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38 Heritage Ct, Annapolis image
38 Heritage Ct, Annapolis — Hilltop Village Condo $265,000

**Welcome to 38 Heritage Court** – a beautifully updated 2-bedroom, 1.5-bath townhome offering stylish finishes, functional living spaces, and low-maintenance living. St...

  • 2 Beds
  • 2 Baths
  • MDAA2152522 MLS
  • Hilltop Village Condo Bldg.
318 Beach Dr, Annapolis image
318 Beach Dr, Annapolis $500,000

This 4-bedroom, 2.5-bath detached Colonial in Hillsmere Estates offers a spacious three-level layout with an eat-in kitchen, family room, sunroom, fenced backyard, and pa...

  • 4 Beds
  • 3 Baths
  • MDAA2152396 MLS
907 Beacon   Way, Annapolis image
907 Beacon Way, Annapolis $475,650

We're back with fresh paint and bright spaces! BEACON WAY in HERITAGE HARBOUR! Just wait until you see the 10' x 12' Sun Room addition! It's bright and airy, and a lovely...

  • 2 Beds
  • 2 Baths
  • MDAA2141580 MLS
1105 Van Buren St, Annapolis image
1105 Van Buren St, Annapolis $599,000

Offer deadline Monday 27th at 5:00PM Seller reserves right to accept offer at anytime. Welcome to Colony Hills, one of Eastport's most coveted neighborhoods, where charm,...

  • 3 Beds
  • 2 Baths
  • MDAA2149792 MLS
5 Park   Place Unit #102, Annapolis image
5 Park Place Unit #102, Annapolis $669,000

The seller of this unit is offering a $10,000 credit toward closing cost for a contract to purchase received no later than May 31, 2026! Experience the pinnacle of downto...

  • 2 Beds
  • 2 Baths
  • MDAA2135262 MLS
62 Southgate Ave, Annapolis image
62 Southgate Ave, Annapolis $2,400,000

Nestled on one of the most picturesque streets in Annapolis, this utterly charming Murray Hill home blends timeless character with thoughtful modern updates. A welcoming ...

  • 4 Beds
  • 5 Baths
  • MDAA2152146 MLS
940 Astern   Way Unit #602, Annapolis image
940 Astern Way Unit #602, Annapolis — The Reserve @ Heritage Harbour $665,000

Luxury Penthouse Living in Heritage Harbour! Welcome to one of the most exceptional condominiums in Heritage Harbour's premier 55+ community. Originally designed by the b...

  • 2 Beds
  • 2 Baths
  • MDAA2148160 MLS
  • The Reserve @ Heritage Harbour Bldg.
property image
527 Leftwich Ln Unit #77, Annapolis $475,000

Coming Soon!

  • 3 Beds
  • 3 Baths
  • MDAA2152202 MLS
534 Post Oak   Road, Annapolis image
534 Post Oak Road, Annapolis $975,000

OPEN HOUSE CANCELLED - Thank you for all the interest in this lovely home! Welcome to Windfern Forest, one of Annapolis’ most loved waterfront communities on the South Ri...

  • 5 Beds
  • 4 Baths
  • MDAA2143310 MLS
2550 Golfers Ridge   Road, Annapolis image
2550 Golfers Ridge Road, Annapolis $540,000

HERITAGE HARBOUR! It's the perfect size! 2 Bedrooms. 2 full Baths. Den. Sun Room Addition. Deck (2025). HVAC (2025). Architectural Shingle Roof (2021). HHCA's site touts ...

  • 2 Beds
  • 2 Baths
  • MDAA2143166 MLS
1070 Foxcroft Run, Annapolis image
1070 Foxcroft Run, Annapolis $874,999

Tucked away on a quiet, wooded homesite, this beautiful 4BR/3.5BA single-family home offers the perfect combination of privacy, space, and natural beauty. Sunlight fills ...

  • 4 Beds
  • 4 Baths
  • MDAA2151908 MLS
1486 Downham Market, Annapolis image
1486 Downham Market, Annapolis $2,999,900

There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prest...

  • 5 Beds
  • 5 Baths
  • MDAA2152082 MLS
1008 Cedar Ridge   Court, Annapolis image
1008 Cedar Ridge Court, Annapolis $373,000

Welcome to this updated 3-bedroom, 2 full and 1 half bath townhome in the Cedar Ridge community, just minutes from downtown Annapolis! From the moment you arrive, this h...

