$1,195,000

114 W Chestnut St, St Michaels, MD, 21663

4

Beds

4

Baths

3,528

Square feet

0.17

Acres

Experience the quintessential coastal lifestyle in this historic gem, situated on one of the most sought-after streets in the St. Michaels historic district. Featuring timeless charm and character, this stately property perfectly blends classic architectural details (such as multiple built-ins and four working fireplaces) with modern convenience, all just a stone's throw from the town's vibrant harbor, boutique shops, and award-winning restaurants. Enter from the wide, covered front porch - ideal for morning coffee or greeting neighbors - into a grand, elongated foyer that sets a welcoming tone. The interior features gorgeous hardwood floors throughout, seamlessly connecting the bright living spaces. This home offers four spacious bedrooms, generously sized bathrooms, and ample storage, providing comfort for family and guests alike. The rear yard is a private retreat designed for both relaxation and entertaining. Tucked into the lush landscaping (which includes an in-ground irrigation system) is a fully finished, detached accessory building. This versatile, light-filled structure is perfect for a dedicated craft studio, hobby workshop, private home office, or fitness room. This property also includes rare, highly coveted off-street parking. Situated just steps from San Domingo creek and less than a block from Talbot Street, the house provides quick access to the waterfront park/kayak launch and the nature trail as well to the town's maritime attractions, local ice cream parlors, and fine dining. An 1850 historic treasure in a premier in-town location doesn't come along often-schedule your private tour today and make the magic of the Eastern Shore your reality.

Listing Details

OfficeTTR Sotheby's International Realty

Facts & Features

MLS® # MDTA2014898
Price $1,195,000
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Square Footage 3,528
Acres 0.17
Year Built 1850
Type Residential
Sub-Type Detached
Style Traditional
Status Active

Community Information

Address 114 W Chestnut St
Subdivision NONE AVAILABLE
City St Michaels
County TALBOT-MD
State MD
Zip Code 21663
Senior Community No

Amenities

Utilities Cable TV, Electric Available
Is Waterfront No
Has Pool Yes

Interior

Appliances Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven/Range - Gas, Refrigerator, Washer, Water Heater, Water Heater - Tankless
Heating Heat Pump(s)
Cooling Central A/C
Fireplace Yes
# of Fireplaces 4
Fireplaces Wood
Stories 3

Exterior

Exterior Frame
Exterior Features Street Lights
Roof Architectural Shingle
Construction Frame
Foundation Crawl Space
Other Structures 10000001172,10000001174

School Information

District TALBOT COUNTY PUBLIC SCHOOLS

Additional Information

Date Listed August 28th, 2026
Days on Market 7
Zoning R-1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Map

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