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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
268 King George St, Annapolis image
268 King George St, Annapolis $1,575,000

Nestled along one of the most prestigious streets in Historic Annapolis, 268 King George Street presents a rare opportunity to own a beautifully renovated residence just ...

  • 4 Beds
  • 4 Baths
  • MDAA2151574 MLS
1146 August Dr, Annapolis image
1146 August Dr, Annapolis $555,000

Welcome to the quiet and well maintained community of August Woods! This delightful development affords easy access to all Annapolis has to offer from a vibrant downtown ...

  • 3 Beds
  • 4 Baths
  • MDAA2152064 MLS
2650 Compass   Drive, Annapolis image
2650 Compass Drive, Annapolis $478,000

Welcome to easy living in Heritage Harbour! Located in one of Annapolis' most sought after 55+ communities, 2650 Compass Drive is the kind of home buyers wait for- beauti...

  • 2 Beds
  • 2 Baths
  • MDAA2146334 MLS
52 Primrose Hill Ln, Annapolis image
52 Primrose Hill Ln, Annapolis $897,500

Welcome to 52 Primrose Hill Lane—the original model home in Craftmark's sought-after Primrose Hill community, where timeless architecture meets modern, low-maintenance li...

  • 5 Beds
  • 5 Baths
  • MDAA2151796 MLS
608 Greenbriar Ln, Annapolis image
608 Greenbriar Ln, Annapolis — Greenbriar $225,000

Wonderful Opportunity in Annapolis! Unlock the potential of this 3-bedroom townhome and bring your vision to life. Whether you're looking for your next renovation project...

  • 3 Beds
  • 2 Baths
  • MDAA2152170 MLS
  • Greenbriar Bldg.
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
1740 Long Green   Drive, Annapolis image
1740 Long Green Drive, Annapolis $775,000

Lovingly maintained and thoughtfully updated by the same owners for nearly three decades, this exceptional home offers a rare opportunity in the highly desirable communit...

  • 3 Beds
  • 3 Baths
  • MDAA2147644 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
114 Spring Place Way, Annapolis image
114 Spring Place Way, Annapolis $699,900

Please show for back up. Welcome to this wonderful, private and beautiful end unit home in Riva Trace. From your first look, 114 Spring Place Way shows the meticulous att...

  • 4 Beds
  • 4 Baths
  • MDAA2150646 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
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
402 Melvin Ave, Annapolis image
402 Melvin Ave, Annapolis $849,900

Welcome to 402 Melvin Avenue, a lovingly maintained home nestled in the heart of highly sought-after West Annapolis. Offering the perfect blend of charm, thoughtful updat...

  • 3 Beds
  • 2 Baths
  • MDAA2151868 MLS
2900 Shipmaster Way Unit #309, Annapolis image
2900 Shipmaster Way Unit #309, Annapolis — Clipper Cay $325,000

Welcome to easy living in Heritage Harbour! This beautifully maintained 2-bedroom, 2-bath condominium with a spacious den is located in the highly desirable Clipper Cay b...

  • 2 Beds
  • 2 Baths
  • MDAA2151810 MLS
  • Clipper Cay Bldg.
209 S Cherry Grove Ave, Annapolis image
209 S Cherry Grove Ave, Annapolis $898,000

OPEN HOUSE SATURDAY 7/25 and SUNDAY 7/26 FROM 11-1pm Situated on one of Annapolis' widest and most desirable, dead end streets, this beautifully updated 3-bedroom, 1.5-ba...

  • 3 Beds
  • 2 Baths
  • MDAA2150910 MLS
355 Broadview   Lane, Annapolis image
355 Broadview Lane, Annapolis $999,999

A rare opportunity for the true history enthusiast, this stunning Keith Anthony reproduction of the iconic Noah Webster Home, originally built in New England circa 1758, ...

  • 4 Beds
  • 3 Baths
  • MDAA2148762 MLS
994 Hillendale Dr, Annapolis image
994 Hillendale Dr, Annapolis $610,000

Nestled in the charming Cape St. Claire community, this exquisite split foyer home offers a perfect blend of comfort and luxury. With 2,168 square feet of thoughtfully de...

  • 4 Beds
  • 3 Baths
  • MDAA2151396 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
2646 Quiet Water   Cove, Annapolis image
2646 Quiet Water Cove, Annapolis $370,000

MASSIVE PRICE DROP! PRICE NOW RELECTS NEED FOR UPDATES. THIS IS THEE LOWEST PRICED SEMI-DETACHED HOME WITH A GARAGE IN HERITAGE HARBOUR IN THE PAST YEAR! Popular, one le...

