Annapolis Maryland Homes for Sale

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4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 1

4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 2

4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 3

4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 4

4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 5

4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 6

4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 7

4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 8

4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 9

4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 10

4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 11

4 Shiley Street Annapolis, MD MLS# MDAA2135638 - Image 12

New Construction with Virtual Tour

1 of 12

$3,285,000

Beds

5.1

Baths

5,312

Sq.Ft.

4 Shiley Street

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL 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

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 7

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 8

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 9

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 10

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 11

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 12

4 Shiley Street Annapolis, MD MLS# MDAA2136908 - Image 13

Virtual Tour

1 of 13

$1,875,000

Studio

Beds

0.0

Baths

4 Shiley Street

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

113 Bay Drive Annapolis, MD MLS# MDAA2136962 - Image 1

113 Bay Drive Annapolis, MD MLS# MDAA2136962 - Image 2

113 Bay Drive Annapolis, MD MLS# MDAA2136962 - Image 3

113 Bay Drive Annapolis, MD MLS# MDAA2136962 - Image 4

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113 Bay Drive Annapolis, MD MLS# MDAA2136962 - Image 119

1 of 119

$3,300,000

Beds

2.1

Baths

2,286

Sq.Ft.

113 Bay Drive

Annapolis, MD

Courtesy of NETREALTYNOW.COM, LLC

THE TIME TO SELL IS NOW!

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 1

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 2

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 3

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 4

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 5

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 6

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 7

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 8

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 9

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 10

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 11

700 Arundel Place Annapolis, MD MLS# MDAA2137138 - Image 12

1 of 12

$700,000

Studio

Beds

0.0

Baths

700 Arundel Place

Annapolis, MD

Courtesy of EXP REALTY, LLC

2058 Quaker Way # 12 Annapolis, MD MLS# MDAA2137224 - Image 1

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2058 Quaker Way # 12 Annapolis, MD MLS# MDAA2137224 - Image 14

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2058 Quaker Way # 12 Annapolis, MD MLS# MDAA2137224 - Image 26

2058 Quaker Way # 12 Annapolis, MD MLS# MDAA2137224 - Image 27

Virtual Tour

1 of 27

OPEN HOUSE: Saturday 3/21 11:00 AM - 2:00 PM

$372,000

Beds

2.0

Baths

1,440

Sq.Ft.

2058 Quaker Way # 12

Annapolis, MD

Courtesy of KELLER WILLIAMS SELECT REALTORS OF ANNAPOLIS

503 Harbor Drive Annapolis, MD MLS# MDAA2136690 - Image 1

503 Harbor Drive Annapolis, MD MLS# MDAA2136690 - Image 2

503 Harbor Drive Annapolis, MD MLS# MDAA2136690 - Image 3

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1 of 40

$529,000

Beds

3.0

Baths

1,920

Sq.Ft.

503 Harbor Drive

Annapolis, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY

100 Carroll Drive Annapolis, MD MLS# MDAA2126696 - Image 1

100 Carroll Drive Annapolis, MD MLS# MDAA2126696 - Image 2

100 Carroll Drive Annapolis, MD MLS# MDAA2126696 - Image 3

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100 Carroll Drive Annapolis, MD MLS# MDAA2126696 - Image 64

Virtual Tour

1 of 64

OPEN HOUSE: Sunday 3/22 12:00 PM - 2:00 PM

$649,000

Beds

2.0

Baths

1,935

Sq.Ft.

100 Carroll Drive

Annapolis, MD

Courtesy of KELLER WILLIAMS FLAGSHIP

312 Severn Avenue # W405 Annapolis, MD MLS# MDAA2135972 - Image 1

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312 Severn Avenue # W405 Annapolis, MD MLS# MDAA2135972 - Image 51

Virtual Tour

1 of 51

$515,000

Beds

1.0

Baths

660

Sq.Ft.

