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Annapolis Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Annapolis and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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Browse All Annapolis MD Properties for Sale

2 Silopanna Ct, Annapolis image
2 Silopanna Ct, Annapolis $525,000

Pristine and move-in ready, 2 Silopanna Court offers just over 2000 square feet of flexible living space inside Annapolis city limits, minutes from Eastport and historic ...

  • 4 Beds
  • 3 Baths
  • MDAA2157420 MLS
1800 River Watch Ln, Annapolis image
1800 River Watch Ln, Annapolis $2,995,000

A rare waterfront setting just off the Severn River, 1800 River Watch Lane is positioned on a private peninsula with more than 450 feet of shoreline along Luce Creek, off...

  • 3 Beds
  • 4 Baths
  • MDAA2156938 MLS
1339 Fishing Creek Rd, Annapolis image
1339 Fishing Creek Rd, Annapolis $675,000

AN EXCEPTIONAL OPPORTUNITY TO ASSUME THE EXISTING 4.75% Discover the charm and flexibility of the 3 - bedroom, 2.5 bath Coastal haven in Oyster Harbor, one of Annapolis m...

  • 3 Beds
  • 3 Baths
  • MDAA2156688 MLS
1112 Little Magothy Vw, Annapolis image
1112 Little Magothy Vw, Annapolis $1,279,000 ▲

Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarka...

  • MDAA2157552 MLS
219 King George St, Annapolis image
219 King George St, Annapolis $1,700,000

Experience the ultimate walkable lifestyle in the heart of Downtown Annapolis with this charming traditional home in the Historic District, where timeless character meets...

  • 3 Beds
  • 3 Baths
  • MDAA2157512 MLS
1182 Bay Highlands Dr, Annapolis image
1182 Bay Highlands Dr, Annapolis $560,000

Welcome to 1182 Bay Highlands Drive in Annapolis! This solid home offers a great opportunity for buyers looking to make a property their own in an established Annapolis c...

  • 3 Beds
  • 3 Baths
  • MDAA2157490 MLS
1030 Mountain Top Dr, Annapolis image
1030 Mountain Top Dr, Annapolis $520,000

Beautifully appointed rancher in the sought-after Cape St. Claire community of Annapolis, just one block from the Magothy River and the Chesapeake Bay! Step inside to a s...

  • 3 Beds
  • 3 Baths
  • MDAA2142866 MLS
2902 Good Luck Ln, Annapolis image
2902 Good Luck Ln, Annapolis $1,400,000

Welcome to this stately five-bedroom Colonial in the sought-after Olde Bloomfield community, offering approximately 5,198 square feet of beautifully designed living space...

  • 5 Beds
  • 6 Baths
  • MDAA2156502 MLS
100 Conduit St, Annapolis image
100 Conduit St, Annapolis $1,249,000

An exceptional offering in the heart of the Annapolis Historic District, 100 Conduit Street captures the timeless elegance and effortless lifestyle that make downtown Ann...

  • 4 Beds
  • 3 Baths
  • MDAA2157442 MLS
1326 Harbor Rd, Annapolis image
1326 Harbor Rd, Annapolis $975,000

Experience resort like living in the water-oriented community of Oyster Harbor! Why choose between elegance and Chesapeake living when you can have both?! This stunning...

  • 4 Beds
  • 4 Baths
  • MDAA2157478 MLS
1323 Magnolia Ave, Annapolis image
1323 Magnolia Ave, Annapolis $1,700,000

Come see this beautiful one-of-a-kind WATERFRONT property! Complete waterfront view from both levels of this home and every room. True master bedroom and large enough to ...

  • 4 Beds
  • 3 Baths
  • MDAA2157430 MLS
626 Edwards Rd, Annapolis image
626 Edwards Rd, Annapolis $599,000

Located in the sought-after water-privileged community of Beechwood on the Burley, this two-level home offers comfortable living, a spacious outdoor setting, and an ideal...

  • 4 Beds
  • 2 Baths
  • MDAA2157270 MLS
132 Market St, Annapolis image
132 Market St, Annapolis $1,279,000

Set along one of Annapolis’ most picturesque tree-lined streets, this beautifully remodeled (2016) residence offers a rare combination of timeless character, sophisticate...

  • 3 Beds
  • 3 Baths
  • MDAA2157378 MLS
507 Sunwood Ln, Annapolis image
507 Sunwood Ln, Annapolis $1,105,000

507 Sunwood Lane – Where Luxury, Comfort & Location Come Together Welcome to 507 Sunwood Lane, a stunning home nestled in the sought-after Rosewood community and located...

  • 5 Beds
  • 5 Baths
  • MDAA2155512 MLS
3401 Saratoga Ave, Annapolis image
3401 Saratoga Ave, Annapolis $879,000

Welcome Arundel on the Bay - a water oriented lifestyle community offering access to kayaking, paddle-boarding, beach and playground. All this with close proximity to sho...

  • 3 Beds
  • 3 Baths
  • MDAA2157268 MLS
3268 Kitty Duvall Dr, Annapolis image
3268 Kitty Duvall Dr, Annapolis $974,990

Construction is underway — and something truly special is taking shape! Schaefer Homes is proud to present this stunning newly constructed Colonial in the prestigious ...

