St Michaels Maryland Homes for Sale

12 total properties

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9545 Quail Hollow Drive # 206 St Michaels, MD MLS# MDTA2015240 - Image 1

9545 Quail Hollow Drive # 206 St Michaels, MD MLS# MDTA2015240 - Image 2

9545 Quail Hollow Drive # 206 St Michaels, MD MLS# MDTA2015240 - Image 3

Recently Listed

1 of 3

$435,000

Beds

2.0

Baths

1,752

Sq.Ft.

9545 Quail Hollow Drive # 206

St Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 1

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 2

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 3

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 4

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 5

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 6

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 7

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 8

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 9

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 10

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 11

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 12

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 13

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 14

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 15

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 16

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 17

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 18

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 19

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 20

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 21

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 22

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 23

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 24

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 25

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 26

806 Calvert Avenue St Michaels, MD MLS# MDTA2015140 - Image 27

Recently Listed

1 of 27

$525,000

Beds

2.0

Baths

851

Sq.Ft.

806 Calvert Avenue

St Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

210 Brooks Lane St Michaels, MD MLS# MDTA2015172 - Image 1

210 Brooks Lane St Michaels, MD MLS# MDTA2015172 - Image 2

210 Brooks Lane St Michaels, MD MLS# MDTA2015172 - Image 3

210 Brooks Lane St Michaels, MD MLS# MDTA2015172 - Image 4

210 Brooks Lane St Michaels, MD MLS# MDTA2015172 - Image 5

210 Brooks Lane St Michaels, MD MLS# MDTA2015172 - Image 6

210 Brooks Lane St Michaels, MD MLS# MDTA2015172 - Image 7

Recently Listed

1 of 7

$279,000

Beds

2.0

Baths

1,340

Sq.Ft.

210 Brooks Lane

St Michaels, MD

Courtesy of MEREDITH FINE PROPERTIES

THE TIME TO SELL IS NOW!

409 Railroad Avenue St Michaels, MD MLS# MDTA2015128 - Image 1

409 Railroad Avenue St Michaels, MD MLS# MDTA2015128 - Image 2

409 Railroad Avenue St Michaels, MD MLS# MDTA2015128 - Image 3

409 Railroad Avenue St Michaels, MD MLS# MDTA2015128 - Image 4

409 Railroad Avenue St Michaels, MD MLS# MDTA2015128 - Image 5

409 Railroad Avenue St Michaels, MD MLS# MDTA2015128 - Image 6

409 Railroad Avenue St Michaels, MD MLS# MDTA2015128 - Image 7

409 Railroad Avenue St Michaels, MD MLS# MDTA2015128 - Image 8

Recently Listed

1 of 8

$329,000

Beds

1.1

Baths

1,312

Sq.Ft.

409 Railroad Avenue

St Michaels, MD

Courtesy of CHESAPEAKE BAY REAL ESTATE PLUS, LLC

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 1

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 2

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 3

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 4

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 5

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 6

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 7

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 8

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 9

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 10

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 11

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 12

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 13

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 14

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 15

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 16

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 17

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 18

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 19

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 20

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 21

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 22

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 23

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 24

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 25

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 26

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 27

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 28

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 29

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 30

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 31

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 32

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 33

9521 Quail Hollow Drive # 605 St Michaels, MD MLS# MDTA2015024 - Image 34

1 of 34

$490,000

Beds

3.0

Baths

1,752

Sq.Ft.

9521 Quail Hollow Drive # 605

St Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 1

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 2

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 3

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 4

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 5

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 6

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 7

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 8

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 9

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 10

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 11

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 12

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 13

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 14

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 15

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 16

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 17

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 18

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 19

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 20

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 21

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 22

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 23

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 24

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 25

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 26

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 27

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 28

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 29

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 30

407 Seymour Avenue St Michaels, MD MLS# MDTA2015002 - Image 31

Virtual Tour

1 of 31

$799,950

Beds

3.1

Baths

2,154

Sq.Ft.

