Annapolis Real Estate | Annapolis Properties between $500,000 and $600,000 for Sale

2121 Beach Village Ct Unit 102, Annapolis

Tucked away in a serene, private setting, this rarely available 2 bedroom, 2 bathroom mid level residence delivers effortless Annapolis waterfront living. Designed with an open floor plan, the home features an updated kitchen complete with a built in desk area and rear balcony access. A separate dining area flows naturally into a welcoming living room anchored by a wood-burning fireplace, opening out to a private balcony overlooking the Chesapeake Bay and Chase Pond. Wake up to water views in the primary suite, which boasts an en suite bathroom, a generously sized walk in closet, and direct balcony access. A spacious second bedroom, a full hall bath, and a full-size in-unit laundry complete this turnkey home. Chesapeake Harbour offers an unmatched resort lifestyle with 24/7 gated security, private community beach, pools, tennis & pickleball courts, walking trails, marina access, and on-site dining, all just minutes from downtown Annapolis and Eastport.

2121 Beach Village Ct Unit 102, Annapolis

Listing courtesy of Compass. Contact:

$525,000

4 Beds ⋅ 2 Baths

Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer just a short walk to Broadneck High School. At .53 acres, this private, tree-lined lot is far larger than most in the neighborhood, offering space and privacy that are hard to find. The heart of the home is the kitchen, featuring refreshed oak cabinetry, brand-new quartz countertops, new hardware, and like-new stainless steel refrigerator, range, and dishwasher (2025). Just beyond, the light-filled living room offers a cozy fireplace and newer carpet (2024), while three upstairs bedrooms and two full baths include a spacious primary suite. The hall bath offers a clean, modern look with new flooring. The walkout lower level adds even more living space, with a large family room centered around a wood-burning stove, a versatile bonus room ideal for a 4th bedroom, office, or den, and a dedicated laundry/utility room. Major systems are already handled, with a new roof (2024), new water heater (2025), whole-home water filtration/Reverse Osmosis system (2025), well tank (2024), well pump (2025), and well certification (2026), giving buyers real peace of mind. Out back, a large deck overlooks the huge, flat, fenced yard, with plenty of room to entertain, garden, or let kids and pets roam, and a low-maintenance turf patio tucked underneath. As a Cape St. Claire resident, you’ll enjoy access to the community’s sought-after amenities, including beaches, boat ramps, a pier, a clubhouse, and playgrounds, all just minutes from Route 50, downtown Annapolis, and Sandy Point State Park. With its oversized lot, generous living space, extensive recent updates, and convenient Cape St. Claire location, 911 Blue Ridge Drive offers the space and flexibility buyers are looking for, both inside and out. Move-in ready and close to schools, community amenities, Annapolis, and major commuter routes, this is a home that is ready to be enjoyed for years to come.

911 Blue Ridge Dr, Annapolis

Listing courtesy of HomeSource Pro Real Estate. Contact:

$530,000

3 Beds ⋅ 2 Baths

YOUR ANNAPOLIS LIFESTYLE STARTS HERE! Discover move-in-ready comfort, thoughtful updates, and Chesapeake Bay living in the sought-after Cape St. Claire community! Beautifully maintained, this 4-bedroom, 2-bath home offers approximately 1,828 square feet of flexible living space on a welcoming corner lot. Inside, enjoy an inviting living room with a beautifully renovated wood-burning fireplace, an updated kitchen featuring granite countertops and stainless steel appliances, and easy access to the newer wood deck, perfect for morning coffee or weekend entertaining. Three main-level bedrooms and a finished lower level provide plenty of flexibility for everyday living, guests, a home office, or recreation space. MAJOR IMPROVEMENTS ALREADY COMPLETED! Highlights include a newer HVAC system (2024), whole-house humidifier (2025), updated kitchen appliances, renovated fireplace, newer deck, and extensive exterior improvements including professional grading, drainage, retaining walls, walkways, and expanded parking. LOVE WHERE YOU LIVE! Cape St. Claire offers a wonderful Chesapeake Bay lifestyle with neighborhood beaches, marinas, boat access, parks, playgrounds, and community activities. Enjoy nearby Sandy Point State Park, downtown Annapolis, waterfront dining, shopping, and convenient access to Route 50. Beautifully updated, meticulously maintained, and ready for its next chapter! Come experience the home, the neighborhood, and the lifestyle for yourself. Schedule your private tour today! *** Some photos are virtually staged.***

1178 Glenwood Dl, Annapolis

Listing courtesy of Redfin Corp. Contact:

7036 Harbour Village Ct Unit T1, Annapolis

$594,000

1 Beds ⋅ 2 Baths

Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Completely rehabbed from top to bottom, this home features all-new flooring, fresh paint, updated lighting, and full renovations of the kitchen, bathrooms, and separate laundry room. The kitchen shines with brand-new stainless-steel appliances (with warranties in place) and allows the buyer to select a few personal finishing touches. Please be sure to register at the main gate- combo will be supplied after the showing is scheduled. Home Warranty is negotiable. From the updated kitchen or your private patio, enjoy sweeping marina views stretching all the way to the Bay Bridge. Take in unforgettable sunrises and sunsets, watch boats glide by, Blue Angels when in town, and admire the Bay Bridge glowing at night—all set to the soothing rhythm of the Chesapeake Bay. Chesapeake Harbour Amenities Include: On-site dining at Beacon Waterfront Galley & Bar, two bay-view swimming pools and a private sandy beach, Scenic walking and biking trails, Fishing piers, kayak launch, tennis and pickleball courts, playgrounds, and picnic areas, EV charging stations, ample parking, and 24-hour gated security. Chesapeake Harbour Marina features 81 wet slips with water, electric, WiFi, and a full-service yacht facility. Ideally located just minutes from Historic Downtown Annapolis with easy access to Baltimore and Washington, D.C., Chesapeake Harbour is a true waterfront hidden gem. This exceptional home offers the perfect blend of luxury, lifestyle, and convenience. Don’t miss the opportunity to own one of the premier marina-view residences. Seller will hold a private note.

7036 Harbour Village Ct Unit T1, Annapolis

Listing courtesy of LPT Realty, LLC. Contact:

$590,999

2 Beds ⋅ 2 Baths

Enjoy easy waterfront living in this cozy end-of-row townhouse in a charming neighborhood along the Severn River, just outside downtown Annapolis! This 2 bedroom, 2 bath home offers beautiful water views from most rooms, updated bathrooms, and newer appliances. A unique feature is the converted original main-level half bath into a full bath, making this home a little different from the others! Take in the community’s waterfront pool, party room, pier, and boat slips. No outside maintenance means more time to relax and enjoy the surroundings. There’s also the convenience of laundry on the upper level, with an industrial size laundry facility available for residents. A great opportunity to enjoy the Annapolis waterfront lifestyle without all the upkeep!

1304 Dreams Landing Way, Annapolis

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

$550,000

4 Beds ⋅ 3 Baths

Your Cape St. Claire Retreat Awaits! Welcome home to this beautifully renovated 4-bedroom, 2.5-bath split-foyer in the sought-after Cape St. Claire community! Blending modern updates with comfortable living, this inviting home features major renovations completed in 2022, a fully finished basement, and a cozy fireplace perfect for relaxing evenings or gathering with family and friends. Enjoy added peace of mind with an impressive list of updates, including a brand-new well installed in 2026 with an upgraded well pump, a roof replaced within the last five years featuring architectural shingles, HVAC system, hot water heater, and new windows. With its classic brick front, vinyl siding, paved driveway, and generous 0.21-acre lot, this home offers both curb appeal and everyday convenience. Love the Chesapeake lifestyle? Cape St. Claire offers a wonderful community atmosphere with parks, recreational amenities, and proximity to the scenic Magothy River. Enjoy nearby outdoor recreation, explore local shopping and dining, and experience the charm of this established waterfront community. Updated, inviting, and ideally situated—this is your opportunity to enjoy the best of Cape St. Claire living!

