Annapolis Maryland Homes for Sale

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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

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 1

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 2

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 3

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 4

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 5

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 6

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 7

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 8

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 9

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 10

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 11

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 12

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 13

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 14

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 15

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 16

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 17

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 18

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116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 21

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116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 25

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116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 31

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116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 41

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116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 44

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 45

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 46

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 47

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 48

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 49

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 50

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 51

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 52

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 53

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 54

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 55

116 Academy Street Annapolis, MD MLS# MDAA2136136 - Image 56

Recently Listed

1 of 56

$1,995,000

Beds

5.0

Baths

3,828

Sq.Ft.

116 Academy Street

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

THE TIME TO SELL IS NOW!

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 1

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 2

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 3

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 4

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 5

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934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 61

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934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 63

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934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 65

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 66

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 67

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 68

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 69

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 70

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 71

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 72

934 Chesterfield Road Annapolis, MD MLS# MDAA2116832 - Image 73

New Construction with Virtual Tour

1 of 73

$1,895,000

Beds

5.1

Baths

5,636

Sq.Ft.

934 Chesterfield Road

Annapolis, MD

Courtesy of GAMBLE REALTY, INC

48 E Lake Drive Annapolis, MD MLS# MDAA2137314 - Image 1

48 E Lake Drive Annapolis, MD MLS# MDAA2137314 - Image 2

48 E Lake Drive Annapolis, MD MLS# MDAA2137314 - Image 3

48 E Lake Drive Annapolis, MD MLS# MDAA2137314 - Image 4

48 E Lake Drive Annapolis, MD MLS# MDAA2137314 - Image 5

48 E Lake Drive Annapolis, MD MLS# MDAA2137314 - Image 6

48 E Lake Drive Annapolis, MD MLS# MDAA2137314 - Image 7

48 E Lake Drive Annapolis, MD MLS# MDAA2137314 - Image 8

48 E Lake Drive Annapolis, MD MLS# MDAA2137314 - Image 9

48 E Lake Drive Annapolis, MD MLS# MDAA2137314 - Image 10

Recently Listed with Virtual Tour

1 of 10

$1,895,000

Studio

Beds

0.0

Baths

48 E Lake Drive

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 1

1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 2

1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 3

1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 4

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1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 28

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1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 31

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1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 33

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1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 36

1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 37

1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 38

1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 39

1303 Windsor Ridge Lane Annapolis, MD MLS# MDAA2136918 - Image 40

1 of 40

$1,890,000

Beds

6.1

Baths

7,936

Sq.Ft.

1303 Windsor Ridge Lane

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 1

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 2

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 3

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 4

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 5

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 6

1 of 6

$1,875,000

Studio

Beds

0.0

Baths

4 Shiley Street

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 1

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 2

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 3

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 4

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 5

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 6

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 7

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 8

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 9

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 10

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 11

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 12

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 13

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 14

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 15

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 16

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 17

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310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 19

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310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 25

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310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 28

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310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 39

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310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 42

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310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 51

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310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 53

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 54

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 55

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 56

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 57

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310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 60

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310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 65

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 66

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 67

310 Giddings Avenue Annapolis, MD MLS# MDAA2137866 - Image 68

Recently Listed with Virtual Tour

1 of 68

OPEN HOUSE: Saturday 3/7 11:00 AM - 2:00 PM

$1,750,000

Beds

3.0

Baths

3,218

Sq.Ft.

310 Giddings Avenue

Annapolis, MD

Courtesy of ENGEL & VOLKERS ANNAPOLIS

2656 Queen Anne Circle Annapolis, MD MLS# MDAA2131408 - Image 1

2656 Queen Anne Circle Annapolis, MD MLS# MDAA2131408 - Image 2

2656 Queen Anne Circle Annapolis, MD MLS# MDAA2131408 - Image 3

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2656 Queen Anne Circle Annapolis, MD MLS# MDAA2131408 - Image 41

2656 Queen Anne Circle Annapolis, MD MLS# MDAA2131408 - Image 42

Virtual Tour

1 of 42

$1,730,000

Beds

4.1

Baths

3,865

Sq.Ft.

2656 Queen Anne Circle

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

66 Franklin Street # 509 Annapolis, MD MLS# MDAA2136156 - Image 1

66 Franklin Street # 509 Annapolis, MD MLS# MDAA2136156 - Image 2

66 Franklin Street # 509 Annapolis, MD MLS# MDAA2136156 - Image 3

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66 Franklin Street # 509 Annapolis, MD MLS# MDAA2136156 - Image 64

66 Franklin Street # 509 Annapolis, MD MLS# MDAA2136156 - Image 65

Recently Listed

1 of 65

$1,725,000

Beds

3.1

Baths

2,665

Sq.Ft.

66 Franklin Street # 509

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

51 Franklin Street Annapolis, MD MLS# MDAA2127792 - Image 1

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Virtual Tour

1 of 99

$1,695,000

Beds

2.1

Baths

2,269

Sq.Ft.