  • 3 Beds
  • 2 Baths
  • MDAA2139960 MLS
113 Legion   Avenue, Annapolis image
113 Legion Avenue, Annapolis $515,000

Tucked just off West Street in Annapolis, this well-maintained split foyer blends space and flexibility. Freshly painted with new flooring throughout, the home offers a b...

  • 6 Beds
  • 3 Baths
  • MDAA2140218 MLS
1402 Catlyn   Place, Annapolis image
1402 Catlyn Place, Annapolis $530,000

Welcome to 1402 Catlyn Place in the desirable Heritage community! This spacious 4-bedroom, 2.5-bath, 3-level split offers a fantastic location close to shopping, parks, l...

  • 4 Beds
  • 3 Baths
  • MDAA2145674 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
124 E Bay View   Drive, Annapolis image
124 E Bay View Drive, Annapolis $1,025,000

Welcome to 124 E Bay View Drive, beautifully remodeled and ideally located in Hillsmere Shores, one of Annapolis’ most beloved water-oriented communities. Set along pictu...

  • 4 Beds
  • 3 Baths
  • MDAA2146462 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
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
219 Lockwood Ct, Annapolis image
219 Lockwood Ct, Annapolis $1,750,000

Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. Boasting 4 bedrooms and 4 full baths, t...

  • 4 Beds
  • 4 Baths
  • MDAA2150338 MLS
2551 Jigger   Way, Annapolis image
2551 Jigger Way, Annapolis $685,000

* All offers due by 7pm this evening - 6/6/26 by7pm. Welcome to easy, resort-style living in Heritage Harbour, Annapolis’ most sought-after 55+ community. Tucked away on...

  • 3 Beds
  • 4 Baths
  • MDAA2147364 MLS
720 Fantail   Court, Annapolis image
720 Fantail Court, Annapolis $1,250,000

Welcome Home! Every aspect well planned and thought out for comfort and making wonderful memories. This beauty is sited on one of (if not the most) coveted lots when t...

  • 4 Beds
  • 5 Baths
  • MDAA2141818 MLS
707 Buoy   Court, Annapolis image
707 Buoy Court, Annapolis $910,000

VA Assumption Available. Special Conventional Financing Available. Upscale Ryland Manor home in St. Margaret’s Landing showcasing an inspired open floor plan, thoughtfu...

  • 5 Beds
  • 4 Baths
  • MDAA2144004 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
1718 Westminster   Way, Annapolis image
1718 Westminster Way, Annapolis $1,149,000

Nestled on a tranquil private drive in the highly sought-after water access neighborhood, The Downs on the Severn. This stunning stone-front Colonial offers the perfect b...

  • 4 Beds
  • 3 Baths
  • MDAA2143876 MLS
1602 Cedar Park   Road, Annapolis image
1602 Cedar Park Road, Annapolis $808,000

What if one of Annapolis’ most sought-after lifestyles was right outside your front door? Welcome to Admiral Heights, where you can walk to Navy football games, communit...

  • 4 Beds
  • 2 Baths
  • MDAA2147826 MLS
3115 Starboard Dr, Annapolis image
3115 Starboard Dr, Annapolis $965,750

Perfectly positioned on a beautifully landscaped corner lot in the heart of Anchorage, one of Annapolis' most coveted waterfront communities, 3115 Starboard Drive offers ...

  • 5 Beds
  • 3 Baths
  • MDAA2150370 MLS
140 Spa Dr, Annapolis image
140 Spa Dr, Annapolis $4,600,000

An extraordinary opportunity to own one of Annapolis’ most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of own...

  • 5 Beds
  • 4 Baths
  • MDAA2150104 MLS
1035 Boucher   Avenue, Annapolis image
1035 Boucher Avenue, Annapolis $1,399,000

Welcome to Eastport, one of Annapolis most sought-after waterfront communities! This newer construction home offers the perfect blend of modern convenience, functional li...

  • 4 Beds
  • 4 Baths
  • MDAA2145820 MLS
602 James Walker Pl, Annapolis image
602 James Walker Pl, Annapolis $599,900

Location! Location! Location! Nestled in the vibrant heart of Annapolis Towne Center, this beautifully maintained, move-in-ready townhome offers the perfect blend of mode...