976 Mount Holly Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

$550,000

4 Beds ⋅ 2 Baths

DIAMOND IN THE ROUGH! 1.90 Acres • Solid Brick Ranch Home • Exceptional Location • Possible Subdivision Potential Location, land, and possibilities! An outstanding opportunity to renovate, reimagine, or potentially redevelop an unusually large residential property consisting of nearly two acres of land in one of the Annapolis area's most desirable and established residential locations. Situated toward the end of Greenbriar Lane, just off Forest Drive and literally minutes from Routes 665, 50, and 97, this spacious brick ranch home offers something increasingly difficult to find in the Annapolis area: a substantial parcel of land, a convenient location, and the flexibility to create something truly special. Built in 1955, the residence has served as a rental property for many years and is ready for a comprehensive cosmetic renovation and modernization. The home also features a substantial 20-by-30-foot addition constructed in the late 1980s, incorporating a large primary bedroom with cathedral ceilings, a small side porch, and a primary bathroom with his-and-hers vanities and closets. According to Anne Arundel County GIS records, the property contains approximately 2,500 square feet across the main level and approximately 1,300 square feet of unfinished space in the lower level. The existing floor plan includes four bedrooms, two full bathrooms, living and dining areas, a family room, kitchen, laundry room, and an enclosed sunroom or three-season room. The house presents an excellent opportunity for someone looking to transform an older, solid residence into an attractive modern home without sacrificing the character and space of an established property. THE LAND The property encompasses approximately 1.90 acres, with an unusually generous amount of frontage along Greenbriar Lane. Previous county mapping information indicates approximately 370 feet of road frontage and a rear property boundary of approximately 360 feet adjoining land owned by the City of Annapolis. Mature trees, established landscaping, and the property's substantial dimensions provide an attractive setting with considerable possibilities for landscaping, outdoor recreation, expansion, or potential additional residential development. The property is zoned R2 Residential, which may offer subdivision or additional building opportunities, subject to applicable zoning, minimum lot sizes, access requirements, utility availability, and county approvals. For a builder, investor, or homeowner interested in maximizing the value of a nearly two-acre parcel, this represents an especially intriguing opportunity. A LOCATION THAT IS HARD TO DUPLICATE Greenbriar Lane is an established residential street conveniently located off Forest Drive, with excellent access to shopping, restaurants, grocery stores, and the many amenities of the Annapolis area. The property is situated across the street from Crab Creek, a tributary of the South River, and is surrounded by neighborhoods featuring attractive custom-built homes, generously sized properties, and numerous waterfront residences. Historic downtown Annapolis, City Dock, the United States Naval Academy, and the city's renowned waterfront restaurants and attractions are approximately four miles away. The surrounding area offers a combination of suburban privacy and convenient access to everything Annapolis has to offer. AN OPPORTUNITY WITH MULTIPLE POSSIBILITIES. Properties offering this combination of acreage, location, road frontage, and potential are increasingly difficult to find in the Annapolis market.The home needs renovation. The location and land are the attractions. The possibilities are what make this property special. The property is offered in its present condition. Acreage, square footage, lot dimensions, zoning, permitted uses, and subdivision potential should be independently verified by prospective purchasers with Anne Arundel County and other applicable authorities.

2638 Greenbriar Ln, Annapolis

Listing courtesy of Cottage Street Realty LLC. Contact:

$599,900

3 Beds ⋅ 5 Baths

****VA ASSUMABLE LOAN OPTION AT AN INCREDIBLE 4.75% INTEREST RATE! **** Welcome to 135 Lejeune Way, a four-level Admirals Square townhome with 3 bedrooms, 5 bathrooms (3 full, 2 half), a den, an attached garage, and a rooftop deck. The second level is made for entertaining. Sunlit open-plan living and dining flow into a gourmet kitchen with stainless steel appliances and an oversized center island, with room for everyone to gather. An upgraded electric fireplace anchors the living area, so the space feels warm and inviting in any season. Upstairs, the large primary suite has a recently renovated bathroom. A second bedroom with its own full bath is on the same level. The top floor adds a third bedroom with a full bath and a loft that opens to the rooftop deck, a good spot for morning coffee or an evening unwind. The half baths have also been recently renovated. The entry level has a den that works as a home office, gym, or guest space, plus a half bath and direct access to the attached garage. The location is hard to beat. The U.S. Naval Academy and the brick streets, restaurants, and waterfront of downtown Annapolis are minutes away. Annapolis Town Center is nearby for shopping and dining, and Routes 50 and 97 enable easy access to Naval Support Activity Annapolis and Fort Meade.

135 Lejeune Way, Annapolis

Listing courtesy of Willow Oaks Realty, LLC.. Contact:

$525,000

4 Beds ⋅ 4 Baths

Assumable VA loan at 5.375% for a VA-eligible buyer able to substitute entitlement. Minutes from downtown Annapolis and the Naval Academy, this end-unit, four-level home in Coveted Tidewater Colony makes an ideal second home for visits to the Academy, a strong first purchase, or a low-maintenance option for anyone looking to downsize without giving up space. End Unit Offering 4 bedrooms, 3.5 baths and approximately 2,395 finished square feet and 2 assigned parking spaces. The main level has a bright open floor plan with vaulted ceilings, a gas fireplace and an updated eat-in kitchen that opens to the dining room. Spacious living area with a cozy gas fireplace. Leading to a deck area, perfect for easy entertaining. Upstairs, the primary bedroom includes a walk-in closet and a primary bath with a soaking tub, separate walk-in shower, dual vanity along with a huge loft! . The loft on the top level works well as an office, studio or play space. Upper level is complete with 2 additional bedrooms and another full bathroom. The fully finished walkout lower level adds a fourth bedroom, or 2nd living area, a full bath, a room for an office or another flex space and your laundry area. The home also has hardwood and luxury vinyl plank flooring, crown molding and recessed lighting. Community amenities include an outdoor pool, tennis courts, walking and bike trails, a playground and a community room. Condo/ HOA fee covers insurance, amenities, common area maintenance, snow removal and trash.

514 Francis Nicholson Way, Annapolis

Listing courtesy of Compass. Contact:

$585,000

3 Beds ⋅ 3 Baths

Beautifully renovated and tucked away on a cul-de-sac in the desirable Stonecreek community, this contemporary home offers stylish living spaces, inviting outdoor retreats, and an exceptional Annapolis location. Extensive improvements include a renovated kitchen and bathrooms, newly finished basement, newly installed whole-house sprinkler system, new flooring and a new electrical panel. A neutral color palette and luxury vinyl plank flooring create a fresh, cohesive feel throughout the home. The renovation includes closed electric, plumbing, building, mechanical, and sprinkler permits. Step inside to discover a spacious living room with a soaring vaulted ceiling that creates an open, airy atmosphere. The living room flows seamlessly into the adjoining dining room, providing an inviting setting for everyday meals and entertaining. Beyond the dining area, the beautifully renovated kitchen showcases crisp white soft-close cabinetry, granite countertops, stainless steel appliances, and an extra-long breakfast bar offering generous seating and preparation space. Open to the kitchen, the comfortable family room features a cozy fireplace and a sliding glass door leading to the screened porch, creating an effortless connection between indoor and outdoor living. Three bedrooms occupy the main level, beginning with the primary suite, where a vaulted ceiling adds architectural interest. A walk-in closet provides ample storage, while the beautifully renovated en-suite bath features a striking floor-to-ceiling tiled shower. Two additional bedrooms share an updated hall bath appointed with modern fixtures and stylish finishes. The finished lower level expands the home's versatility with a spacious recreation room featuring recessed lighting, an updated full bath, and a flexible bonus room ideal for a home office, guest accommodations, exercise room, or hobby space. Outside, the screened porch and tiered deck offer multiple areas for relaxing and entertaining, while the fenced backyard provides additional space to enjoy the outdoors. A storage shed offers convenient space for tools and outdoor equipment, while a greenhouse provides an ideal setting for gardening enthusiasts. The roof was replaced in 2023, per the previous owner. Residents of Stonecreek enjoy access to a community swimming pool and tennis courts, along with proximity to Quiet Waters Park and Truxtun Park for additional outdoor recreation. Historic downtown Annapolis is just minutes away, offering waterfront dining, boutique shopping, and the charm of City Dock. Convenient access to Forest Drive, Route 50, and major commuter routes completes this appealing location. Please note: some photos have utilized virtual staging.

14 Landings Ct, Annapolis

Listing courtesy of Northrop Realty. Contact:

$575,000

2 Beds ⋅ 3 Baths

Welcome to Skipjack Landing in Heritage Harbour, a wonderful 55+ community. Amenities include indoor and outdoor pools, fitness and health facilities, golf, tennis, pickleball and recreation facilities, sauna, hot tub, library, art studio, billiards, clubhouse, walking areas, lake and water privileges, transportation services, community dining and an extensive calendar of clubs, classes and social activities. This interior townhome is located on a quiet dead end street. There is a nice, private deck and grassy area in the backyard. The back fence was replaced several weeks ago. It backs up to open green space. It's quiet inside because it has double firewalls. Also, the houses in Skipjack Landing were designed to have elevators installed if desired. All of the windows and sliding glass door have been replaced. The kitchen overlooks the backyard. It gets lots of light through the two windows. It has beautiful cherry wood cabinets, dovetailed drawers, and granite countertops. The dining room and living room have brand new luxury vinyl tiles. Upstairs, the floors are luxury vinyl planks. The attic is partially floored with pull-down stairs. The primary bedroom and bathroom have vaulted ceilings. There is a skylight in the primary bedroom's bathroom. The walk-in closets for the primary bedroom and second bedroom are very large. In the last few months the heat pump and air handler were replaced, also the stove, microwave, refrigerator, and washing machine. The exterior trim, front door, and most of the interior were recently painted. Prior to settlement the roof will be replaced with architectural shingles.

