106 Chestnut St E, Saint Michaels, MD 21663

Saint Michaels
Local realty services provided by:ERA Liberty Realty
106 Chestnut St E,Saint Michaels, MD 21663
$1,225,000
  • 2 Beds
  • 3 Baths
  • - sq. ft.
  • Single family
  • Sold
Listed by: justin ryan pokrywka
Office: taylor properties
MLS#:MDTA2013108
Source:BRIGHTMLS

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Price summary

  • Price:$1,225,000

About this home

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 appliances flows seamlessly into the main living spaces, while tastefully updated bathrooms and carefully curated details reflect the quality of this full-scale restoration. The home offers the comfort and efficiency of geothermal HVAC, a central vacuum system, new roof, and a fully encapsulated crawl space, providing peace of mind alongside modern performance. The primary suite is a private retreat,...

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Home facts

  • Year built:1830
  • Listing ID #:MDTA2013108
  • Added:93 day(s) ago
  • Updated:June 13, 2026 at 05:42 AM

Rooms and interior

  • Bedrooms:2
  • Total bathrooms:3
  • Full bathrooms:2
  • Half bathrooms:1
  • Rooms Total:2
  • Flooring:Carpet, Hardwood, Luxury Vinyl Plank
  • Dining Description:Dining Room
  • Bedroom Description:Primary Bedroom

Heating and cooling

  • Cooling:Geothermal
  • Heating:Central, Electric, Propane - Leased

Structure and exterior

  • Roof:Metal, Shingle
  • Year built:1830
  • Lot Features:Landscaping
  • Architectural Style:Victorian
  • Construction Materials:Frame, Wood Siding
  • Exterior Features:Patio(s), Porch(es)
  • Foundation Description:Crawl Space
  • Levels:2 Stories

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$1,225,000
  • Tax amount:$7,276 (2026)

Features and amenities

  • Laundry features:Laundry
  • Amenities:Cable TV Available, Multiple Phone Lines, Security System

Parking

  • Parking description:Crushed Stone, Detached Garage, Off Street, On Street
  • Garage:Yes
  • Garage spaces:1

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