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

Beds

6.0

Baths

4,089

Sq.Ft.

228 Perry Cabin Drive # 228 / 226

Saint Michaels, MD

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View 303 Manor Saint Michaels, MD MLS# MDTA2013226
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$1,985,000
3

Beds

3.0

Baths

2,622

Sq.Ft.

303 Manor

Saint Michaels, MD

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View 222 Chestnut Saint Michaels, MD MLS# MDTA2013140
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$1,885,000
3

Beds

2.1

Baths

2,284

Sq.Ft.

222 Chestnut

Saint Michaels, MD

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The time to sell is now! THE TIME TO SELL IS NOW!
View 216 E Chew Ave Saint Michaels, MD MLS# MDTA2012450
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$1,795,000
4

Beds

3.1

Baths

3,575

Sq.Ft.

216 E Chew Ave

Saint Michaels, MD

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View 602 Landing Road Saint Michaels, MD MLS# MDTA2013718
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$1,725,000
3

Beds

2.1

Baths

3,078

Sq.Ft.

602 Landing Road

Saint Michaels, MD

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View 9180 Saint Michaels Saint Michaels, MD MLS# MDTA2012944
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$1,685,000
5

Beds

5.0

Baths

4,728

Sq.Ft.

9180 Saint Michaels

Saint Michaels, MD

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View 24390 Oakwood Park Road Saint Michaels, MD MLS# MDTA2012326
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OPEN HOUSE: Sunday 5/17 11:00 AM - 1:00 PM
$1,679,000
4

Beds

3.1

Baths

2,839

Sq.Ft.

24390 Oakwood Park Road

Saint Michaels, MD

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View 121 W Chestnut Saint Michaels, MD MLS# MDTA2013474
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$1,395,000
3

Beds

2.1

Baths

2,540

Sq.Ft.

121 W Chestnut

Saint Michaels, MD

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View 7865 Pea Neck Saint Michaels, MD MLS# MDTA2013310
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$1,379,800
4

Beds

3.1

Baths

3,332

Sq.Ft.

7865 Pea Neck

Saint Michaels, MD

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View 114 W Chestnut Street Saint Michaels, MD MLS# MDTA2013116
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$1,350,000
4

Beds

4.1

Baths

3,528

Sq.Ft.

114 W Chestnut Street

Saint Michaels, MD

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View 106 Chestnut Street E Saint Michaels, MD MLS# MDTA2013108
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$1,325,000
2

Beds

2.1

Baths

2,282

Sq.Ft.

106 Chestnut Street E

Saint Michaels, MD

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View 202 E Chestnut Street Saint Michaels, MD MLS# MDTA2013714
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$1,275,000
3

Beds

3.0

Baths

2,052

Sq.Ft.

202 E Chestnut Street

Saint Michaels, MD

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View 114 E Chew Avenue Saint Michaels, MD MLS# MDTA2012948
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$1,250,000
3

Beds

2.1

Baths

2,336

Sq.Ft.

114 E Chew Avenue

Saint Michaels, MD

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View 208 N Talbot Saint Michaels, MD MLS# MDTA2013808
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$1,250,000
4,111

Sq.Ft.

208 N Talbot

Saint Michaels, MD

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View 504 Seymour Avenue Saint Michaels, MD MLS# MDTA2013438
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$1,200,000
3

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2.1

Baths

2,200

Sq.Ft.

504 Seymour Avenue

Saint Michaels, MD

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View 101 Mulberry Street Saint Michaels, MD MLS# MDTA2013022
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OPEN HOUSE: Sunday 5/17 12:00 PM - 2:00 PM
$1,194,000
4

Beds

2.1

Baths

1,500

Sq.Ft.

101 Mulberry Street

Saint Michaels, MD

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View 1103 S Talbot Street Saint Michaels, MD MLS# MDTA2008124
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$1,100,000
6,950

Sq.Ft.

1103 S Talbot Street

Saint Michaels, MD

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View 108 Miles Avenue Saint Michaels, MD MLS# MDTA2012368
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$999,000
3

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2.1

Baths

108 Miles Avenue

Saint Michaels, MD

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View 807 Radcliff Avenue Saint Michaels, MD MLS# MDTA2013534
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$859,900
3

Beds

2.1

Baths

2,027

Sq.Ft.

807 Radcliff Avenue

Saint Michaels, MD

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View Lot 16A Meadow Street Saint Michaels, MD MLS# MDTA2007414
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$799,000
4

Beds

2.1

Baths

Lot 16A Meadow Street

Saint Michaels, MD

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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

61

Estimated median home price

$859,900
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 5
$400K - 500K 8
$500K - 600K 5
$600K - 700K 3
$700K - 800K 5
$800K - 900K 1
$900K - 1M 1
$1M - Max 29

Homes for Sale by Type in Saint Michaels, MD

Property Type Count
Single Family 43
Townhouse 5
Condo 7
Commercial 3
Rental 6
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 5/16/2026)

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