51 Franklin Street

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

1836 Burley Lane Annapolis, MD MLS# MDAA2132644 - Image 1

1836 Burley Lane Annapolis, MD MLS# MDAA2132644 - Image 2

1836 Burley Lane Annapolis, MD MLS# MDAA2132644 - Image 3

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1836 Burley Lane Annapolis, MD MLS# MDAA2132644 - Image 70

Virtual Tour

1 of 70

$1,695,000

Beds

3.0

Baths

2,016

Sq.Ft.

1836 Burley Lane

Annapolis, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

1915 Towne Centre Boulevard # 1210 Annapolis, MD MLS# MDAA2137028 - Image 1

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1915 Towne Centre Boulevard # 1210 Annapolis, MD MLS# MDAA2137028 - Image 35

1915 Towne Centre Boulevard # 1210 Annapolis, MD MLS# MDAA2137028 - Image 36

1915 Towne Centre Boulevard # 1210 Annapolis, MD MLS# MDAA2137028 - Image 37

Virtual Tour

1 of 37

$1,695,000

Beds

3.1

Baths

3,520

Sq.Ft.

1915 Towne Centre Boulevard # 1210

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

3300 Shore Drive Annapolis, MD MLS# MDAA2116986 - Image 1

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Virtual Tour

1 of 51

$1,650,000

Beds

4.0

Baths

2,798

Sq.Ft.

3300 Shore Drive

Annapolis, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

1907 Mackiebeth Court Annapolis, MD MLS# MDAA2125858 - Image 1

1907 Mackiebeth Court Annapolis, MD MLS# MDAA2125858 - Image 2

1907 Mackiebeth Court Annapolis, MD MLS# MDAA2125858 - Image 3

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1907 Mackiebeth Court Annapolis, MD MLS# MDAA2125858 - Image 6

1907 Mackiebeth Court Annapolis, MD MLS# MDAA2125858 - Image 7

1907 Mackiebeth Court Annapolis, MD MLS# MDAA2125858 - Image 8

1907 Mackiebeth Court Annapolis, MD MLS# MDAA2125858 - Image 9

New Construction

1 of 9

$1,575,000

Beds

4.1

Baths

5,437

Sq.Ft.

1907 Mackiebeth Court

Annapolis, MD

Courtesy of EXP REALTY, LLC

1109 Boucher Avenue Annapolis, MD MLS# MDAA2136296 - Image 1

1109 Boucher Avenue Annapolis, MD MLS# MDAA2136296 - Image 2

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1109 Boucher Avenue Annapolis, MD MLS# MDAA2136296 - Image 60

Virtual Tour

1 of 60

OPEN HOUSE: Sunday 3/8 1:00 PM - 3:00 PM

$1,545,000

Beds

4.1

Baths

3,779

Sq.Ft.

1109 Boucher Avenue

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

244 Puritan Place Annapolis, MD MLS# MDAA2135494 - Image 1

244 Puritan Place Annapolis, MD MLS# MDAA2135494 - Image 2

244 Puritan Place Annapolis, MD MLS# MDAA2135494 - Image 3

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244 Puritan Place Annapolis, MD MLS# MDAA2135494 - Image 95

Virtual Tour

1 of 95

OPEN HOUSE: Sunday 3/8 11:00 AM - 3:00 PM

$1,500,000

Beds

2.1

Baths

3,700

Sq.Ft.

244 Puritan Place

Annapolis, MD

Courtesy of ENGEL & VOLKERS ANNAPOLIS

120 Chesapeake Avenue Annapolis, MD MLS# MDAA2130442 - Image 1

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Virtual Tour

1 of 42

$1,449,000

Beds

2.1

Baths

2,130

Sq.Ft.

120 Chesapeake Avenue

Annapolis, MD

Courtesy of KELLER WILLIAMS SELECT REALTORS OF ANNAPOLIS

Lot 161 Foxhead Manor Road Annapolis, MD MLS# MDAA469158 - Image 1

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Lot 161 Foxhead Manor Road Annapolis, MD MLS# MDAA469158 - Image 8

Lot 161 Foxhead Manor Road Annapolis, MD MLS# MDAA469158 - Image 9

1 of 9

$1,400,000

Studio

Beds

0.0

Baths

Lot 161 Foxhead Manor Road

Annapolis, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

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1 of 109

$1,399,000

Beds

5.0

Baths

7,261

Sq.Ft.

1603 Turks Cap Lily Lane

Annapolis, MD

Courtesy of TAYLOR PROPERTIES

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: 321
Estimated median home price: $650,000

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	2
$100K - 200K	4
$200K - 300K	12
$300K - 400K	43
$400K - 500K	34
$500K - 600K	53
$600K - 700K	35
$700K - 800K	24
$800K - 900K	14
$900K - 1M	14
$1M - Max	86

Homes for Sale by Type in Annapolis, MD

Property Type	Count
Single Family	139
Townhouse	56
Condo	95
Commercial	8
Rental	57
Lots and Land	20
Condo/Town/CoOp	0
CoOp	0
Multi Family	3
Mobile Home	0
Farms	0

(Data as of 3/5/2026)

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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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