1020 Sextant Ct, Annapolis

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

$575,000

4 Beds ⋅ 5 Baths

SAVE APPROXIMATELY $342.91/MONTH ON YOUR MORTGAGE FOR THE FIRST YEAR! Take advantage of an exclusive 1% temporary interest rate buydown, paid for by EmpowerHome Mortgage! That’s approximately $4,114.94 in first-year savings! No cost to the buyer or seller for the buydown. PLUS, ask about our complimentary refinance opportunity! Available to qualified buyers financing through EmpowerHome Mortgage, LLC NMLS# 2018277. Terms and conditions apply. Buyers are free to use any lender. Enjoy four levels of thoughtfully designed living in this brick-front townhome in the gated Village Greens community of Annapolis. The spacious main level offers an open kitchen, dining, and living area designed for comfortable everyday living and effortless entertaining. The kitchen features granite countertops, a tile backsplash, stainless steel appliances, a double oven with gas range, center island, and bar seating. An indoor-outdoor gas fireplace creates a warm focal point from both the interior living space and the deck, adding inviting ambiance throughout the seasons. Formal living and dining areas, flexible recreation space, and a half bath complete this level. Upstairs, the primary suite includes a walk-in closet and private bath with dual sinks, a separate water closet, and walk-in shower. Two additional bedrooms, a full hall bath, and conveniently located laundry provide added functionality. The fourth level offers another generously sized bedroom with a walk-in closet, two skylights, and an ensuite full bath. The entry level provides even more flexible living space, well suited for a home office, fitness area, recreation room, or other everyday needs. This level also includes a half bath, storage, and access to the attached two-car garage. Community amenities include a pool, fitness center, and cyber workspace. The location offers convenient access to the restaurants, shopping, entertainment, and recreation found throughout downtown Annapolis, Eastport, and Quiet Waters Park. With generous living space across four levels, flexible rooms, inviting indoor and outdoor features, and convenient community amenities, this home offers plenty to experience in person. **Photos may be virtually staged**

100 Vanguard Ln, Annapolis

Listing courtesy of Keller Williams Realty. Contact:

$544,000

4 Beds ⋅ 2 Baths

Nestled in the serene community of Rolling Knolls, this exquisite split foyer home offers a harmonious blend of modern luxury and timeless comfort. With a major renovation completed in 2019, every corner of this residence has been thoughtfully designed to create an inviting atmosphere that feels like home. Step inside to discover a spacious layout that seamlessly integrates living and dining areas, perfect for both intimate gatherings and entertaining guests. The heart of the home features a well-appointed kitchen with ample table space, ideal for casual meals or morning coffee. The kitchen is equipped with high-end stainless appliances, including a sleek electric oven/range, a dishwasher for effortless cleanup, and convenient upgrades, ensuring that every need is met with ease. Natural light pours through the thoughtfully placed windows, double sliders to the back yard add greenery inside, enhanced by an elegant bay window, that add a touch of light and breeze. The large family room in the lower level has a fireplace and a 4th bedroom, currently an office. The mantel provides a perfect spot for personal touches, making this space truly your own. Primary bath with a tub shower serves the primary bedroom. Outside, the property is situated on a peaceful cul-de-sac, offering a sense of privacy and tranquility. The outdoor space includes a charming patio, perfect for al fresco dining or simply enjoying the beauty of nature. With off-street parking available, convenience is at your fingertips. Experience the perfect blend of modern amenities and classic charm in this charming Rolling Knolls residence. The elementary school is right up the street, making it a breeze to get there in a jiffy, or walk there. Annapolis boasts water sports, parks & recreation are within the community, and you'll enjoy the lifestyle here!

584 Wayward Ct, Annapolis

Listing courtesy of Executive Choice Realty. Contact:

$599,900

4 Beds ⋅ 2 Baths

A must-see on Hampton Road, in the heart of Cape St. Claire! Extensively renovated in 2013 and complemented by numerous recent improvements, this bright and airy 4-bedroom, 2-full-bath home offers a refreshing departure from traditional split-foyer designs. The open-concept main level connects the living room, dining area, and spacious kitchen, creating a welcoming gathering space for everyday living and entertaining. The kitchen features quartz countertops, a large center island with Pottery Barn pendant lighting, stainless steel appliances, and an oyster-style backsplash. A double oven, dishwasher, garbage disposal, and five-stage reverse-osmosis water filtration system were updated in 2024. A generously sized primary bedroom and two additional bedrooms share a remodeled full bathroom with a tub/shower combination. The finished walkout lower level offers flexible living space, including an oversized fourth bedroom, a recreation room with direct access to the covered patio and expansive, level backyard, and a finished laundry room with tiled flooring and additional storage. The fully floored attic provides additional storage space and includes blown-in insulation and shelving. Outdoor living is equally appealing, with a covered deck and patio overlooking the spacious, flat 10,500 sq ft lot. The driveway accommodates up to seven vehicles, while a large storage shed with ramp (10' x 16') and an additional storage area beneath the deck provide ample room for tools, equipment, and seasonal items. The cedar swing set and trampoline convey, adding even more enjoyment to the backyard. Significant updates include a roof replacement in 2022, bedroom and living room windows replaced in 2025, and a new water heater in 2025. The well pump was replaced in 2020 and the pressure tank in 2021. Central HVAC and an owned water-treatment system add everyday comfort and convenience. Maintained as a smoke-free, pet-free household with allergy-conscious living in mind, this home reflects years of continued care and investment. The Hampton Road location offers sidewalk access to both the elementary and high schools, with local shopping and recreation also within walking distance. Residents of Cape St. Claire enjoy private community beaches, marinas, kayak storage, powerboat docks, fishing piers, boat ramps, playgrounds, and a clubhouse available for private rentals. Nearby recreational options include walking trails, sports fields at Cape St. Claire Park, and the Cape St. Claire Swim Club with its competitive swim team. Fairwinds Marina provides additional boating conveniences. Just a short walk away, the community shopping center offers Graul’s Market, a hardware store, casual dining, and a variety of shops. With its distinctive open layout, extensive updates, generous outdoor space, and access to Cape St. Claire’s waterfront amenities, this home offers a wonderful combination of comfort, convenience, and community.

1193 Hampton Rd, Annapolis

Listing courtesy of Redfin Corp. Contact:

$560,000

3 Beds ⋅ 4 Baths

Also for Rent, Listing ID MDAA2150578. Welcome to 104 Vanguard, a bright and spacious 3 level townhome in the heart of Annapolis, nestled in the gated community of Village Greens. Enjoy shopping, dining and entertainment just steps from your front door. This beautifully maintained home is perfect for everyday living and entertaining alike. The entry level features a two car garage, a half bath, and flex space perfectly suited for a home office or recreation room. The main level includes a gourmet kitchen with granite countertops, stainless steel appliances, a large island with breakfast bar, and dining room that leads to a deck that is perfect for grilling, entertaining, or just relaxing. Rounding out this level is a family room that overlooks the community recreation area and an additional half bath. Upstairs are two generously-sized guest bedrooms, a guest bath, a laundry closet, and a sumptuous primary suite with spacious walk in closet and primary bath with dual vanities. Minutes from Eastport, Annapolis, the Naval Academy, and Quiet Waters Park, this home offers an unparalleled lifestyle with the added comfort of a gated community. Easy access to Rtes. 50 and 97 gives you plenty of commuting options to the Baltimore and DC areas. Come enjoy all that Annapolis has to offer. Your new lifestyle awaits! Welcome Home!

104 Vanguard Ln, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$514,800

4 Beds ⋅ 2 Baths

NEW PRICE! Water-Access Community | 4 Bedrooms | 2 Full Baths | Big Backyard | Major Improvements | Garage | Approx 6 Miles to Downtown Annapolis! Enjoy the Best of Annapolis-Area Living in Beechwood on the Burley! Looking for space, convenience, outdoor enjoyment, and a wonderful community setting—all at an attractive price? Welcome to Beechwood on the Burley, a charming water-access community just minutes from Annapolis! This inviting home offers approximately 1,508 square feet of living space, four bedrooms, two full baths, an attached garage, and a generous, level 0.28-acre backyard. The kitchen features stainless steel appliances, all NEW in September 2026, including a refrigerator with ice maker, range with warming zone and self-cleaning oven, and dishwasher. Enjoy added peace of mind with major recent improvements, including a NEW heat pump and roof in 2023, plus a NEW water heater and sump pump in 2026. With flexible living areas and inviting outdoor spaces, there's room to relax, entertain, work, and play. Inside, you'll find a welcoming open-concept layout, hardwood flooring on the upper level, and a freshly painted interior. The spacious primary bedroom features an en-suite bath, while three additional bedrooms and a full hall bath provide plenty of room for family and guests. The finished lower-level family room offers even more versatility for movie nights, hobbies, a home office, or a playroom. The outdoor space is sure to impress! The spacious, level backyard offers room to garden, play, entertain, or simply unwind. The recently stained deck, approximately 37' x 12', is perfect for summer barbecues, outdoor dining, morning coffee, and gatherings with friends and family. The attached garage offers more than covered parking, with a workbench, pegboards, and storage shelving providing excellent space for projects, hobbies, and organization. Ample additional off-street and street parking adds convenience. Enjoy the lifestyle that makes Beechwood on the Burley special! Community amenities include access to a waterfront pier and boat slips, kayak racks, and a playground (availability may be subject to community waitlists). Whether you enjoy boating, kayaking, or simply appreciate being near the water, there's plenty to love about this peaceful neighborhood. The convenient location puts you just a short drive from Sandy Point State Park, local parks, bike paths, marinas, shopping, and restaurants. Historic Annapolis, the U.S. Naval Academy, and Route 50 are also easily accessible, with multiple routes to Annapolis and destinations both east and west. The home is located within the Windsor Farm Elementary attendance area too! More space, meaningful updates, a fantastic backyard, and a water-access community—all at an attractive price south of Route 50! Don't miss this opportunity to enjoy a wonderful combination of comfort, convenience, and outdoor living in a beautiful natural setting. Schedule your showing today! Additional Information: Voluntary Burley Creek Community Association fee is just $50 per year.

