Saint Michaels Maryland Homes for Sale

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114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 1

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 2

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 3

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 4

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114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 9

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 10

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 11

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 12

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 13

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 14

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 15

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 16

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 17

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 18

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 19

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 20

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 21

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114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 38

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 39

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 40

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 41

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 42

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 43

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 44

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114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 46

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 47

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 48

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 49

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 50

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 51

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 52

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 53

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 54

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 55

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 56

114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948 - Image 57

1 of 57

$1,250,000

Beds

2.1

Baths

2,336

Sq.Ft.

114 E Chew Avenue

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

208 N Talbot Saint Michaels, MD MLS# MDTA2013808 - Image 1

208 N Talbot Saint Michaels, MD MLS# MDTA2013808 - Image 2

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208 N Talbot Saint Michaels, MD MLS# MDTA2013808 - Image 31

1 of 31

$1,250,000

4,111

Sq.Ft.

208 N Talbot

Saint Michaels, MD

Courtesy of KELLER WILLIAMS SELECT REALTORS OF EASTON

101 Mulberry Street Saint Michaels, MD MLS# MDTA2013022 - Image 1

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101 Mulberry Street Saint Michaels, MD MLS# MDTA2013022 - Image 28

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101 Mulberry Street Saint Michaels, MD MLS# MDTA2013022 - Image 38

1 of 38

OPEN HOUSE: Friday 6/5 12:00 PM - 2:00 PM

$1,194,000

Beds

2.1

Baths

1,500

Sq.Ft.

101 Mulberry Street

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

THE TIME TO SELL IS NOW!

107 E Chestnut Saint Michaels, MD MLS# MDTA2013968 - Image 1

107 E Chestnut Saint Michaels, MD MLS# MDTA2013968 - Image 2

107 E Chestnut Saint Michaels, MD MLS# MDTA2013968 - Image 3

107 E Chestnut Saint Michaels, MD MLS# MDTA2013968 - Image 4

1 of 4

$1,165,000

Beds

2.0

Baths

2,024

Sq.Ft.

107 E Chestnut

Saint Michaels, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

1103 S Talbot Street Saint Michaels, MD MLS# MDTA2008124 - Image 1

1103 S Talbot Street Saint Michaels, MD MLS# MDTA2008124 - Image 2

1103 S Talbot Street Saint Michaels, MD MLS# MDTA2008124 - Image 3

1103 S Talbot Street Saint Michaels, MD MLS# MDTA2008124 - Image 4

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1103 S Talbot Street Saint Michaels, MD MLS# MDTA2008124 - Image 42

1103 S Talbot Street Saint Michaels, MD MLS# MDTA2008124 - Image 43

1103 S Talbot Street Saint Michaels, MD MLS# MDTA2008124 - Image 44

Virtual Tour

1 of 44

$1,100,000

6,950

Sq.Ft.

1103 S Talbot Street

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

504 Seymour Avenue Saint Michaels, MD MLS# MDTA2013438 - Image 1

504 Seymour Avenue Saint Michaels, MD MLS# MDTA2013438 - Image 2

504 Seymour Avenue Saint Michaels, MD MLS# MDTA2013438 - Image 3

504 Seymour Avenue Saint Michaels, MD MLS# MDTA2013438 - Image 4

504 Seymour Avenue Saint Michaels, MD MLS# MDTA2013438 - Image 5

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504 Seymour Avenue Saint Michaels, MD MLS# MDTA2013438 - Image 93

Virtual Tour

1 of 93

$1,049,000

Beds

2.1

Baths

2,200

Sq.Ft.

504 Seymour Avenue

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

109 W Marengo Street Saint Michaels, MD MLS# MDTA2013980 - Image 1

109 W Marengo Street Saint Michaels, MD MLS# MDTA2013980 - Image 2

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Recently Listed with Virtual Tour

1 of 32

$1,049,000

Beds

3.0

Baths

2,250

Sq.Ft.

109 W Marengo Street

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

108 Miles Avenue Saint Michaels, MD MLS# MDTA2012368 - Image 1

108 Miles Avenue Saint Michaels, MD MLS# MDTA2012368 - Image 2

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108 Miles Avenue Saint Michaels, MD MLS# MDTA2012368 - Image 25

New Construction

1 of 25

$999,000

Beds

2.1

Baths

108 Miles Avenue

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 1

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 2

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807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 48

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 49

1 of 49

OPEN HOUSE: Sunday 6/7 10:00 AM - 12:30 PM

$849,900

Beds

2.1

Baths

2,027

Sq.Ft.

807 Radcliff Avenue

Saint Michaels, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 1

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 2

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 3

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Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 13

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 14

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 15

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 16

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Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 19

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 20

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 21

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 22

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 23

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 24

Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414 - Image 25

New Construction

1 of 25

$799,000

Beds

2.1

Baths

Lot 16A Meadow Street

Saint Michaels, MD

Courtesy of KELLER WILLIAMS FLAGSHIP

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 1

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 2

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 3

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9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 72

1 of 72

$795,000

Beds

3.0

Baths

1,988

Sq.Ft.

9359 Martingham

Saint Michaels, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358 - Image 1

108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358 - Image 2

108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358 - Image 3

108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358 - Image 4

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108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358 - Image 16

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108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358 - Image 18

108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358 - Image 19

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108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358 - Image 22

108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358 - Image 23

108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358 - Image 24

108 Miles Avenue Saint Michaels, MD MLS# MDTA2012358 - Image 25

New Construction

1 of 25

$779,000

Beds

2.0

Baths

1,710

Sq.Ft.