  • 4 Beds
  • 3 Baths
  • MDAA2157360 MLS
327 Beach Dr, Annapolis image
327 Beach Dr, Annapolis $850,000

Welcome to 327 Beach Drive, a beautifully updated 4-bedroom, 3-bath home located in the sought-after Hillsmere Shores community of Annapolis. Thoughtfully renovated with ...

  • 4 Beds
  • 3 Baths
  • MDAA2157350 MLS
1976 Dominoe Rd, Annapolis image
1976 Dominoe Rd, Annapolis $626,000

Welcome to 1976 Dominoe Road—an expansive, beautifully updated five-bedroom, four-full-bath home offering exceptional space, versatility, and income potential in a conven...

  • 5 Beds
  • 4 Baths
  • MDAA2157332 MLS
211 Mckendree Ave, Annapolis image
211 Mckendree Ave, Annapolis $1,100,000

Situated on one of the best lots in Homewood, seconds from downtown Annapolis, this charming home must be seen to appreciate it. With 5 bedrooms, 3 full bathrooms, and ov...

  • 5 Beds
  • 3 Baths
  • MDAA2157084 MLS
232 West St, Annapolis image
232 West St, Annapolis $725,000

A unique mixed-use opportunity in the heart of Annapolis! Located in the Arts District, 232 West Street offers the flexibility of commercial and residential use in a conv...

  • 1 Beds
  • 2 Baths
  • MDAA2156836 MLS
1033 Hyde Park Dr, Annapolis image
1033 Hyde Park Dr, Annapolis $624,900

None

  • 3 Beds
  • 2 Baths
  • MDAA2157256 MLS
2567 Forest Knl St, Annapolis image
2567 Forest Knl St, Annapolis $725,000

Coming Soon! Welcome to 2567 Forest Knoll, a charming rancher tucked away on a cul-de-sac in the beloved 55+ community of Heritage Harbour in Annapolis. Offering three be...

  • 3 Beds
  • 2 Baths
  • MDAA2157244 MLS
1707 Trinity Pl, Annapolis image
1707 Trinity Pl, Annapolis $995,000

A long private lane beneath a canopy of mature trees leads to a distinctive mid-century modern retreat that feels worlds away, yet is just minutes from the restaurants, s...

  • 3 Beds
  • 3 Baths
  • MDAA2155954 MLS
250 Prince George St, Annapolis image
250 Prince George St, Annapolis $1,675,000

Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Anna...

  • 5 Beds
  • 3 Baths
  • MDAA2157076 MLS
1030 Boucher Ave, Annapolis image
1030 Boucher Ave, Annapolis $1,395,000

Highly desirable Eastport location—just a short walk to Historic Annapolis, the U.S. Naval Academy, vibrant restaurants, boutique shops, and multiple marinas. This rare o...

  • 4 Beds
  • 5 Baths
  • MDAA2157002 MLS
122 Kuethe Dr, Annapolis image
122 Kuethe Dr, Annapolis $640,000

Rarely available, all-brick rancher in the amenity-rich, sought-after Hillsmere Shores community. This home has been meticulously cared for and loved, and it will show fr...

  • 3 Beds
  • 2 Baths
  • MDAA2155652 MLS
953 Mastline Dr, Annapolis image
953 Mastline Dr, Annapolis $675,000

Welcome to 953 Mastline Drive, a spacious ranch style home in the highly sought after 55+ community of Heritage Harbour. Offering just under 2,000 square feet, three bedr...

  • 3 Beds
  • 2 Baths
  • MDAA2156150 MLS
711 Melrose St, Annapolis image
711 Melrose St, Annapolis $390,000

Annapolis fixer-upper offering an opportunity for renovation and improvement. Property is being sold in its current condition and requires updating. Sale secured prior to...

  • 2 Beds
  • 1 Baths
  • MDAA2156314 MLS
303 Riding Ridge Rd, Annapolis image
303 Riding Ridge Rd, Annapolis $755,000

Nestled in the sought-after community of Hunt Meadow, and on a quiet cul-de-sac, this perfectly-kept colonial home offers the right blend of comfort and privacy. Featurin...

  • 4 Beds
  • 3 Baths
  • MDAA2156472 MLS
1249 Stillwoods Way, Annapolis image
1249 Stillwoods Way, Annapolis — Stillwoods $849,000

Welcome to 1249 Stillwoods Way, an elegant and exceptionally well-appointed residence offering nearly 4,200 square feet of beautifully finished living space, a full finis...

  • 4 Beds
  • 4 Baths
  • MDAA2156616 MLS
  • Stillwoods Bldg.
954 Shadewater Way, Annapolis image
954 Shadewater Way, Annapolis $675,000

Multiple Offers received. Best and final offers due byMonday Sept 21st, 3:00pm. Tucked at the end of a private flag-lot driveway and backing to mature woods, this home ...