  • 3 Beds
  • 5 Baths
  • MDAA2150042 MLS
1052 Lido   Drive, Annapolis image
1052 Lido Drive, Annapolis $515,000

Welcome to 1052 Lido Drive! This charming 4-bedroom, 1.5-bath home offers comfortable living spaces filled with natural light and a layout designed for everyday living an...

  • 4 Beds
  • 2 Baths
  • MDAA2135886 MLS
610 Burley Road, Annapolis image
610 Burley Road, Annapolis $970,610

Sold in Office Exclusive by Mary Ann Zaruba. Saint Margarets coveted Beechwood on the Burley is the sweet spot for this desirable 5 bedroom 3.5 bath Colonial located off ...

  • 6 Beds
  • 4 Baths
  • MDAA2144348 MLS
property image
38 Heritage Court Unit #78, Annapolis — Hilltop Village Condo $130,000

Offer Deadline- Tuesday, June 9 at 9 am. Please contact agent with questions. Investor Opportunity! 2 bedroom, 1 and 1/2 bath townhouse style condo in great location, c...

  • 2 Beds
  • 2 Baths
  • MDAA2148098 MLS
  • Hilltop Village Condo Bldg.
129 E Bay View Dr, Annapolis image
129 E Bay View Dr, Annapolis $1,300,000

** Rare Mid-Century Modern Waterfront Sanctuary on Bay View Drive ** Welcome to 129 E Bay View Drive, an authentic 1954 mid-century modern masterpiece offering a rare com...

  • 3 Beds
  • 3 Baths
  • MDAA2149802 MLS
47 Richards   Lane, Annapolis image
47 Richards Lane, Annapolis $1,540,000

Exceptional four-level end-unit townhome with a two-car rear-load garage in the heart of Historic Annapolis. Ideally located just one block from Spa Creek, this beautiful...

  • 4 Beds
  • 4 Baths
  • MDAA2143004 MLS
1608 Woodtree  W Court W, Annapolis image
1608 Woodtree W Court W, Annapolis $355,900

Show for back-up's. This well-maintained 3-level Whispering Woods townhome offers a long list of updates, including many completed in April 2026. Recent improvements incl...

  • 3 Beds
  • 2 Baths
  • MDAA2145602 MLS
2011 Gov Thomas Bladen Unit #303, Annapolis image
2011 Gov Thomas Bladen Unit #303, Annapolis $349,900

Welcome to this bright and sunny 2 BR | 2 BA condominium in desirable Tidewater Colony of Annapolis. Superb location near hospital, Navy stadium and Mall and just off 50/...

  • 2 Beds
  • 2 Baths
  • MDAA2149156 MLS
6 President Point Dr Unit #B3, Annapolis image
6 President Point Dr Unit #B3, Annapolis — The Point Condo $1,025,000

Experience a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning condo offers exceptionally easy living with picturesque views overlooking His...

  • 3 Beds
  • 2 Baths
  • MDAA2148832 MLS
  • The Point Condo Bldg.
66 Franklin St Unit #418, Annapolis image
66 Franklin St Unit #418, Annapolis — Actons Landing $995,000

Experience the ultimate “lock & leave” lifestyle in the heart of downtown Annapolis in this rare, two-story Condo at Actons Landing with convenient elevator access to eac...

  • 2 Beds
  • 3 Baths
  • MDAA2148022 MLS
  • Actons Landing Bldg.
617 Wayward Dr, Annapolis image
617 Wayward Dr, Annapolis $599,000 ▼

Welcome to 617 Wayward Drive in the highly sought-after Rolling Knolls community of Annapolis. Situated on a spacious corner lot, this well-maintained home offers excepti...

  • 3 Beds
  • 2 Baths
  • MDAA2149288 MLS
509 Captain John Brice   Way, Annapolis image
509 Captain John Brice Way, Annapolis $560,000

Welcome to Annapolis!! What a perfect time of year to purchase a home close enough to downtown Annapolis that you could walk or ride your bike to your favorite restaurant...

  • 3 Beds
  • 4 Baths
  • MDAA2146940 MLS
20 Shaw St, Annapolis image
20 Shaw St, Annapolis $1,099,000 ▼

Nestled in the heart of downtown Annapolis in the highly sought-after neighborhood of Murray Hill, this charming Colonial, originally built in 1925 and extensively rem...

  • 3 Beds
  • 3 Baths
  • MDAA2148526 MLS

Annapolis Real Estate & Homes With Kitchen - Table Space

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