614 Edwards Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$599,000

2 Beds ⋅ 1 Baths

Charming Homewood cottage with numerous recent updates! This property is located on a partially secluded lot bordering city-owned, undevelopable land encompassing the headwaters of College Creek. Enjoy a peaceful setting on the back deck with a sense of privacy, all while being conveniently located near downtown Annapolis, shopping, dining, and local amenities. Recent improvements include a newer hot water heater, HVAC system, appliances, windows, newly renovated bathroom, insulation, asphalt driveway, hardscape walkway and retaining wall. A detached finished shed with dedicated electric offers flexible space with the potential to serve as a private home office, studio, or hobby space. This delightful cottage combines classic charm, thoughtful updates, and a convenient Annapolis location! Don't miss this one!

30 Woodlawn Ave, Annapolis

Listing courtesy of Compass. Contact:

$555,000

3 Beds ⋅ 2 Baths

Bring your boat. At Severn House in Eastport, this 3-bedroom, 2-bath condominium comes with a 40-foot boat slip on Back Creek — a rare find in one of Annapolis’s most sought-after waterfront neighborhoods. Inside, an open floor plan and warm hardwood floors create a light, welcoming flow, with picturesque water views as your backdrop. Outside your door, the community offers a kayak launch, a swimming pool, and a gathering deck made for sunsets and good company. Step outside and you’re in the heart of Eastport — waterfront restaurants, neighborhood favorites, marinas, and a lively maritime spirit all within an easy stroll. And when you want more, downtown Annapolis’s shopping and dining are just minutes away. It’s true lock-and-leave living: travel when you like, come home to the water when you want. Don’t let another day slip by — your way to fabulous starts here.

760 Fairview Ave Unit 760 C, Annapolis

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

$570,000

3 Beds ⋅ 4 Baths

Nestled in the prestigious gated community of Village Greens, this exquisite Colonial townhouse offers a harmonious blend of luxury and comfort. Built in 2016, this meticulously maintained residence spans 2,000 square feet, showcasing high-end finishes including a newly updated kitchen and thoughtful design throughout. Step inside to discover a warm and inviting atmosphere, where rich hardwood floors flow seamlessly through the main living areas. The spacious living room, anchored by a cozy fireplace for your indoor and outdoor enjoyment, invites relaxation and gatherings with loved ones. With three generously sized bedrooms, including a serene master suite with an ensuite bath, this home provides ample space for rest and rejuvenation. The two full and two half baths are beautifully appointed, offering both style and functionality. Enjoy the convenience of an attached finished rear-entry garage and driveway parking, ensuring easy access and ample space for guests. The low-maintenance outdoor area allows for leisurely afternoons spent soaking up the sun or enjoying a quiet evening under the stars. Experience the exclusive lifestyle that Village Greens has to offer, with its serene surroundings and proximity to local amenities. This stunning townhouse is not just a home; it's a sanctuary where luxury meets everyday living. Embrace the opportunity to make this exceptional property your own.

1612 Belle Dr, Annapolis

Listing courtesy of O'Brien Realty ERA Powered. Contact:

$535,000

3 Beds ⋅ 3 Baths

NEW ROOF- 50 year shingle! Welcome to this spacious Colonial in the sought after water privileged community of Cape St. Claire. Step inside to a bright and inviting main level filled with natural light. The spacious living room opens to the updated kitchen featuring a new island with seating for three, new quartz countertops, freshly painted cabinetry, and a cozy breakfast nook overlooking the rear yard. A dining room addition provides plenty of space for gathering and entertaining with direct access to the rear deck and yard. A full bath on this level adds extra convenience. Upstairs, you will find three bedrooms and two full baths. The primary suite features vaulted ceilings, a walk in closet, and a private ensuite bath complete with a soaking tub and separate stall shower. Outside, the property has been freshly landscaped with a new parking pad and fresh grass seed throughout. The rear yard offers plenty of space to enjoy the outdoors, along with a large shed for additional storage. Cape St. Claire offers a sought after waterfront lifestyle just minutes from Annapolis. This established community along the Chesapeake Bay features community several beaches, parks, playgrounds, three marinas, boat ramps, and opportunities for boating, kayaking, fishing, and enjoying life on the water. Known for its strong sense of community, Cape St. Claire hosts neighborhood events throughout the year and offers convenient access to local shopping, dining, schools, and major commuter routes. It is a wonderful setting for buyers looking to enjoy the relaxed Chesapeake Bay lifestyle while remaining close to Annapolis and everything Anne Arundel County has to offer.

1161 Green Holly Dr, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact:

$570,000

4 Beds ⋅ 2 Baths

Welcome to 202 Bertina A Nick Way, a spacious 4-bedroom townhouse in a convenient Annapolis location. The main level offers a comfortable open-concept layout with generous living and dining areas, durable flooring, and plenty of natural light. The kitchen features stainless steel appliances, ample cabinetry, and direct access to the deck, making it easy to enjoy both everyday living and outdoor entertaining. A generously sized primary bedroom with a private full bath is also located on the main level. Upstairs, three additional bedrooms and another full bathroom provide plenty of room for family, guests, or a home office. The finished lower level offers even more flexibility with a spacious recreation room and additional utility/storage space. Ideally situated near downtown Annapolis, the United States Naval Academy, Chesapeake Bay, shopping, dining, parks, and waterfront activities, this home offers both convenience and access to everything Annapolis has to offer. Major commuter routes to Baltimore and Washington, DC are also easily accessible. Whether you're looking for a primary residence, weekend retreat, or potential airbnb property, this home offers a versatile layout in a desirable location.

202 Bertina A Nick Way, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$569,900

4 Beds ⋅ 4 Baths

NEW PRICE!! Welcome home to this residence that lives like a spacious single-family home, just minutes from historic downtown Annapolis. Built by Pulte with an impressive selection of upgrades, this home features a large rear bump-out, 9-foot ceilings, upgraded flooring, custom built-ins, and abundant natural light. The location is impressive! Truxtun Park is just minutes away, with a pool, ball fields, playground, tennis and pickleball courts, a skate park, and free kayak, canoe, and boat launching. Pip Moyer Recreation Center is nearby too. Paddle into downtown Annapolis for lunch, or enjoy all that historic Annapolis has to offer. Open, airy, beautifully updated, and exceptionally spacious, this is a home that truly lives large. The main level showcases hardwood floors, custom millwork, and a cozy gas fireplace. Recent improvements include a refreshed kitchen with painted cabinetry, new hardware, stone countertops, newer appliances, a new garbage disposal (2025), and a new microwave with oven feature (2026). The main level also features updated light fixtures, a new bathroom faucet and mirror, a smart thermostat, and a Ring doorbell. The eat-in kitchen opens through large sliding doors to a deck overlooking a wooded view and semi-private green space. With its generous proportions and open layout, this home is ideal for everyday living and entertaining. Upstairs, you'll find a spacious primary suite with large banks of windows, two additional bedrooms, and a full bath. New carpet was installed on the stairs and throughout the upper level in 2025, along with updated hallway lighting. The primary bath features a new mirror, and custom blackout shades add privacy to all seven front-facing windows on both levels. The lower level provides exceptional flexibility, with heated wood floors, a large den, a spacious home office, a full bath, plenty of storage, and a flex room currently used as a fourth bedroom.

