107 E CHESTNUT, Saint Michaels, MD 21663
107 E CHESTNUT, Saint Michaels, MD 21663
107 E CHESTNUT, Saint Michaels, MD 21663
107 E CHESTNUT, Saint Michaels, MD 21663
107 E CHESTNUT, Saint Michaels, MD 21663
107 E CHESTNUT, Saint Michaels, MD 21663
Brandy Brown
Brandy Brown

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+1(227) 243-2335

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Listed by Monica Penwell • TTR Sotheby's International Realty
Bought with Pamela B Ackermann • RE/MAX Executive

$ 1,135,000

$ 1,165,000 2.6%

Est. payment | /mo

2 Beds

2 Baths

2,024 SqFt


$ 1,135,000

$ 1,165,000 2.6%

Est. payment | /mo

2 Beds

2 Baths

2,024 SqFt

Key Details

Sold Price $1,135,000

Property Type Single Family Home

Sub Type Detached

Listing Status Sold

Purchase Type For Sale

Square Footage 2,024 sqft

Price per Sqft $560

Subdivision St. Michaels

MLS Listing ID MDTA2013968

Sold Date 07/27/26

Style Victorian

Bedrooms 2

Full Baths 2

HOA Y/N N

Abv Grd Liv Area 2,024

Year Built 1880

Available Date 2026-06-11

Annual Tax Amount $6,685

Tax Year 2025

Lot Size 3,600 Sqft

Acres 0.08

Property Sub-Type Detached

Source BRIGHT

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.

Location

State MD

County Talbot

Zoning R

Interior

Interior Features Bathroom - Walk-In Shower, Combination Dining/Living, Exposed Beams, Family Room Off Kitchen, Kitchen - Gourmet

Hot Water Propane

Heating Heat Pump(s)

Cooling Central A/C

Flooring Hardwood

Fireplaces Number 1

Fireplace Y

Heat Source Electric

Exterior

Water Access N

Accessibility None

Garage N

Private Pool No

Building

Story 2

Foundation Crawl Space

Above Ground Finished SqFt 2024

Sewer Public Sewer

Water Public

Architectural Style Victorian

Level or Stories 2

Additional Building Above Grade, Below Grade

New Construction N

Schools

School District Talbot County Public Schools

Others

Senior Community No

Tax ID 2102063735

Ownership Fee Simple

SqFt Source 2024

Acceptable Financing Cash, Conventional

Listing Terms Cash, Conventional

Financing Cash,Conventional

Special Listing Condition Standard

Bright MLS (BMLS)

Schools and Properties Nearby

Brandy Brown

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107 E CHESTNUT