114 chestnut street, ST MICHAELS, MD 21663

$1,195,000

4 BEDS 4 BATHS
3,528 SQFT0.17 AC LOT
Residential-Detached
Image 1
Image 2
Image 3
Image 4
Bedrooms 4
Total Baths 4
Full Baths 4
Square Feet 3528
Acreage 0.17
Status Active
MLS # MDTA2014898
County TALBOT
More Info
Category Residential-Detached
Status Active
Square Feet 3528
Acreage 0.17
MLS # MDTA2014898
County TALBOT
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.

Exterior Features

  • Style Traditional
  • Construction Single Family
  • Siding Frame
  • Exterior Street Lights
  • Roof Architectural Shingle
  • Garage No
  • Water Public
  • Sewer Public Sewer

Interior Features

  • Appliances Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven/Range - Gas, Refrigerator, Washer, WaterHeater, Water Heater - Tankless
  • Heating Heat Pump(s)
  • Cooling Central A/C
  • Fireplaces 4
  • Living Area 3,528 SQFT
  • Year Built 1850

Neighborhood & Schools

  • Subdivision NONE AVAILABLE

Financial Information

  • Zoning R-1

Listing Information

Listing Provided Courtesy of TTR Sotheby's International Realty - (410) 745-2596
© Bright MLS. All rights reserved. Listings provided by Bright MLS from various brokers who participate in IDX (Internet Data Exchange). Information deemed reliable but not guaranteed.
Listing data is current as of 09/27/2026.

Contact Our Agent

By clicking “Submit,” I agree to be contacted by Lake Homes Realty, LLC, its affiliates, and real estate professionals via call, text, and email for real estate services. This includes by automated means, even if your number is on a federal, state, or our internal Do Not Call list. To opt out, you can reply "stop" at any time or reply "help" for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. You also agree to our Terms of Use and Privacy Policy.