1152 August Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$550,000

5 Beds ⋅ 2 Baths

Welcome home to Cape St. Claire! Offering plenty of space inside and out, this beautifully updated rancher features a fully finished basement, five bedrooms, two full baths, and an open-concept layout designed for comfortable living. The main level showcases laminate wood floors, a gorgeous kitchen with granite counters, 42-inch cabinets and recessed lighting, plus three bedrooms and a full bath with convenient dual entry to the primary bedroom. Downstairs, you’ll find a large family room, two additional bedrooms, another full bath, laundry room, abundant storage, and walk-out access to the yard with a new awning. Whether you're relaxing on the front porch, grilling on the rear deck, or gathering around a fire pit in the spacious side yard, this home is ready to be enjoyed! Roof was replaced in 2021*********Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to FtMeade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore***BE SURE TO CHECK OUT THE VIRTUAL FLOOR PLAN TOUR

1230 Hilltop Dr, Annapolis

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

$554,990

3 Beds ⋅ 3 Baths

Imagine starting your morning with coffee in a sun-filled room, looking out over a peaceful backyard framed by trees. Later, you could launch a kayak, head to the community beach, take a walk through Quiet Waters Park, or be in downtown Annapolis in minutes. This is the lifestyle that makes Hillsmere Shores so special. Set near the Chesapeake Bay and the mouth of the South River, this updated 3-bedroom, 2.5-bath home blends comfort, character, and flexibility in one of Annapolis’s most loved waterfront communities. Inside, a thoughtful renovation created spaces that feel open, warm, and easy to enjoy. The expanded kitchen features a center island, eat-in area, custom tile backsplash, solid wood cabinetry, and plenty of room to gather. The primary suite was also expanded and now offers a sitting area, large walk-in closet, brand-new carpeting, and a beautifully renovated bath. But the room you may never want to leave is the four-season sunroom. Fresh paint, new luxury vinyl plank flooring, and views of the fenced backyard make it the perfect place to relax in every season.The finished lower level gives you even more room to spread out. Use it as a recreation room, office, gym, creative space, or potential fourth bedroom. A classic brick fireplace with an insert creates the perfect backdrop for cozy evenings, and a half bath adds extra convenience. Outside, the backyard offers privacy, trees, and room to enjoy the outdoors. And then there’s Hillsmere Shores itself: a private marina, boat ramps, kayak and canoe launch, community beach, swimming pool, playgrounds, picnic areas, and recreation spaces—all just minutes from downtown Annapolis, Key School, and Quiet Waters Park. This isn’t just Annapolis living. This is Chesapeake Bay living at its best.

416 Walnut Dr, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$500,000

2 Beds ⋅ 2 Baths

Welcome to 801 Midship Court, a refreshed end unit townhouse offering 1,514 square feet of comfortable single level living in the established 55 plus community of Heritage Harbour. With two bedrooms, two full bathrooms, a flexible den, and a one car garage, the home provides an easy and practical layout. Fresh paint, new carpet, and hardwood flooring throughout the main living areas create a clean and inviting interior. The end unit setting brings additional natural light into the home, giving the living and dining spaces a bright, open feel. The primary suite includes a private bathroom, while the second bedroom is conveniently located near the hallway bathroom. Toward the rear of the home, the den provides valuable flexibility as a home office, reading room, media space, or comfortable area for guests. From here, doors open directly to the rear deck, creating a natural connection between the indoor and outdoor living spaces. A front patio offers another welcoming place to sit outside, while the rear deck provides space for relaxing or dining outdoors. The updated HVAC system and attached one car garage add comfort and convenience. Heritage Harbour offers an active community lifestyle with indoor and outdoor pools, a fitness center, tennis and pickleball courts, a nine hole golf course, a community Lodge, and a wide variety of clubs and activities. Shopping, dining, healthcare, and Historic Downtown Annapolis are nearby, with convenient access to Routes 50 and 97. With fresh finishes, flexible living space, two outdoor areas, and the added natural light of an end unit, 801 Midship Court is ready to welcome its next owner.

801 Midship Ct, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

$565,000

4 Beds ⋅ 3 Baths

Tucked away down a tree-lined driveway on over half an acre, 1365 Moyer Road offers a rare combination of privacy, thoughtful updates, and convenient access to everything Annapolis has to offer. Located just off Arundel on the Bay Road, this beautifully renovated home is minutes from downtown Annapolis, Quiet Waters Park, local marinas, and the Chesapeake Bay. Inside, the home feels bright and refreshed with luxury vinyl plank flooring, fresh paint, and an updated kitchen featuring stylish cabinetry, countertops, and sink. The upper level includes three spacious bedrooms and two updated full baths, including a private primary suite with its own bath and direct access to the rear deck. The lower level provides additional living space with a fireplace, third full bath, and flexible bonus room ideal for a home office, gym, playroom, or guest space. Outside, enjoy a newer deck overlooking the fully fenced 0.65-acre backyard with plenty of room for entertaining, pets, recreation, or boat storage. Additional 2026 improvements include a new water pressure tank, serviced well, updated doors, and numerous updates throughout the home. Private, move-in ready, and ideally located near the water and downtown Annapolis, 1365 Moyer Road is ready for its next owner.

1365 Moyer Rd, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact:

$525,000

5 Beds ⋅ 2 Baths

$10,000.00 seller closing help Like-new look, new windows, new appliances, new HVAC system, new Central unit, new cabinets, fully updated from top to bottom. Nestled in the serene community of Primrose Acres, this exquisite split foyer home offers a perfect blend of modern luxury and timeless charm. With a major renovation slated for 2026, this property is poised to become a stunning showcase of contemporary living, while still retaining its classic appeal. As you approach the home, you'll be greeted by a beautifully landscaped exterior that exudes warmth and sophistication. The fiberglass siding not only enhances the aesthetic appeal but also ensures durability and energy efficiency. The inviting entrance leads you into a spacious layout, where natural light pours in through energy-efficient bay and bow windows, creating a bright and airy atmosphere throughout. The heart of this home is its expansive outdoor space, featuring a personal in-ground pool that promises endless summer enjoyment. The level lot, spanning 0.15 acres, provides ample room for outdoor gatherings, gardening, or simply basking in the sun. Inside, the home boasts five generously sized bedrooms and two full bathrooms, offering plenty of space for relaxation and privacy. The hardwood and tile flooring throughout adds a touch of elegance, while the basement, complete with a walkout entrance, presents an opportunity for additional living space or a creative retreat. The property is equipped with modern green energy-efficient features, including an advanced HVAC system and energy-efficient lighting, ensuring comfort while being mindful of the environment. The thoughtful design extends to the laundry area, conveniently located in the basement with hookups for both a washer and dryer. Located just minutes from major transportation routes, including commuter rail stations and bus stops, this home offers easy access to the surrounding area, making it ideal for those who appreciate both tranquility and convenience. This residence is more than just a house; it's a lifestyle. With its luxurious features, prime location, and the promise of a stunning renovation, this property invites you to envision a life of comfort and elegance. Experience the best of Primrose Acres and make this exceptional home your own. PROPERTY IS SOLD AS IS, WHERE IS, AND HOW IT IS. THE POOL MOTOR IS NOT FUNCTIONING. GAS LINE EXISTS BUT IS NOT CONNECTED TO THE GAS COMPANY; THAT IS AN OPTION FOR THE BUYER TO ACTIVATE.

391 Hilltop Ln, Annapolis

Listing courtesy of Deausen Realty. Contact:

$540,000

3 Beds ⋅ 3 Baths

Welcome to 1182 Bay Highlands Drive in Annapolis! This solid home offers a great opportunity for buyers looking to make a property their own in an established Annapolis community. The major systems have been replaced within the past few years, providing a strong foundation for future improvements. Price is reflective of the current condition of the home. The home is ready for updating and TLC, including cosmetic improvements to the kitchen, baths, flooring, and finishes. With the major systems already addressed, buyers can focus on renovations and personal touches to bring out the home's full potential. The asking price is reflective of the home's current condition and the updates needed. Property is being sold strictly "AS IS." Seller will make no repairs. A great opportunity for buyers with vision who want to customize a solid home and build equity in Annapolis.

1182 Bay Highlands Dr, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact:

$574,900

4 Beds ⋅ 2 Baths

Price Improvement Incredibly maintained home in the sought-after water-privileged community of Beechwood on the Burley. This two-level home offers comfortable living, a spacious outdoor setting, and an ideal Broadneck Peninsula location just minutes from downtown Annapolis and with easy access to Route 50. The established community offers water access, a marina, playground, and peaceful neighborhood setting, with convenient back-road access to downtown Annapolis. Inside, the home has been well maintained and thoughtfully updated with refinished hardwood floors, fresh paint, updated lighting, and new carpet. The upper level features a comfortable open-concept layout with a living room that flows into the dining area and kitchen. Granite countertops, beautiful cabinetry, and a center island with seating create a welcoming kitchen with plenty of workspace. Sliding glass doors open to a composite deck overlooking the flat, fully fenced backyard, where mature landscaping provides privacy and a lovely backdrop for outdoor living. The primary suite features a private ensuite bath, accompanied by two additional bedrooms and a full hall bath. The lower level adds valuable living space with a family room centered around a propane gas fireplace, an office/fourth bedroom, laundry room, and access to the attached garage. Ample storage throughout adds to the home's everyday functionality. Beechwood on the Burley is a voluntary HOA community with access to a waterfront park, community dock with slips, playground, and picnic area along the water. The neighborhood's quiet roads and surrounding farmland create a peaceful setting for walking, running, and cycling, while the home's location provides easy access to Annapolis, Broadneck schools, shopping, dining, and major commuter routes.

