View 527 Post Oak Rd Annapolis, MD MLS# MDAA2145824
$865,075
4

Beds

2.1

Baths

3,028

Sq.Ft.

527 Post Oak Rd

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 730 Crisfield Way Annapolis, MD MLS# MDAA2143706
$865,000
5

Beds

4.1

Baths

3,586

Sq.Ft.

730 Crisfield Way

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432
  • Recently Listed with Virtual Tour
1 of 62
$865,000
4

Beds

2.1

Baths

1,800

Sq.Ft.

1126 Mainsail Drive

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1070 Foxcroft Run Annapolis, MD MLS# MDAA2140616
1 of 50
OPEN HOUSE: Sunday 5/24 12:00 PM - 2:00 PM
$859,999
4

Beds

3.1

Baths

3,286

Sq.Ft.

1070 Foxcroft Run

Annapolis, MD

Bright
Courtesy of TRADEMARK REALTY, INC
View 591 Pinedale Drive Annapolis, MD MLS# MDAA2141370
$850,000
3

Beds

2.1

Baths

4,534

Sq.Ft.

591 Pinedale Drive

Annapolis, MD

Bright
Courtesy of KELLER WILLIAMS FLAGSHIP
View 278 Cape St John Road Annapolis, MD MLS# MDAA2143268
$850,000
3

Beds

3.0

Baths

2,500

Sq.Ft.

278 Cape St John Road

Annapolis, MD

Bright
Courtesy of KELLER WILLIAMS REALTY CENTRE
View 1430 Bay Head Road Annapolis, MD MLS# MDAA2143978
  • Virtual Tour
1 of 94
$850,000
4

Beds

3.1

Baths

3,409

Sq.Ft.

1430 Bay Head Road

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 2611 Ogleton Road Annapolis, MD MLS# MDAA2144960
$849,900
3

Beds

2.1

Baths

2,888

Sq.Ft.

2611 Ogleton Road

Annapolis, MD

Bright
Courtesy of MONUMENT SOTHEBY'S INTERNATIONAL REALTY
View 1106 Mainsail Drive Annapolis, MD MLS# MDAA2139090
  • Virtual Tour
1 of 57
$849,000
5

Beds

2.1

Baths

2,059

Sq.Ft.

1106 Mainsail Drive

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1116 Bay Ridge Avenue Annapolis, MD MLS# MDAA2139998
$849,000
4

Beds

2.1

Baths

2,268

Sq.Ft.

1116 Bay Ridge Avenue

Annapolis, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 21 Woodlawn Avenue Annapolis, MD MLS# MDAA2144864
  • Recently Listed with Virtual Tour
1 of 52
$849,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

21 Woodlawn Avenue

Annapolis, MD

Bright
Courtesy of REAL BROKER, LLC - ANNAPOLIS
View 164 Woodside Trail Annapolis, MD MLS# MDAA2144896
$849,000
3

Beds

2.1

Baths

1,768

Sq.Ft.

164 Woodside Trail

Annapolis, MD

Bright
Courtesy of RE/MAX EXPERIENCE
View 712 Coybay Drive Annapolis, MD MLS# MDAA2143208
  • Virtual Tour
1 of 52
$844,995
5

Beds

4.1

Baths

4,230

Sq.Ft.

712 Coybay Drive

Annapolis, MD

Bright
Courtesy of EXP REALTY, LLC
View 1394 Rosebay Court Annapolis, MD MLS# MDAA2140978
$835,000
4

Beds

3.1

Baths

2,252

Sq.Ft.

1394 Rosebay Court

Annapolis, MD

Bright
Courtesy of CUMMINGS & CO. REALTORS
View 21 City Gate Lane Annapolis, MD MLS# MDAA2141590
  • Virtual Tour
1 of 28
$830,000
3

Beds

3.1

Baths

1,900

Sq.Ft.

21 City Gate Lane

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1402 Insey Rd Annapolis, MD MLS# MDAA2145384
  • Recently Listed
1 of 36
$830,000
5

Beds

3.1

Baths

3,148

Sq.Ft.

1402 Insey Rd

Annapolis, MD

Bright
Courtesy of HUTCHINS PROPERTIES
View 76 Old Mill Bottom Road N # 205 Annapolis, MD MLS# MDAA2137260
  • Adult Community
1 of 34
OPEN HOUSE: Saturday 5/23 12:00 PM - 3:00 PM
$825,665
3

Beds

3.0

Baths

1,729

Sq.Ft.

76 Old Mill Bottom Road N # 205

Annapolis, MD

Bright
Courtesy of MCWILLIAMS/BALLARD, INC.
View 152 Jefferson Street Annapolis, MD MLS# MDAA2142230
$825,000
4

Beds

3.1

Baths

2,282

Sq.Ft.

152 Jefferson Street

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 1107 Brashears Street Annapolis, MD MLS# MDAA2142894
$825,000
5

Beds

2.0

Baths

1,800

Sq.Ft.

1107 Brashears Street

Annapolis, MD

Bright
Courtesy of ENGEL & VOLKERS ANNAPOLIS
View 92 Clifford Boulevard Annapolis, MD MLS# MDAA2139188
$820,000
4

Beds

2.1

Baths

2,252

Sq.Ft.

92 Clifford Boulevard

Annapolis, MD

Bright
Courtesy of COMPASS

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

471

Estimated median home price

$739,000
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 3
$200K - 300K 23
$300K - 400K 31
$400K - 500K 44
$500K - 600K 61
$600K - 700K 55
$700K - 800K 27
$800K - 900K 38
$900K - 1M 26
$1M - Max 160

Homes for Sale by Type in Annapolis, MD

Property Type Count
Single Family 255
Townhouse 65
Condo 123
Commercial 8
Rental 69
Lots and Land 18
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/22/2026)

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.