View 778 Bon Haven Drive Annapolis, MD MLS# MDAA2123548
  • Virtual Tour
Save 778 Bon Haven Drive Annapolis, MD MLS# MDAA2123548
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
Save 1349 Yorktown Road Annapolis, MD MLS# MDAA2137670
1 of 35
$2,799,000
16

Beds

6.0

Baths

5,719

Sq.Ft.

1349 Yorktown Road

Annapolis, MD

Bright
Courtesy of EXP REALTY, LLC
View 856 St Edmonds Place Annapolis, MD MLS# MDAA2136468
  • Virtual Tour
Save 856 St Edmonds Place Annapolis, MD MLS# MDAA2136468
1 of 129
OPEN HOUSE: Sunday 3/22 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 1836 Cove Point Road Annapolis, MD MLS# MDAA2073192
  • Virtual Tour
Save 1836 Cove Point Road Annapolis, MD MLS# MDAA2073192
1 of 36
$2,750,000
3

Beds

2.2

Baths

2,373

Sq.Ft.

1836 Cove Point Road

Annapolis, MD

Bright
Courtesy of COMPASS
View 703 Glendon Avenue Annapolis, MD MLS# MDAA2131890
  • New Construction
Save 703 Glendon Avenue Annapolis, MD MLS# MDAA2131890
1 of 35
$2,750,000
5

Beds

4.1

Baths

4,116

Sq.Ft.

703 Glendon Avenue

Annapolis, MD

Bright
Courtesy of EXP REALTY, LLC
View 98 Duke Of Gloucester Street Annapolis, MD MLS# MDAA2139684
Save 98 Duke Of Gloucester Street Annapolis, MD MLS# MDAA2139684
1 of 10
$2,700,000
4

Beds

3.0

Baths

3,565

Sq.Ft.

98 Duke Of Gloucester Street

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 349 Sherwood Trail Annapolis, MD MLS# MDAA2137986
  • Recently Listed with Virtual Tour
Save 349 Sherwood Trail Annapolis, MD MLS# MDAA2137986
1 of 44
$2,550,000
3

Beds

3.2

Baths

3,185

Sq.Ft.

349 Sherwood Trail

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 1241 Cherry Tree Lane Annapolis, MD MLS# MDAA2115392
  • Virtual Tour
Save 1241 Cherry Tree Lane Annapolis, MD MLS# MDAA2115392
1 of 50
$2,495,000
4

Beds

5.1

Baths

6,428

Sq.Ft.

1241 Cherry Tree Lane

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 703 A Glendon Avenue Annapolis, MD MLS# MDAA2119986
  • New Construction
Save 703 A Glendon Avenue Annapolis, MD MLS# MDAA2119986
1 of 45
$2,375,000
4

Beds

4.1

Baths

4,300

Sq.Ft.

703 A Glendon Avenue

Annapolis, MD

Bright
Courtesy of EXP REALTY, LLC
View 2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678
  • Virtual Tour
Save 2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678
1 of 68
$2,300,000
3

Beds

3.1

Baths

3,086

Sq.Ft.

2215 Chesapeake Harbour Drive E

Annapolis, MD

Bright
Courtesy of DOUGLAS REALTY LLC
View 2175 Chesapeake Harbour Drive Annapolis, MD MLS# MDAA2134136
  • Recently Listed with Virtual Tour
Save 2175 Chesapeake Harbour Drive Annapolis, MD MLS# MDAA2134136
1 of 44
$2,295,000
4

Beds

4.1

Baths

2,513

Sq.Ft.

2175 Chesapeake Harbour Drive

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 400 Chesapeake Avenue # 2-101 Annapolis, MD MLS# MDAA2137608
  • Recently Listed with Virtual Tour
Save 400 Chesapeake Avenue # 2-101 Annapolis, MD MLS# MDAA2137608
1 of 59
$2,150,000
3

Beds

3.1

Baths

2,566

Sq.Ft.

400 Chesapeake Avenue # 2-101

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1991-1993 West Street Annapolis, MD MLS# MDAA2128872
Save 1991-1993 West Street Annapolis, MD MLS# MDAA2128872
1 of 46
$2,099,000
12,800

Sq.Ft.

1991-1993 West Street

Annapolis, MD

Bright
Courtesy of METRO HOMES DMV LLC
View 107 W Bay View Drive Annapolis, MD MLS# MDAA2139274
  • Recently Listed
Save 107 W Bay View Drive Annapolis, MD MLS# MDAA2139274
1 of 41
$1,999,995
6

Beds

3.1

Baths

5,068

Sq.Ft.

107 W Bay View Drive

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1016-1024 E College Parkway Annapolis, MD MLS# MDAA2123582
Save 1016-1024 E College Parkway Annapolis, MD MLS# MDAA2123582
1 of 1
$1,995,000
4,473

Sq.Ft.

1016-1024 E College Parkway

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 1016 E College Parkway Annapolis, MD MLS# MDAA2123584
Save 1016 E College Parkway Annapolis, MD MLS# MDAA2123584
1 of 1
$1,995,000
Studio

Beds

0.0

Baths

1016 E College Parkway

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 2 Southgate Avenue # 10 Annapolis, MD MLS# MDAA2129932
  • Virtual Tour
Save 2 Southgate Avenue # 10 Annapolis, MD MLS# MDAA2129932
1 of 41
$1,975,000
3

Beds

2.1

Baths

3,884

Sq.Ft.

2 Southgate Avenue # 10

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 1840 Shore Drive Annapolis, MD MLS# MDAA2137386
Save 1840 Shore Drive Annapolis, MD MLS# MDAA2137386
1 of 84
$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
Save 934 Chesterfield Road Annapolis, MD MLS# MDAA2116832
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
Save 48 E Lake Drive Annapolis, MD MLS# MDAA2137314
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

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)

Browse Neighborhoods

Find Properties in Annapolis, MD

Annapolis, MD Information

Find Properties by Zip

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.