Annapolis Maryland Homes for Sale

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327 Riverview Trail Annapolis, MD MLS# MDAA2139878 - Image 1

327 Riverview Trail Annapolis, MD MLS# MDAA2139878 - Image 2

327 Riverview Trail Annapolis, MD MLS# MDAA2139878 - Image 3

327 Riverview Trail Annapolis, MD MLS# MDAA2139878 - Image 4

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327 Riverview Trail Annapolis, MD MLS# MDAA2139878 - Image 14

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327 Riverview Trail Annapolis, MD MLS# MDAA2139878 - Image 41

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327 Riverview Trail Annapolis, MD MLS# MDAA2139878 - Image 43

327 Riverview Trail Annapolis, MD MLS# MDAA2139878 - Image 44

327 Riverview Trail Annapolis, MD MLS# MDAA2139878 - Image 45

327 Riverview Trail Annapolis, MD MLS# MDAA2139878 - Image 46

Virtual Tour

1 of 46

$2,349,000

Beds

3.1

Baths

1,831

Sq.Ft.

327 Riverview Trail

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

83 Market Street Annapolis, MD MLS# MDAA2143042 - Image 1

83 Market Street Annapolis, MD MLS# MDAA2143042 - Image 2

83 Market Street Annapolis, MD MLS# MDAA2143042 - Image 3

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1 of 55

$2,295,000

Beds

4.0

Baths

3,178

Sq.Ft.

83 Market Street

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

1614 Annesley Court Annapolis, MD MLS# MDAA2150382 - Image 1

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1614 Annesley Court Annapolis, MD MLS# MDAA2150382 - Image 41

1614 Annesley Court Annapolis, MD MLS# MDAA2150382 - Image 42

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1614 Annesley Court Annapolis, MD MLS# MDAA2150382 - Image 44

1614 Annesley Court Annapolis, MD MLS# MDAA2150382 - Image 45

1614 Annesley Court Annapolis, MD MLS# MDAA2150382 - Image 46

Recently Listed with Virtual Tour

1 of 46

OPEN HOUSE: Saturday 7/18 11:00 AM - 1:00 PM

$2,250,000

Beds

5.2

Baths

8,278

Sq.Ft.

1614 Annesley Court

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

THE TIME TO SELL IS NOW!

250 Prince George Street Annapolis, MD MLS# MDAA2143146 - Image 1

250 Prince George Street Annapolis, MD MLS# MDAA2143146 - Image 2

250 Prince George Street Annapolis, MD MLS# MDAA2143146 - Image 3

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250 Prince George Street Annapolis, MD MLS# MDAA2143146 - Image 26

250 Prince George Street Annapolis, MD MLS# MDAA2143146 - Image 27

250 Prince George Street Annapolis, MD MLS# MDAA2143146 - Image 28

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250 Prince George Street Annapolis, MD MLS# MDAA2143146 - Image 30

250 Prince George Street Annapolis, MD MLS# MDAA2143146 - Image 31

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250 Prince George Street Annapolis, MD MLS# MDAA2143146 - Image 33

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250 Prince George Street Annapolis, MD MLS# MDAA2143146 - Image 36

250 Prince George Street Annapolis, MD MLS# MDAA2143146 - Image 37

Virtual Tour

1 of 37

$2,150,000

Beds

2.1

Baths

2,888

Sq.Ft.

250 Prince George Street

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

1991-1993 West Street Annapolis, MD MLS# MDAA2128872 - Image 1

1991-1993 West Street Annapolis, MD MLS# MDAA2128872 - Image 2

1991-1993 West Street Annapolis, MD MLS# MDAA2128872 - Image 3

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1991-1993 West Street Annapolis, MD MLS# MDAA2128872 - Image 46

1 of 46

$2,099,000

12,800

Sq.Ft.

1991-1993 West Street

Annapolis, MD

Courtesy of METRO HOMES DMV LLC

8 Shiley Street Annapolis, MD MLS# MDAA2150912 - Image 1

8 Shiley Street Annapolis, MD MLS# MDAA2150912 - Image 2

8 Shiley Street Annapolis, MD MLS# MDAA2150912 - Image 3

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8 Shiley Street Annapolis, MD MLS# MDAA2150912 - Image 45

8 Shiley Street Annapolis, MD MLS# MDAA2150912 - Image 46

8 Shiley Street Annapolis, MD MLS# MDAA2150912 - Image 47

Recently Listed

1 of 47

$2,099,000

Beds

3.0

Baths

3,592

Sq.Ft.

8 Shiley Street

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

146 Duke Of Gloucester Street Annapolis, MD MLS# MDAA2144868 - Image 1

146 Duke Of Gloucester Street Annapolis, MD MLS# MDAA2144868 - Image 2

146 Duke Of Gloucester Street Annapolis, MD MLS# MDAA2144868 - Image 3

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Virtual Tour

1 of 58

$1,999,999

Beds

3.1

Baths

3,042

Sq.Ft.

