Annapolis Maryland Homes for Sale

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3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 1

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 2

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 3

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 4

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3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 7

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 8

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 9

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 10

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 11

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 12

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 13

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 14

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 15

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 16

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 17

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 18

3328 Shore Drive Annapolis, MD MLS# MDAA2144406 - Image 19

Recently Listed

1 of 19

$675,000

Beds

2.1

Baths

1,824

Sq.Ft.

3328 Shore Drive

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 1

1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 2

1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 3

1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 4

1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 5

1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 6

1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 7

1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 8

1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 9

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1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 15

1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 16

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1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 19

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1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 21

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1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 35

1402 Insey Rd Annapolis, MD MLS# MDAA2145384 - Image 36

Recently Listed

1 of 36

$830,000

Beds

3.1

Baths

3,148

Sq.Ft.

1402 Insey Rd

Annapolis, MD

Courtesy of HUTCHINS PROPERTIES

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 1

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 2

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 3

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1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 53

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 54

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 55

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 56

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 57

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 58

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 59

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 60

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 61

1126 Mainsail Drive Annapolis, MD MLS# MDAA2145432 - Image 62

Recently Listed with Virtual Tour

1 of 62

$865,000

Beds

2.1

Baths

1,800

Sq.Ft.

1126 Mainsail Drive

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

THE TIME TO SELL IS NOW!

2056 Gate Drive Annapolis, MD MLS# MDAA2144666 - Image 1

2056 Gate Drive Annapolis, MD MLS# MDAA2144666 - Image 2

2056 Gate Drive Annapolis, MD MLS# MDAA2144666 - Image 3

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2056 Gate Drive Annapolis, MD MLS# MDAA2144666 - Image 25

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2056 Gate Drive Annapolis, MD MLS# MDAA2144666 - Image 31

2056 Gate Drive Annapolis, MD MLS# MDAA2144666 - Image 32

1 of 32

$469,900

Beds

2.1

Baths

2,244

Sq.Ft.

2056 Gate Drive

Annapolis, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

121 Conley Drive Annapolis, MD MLS# MDAA2144702 - Image 1

121 Conley Drive Annapolis, MD MLS# MDAA2144702 - Image 2

121 Conley Drive Annapolis, MD MLS# MDAA2144702 - Image 3

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121 Conley Drive Annapolis, MD MLS# MDAA2144702 - Image 36

121 Conley Drive Annapolis, MD MLS# MDAA2144702 - Image 37

121 Conley Drive Annapolis, MD MLS# MDAA2144702 - Image 38

1 of 38

$330,000

Beds

1.1

Baths

1,280

Sq.Ft.

121 Conley Drive

Annapolis, MD

Courtesy of KELLER WILLIAMS PREFERRED PROPERTIES

130 Summer Village Drive Annapolis, MD MLS# MDAA2144804 - Image 1

130 Summer Village Drive Annapolis, MD MLS# MDAA2144804 - Image 2

130 Summer Village Drive Annapolis, MD MLS# MDAA2144804 - Image 3

130 Summer Village Drive Annapolis, MD MLS# MDAA2144804 - Image 4

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130 Summer Village Drive Annapolis, MD MLS# MDAA2144804 - Image 39

130 Summer Village Drive Annapolis, MD MLS# MDAA2144804 - Image 40

1 of 40

OPEN HOUSE: Saturday 6/6 12:00 PM - 2:00 PM

$625,000

Beds

2.2

Baths

2,488

Sq.Ft.

130 Summer Village Drive

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

1701 Delage Lane Annapolis, MD MLS# MDAA2145174 - Image 1

1701 Delage Lane Annapolis, MD MLS# MDAA2145174 - Image 2

1701 Delage Lane Annapolis, MD MLS# MDAA2145174 - Image 3

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1701 Delage Lane Annapolis, MD MLS# MDAA2145174 - Image 45

1 of 45

$599,000

Beds

1.1

Baths

1,960

Sq.Ft.

1701 Delage Lane

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

15 Landings Court Annapolis, MD MLS# MDAA2145304 - Image 1

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15 Landings Court Annapolis, MD MLS# MDAA2145304 - Image 55

Virtual Tour

1 of 55

$575,000

Beds

3.1

Baths

1,736

Sq.Ft.