626 Edwards Rd, Annapolis

Listing courtesy of Monument Sotheby's International Realty. Contact:

$506,000

1 Beds ⋅ 2 Baths

Nestled within the serene embrace of nature, enjoy fabulous waterfront views of Hawkins Cove and Spa Creek from this stunning 1-bedroom, 1.5-bathroom second floor condominium in the highly sought-after community of Shearwater in Eastport. With a contemporary coastal architectural style, this home is a perfect blend of sophistication and warmth. Step inside to discover an open floor plan that seamlessly integrates the living and dining areas. Natural morning light floods the space through the kitchen creating an inviting atmosphere throughout. The flat has an upgraded refrigerator, new microwave, new washer&dryer, HVAC, heat pump and air handler all in aprox 2024. The home features gleaming living room floors, and a gourmet kitchen designed to elevate your culinary creations. The bedroom suite is a private and cozy retreat with a luxurious ensuite bathroom. The exterior of the property is equally impressive, boasting a private balcony that overlooks the lush landscaping and the waterfront, providing a peaceful escape right from your terrace. This truly is a nature watchers’ paradise. In December, celebrate the famous Eastport Yacht Club annual Parade of Lights in style by your cozy wood-burning fireplace. In Spring/Summer enjoy the easy breeze with family and friends with your favorite libation. For water enthusiasts, the community offers direct access to Hawkins Cove and Spa Creek, complete with a private dock site and multiple slips for boating, fishing, and kayaking adventures. Surrounded by partly wooded areas and mature trees, the lot features a harmonious blend of nature and luxury, creating a serene environment for relaxation and recreation. It offers seamless access to the Chesapeake Bay and beyond. Your luxury lifestyle features the choice to relax poolside, play tennis/pickleball on the courts, or take a water taxi from the docks to enjoy the stunning array of restaurants, events, the arts and much more. Welcome home, your Annapolis dream has come true!

13 Spa Creek Lndg Unit A2, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$500,000

4 Beds ⋅ 2 Baths

Inside the Annapolis city limits on a cul-de-sac, this Dutch Colonial pairs four bedrooms and two full baths with a fully fenced yard and about 1,928 finished square feet on three levels. On the main level, the living room has a wood-burning fireplace with a blower that carries the heat through the room, and a bedroom and full bath give guests their own space or make room for a home office. Upstairs, three more bedrooms share a full bath with a steam shower and full body sprays. Downstairs, the fully finished basement adds a 21-foot family room, a second room for work or hobbies, and a utility room with the laundry. Out back, a deck steps down to the fenced yard, and a shed adds storage. The driveway parks two cars. Walk all three levels in the 3D tour, and use the floor plans to see how the rooms connect. Wilshire sits off Forest Drive, a short drive from the trails and waterfront at Quiet Waters Park, the restaurants of Eastport, the Annapolis Maritime Museum, and City Dock. Route 50 and the Bay Bridge put Washington, DC, Baltimore, and the Eastern Shore within reach, for the commute or for the weekend. Ask your agent about a lender closing-cost credit of up to $2,000 for applications by December 31, 2026, and no lender fees on VA loans.

1017 Hyde Park Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$525,000

4 Beds ⋅ 4 Baths

Price Reduction. Gorgeous 4 level townhome situated on a premium, landscaped lot with water views. Every level highlights the connection to nature and privacy in this well-maintained, thoughtfully designed home. The ground level features a one car garage with storage shelves and a spa-like ensuite bedroom that leads to a private screened porch and fenced backyard. Perfect for guests, this space evokes relaxation and privacy. The main level offers a spacious family room, a gourmet kitchen, and large dining area that leads to a deck with views of the backyard oasis. Options for entertaining here are endless, with comfortable spaces for all to enjoy. The bedroom level offers a unique primary bedroom suite with ample closet space, sitting room/second bedroom, and upgraded primary bath with a luxury shower, double vanity, and soaking tub. The water view is prominent on this level. The bonus loft level provides an additional bedroom or office/flex space and a full bath. The wooded walking trail that leads to the community pier is a short walk away, providing stunning views and water access. With hardwood flooring on each level this home shows exceptionally well and is just waiting for its next occupants. Welcome Home!

218 Wintergull Ln, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$569,000

3 Beds ⋅ 4 Baths

The one you've been waiting for. An elegant townhouse which offers a harmonious blend of luxury and comfort, perfectly suited for those who appreciate low maintenance living with thoughtful upgrades, designed for an effortless, comfortable lifestyle. Meticulously maintained and upgraded by both the previous and current owners, the residence spans 2,088 square feet and showcases a traditional architectural style, enhanced by the brick front. Step inside to discover a warm and inviting interior with high-end finishes. The spacious living area features rich wood floors, crown moldings, floor to ceiling windows, plantation shutters, beautiful paneled walls, all the details that create a beautifully curated home with an atmosphere of quiet luxury. The gourmet kitchen is a culinary enthusiast's dream, equipped with stainless steel appliances, including a five-burner gas cooktop and double ovens. The expansive island and table space invite gatherings, while recessed lighting adds a touch of modern elegance. The home boasts three generously sized bedrooms, including a luxurious primary suite complete with a walk-in closet and beautifully appointed en-suite bathroom with a soaking tub and shower. An additional full bath upstairs is shared by the two other bedrooms and enjoy the convenience of a bedroom level laundry room. The cozy fireplace in the lower living area is a focal point, serving as the perfect retreat for relaxing evenings or a private home office. Outside, the property backs to trees and the deck offers an ideal space for outdoor relaxation or entertaining. The attached rear-entry garage with additional parking in front provides convenience for you and your guests. Adding to peace of mind, the roof is one year old, new washer, nearly new dryer, hot water heater in 2022 and brand new garage door and opener. This residence is more than just a home; with a prime location, easy access to commuter routes, and move in ready appeal, it embodies a lifestyle of comfort, where every detail has been thoughtfully curated. Experience the perfect blend of welcoming elegance in this exceptional property, where you can create lasting memories in a truly inviting setting.

2604 Foremast Aly, Annapolis

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

$540,000

3 Beds ⋅ 2 Baths

Price adjusted to reflect market response. AND it's open 10/31 & 11/1 ! There's history here. In the 1940s, the Meade family built a number of homes on President Street and in Hillsmere — Meade Street bears their name. For the first time, the family will be passing on this home, one of the last one still in family hands, to new owners. Original wood trim, high ceilings, and wood floors pair with a surprisingly open floor plan for its age. The third bedroom and kitchen were added in the 1960's. The daughters' bedroom was the upper level for many years. A detached garage with an attached screened porch is perfectly positioned for outdoor entertaining. The yard is large and fenced. This home only needs the new owner's personal touches to make it once again a forever home!

1309 President St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$550,000

3 Beds ⋅ 1 Baths

Eastport! Eastport! Eastport! Corner lot that consists of 9,240 square feet. Off street parking and street parking. Stainless steel refrigerator, washer and dryer, and storage in lower level off the kitchen and in the upper level. New 10 foot by 15 foot shed. Separate dining room. Back porch 21 feet by 7 feet. Partially fenced back yard. Upstairs bedroom has unique wood ceiling. Freshly painted living room, 2 bedrooms, and dining room. Lot has room for expansion. Close to downtown, Quiet Waters Park, and Eastport Shopping Center. Easy access to main streets.

1311 President St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$555,000

3 Beds ⋅ 2 Baths

ASK HOW YOU COULD SAVE ON YOUR MONTHLY MORTGAGE PAYMENT WITH A POTENTIAL RATE BUYDOWN THROUGH OUR PREFERRED LENDER! YOUR PRIVATE ACRE IN ANNAPOLIS! Discover a rare opportunity to enjoy peaceful, country-style living with the convenience of Annapolis nearby. Set on approximately one acre of beautifully landscaped grounds, this unique property offers privacy, versatility, and room to spread out, just minutes from Sandy Point State Park, the Chesapeake Bay, and routes toward downtown Annapolis and the Bay Bridge. Enjoy outdoor living at its best with mature landscaping, hardscape walkways, a newer Trex deck, brick patio, fully fenced yard, garden areas, storage shed, and outdoor shower. Inside, vaulted ceilings enhance the living and family rooms, while wood flooring throughout much of the main living area and comfortable main-level living create a welcoming feel. The kitchen features granite countertops, a subway tile backsplash, and ample cabinetry. Need space beyond the main house? A separate office/studio structure with its own electrical panel, heat pump, and efficiency kitchen offers exciting flexibility for a home office, creative studio, workshop, or other workspace. One of this property's standout features is the expansive, newly asphalted driveway with parking for 15+ vehicles, ideal for those with work vehicles, equipment, trailers, recreational vehicles, or frequent guests. Additional updates include a new well installed in January 2026, a refrigerator replaced in 2024, a hot water heater replaced in 2020, and a washer and dryer less than two years old. Surrounded by natural beauty and wildlife, with nearby walking paths providing access toward the water, this property offers a lifestyle that's increasingly hard to find. The former pool area provides additional outdoor potential; the pool is currently non-operational and conveys AS-IS. Looking for land, privacy, parking, and flexible space without giving up Annapolis-area convenience? This is your opportunity! Schedule your private tour today and ask about the potential rate buydown.

