114 W Chestnut St

St Michaels, MD 21663
  • $1,195,000

    Price
  • 4

    Bed
  • 4

    Bath
  • 3,528

    SqFt

About the Listing TTRS14 - 64595

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 Highlights

Status Active
Days on Site 22
Property Type Residential
MLS ® MDTA2014898
Year Built 1850
Total Square Footage 3,528
Lot/Acreage 0.17
County Talbot
Neighborhood None Available

Interior Details

  • Bedrooms: 4
  • Bathrooms: 4 Full
  • Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven/Range - Gas, Refrigerator, Washer, Water Heater, Water Heater - Tankless
  • Air Cond: Central A/C
  • Heating: Heat Pump(s)
  • Fireplaces: 4, Wood,4 Fireplaces
  • Floor: Ceramic Tile,Hardwood
  • Above Ground Sq Ft: 3528
  • Below Ground Sq Ft: 0
  • Basement:
  • Other:
  • Water: Public

Exterior Details

  • Lot Description: Not New Construction,Horse Property: No,In City Limits
  • Garage Capacity: N/A
  • Parking Spaces: 2
  • Zoning: R-1
  • Roof: Architectural Shingle
  • Others: Street Lights,Excellent
  • Sewer: Public Sewer
  • Parking Features: Alley,On Street,Off Street,Driveway,2+ Spaces,1+ Spaces

Financial Details

  • Tax Amount: $9,815
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2026

Payment Calculator

Monthly Payment

  • in Principal and Interest
  • in Taxes
Years
% Down Payment
% Mortgage Rate

Questions About..

114 W Chestnut St St Michaels, MD 21663

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Never Miss A New Property

Get notified any time there's a new home on the market in this neighborhood!

Don't worry! We'll never spam you or sell your details. You can unsubscribe whenever you'd like.

Originating MLS: BRIGHT_MAIN

Agent profile image in chat bubble
Agent profile image in chat header

Sarah Forti

Realtor and Team Owner of Forti Homes | Forti Homes | KW Devon Wayne

Agent profile image in message

or another way