15 Landings Court

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 1

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2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 34

2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 35

2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 36

2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 37

2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 38

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2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 40

2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 41

2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 42

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2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 55

2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 56

2121 Quay Village Court # 202 Annapolis, MD MLS# MDAA2144958 - Image 57

1 of 57

$775,000

Beds

2.0

Baths

1,553

Sq.Ft.

2121 Quay Village Court # 202

Annapolis, MD

Courtesy of RE/MAX LEADING EDGE

105 Mansion Drive Annapolis, MD MLS# MDAA2145092 - Image 1

105 Mansion Drive Annapolis, MD MLS# MDAA2145092 - Image 2

105 Mansion Drive Annapolis, MD MLS# MDAA2145092 - Image 3

105 Mansion Drive Annapolis, MD MLS# MDAA2145092 - Image 4

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105 Mansion Drive Annapolis, MD MLS# MDAA2145092 - Image 14

105 Mansion Drive Annapolis, MD MLS# MDAA2145092 - Image 15

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105 Mansion Drive Annapolis, MD MLS# MDAA2145092 - Image 28

105 Mansion Drive Annapolis, MD MLS# MDAA2145092 - Image 29

1 of 29

$550,000

Beds

1.0

Baths

1,240

Sq.Ft.

105 Mansion Drive

Annapolis, MD

Courtesy of EXP REALTY, LLC

3448 Cohasset Avenue Annapolis, MD MLS# MDAA2142830 - Image 1

3448 Cohasset Avenue Annapolis, MD MLS# MDAA2142830 - Image 2

3448 Cohasset Avenue Annapolis, MD MLS# MDAA2142830 - Image 3

3448 Cohasset Avenue Annapolis, MD MLS# MDAA2142830 - Image 4

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3448 Cohasset Avenue Annapolis, MD MLS# MDAA2142830 - Image 7

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3448 Cohasset Avenue Annapolis, MD MLS# MDAA2142830 - Image 14

3448 Cohasset Avenue Annapolis, MD MLS# MDAA2142830 - Image 15

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3448 Cohasset Avenue Annapolis, MD MLS# MDAA2142830 - Image 30

1 of 30

$585,000

Beds

2.1

Baths

2,160

Sq.Ft.

3448 Cohasset Avenue

Annapolis, MD

Courtesy of CUMMINGS & CO. REALTORS

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 1

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 2

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 3

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 4

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44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 15

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 16

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 17

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 18

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44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 21

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44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 41

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44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 43

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44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 45

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 46

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 47

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 48

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 49

44 Belle Court Annapolis, MD MLS# MDAA2144956 - Image 50

Virtual Tour

1 of 50

$299,000

Beds

1.1

Baths

1,008

Sq.Ft.

44 Belle Court

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

1108 Crestview Drive Annapolis, MD MLS# MDAA2145072 - Image 1

1108 Crestview Drive Annapolis, MD MLS# MDAA2145072 - Image 2

1108 Crestview Drive Annapolis, MD MLS# MDAA2145072 - Image 3

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1108 Crestview Drive Annapolis, MD MLS# MDAA2145072 - Image 42

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1108 Crestview Drive Annapolis, MD MLS# MDAA2145072 - Image 44

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1108 Crestview Drive Annapolis, MD MLS# MDAA2145072 - Image 47

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1108 Crestview Drive Annapolis, MD MLS# MDAA2145072 - Image 49

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1108 Crestview Drive Annapolis, MD MLS# MDAA2145072 - Image 53

1108 Crestview Drive Annapolis, MD MLS# MDAA2145072 - Image 54

1108 Crestview Drive Annapolis, MD MLS# MDAA2145072 - Image 55

1 of 55

$649,000

Beds

2.1

Baths

2,318

Sq.Ft.

1108 Crestview Drive

Annapolis, MD

Courtesy of KELLY AND CO REALTY, LLC

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 1

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 2

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 3

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 4

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2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 6

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 7

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 8

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 9

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2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 13

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 14

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2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 18

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2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 21

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2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 25

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 26

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 27

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 28

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 29

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 30

2666 Pemaquid Court Annapolis, MD MLS# MDAA2143954 - Image 31

Adult Community

1 of 31

$719,900

Beds

2.0

Baths

1,464

Sq.Ft.