  • 3 Beds
  • 3 Baths
  • MDAA2149226 MLS
1275 Swan Dr, Annapolis image
1275 Swan Dr, Annapolis $725,000

Location! Location! Location! This beautiful recently updated colonial will delight the pickest buyer. Walking distance to the community beach, tot-lot playground and com...

  • 4 Beds
  • 4 Baths
  • MDAA2151850 MLS
78 Old Mill Bottom Rd N Unit #209, Annapolis image
78 Old Mill Bottom Rd N Unit #209, Annapolis $455,000

Welcome to effortless luxury living in this 55+ elevator condominium community. This beautifully upgraded 2-bedroom + den residence with private balcony offers a “better ...

  • 2 Beds
  • 2 Baths
  • MDAA2151934 MLS
4 Kelly   Court, Annapolis image
4 Kelly Court, Annapolis $1,250,000

Enjoy living in the heart of Eastport, where charming streets, waterfront parks, and a vibrant dining scene create one of Annapolis' most coveted lifestyles. This invitin...

  • 3 Beds
  • 4 Baths
  • MDAA2148640 MLS
130 Summer Village   Drive, Annapolis image
130 Summer Village Drive, Annapolis $600,000

Welcome to 130 Summer Village Drive, a beautifully maintained three-bedroom, two-and-one-half bath townhome located in the highly sought-after Riva Trace community of Ann...

  • 3 Beds
  • 4 Baths
  • MDAA2144804 MLS
206 Wesley Brown Ln, Annapolis image
206 Wesley Brown Ln, Annapolis $568,000

Sophisticated Annapolis Townhouse with 4 elegantly finished levels,topped off with a fun skyline rooftop deck!! 9-foot ceilings, terrace-like walls of windows, a neutral...

  • 3 Beds
  • 5 Baths
  • MDAA2151800 MLS
930 Astern   Way Unit #204, Annapolis image
930 Astern Way Unit #204, Annapolis $424,500

Set within the coveted South River condominium in Heritage Harbour, 930 Astern Way #204 offers refined, low-maintenance living in one of Annapolis’s most desirable 55+ wa...

  • 2 Beds
  • 2 Baths
  • MDAA2149334 MLS
235 Ebb Point Ln, Annapolis image
235 Ebb Point Ln, Annapolis $1,000,000

Rare Opportunity to purchase in Windswept at Broad Creek. 16 Executive Homes in this cul-de-sac Koch Homes built neighborhood in Annapolis. Beautiful home at end of cul...

  • 4 Beds
  • 5 Baths
  • MDAA2151732 MLS
1126 Mainsail   Drive, Annapolis image
1126 Mainsail Drive, Annapolis $834,400

Extensively renovated from 2022–2024, this move-in-ready, modern Colonial is a standout offering in Anchorage, an Annapolis premier water-privileged community. Set on a p...

  • 4 Beds
  • 3 Baths
  • MDAA2145432 MLS
903 Scupper Ct, Annapolis image
903 Scupper Ct, Annapolis $1,050,000

Luxury living awaits in the highly desirable Broad Creek Landing community! Offering nearly 5,800 finished square feet, this exceptional home combines timeless elegance, ...

  • 4 Beds
  • 5 Baths
  • MDAA2151448 MLS
905 Cornell   Avenue, Annapolis image
905 Cornell Avenue, Annapolis $1,100,000

This exquisite 5-bedroom, 5 full bath stone-front traditional residence blends timeless sophistication with modern luxury. A grand marble entry foyer introduces the beaut...

  • 5 Beds
  • 5 Baths
  • MDAA2143546 MLS
16 Dean St, Annapolis image
16 Dean St, Annapolis $695,000

Tucked along a quiet one-way street in the heart of Historic Downtown Annapolis, this charming residence offers the perfect blend of character, convenience, and an except...

  • 1 Beds
  • 2 Baths
  • MDAA2150940 MLS
7048 Harbour Village Ct Unit #202, Annapolis image
7048 Harbour Village Ct Unit #202, Annapolis $625,000

Welcome to the sought-after waterfront community of Chesapeake Harbour! This beautiful 2-bedroom, 2.5-bath condo offers a spacious, light-filled floor plan with a rare co...