108 Miles Avenue

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

24555 Deepwater Point Saint Michaels, MD MLS# MDTA2013746 - Image 1

24555 Deepwater Point Saint Michaels, MD MLS# MDTA2013746 - Image 2

24555 Deepwater Point Saint Michaels, MD MLS# MDTA2013746 - Image 3

24555 Deepwater Point Saint Michaels, MD MLS# MDTA2013746 - Image 4

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24555 Deepwater Point Saint Michaels, MD MLS# MDTA2013746 - Image 9

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24555 Deepwater Point Saint Michaels, MD MLS# MDTA2013746 - Image 22

24555 Deepwater Point Saint Michaels, MD MLS# MDTA2013746 - Image 23

24555 Deepwater Point Saint Michaels, MD MLS# MDTA2013746 - Image 24

1 of 24

$779,000

Beds

3.0

Baths

2,072

Sq.Ft.

24555 Deepwater Point

Saint Michaels, MD

Courtesy of CHESAPEAKE BAY REAL ESTATE PLUS, LLC

24977 Back Creek Drive Saint Michaels, MD MLS# MDTA2010224 - Image 1

24977 Back Creek Drive Saint Michaels, MD MLS# MDTA2010224 - Image 2

24977 Back Creek Drive Saint Michaels, MD MLS# MDTA2010224 - Image 3

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24977 Back Creek Drive Saint Michaels, MD MLS# MDTA2010224 - Image 69

24977 Back Creek Drive Saint Michaels, MD MLS# MDTA2010224 - Image 70

1 of 70

$699,999

Beds

3.1

Baths

3,010

Sq.Ft.

24977 Back Creek Drive

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

9206 Martingham Drive Saint Michaels, MD MLS# MDTA2013200 - Image 1

9206 Martingham Drive Saint Michaels, MD MLS# MDTA2013200 - Image 2

9206 Martingham Drive Saint Michaels, MD MLS# MDTA2013200 - Image 3

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9206 Martingham Drive Saint Michaels, MD MLS# MDTA2013200 - Image 80

9206 Martingham Drive Saint Michaels, MD MLS# MDTA2013200 - Image 81

Virtual Tour

1 of 81

$699,000

Beds

2.1

Baths

2,841

Sq.Ft.

9206 Martingham Drive

Saint Michaels, MD

Courtesy of CHESAPEAKE BAY REAL ESTATE PLUS, LLC

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 1

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 2

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 3

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Virtual Tour

1 of 50

$649,000

Beds

3.0

Baths

2,144

Sq.Ft.

24561 Deepwater Point

Saint Michaels, MD

Courtesy of CHESAPEAKE BAY REAL ESTATE PLUS, LLC

204 E Marengo Street Saint Michaels, MD MLS# MDTA2013184 - Image 1

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Virtual Tour

1 of 72

$599,000

Beds

1.0

Baths

1,200

Sq.Ft.

204 E Marengo Street

Saint Michaels, MD

Courtesy of COMPASS

204 Lincoln Saint Michaels, MD MLS# MDTA2013092 - Image 1

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1 of 27

$598,000

Beds

2.0

Baths

2,348

Sq.Ft.

204 Lincoln

Saint Michaels, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

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1 of 36

OPEN HOUSE: Saturday 6/6 11:00 AM - 1:00 PM

$539,500

Beds

2.0

Baths

1,456

Sq.Ft.

113 Gloria

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

24375 Widgeon # 37 Saint Michaels, MD MLS# MDTA2013878 - Image 1

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Virtual Tour

1 of 50

OPEN HOUSE: Friday 6/5 2:00 PM - 4:00 PM

$499,999

Beds

3.0

Baths

2,100

Sq.Ft.

24375 Widgeon # 37

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

About Saint Michaels

Located on the picturesque banks of the Miles River, the storybook setting of this pleasant harbor village attracts visitors by land and sea. St. Michaels offers a pleasing mix of unique shops, fascinating museums and fine dining establishments, with all the charm of a colonial village. However, you don’t have to stroll through a museum exhibit to see remnants of the harbor’s illustrious past. Ancient clippers, schooners, skipjacks, log canoes, and bugeyes are all part of the dock atmosphere, along with hard-working watermen and pleasure boaters. The quiet charm of this peaceful haven is most evident along historic streets lined with meticulously restored homes. Today, St. Michaels attracts those who desire to escape the rush of city life or boating and sailing enthusiasts who want to live in close proximity to the waterfront.

Listings in Saint Michaels, MD: 60
Estimated median home price: $1,074,500

Saint Michaels MD Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Saint Michaels, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Saint Michaels, MD.

Homes for Sale by Price in Saint Michaels, MD

Price	Count
$0 - 100K	0
$100K - 200K	0
$200K - 300K	3
$300K - 400K	5
$400K - 500K	9
$500K - 600K	3
$600K - 700K	3
$700K - 800K	4
$800K - 900K	1
$900K - 1M	1
$1M - Max	31

Homes for Sale by Type in Saint Michaels, MD

Property Type	Count
Single Family	43
Townhouse	5
Condo	7
Commercial	2
Rental	4
Lots and Land	3
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 6/4/2026)

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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.

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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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