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View All Latest Annapolis 1500+ Sq. Ft. Properties for Sale

3260 Harness Creek Rd, Annapolis image
3260 Harness Creek Rd, Annapolis $2,300,000

Simultaneously Listed and SOLD

  • 3 Beds
  • 2 Baths
  • MDAA2156842 MLS
1848 Cherry   Road, Annapolis image
1848 Cherry Road, Annapolis $850,000

Some addresses just make life better. This one is tucked back in Beechwood on the Burley — a sought-after water-privileged community in St. Margarets, with private access...

  • 6 Beds
  • 3 Baths
  • MDAA2144280 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
235 Ebb Point   Lane, Annapolis image
235 Ebb Point Lane, Annapolis $999,999

Rare Opportunity to purchase in Windswept at Broad Creek. 16 Executive Homes in this cul-de-sac Koch Homes built neighborhood in Annapolis. Beautiful home at end of cul...

  • 4 Beds
  • 5 Baths
  • MDAA2151732 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....

  • 3 Beds
  • 4 Baths
  • MDAA2156774 MLS
318 Beach   Drive, Annapolis image
318 Beach Drive, Annapolis $505,000

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
12 Union   Street, Annapolis image
12 Union Street, Annapolis $1,260,000

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
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
2576 Hidden Cove   Road Unit #154, Annapolis image
2576 Hidden Cove Road Unit #154, Annapolis — Hidden Cove !! $637,500

Hidden Cove has no Age Restrictions. Fully updated and move-in ready, this impressive 5-bedroom, 3.5-bath home offers a finished lower level complete with a bedroom and ...

  • 5 Beds
  • 4 Baths
  • MDAA2141470 MLS
  • Hidden Cove !! Bldg.
1151 August   Drive, Annapolis image
1151 August Drive, Annapolis $575,000

Welcome to this beautifully maintained brick-front townhome in the desirable August Woods community, offering three finished levels of light-filled living space in an unb...

  • 3 Beds
  • 4 Baths
  • MDAA2153000 MLS
1014 Van Buren   Street, Annapolis image
1014 Van Buren Street, Annapolis $625,000

Are you searching for the perfect home in Eastport, with a first-floor primary bedroom and a huge backyard? Look no further! This gorgeous Cape Cod, nestled in the sought...

  • 4 Beds
  • 2 Baths
  • MDAA2153570 MLS
66 Franklin St Unit #102, Annapolis image
66 Franklin St Unit #102, Annapolis — Acton's Landing $995,000

Experience the best of downtown Annapolis living from this exceptional corner residence in highly sought-after Acton’s Landing. This 2 bedroom, with an extra den unit, of...

  • 2 Beds
  • 3 Baths
  • MDAA2154754 MLS
  • Acton's Landing Bldg.
2195 Chesapeake Harbour   Drive, Annapolis image
2195 Chesapeake Harbour Drive, Annapolis $1,600,000

Experience the carefree waterfront lifestyle of Chesapeake Harbour in this exceptional direct Chesapeake Bay-front home, offering spectacular views of the Bay Bridge, Ken...

  • 3 Beds
  • 4 Baths
  • MDAA2152620 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
2104 Chesapeake Harbour Dr E Unit #202, Annapolis image
2104 Chesapeake Harbour Dr E Unit #202, Annapolis — Village Of Chesapeake Harbour $669,000

Welcome to resort-style coastal living at 2104 Chesapeake Harbour Dr E #202, a turnkey waterfront home in Annapolis' premier gated community. Enjoy serene water views and...

  • 3 Beds
  • 2 Baths
  • MDAA2156582 MLS
  • Village Of Chesapeake Harbour Bldg.
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

** Offer deadline, please submit your best offers by Monday September 14th at 12 noon ** Welcome to 580 Pinedale Dr, a spacious 4-bedroom, 2.5-bath home set on a beautif...

  • 4 Beds
  • 3 Baths
  • MDAA2156594 MLS
931 Windwhisper   Lane, Annapolis image
931 Windwhisper Lane, Annapolis $475,000

Welcome to this beautifully updated and truly turnkey duplex in the desirable Mariners Point community of Annapolis. Thoughtfully renovated and impeccably maintained, thi...