2666 Pemaquid Court

Annapolis, MD

Courtesy of RE/MAX LEADING EDGE

631 Admiral Drive # 302 Annapolis, MD MLS# MDAA2144778 - Image 1

631 Admiral Drive # 302 Annapolis, MD MLS# MDAA2144778 - Image 2

631 Admiral Drive # 302 Annapolis, MD MLS# MDAA2144778 - Image 3

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631 Admiral Drive # 302 Annapolis, MD MLS# MDAA2144778 - Image 28

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631 Admiral Drive # 302 Annapolis, MD MLS# MDAA2144778 - Image 31

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631 Admiral Drive # 302 Annapolis, MD MLS# MDAA2144778 - Image 33

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631 Admiral Drive # 302 Annapolis, MD MLS# MDAA2144778 - Image 35

631 Admiral Drive # 302 Annapolis, MD MLS# MDAA2144778 - Image 36

631 Admiral Drive # 302 Annapolis, MD MLS# MDAA2144778 - Image 37

Virtual Tour

1 of 37

$329,900

Beds

2.0

Baths

1,341

Sq.Ft.

631 Admiral Drive # 302

Annapolis, MD

Courtesy of KELLER WILLIAMS FLAGSHIP

2977 Southaven Drive Annapolis, MD MLS# MDAA2144784 - Image 1

2977 Southaven Drive Annapolis, MD MLS# MDAA2144784 - Image 2

2977 Southaven Drive Annapolis, MD MLS# MDAA2144784 - Image 3

2977 Southaven Drive Annapolis, MD MLS# MDAA2144784 - Image 4

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2977 Southaven Drive Annapolis, MD MLS# MDAA2144784 - Image 43

2977 Southaven Drive Annapolis, MD MLS# MDAA2144784 - Image 44

1 of 44

$799,900

Beds

4.0

Baths

1,936

Sq.Ft.

2977 Southaven Drive

Annapolis, MD

Courtesy of REAL BROKER, LLC - CHESTER

50-E Hearthstone Court Annapolis, MD MLS# MDAA2143694 - Image 1

50-E Hearthstone Court Annapolis, MD MLS# MDAA2143694 - Image 2

50-E Hearthstone Court Annapolis, MD MLS# MDAA2143694 - Image 3

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50-E Hearthstone Court Annapolis, MD MLS# MDAA2143694 - Image 9

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50-E Hearthstone Court Annapolis, MD MLS# MDAA2143694 - Image 13

50-E Hearthstone Court Annapolis, MD MLS# MDAA2143694 - Image 14

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50-E Hearthstone Court Annapolis, MD MLS# MDAA2143694 - Image 35

50-E Hearthstone Court Annapolis, MD MLS# MDAA2143694 - Image 36

50-E Hearthstone Court Annapolis, MD MLS# MDAA2143694 - Image 37

1 of 37

$350,000

Beds

2.1

Baths

1,620

Sq.Ft.

50-E Hearthstone Court

Annapolis, MD

Courtesy of RE/MAX LEADING EDGE

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 1

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 2

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 3

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 4

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 5

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 6

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 7

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 8

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 9

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 10

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 11

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 12

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 13

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 14

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 15

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 16

605 Melvin Avenue Annapolis, MD MLS# MDAA2144740 - Image 17

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1 of 43

$625,000

Beds

1.1

Baths

1,492

Sq.Ft.

605 Melvin Avenue

Annapolis, MD

Courtesy of LAURA LITTEN REAL ESTATE

40-L Greystone Court # L Annapolis, MD MLS# MDAA2144856 - Image 1

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1 of 40

$299,900

Beds

2.0

Baths

1,229

Sq.Ft.

40-L Greystone Court # L

Annapolis, MD

Courtesy of ENGEL & VOLKERS ANNAPOLIS

21 Woodlawn Avenue Annapolis, MD MLS# MDAA2144864 - Image 1

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Virtual Tour

1 of 52

$849,000

Beds

2.0

Baths

1,442

Sq.Ft.

21 Woodlawn Avenue

Annapolis, MD

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: 458
Estimated median home price: $725,000

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	20
$300K - 400K	34
$400K - 500K	43
$500K - 600K	64
$600K - 700K	54
$700K - 800K	27
$800K - 900K	35
$900K - 1M	23
$1M - Max	152

Homes for Sale by Type in Annapolis, MD

Property Type	Count
Single Family	255
Townhouse	65
Condo	110
Commercial	8
Rental	70
Lots and Land	18
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 6/2/2026)

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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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