  • 2 Beds
  • 3 Baths
  • MDAA2151662 MLS
2144 Chesapeake Harbour Dr, Annapolis image
2144 Chesapeake Harbour Dr, Annapolis $1,495,000

Welcome to 2144 Chesapeake Harbour Drive a stunning end-unit townhome in the sought-after community of Chesapeake Harbour. Perfectly positioned to overlook the Chesapeak...

  • 3 Beds
  • 4 Baths
  • MDAA2151304 MLS
126 Marquise Ln, Annapolis image
126 Marquise Ln, Annapolis $835,000

Showcasing timeless elegance and exceptional craftsmanship, this stunning Hardi Plank and stone Craftsman residence seamlessly blends sophisticated design with everyday c...

  • 3 Beds
  • 3 Baths
  • MDAA2151356 MLS
530 Samuel Chase   Way, Annapolis image
530 Samuel Chase Way, Annapolis $512,000

Welcome home to 530 Samuel Chase Way — a fantastic end-unit townhome in the heart of Tidewater Colony! This home was designed for today's lifestyle, the flexible entry le...

  • 3 Beds
  • 4 Baths
  • MDAA2147202 MLS
7015 Chesapeake Harbour   Drive Unit #23B, Annapolis image
7015 Chesapeake Harbour Drive Unit #23B, Annapolis $920,000

LOCK AND LEAVE CAREFREE LIFESTYLE IN A WATERFRONT GATED COMMUNITY! DESIGNER SHOWCASE including a custom painted entry that draws you in the moment you open the door. ...

  • 3 Beds
  • 3 Baths
  • MDAA2145640 MLS
906 Creek   Drive, Annapolis image
906 Creek Drive, Annapolis $6,200,000

An Eastport waterfront home located on Spa Creek set on a prominent .165-acre site once part of a historic city park, this property offers approximately 3000 above grade...

  • 4 Beds
  • 4 Baths
  • MDAA2133542 MLS
926 Central   Street, Annapolis image
926 Central Street, Annapolis $599,900

Charming Single Family Home within walking distance to everything Downtown Annapolis has to offer! This 4 bedroom, 3 bath home is tucked away at the end of its street on ...

  • 4 Beds
  • 3 Baths
  • MDAA2146634 MLS
526 Sixth St, Annapolis image
526 Sixth St, Annapolis $1,795,000

A rare opportunity to own a beautifully reimagined residence in the heart of Eastport, where timeless architecture meets modern comfort. Rich in history and craftsmanship...

  • 3 Beds
  • 3 Baths
  • MDAA2151240 MLS
607 Admiral Dr Unit #101, Annapolis image
607 Admiral Dr Unit #101, Annapolis $354,900

Completely renovated in 2024, this beautifully updated first-floor condominium in the desirable Admirals Reach community offers turnkey living in one of Annapolis' most c...

  • 2 Beds
  • 2 Baths
  • MDAA2151284 MLS
1422 Howard   Road, Annapolis image
1422 Howard Road, Annapolis $1,160,000

Welcome to a stunning coastal retreat in the coveted Arundel on the Bay community of Annapolis overlooking Oyster Creek and the magical Chesapeake Bay. Perfectly position...

  • 5 Beds
  • 5 Baths
  • MDAA2138824 MLS
2054 Quaker   Way Unit #9, Annapolis image
2054 Quaker Way Unit #9, Annapolis — Windgate Condo $345,000

Welcome to this stunning 2-bedroom, 2-bath condo backing to private woods in the highly sought-after Windgate community. Thoughtfully updated and beautifully maintained, ...

  • 2 Beds
  • 2 Baths
  • MDAA2145352 MLS
  • Windgate Condo Bldg.
622 Wayward Dr, Annapolis image
622 Wayward Dr, Annapolis $625,000

Welcome home to this beautifully renovated split-level in a sought-after community! Featuring a bright, open floor plan with quality finishes throughout, this move-in rea...

  • 3 Beds
  • 2 Baths
  • MDAA2151236 MLS
12 Linden   Avenue, Annapolis image
12 Linden Avenue, Annapolis $669,000

HOMEWOOD/ANNAPOLIS in-town living at its finest—this charming and thoughtfully updated 1930s Foursquare colonial style home, with 1,620 total sq ft, offers a rare blend o...

  • 2 Beds
  • 2 Baths
  • MDAA2145152 MLS
1924 Thomas   Drive, Annapolis image
1924 Thomas Drive, Annapolis $1,733,000

**Offer Deadline 3:30PM Monday April 20th** Iconic Deck Home in Pendennis Mount with views of the Severn River. (Interior Photos Coming Soon) This remarkable mid-century ...

