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756 Fairview Ave Unit #756 D, Annapolis image
756 Fairview Ave Unit #756 D, Annapolis — Severn House Condo $598,000

Coming Soon

  • 3 Beds
  • 2 Baths
  • MDAA2152346 MLS
  • Severn House Condo Bldg.
282 Cedar Ln, Annapolis image
282 Cedar Ln, Annapolis $509,900

Welcome to 282 Cedar Lane, a beautifully updated rancher nestled in one of Annapolis' most sought-after waterfront communities. This move-in ready home blends timeless ch...

  • 3 Beds
  • 2 Baths
  • MDAA2152448 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.
35 Decatur   Avenue, Annapolis image
35 Decatur Avenue, Annapolis $1,625,000

OFFER DEADLINE: 9PM, SUNDAY, JULY 12. A rare coastal retreat in Bay Ridge offering the perfect blend of timeless charm, thoughtful modern updates, and an incredibly ve...

  • 4 Beds
  • 5 Baths
  • MDAA2147482 MLS
1 King Ct, Annapolis image
1 King Ct, Annapolis $899,999

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
137 Monticello Ave, Annapolis image
137 Monticello Ave, Annapolis $1,650,000

Welcome to this spacious and beautifully maintained 5-bedroom, 3-bath home in the highly sought-after Murray Hill neighborhood of Annapolis. Blending timeless charm with ...

  • 5 Beds
  • 3 Baths
  • MDAA2148948 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
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
1674 Homewood Landing Rd, Annapolis image
1674 Homewood Landing Rd, Annapolis $1,600,000

**Professional photography will be added prior to going active** Welcome to 1674 Homewood Landing Road, a rare opportunity to own a spectacular waterfront property nestle...

  • 3 Beds
  • 3 Baths
  • MDAA2150194 MLS
709 Glenwood St Unit #57, Annapolis image
709 Glenwood St Unit #57, Annapolis — Dutch Glen Condo $190,000

Welcome home to this charming 1-bedroom, 1-bath condo ideally located in the heart of Annapolis. Just moments from vibrant West Street, historic Downtown Annapolis, and N...

  • 1 Beds
  • 1 Baths
  • MDAA2152132 MLS
  • Dutch Glen Condo Bldg.
31 Lafayette Ave, Annapolis image
31 Lafayette Ave, Annapolis $599,900

Multiple offers received! Please submit your clients’ highest and best offer by Friday at 12:00 PM. The seller reserves the right to accept an offer prior to the deadline...

  • 4 Beds
  • 2 Baths
  • MDAA2152136 MLS
220 West St, Annapolis image
220 West St, Annapolis $899,900

Welcome to 220 West Street in Annapolis, Maryland: a rare, fully gut-renovated detached property in the heart of the Downtown Arts District, offered at a row home's price...

  • MDAA2151724 MLS
1741 Holly Beach Farm   Road, Annapolis image
1741 Holly Beach Farm Road, Annapolis $3,700,000

A Rare Waterfront Legacy Property on the Chesapeake Bay: Along a quiet stretch of Annapolis shore, where the Chesapeake meets 232 acres of protected parkland, a singular ...

  • 5 Beds
  • 3 Baths
  • MDAA2143312 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
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
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
1871 Luce Creek Dr, Annapolis image
1871 Luce Creek Dr, Annapolis $650,000

Discover the opportunity to create your dream home in one of Annapolis’ most desirable waterfront communities. Nestled on nearly half an acre, this charming property offe...

  • 3 Beds
  • 2 Baths
  • MDAA2150908 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
16 Dean St, Annapolis image
16 Dean St, Annapolis $695,000

Tucked along a quiet one-way street in the heart of Historic Downtown Annapolis, this charming residence offers the perfect blend of character, convenience, and an except...

  • 1 Beds
  • 2 Baths
  • MDAA2150940 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
765 Fairview Ave Unit #765 D, Annapolis image
765 Fairview Ave Unit #765 D, Annapolis — Severn House Condo $395,000

Waterfront Community and a Deeded Boat Slip! Enjoy an effortless lifestyle in this 2-bedroom/1.5-bath condo in highly sought-after Severn House. This second-floor unit f...

