View 1840 Shore Drive Annapolis, MD MLS# MDAA2137386
$1,900,000
5

Beds

4.0

Baths

3,264

Sq.Ft.

1840 Shore Drive

Annapolis, MD

Bright
Courtesy of KELLER WILLIAMS REALTY CENTRE
View 934 Chesterfield Road Annapolis, MD MLS# MDAA2116832
  • New Construction with Virtual Tour
1 of 73
$1,895,000
6

Beds

5.1

Baths

5,636

Sq.Ft.

934 Chesterfield Road

Annapolis, MD

Bright
Courtesy of GAMBLE REALTY, INC
View 48 E Lake Drive Annapolis, MD MLS# MDAA2137314
  • Virtual Tour
1 of 10
$1,895,000
Studio

Beds

0.0

Baths

48 E Lake Drive

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918
$1,890,000
5

Beds

6.1

Baths

7,936

Sq.Ft.

1303 Windsor Ridge Lane

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 116 Academy Street Annapolis, MD MLS# MDAA2136136
$1,880,000
4

Beds

5.0

Baths

3,828

Sq.Ft.

116 Academy Street

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 4 Shiley Street Annapolis, MD MLS# MDAA2136908
  • Virtual Tour
1 of 13
$1,875,000
Studio

Beds

0.0

Baths

4 Shiley Street

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 4 Shiley Street Annapolis, MD MLS# MDAA2137186
  • Recently Listed with Virtual Tour
1 of 13
$1,875,000
4

Beds

2.0

Baths

1,557

Sq.Ft.

4 Shiley Street

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 927 Old Annapolis Neck Road Annapolis, MD MLS# MDAA2139760
$1,800,000
Studio

Beds

0.0

Baths

927 Old Annapolis Neck Road

Annapolis, MD

Bright
Courtesy of EQUITY PROPERTY INVESTMENTS
View 310 Giddings Avenue Annapolis, MD MLS# MDAA2137866
  • Recently Listed with Virtual Tour
1 of 81
$1,750,000
3

Beds

3.0

Baths

3,218

Sq.Ft.

310 Giddings Avenue

Annapolis, MD

Bright
Courtesy of ENGEL & VOLKERS ANNAPOLIS
View 2656 Queen Anne Circle Annapolis, MD MLS# MDAA2131408
$1,730,000
4

Beds

4.1

Baths

3,865

Sq.Ft.

2656 Queen Anne Circle

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 66 Franklin Street # 509 Annapolis, MD MLS# MDAA2136156
  • Recently Listed with Virtual Tour
1 of 67
$1,725,000
3

Beds

3.1

Baths

2,665

Sq.Ft.

66 Franklin Street # 509

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 1836 Burley Lane Annapolis, MD MLS# MDAA2132644
  • Virtual Tour
1 of 92
$1,695,000
3

Beds

3.0

Baths

2,016

Sq.Ft.

1836 Burley Lane

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 2186 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2139564
$1,665,000
3

Beds

3.1

Baths

2,307

Sq.Ft.

2186 Chesapeake Harbour Drive E

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY - WASHINGTON
View 3300 Shore Drive Annapolis, MD MLS# MDAA2116986
  • Virtual Tour
1 of 51
$1,650,000
4

Beds

4.0

Baths

2,798

Sq.Ft.

3300 Shore Drive

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1907 Mackiebeth Court Annapolis, MD MLS# MDAA2125858
  • New Construction
1 of 6
$1,575,000
5

Beds

4.1

Baths

5,437

Sq.Ft.

1907 Mackiebeth Court

Annapolis, MD

Bright
Courtesy of EXP REALTY, LLC
View 1109 Boucher Avenue Annapolis, MD MLS# MDAA2136296
  • Virtual Tour
1 of 67
$1,545,000
4

Beds

4.1

Baths

3,779

Sq.Ft.

1109 Boucher Avenue

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 244 Puritan Place Annapolis, MD MLS# MDAA2135494
  • Virtual Tour
1 of 95
$1,500,000
4

Beds

2.1

Baths

3,700

Sq.Ft.

244 Puritan Place

Annapolis, MD

Bright
Courtesy of ENGEL & VOLKERS ANNAPOLIS
View 190 Duke Of Gloucester Street Annapolis, MD MLS# MDAA2136464
  • Recently Listed with Virtual Tour
1 of 92
$1,500,000
4

Beds

3.2

Baths

3,393

Sq.Ft.

190 Duke Of Gloucester Street

Annapolis, MD

Bright
Courtesy of COMPASS
View 10 Carvel Road Annapolis, MD MLS# MDAA2136654
  • Virtual Tour
1 of 89
$1,500,000
4

Beds

4.0

Baths

3,390

Sq.Ft.

10 Carvel Road

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 120 Chesapeake Avenue Annapolis, MD MLS# MDAA2130442
$1,449,000
2

Beds

2.1

Baths

2,130

Sq.Ft.

120 Chesapeake Avenue

Annapolis, MD

Bright
Courtesy of KELLER WILLIAMS SELECT REALTORS OF ANNAPOLIS

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

367

Estimated median home price

$675,000
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 14
$300K - 400K 50
$400K - 500K 33
$500K - 600K 56
$600K - 700K 40
$700K - 800K 28
$800K - 900K 25
$900K - 1M 19
$1M - Max 95

Homes for Sale by Type in Annapolis, MD

Property Type Count
Single Family 171
Townhouse 52
Condo 112
Commercial 8
Rental 58
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 3/18/2026)

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.

© 2026 BrightMLS. All Rights Reserved.