146 Duke Of Gloucester Street

Annapolis, MD

Courtesy of DOUGLAS REALTY LLC

1016-1024 E College Parkway Annapolis, MD MLS# MDAA2123582 - Image 1

1 of 1

$1,995,000

4,473

Sq.Ft.

1016-1024 E College Parkway

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

1016 E College Parkway Annapolis, MD MLS# MDAA2123584 - Image 1

1 of 1

$1,995,000

Studio

Beds

0.0

Baths

1016 E College Parkway

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

400 Jefferson Street Annapolis, MD MLS# MDAA2131396 - Image 1

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400 Jefferson Street Annapolis, MD MLS# MDAA2131396 - Image 30

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400 Jefferson Street Annapolis, MD MLS# MDAA2131396 - Image 39

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400 Jefferson Street Annapolis, MD MLS# MDAA2131396 - Image 41

400 Jefferson Street Annapolis, MD MLS# MDAA2131396 - Image 42

400 Jefferson Street Annapolis, MD MLS# MDAA2131396 - Image 43

400 Jefferson Street Annapolis, MD MLS# MDAA2131396 - Image 44

400 Jefferson Street Annapolis, MD MLS# MDAA2131396 - Image 45

400 Jefferson Street Annapolis, MD MLS# MDAA2131396 - Image 46

400 Jefferson Street Annapolis, MD MLS# MDAA2131396 - Image 47

New Construction with Virtual Tour

1 of 47

OPEN HOUSE: Saturday 7/18 1:00 PM - 3:00 PM

$1,950,000

Beds

4.0

Baths

4,200

Sq.Ft.

400 Jefferson Street

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

192 Duke Of Gloucester Annapolis, MD MLS# MDAA2144086 - Image 1

192 Duke Of Gloucester Annapolis, MD MLS# MDAA2144086 - Image 2

192 Duke Of Gloucester Annapolis, MD MLS# MDAA2144086 - Image 3

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192 Duke Of Gloucester Annapolis, MD MLS# MDAA2144086 - Image 41

192 Duke Of Gloucester Annapolis, MD MLS# MDAA2144086 - Image 42

192 Duke Of Gloucester Annapolis, MD MLS# MDAA2144086 - Image 43

192 Duke Of Gloucester Annapolis, MD MLS# MDAA2144086 - Image 44

192 Duke Of Gloucester Annapolis, MD MLS# MDAA2144086 - Image 45

192 Duke Of Gloucester Annapolis, MD MLS# MDAA2144086 - Image 46

192 Duke Of Gloucester Annapolis, MD MLS# MDAA2144086 - Image 47

1 of 47

$1,950,000

Beds

4.0

Baths

3,415

Sq.Ft.

192 Duke Of Gloucester

Annapolis, MD

Courtesy of SAMSON PROPERTIES

1739 Vineyard Trail Annapolis, MD MLS# MDAA2148306 - Image 1

1739 Vineyard Trail Annapolis, MD MLS# MDAA2148306 - Image 2

1739 Vineyard Trail Annapolis, MD MLS# MDAA2148306 - Image 3

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1739 Vineyard Trail Annapolis, MD MLS# MDAA2148306 - Image 69

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1739 Vineyard Trail Annapolis, MD MLS# MDAA2148306 - Image 76

1739 Vineyard Trail Annapolis, MD MLS# MDAA2148306 - Image 77

1739 Vineyard Trail Annapolis, MD MLS# MDAA2148306 - Image 78

Virtual Tour

1 of 78

$1,950,000

Beds

3.0

Baths

2,890

Sq.Ft.

1739 Vineyard Trail

Annapolis, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 1

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 2

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 3

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 4

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 5

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 6

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 7

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 8

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 9

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 10

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 11

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 12

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 13

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 14

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 15

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 16

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 17

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234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 39

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 40

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 41

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 42

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 43

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 44

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 45

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 46

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 47

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 48

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 49

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 50

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 51

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 52

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 53

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 54

234 Meadowgate Drive Annapolis, MD MLS# MDAA2149040 - Image 55

Virtual Tour

1 of 55

$1,895,000

Beds

5.1

Baths

7,389

Sq.Ft.

