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605 Lighthouse Landing Ln, Annapolis image
605 Lighthouse Landing Ln, Annapolis $975,000

Welcome to a truly exceptional offering in St. Margarets Landing! Prime location meets turn-key design on a coveted corner lot, strategically hand-selected by the origina...

  • 6 Beds
  • 5 Baths
  • MDAA2152428 MLS
755 Fairview Ave Unit #755 D, Annapolis image
755 Fairview Ave Unit #755 D, Annapolis — Severn House Condo $549,995

Welcome Home! Don't let summer slip away before you have the chance to relax by this beautiful pool while enjoying one of the best waterfront views around .This beautifu...

  • 3 Beds
  • 2 Baths
  • MDAA2152424 MLS
  • Severn House 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
21 Boucher Pl, Annapolis image
21 Boucher Pl, Annapolis $749,999

Welcome to this beautifully maintained townhome in Eastport’s sought-after Boucher Place community, where timeless design meets effortless, low-maintenance living. Built ...

  • 3 Beds
  • 4 Baths
  • MDAA2152318 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
1107 Brashears   Street, Annapolis image
1107 Brashears Street, Annapolis $800,000

Discover the perfect blend of Annapolis charm and contemporary luxury at 1107 Brashears Street in desirable Eastport. Meticulously transformed and fully remodeled, this t...

  • 5 Beds
  • 2 Baths
  • MDAA2142894 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
608 S Cherry Grove   Avenue, Annapolis image
608 S Cherry Grove Avenue, Annapolis $550,000

Back on the market. Buyer’s financing fell through at last minute. Now you have a second chance to make this large, move-in ready townhome your own. Super clean! Side wi...

  • 3 Beds
  • 4 Baths
  • MDAA2140740 MLS
615 Canal   Lane, Annapolis image
615 Canal Lane, Annapolis $1,195,000

Quintessential coastal living on one level along the shores of Whitehall Creek. Set on a large waterfront lot, this inviting home captures everything buyers love about th...

  • 3 Beds
  • 2 Baths
  • MDAA2147450 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
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.
421 Peach   Court, Annapolis image
421 Peach Court, Annapolis $449,900

Welcome to Walnut Ridge near sought-after Cape St. Claire area! This beautifully maintained 3-bedroom end-unit town-home offers extra privacy, abundant natural light, and...

  • 3 Beds
  • 4 Baths
  • MDAA2147834 MLS
940 Astern   Way Unit #202, Annapolis image
940 Astern Way Unit #202, Annapolis $700,000

Filled with light and exceptional in both scale and setting, Unit 202 is one of the coveted end units at The Reserve—offering 2,113 square feet of beautifully designed li...

  • 3 Beds
  • 3 Baths
  • MDAA2143292 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
8 Constitution Sq, Annapolis image
8 Constitution Sq, Annapolis $1,028,000

Live the ultimate Downtown Annapolis lifestyle at 8 Constitution Square. Tucked away on a quiet, neighborly cul-de-sac in the Spa West enclave in Murray Hill, this home o...

  • 3 Beds
  • 3 Baths
  • MDAA2151878 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
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
2758 Bon Haven Ln, Annapolis image
2758 Bon Haven Ln, Annapolis $1,150,000

Set above the South River on 1.28 acres, 2758 Bon Haven Lane offers the feeling of a private waterfront retreat without sacrificing everyday convenience. Mature trees and...

  • 3 Beds
  • 3 Baths
  • MDAA2152078 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
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
500 Sara Dr, Annapolis image
500 Sara Dr, Annapolis $2,250,000

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
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
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
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.
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
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
1870 Poplar   Road, Annapolis image
1870 Poplar Road, Annapolis $870,000

Welcome to 1870 Poplar Road, a rare gem tucked away in the in sought-after, water-privileged community of Severn Grove! This beautifully updated ranch-style residence sit...

  • 4 Beds
  • 3 Baths
  • MDAA2146828 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
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
127 Charles   Street, Annapolis image
127 Charles Street, Annapolis $750,000

Welcome to 127 Charles Street, a rare opportunity to own a beautifully maintained home in the heart of historic Annapolis. Ideally located near Acton's Cove Waterfront P...

  • 3 Beds
  • 2 Baths
  • MDAA2148438 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
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
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
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
7 German   Street, Annapolis image
7 German Street, Annapolis $840,000

Situated in the highly desirable neighborhood of Murray Hill in downtown Annapolis, this charming 1920s single-family home offers a rare blend of historic character, thou...

  • 3 Beds
  • 2 Baths
  • MDAA2145808 MLS
1025 Commanders Way N, Annapolis image
1025 Commanders Way N, Annapolis $399,900

Welcome to 1025 Commanders Way North, where thoughtful updates, timeless style, and an unbeatable Broadneck location come together to create the perfect place to call hom...

  • 3 Beds
  • 4 Baths
  • MDAA2151550 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
2616 Vantage   Cove, Annapolis image
2616 Vantage Cove, Annapolis $585,000

Located in the desirable Middle Coves section of Heritage Harbour, this non-age-restricted 3-bedroom, 2-bath home offers comfortable one-level living on a quiet cul-de-sa...

  • 3 Beds
  • 2 Baths
  • MDAA2146826 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
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
443 Schley   Road, Annapolis image
443 Schley Road, Annapolis $758,000

Beautifully renovated and brimming with charm, this exceptional Cape Cod is perfectly positioned on an oversized lot in the highly sought-after water-privileged community...

  • 3 Beds
  • 2 Baths
  • MDAA2145954 MLS
778 Bon Haven   Drive, Annapolis image
778 Bon Haven Drive, Annapolis $2,650,525

Exquisite South River Waterfront Estate Experience waterfront living at its finest in this rare South River estate situated at the end of a quiet cul-de-sac. Elevat...

  • 6 Beds
  • 4 Baths
  • MDAA2123548 MLS

Annapolis Real Estate & Homes With Wood Floors

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