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106 Chestnut Street E photo 1
sold
1 / 1

$1,225,000

Sold
2beds
|
3baths
|
2,282sqft
|
1830built
106 Chestnut Street E,Saint Michaels, MD 21663

Sold onJune 5, 2026· Listed at $1,325,000

This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.

What's special

$581/sqft

Price per square foot

Built in 1830

196 years old

1 parking spaces

Garage

Overview

Luxury Restoration in the Heart of Historic St. Michaels Welcome to 106 E. Chestnut Street, where historic charm and modern luxury come together in one of the Eastern Shore’s most beloved waterfront towns. Completely renovated down to the studs, this exceptional home has been thoughtfully reimagined to preserve its classic character while introducing high-end systems, refined finishes, and modern conveniences throughout. Inside, a bright open-concept floor plan creates an inviting atmosphere ideal for both everyday living and entertaining. The beautifully designed kitchen with all-new...

Listing updated: June 12, 2026 at 7:37 PM

Listed by:

Justin Ryan Pokrywka 4439240601, Taylor Properties

Source: Bright MLS · MLS #MDTA2013108Bright MLS

Property details

Price history

DateEventPrice
Jun 5, 2026Sold$1,225,000
Mar 13, 2026Listed for sale$1,325,000

Location

106 Chestnut Street E, Saint Michaels, MD 21663

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This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. 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 Closed or are no longer being offered for sale. Data last updated: 7/2/2026.