234 Meadowgate Drive

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 1

48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 2

48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 3

48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 4

48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 5

48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 6

48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 7

48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 8

48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 9

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48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 22

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48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 26

48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 27

48 E Lake Drive Annapolis, MD MLS# MDAA2150364 - Image 28

Recently Listed

1 of 28

$1,895,000

Studio

Beds

0.0

Baths

48 E Lake Drive

Annapolis, MD

Courtesy of EXP REALTY, LLC

820 Bay Ridge Avenue Annapolis, MD MLS# MDAA2142896 - Image 1

820 Bay Ridge Avenue Annapolis, MD MLS# MDAA2142896 - Image 2

820 Bay Ridge Avenue Annapolis, MD MLS# MDAA2142896 - Image 3

820 Bay Ridge Avenue Annapolis, MD MLS# MDAA2142896 - Image 4

820 Bay Ridge Avenue Annapolis, MD MLS# MDAA2142896 - Image 5

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820 Bay Ridge Avenue Annapolis, MD MLS# MDAA2142896 - Image 9

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820 Bay Ridge Avenue Annapolis, MD MLS# MDAA2142896 - Image 53

820 Bay Ridge Avenue Annapolis, MD MLS# MDAA2142896 - Image 54

820 Bay Ridge Avenue Annapolis, MD MLS# MDAA2142896 - Image 55

Virtual Tour

1 of 55

$1,875,000

Beds

4.1

Baths

3,658

Sq.Ft.

820 Bay Ridge Avenue

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

87 Shipwright Street Annapolis, MD MLS# MDAA2146930 - Image 1

87 Shipwright Street Annapolis, MD MLS# MDAA2146930 - Image 2

87 Shipwright Street Annapolis, MD MLS# MDAA2146930 - Image 3

87 Shipwright Street Annapolis, MD MLS# MDAA2146930 - Image 4

87 Shipwright Street Annapolis, MD MLS# MDAA2146930 - Image 5

87 Shipwright Street Annapolis, MD MLS# MDAA2146930 - Image 6

87 Shipwright Street Annapolis, MD MLS# MDAA2146930 - Image 7

87 Shipwright Street Annapolis, MD MLS# MDAA2146930 - Image 8

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87 Shipwright Street Annapolis, MD MLS# MDAA2146930 - Image 10

87 Shipwright Street Annapolis, MD MLS# MDAA2146930 - Image 11

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87 Shipwright Street Annapolis, MD MLS# MDAA2146930 - Image 38

1 of 38

$1,850,000

Beds

4.1

Baths

2,744

Sq.Ft.

87 Shipwright Street

Annapolis, MD

Courtesy of RE/MAX EXECUTIVE

1977 West Street Annapolis, MD MLS# MDAA2148122 - Image 1

1977 West Street Annapolis, MD MLS# MDAA2148122 - Image 2

1977 West Street Annapolis, MD MLS# MDAA2148122 - Image 3

1977 West Street Annapolis, MD MLS# MDAA2148122 - Image 4

1977 West Street Annapolis, MD MLS# MDAA2148122 - Image 5

1977 West Street Annapolis, MD MLS# MDAA2148122 - Image 6

1977 West Street Annapolis, MD MLS# MDAA2148122 - Image 7

1 of 7

$1,850,000

3,520

Sq.Ft.

1977 West Street

Annapolis, MD

Courtesy of REAL BROKER, LLC - CHESTER

114 Spa View Avenue Annapolis, MD MLS# MDAA2148190 - Image 1

114 Spa View Avenue Annapolis, MD MLS# MDAA2148190 - Image 2

114 Spa View Avenue Annapolis, MD MLS# MDAA2148190 - Image 3

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114 Spa View Avenue Annapolis, MD MLS# MDAA2148190 - Image 13

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Virtual Tour

1 of 66

$1,795,000

Beds

3.1

Baths

3,239

Sq.Ft.

114 Spa View Avenue

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

526 Sixth Street Annapolis, MD MLS# MDAA2151240 - Image 1

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Recently Listed with Virtual Tour

1 of 57

OPEN HOUSE: Friday 7/17 4:00 PM - 7:00 PM

$1,795,000

Beds

2.1

Baths

2,010

Sq.Ft.

526 Sixth Street

Annapolis, MD

Courtesy of ENGEL & VOLKERS ANNAPOLIS

3712 Gateshead Drive Annapolis, MD MLS# MDAA2140862 - Image 1

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Virtual Tour

1 of 82

OPEN HOUSE: Sunday 7/19 12:00 PM - 2:00 PM

$1,775,000

Beds

2.2

Baths

3,620

Sq.Ft.

3712 Gateshead Drive

Annapolis, MD

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: 434
Estimated median home price: $747,500

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	4
$100K - 200K	2
$200K - 300K	24
$300K - 400K	42
$400K - 500K	39
$500K - 600K	52
$600K - 700K	46
$700K - 800K	26
$800K - 900K	36
$900K - 1M	22
$1M - Max	141

Homes for Sale by Type in Annapolis, MD

Property Type	Count
Single Family	239
Townhouse	62
Condo	105
Commercial	8
Rental	72
Lots and Land	18
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 7/17/2026)

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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 Reciprocity^SM 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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