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$379,000
2 Beds 2 Baths
Welcome to Creekside Cove! This beautifully maintained, multi-level end-unit condo offers the perfect blend of convenience, comfort, and privacy in a tucked-away community just minutes from everything Annapolis has to offer. Inside, you are greeted with an open-concept layout features hardwood floors, crown molding, and a gourmet kitchen with stainless steel appliances, 42" maple cabinetry, and granite countertops. Fresh paint & carpet as well! Stay comfortable year-round because the HVAC and water heater were both replaced within the last two years. The spacious primary suite provides a relaxing retreat with a whirlpool tub. Enjoy the ease of condo living with no yard work or weekend maintenance to worry about, giving you more time to relax, entertain, and enjoy the Annapolis lifestyle. A one-car garage plus driveway parking provides added convenience and plenty of space for your vehicle and guests. Tucked away in the peaceful Creekside Cove community yet conveniently close to Anne Arundel Medical Center, Downtown Annapolis, the U.S. Naval Academy, Annapolis Mall, and Route 50, this home puts everything within easy reach. Come home, unwind, and enjoy the best of Annapolis without the upkeep of a traditional home!

2144 Hideaway Ct Unit #29, Annapolis

Listing courtesy of RE/MAX One. Contact: 4105356291

$394,900
2 Beds 2 Baths
Original owner. Well maintained ground level 2-bedroom, 2-bathroom condo. Stainless steel appliances, ceramic tile backsplash, granite counter tops, crown molding, and recessed lights Carpet, and hot water heater installed in 2025. HVAC installed 2019. Refrigerator installed in 2024. Hardwood floors in living room and ceramic tile in bathrooms. Dual sinks in master bathroom. Large walk-in closets and storage space. Walk out to rear parking. Minutes away from multiple shopping centers, banks, dry cleaners, restaurants, hardware store and gas stations. Community amenities have a club house, gym, pool, library and newly installed 3 car electric car chargers. A must see to believe. Set up showing and bring us an offer.

1503 Broadneck Pl Unit #101, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$399,900
3 Beds 2 Baths
Welcome to Tidewater Colony, one of Annapolis’ most conveniently located communities! This inviting three-bedroom, two-bath condominium offers a comfortable, move-in ready interior complemented by a peaceful wooded backdrop. Hardwood floors and crown molding enhance the main living areas, while the beautifully renovated kitchen was thoughtfully redesigned to create a more open floor plan and easy connection to the dining and living spaces. Stainless steel appliances, Silestone countertops and generous workspace along with custom cabinetry which extends beyond the workspace as a functional and uniquely tasteful extension of the kitchen cabinetry into to the breakfast room. This kitchen goes beyond the ordinary and is equally suited for everyday living and entertaining!! The views from the breakfast room and bedrooms 2 and 3 are a wooded setting and pond providing a wonderful sense of privacy. Step outside to the deck off the living room for morning coffee, an evening glass of wine, or simply a quiet place to enjoy the surrounding trees. The spacious floor plan includes three bedrooms and two full baths, each stylishly updated! Additional improvements include the HVAC and clothes dryer replaced in 2022 and hot water heater replaced in 2025. Bring your furnishings and settle right in! Tidewater Colony offers an exceptional array of community amenities just outside your door, including an outdoor swimming pool, tennis courts, fitness center, clubhouse/community room available for private gatherings, two tot lots and a walking trail. Enjoy the best of Annapolis living with shopping, restaurants and everyday conveniences nearby, along with easy access to historic Downtown Annapolis, Route 50 and Route 97 for commuting toward Washington, D.C. and Baltimore. A wonderful combination of comfortable living, community amenities and a peaceful wooded setting—all in a convenient Annapolis location.

