107 E Chestnut, Saint Michaels, MD 21663

$1,135,000
2
BD
2
BA
2,024
SqFt

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Sold Price
$1,135,000
List Price
$1,165,000
Closing Date
Jul 27, 2026
Days on Market
20
Status
CLOSED
MLS#
MDTA2013968
Bedrooms
2
Bathrooms
2
Full Baths
2
Living Area
2,024
Lot Size (Acres)
0.08
Style
Victorian
Year Built
1880
County
Talbot
School District
Talbot County Public Schools

Property Description

Welcome to 107 E. Chestnut, a beautifully restored circa-1870 residence nestled in the heart of St. Michaels. From the moment you step inside, you are greeted by the perfect blend of timeless character and modern sophistication, where original architectural details have been thoughtfully preserved and seamlessly integrated with extensive renovations. The spacious entry combines an elegant living and dining area, featuring wood floors, a gas fireplace flanked by custom built-ins, and custom shutters have been added to each window. Throughout this home you will find historic charm and craftsmanship are evident at every turn. At the rear of the home is a full bath and designer kitchen that opens to the family room highlighted by soaring ceilings and an abundance of windows that fill the space with natural light year round. This inviting area flows to the screened-in porch and brick patio, creating the perfect setting for indoor-outdoor living. Beyond the patio lies a garden oasis featuring lush landscaping, colorful perennials, pond and large detached shed/storage building. The current owner has worked with the Town of St. Michaels to obtain approvals for converting this structure into a separate guest suite, and architectural plans are available for the next owner. The second level offers two generously sized bedrooms and a beautifully redesigned full bath. The rear bedroom includes an overlook of the family room, which offers additional space that could easily be transformed into a private sitting area, dressing room or walk-in closet. The front bedroom features a dedicated dressing room and oversized closet, providing the potential to create an en-suite bath. Both rooms offer cathedral ceilings with exposed rafters adding to the rooms architectural interest and charm. This is a true gem in historic St. Michaels that includes off street parking. Don't miss this exceptional opportunity to own a home in the one of the most popular towns on the Eastern Shore.

Additional Information

Subdivision
St. Michaels
Taxes
$6685
Interior Features
Bathroom - Walk-In Shower, Combination Dining/Living, Exposed Beams, Family Room Off Kitchen, Kitchen - Gourmet
School District
Talbot County Public Schools
Fireplaces
1
Flooring
Hardwood
Heating
Heat Pump(s)
Heating Fuel
Electric
Cooling
Central A/C
Water
Public
Sewer
Public Sewer

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Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .