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4 Ridge Rd, Annapolis image
4 Ridge Rd, Annapolis $2,499,500

There are houses that simply check the boxes—and then there are houses that have a sense of place. Tucked away at the end of a quiet street in the coveted Wardour neighbo...

  • 6 Beds
  • 6 Baths
  • MDAA2156370 MLS
3285 Harness Creek Rd, Annapolis image
3285 Harness Creek Rd, Annapolis $9,500,000

Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a mast...

  • 6 Beds
  • 10 Baths
  • MDAA2154762 MLS
2827 Seasons   Way, Annapolis image
2827 Seasons Way, Annapolis $625,500

Set within the desirable, water-oriented Riva Trace community, this end-unit townhome offers nearly 3,000 square feet across three finished levels, a main-level primary s...

  • 3 Beds
  • 4 Baths
  • MDAA2152272 MLS
580 Pinedale Dr, Annapolis image
580 Pinedale Dr, Annapolis $750,000

Welcome to 580 Pinedale Dr, a spacious 4-bedroom, 2.5-bath home set on a beautiful 1.8-acre lot in Annapolis. Offering a comfortable blend of character, functionality, an...

  • 4 Beds
  • 3 Baths
  • MDAA2156594 MLS
640 Sean Dr, Annapolis image
640 Sean Dr, Annapolis $1,025,000

Welcome to 640 Sean Drive, an impressive brick Colonial set on 1.67 acres in Annapolis, where generous living spaces, distinctive architectural details, and a private woo...

  • 4 Beds
  • 4 Baths
  • MDAA2155314 MLS
213 Victor Pkwy Unit #213F, Annapolis image
213 Victor Pkwy Unit #213F, Annapolis — Fairwinds Condo $257,000

Professional Photography coming soon. Welcome to 213 Victor Parkway, Unit F, in the conveniently located Fairwinds community. This spacious unit was extensively updated...

  • 2 Beds
  • 2 Baths
  • MDAA2155748 MLS
  • Fairwinds Condo Bldg.
730 Crisfield Way, Annapolis image
730 Crisfield Way, Annapolis $865,000

Welcome to Kingsport—where timeless elegance meets waterfront living. Nestled within this coveted, water-privileged community, this exceptional 6- bedroom, 4.5-bath resid...

  • 6 Beds
  • 5 Baths
  • MDAA2155550 MLS
141 Summer Village Dr, Annapolis image
141 Summer Village Dr, Annapolis $775,000

This former model end-unit townhome sits on one of the prettiest lots in Riva Trace, adjacent to open space for extra privacy. Oversized windows and skylights fill the ho...

  • 3 Beds
  • 5 Baths
  • MDAA2155168 MLS
909 White Marlin   Way, Annapolis image
909 White Marlin Way, Annapolis $905,000

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
519 6th St, Annapolis image
519 6th St, Annapolis $2,395,000

An exceptional offering in the heart of Eastport, where beautifully considered interiors, generous outdoor space and coveted off-street parking come together in a remarka...

  • 3 Beds
  • 3 Baths
  • MDAA2154492 MLS
411 Ridgely   Avenue, Annapolis image
411 Ridgely Avenue, Annapolis $3,200,000

Coveted West Annapolis Waterfront property with deep water floating dock! Recently updated with fresh paint, refinished floors and new carpeting throughout. Experience el...

  • 4 Beds
  • 5 Baths
  • MDAA2115056 MLS
844 Harbor View   Terrace, Annapolis image
844 Harbor View Terrace, Annapolis $1,180,000

Seller has set an offer deadline of 4:00pm on Monday July 27th. Previous Buyers move from California fell through. Home is back on the market and ready for you! Wake up...

  • 5 Beds
  • 3 Baths
  • MDAA2149710 MLS
2700 Summerview Way Unit #304, Annapolis image
2700 Summerview Way Unit #304, Annapolis — Riva Trace Condominium $439,500

More info and photos coming soon!

  • 2 Beds
  • 3 Baths
  • MDAA2154330 MLS
  • Riva Trace Condominium Bldg.
206 Bowen Ct, Annapolis image
206 Bowen Ct, Annapolis $950,000 ▼

Sellers have just reduced the price by $25,000! Don’t miss this opportunity to own a stunning Colonial in the highly sought-after Bowen Manor community of Annapolis. Offe...

  • 5 Beds
  • 4 Baths
  • MDAA2154248 MLS
1227 Cross Rd, Annapolis image
1227 Cross Rd, Annapolis $1,285,000

Discover elegance at 1227 Cross Road in Annapolis, Maryland, a stunning 2023-built home in the water-privileged Oyster Harbor community, elevated by upgrades made by the ...

  • 4 Beds
  • 3 Baths
  • MDAA2153954 MLS
1812 Millridge Ct, Annapolis image
1812 Millridge Ct, Annapolis $1,250,000

Set on 2.5 beautifully landscaped acres in the desirable community of The Meadows, this distinctive three-sided brick home offers an impressive combination of privacy, sp...

  • 4 Beds
  • 3 Baths
  • MDAA2153834 MLS
219 West   Street, Annapolis image
219 West Street, Annapolis $1,037,500

This gorgeous townhome nestled in the sought-after community of Uptown at Murray Hill, in the heart of downtown Annapolis' West Street Arts District and just steps away f...

  • 3 Beds
  • 4 Baths
  • MDAA2136426 MLS
1100 Magothy Cir, Annapolis image
1100 Magothy Cir, Annapolis $3,850,000

Discover the pinnacle of contemporary waterfront living in this extraordinary new construction residence by Cypress Homes, perfectly sited on a spectacular peninsula alon...

  • 5 Beds
  • 5 Baths
  • MDAA2152558 MLS
1110 Tyler   Avenue, Annapolis image
1110 Tyler Avenue, Annapolis $617,000

ESTATE SALE - Property being sold AS IS. Welcome to 1110 Tyler Avenue. Situated on approximately .51 acres, this loving-maintained Cape Cod shows off its old school charm...

  • 3 Beds
  • 3 Baths
  • MDAA2150162 MLS
128 Stilly   Way, Annapolis image
128 Stilly Way, Annapolis $1,200,000

Move-in ready and beautifully upgraded, welcome to 128 Stilly Way — a barely lived-in showpiece located in Annapolis’ sought-after Parkside Preserve community. Built in 2...

  • 5 Beds
  • 5 Baths
  • MDAA2147138 MLS
48 Murray   Avenue, Annapolis image
48 Murray Avenue, Annapolis $1,630,000

Modern Luxury Meets Murray Hill Charm | Experience the refined standard of Annapolis living in this masterfully reimagined Murray Hill residence. This home is a rare achi...

  • 4 Beds
  • 4 Baths
  • MDAA2146906 MLS
500 Sara Dr, Annapolis image
500 Sara Dr, Annapolis $1,750,000 ▼

Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless po...

  • 4 Beds
  • 3 Baths
  • MDAA2142906 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
4 Southgate   Avenue, Annapolis image
4 Southgate Avenue, Annapolis $3,290,000

An exceptional offering in beloved Murray Hill, 4 Southgate Avenue is a stately American Four Square that was masterfully reimagined in 2021 by the current owner, in coll...

  • 5 Beds
  • 5 Baths
  • MDAA2136092 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
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
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
1651 Trawler   Lane, Annapolis image
1651 Trawler Lane, Annapolis $1,060,000

Nestled on a lovely corner lot, this Koch Colonial-style residence exudes timeless elegance and modern comfort in the much sought after St Margaret's Landing Community. ...

  • 4 Beds
  • 4 Baths
  • MDAA2142048 MLS
1614 Annesley Ct, Annapolis image
1614 Annesley Ct, Annapolis $2,250,000

Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five...

  • 5 Beds
  • 7 Baths
  • MDAA2150382 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
1501 Ritchie St, Annapolis image
1501 Ritchie St, Annapolis $1,295,000 ▼

Welcome to this impeccably maintained and extensively updated ranch-style residence, offering an exceptional blend of luxury, comfort, and resort-inspired living just min...

  • 3 Beds
  • 3 Baths
  • MDAA2149474 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
417 Chesapeake   Avenue, Annapolis image
417 Chesapeake Avenue, Annapolis $1,380,000

This exceptional 3-bedroom, 2.5-bath sun-drenched contemporary home sits on a spacious Eastport corner lot. Enjoy the vibrant Eastport lifestyle from your newly updated, ...

  • 3 Beds
  • 3 Baths
  • MDAA2144320 MLS
122 Chesapeake   Avenue, Annapolis image
122 Chesapeake Avenue, Annapolis $2,275,000

Introducing 122 Chesapeake Avenue, a beautifully constructed Eastport residence offering refined coastal living with elevated design throughout. Built in 2014, this luxur...