2016 Gov Thomas Bladen Way Unit #102, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$315,000
1 Beds 1 Baths
COMING SOON! Discover premium main-level living in this impressive 964-square-foot residence at Admirals Reach. Masterfully laid out for both relaxation and entertaining, this vibrant home features rich hardwood flooring, and open floor plan, and an abundance of natural light throughout. The heart of the home is a grand living room leading to the sliding glass doors that open to your own private patio oasis. The bright, functional kitchen boasts an extended breakfast bar that opens directly into the dining room, making meal prep and hosting a delight. Unwind in the oversized primary bedroom suite, a massive retreat that easily accommodates king-sized furniture and features a generous walk-in closet space. The spa-like primary bathroom is a standout highlight, offering dual vanities, a soaking tub, and a separate walk-in shower. Beyond the front door, the community provides a resort lifestyle with access to a clubhouse, pool, gym, and tennis courts. This walkable and pet friendly community is Perfectly positioned for convenience, you are only moments from local shopping centers, amazing restaurants, top-tier medical facilities, Downtown Annapolis and major commuter routes. This fabulous condo offers the ultimate blend of location, luxury, and leisure. Professional pictures to come!

605 Admiral Dr Unit #102, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$370,000
3 Beds 2 Baths
Discover the perfect combination of value, comfort, and convenience in this beautifully updated 3-bedroom, 1 full and 1 half bath townhome in the highly desirable Broadneck area. Move-in ready, this home features new LVP flooring installed throughout the main level, creating a warm and inviting space for everyday living and entertaining. Upstairs, three spacious bedrooms offer brand-new carpeting for added comfort, while fresh paint and updated finishes throughout provide a clean, modern feel. Step outside to your private backyard, where a stone patio overlooks a peaceful backdrop of mature woods—an ideal setting for outdoor dining, entertaining guests, or simply relaxing after a long day. Conveniently located near shopping, restaurants, parks, and major commuter routes, this home offers easy access to everything you need while providing a tranquil place to call home. Don't miss this opportunity to own an updated home in one of the area's most sought-after locations!

1107 Commanders Way S, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$315,000
2 Beds 2 Baths
Tucked on a quiet court in The Landings, this move-in-ready 2-bedroom, 1.5-bath Annapolis townhome pairs easy living with rare, wooded privacy. It's about a 5-minute stroll to Truxtun Park for tennis, ball fields, trails, boat ramp and pool along Spa Creek, with Historic Downtown Annapolis, City Dock and the U.S. Naval Academy about 10 minutes away and Quiet Waters Park a short drive south. Inside, a bright white kitchen offers a butcher-block island, generous cabinetry, recessed lighting and a sunny window over the sink, flowing to a hardwood-floored living and dining area with a sliding door to the patio. Upstairs, two bedrooms showcase vaulted wood-plank ceilings, ceiling fans and ample closets. Out back, a covered paver patio, fully fenced yard and lush shade gardens create a private outdoor escape. Built in 1980 with community pool and tennis and quick access to Bay Ridge Ave, Forest Dr and Rt 50. Commute times are as follows (estimated): Minutes from the water in the Annapolis Neck/Eastport area of Anne Arundel County. About a 5-minute stroll to Truxtun Park for tennis, ball fields, trails, boat ramp, pool and Spa Creek access; roughly 10 minutes to Historic Downtown Annapolis, City Dock and the U.S. Naval Academy; about 7 minutes to Anne Arundel Medical Center; shopping within 1.3 miles; Quiet Waters Park and the Chesapeake Bay a short drive; fast Route 50, Bay Ridge Ave and Forest Dr access to Annapolis, Baltimore and D.C. Schedule a tour today!

11 Winslow Ct, Annapolis

Listing courtesy of Kelly and Co Realty, LLC. Contact: 4434919387

$380,000
2 Beds 3 Baths
PRICE IMPROVEMENT - If you overlooked this home - Look Again! Welcome to 6 Belvedere Court ideally situated in the sought-after Copperwood community within The Landings. This recently updated home offers a fantastic townhome in a wonderful neighborhood close to all things Annapolis. Newly updated kitchen with all new appliances. New luxury vinyl plank on the main level. New carpet on stairs and upper level bedrooms. Two brand new and updated full baths upstairs. Brand new and updated powder room on the main level. **Please note that the virtually staged photos are not exact dimensions** Steps from community amenities, including two swimming pools with toddler pools and two tennis courts. The neighborhood also provides easy access to Route 50 and Route 97, making commuting a breeze. Outdoor enthusiasts will love being within walking distance of Truxton Park, while nearby attractions such as the Naval Academy, Quiet Waters Park, BWI Airport, Washington, DC, and Fort Meade add to the home's convenience and appeal. Don’t miss this opportunity!

