View 125 S Winchester Road Annapolis, MD MLS# MDAA2132598
$8,750,000
5

Beds

5.2

Baths

11,269

Sq.Ft.

125 S Winchester Road

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 287 State Street # 2 Annapolis, MD MLS# MDAA2137208
$5,950,000
3

Beds

3.0

Baths

2,949

Sq.Ft.

287 State Street # 2

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 1 Shipwright Harbor Annapolis, MD MLS# MDAA2132250
  • Virtual Tour
1 of 39
$5,898,000
3

Beds

3.1

Baths

3,108

Sq.Ft.

1 Shipwright Harbor

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2024 West Street Annapolis, MD MLS# MDAA2131116
$5,850,000
34,396

Sq.Ft.

2024 West Street

Annapolis, MD

Bright
Courtesy of W F CHESLEY REAL ESTATE, LLC.
View 411 Ridgely Avenue Annapolis, MD MLS# MDAA2115056
  • Virtual Tour
1 of 48
$3,950,000
4

Beds

4.1

Baths

5,950

Sq.Ft.

411 Ridgely Avenue

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 90 E Lake Drive Annapolis, MD MLS# MDAA2131926
  • Virtual Tour
1 of 67
$3,595,000
5

Beds

5.1

Baths

4,204

Sq.Ft.

90 E Lake Drive

Annapolis, MD

Bright
Courtesy of EXP REALTY, LLC
View 513 Horn Point Drive Annapolis, MD MLS# MDAA2126296
$3,500,000
4

Beds

3.0

Baths

3,186

Sq.Ft.

513 Horn Point Drive

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 9 Shipwright Street Annapolis, MD MLS# MDAA2109630
  • Virtual Tour
1 of 46
$3,495,000
3

Beds

2.1

Baths

2,621

Sq.Ft.

9 Shipwright Street

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 812 Coachway Annapolis, MD MLS# MDAA2121546
  • Virtual Tour
1 of 75
$3,449,999
6

Beds

5.2

Baths

7,766

Sq.Ft.

812 Coachway

Annapolis, MD

Bright
Courtesy of HUBBLE BISBEE CHRISTIE'S INTERNATIONAL REAL ESTATE
View 1915 Towne Centre Boulevard # 406 Annapolis, MD MLS# MDAA2136232
  • Recently Listed with Virtual Tour
1 of 74
$3,399,000
4

Beds

3.0

Baths

3,364

Sq.Ft.

1915 Towne Centre Boulevard # 406

Annapolis, MD

Bright
Courtesy of COMPASS
View 113 Bay Drive Annapolis, MD MLS# MDAA2136962
  • Recently Listed
1 of 119
$3,300,000
3

Beds

2.1

Baths

2,286

Sq.Ft.

113 Bay Drive

Annapolis, MD

Bright
Courtesy of NETREALTYNOW.COM, LLC
View 4 Shiley Street Annapolis, MD MLS# MDAA2135638
  • New Construction
1 of 6
$3,285,000
5

Beds

5.1

Baths

5,312

Sq.Ft.

4 Shiley Street

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 1486 Downham Market Annapolis, MD MLS# MDAA2119714
  • Virtual Tour
1 of 106
$3,250,000
5

Beds

4.1

Baths

5,260

Sq.Ft.

1486 Downham Market

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 1979 Baltimore Annapolis Boulevard Annapolis, MD MLS# MDAA2128142
$3,199,950
5

Beds

2.0

Baths

5,522

Sq.Ft.

1979 Baltimore Annapolis Boulevard

Annapolis, MD

Bright
Courtesy of KELLER WILLIAMS CAPITAL PROPERTIES
View 8 Stewart Avenue Annapolis, MD MLS# MDAA2129032
  • Virtual Tour
1 of 81
$3,195,000
5

Beds

4.1

Baths

5,670

Sq.Ft.

8 Stewart Avenue

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 289 State Street # 4 Annapolis, MD MLS# MDAA2135660
  • Recently Listed with Virtual Tour
1 of 45
$3,190,000
2

Beds

2.1

Baths

1,938

Sq.Ft.

289 State Street # 4

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 778 Bon Haven Drive Annapolis, MD MLS# MDAA2123548
  • Virtual Tour
1 of 95
$2,800,000
6

Beds

4.0

Baths

5,094

Sq.Ft.

778 Bon Haven Drive

Annapolis, MD

Bright
Courtesy of ENGEL & VOLKERS ANNAPOLIS
View 1349 Yorktown Road Annapolis, MD MLS# MDAA2137670
$2,799,000
16

Beds

6.0

Baths

5,719

Sq.Ft.

1349 Yorktown Road

Annapolis, MD

Bright
Courtesy of EXP REALTY, LLC
View 422 Third Street Annapolis, MD MLS# MDAA2135366
$2,795,000
4

Beds

4.0

Baths

5,302

Sq.Ft.

422 Third Street

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 856 St Edmonds Place Annapolis, MD MLS# MDAA2136468
  • Recently Listed with Virtual Tour
1 of 129
OPEN HOUSE: Sunday 3/1 11:00 AM - 1:00 PM
$2,795,000
5

Beds

4.1

Baths

6,412

Sq.Ft.

856 St Edmonds Place

Annapolis, MD

Bright
Courtesy of KELLER WILLIAMS FLAGSHIP

About Annapolis

Maryland’s capital, with its historical charm, naval traditions, and marine ambiance, harmonizes the atmosphere of a small quaint village with the excitement of a leading metropolis.  This lively colonial town bustles with state government activities, yet it retains its nautical flair and resort lifestyle.  Annapolis residents enjoy the beaches of Sandy Point and Jonas Green State Park.  Washington and Baltimore are only 45 minutes from home, and rail commuters can take advantage of the New Carrollton Station.  Homes in Annapolis range from older, restored houses with hidden gardens that are tucked away on cobblestone streets to handsome modern residences in elegant enclaves.  Most people are familiar with Annapolis as the proud home of the U.S. Naval Academy.

Listings in Annapolis, MD

313

Estimated median home price

$649,000
Annapolis MD Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Annapolis, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Annapolis, MD.

Homes for Sale by Price in Annapolis, MD

Price Count
$0 - 100K 2
$100K - 200K 4
$200K - 300K 10
$300K - 400K 43
$400K - 500K 33
$500K - 600K 53
$600K - 700K 36
$700K - 800K 24
$800K - 900K 13
$900K - 1M 12
$1M - Max 83

Homes for Sale by Type in Annapolis, MD

Property Type Count
Single Family 141
Townhouse 52
Condo 89
Commercial 8
Rental 52
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 2/27/2026)

Information deemed reliable but not guaranteed.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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