114 W Chestnut Street • Saint Michaels, MD 21663

$1,350,000 Beds: 4 • Baths: 4 full 1 partial • Sq. Feet: 3528 • MLS ID: MDTA2013116 • Subdivision:School Dist: TALBOT COUNTY PUBLIC SCHOOLS
Ideally located in the heart of the St. Michaels Historic District, this beautifully maintained three-story home offers exceptional walkability just a half block from the waterfront, scenic walking trail, public park and kayak launch, as well as the shops, restaurants, and other amenities that make St. Michaels such a sought-after place to live. A welcoming front porch introduces an inviting interior with hardwood floors, multiple comfortable living areas, and four wood-burning fireplaces that add warmth and character throughout. The spacious layout includes four bedrooms and four and one-half baths, providing flexibility for everyday living and hosting guests, along with a dedicated office, custom built-ins, and abundant storage. Outside, the beautifully landscaped and fenced yard offers privacy and space for outdoor enjoyment, complemented by a detached studio/workshop ideal for creative pursuits or hobbies. Off-street parking adds convenience in this prime in-town setting. With a prime location, generous living and storage space, and historic charm, this distinctive property represents exceptional value in the heart of St. Michaels. View this listing at: http://lynseybennettrealtor.com/mls=MDTA2013116

Property Features

  • Taxes: $9,815
  • Roof Type: Architectural Shingle
  • Exterior: Frame
  • Lot Size: 0.17 Acres
  • Lot Dimensions: 0.17 Acre(S)
  • Heating: Heat Pump(s)
  • Fuel Type: Electric
  • Year Built: 1850
  • Fireplaces: 3
  • Water: Public
  • Sewer: Public Sewer
  • Stories: 3.0
  • Number of Rooms: 17
  • Municipality: Saint Michaels
  • Additional Structures: Above Grade,Below Grade
  • Structure Type: Detached
  • Appliances: Dishwasher,Disposal,Dryer,Exhaust Fan,Microwave,Oven/Range - Gas,Washer,Water Heater - Tankless,Water Heater,Refrigerator
  • Rooms: Living Room,Dining Room,Primary Bedroom,Bedroom 2,Bedroom 3,Bedroom 4,Kitchen,Family Room,Great Room,Laundry,Mud Room,Office,Bathroom 1,Bathroom 2,Bathroom 3,Primary Bathroom,Half Bath
  • SQFT Total Finished: 3528
  • SQFT Above Finished: 3528
  • Exterior: Street Lights
  • Fireplace: Wood
  • Flooring: Hardwood,Ceramic Tile

Room Sizes

  • Living Room: 15 x 11 Level: Main
  • Dining Room: 15 x 12 Level: Main
  • Kitchen: 11 x 11 Level: Main
  • Family Room: 25 x 12 Level: Main
  • Great Room: 25 x 19 Level: Main
  • Bathroom 1: 11 x 7 Level: Main
  • Laundry: 7 x 7 Level: Main
  • Mud Room: 7 x 10 Level: Main
  • Primary Bedroom: 22 x 17 Level: Upper 1
  • Primary Bathroom: 13 x 8 Level: Upper 1
  • Bedroom 2: 15 x 12 Level: Upper 1
  • Bedroom 3: 12 x 11 Level: Upper 1
  • Bathroom 2: 9 x 7 Level: Upper 1
  • Bathroom 3: 10 x 7 Level: Upper 1
  • Office: 10 x 7 Level: Upper 1
  • Bedroom 4: 13 x 10 Level: Upper 2
  • Half Bath: 10 x 6 Level: Upper 2

School Information

  • School District: TALBOT COUNTY PUBLIC SCHOOLS
Printed March 18, 2026


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