6 Belvedere Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$385,000
3 Beds 2 Baths
Welcome to 413 Blossom Tree Court, a beautifully cared‑for duplex in the highly sought‑after Whispering Woods community on the Broadneck Peninsula. This lovingly maintained 3‑bedroom, 2‑full‑bath home offers a functional layout, thoughtful updates, and exceptional access to parks, trails, and everyday conveniences. The main level features a bright, renovated (2023) kitchen with granite countertops, stainless steel appliances, and abundant natural light. A dedicated dining area flows seamlessly into the kitchen, with expansive sliders opening to a private deck overlooking a large backyard and lush wooded views—an ideal setting for play, gardening, entertaining, or simply relaxing in your own outdoor retreat. Upstairs, you’ll find three comfortable bedrooms, including a spacious primary with double closets, and a tastefully renovated full hall bath (2023) conveniently located for all bedrooms. The partially finished lower level offers outstanding flexibility with a full bathroom, making it perfect for a guest suite, 4th bedroom, recreation room, or home office. The unfinished portion includes the laundry area, utilities, and direct walk‑out access to the backyard, providing convenience and excellent potential for future expansion. Opportunities include adding a lower‑level patio or a three‑season room beneath the existing deck. Additional features include hardwood‑look laminate flooring throughout, new HVAC (2023), and a hot water heater (2000). Whispering Woods offers a low HOA of just $347/year, playgrounds, walking paths, and easy access to the newly completed Broadneck Peninsula Trail. From your front door, you can bike or walk to grocery stores, restaurants, the library, Broadneck Park, and even Sandy Point State Park. Located on a quiet, less‑dense street within the community, this home provides exceptional convenience to Route 50, Route 2, and Route 97, with an easy commute to Baltimore, Washington, the Bay Bridge, the Naval Academy, and historic Annapolis. Situated in the award‑winning Broadneck school district, this is a wonderful opportunity to own a well‑loved home in one of Broadneck’s most desirable neighborhoods.

413 Blossom Tree Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$395,000
2 Beds 2 Baths
Waterfront Community and a Deeded Boat Slip! Enjoy an effortless lifestyle in this 2-bedroom/1.5-bath condo in highly sought-after Severn House. This second-floor unit features a spacious private balcony, fresh paint throughout, a new kitchen floor, new stove, and new microwave. Water and gas included in condo fee. Private storage unit and laundry located in the common room. Community features waterfront promenade, walking trails, outdoor pool, kayak launch and storage, community pavilion, picnic areas and the water taxi stops in the community for a relaxing boat ride to downtown Annapolis. This beautiful Eastport community is just 1 mile from downtown Annapolis and only 5 miles from Rt. 50 and 97 to easily access BWI, Baltimore and Washington, DC. This is a pet-free community. Move in ready and perfect for a weekend get-away or a year-round residence!

765 Fairview Ave Unit #765 D, Annapolis

Listing courtesy of Hartman Realty, LLC.. Contact: (410) 266-3232

$320,000
2 Beds 2 Baths
Enjoy the perfect blend of comfort and convenience in this beautifully updated Annapolis home. This lower-level property offers unique privacy enabling you to walk straight out onto your patio, perfect for dog loving family. The interior features an open-concept living and dining area. The kitchen boasts silostone countertops, a breakfast bar, a cozy dining nook, and stainless steel appliances. Enjoy serene, wooded views from the many large windows. This prime location is exceptionally close to the Annapolis Mall, Trader Joe’s, Whole Foods, and the Anne Arundel Medical Center (AAMC), located just minutes from Route 50, I-97 (close but not too close).and downtown Annapolis. Remember in real estate, it is location, location, location. HVAC-2023 Stove-2025 Dishwasher-2024 Dryer-2023 Microwave-2024 Hot water heater-2019 Washer-2019 Refrigerator-2013