  • 4 Beds
  • 5 Baths
  • MDAA2142050 MLS
1668 Homewood Landing Rd, Annapolis image
1668 Homewood Landing Rd, Annapolis $1,295,000

Rare opportunity to own a true deep-water waterfront property offering breathtaking, tranquil views of Whitehall Creek. With approximately 8 feet of water depth in the sl...

  • 4 Beds
  • 4 Baths
  • MDAA2149476 MLS
109 Sellew Rd, Annapolis image
109 Sellew Rd, Annapolis $1,275,000 ▲

Private Tours are now available by appointment! Delivery expected to begin December 2026. This listing is for an interior home on Lot 16. Sturbridge Homes is offering a g...

  • 3 Beds
  • 5 Baths
  • MDAA2149300 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
289 State   Street Unit #4, Annapolis image
289 State Street Unit #4, Annapolis $3,000,000

A new standard of waterfront living unfolds at the South Annapolis Yacht Centre, a boutique enclave of just eleven luxury residences rising along the edge of Spa Creek wh...

  • 2 Beds
  • 3 Baths
  • MDAA2135660 MLS
3728 Ramsgate Dr, Annapolis image
3728 Ramsgate Dr, Annapolis $6,995,000

Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in An...

  • 4 Beds
  • 6 Baths
  • MDAA2148092 MLS
3733 Thomas Point Rd, Annapolis image
3733 Thomas Point Rd, Annapolis $2,685,000 ▼

Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake ...

  • 5 Beds
  • 5 Baths
  • MDAA2148158 MLS
2045 Maidstone Farm Rd, Annapolis image
2045 Maidstone Farm Rd, Annapolis $12,950,000

Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outsi...

  • 6 Beds
  • 9 Baths
  • MDAA2147500 MLS
1322 Windsor Ridge Ln, Annapolis image
1322 Windsor Ridge Ln, Annapolis $1,699,000 ▼

** PRICE IMPROVEMENT** GREAT OPPORTUNITY TO OWN A PRIVATE LUXURY ESTATE ON THE BROADNECK PENINSULA!! Built in 2001, this stately brick Koch Colonial offers 4,648 square f...

  • 5 Beds
  • 6 Baths
  • MDAA2146492 MLS
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
238 King George St, Annapolis image
238 King George St, Annapolis $2,950,000

Perfectly positioned on prestigious King George Street in the heart of Historic Annapolis, 238 King George Street represents an increasingly rare opportunity to acquire a...

  • 4 Beds
  • 5 Baths
  • MDAA2147930 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
591 Pinedale   Drive, Annapolis image
591 Pinedale Drive, Annapolis $875,000

Tucked away on a quiet cul-de-sac, this stunning home feels like a private retreat—inviting you to slow down and truly enjoy every moment. The charming front porch and b...

  • 3 Beds
  • 3 Baths
  • MDAA2141370 MLS
216 Bowen Ct, Annapolis image
216 Bowen Ct, Annapolis $1,100,000

Stately brick traditional in sought-after Bowen Manor community. - Turn key,move- in ready just minutes from Historic Annapolis, major commuter routes, and marinas. Offer...

  • 4 Beds
  • 5 Baths
  • MDAA2145756 MLS
1609 Cedar Park   Road, Annapolis image
1609 Cedar Park Road, Annapolis $800,000

A rare find at a rare price in the sought-after water-privileged community of Admiral Heights. This home has several features not found in most Admiral Heights homes - ov...

  • 4 Beds
  • 2 Baths
  • MDAA2143530 MLS
163 Prince George   Street, Annapolis image
163 Prince George Street, Annapolis $1,325,000

Exceptional new pricing creates a compelling offering in the heart of Historic Annapolis. Located on one of the most charming and desirable streets in Historic Annapolis...

  • 3 Beds
  • 3 Baths
  • MDAA2137556 MLS
3275 Harness Creek   Road, Annapolis image
3275 Harness Creek Road, Annapolis $3,850,000

Set gracefully along Harness Creek with unobstructed water views and a rare boathouse, this refined modern farmhouse presents an incredible opportunity to experience a re...

  • 2 Beds
  • 3 Baths
  • MDAA2142868 MLS

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