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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
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
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
349 Epping   Way, Annapolis image
349 Epping Way, Annapolis $915,000

Major price reduction, exceptional value for over 3,292 finished sq ft tucked among the trees in the gated waterfront community of Epping Forest. This spacious three-leve...

  • 4 Beds
  • 3 Baths
  • MDAA2137250 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
923 Langdon Ct, Annapolis image
923 Langdon Ct, Annapolis $740,000

Move-in ready and filled with thoughtful updates, this beautifully maintained 4-bedroom, 2 full and 2 half bath home offers stylish finishes, functional living space, and...

  • 4 Beds
  • 4 Baths
  • MDAA2150884 MLS
1189 Highview Dr, Annapolis image
1189 Highview Dr, Annapolis $550,000

YOU'LL HAVE IT MADE IN THE SHADE HERE! 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF & SKYLIGHTS W/REMOTE OPERATED MINI-BLINDS, NEW WASHER & DRYER, NEW LUXURY VINY...

  • 4 Beds
  • 2 Baths
  • MDAA2150576 MLS
783 Sonne Dr, Annapolis image
783 Sonne Dr, Annapolis $1,300,000

Welcome to 783 Sonne Drive, where life on the Chesapeake takes center stage. Perfectly positioned on an elevated waterfront lot just under 1 acre in the sought-after Bon ...

  • 3 Beds
  • 2 Baths
  • MDAA2150690 MLS
1689 Alice   Court, Annapolis image
1689 Alice Court, Annapolis $907,502

ALL OFFERS ARE DUE ON 6/1 BY 9PM. Welcome to 1689 Alice Court, a distinctive Mid-Century Modern Acorn Deck House tucked away on a wooded cul-de-sac in the community of Sa...

  • 3 Beds
  • 3 Baths
  • MDAA2144670 MLS
22 College   Avenue, Annapolis image
22 College Avenue, Annapolis $900,000

Open House Canceled- Under Contract! Phenomenal Downtown property was the winner of Historic Annapolis Foundation's Renovation award! Overflowing with charm and personali...

  • 3 Beds
  • 2 Baths
  • MDAA2148978 MLS
377 Broadview   Lane, Annapolis image
377 Broadview Lane, Annapolis $1,050,000

Multiple offer situation. The seller has established a deadline for all final offers or revisions for tomorrow, Saturday, 6/13/26, at 6:00 PM. Waterfront Home for Sale i...

  • 4 Beds
  • 3 Baths
  • MDAA2143526 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
448 Cranes Roost Ct, Annapolis image
448 Cranes Roost Ct, Annapolis $439,900

Welcome home to this beautifully maintained 3-bedroom, 2-bath contemporary townhome featuring an inviting open floor plan designed for comfortable lifestyle. The spacious...

  • 3 Beds
  • 2 Baths
  • MDAA2149900 MLS
2977 Southaven   Drive, Annapolis image
2977 Southaven Drive, Annapolis $800,000

Authentic Log Cabin Living in One of Annapolis' Most Desirable Waterfront Communities - A Genuinely Rare Find. Real log construction you simply cannot find in the Annapol...

  • 5 Beds
  • 4 Baths
  • MDAA2144784 MLS
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
12 Union St, Annapolis image
12 Union St, Annapolis $1,289,900 ▼

Rare opportunity to own a stunning newer built fully detached four bedroom home in the historic district with an attached one car garage plus a one car driveway​ —an amen...

  • 4 Beds
  • 2 Baths
  • MDAA2149666 MLS
1132 Tyler Ave, Annapolis image
1132 Tyler Ave, Annapolis $345,000 ▼

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 pain...

  • 2 Beds
  • 2 Baths
  • MDAA2148576 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
648 Howards Loop Unit #19, Annapolis image
648 Howards Loop Unit #19, Annapolis $512,000

Welcome to this charming end unit TH near Annapolis! Just a 5 minute drive and you are in downtown Annapolis ! Also 3 minutes to Annapolis Mall and the Annapolis Medical ...

  • 3 Beds
  • 4 Baths
  • MDAA2149140 MLS
234 Meadowgate Dr, Annapolis image
234 Meadowgate Dr, Annapolis $1,895,000

Set on nearly two serene acres, this stately brick-front colonial commands attention with timeless curb appeal. Inside, a formal living room and a separate office or stud...

  • 8 Beds
  • 6 Baths
  • MDAA2149040 MLS
38 Cathedral   Street, Annapolis image
38 Cathedral Street, Annapolis $684,000

Tucked into the heart of downtown Annapolis, this charming home offers an effortless lifestyle where everything you love is just outside your door. Start your mornings wi...

  • 2 Beds
  • 2 Baths
  • MDAA2142154 MLS
438 Cranes Roost   Court, Annapolis image
438 Cranes Roost Court, Annapolis $560,000

OPEN HOUSE CANCELLED. Wake up every day surrounded by trees, water, and the quiet calm of nature in this beautifully updated townhouse in Woods Landing. From the moment y...