  • 2 Beds
  • 2 Baths
  • MDAA2150442 MLS
  • Severn House Condo Bldg.
1169 Latrobe Dr, Annapolis image
1169 Latrobe Dr, Annapolis $899,900

Welcome to 1169 Latrobe Drive in the sought after Cape St. Claire community on Annapolis’ Broadneck Peninsula. This is more than a home. It’s an opportunity that’s becomi...

  • 4 Beds
  • 2 Baths
  • MDAA2151326 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
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
2997 Dogwood   Trail, Annapolis image
2997 Dogwood Trail, Annapolis $1,200,000

Welcome to 2997 Dogwood Trail, a charming waterfront cottage tucked into the sought-after Cape Saint John community of Annapolis. Perfectly positioned along the South Riv...

  • 2 Beds
  • 2 Baths
  • MDAA2146112 MLS
3 Kirkley   Road, Annapolis image
3 Kirkley Road, Annapolis $485,000

WE HAVE RECEIVED AN OFFER. SELLER IS ASKING FOR HIGHEST AND BEST OFFER BY 5PM TUESDAY JUNE 2ND. Charming bungalow literally steps to West Annapolis. This cozy cottage fe...

  • 3 Beds
  • 2 Baths
  • MDAA2146584 MLS
12 Linden   Avenue, Annapolis image
12 Linden Avenue, Annapolis $669,000

HOMEWOOD/ANNAPOLIS in-town living at its finest—this charming and thoughtfully updated 1930s Foursquare colonial style home, with 1,620 total sq ft, offers a rare blend o...

  • 2 Beds
  • 2 Baths
  • MDAA2145152 MLS
305 Melvin Ave, Annapolis image
305 Melvin Ave, Annapolis $650,000

West Annapolis Bungalow - Rare opportunity in sought-after West Annapolis! Whether you envision a stunning renovation or a brand-new custom home, this property offers exc...

  • 3 Beds
  • 2 Baths
  • MDAA2151148 MLS
113 Legion   Avenue, Annapolis image
113 Legion Avenue, Annapolis $515,000

Tucked just off West Street in Annapolis, this well-maintained split foyer blends space and flexibility. Freshly painted with new flooring throughout, the home offers a b...

  • 6 Beds
  • 3 Baths
  • MDAA2140218 MLS
110 Lake View Dr, Annapolis image
110 Lake View Dr, Annapolis $740,000 ▼

Nestled in the heart of Hillsmere Shores, this beautifully updated 3-bedroom, 2-bath split-level is just two blocks from the community's private beach and playground on t...

  • 3 Beds
  • 2 Baths
  • MDAA2150070 MLS
1022 Harbor   Drive, Annapolis image
1022 Harbor Drive, Annapolis $700,000

Discover a truly one-of-a-kind property in the highly sought-after Annapolis Roads community. This exceptional 5-bedroom, 3-bathroom single-family home sits on 0.4 acres ...

  • 5 Beds
  • 3 Baths
  • MDAA2144284 MLS
1915 Dulaney   Place, Annapolis image
1915 Dulaney Place, Annapolis $819,000

Nestled in the highly sought-after community of Pendennis Mount, this charming Annapolis home offers the perfect blend of character, comfort, and convenience just minutes...

  • 3 Beds
  • 2 Baths
  • MDAA2147722 MLS
529 Lee Cir, Annapolis image
529 Lee Cir, Annapolis $2,650,000

Annapolis Stunning Coastal Colonial Waterfront Retreat where every day feels like a vacation. Perfectly positioned on the tranquil waters of the Chesapeake Bay tributari...

  • 6 Beds
  • 6 Baths
  • MDAA2150742 MLS
1402 Catlyn   Place, Annapolis image
1402 Catlyn Place, Annapolis $530,000

Welcome to 1402 Catlyn Place in the desirable Heritage community! This spacious 4-bedroom, 2.5-bath, 3-level split offers a fantastic location close to shopping, parks, l...

  • 4 Beds
  • 3 Baths
  • MDAA2145674 MLS
254 King George   Street, Annapolis image
254 King George Street, Annapolis $1,930,000

The Henry Brown House, Circa 1860, is a distinguished residence once associated with Charles Hammond and Richard Harwood, with earlier ties to William Paca. Ideally posit...