  • 4 Beds
  • 3 Baths
  • MDAA2142148 MLS
214 Bowen Ct, Annapolis image
214 Bowen Ct, Annapolis $1,080,000

Prepare to be absolutely wowed. Nestled in one of Annapolis's most sought-after communities, this stunning six-bedroom, four-and-a-half-bathroom Colonial has been complet...

  • 6 Beds
  • 5 Baths
  • MDAA2151076 MLS
1915 Dulaney   Place, Annapolis image
1915 Dulaney Place, Annapolis $819,000

Nestled in the highly sought-after community of Pendennis Mount, this charming Annapolis home offers the perfect blend of character, comfort, and convenience just minutes...

  • 3 Beds
  • 2 Baths
  • MDAA2147722 MLS
529 Lee Cir, Annapolis image
529 Lee Cir, Annapolis $2,650,000

Annapolis Stunning Coastal Colonial Waterfront Retreat where every day feels like a vacation. Perfectly positioned on the tranquil waters of the Chesapeake Bay tributari...

  • 6 Beds
  • 6 Baths
  • MDAA2150742 MLS
1000 Gomoljak   Lane, Annapolis image
1000 Gomoljak Lane, Annapolis $876,990

Looking for a secluded Mountaintop home tucked away on 3.89 acres within 15 minutes from downtown Annapolis, you just found it. Unique, 4-bedroom, 3.5 bath home built in ...

  • 4 Beds
  • 4 Baths
  • MDAA2143566 MLS
1528 Lodge Pole Ct, Annapolis image
1528 Lodge Pole Ct, Annapolis $384,500

Set on a corner lot in Whispering Woods, this updated and move-in-ready end-unit townhome offers 3 bedrooms, 2 full baths, and a spacious, fully fenced backyard. Inside, ...

  • 3 Beds
  • 2 Baths
  • MDAA2150716 MLS
909 White Marlin Way, Annapolis image
909 White Marlin Way, Annapolis $925,000

Welcome to the sought-after Chesapeake Preserve community on the Broadneck Peninsula! This stunning Colonial is ideally situated on a beautifully landscaped half-acre lo...

  • 5 Beds
  • 4 Baths
  • MDAA2150344 MLS
2648 Ogleton   Road, Annapolis image
2648 Ogleton Road, Annapolis $760,000

Updated, move-in ready 3BR 2.5BA rancher home, thoughtfully designed and nestled among the trees in a peaceful, park-like setting in the highly desirable Annapolis Roads ...

  • 3 Beds
  • 3 Baths
  • MDAA2146748 MLS
726 Hillcrest Dr, Annapolis image
726 Hillcrest Dr, Annapolis $659,000

CONTINUE TO SHOW FOR BACKUP CONTRACTS. Welcome to this beautifully updated and meticulously maintained home in the highly sought-after water-privileged community of Cape ...

  • 3 Beds
  • 3 Baths
  • MDAA2144112 MLS
3718 Ramsgate   Drive, Annapolis image
3718 Ramsgate Drive, Annapolis $1,900,000

On the market for the first time in over 33 years, this exceptional waterfront home on protected Watergate Harbor is a rare opportunity to own a piece of Annapolis's most...

  • 3 Beds
  • 4 Baths
  • MDAA2144030 MLS
7024 Channel Village Ct Unit #T2, Annapolis image
7024 Channel Village Ct Unit #T2, Annapolis $500,000

Waterfront luxury meets resort-style living! Nestled in the gated community of The Village of Chesapeake Harbour, this stunning 2BR/2BA ground-floor condo offers views of...

  • 2 Beds
  • 2 Baths
  • MDAA2140668 MLS
1402 Insey Rd, Annapolis image
1402 Insey Rd, Annapolis $800,000

Welcome to this beautifully maintained, newer Colonial (built in 2021) offering the perfect blend of modern design and peaceful privacy in Annapolis. Featuring 5 bedrooms...

  • 5 Beds
  • 4 Baths
  • MDAA2145384 MLS
735 Warren   Drive, Annapolis image
735 Warren Drive, Annapolis $570,000

Welcome to 735 Warren Drive, nestled in the heart of Greenacres. This beautifully updated 3-bedroom, 3-bath rancher is the perfect blend of modern comfort and timeless ch...

  • 3 Beds
  • 3 Baths
  • MDAA2141952 MLS

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