View 2002 Dakota Place # 2A Annapolis, MD MLS# MDAA2145178
  • Recently Listed
1 of 28
$650,000
2

Beds

2.1

Baths

1,915

Sq.Ft.

2002 Dakota Place # 2A

Annapolis, MD

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Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 1100 Bay Ridge Avenue Annapolis, MD MLS# MDAA2146496
  • Recently Listed
1 of 4
$799,000
Studio

Beds

0.0

Baths

1100 Bay Ridge Avenue

Annapolis, MD

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Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 2020 Quay Village Court # T1 Annapolis, MD MLS# MDAA2146176
  • Recently Listed
1 of 32
OPEN HOUSE: Sunday 5/24 11:00 AM - 3:00 PM
$700,000
1

Beds

1.0

Baths

1,000

Sq.Ft.

2020 Quay Village Court # T1

Annapolis, MD

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Courtesy of COASTAL REALTY MARYLAND
The time to sell is now! THE TIME TO SELL IS NOW!
View 34 Pinkney Street Annapolis, MD MLS# MDAA2145798
$695,000
2

Beds

1.1

Baths

1,040

Sq.Ft.

34 Pinkney Street

Annapolis, MD

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Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 838 Boatswain Way Annapolis, MD MLS# MDAA2146096
  • Adult Community
1 of 35
OPEN HOUSE: Sunday 5/24 12:00 PM - 2:00 PM
$699,900
3

Beds

2.0

Baths

1,810

Sq.Ft.

838 Boatswain Way

Annapolis, MD

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Courtesy of COLDWELL BANKER REALTY
View 1132 Bay Ridge Road Annapolis, MD MLS# MDAA2145814
$720,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

1132 Bay Ridge Road

Annapolis, MD

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Courtesy of BLACKWELL REAL ESTATE, LLC
View 443 Schley Road Annapolis, MD MLS# MDAA2145954
  • Recently Listed
1 of 39
$775,000
3

Beds

2.0

Baths

1,470

Sq.Ft.

443 Schley Road

Annapolis, MD

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 8 Highland Avenue Annapolis, MD MLS# MDAA2145356
  • Recently Listed
1 of 59
OPEN HOUSE: Sunday 5/24 12:00 PM - 2:00 PM
$650,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

8 Highland Avenue

Annapolis, MD

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Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 774 Fairview Avenue # F Annapolis, MD MLS# MDAA2145660
  • Recently Listed with Virtual Tour
1 of 20
$635,000
2

Beds

2.0

Baths

1,060

Sq.Ft.

774 Fairview Avenue # F

Annapolis, MD

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Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 2118 Chesapeake Harbour Drive E # 202 Annapolis, MD MLS# MDAA2145492
$739,000
2

Beds

2.0

Baths

1,618

Sq.Ft.

2118 Chesapeake Harbour Drive E # 202

Annapolis, MD

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Courtesy of EXP REALTY, LLC
View 317 Canterfield Road Annapolis, MD MLS# MDAA2145494
$735,000
3

Beds

2.1

Baths

2,352

Sq.Ft.

317 Canterfield Road

Annapolis, MD

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Courtesy of RE/MAX EXECUTIVE
View 34 Enclave Court Annapolis, MD MLS# MDAA2145350
$725,000
3

Beds

3.1

Baths

2,556

Sq.Ft.

34 Enclave Court

Annapolis, MD

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Courtesy of CUMMINGS & CO. REALTORS
View 3328 Shore Drive Annapolis, MD MLS# MDAA2144406
  • Recently Listed
1 of 19
$675,000
3

Beds

2.1

Baths

1,824

Sq.Ft.

3328 Shore Drive

Annapolis, MD

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Courtesy of COLDWELL BANKER REALTY
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

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Courtesy of HUTCHINS PROPERTIES
View 2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958
$775,000
2

Beds

2.0

Baths

1,553

Sq.Ft.

2121 Quay Village Court # 202

Annapolis, MD

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Courtesy of RE/MAX LEADING EDGE
View 2611 Ogleton Road Annapolis, MD MLS# MDAA2144960
$849,900
3

Beds

2.1

Baths

2,888

Sq.Ft.

2611 Ogleton Road

Annapolis, MD

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Courtesy of MONUMENT SOTHEBY'S INTERNATIONAL REALTY
View 1108 Crestview Drive Annapolis, MD MLS# MDAA2145072
  • Recently Listed
1 of 55
$649,000
4

Beds

2.1

Baths

2,318

Sq.Ft.

1108 Crestview Drive

Annapolis, MD

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Courtesy of KELLY AND CO REALTY, LLC
View 2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954
  • Adult Community
1 of 31
$719,900
2

Beds

2.0

Baths

1,464

Sq.Ft.

2666 Pemaquid Court

Annapolis, MD

Bright
Courtesy of RE/MAX LEADING EDGE
View 2977 Southaven Drive Annapolis, MD MLS# MDAA2144784
$799,900
5

Beds

4.0

Baths

1,936

Sq.Ft.

2977 Southaven Drive

Annapolis, MD

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Courtesy of REAL BROKER, LLC
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

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Courtesy of REAL BROKER, LLC - 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

468

Estimated median home price

$735,000
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 60
$600K - 700K 57
$700K - 800K 28
$800K - 900K 38
$900K - 1M 25
$1M - Max 156

Homes for Sale by Type in Annapolis, MD

Property Type Count
Single Family 253
Townhouse 64
Condo 122
Commercial 8
Rental 69
Lots and Land 19
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/23/2026)

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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