Saint Michaels Maryland Homes for Sale

43 total properties

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8620 Bozman Neavitt Saint Michaels, MD MLS# MDTA2010616 - Image 1

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8620 Bozman Neavitt Saint Michaels, MD MLS# MDTA2010616 - Image 11

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8620 Bozman Neavitt Saint Michaels, MD MLS# MDTA2010616 - Image 45

8620 Bozman Neavitt Saint Michaels, MD MLS# MDTA2010616 - Image 46

8620 Bozman Neavitt Saint Michaels, MD MLS# MDTA2010616 - Image 47

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8620 Bozman Neavitt Saint Michaels, MD MLS# MDTA2010616 - Image 59

8620 Bozman Neavitt Saint Michaels, MD MLS# MDTA2010616 - Image 60

Virtual Tour

1 of 60

$8,495,000

Beds

7.4

Baths

17,402

Sq.Ft.

8620 Bozman Neavitt

Saint Michaels, MD

Courtesy of WASHINGTON FINE PROPERTIES, LLC

9791 Pintail Place Saint Michaels, MD MLS# MDTA2010868 - Image 1

9791 Pintail Place Saint Michaels, MD MLS# MDTA2010868 - Image 2

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9791 Pintail Place Saint Michaels, MD MLS# MDTA2010868 - Image 78

9791 Pintail Place Saint Michaels, MD MLS# MDTA2010868 - Image 79

9791 Pintail Place Saint Michaels, MD MLS# MDTA2010868 - Image 80

1 of 80

$3,475,000

Beds

4.2

Baths

7,300

Sq.Ft.

9791 Pintail Place

Saint Michaels, MD

Courtesy of COMPASS

601 Cove Road Saint Michaels, MD MLS# MDTA2012912 - Image 1

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601 Cove Road Saint Michaels, MD MLS# MDTA2012912 - Image 38

601 Cove Road Saint Michaels, MD MLS# MDTA2012912 - Image 39

Virtual Tour

1 of 39

$3,250,000

Beds

4.1

Baths

3,289

Sq.Ft.

601 Cove Road

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

THE TIME TO SELL IS NOW!

23961 Lynnewood Drive Saint Michaels, MD MLS# MDTA2012318 - Image 1

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Virtual Tour

1 of 83

OPEN HOUSE: Saturday 3/7 1:00 PM - 3:00 PM

$3,100,000

Beds

3.1

Baths

4,035

Sq.Ft.

23961 Lynnewood Drive

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

24645 Long Haul Saint Michaels, MD MLS# MDTA2012746 - Image 1

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1 of 5

OPEN HOUSE: Saturday 3/7 12:00 PM - 3:00 PM

$2,900,000

Beds

4.1

Baths

3,677

Sq.Ft.

24645 Long Haul

Saint Michaels, MD

Courtesy of COLDWELL BANKER REALTY

205 Cherry Street Saint Michaels, MD MLS# MDTA2012738 - Image 1

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205 Cherry Street Saint Michaels, MD MLS# MDTA2012738 - Image 63

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205 Cherry Street

Saint Michaels, MD

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205 Cherry Street Saint Michaels, MD MLS# MDTA2012984 - Image 1

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205 Cherry Street Saint Michaels, MD MLS# MDTA2012984 - Image 74

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938 Marea Terrace Saint Michaels, MD MLS# MDTA2012838 - Image 1

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938 Marea Terrace

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

228 Perry Cabin Drive # 228 / 226 Saint Michaels, MD MLS# MDTA2012940 - Image 1

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216 E Chew Ave Saint Michaels, MD MLS# MDTA2012450 - Image 1

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216 E Chew Ave Saint Michaels, MD MLS# MDTA2012450 - Image 132

1 of 132

$1,795,000

Beds

3.1

Baths

3,575

Sq.Ft.

216 E Chew Ave

Saint Michaels, MD

Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY

9180 Saint Michaels Saint Michaels, MD MLS# MDTA2012944 - Image 1

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Recently Listed

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$1,685,000

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Baths

4,728

Sq.Ft.

9180 Saint Michaels

Saint Michaels, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

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

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

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

Recently Listed

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$1,365,000

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Baths

2,336

Sq.Ft.

114 E Chew Avenue

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

107 W Chestnut Street Saint Michaels, MD MLS# MDTA2012552 - Image 1

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Virtual Tour

1 of 105

$1,350,000

Beds

2.0

Baths

1,914

Sq.Ft.

107 W Chestnut Street

Saint Michaels, MD

Courtesy of CHESAPEAKE BAY REAL ESTATE PLUS, LLC

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

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

Recently Listed

1 of 38

$1,284,000

Beds

2.1

Baths

1,500

Sq.Ft.

101 Mulberry Street

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

320 Perry Cabin Saint Michaels, MD MLS# MDTA2012764 - Image 1

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320 Perry Cabin Saint Michaels, MD MLS# MDTA2012764 - Image 49

320 Perry Cabin Saint Michaels, MD MLS# MDTA2012764 - Image 50

Virtual Tour

1 of 50

$1,150,000

Beds

2.1

Baths

1,557

Sq.Ft.

320 Perry Cabin

Saint Michaels, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

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

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Virtual Tour

1 of 44

$1,100,000

6,950

Sq.Ft.

1103 S Talbot Street

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

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

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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

24822 Swan Road Saint Michaels, MD MLS# MDTA2012848 - Image 1

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Virtual Tour

1 of 37

$830,000

Beds

3.0

Baths

2,439

Sq.Ft.

24822 Swan Road

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

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

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New Construction

1 of 25

$799,000

Beds

2.1

Baths

Lot 16A Meadow Street

Saint Michaels, MD

Courtesy of KELLER WILLIAMS FLAGSHIP

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

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: 43
Estimated median home price: $699,000

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	1
$200K - 300K	3
$300K - 400K	4
$400K - 500K	8
$500K - 600K	4
$600K - 700K	2
$700K - 800K	3
$800K - 900K	1
$900K - 1M	1
$1M - Max	16

Homes for Sale by Type in Saint Michaels, MD

Property Type	Count
Single Family	25
Townhouse	5
Condo	7
Commercial	3
Rental	9
Lots and Land	3
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 3/4/2026)

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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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