1197 Carrs Rd, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$539,900

3 Beds ⋅ 4 Baths

Nestled in the charming community of Riva Trace, this delightful townhouse offers a perfect blend of comfort and convenience. Built in 1990, this traditional-style home features a classic brick front and wood siding, exuding warmth and character from the moment you arrive. With 2,323 square feet of thoughtfully designed living space, this residence is ideal for those seeking a cozy retreat in a vibrant neighborhood. Step inside to discover a spacious interior that invites you to unwind. The main level boasts an inviting layout, perfect for both entertaining and everyday living. Gather around the fireplace on chilly evenings, creating lasting memories with loved ones. The fully finished daylight basement adds versatility, providing extra space for a home office, playroom, or media area. The home features three generously sized bedrooms and three full bathrooms, ensuring ample space for relaxation and privacy. A convenient half bath on the main level adds to the functionality of the home. The attached garage offers easy access and additional storage, making life a little simpler. Riva Trace is not just about the home; it's about the lifestyle. The community is rich with amenities designed to enhance your everyday experience. Enjoy leisurely strolls or invigorating jogs along the scenic paths, or challenge friends to a game on the basketball or tennis courts. The association takes care of essential services, including exterior building maintenance, insurance, and snow removal, allowing you to focus on what truly matters-enjoying your home and community. With a boat ramp nearby, water enthusiasts can easily access local waterways for a day of fun on the water. Riva Trace is conveniently located, offering easy access to local shops, dining, and recreational opportunities. Whether you're exploring nearby parks or enjoying the vibrant local culture, you'll find everything you need just moments away. This townhouse is more than just a property; it's a place to call home, where comfort meets community. Don't miss the opportunity to make this inviting space your own in the heart of Riva Trace.

126 Spring Place Way, Annapolis

Listing courtesy of ExecuHome Realty. Contact:

2123 Beach Village Ct Unit T2, Annapolis

$565,000

2 Beds ⋅ 2 Baths

Direct, unobstructed views of Chesapeake Bay define this terrace-level home in Chesapeake Harbour. The two-bedroom, two-bath condominium features an open living and dining area centered around a fireplace, plus a kitchen with granite countertops, a subway-tile backsplash, and white cabinetry. A patio at the front and another at the rear provide two distinct outdoor spaces. The primary bedroom is well-appointed and includes direct patio access and a generously sized walk-in closet. A second bedroom, a full hall bath, and in-unit laundry complete the interior. The current floor plan measures approximately 1,267 square feet of finished interior space. Chesapeake Harbour is a gated waterfront community with 24-hour security and convenient access to downtown Annapolis. Amenities include a private beach, marina, two pools, tennis and pickleball courts, walking paths, kayak access and storage, and waterfront dining within the community. Few homes in this community see the water this directly. This home offers sweeping views of the Chesapeake Bay from the living room to the patio. This breathtaking view awaits you at 2123 Beach Village Ct, Unit T2. Welcome Home!

2123 Beach Village Ct Unit T2, Annapolis

Listing courtesy of Compass. Contact:

1915 Towne Centre Blvd Unit 303, Annapolis

$599,000

2 Beds ⋅ 2 Baths

MOTIVATED SELLER WILLING TO PAY ONE YEAR OF CONDO FEES ($15,408) FOR BUYER WHO PRESENTS ACCEPTABLE PURCHASE CONTRACT! Discover a luxurious lifestyle in this exquisite 2-bedroom, 2-bathroom residence nestled in the prestigious Grandview at Annapolis Towne Centre. This contemporary corner "Davenport" unit boasts an open floor plan with 10' ceilings, enhanced by elegant crown moldings and recessed lighting, creating a warm and inviting atmosphere. The gourmet kitchen features upgraded countertops and high-end appliances, including a built-in microwave, wall oven, and sleek Miele Induction cooktop, perfect for culinary enthusiasts. There is also a den that makes a great home office or flex space. Step onto the private balcony to enjoy serene views or unwind in the community's rooftop pool or elegant bar. The building offers exceptional amenities, including a fitness center, concierge service, and a stylish bar/lounge. Enjoy the convenience of in-unit laundry and assigned parking with electric vehicle charging stations available. With its prime location (easy access to shopping, dining, downtown Annapolis, Naval Academy, marinas etc.) and luxurious features, this home is a perfect blend of comfort and sophistication, inviting you to embrace an exclusive lifestyle. Experience the best of modern living in this exceptional property.

1915 Towne Centre Blvd Unit 303, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$575,000

4 Beds ⋅ 3 Baths

***Sellers will consider offering a 2-1 interest rate buydown credit (saving the buyer over $600/month in Year 1) with an acceptable offer, giving buyers a significantly lower initial monthly payment without compromising on purchase price!*** Also listed for rent $3500 month - MLS# MDAA2159662** Welcome to Heritage, a sought-after Annapolis community where space, comfort, and convenience come together! This beautifully refreshed three-level Colonial offers four bedrooms, multiple living spaces, a huge fully fenced backyard, and an impressive list of recent updates—making it truly move-in ready. Step inside to fresh paint, new carpet and LVP flooring, updated fixtures and hardware, and a bright, welcoming layout designed for everyday living and entertaining. The updated kitchen features freshly painted cabinetry and a brand-new refrigerator and opens to the family room for an easy, connected flow. Formal living and dining rooms provide additional space to gather, while the fully enclosed sunroom with casement windows offers a wonderful spot to relax and enjoy views of the backyard. A convenient half bath and mudroom with laundry hookups complete the main level. Upstairs, you’ll find four generously sized bedrooms. The spacious primary bedroom features two closets, while the second and third bedrooms share a Jack-and-Jill bath with a brand-new shower. An additional full hall bath adds even more flexibility for busy mornings and overnight guests. The lower level expands your living space with a partially finished recreation room featuring new drywall and recessed lighting—ready for movie nights, a game room, home gym, office, or whatever suits your lifestyle. A large storage and utility room includes additional laundry facilities, and a waterproofing system installed in 2023 comes with a lifetime warranty for added peace of mind. Outside, the expansive fully fenced backyard is ready for entertaining, gardening, play, or simply enjoying more room to spread out. A composite deck and storage shed add even more functionality. Additional improvements include replacement windows and a roof replaced within approximately the last 10 years. And then there’s the location! Heritage residents enjoy access to community amenities including a pool, clubhouse, fields, and a footbridge over Spa Creek—all while being conveniently located near the shops, restaurants, waterfront, and unmistakable charm of Downtown Annapolis. With its generous space, extensive updates, fantastic backyard, and Annapolis location, this is a home you’ll want to experience in person. Welcome home!

402 S Cherry Grove Ave, Annapolis

Listing courtesy of Compass. Contact:

$550,000

4 Beds ⋅ 4 Baths

VA Assumable Loan Option ! Nestled in the prestigious Waters Edge at Woods Landing, this exquisite townhouse embodies the perfect blend of elegance and comfort. Built in 2000, this Colonial-style residence showcases timeless architecture with a traditional flair, offering a warm and inviting atmosphere that feels like home from the moment you step inside. Spanning 2,044 square feet, this meticulously maintained interior row townhouse features four spacious bedrooms and four well-appointed bathrooms, including two full and two half baths. As you enter, you are greeted by an abundance of natural light that flows through the well-placed windows, highlighting the rich brick and combination exterior. The open-concept living area seamlessly connects to the dining space, creating an inviting environment for gatherings. The heart of the home is the gourmet kitchen, equipped with modern appliances and ample counter space, perfect for culinary enthusiasts and casual cooks alike. Retreat to the luxurious primary suite, a serene haven featuring generous closet space and an en-suite bathroom that exudes spa-like tranquility. Each additional bedroom offers comfort and privacy, ensuring that everyone has their own personal sanctuary. Step outside to discover a charming outdoor space, ideal for morning coffee or evening relaxation. The attached garage provides convenience and security, while the driveway and additional parking options ensure ample space for guests. Living in Waters Edge at Woods Landing means embracing a lifestyle of exclusivity and leisure. Enjoy the tranquility of the community while being just moments away from vibrant local amenities, shopping, and dining options. This property is not just a home; it's a lifestyle choice that offers the perfect balance of luxury and comfort. With its excellent condition and high-end features, this townhouse is ready to welcome you into a life of elegance and ease. Experience the charm and sophistication of this remarkable property-your dream home awaits. Dual HVAC from February 2026 and 2023 , hot water heater is 2023 , roof is 12 years old with 30 year shingles.

633 Snow Goose Ln, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

$529,900

4 Beds ⋅ 3 Baths

Welcome to 1424 Regent Street, where modern style meets everyday comfort. This beautifully updated home offers exceptional curb appeal with a spacious driveway, a brand-new sprinkler system, and a fully fenced backyard featuring a large deck—perfect for entertaining, relaxing, or enjoying outdoor living. Step inside to discover a stunning custom-designed living room highlighted by a striking gold and white accent wall that creates a warm, sophisticated focal point. The adjoining dining area flows seamlessly into the show-stopping custom kitchen, complete with stylish cabinetry, gorgeous quartz countertops, and designer finishes that make cooking and gathering a true pleasure. The spacious primary suite features its own en-suite bathroom featuring custom designer finishes. An additional beautifully renovated full bathroom upstairs offers both style and convenience for family and guests. Throughout the home, you'll find thoughtfully designed custom bathrooms and quality updates that create a move-in-ready experience. The lower level offer additional entertaining space with a stone fireplace, as well as a bedroom and a full bathroom. With its modern upgrades, designer touches, functional layout, and inviting spaces, 1424 Regent Street is a home you'll be proud to call your own.