2159 Scotts Crossing Ct Unit #1, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102240600

$385,000
2 Beds 2 Baths
Penthouse living in the heart of Annapolis! This spacious 2-bedroom, 2-bath condo features vaulted ceilings, a versatile loft, gas fireplace, and private balcony. Freshly painted throughout with new LVP flooring in the main living areas, new carpet in the bedrooms, new granite countertops, new appliances, and new toilets, this home is ready for you to move in and enjoy. The loft provides flexible space for a home office, den, workout area, or additional living space, while the bedrooms offer abundant natural light. Residents of Admirals Reach enjoy exceptional community amenities, including a clubhouse, outdoor pool, fitness center, guest parking, and beautifully maintained grounds. The monthly condominium fee covers water, sewer, trash and snow removal, lawn care, and exterior maintenance for truly low-maintenance living. Conveniently located near Downtown Annapolis, shopping and dining, Anne Arundel Medical Center, the U.S. Naval Academy, and major commuter routes to Washington, D.C. and Baltimore.

619 Admiral Dr Unit #401, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$309,900
1 Beds 1 Baths
Priced to Sell!!! Welcome to 1231 Gemini Dr Unit L, a beautifully updated top-floor home featuring a rare and highly desirable lofted floor plan. Offering 1 Main bedroom plus a 2nd bedroom/loft upstairs & across 1,133 square feet, this unit is one of the largest layouts in the building and has been fully renovated to deliver a clean, modern aesthetic throughout. Soaring ceilings and recessed lighting create an open, airy feel the moment you step inside. The main living area is anchored by a stylish spiral staircase leading to the spacious loft—a versatile upper-level space ideal for a second bedroom, home office, or additional lounge area. Skylights and two ceiling fans enhance the loft with abundant natural light and year-round comfort, while the top-floor location provides added privacy with no neighbors above. The kitchen has been completely updated with modern wood cabinetry, stainless steel appliances—all less than one year old—and ample storage space. Just off the kitchen and family room, a private balcony offers a comfortable outdoor retreat. Multiple ceiling fans, including one in the main living room, one in the primary bedroom, and two in the loft, provide added comfort throughout the home. Additional updates include a new central air conditioning system, offering peace of mind and energy-efficient comfort. The bathroom has been refreshed with modern finishes, contributing to the home's cohesive, upscale feel. Ideally located in Annapolis, the home is just minutes from downtown, offering easy access to waterfront dining, restaurants, shopping, and local entertainment. Conveniently located near Route 50 and the Bay Bridge for an easy commute. Community amenities include trash removal, a swimming pool, and tennis courts. The condo association is FHA approved; buyers should verify eligibility with their lender. Monthly Condo Fee includes: trash, community pool, water, sewer, hot water, exterior maintenance, grounds maintenance, and snow removal.

1231 Gemini Dr Unit #L, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186

$320,000
3 Beds 2 Baths
Welcome to 8 Georgetown Court! This charming end of group town home offers 3 bedrooms, 1.5 bath on a quiet culdesac in the heart of Annapolis. Offering a functional layout with spacious living areas and abundant natural light, this home is perfect for both everyday living and entertaining. Enjoy generously sized bedrooms, a welcoming outdoor space, and the convenience of being just minutes from downtown Annapolis, shopping, dining, parks, and major commuter routes.Step outside to enjoy the private fenced patio, complete with a privacy fence, creating the perfect space for relaxing, entertaining, gardening, or enjoying your morning coffee. Whether you're a first time homebuyer, looking to downsize, or searching for your next investment opportunity, this home offers comfort, convenience, and value in a desirable location. Don't miss your chance to make this Annapolis gem your own!