312 Severn Avenue # W405

Annapolis, MD

Courtesy of COMPASS

312 Severn Avenue # E407 Annapolis, MD MLS# MDAA2135974 - Image 1

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312 Severn Avenue # E407 Annapolis, MD MLS# MDAA2135974 - Image 44

312 Severn Avenue # E407 Annapolis, MD MLS# MDAA2135974 - Image 45

312 Severn Avenue # E407 Annapolis, MD MLS# MDAA2135974 - Image 46

312 Severn Avenue # E407 Annapolis, MD MLS# MDAA2135974 - Image 47

312 Severn Avenue # E407 Annapolis, MD MLS# MDAA2135974 - Image 48

312 Severn Avenue # E407 Annapolis, MD MLS# MDAA2135974 - Image 49

312 Severn Avenue # E407 Annapolis, MD MLS# MDAA2135974 - Image 50

312 Severn Avenue # E407 Annapolis, MD MLS# MDAA2135974 - Image 51

312 Severn Avenue # E407 Annapolis, MD MLS# MDAA2135974 - Image 52

312 Severn Avenue # E407 Annapolis, MD MLS# MDAA2135974 - Image 53

Virtual Tour

1 of 53

$505,000

Beds

1.0

Baths

660

Sq.Ft.

312 Severn Avenue # E407

Annapolis, MD

Courtesy of COMPASS

219 West Street Annapolis, MD MLS# MDAA2136426 - Image 1

219 West Street Annapolis, MD MLS# MDAA2136426 - Image 2

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219 West Street Annapolis, MD MLS# MDAA2136426 - Image 50

219 West Street Annapolis, MD MLS# MDAA2136426 - Image 51

219 West Street Annapolis, MD MLS# MDAA2136426 - Image 52

219 West Street Annapolis, MD MLS# MDAA2136426 - Image 53

219 West Street Annapolis, MD MLS# MDAA2136426 - Image 54

Virtual Tour

1 of 54

$1,150,000

Beds

2.2

Baths

2,080

Sq.Ft.

219 West Street

Annapolis, MD

Courtesy of COMPASS

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 1

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 2

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 3

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78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 12

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78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 18

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78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 35

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78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 37

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 38

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 39

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 40

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 41

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 42

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 43

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 44

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 45

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 46

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 47

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 48

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 49

78 Old Mill Bottom Road N # 409 Annapolis, MD MLS# MDAA2137136 - Image 50

Adult Community

1 of 50

OPEN HOUSE: Sunday 3/22 10:00 AM - 12:00 PM

$530,000

Beds

2.0

Baths

1,210

Sq.Ft.

78 Old Mill Bottom Road N # 409

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

312 Severn Avenue # W 401 Annapolis, MD MLS# MDAA2137140 - Image 1

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312 Severn Avenue # W 401 Annapolis, MD MLS# MDAA2137140 - Image 39

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312 Severn Avenue # W 401 Annapolis, MD MLS# MDAA2137140 - Image 41

312 Severn Avenue # W 401 Annapolis, MD MLS# MDAA2137140 - Image 42

312 Severn Avenue # W 401 Annapolis, MD MLS# MDAA2137140 - Image 43

312 Severn Avenue # W 401 Annapolis, MD MLS# MDAA2137140 - Image 44

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312 Severn Avenue # W 401 Annapolis, MD MLS# MDAA2137140 - Image 47

312 Severn Avenue # W 401 Annapolis, MD MLS# MDAA2137140 - Image 48

312 Severn Avenue # W 401 Annapolis, MD MLS# MDAA2137140 - Image 49

1 of 49

$485,000

Beds

1.0

Baths

660

Sq.Ft.

312 Severn Avenue # W 401

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

1011 Hanson Street Annapolis, MD MLS# MDAA2136940 - Image 1

1011 Hanson Street Annapolis, MD MLS# MDAA2136940 - Image 2

1011 Hanson Street Annapolis, MD MLS# MDAA2136940 - Image 3

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1011 Hanson Street Annapolis, MD MLS# MDAA2136940 - Image 39

1011 Hanson Street Annapolis, MD MLS# MDAA2136940 - Image 40

1011 Hanson Street Annapolis, MD MLS# MDAA2136940 - Image 41

1011 Hanson Street Annapolis, MD MLS# MDAA2136940 - Image 42

1011 Hanson Street Annapolis, MD MLS# MDAA2136940 - Image 43

Virtual Tour

1 of 43

$549,000

Beds

3.0

Baths

2,172

Sq.Ft.

