View 228 Perry Cabin Drive # 228 / 226 Saint Michaels, MD MLS# MDTA2012940
$1,995,000
6

Beds

6.0

Baths

4,089

Sq.Ft.

228 Perry Cabin Drive # 228 / 226

Saint Michaels, MD

Bright
Courtesy of CHESAPEAKE BAY REAL ESTATE PLUS, LLC
View 8670 Bozman Neavitt Saint Michaels, MD MLS# MDTA2013988
$1,995,000
3

Beds

3.0

Baths

2,365

Sq.Ft.

8670 Bozman Neavitt

Saint Michaels, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 23776 Mount Pleasant Landing Saint Michaels, MD MLS# MDTA2014128
  • Recently Listed with Virtual Tour
1 of 95
$1,995,000
3

Beds

2.0

Baths

2,160

Sq.Ft.

23776 Mount Pleasant Landing

Saint Michaels, MD

Bright
Courtesy of SHORE LIVING REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 9020 Bozman Neavitt Road Saint Michaels, MD MLS# MDTA2014168
$1,995,000
4

Beds

2.1

Baths

3,028

Sq.Ft.

9020 Bozman Neavitt Road

Saint Michaels, MD

Bright
Courtesy of BENSON & MANGOLD, LLC
View 303 Manor Saint Michaels, MD MLS# MDTA2013226
  • New Construction with Virtual Tour
1 of 105
$1,985,000
3

Beds

3.0

Baths

2,622

Sq.Ft.

303 Manor

Saint Michaels, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 9788 Pintail Pl Saint Michaels, MD MLS# MDTA2013586
$1,895,000
4

Beds

2.1

Baths

2,320

Sq.Ft.

9788 Pintail Pl

Saint Michaels, MD

Bright
Courtesy of BENSON & MANGOLD, LLC
View 222 Chestnut Saint Michaels, MD MLS# MDTA2013140
  • Virtual Tour
1 of 59
$1,885,000
3

Beds

2.1

Baths

2,284

Sq.Ft.

222 Chestnut

Saint Michaels, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 9180 Saint Michaels Saint Michaels, MD MLS# MDTA2012944
$1,685,000
5

Beds

5.0

Baths

4,728

Sq.Ft.

9180 Saint Michaels

Saint Michaels, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 24390 Oakwood Park Road Saint Michaels, MD MLS# MDTA2012326
$1,679,000
4

Beds

3.1

Baths

2,839

Sq.Ft.

24390 Oakwood Park Road

Saint Michaels, MD

Bright
Courtesy of BENSON & MANGOLD, LLC
View 602 Landing Road Saint Michaels, MD MLS# MDTA2013718
$1,650,000
3

Beds

2.1

Baths

3,078

Sq.Ft.

602 Landing Road

Saint Michaels, MD

Bright
Courtesy of BENSON & MANGOLD, LLC
View 216 E Chew Ave Saint Michaels, MD MLS# MDTA2012450
1 of 144
OPEN HOUSE: Saturday 7/4 11:00 AM - 1:00 PM
$1,595,000
4

Beds

3.1

Baths

3,575

Sq.Ft.

216 E Chew Ave

Saint Michaels, MD

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Courtesy of COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
View 7865 Pea Neck Saint Michaels, MD MLS# MDTA2013310
  • New Construction
1 of 60
$1,379,800
4

Beds

3.1

Baths

3,332

Sq.Ft.

7865 Pea Neck

Saint Michaels, MD

Bright
Courtesy of MEREDITH FINE PROPERTIES
View 344 Perry Cabin Drive Saint Michaels, MD MLS# MDTA2014064
$1,300,000
3

Beds

2.1

Baths

1,836

Sq.Ft.

344 Perry Cabin Drive

Saint Michaels, MD

Bright
Courtesy of CHESAPEAKE BAY REAL ESTATE PLUS, LLC
View 208 N Talbot Saint Michaels, MD MLS# MDTA2013808
$1,250,000
4,111

Sq.Ft.

208 N Talbot

Saint Michaels, MD

Bright
Courtesy of KELLER WILLIAMS SELECT REALTORS OF EASTON
View 114 W Chestnut Street Saint Michaels, MD MLS# MDTA2013116
$1,195,000
4

Beds

4.1

Baths

3,528

Sq.Ft.

114 W Chestnut Street

Saint Michaels, MD

Bright
Courtesy of BENSON & MANGOLD, LLC
View 101 Mulberry Street Saint Michaels, MD MLS# MDTA2013022
1 of 38
OPEN HOUSE: Thursday 7/2 1:00 PM - 3:00 PM
$1,179,000
4

Beds

2.1

Baths

1,500

Sq.Ft.

101 Mulberry Street

Saint Michaels, MD

Bright
Courtesy of MEREDITH FINE PROPERTIES
View 107 E Chestnut Saint Michaels, MD MLS# MDTA2013968
$1,165,000
2

Beds

2.0

Baths

2,024

Sq.Ft.

107 E Chestnut

Saint Michaels, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 1103 S Talbot Street Saint Michaels, MD MLS# MDTA2008124
$1,100,000
6,950

Sq.Ft.

1103 S Talbot Street

Saint Michaels, MD

Bright
Courtesy of BENSON & MANGOLD, LLC
View 504 Seymour Avenue Saint Michaels, MD MLS# MDTA2013438
  • Virtual Tour
1 of 93
OPEN HOUSE: Saturday 7/4 11:00 AM - 1:00 PM
$1,049,000
3

Beds

2.1

Baths

2,200

Sq.Ft.

504 Seymour Avenue

Saint Michaels, MD

Bright
Courtesy of BENSON & MANGOLD, LLC
View 109 W Marengo Street Saint Michaels, MD MLS# MDTA2013980
$1,049,000
4

Beds

3.0

Baths

2,250

Sq.Ft.

109 W Marengo Street

Saint Michaels, MD

Bright
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

59

Estimated median home price

$1,165,000
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 4
$400K - 500K 7
$500K - 600K 3
$600K - 700K 2
$700K - 800K 4
$800K - 900K 2
$900K - 1M 1
$1M - Max 33

Homes for Sale by Type in Saint Michaels, MD

Property Type Count
Single Family 44
Townhouse 5
Condo 5
Commercial 2
Rental 3
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 7/1/2026)

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 ReciprocitySM 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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