8 Georgetown Ct Unit #1-8, Annapolis

Listing courtesy of Keller Williams Gateway LLC. Contact: (443) 318-8800

$365,000
3 Beds 2 Baths
Welcome home to this well-maintained 3-bedroom interior townhome featuring reserved parking and stylish upgrades. The spacious main level offers a kitchen equipped with stainless steel appliances and beautiful granite countertops, combining functionality with modern appeal, a convenient half bath, dining room and a living room with crown molding, sliding glass door leading to a private fenced backyard—perfect for relaxing or entertaining. Upstairs, you'll find three bedrooms and a full bath with dual access from both the primary bedroom and the hallway, providing convenience and privacy. Additional storage is available with pull-down attic stairs for easy access. This inviting home offers a great blend of comfort, style, and practicality in a desirable townhome setting.

1366 Hazel Nut Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000

$345,000
2 Beds 2 Baths
Rarely available duplex in the heart of Annapolis at an amazing price with this proximity and level of access to downtown Annapolis. The entire home has been freshly painted, with new flooring, a renovated primary bathroom, and a new dishwasher - this is truly turnkey. Once you step in, you will immediately appreciate the vaulted ceilings and wonderful flow and space of the main living area. The skylights and vaulted ceiling completely change the feel of the home with added natural light and space. You will continue to be impressed with the size of the 2 bedrooms, including the primary suite with an oversized closet and renovated shower and shower area. The backyard is spacious and cleared with a full privacy fence. You will simply not find a better place, in a better location, at this amazing price!! Don't hesitate, this one will be popular!!

1132 Tyler Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$388,000
2 Beds 2 Baths
Welcome to Conte Gardens, one of Eastport's most desirable condominium communities! This spacious and beautifully maintained 2-bedroom, 2-bath residence offers comfort, security, and easy low-maintenance living. With elevator access and secure building entry. This move-in-ready home is ideally located in the heart of Eastport, just minutes from downtown Annapolis. This light-filled condo features an open floor plan with multiple windows and a sliding glass door leading to a charming French balcony. Terra cotta-style tile flooring throughout adds warmth and Mediterranean character, while stainless steel appliances, gas heat, ceiling fans, and a space-saving all-in-one washer/dryer provide everyday comfort and convenience. Lightly used and exceptionally well cared for, this home shows beautifully. The spacious primary bedroom offers a comfortable private retreat with two closets, plus an additional closet that can be used for linens or extra storage. The room is large enough to accommodate a sitting area, reading corner, or small workspace. The primary bath adds comfort and privacy. The second bedroom is also well-sized and flexible, making it ideal for guests, family, or a home office, with a nearby full hall bath for convenience. The home also offers excellent everyday storage options. A large closet in the living area provides room for household essentials, while the kitchen includes a convenient pantry. Just off the kitchen, a small utility room houses the all-in-one washer and dryer, water heater, and HVAC system, with additional space for cleaning supplies and other small household items. Residents enjoy a controlled-access building with security glass entry doors and security camera monitoring. A well-maintained common garden offers a peaceful outdoor sitting area, along with dedicated small planting spaces where residents can grow aromatic herbs and enjoy a touch of community gardening. Located directly across from Eastport Shopping Center, you'll have easy access to restaurants, a coffee shop, carryout and catering options, a pharmacy, fitness facilities, and other everyday services. Historic Downtown Annapolis is just minutes away, offering brick-lined streets, boutique shops, cozy cafés, award-winning restaurants, waterfront attractions, and scenic views of Annapolis Harbor. Enjoy seasonal festivals, maritime charm, and the unique lifestyle that makes Annapolis so special. The U.S. Naval Academy, Eastport marinas, parks, and downtown entertainment are all within easy reach. A free shuttle service provides convenient transportation throughout Annapolis, connecting residents to shopping, dining, cultural venues, local events, and waterfront destinations. One assigned parking space conveys with the unit, along with guest parking in the Conte Gardens parking lot. Rarely available, this beautifully maintained condominium offers comfort, security, walkability, and an exceptional Eastport location. Whether you're looking for a full-time residence, a weekend retreat, or an easy low-maintenance lifestyle, this inviting home offers the perfect blend of convenience, charm, and community.

