78 total properties
View 2045 Maidstone Farm Road Annapolis, MD MLS# MDAA2147500
  • Recently Listed with Virtual Tour
1 of 50
$12,950,000
6

Beds

7.2

Baths

15,859

Sq.Ft.

2045 Maidstone Farm Road

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 2035 Maidstone Farm Road Annapolis, MD MLS# MDAA2130456
$8,750,000
5

Beds

6.1

Baths

7,105

Sq.Ft.

2035 Maidstone Farm Road

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 125 S Winchester Road Annapolis, MD MLS# MDAA2132598
$7,500,000
5

Beds

5.2

Baths

11,269

Sq.Ft.

125 S Winchester Road

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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 1741 Holly Beach Farm Road Annapolis, MD MLS# MDAA2143312
$3,599,000
5

Beds

3.0

Baths

2,775

Sq.Ft.

1741 Holly Beach Farm Road

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 1603 Winchester Road Annapolis, MD MLS# MDAA2142274
  • New Construction
1 of 39
$2,500,000
6

Beds

6.1

Baths

6,709

Sq.Ft.

1603 Winchester Road

Annapolis, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 1016-1024 E College Parkway Annapolis, MD MLS# MDAA2123582
$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
$1,995,000
Studio

Beds

0.0

Baths

1016 E College Parkway

Annapolis, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 1349 Yorktown Road Annapolis, MD MLS# MDAA2137670
$1,900,000
16

Beds

6.0

Baths

5,719

Sq.Ft.

1349 Yorktown Road

Annapolis, MD

Bright
Courtesy of EXP REALTY, LLC
View 1322 Windsor Ridge Lane Annapolis, MD MLS# MDAA2146492
  • Recently Listed with Virtual Tour
1 of 104
OPEN HOUSE: Saturday 6/13 11:00 AM - 3:00 PM
$1,800,000
5

Beds

5.1

Baths

4,648

Sq.Ft.

1322 Windsor Ridge Lane

Annapolis, MD

Bright
Courtesy of EXP REALTY, LLC
View 1100 River Bay Road Annapolis, MD MLS# MDAA2147820
  • Virtual Tour
1 of 67
$1,790,000
5

Beds

3.0

Baths

2,504

Sq.Ft.

1100 River Bay Road

Annapolis, MD

Bright
Courtesy of BLACKWELL REAL ESTATE, LLC
View 1924 Thomas Drive Annapolis, MD MLS# MDAA2142148
$1,550,000
4

Beds

2.1

Baths

3,414

Sq.Ft.

1924 Thomas Drive

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 1836 Burley Lane Annapolis, MD MLS# MDAA2132644
  • Virtual Tour
1 of 92
$1,499,999
3

Beds

3.0

Baths

2,016

Sq.Ft.

1836 Burley Lane

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View Lot 161 Foxhead Manor Road Annapolis, MD MLS# MDAA469158
$1,400,000
Studio

Beds

0.0

Baths

Lot 161 Foxhead Manor Road

Annapolis, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 1613 Old Mill Bottom Run Annapolis, MD MLS# MDAA2144620
$1,400,000
4

Beds

2.1

Baths

3,824

Sq.Ft.

1613 Old Mill Bottom Run

Annapolis, MD

Bright
Courtesy of MONUMENT SOTHEBY'S INTERNATIONAL REALTY
View 1903 Baltimore Annapolis Boulevard Annapolis, MD MLS# MDAA2148048
  • Recently Listed
1 of 62
OPEN HOUSE: Sunday 6/14 12:00 PM - 2:00 PM
$1,295,000
6

Beds

4.2

Baths

5,532

Sq.Ft.

1903 Baltimore Annapolis Boulevard

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 1520 White Tail Deer Court Annapolis, MD MLS# MDAA2143964
$1,200,000
5

Beds

4.1

Baths

5,804

Sq.Ft.

1520 White Tail Deer Court

Annapolis, MD

Bright
Courtesy of FIV REALTY CO MARYLAND LLC
View 1353 Yorktown Road Annapolis, MD MLS# MDAA2147894
  • Recently Listed
1 of 39
$1,199,999
4

Beds

3.1

Baths

3,100

Sq.Ft.

1353 Yorktown Road

Annapolis, MD

Bright
Courtesy of THE PINNACLE REAL ESTATE CO.
View 1711 Ritchie Highway Annapolis, MD MLS# MDAA2143458
$1,199,950
5

Beds

3.2

Baths

5,086

Sq.Ft.

1711 Ritchie Highway

Annapolis, MD

Bright
Courtesy of BLUFIN REALTY, LLC.
View 615 Canal Lane Annapolis, MD MLS# MDAA2147450
  • Recently Listed
1 of 34
$1,195,000
3

Beds

2.0

Baths

1,680

Sq.Ft.

615 Canal Lane

Annapolis, MD

Bright
Courtesy of COLDWELL BANKER REALTY

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.