1011 Hanson Street

Annapolis, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

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

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

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

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

1 of 56

$1,880,000

Beds

5.0

Baths

3,828

Sq.Ft.

116 Academy Street

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 1

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 2

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 3

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2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 13

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 14

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2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 53

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 54

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 55

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 56

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2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 58

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2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 60

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 61

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 62

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 63

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 64

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 65

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 66

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 67

2215 Chesapeake Harbour Drive E Annapolis, MD MLS# MDAA2131678 - Image 68

Virtual Tour

1 of 68

$2,300,000

Beds

3.1

Baths

3,086

Sq.Ft.

2215 Chesapeake Harbour Drive E

Annapolis, MD

Courtesy of DOUGLAS REALTY LLC

79 Charles Street Annapolis, MD MLS# MDAA2136158 - Image 1

79 Charles Street Annapolis, MD MLS# MDAA2136158 - Image 2

79 Charles Street Annapolis, MD MLS# MDAA2136158 - Image 3

79 Charles Street Annapolis, MD MLS# MDAA2136158 - Image 4

79 Charles Street Annapolis, MD MLS# MDAA2136158 - Image 5

79 Charles Street Annapolis, MD MLS# MDAA2136158 - Image 6

79 Charles Street Annapolis, MD MLS# MDAA2136158 - Image 7

79 Charles Street Annapolis, MD MLS# MDAA2136158 - Image 8

79 Charles Street Annapolis, MD MLS# MDAA2136158 - Image 9

79 Charles Street Annapolis, MD MLS# MDAA2136158 - Image 10

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79 Charles Street Annapolis, MD MLS# MDAA2136158 - Image 50

Virtual Tour

1 of 50

$750,000

Beds

1.1

Baths

1,240

Sq.Ft.

79 Charles Street

Annapolis, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

1915 Towne Centre Boulevard # 1004 Annapolis, MD MLS# MDAA2137020 - Image 1

1915 Towne Centre Boulevard # 1004 Annapolis, MD MLS# MDAA2137020 - Image 2

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1915 Towne Centre Boulevard # 1004 Annapolis, MD MLS# MDAA2137020 - Image 57

1 of 57

$949,000

Beds

2.0

Baths

1,794

Sq.Ft.

1915 Towne Centre Boulevard # 1004

Annapolis, MD

Courtesy of COLDWELL BANKER REALTY

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 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

933 Breakwater Drive Annapolis, MD MLS# MDAA2137034 - Image 1

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933 Breakwater Drive Annapolis, MD MLS# MDAA2137034 - Image 19

933 Breakwater Drive Annapolis, MD MLS# MDAA2137034 - Image 20

Virtual Tour

1 of 20

$390,000

Beds

2.1

Baths

1,319

Sq.Ft.

933 Breakwater Drive

Annapolis, MD

Courtesy of RE/MAX LEADING EDGE

303 Pytchley Run Annapolis, MD MLS# MDAA2136786 - Image 1

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303 Pytchley Run Annapolis, MD MLS# MDAA2136786 - Image 41

303 Pytchley Run Annapolis, MD MLS# MDAA2136786 - Image 42

Virtual Tour

1 of 42

$749,900

Beds

2.1

Baths

2,668

Sq.Ft.

303 Pytchley Run

Annapolis, MD

Courtesy of HUBBLE BISBEE CHRISTIE'S INTERNATIONAL REAL ESTATE

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: 367
Estimated median home price: $675,000

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	4
$200K - 300K	14
$300K - 400K	50
$400K - 500K	33
$500K - 600K	56
$600K - 700K	40
$700K - 800K	28
$800K - 900K	25
$900K - 1M	19
$1M - Max	95

Homes for Sale by Type in Annapolis, MD

Property Type	Count
Single Family	171
Townhouse	52
Condo	112
Commercial	8
Rental	58
Lots and Land	20
Condo/Town/CoOp	0
CoOp	0
Multi Family	4
Mobile Home	0
Farms	0

(Data as of 3/18/2026)

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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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