Saint Michaels Maryland Homes for Sale

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360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 1

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 2

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 3

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 4

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 5

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 6

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 7

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 8

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 9

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 10

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 11

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 12

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 13

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 14

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 15

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 16

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 17

360 Perry Cabin Saint Michaels, MD MLS# MDTA2013642 - Image 18

Recently Listed

1 of 18

$965,000

Beds

2.1

Baths

1,836

Sq.Ft.

360 Perry Cabin

Saint Michaels, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 1

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 2

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 3

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 4

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 5

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 6

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 7

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 8

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 9

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 10

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 11

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 12

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 13

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 14

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 15

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 16

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 17

1205 - 1206 Washington Drive Saint Michaels, MD MLS# MDTA2013652 - Image 18

Recently Listed

1 of 18

$499,900

Beds

2.2

Baths

2,420

Sq.Ft.

1205 - 1206 Washington Drive

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

314 Cove View # 5B Saint Michaels, MD MLS# MDTA2013356 - Image 1

1 of 1

$498,000

Beds

2.0

Baths

1,540

Sq.Ft.

314 Cove View # 5B

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

THE TIME TO SELL IS NOW!

24580 Deepwater Point # 2 Saint Michaels, MD MLS# MDTA2013606 - Image 1

1 of 1

$409,500

Beds

2.0

Baths

24580 Deepwater Point # 2

Saint Michaels, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

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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24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 5

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 6

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 7

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 8

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 9

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 10

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 11

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 12

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 13

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 14

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 15

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 16

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 17

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 18

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 19

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24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 40

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24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 49

24561 Deepwater Point Saint Michaels, MD MLS# MDTA2013582 - Image 50

Recently Listed with Virtual Tour

1 of 50

$699,000

Beds

3.0

Baths

2,144

Sq.Ft.

24561 Deepwater Point

Saint Michaels, MD

Courtesy of CHESAPEAKE BAY REAL ESTATE PLUS, LLC

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 1

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 2

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 3

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 4

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 5

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 6

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 7

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 8

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 9

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24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 11

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 12

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 13

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 14

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 15

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 16

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 17

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 18

24700 Deepwater Point # 23 Saint Michaels, MD MLS# MDTA2013354 - Image 19

Recently Listed

1 of 19

$375,000

Beds

2.1

Baths

1,487

Sq.Ft.

24700 Deepwater Point # 23

Saint Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

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

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

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 3

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 4

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 5

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 6

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 7

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 8

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 9

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 10

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 11

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 12

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 13

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 14

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 15

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 16

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 17

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 18

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 19

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807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 24

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 25

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 26

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 27

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 28

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 29

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 30

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 31

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 32

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 33

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 34

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 35

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 36

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 37

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 38

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 39

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 40

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 41

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 42

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

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 44

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 45

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 46

807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534 - Image 47

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

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

Recently Listed

1 of 49

OPEN HOUSE: Saturday 5/2 12:00 PM - 3:00 PM

$859,900

Beds

2.1

Baths

2,027

Sq.Ft.

807 Radcliff Avenue

Saint Michaels, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 1

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 2

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 3

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 4

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 5

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 6

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 7

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 8

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 9

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 10

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 11

214 Talbot Saint Michaels, MD MLS# MDTA2013564 - Image 12

Recently Listed

1 of 12

$250,000

180

Sq.Ft.

214 Talbot

Saint Michaels, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

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

204 Lincoln Saint Michaels, MD MLS# MDTA2013092 - Image 2

204 Lincoln Saint Michaels, MD MLS# MDTA2013092 - Image 3

204 Lincoln Saint Michaels, MD MLS# MDTA2013092 - Image 4

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204 Lincoln Saint Michaels, MD MLS# MDTA2013092 - Image 16

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204 Lincoln Saint Michaels, MD MLS# MDTA2013092 - Image 26

204 Lincoln Saint Michaels, MD MLS# MDTA2013092 - Image 27

Recently Listed

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.

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

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 4

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9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 6

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 7

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 8

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 9

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 10

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 11

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 12

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 13

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 14

9359 Martingham Saint Michaels, MD MLS# MDTA2013550 - Image 15

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

Recently Listed

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.

24830 Deepwater Point Drive Saint Michaels, MD MLS# MDTA2013512 - Image 1

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1 of 75

$2,425,000

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2,875

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24830 Deepwater Point Drive

Saint Michaels, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

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

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Recently Listed with Virtual Tour

1 of 93

$1,200,000

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Sq.Ft.

504 Seymour Avenue

Saint Michaels, MD

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

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1 of 57

$1,395,000

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Baths

2,540

Sq.Ft.

121 W Chestnut

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

203 Chew Avenue E Saint Michaels, MD MLS# MDTA2013148 - Image 1

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1 of 93

$2,538,000

Beds

5.1

Baths

4,673

Sq.Ft.

203 Chew Avenue E

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

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

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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

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

Deepwater Point Saint Michaels, MD MLS# MDTA2013260 - Image 1

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1 of 41

$249,000

Studio

Beds

0.0

Baths

Deepwater Point

Saint Michaels, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

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1 of 36

OPEN HOUSE: Saturday 5/2 12:00 PM - 2:00 PM

$539,500

Beds

2.0

Baths

1,456

Sq.Ft.

113 Gloria

Saint Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

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New Construction

1 of 105

OPEN HOUSE: Saturday 5/2 1:00 PM - 3:00 PM

$1,985,000

Beds

3.0

Baths

2,622

Sq.Ft.

303 Manor

Saint Michaels, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

222 Chestnut Saint Michaels, MD MLS# MDTA2013140 - Image 1

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Virtual Tour

1 of 59

$1,885,000

Beds

2.1

Baths

2,284

Sq.Ft.

222 Chestnut

Saint Michaels, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

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: 58
Estimated median home price: $912,450

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	4
$300K - 400K	4
$400K - 500K	8
$500K - 600K	5
$600K - 700K	2
$700K - 800K	5
$800K - 900K	1
$900K - 1M	2
$1M - Max	27

Homes for Sale by Type in Saint Michaels, MD

Property Type	Count
Single Family	40
Townhouse	6
Condo	6
Commercial	3
Rental	5
Lots and Land	3
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 5/2/2026)

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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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