407 Seymour Avenue

St Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

105 Marengo Street St Michaels, MD MLS# MDTA2014996 - Image 1

105 Marengo Street St Michaels, MD MLS# MDTA2014996 - Image 2

105 Marengo Street St Michaels, MD MLS# MDTA2014996 - Image 3

105 Marengo Street St Michaels, MD MLS# MDTA2014996 - Image 4

105 Marengo Street St Michaels, MD MLS# MDTA2014996 - Image 5

105 Marengo Street St Michaels, MD MLS# MDTA2014996 - Image 6

105 Marengo Street St Michaels, MD MLS# MDTA2014996 - Image 7

105 Marengo Street St Michaels, MD MLS# MDTA2014996 - Image 8

105 Marengo Street St Michaels, MD MLS# MDTA2014996 - Image 9

1 of 9

$299,900

Beds

1.0

Baths

1,656

Sq.Ft.

105 Marengo Street

St Michaels, MD

Courtesy of WITZ REALTY, LLC

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 1

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 2

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 3

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 4

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 5

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 6

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 7

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 8

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 9

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 10

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 11

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 12

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 13

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 14

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 15

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 16

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 17

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 18

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 19

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 20

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 21

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 22

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 23

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 24

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 25

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 26

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 27

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 28

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 29

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 30

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 31

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 32

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 33

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 34

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 35

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 36

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 37

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 38

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 39

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 40

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 41

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 42

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 43

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 44

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 45

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 46

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 47

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 48

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 49

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 50

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 51

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 52

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 53

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 54

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 55

114 W Chestnut Street St Michaels, MD MLS# MDTA2014898 - Image 56

1 of 56

$1,195,000

Beds

4.0

Baths

3,528

Sq.Ft.

114 W Chestnut Street

St Michaels, MD

Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY

104 Cherry Street St Michaels, MD MLS# MDTA2014906 - Image 1

104 Cherry Street St Michaels, MD MLS# MDTA2014906 - Image 2

1 of 2

$795,000

Beds

3.0

Baths

2,718

Sq.Ft.

104 Cherry Street

St Michaels, MD

Courtesy of REDFIN CORP

104 Madison Avenue St Michaels, MD MLS# MDTA2014616 - Image 1

1 of 1

$459,900

Beds

2.2

Baths

2,420

Sq.Ft.

104 Madison Avenue

St Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

941 S Talbot Street St Michaels, MD MLS# MDTA2014456 - Image 1

941 S Talbot Street St Michaels, MD MLS# MDTA2014456 - Image 2

941 S Talbot Street St Michaels, MD MLS# MDTA2014456 - Image 3

1 of 3

$2,299,000

97,575

Sq.Ft.

941 S Talbot Street

St Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 1

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 2

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 3

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 4

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 5

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 6

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 7

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 8

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 9

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 10

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 11

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 12

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 13

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 14

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 15

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 16

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 17

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 18

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 19

9531 Quail Hollow Drive # 405 St Michaels, MD MLS# MDTA2014522 - Image 20

Virtual Tour

1 of 20

$339,900

Beds

2.1

Baths

1,800

Sq.Ft.

9531 Quail Hollow Drive # 405

St Michaels, MD

Courtesy of BENSON & MANGOLD, LLC

About St Michaels

Listings in St Michaels, MD: 12
Estimated median home price: $474,950

St Michaels MD Homes for Sale & Properties

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

Homes for Sale by Price in St Michaels, MD

Price	Count
$0 - 100K	0
$100K - 200K	0
$200K - 300K	2
$300K - 400K	2
$400K - 500K	3
$500K - 600K	1
$600K - 700K	0
$700K - 800K	2
$800K - 900K	0
$900K - 1M	0
$1M - Max	2

Homes for Sale by Type in St Michaels, MD

Property Type	Count
Single Family	7
Townhouse	2
Condo	2
Commercial	1
Rental	5
Lots and Land	0
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 9/26/2026)

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St Michaels, MD Information

St Michaels, MD Neighborhood Information

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21663

Information deemed reliable but not guaranteed.

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.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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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St Michaels Maryland Homes for Sale

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St Michaels Maryland Homes for Sale

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