  • 3 Beds
  • 4 Baths
  • MDAA2143096 MLS
404 Peach   Court, Annapolis image
404 Peach Court, Annapolis $475,000

Welcome to Walnut Ridge! This beautiful 3-level colonial townhouse boasts over 2,000 square feet of finished living space, featuring 4 spacious bedrooms and 3.5 baths. Hi...

  • 4 Beds
  • 4 Baths
  • MDAA2143582 MLS
1344 Tydings   Road, Annapolis image
1344 Tydings Road, Annapolis $1,625,000

Old-world elegance is masterfully expressed in this exceptional Villa, a true work of art set on a lush and private 1.26-acre homesite just one block from the Chesapeake ...

  • 4 Beds
  • 5 Baths
  • MDAA2139876 MLS
2579 Hidden Cove   Road Unit #159, Annapolis image
2579 Hidden Cove Road Unit #159, Annapolis — Hidden Cove !! $630,000

Welcome to one of the best opportunities in Heritage Harbour and NO AGE RESTRICTION in this section, while offering full access to Heritage Harbour’s exceptional amenitie...

  • 4 Beds
  • 3 Baths
  • MDAA2141056 MLS
  • Hidden Cove !! Bldg.
2804 Pennypond  N Lane N, Annapolis image
2804 Pennypond N Lane N, Annapolis $705,000

Nestled within the sought-after Riva Trace community of Annapolis, this beautifully updated end-unit townhome is surrounded by mature trees, offering a private and tranqu...

  • 3 Beds
  • 4 Baths
  • MDAA2137370 MLS
1840 Burley   Lane, Annapolis image
1840 Burley Lane, Annapolis $1,900,000

Burley Creek, with its direct passage to Whitehall Bay and the Chesapeake Bay, sets a serene and picturesque stage for this thoughtfully designed waterfront residence, wh...

  • 5 Beds
  • 5 Baths
  • MDAA2141846 MLS
133 Lake View   Drive, Annapolis image
133 Lake View Drive, Annapolis $1,350,000

Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South ...

  • 5 Beds
  • 5 Baths
  • MDAA2134744 MLS
2114 Chesapeake Harbour  E Drive E Unit #202, Annapolis image
2114 Chesapeake Harbour E Drive E Unit #202, Annapolis $710,000

WATCH THE SUNSETS & ENJOY THE BREATHTAKING MARINA VIEWS FROM THIS BEAUTIFUL 3 BEDROOM, 3 FULL BATH CONDO IN CHESAPEAKE HARBOUR! GORGEOUS NEW FLOORS IN THE MAIN AREA. EN...

  • 3 Beds
  • 3 Baths
  • MDAA2138418 MLS
120 Kingswood Rd, Annapolis image
120 Kingswood Rd, Annapolis $1,099,000 ▼

Welcome to 120 Kingswood Road, a sanctuary offering privacy, comfort and charm tucked away on a secluded 3.00 +/- acre lot. Located in one of Annapolis' most peaceful cul...

  • 5 Beds
  • 4 Baths
  • MDAA2147546 MLS
2 Windwhisper   Lane, Annapolis image
2 Windwhisper Lane, Annapolis $685,000

**OFFER DEADLINE TUESDAY 4/28 @ 7:30PM** Tucked on a spacious corner lot in the desirable Georgetown Grove community, this lovely contemporary style home offers a rare co...

  • 3 Beds
  • 4 Baths
  • MDAA2142878 MLS
588 Wild Flower Glade, Annapolis image
588 Wild Flower Glade, Annapolis $515,000

$10,000 seller credit toward renovations or closing costs! ** Being Sold AS-IS** WATER-privileged Woods Landing! Spacious 4BR, 3.5BA townhouse with serene wooded views, ...

  • 4 Beds
  • 4 Baths
  • MDAA2142966 MLS
21 City Gate   Lane, Annapolis image
21 City Gate Lane, Annapolis $860,000

Move-in ready end-unit townhome in the heart of downtown Annapolis! This eye-catching, low-maintenance brick home offers 3 bedrooms, 3 full baths, and 1 half bath, thoug...

  • 3 Beds
  • 4 Baths
  • MDAA2141590 MLS
2644 Queen Anne Cir, Annapolis image
2644 Queen Anne Cir, Annapolis $750,000 ▼

Enjoy the water privileged lifestyle of the Annapolis Roads community on Lake Ogleton, Annapolis. This distinctive home offers an abundance of custom features, indoor an...

  • 3 Beds
  • 4 Baths
  • MDAA2146714 MLS
103 Wainwright   Drive, Annapolis image
103 Wainwright Drive, Annapolis $815,000

Exceptional offering in sought-after community of Admiral Heights! Great location near the Navy Stadium, downtown Annapolis and major routes of travel. Lovely home with...