1424 Regent St, Annapolis

Listing courtesy of Allfirst Realty, Inc.. Contact:

$575,000

3 Beds ⋅ 4 Baths

JUST REDUCED! 4.25% ASSUMABLE loan!! Experience Ultimate Flexibility with this Versatile and Spacious Contemporary Townhome offering Unique Zoning flexibility , 3 Finished levels with 3,016sf, and a Rare Live/Work Opportunity located in Village Greens of Annapolis! Operate a boutique business, studio, or professional office right from your street-level commercial space with no commute - previously a boutique shop - with a convenient Kitchenette/Wet Bar area and Half Bath. Upstairs on the Main Living Level, discover an upscale, open-concept layout flooded with natural light and fabulous Designer Touches, Crown Molding, Plantation Shutters, Gorgeous Wood Floors and a Half Bath. The Beautiful Gourmet Kitchen features a large Island, Bright White Cabinets, Stainless Appliances and Quartz Counters in addition to the Spacious Dining area, and Inviting Living Room, Cozy Gas Fireplace and Deck create the perfect hub for Entertaining! Retreat to the Upper Level offering a Serene Primary Suite with Amazing Attached Bath and Walk-in Closet in addition to the 2 Spacious bedrooms, accompanied by another full bath and a den/flex space. This unit has been Meticulously maintained including a new AC unit (Oct 2025) and a freshly painted 2 Car Attached Garage featuring high-temp epoxy flooring and extra storage and plenty of parking. Located just minutes from historic downtown Annapolis, major commuter routes, dining, and the waterfront. Live, work, and play without compromise! Call for Details and Schedule Your Showing Today!

709 Skippers Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$524,999

3 Beds ⋅ 3 Baths

Welcome home to this thoughtfully redesigned home in Eastport just blocks from Spa Creek and minutes to downtown Annapolis. This beautifully updated 3-bedroom, 3-bath residence offers approximately 1,600 finished square feet across two levels, combining a functional layout with quality finishes and extensive upgrades throughout. The main level features a bright living room and an updated kitchen with quartz countertops, shaker cabinetry, stainless steel appliances, and a dining area. A main-level bedroom and full bath provide flexibility for guests or a home office. A dedicated laundry and utility space leads to the rear addition, where the private primary suite includes vaulted ceilings, a walk-in closet, and an en-suite bath with double vanities, custom tile, and a walk-in shower. The upper level offers a finished attic suite with a third bedroom, full bath, and bonus flex space suitable for an office or additional living area. Interior features include durable flooring, recessed lighting, and a cohesive, modern design. Exterior highlights include a fully fenced backyard with new sod and a concrete patio, ideal for outdoor enjoyment. The property also features professional landscaping, a new asphalt driveway for off-street parking, and durable exterior materials including Hardie Plank siding, Andersen 200 Series windows, and a new architectural shingle roof. Major system upgrades include 200-amp electric service, new plumbing, dual-zone HVAC, and a whole-house sprinkler system. Conveniently located near restaurants, marinas, parks, downtown Annapolis, and Truxton Park.

1210 President St, Annapolis

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

$539,000

3 Beds ⋅ 3 Baths

Nestled in the sought-after Southwoods community just off West Street, this beautifully updated single-family home offers the perfect blend of comfort, style, and convenience with easy access to everything Annapolis has to offer. Inside, luxury vinyl plank flooring flows throughout the inviting two-story floor plan featuring arched entryways, a cozy fireplace, and flexible living spaces designed for today’s lifestyle. The updated kitchen shines with white cabinetry, beautiful countertops, stainless steel appliances, pantry storage, and a convenient breakfast bar with seating, all opening to a sunny morning room and family room ideal for everyday living and entertaining. A main-level office or flex space, along with a powder room, adds versatility and function. Upstairs, the spacious primary suite features a private bath, while two additional bedrooms share a well-appointed hall bath. Enjoy outdoor living with a welcoming front porch, private backyard, deck, and off-street driveway parking — all in a location that puts shopping, dining, Historic Annapolis, commuter routes, and waterfront attractions just moments away. Recent updates include all new windows, water heater, HVAC (July). Move right in and enjoy the Annapolis lifestyle!

1529 Ritchie Ln, Annapolis

Listing courtesy of Paul Wesley Real Estate. Contact:

7004 Channel Village Ct Unit 102, Annapolis

$575,000

2 Beds ⋅ 2 Baths

Don’t miss this beautifully updated, move-in-ready condo in the highly sought-after, amenity-rich community of Chesapeake Harbour, offering serene marina views and the perfect backdrop to relax and watch the boats drift by. This inviting home is bright and cheery and features neutral paint and carpeting. There are two spacious bedrooms with two full baths. The open-concept living and dining areas create an effortless flow for both everyday living and entertaining and opens up to a deck that overlooks the marina. The updated kitchen showcases granite countertops and ample cabinetry, while the cozy wood-burning fireplace adds warmth and charm to the living space. Chesapeake Harbour offers resort-style living with 24/7 gated security, two pools, tennis courts, a private sandy beach, and scenic walking paths. Enjoy the convenience of a water taxi to Historic Annapolis or dine waterside at The Beacon, located right within the community. Experience low-maintenance coastal living at its finest, this is the one you’ve been waiting for.

7004 Channel Village Ct Unit 102, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

2108 Chesapeake Harbour Dr Unit 201, Annapolis

$599,999

3 Beds ⋅ 3 Baths

Dramatic Price Reduction just taken on this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. This 2nd Village location provides the perfect short walk to Chase Pond, the Bay View pool, the kayak beach, tennis and pickleball courts and both community piers on Chesapeake Bay, no car needed. When the autumn leaves fall you have even more of a water view until they bloom again in April, though you are surrounded by expansive lawns and lush landscaping year-round. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community allows you to vacation at home year round. Take a stroll around the marina or decide if you want to lounge at one of the 2 pools, play tennis or pickle ball, or take your kayak out and watch the sunrise over the Bay Bridge, the choices are endless. Enjoy visiting The Beacon where you can grab a drink at the outdoor bar, Proud Mary's or go inside for brunch or dinner as you watch the boats bob in the marina. Looking for more options? Historic downtown Annapolis's fantastic restaurants and shopping are just a stone's throw away making every day feel like a vacation. Enjoy the tranquility of a pet-friendly environment and embrace the best of both a coastal retreat and vibrant city life!

2108 Chesapeake Harbour Dr Unit 201, Annapolis

Listing courtesy of Compass. Contact:

2110 Chesapeake Harbour Dr Unit 101, Annapolis

$560,000

2 Beds ⋅ 2 Baths

AMENITY RICH LOCATION!!! Welcome to this beautiful 2 bedroom, 2 bath coveted, spacious and serene 2nd floor end unit condo, located in Second Village just steps away from all of the amenities found in Chesapeake Harbour. Imagine yourself enjoying the Bay front swimming pool, the sandy beach, kayaks, grills, picnic tables, fishing/crabbing piers, jog/walking paths, pickleball and tennis courts, and the EV charging station. Chesapeake Harbour is a gated community which provides a guarded 24-hour security entrance, has a private marina with available deep-water slips, direct bay access, and a gourmet restaurant with a waterfront tiki bar - all just minutes from downtown Annapolis. This spotless home offers the perfect blend of privacy, natural light, and lush greenery surrounding it on all sides. With a winter water view of Chesapeake Bay and Chase Pond from the kitchen’s center island, you can enjoy the additional square footage not found with interior units. The open floor plan is bathed in sunlight from floor to ceiling windows and invites the outside in. The living spaces are airy and inviting, with a seamless flow from the cozy living room to the dining area and updated kitchen, including hardwood and tiled floors, a fireplace for those cooler evenings, and a large wraparound deck, available only on end units, where relaxing or entertaining outside can be enjoyed. Whether you are a boating enthusiast, enjoy all the historical small-town charm that Annapolis offers, or simply crave the coastal lifestyle, this property checks all the boxes. Don’t miss your chance to own this one-of-a-kind retreat. Schedule your tour today and experience the perfect blend of adventure and relaxation that living in Chesapeake Harbour offers. Priced to make it your own.

2110 Chesapeake Harbour Dr Unit 101, Annapolis

Listing courtesy of Compass. Contact:

76 Old Mill Bottom Rd N Unit 408, Annapolis

$514,160

1 Beds ⋅ 2 Baths

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!

76 Old Mill Bottom Rd N Unit 408, Annapolis

Listing courtesy of McWilliams/Ballard, Inc.. Contact:

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