Saint Michaels Maryland Homes for Sale

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121 W Chestnut Saint Michaels, MD MLS# MDTA2013474 - Image 1

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1 of 57

$1,395,000

Beds

2.1

Baths

2,540

Sq.Ft.

121 W Chestnut

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

7865 Pea Neck Saint Michaels, MD MLS# MDTA2013310 - Image 1

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7865 Pea Neck Saint Michaels, MD MLS# MDTA2013310 - Image 60

New Construction

1 of 60

$1,379,800

Beds

3.1

Baths

3,332

Sq.Ft.

7865 Pea Neck

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

106 Chestnut Street E Saint Michaels, MD MLS# MDTA2013108 - Image 1

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Virtual Tour

1 of 86

$1,325,000

Beds

2.1

Baths

2,282

Sq.Ft.

106 Chestnut Street E

Saint Michaels, MD

Courtesy of TAYLOR PROPERTIES

THE TIME TO SELL IS NOW!

114 W Chestnut Street Saint Michaels, MD MLS# MDTA2013116 - Image 1

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1 of 75

$1,285,000

Beds

4.1

Baths

3,528

Sq.Ft.

114 W Chestnut Street

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

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1 of 39

$1,275,000

Beds

3.0

Baths

2,052

Sq.Ft.

202 E Chestnut Street

Saint Michaels, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

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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

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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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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

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

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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

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504 Seymour Avenue Saint Michaels, MD MLS# MDTA2013438 - Image 92

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

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109 W Marengo Street Saint Michaels, MD MLS# MDTA2013980 - Image 3

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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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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 41

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807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 43

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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 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

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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

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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

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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

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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

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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

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: 61
Estimated median home price: $1,049,000

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	32

Homes for Sale by Type in Saint Michaels, MD

Property Type	Count
Single Family	44
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 6/5/2026)

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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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Saint Michaels Maryland Homes for Sale

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Saint Michaels Maryland Homes for Sale

About Saint Michaels

Listings in Saint Michaels, MD

Estimated median home price

Homes for Sale by Price in Saint Michaels, MD

Homes for Sale by Type in Saint Michaels, MD

Find Properties in Saint Michaels, MD

Saint Michaels, MD Information

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