  • 4 Beds
  • 3 Baths
  • MDAA2143686 MLS
1118 Little Magothy   View, Annapolis image
1118 Little Magothy View, Annapolis $1,300,000

Welcome to 1118 Little Magothy View, a rare waterfront opportunity in the sought after Cape St. Claire community of Annapolis. Nestled on a private lot just under an acre...

  • 4 Beds
  • 2 Baths
  • MDAA2146922 MLS
124 E Bay View   Drive, Annapolis image
124 E Bay View Drive, Annapolis $1,025,000

Welcome to 124 E Bay View Drive, beautifully remodeled and ideally located in Hillsmere Shores, one of Annapolis’ most beloved water-oriented communities. Set along pictu...

  • 4 Beds
  • 3 Baths
  • MDAA2146462 MLS
2648 Ogleton   Road, Annapolis image
2648 Ogleton Road, Annapolis $760,000

Updated, move-in ready 3BR 2.5BA rancher home, thoughtfully designed and nestled among the trees in a peaceful, park-like setting in the highly desirable Annapolis Roads ...

  • 3 Beds
  • 3 Baths
  • MDAA2146748 MLS
9 College   Avenue, Annapolis image
9 College Avenue, Annapolis $1,125,000

A rare offering on prestigious College Avenue, this exquisitely reimagined end-of-row residence places you just steps from Gate 3 of the U.S. Naval Academy, the Navy Chap...

  • 4 Beds
  • 4 Baths
  • MDAA2143690 MLS
3718 Ramsgate   Drive, Annapolis image
3718 Ramsgate Drive, Annapolis $1,900,000

On the market for the first time in over 33 years, this exceptional waterfront home on protected Watergate Harbor is a rare opportunity to own a piece of Annapolis's most...

  • 3 Beds
  • 4 Baths
  • MDAA2144030 MLS
219 Lockwood Ct, Annapolis image
219 Lockwood Ct, Annapolis $1,750,000

Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. Boasting 4 bedrooms and 4 full baths, t...

  • 4 Beds
  • 4 Baths
  • MDAA2150338 MLS
1917 Cherry Rd, Annapolis image
1917 Cherry Rd, Annapolis $675,000

Welcome to Pleasant Plains, one of Annapolis' most sought-after communities, where generous lots, mature trees, and a peaceful setting are just minutes from Downtown Anna...

  • 4 Beds
  • 3 Baths
  • MDAA2150826 MLS
13 Annapolis St, Annapolis image
13 Annapolis St, Annapolis $899,000

Welcome to 13 Annapolis Street, a rare opportunity to own a charming home in the heart of sought-after West Annapolis. Perfectly positioned within one of Annapolis' most ...

  • 5 Beds
  • 3 Baths
  • MDAA2150816 MLS
140 Jefferson   Street, Annapolis image
140 Jefferson Street, Annapolis $1,000,000

Open House Saturday 2-4PM & Sunday 12-2PM. Welcome to your own Eastport retreat, where the inviting outdoor living spaces set the stage for everything this exceptional ho...

  • 4 Beds
  • 3 Baths
  • MDAA2147588 MLS
1100 River Bay   Road, Annapolis image
1100 River Bay Road, Annapolis $1,790,000

Spectacular waterfront retreat offering breathtaking panoramic views of the Magothy River, Gibson Island, Dobbin Island, and the Chesapeake Bay, with views stretching acr...

  • 5 Beds
  • 3 Baths
  • MDAA2147820 MLS
735 Warren   Drive, Annapolis image
735 Warren Drive, Annapolis $570,000

Welcome to 735 Warren Drive, nestled in the heart of Greenacres. This beautifully updated 3-bedroom, 3-bath rancher is the perfect blend of modern comfort and timeless ch...

  • 3 Beds
  • 3 Baths
  • MDAA2141952 MLS
1006 Primrose Rd Unit #303, Annapolis image
1006 Primrose Rd Unit #303, Annapolis — The Landing At Spa Creek Condo $379,000

Coming soon! Stunning 3-bedroom, 2-bath condo at The Landing at Spa Creek! This home has been completely updated featuring exposed beams, wood floors, two fireplaces, a ...

  • 3 Beds
  • 2 Baths
  • MDAA2144358 MLS
  • The Landing At Spa Creek Condo Bldg.

Annapolis Historical Real Estate

Our website features the best real estate search for historical 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. 

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

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