  • 4 Beds
  • 3 Baths
  • MDAA2156964 MLS
102 Duke Of Gloucester St, Annapolis image
102 Duke Of Gloucester St, Annapolis $1,750,000

If you love a home that breathes history, you’ll fall in love with this one. Ideally situated at 102 Duke of Gloucester Street, the property rests along one of the area’s...

  • 4 Beds
  • 4 Baths
  • MDAA2156954 MLS
135 Conduit St, Annapolis image
135 Conduit St, Annapolis $1,300,000

A rare opportunity to own a fully metered triplex in the heart of Downtown Annapolis where historic charm, prime location, and remarkable versatility come together. Steep...

  • 5 Beds
  • 4 Baths
  • MDAA2156894 MLS
3260 Harness Creek Rd, Annapolis image
3260 Harness Creek Rd, Annapolis $2,300,000

Simultaneously Listed and SOLD

  • 3 Beds
  • 2 Baths
  • MDAA2156842 MLS
203 Cape St John Rd, Annapolis image
203 Cape St John Rd, Annapolis $3,375,000

Nestled in the serene enclave of Cape St. John, this exquisite coastal residence offers a harmonious blend of luxury and comfort, perfectly designed for an elevated lifes...

  • 5 Beds
  • 7 Baths
  • MDAA2156764 MLS
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 neighb...

  • 6 Beds
  • 6 Baths
  • MDAA2156370 MLS
2691 Claibourne Rd, Annapolis image
2691 Claibourne Rd, Annapolis $825,000

Welcome to 2691 Claibourne Road, beautifully presented and ready to impress in the sought-after water-privileged community of Annapolis Roads. This spacious 4-bedroom, 3....

  • 4 Beds
  • 4 Baths
  • MDAA2156774 MLS
1017 Hyde Park Dr, Annapolis image
1017 Hyde Park Dr, Annapolis $534,000

A Dutch Colonial home on a cul-de-sac inside the Annapolis city line, for $534,000. End the day in the steam shower with full body sprays, then light the wood-burning fi...

  • 4 Beds
  • 2 Baths
  • MDAA2152942 MLS
412 Third St, Annapolis image
412 Third St, Annapolis $995,000 ▼

Highly Desirable Eastport Peninsula! Experience the best of the Eastport lifestyle in this charming home, ideally located in the heart of the peninsula. Relax on the inv...

  • 2 Beds
  • 2 Baths
  • MDAA2155302 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
301 Cedar Ln, Annapolis image
301 Cedar Ln, Annapolis $610,000

Welcome to this beautifully updated ranch-style home in Hillsmere Estates... where modern comfort meets serene living. Located on a spacious corner lot with ample drivew...

  • 4 Beds
  • 3 Baths
  • MDAA2156556 MLS
507 1st St, Annapolis image
507 1st St, Annapolis $2,695,000

Celebrate the Eastport lifestyle in this beautifully crafted home, where classic Craftsman character meets the comfort and ease of newer construction. Built in 2016 and l...

  • 4 Beds
  • 4 Baths
  • MDAA2156250 MLS
113 Bay Dr, Annapolis image
113 Bay Dr, Annapolis $2,795,000

Live authentically. The Chesapeake Bay is the view, the backdrop and the reason to linger. From the covered bluestone porch, the horizon opens across the Bay with uninter...

  • 3 Beds
  • 3 Baths
  • MDAA2156508 MLS
23 Hull Ave, Annapolis image
23 Hull Ave, Annapolis $989,000

None

  • 3 Beds
  • 2 Baths
  • MDAA2153962 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
1178 Glenwood Dl, Annapolis image
1178 Glenwood Dl, Annapolis $575,000

Welcome to this beautifully updated split-foyer home nestled on a gorgeous corner lot in the sought-after Cape St. Claire community of Annapolis. Offering an exceptional ...

  • 4 Beds
  • 2 Baths
  • MDAA2153414 MLS
304 Saddle Ridge Rd, Annapolis image
304 Saddle Ridge Rd, Annapolis $750,000

Pics are up! Pottery Barn Perfect best describes this perfect house in the sought after community of Hunt Meadow! Everything is done! Move right in! This 3/4 bedroom, ...

  • 3 Beds
  • 3 Baths
  • MDAA2156486 MLS
911 Blue Ridge Dr, Annapolis image
911 Blue Ridge Dr, Annapolis $525,000

Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer tucked on a private, tree-lined .53-acre lot -noticeably larger than most in the neighbor...

  • 4 Beds
  • 2 Baths
  • MDAA2155878 MLS
400 Jefferson St, Annapolis image
400 Jefferson St, Annapolis $1,925,000 ▼

***Owner financing available at 6%*** Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally...

  • 4 Beds
  • 4 Baths
  • MDAA2156430 MLS
1155 Spruce Tree Ln, Annapolis image
1155 Spruce Tree Ln, Annapolis $542,900

Welcome to this beautifully updated Cape St. Claire home, where extensive improvements, stylish finishes, and comfortable living spaces come together in a property that h...

  • 3 Beds
  • 2 Baths
  • MDAA2156048 MLS
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Severna Park, MD 21146

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