  • 3 Beds
  • 3 Baths
  • MDAA2154334 MLS
1178 Glenwood Dl, Annapolis image
1178 Glenwood Dl, Annapolis $575,000

EARLY ACCESS! Be among the first to preview this home before it officially goes Active on the MLS. Private showings are available now. Call Lesa Clark at 301-410-6009 for...

  • 4 Beds
  • 2 Baths
  • MDAA2153414 MLS
2606 Foremast   Alley, Annapolis image
2606 Foremast Alley, Annapolis $574,000

Situated on a premium lot against a peaceful wooded backdrop in Admirals View, this immaculate brick-front townhome offers refined luxury and effortless Annapolis living....

  • 3 Beds
  • 4 Baths
  • MDAA2152542 MLS
213 Georgetown, Annapolis image
213 Georgetown, Annapolis $485,000

Meticulously maintained and move-in ready, this spacious sweet duplex offers an exceptional combination of comfort, charm, and convenience in a highly desirable Annapolis...

  • 3 Beds
  • 3 Baths
  • MDAA2156434 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
607 S Cherry Grove   Avenue, Annapolis image
607 S Cherry Grove Avenue, Annapolis $539,000

You will immediately feel at home when you walk into this beautifully upgraded townhome! The current owner has thoughtfully enhanced the home with countless upgrades, inc...

  • 4 Beds
  • 3 Baths
  • MDAA2152562 MLS
704 Caleb   Lane, Annapolis image
704 Caleb Lane, Annapolis $950,000

Two houses for the price of one! 704 Caleb Lane includes an amazing garden apartment, perfect for an in-law or au pair! It is beautifully maintained and loaded with recen...

  • 6 Beds
  • 6 Baths
  • MDAA2145044 MLS
400 Jefferson St, Annapolis image
400 Jefferson St, Annapolis $1,950,000

Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of dow...

  • 4 Beds
  • 4 Baths
  • MDAA2156430 MLS
940 Astern Way Unit #112, Annapolis image
940 Astern Way Unit #112, Annapolis $475,000

ELEVATOR ACCESS TO COVETED SPACE #2 IN THE CONDO GARAGE CONVEYS!!! Spanning 1,588 square feet, this beautifully maintained residence features two spacious bedrooms and tw...

  • 2 Beds
  • 2 Baths
  • MDAA2156438 MLS
property image
218 Wintergull Ln, Annapolis $549,000

Coming Soon! Gorgeous 4 level townhome on premium lot.

  • 4 Beds
  • 4 Baths
  • MDAA2156388 MLS
215 Windell Ave, Annapolis image
215 Windell Ave, Annapolis $900,000

Nearly 4,000 square feet of beautifully designed living space, elevated finishes, and thoughtful personal touches—all within walking distance of Navy-Marine Corps Memoria...

  • 5 Beds
  • 4 Baths
  • MDAA2154982 MLS
700 Miller Rd, Annapolis image
700 Miller Rd, Annapolis $1,250,000

Welcome to 700 Miller Road. Discover a truly special property tucked away on a private road, yet just minutes away from historic downtown Annapolis. Located less than a 5...

  • 4 Beds
  • 4 Baths
  • MDAA2155936 MLS
1286 Ketch   Court, Annapolis image
1286 Ketch Court, Annapolis $850,000

* Offer Deadline is Monday 8/17 at 10 am.* Welcome to Ketch Court, tucked away in the highly sought-after waterfront community of Annapolis Cove. With four bedrooms, two...

  • 4 Beds
  • 3 Baths
  • MDAA2151352 MLS
1221 Plateau   Place, Annapolis image
1221 Plateau Place, Annapolis $650,000

Beautifully updated and meticulously maintained, this exceptional 5-bedroom, 3-bath Cape Cod offers the perfect blend of timeless charm, thoughtful renovations, and flexi...

  • 5 Beds
  • 3 Baths
  • MDAA2152692 MLS
100 Market St, Annapolis image
100 Market St, Annapolis $1,625,000

Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary resid...

  • 2 Beds
  • 3 Baths
  • MDAA2154154 MLS
729 Crisfield Way, Annapolis image
729 Crisfield Way, Annapolis $865,000

Stunning and spacious home located in the sought-after, amenity-rich community of Kingsport! Offering approximately 4,600 square feet of beautifully finished living space...