936 Bay Ridge Ave Unit #201, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$315,000
1 Beds 2 Baths
Experience the Baywoods lifestyle from Unit #202, a beautifully located 1BR/1.5BA cooperative residence in the sought-after Baywoods community of Annapolis. Nestled along the beautiful Chesapeake Bay, Baywoods offers residents the perfect blend of waterfront beauty, maintenance-free living, and a vibrant retirement lifestyle. Unit #202 is ideally located in the North Tower, just steps from the elevator and conveniently situated on the same floor as the Bistro, making dining and socializing easily accessible. Relax and enjoy peaceful wooded views from the spacious all-season enclosed patio, offering a private and serene setting year-round. Residents enjoy access to a wide range of amenities, dining venues, wellness programs, social activities, walking paths, and future care services—all within a scenic Annapolis setting. Call the listing agent for details on the cooperative ownership structure, buyer qualifications, monthly fees, and to schedule a private tour. Discover why so many residents choose Baywoods to enjoy the Chesapeake Bay lifestyle while maintaining independence and peace of mind.

7101 Bay Front Dr Unit #202, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000

$335,000
3 Beds 3 Baths
IGNORE DAYS ON MARKET BUYER FAILED TO PERFORM**FHA APPROVED!** This is **NOT a condominium**—it's a townhome with the convenience of condo-style exterior maintenance. The HOA takes care of **the roof, siding, gutters, shutters, pressure washing, and other exterior maintenance**, giving you more time to enjoy homeownership and less time worrying about upkeep. Can we say, BONUS?! Welcome to 10A Ironstone Court, one of the best values in Annapolis. Offering 3 bedrooms, 2.5 bathrooms, and a spacious, functional layout, this home presents an incredible opportunity to own in a highly desirable location while adding your own personal touches. The standout feature is the entire top-level primary suite, a private retreat complete with a cozy fireplace, soaking tub, separate shower, walk-in closet, and the convenience of bedroom-level laundry. The home has been priced with future updates in mind, giving the next owner the opportunity to refresh the paint and flooring to match their own style while building instant equity. With solid bones, generous living space, and an attractive price point, this is the perfect opportunity for buyers who recognize value. Enjoy community amenities including a **pool and clubhouse**, all while being just minutes from Historic Downtown Annapolis, the U.S. Naval Academy, waterfront dining, shopping, parks, and major commuter routes to Washington, DC and Baltimore. Finding a 3-bedroom townhome in Annapolis at this price point is becoming increasingly rare, especially one that is **FHA approved** and offers the peace of mind of comprehensive exterior maintenance through the HOA. Whether you're a first-time buyer, downsizing, or investing in your future, this home offers exceptional value and endless potential. Schedule your private showing today!

10 Ironstone Ct, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8333357433

$365,000
2 Beds 2 Baths
Welcome to 15 Copley Ct, ideally situated in one of Annapolis’s most convenient locations! Here you’ll enjoy easy access to historic Downtown Annapolis, the U.S. Naval Academy, and Westfield Annapolis Mall, keeping shopping, dining, and waterfront charm just minutes away. The HOA amenities make this neighborhood special, with TWO community pools and a pickleball court to keep you active and social close to home. Inside, brand-new carpet runs throughout the upper level and basement, and the major mechanicals are in great shape, including an HVAC system that’s only 2 years old. Don’t miss this chance to experience the best of Annapolis living with unbeatable convenience and community perks!

