Saint Michaels Maryland Homes for Sale

55 total properties

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111 Chesapeake Avenue Saint Michaels, MD MLS# MDTA2014834 - Image 1

1 of 1

$949,000

Beds

2.1

Baths

2,168

Sq.Ft.

111 Chesapeake Avenue

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 1

925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 2

925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 3

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925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 6

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925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 9

925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 10

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925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 13

925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 14

925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 15

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925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 47

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925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 60

925 Riverview Terrace Saint Michaels, MD MLS# MDTA2014744 - Image 61

Recently Listed

1 of 61

$1,190,000

Beds

2.1

Baths

2,300

Sq.Ft.

925 Riverview Terrace

Saint Michaels, MD

Courtesy of CHESAPEAKE BAY REAL ESTATE PLUS, LLC

214 Madison Avenue Saint Michaels, MD MLS# MDTA2014662 - Image 1

214 Madison Avenue Saint Michaels, MD MLS# MDTA2014662 - Image 2

214 Madison Avenue Saint Michaels, MD MLS# MDTA2014662 - Image 3

214 Madison Avenue Saint Michaels, MD MLS# MDTA2014662 - Image 4

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214 Madison Avenue Saint Michaels, MD MLS# MDTA2014662 - Image 23

Recently Listed with Virtual Tour

1 of 23

$399,000

Beds

2.0

Baths

1,743

Sq.Ft.

214 Madison Avenue

Saint Michaels, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY

THE TIME TO SELL IS NOW!

24362 Widgeon Place # 5 Saint Michaels, MD MLS# MDTA2014768 - Image 1

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24362 Widgeon Place # 5 Saint Michaels, MD MLS# MDTA2014768 - Image 28

24362 Widgeon Place # 5 Saint Michaels, MD MLS# MDTA2014768 - Image 29

24362 Widgeon Place # 5 Saint Michaels, MD MLS# MDTA2014768 - Image 30

24362 Widgeon Place # 5 Saint Michaels, MD MLS# MDTA2014768 - Image 31

Recently Listed

1 of 31

$375,000

Beds

2.0

Baths

1,800

Sq.Ft.

24362 Widgeon Place # 5

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

104 Mulberry Street Saint Michaels, MD MLS# MDTA2014766 - Image 1

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104 Mulberry Street Saint Michaels, MD MLS# MDTA2014766 - Image 74

Recently Listed

1 of 74

$1,470,000

Beds

2.1

Baths

1,938

Sq.Ft.

104 Mulberry Street

Saint Michaels, MD

Courtesy of RE/MAX ONE

703 Riverview Terrace Saint Michaels, MD MLS# MDTA2014664

$3,200,000

Beds

4.2

Baths

3,100

Sq.Ft.

703 Riverview Terrace

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

101 Seymour Saint Michaels, MD MLS# MDTA2014666 - Image 1

101 Seymour Saint Michaels, MD MLS# MDTA2014666 - Image 2

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101 Seymour Saint Michaels, MD MLS# MDTA2014666 - Image 56

1 of 56

OPEN HOUSE: Saturday 8/22 1:00 PM - 3:00 PM

$995,000

Beds

2.1

Baths

2,091

Sq.Ft.

101 Seymour

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

6905 Pea Neck Saint Michaels, MD MLS# MDTA2014500 - Image 1

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1 of 46

$1,595,000

Beds

2.1

Baths

1,983

Sq.Ft.

6905 Pea Neck

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

1007 S Talbot Street Saint Michaels, MD MLS# MDTA2014524 - Image 1

1007 S Talbot Street Saint Michaels, MD MLS# MDTA2014524 - Image 2

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1 of 28

$1,725,000

9,678

Sq.Ft.

1007 S Talbot Street

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

24896 Back Creek Saint Michaels, MD MLS# MDTA2013974 - Image 1

24896 Back Creek Saint Michaels, MD MLS# MDTA2013974 - Image 2

24896 Back Creek Saint Michaels, MD MLS# MDTA2013974 - Image 3

1 of 3

$849,800

Beds

4.1

Baths

3,452

Sq.Ft.

24896 Back Creek

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

9206 Martingham Drive Saint Michaels, MD MLS# MDTA2014180 - Image 1

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9206 Martingham Drive Saint Michaels, MD MLS# MDTA2014180 - Image 42

9206 Martingham Drive Saint Michaels, MD MLS# MDTA2014180 - Image 43

Virtual Tour

1 of 43

$600,000

Beds

2.1

Baths

2,841

Sq.Ft.

9206 Martingham Drive

Saint Michaels, MD

Courtesy of SAMSON PROPERTIES

9020 Bozman Neavitt Road Saint Michaels, MD MLS# MDTA2014168 - Image 1

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9020 Bozman Neavitt Road Saint Michaels, MD MLS# MDTA2014168 - Image 38

1 of 38

$1,995,000

Beds

2.1

Baths

3,028

Sq.Ft.

9020 Bozman Neavitt Road

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

204 E Marengo Street Saint Michaels, MD MLS# MDTA2014132 - Image 1

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204 E Marengo Street Saint Michaels, MD MLS# MDTA2014132 - Image 72

Virtual Tour

1 of 72

$549,999

Beds

1.0

Baths

1,200

Sq.Ft.

204 E Marengo Street

Saint Michaels, MD

Courtesy of COMPASS

23776 Mount Pleasant Landing Saint Michaels, MD MLS# MDTA2014128 - Image 1

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Virtual Tour

1 of 95

$1,795,000

Beds

2.0

Baths

2,160

Sq.Ft.

23776 Mount Pleasant Landing

Saint Michaels, MD

Courtesy of SHORE LIVING REAL ESTATE

344 Perry Cabin Drive Saint Michaels, MD MLS# MDTA2014064 - Image 1

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344 Perry Cabin Drive Saint Michaels, MD MLS# MDTA2014064 - Image 63

344 Perry Cabin Drive Saint Michaels, MD MLS# MDTA2014064 - Image 64

Virtual Tour

1 of 64

$1,300,000

Beds

2.1

Baths

1,836

Sq.Ft.

344 Perry Cabin Drive

Saint Michaels, MD

Courtesy of CHESAPEAKE BAY REAL ESTATE PLUS, LLC

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

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Virtual Tour

1 of 42

$489,000

Beds

3.0

Baths

2,100

Sq.Ft.

24375 Widgeon # 37

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

8209 Tricefield Saint Michaels, MD MLS# MDTA2013748 - Image 1

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1 of 63

$2,250,000

Beds

2.0

Baths

4,706

Sq.Ft.

8209 Tricefield

Saint Michaels, MD

Courtesy of CHESAPEAKE BAY REAL ESTATE PLUS, LLC

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

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Virtual Tour

1 of 32

$995,000

Beds

3.0

Baths

2,250

Sq.Ft.

109 W Marengo Street

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

24678 New Post Road Saint Michaels, MD MLS# MDTA2013978 - Image 1

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Virtual Tour

1 of 41

$3,495,000

Beds

3.2

Baths

6,404

Sq.Ft.

24678 New Post Road

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

$679,000

Beds

3.0

Baths

2,072

Sq.Ft.

24555 Deepwater Point

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: 54
Estimated median home price: $1,184,500

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	5
$500K - 600K	3
$600K - 700K	1
$700K - 800K	4
$800K - 900K	1
$900K - 1M	3
$1M - Max	29

Homes for Sale by Type in Saint Michaels, MD

Property Type	Count
Single Family	39
Townhouse	4
Condo	6
Commercial	2
Rental	8
Lots and Land	3
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 8/19/2026)

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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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