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Jackie Barbieri
REALTOR®
Cell: (410) 804-2947
Office: (410) 697-8100

114 W CHESTNUT STREET , Saint Michaels, MD 21663


Sold For: 1075000

Sold on: Oct 8th, 2026
$ Per Square Foot: $304.71
Beds: 4
Baths: 4 full

Comments for 114 W CHESTNUT STREET , Saint Michaels, MD 21663

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.

Accessibility: Above Grade, Below Grade Heating: Heat Pump(s)
Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven/Range - Gas, Refrigerator, Washer, Water Heater, Water Heater - Tankless Lot Dimensions: 0.17 Acre(S)
Cooling: Central A/C Lot Size: 0.17 Acres
Days on Market: 41 Roof Type: Architectural Shingle
Exterior: Frame Rooms: Living Room, Dining Room, Kitchen, Family Room, Foyer, Laundry, Office
Exterior: Street Lights Sewer: Public Sewer
Fireplace: Wood Taxes: $9,815
Fireplaces: 4 Utilities: Cable TV, Electric Available
Flooring: Ceramic Tile, Hardwood Water: Public
Fuel Type: Electric Year Built: 1850
School District: TALBOT COUNTY PUBLIC SCHOOLS

Listed By

Agency Name: TTR Sotheby's International Realty
Agency Phone: 4107452596

Shown By

Agent Name: Jackie Barbieri
Agent Phone: Cell: (410) 804-2947
Agency Title: Berkshire Hathaway HomeServices Homesale Realty

Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 10/16/2026. The listing information on this page last changed on 10/16/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 10/16/2026 12:01:16 AM EST) or Bright MLS (last updated Thu 10/15/2026 11:49:50 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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