15 Copley Ct, Annapolis

Listing courtesy of RE/MAX Excellence Realty. Contact: 301-445-5900

$395,000
1 Beds 2 Baths
Welcome to 2004 Quay Village Ct #T1, located in the sought-after waterfront community of Chesapeake Harbour in Annapolis. This well-maintained 1-bedroom, 1.5-bath condominium offers comfortable, low-maintenance living with abundant natural light, spacious living areas, and two covered patios that seamlessly extend the living space outdoors. Residents enjoy access to an exceptional collection of resort-style amenities, including a private marina, kayak facilities, sandy beach access along the Chesapeake Bay, outdoor waterfront pools, tennis and pickleball courts, walking paths, picnic areas, and beautifully maintained common grounds. Trident Marina, located at the heart of the community, offers boat slips for lease accommodating yachts from approximately 30 to 120 feet, making it an ideal home base for boating enthusiasts. One of the community's most cherished traditions is gathering at the beach and waterfront common areas to watch the Wednesday Night Sailing Races, a long-standing Annapolis tradition featuring some of the region’s top sailors. Residents also enjoy front-row views of the annual Blue Angels Air Show, with spectacular aerial performances often visible directly from the community's waterfront vantage points. Additional conveniences include an on-site restaurant and pub, assigned parking, and gated entry with 24-hour security. The condominium association fee includes common area maintenance, exterior building maintenance, lawn care, pool and recreation facility access, security gate services, snow removal, and trash collection. Ideally situated near downtown Annapolis, major commuting routes, shopping, dining, and waterfront attractions, this property offers a unique opportunity to experience the best of Chesapeake Harbour’s waterfront lifestyle, combining boating, recreation, community events, and stunning Chesapeake Bay views in one exceptional setting. IMPORTANT TAX CORRECTION: the assessed value listed in SDAT is incorrect. Call co-listing agent with any questions.

2004 Quay Village Ct Unit #T1, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$390,000
3 Beds 2 Baths
* Price Drop! Don't miss out on this beautiful fully updated Eastport home for less than $400k! * Welcome to 1019 President St in the heart of Eastport—where charm, space, and modern upgrades come together just minutes from the water and Historic Annapolis. This beautifully renovated 3-bedroom, 2-bath home offers a rare combination of cozy living and exceptional outdoor space. Situated on an oversized lot with a classic white picket fence, the property features a huge yard, private parking for 4+ vehicles (a true rarity here), a welcoming front porch, and a spacious back patio—perfect for entertaining, relaxing, or simply enjoying the space that sets this home apart. Inside, the home has been completely transformed with top-to-bottom upgrades, including brand new central HVAC system, complete electric upgrades, new flooring throughout, a stunning modern kitchen with high-end finishes and appliances, and beautifully designed bathrooms. Natural light pours in on every level, highlighting the clean, fresh finishes, generous closet space, and an easy, functional layout. Located just a short walk to the water, nearby parks, and everything Eastport is known for—and only minutes to downtown Annapolis—this home offers a lifestyle that’s hard to match, blending comfort, convenience, and a truly standout setting.

1019 President St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 3015198100

$329,000
3 Beds 3 Baths
Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining. Upstairs you’ll find generously sized bedrooms including a primary suite with private bath and great closet space. Enjoy low-maintenance living in a well-established community conveniently located near downtown Annapolis, the Naval Academy, shopping, restaurants, and major commuter routes. The 21403 area is known for its coastal lifestyle, outdoor recreation, and close proximity to the Chesapeake Bay.  Perfect for first-time buyers, investors, or anyone looking for easy living in a prime Annapolis location!

40 Ironstone Ct Unit #J, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$375,000
2 Beds 2 Baths
Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water views of College Creek and a short stroll to downtown and West Annapolis, where shops, dining, entertainment, and the U.S. Naval Academy are right at your doorstep. The location also provides easy commuter access to Routes 50 and 97 for Washington, D.C., Baltimore, and BWI Airport. Thoughtfully updated in the past year, the home features new flooring and paint throughout, all new kitchen appliances, countertops, and sink, new siding, four mini-split units, and all new upstairs windows. Walls were opened between the kitchen, dining, and laundry areas to create a more open flow, and a new upper-deck door leads to an expanded rooftop deck with water views. Additional highlights include exposed brick and beamed ceilings, a fenced rear yard, private access to College Creek, and rare rear parking. With a proven rental history including $21,500 earned on Airbnb in 2024, this home is ideal as a primary residence or investment opportunity. As of 5/28/26 a new EPDM rubber roof/membrane with additional sealant and chimney closure have been installed.

198 Clay St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767