  • 4 Beds
  • 5 Baths
  • MDAA2155644 MLS
3135 Anchorage   Drive, Annapolis image
3135 Anchorage Drive, Annapolis $810,000

Multiple Offers received. Deadline Sunday at Noon . Charming water-privileged split-foyer residence in the desirable Beale Manor community, offering 3,145 finished squar...

  • 5 Beds
  • 4 Baths
  • MDAA2134882 MLS
13 Rickover Ct, Annapolis image
13 Rickover Ct, Annapolis $949,999

Nestled in the charming Admiral Heights neighborhood, this stunning split-level home exudes warmth and character, inviting you to experience its unique design and craftsm...

  • 5 Beds
  • 4 Baths
  • MDAA2155716 MLS
2604 Foremast Aly, Annapolis image
2604 Foremast Aly, Annapolis $580,000

The one you've been waiting for. An elegant townhouse which offers a harmonious blend of luxury and comfort, perfectly suited for those who appreciate low maintenance liv...

  • 3 Beds
  • 4 Baths
  • MDAA2156244 MLS
1 King   Court, Annapolis image
1 King Court, Annapolis $910,000

Nestled at the end of a quiet court in sought-after Admiral Heights, 1 King Ct offers 3,125 square feet of comfortable, updated living across four bedrooms and two and a ...

  • 4 Beds
  • 3 Baths
  • MDAA2152266 MLS
14 Hull Ave, Annapolis image
14 Hull Ave, Annapolis $1,995,000

Welcome to 14 Hull Avenue, where comfortable modern living meets the coveted Bay Ridge lifestyle. Beautifully maintained and thoughtfully designed, this five/six-bedroom ...

  • 5 Beds
  • 5 Baths
  • MDAA2154612 MLS
1049 Sun Valley Dr, Annapolis image
1049 Sun Valley Dr, Annapolis $879,990

Ameri-Star Homes is proud to offer this exceptional opportunity to build a brand-new Craftsman-style home on a beautiful 9,225-square-foot corner homesite in the sought-a...

  • 4 Beds
  • 3 Baths
  • MDAA2156258 MLS
221 Spring Race Ct, Annapolis image
221 Spring Race Ct, Annapolis $874,900

Welcome to 221 Spring Race Court. This home has undergone a transformation of epic proportions. When you enter the home you are greeted with soaring ceiling and windows d...

  • 4 Beds
  • 4 Baths
  • MDAA2154048 MLS
2175 Glencrest Cir, Annapolis image
2175 Glencrest Cir, Annapolis $950,000

Newly and beautifully built in 2026, this stone-accented detached Calvert Model by Dorsey Family Homes offers 3,081 finished square feet and is ideally positioned on a qu...

  • 5 Beds
  • 4 Baths
  • MDAA2156130 MLS
648 Howards   Loop Unit #19, Annapolis image
648 Howards Loop Unit #19, Annapolis $490,000

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
1146 August   Drive, Annapolis image
1146 August Drive, Annapolis $550,000

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
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
138 Cranes Crook Ln, Annapolis image
138 Cranes Crook Ln, Annapolis $619,000

"Like Living in a Tree House!" Nestled in the serene community of Riva Trace, this exquisite end-unit townhouse offers supreme privacy with its enchanting gardens and lus...

  • 4 Beds
  • 4 Baths
  • MDAA2156136 MLS
2906 Boyds Cove   Drive, Annapolis image
2906 Boyds Cove Drive, Annapolis $850,000

Back on the market at an improved price!!! Welcome home to 2906 Boyds Cove Drive, a stunning stone-front Colonial nestled in the highly sought-after, upscale enclave of ...

  • 4 Beds
  • 4 Baths
  • MDAA2143826 MLS
8 Brice   Road, Annapolis image
8 Brice Road, Annapolis $900,000

Nestled in the charming Pendennis Mount community, this delightful Colonial home offers a perfect blend of comfort and convenience. Built in 1953, this well-maintained re...

  • 3 Beds
  • 2 Baths
  • MDAA2153596 MLS
2566 Glen Cv, Annapolis image
2566 Glen Cv, Annapolis $599,000

Welcome to 2566 Glen Cove, a beautifully updated three-bedroom, two-bath home offering a rare opportunity to enjoy the Heritage Harbour lifestyle without the age restrict...

  • 3 Beds
  • 2 Baths
  • MDAA2156060 MLS

1500+ Sq. Ft. Annapolis Real Estate

Our website features the best real estate search for 1500+ sq. ft. 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. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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