of practicality to daily routines, while the cozy family room off the kitchen serves as the heart of the home, perfect for relaxation and connection. The side-entry garage accommodates three vehicles and a generous amount of storage space, ensuring convenience and ease of access. This residence is not just a home; it's a lifestyle choice that embodies luxury, comfort, and modern living. Experience the perfect blend of sophistication and warmth in this remarkable new construction home, where every detail has been thoughtfully curated for your enjoyment. All of this with an Annapolis address (and a close proximity to the water and fine restaurants Annapolis has to offer) to add to the joy you will feel from choosing this as your next home. Howmar Homes is a local builder dedicated to treating every house as if it were his own. With no shortcuts taken, each home reflects true care and craftsmanship you can see and feel in every detail. An optional inground pool has already been approved and has been cited on property for future or present consideration. **PLEASE NOTE THAT THE NUMBER OF DAYS ON THE MARKET IS DUE TO THE FACT THAT IT WAS LISTED PRIOR TO CONSTRUCTION STARTING**

1907 Mackiebeth Ct, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,995,000
23-acre parcel zoned primarily R-1, with some O-S. Preliminary engineering work indicates the property can be subdivided and coul support multiple residential lots. The concept drawing attached.

1016 E College Pkwy, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,995,000
A rare opportunity for a well located worship facility on 23 acres in Cape St. Claire with exceptional frontage on Rt 50. This large complex with extensive acreage allows a congregation an unusual and great opportunity to grow or fund itself. Existing complex can be restored and used with a great opportunity for later expansion for a larger facility on the additional acreage. Selling addition acres for subdivision may be possible. Available preliminary engineering supports subdivision possibilities. This facility's main room is big enough for 175 and building boasts over 4600 total sq ft, includes a kitchen with serving bar, study, multipurpose room, foyer and reception desk, offices, and classrooms. Noteworthy architectural features include palladium windows, exposed brick, beamed ceilings and a custom staircase. The main building will require less updating and the parsonage, once used as offices, will require significant renovation. Property sold as-is, where-is. Zoning is residential and supports some commercial uses. See attached zoning table for R1 uses. All uses will require certificate of use and occupancy.

1016-1024 E College Pkwy, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
Start Your Search