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 1524 Cedar Lane Farm Road Annapolis, MD MLS# MDAA2131054
$6,995,000
7

Beds

5.1

Baths

9,024

Sq.Ft.

1524 Cedar Lane Farm 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
The time to sell is now! THE TIME TO SELL IS NOW!
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
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 1716 Severn Forest Drive Annapolis, MD MLS# MDAA2139364
$5,775,000
5

Beds

4.2

Baths

6,573

Sq.Ft.

1716 Severn Forest Drive

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 17151717 Porters Hill Rd Annapolis, MD MLS# MDAA2139184
$4,950,000
7

Beds

5.2

Baths

7,500

Sq.Ft.

17151717 Porters Hill Rd

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
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 2 River Drive Annapolis, MD MLS# MDAA2139110
  • Virtual Tour
1 of 50
$3,695,000
6

Beds

4.1

Baths

3,818

Sq.Ft.

2 River Drive

Annapolis, MD

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Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 219 Wardour Drive Annapolis, MD MLS# MDAA2132192
  • Virtual Tour
1 of 45
$3,595,000
5

Beds

6.1

Baths

8,296

Sq.Ft.

219 Wardour Drive

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
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 1787 Beachfield Road Annapolis, MD MLS# MDAA2140808
$3,499,000
5

Beds

4.1

Baths

6,360

Sq.Ft.

1787 Beachfield Road

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL 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 39 Southgate Avenue Annapolis, MD MLS# MDAA2130800
  • Virtual Tour
1 of 96
$3,495,000
5

Beds

3.1

Baths

6,789

Sq.Ft.

39 Southgate 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
$3,495,000
5

Beds

5.1

Baths

4,204

Sq.Ft.

90 E Lake Drive

Annapolis, MD

Bright
Courtesy of EXP REALTY, LLC
View 1800 River Watch Lane Annapolis, MD MLS# MDAA2130926
$3,495,000
4

Beds

3.1

Baths

4,223

Sq.Ft.

1800 River Watch Lane

Annapolis, MD

Bright
Courtesy of WASHINGTON FINE PROPERTIES, LLC
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

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Courtesy of HUBBLE BISBEE CHRISTIE'S INTERNATIONAL REAL ESTATE
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 113 Bay Drive Annapolis, MD MLS# MDAA2136962
$3,195,000
3

Beds

2.1

Baths

2,286

Sq.Ft.

113 Bay Drive

Annapolis, MD

Bright
Courtesy of NETREALTYNOW.COM, LLC
View 289 State Street # 4 Annapolis, MD MLS# MDAA2135660
$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.

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

428

Estimated median home price

$689,000
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 3
$100K - 200K 4
$200K - 300K 16
$300K - 400K 54
$400K - 500K 48
$500K - 600K 56
$600K - 700K 41
$700K - 800K 36
$800K - 900K 35
$900K - 1M 20
$1M - Max 115

Homes for Sale by Type in Annapolis, MD

Property Type Count
Single Family 206
Townhouse 69
Condo 121
Commercial 8
Rental 60
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 4/14/2026)

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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