  • 3 Beds
  • 3 Baths
  • MDAA2143422 MLS
2011 Tundra Ct, Annapolis image
2011 Tundra Ct, Annapolis $625,000

Contemporary 4 bedroom Cedar home on 1.35 acres in a thickly wooded setting**Center hall plan**Open breakfast area adjacent to kitchen and dining room*Den/fourth bedroom...

  • 4 Beds
  • 3 Baths
  • MDAA2146600 MLS
854 Saint Edmonds   Place, Annapolis image
854 Saint Edmonds Place, Annapolis $3,200,000

Brewer’s Creek offers a calm, protected setting with effortless access to the Severn River and the Chesapeake Bay, creating an ideal environment for those who love to boa...

  • 6 Beds
  • 6 Baths
  • MDAA2142410 MLS
2738 Gingerview   Lane, Annapolis image
2738 Gingerview Lane, Annapolis $709,000

Welcome to Summer Place East Village in the highly sought-after Riva Trace community—where lifestyle, location, and thoughtful design come together. This spacious three-l...

  • 3 Beds
  • 3 Baths
  • MDAA2137882 MLS
2562 Carrollton Rd, Annapolis image
2562 Carrollton Rd, Annapolis $6,500,000

A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathta...

  • 7 Beds
  • 9 Baths
  • MDAA2145908 MLS
2018 Quay Village   Court Unit #201, Annapolis image
2018 Quay Village Court Unit #201, Annapolis $730,000

Welcome to an exceptional living experience at Chesapeake Harbour, where this well maintained 3 bedroom, 3 full bath condo offers not just a home but a lifestyle. Perfect...

  • 3 Beds
  • 3 Baths
  • MDAA2132738 MLS
1132 Bay Ridge Rd, Annapolis image
1132 Bay Ridge Rd, Annapolis $650,000 ▼

This exceptional Annapolis home truly has it all. Beautifully maintained, move-in ready home on a private lane. Updated with features that include a new roof, skylight, g...

  • 3 Beds
  • 3 Baths
  • MDAA2145814 MLS
566 Fox Paw Trl   Trail, Annapolis image
566 Fox Paw Trl Trail, Annapolis $553,000

Sellers request all offers be submitted by Monday April 13th at 6pm to give the opportunity for you to come by over the weekend! Welcome to 566 Fox Paw Trail, an excepti...

  • 4 Beds
  • 4 Baths
  • MDAA2140268 MLS
2642 Queen Anne   Circle, Annapolis image
2642 Queen Anne Circle, Annapolis $849,000

OPEN HOUSES CANCELED. Welcome to Annapolis Roads! This well-maintained contemporary residence offers approximately 3,000 square feet of bright, open living space with vau...

  • 3 Beds
  • 2 Baths
  • MDAA2139536 MLS
1470 Log Inn Rd, Annapolis image
1470 Log Inn Rd, Annapolis $550,000

Beautifully updated and filled with thoughtful improvements, this Cape Cod in Annapolis combines model-like interiors, a recently finished lower level, and inviting outdo...

  • 3 Beds
  • 2 Baths
  • MDAA2145366 MLS
310 Epping Way, Annapolis image
310 Epping Way, Annapolis — Epping Forest $1,100,000

Tucked within the gated waterfront community of Epping Forest, this charming Craftsman bungalow captures the ease and appeal of Annapolis waterfront living with the rare ...

  • 3 Beds
  • 2 Baths
  • MDAA2145574 MLS
  • Epping Forest Bldg.
1136 Lake Heron   Drive Unit #3B, Annapolis image
1136 Lake Heron Drive Unit #3B, Annapolis — Lake Heron Condo $405,000

Stunning Loft-Style Condo with Lake Access Minutes from Downtown Annapolis Step into this beautifully updated 2-bedroom, 2-bath loft-style condo where modern upgrades me...

  • 2 Beds
  • 2 Baths
  • MDAA2136998 MLS
  • Lake Heron Condo Bldg.
2058 Quaker   Way Unit #12, Annapolis image
2058 Quaker Way Unit #12, Annapolis — Wingatge Condomunium $365,000

Nestled within the serene Windgate Condominium community, this exquisite 2-bedroom, 2-bathroom, loft residence offers a harmonious blend of contemporary design and luxuri...

  • 2 Beds
  • 2 Baths
  • MDAA2137224 MLS
  • Wingatge Condomunium Bldg.
12 Muir Woods   Court, Annapolis image
12 Muir Woods Court, Annapolis $408,000

Beautifully updated end‑unit townhouse in Annapolis offering exceptional natural light, thoughtful upgrades, and inviting indoor/outdoor living. The sunken living room fe...

  • 2 Beds
  • 3 Baths
  • MDAA2140562 MLS
605 Admiral   Drive Unit #301, Annapolis image
605 Admiral Drive Unit #301, Annapolis $400,000

HURRY! This location is EVERTHING! Ready for a low-maintenance lifestyle? Experience effortless living in this beautifully updated & meticulously maintained Penthouse/Lof...

  • 2 Beds
  • 2 Baths
  • MDAA2140524 MLS

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