Change Real Estate Presents:

114 W Chestnut Street
St Michaels MD 21663

For Sale: $1,195,000.00 Active

List Date: 2026-08-28

St Michaels
4 bedrooms
4 bathrooms
3,528 build ft2
7,200 land ft2

About This Property

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 Agent: Robert D Lacaze. TTR Sotheby's International Realty 410-310-7835 rlacaze@ttrsir.com

Property Features

Location Information
County:
Subdivision: NONE AVAILABLE
click to open map in a new window
Interior Features
Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven/Range - Gas, Refrigerator, Washer, WaterHeater, Water Heater - Tankless
Interior:
Laundry:
Furnished: None
Flooring: CeramicTile, Hardwood
Water: Public
Cooling: Central A/C
Heating: Heat Pump(s)
Fireplaces: 4
Windows:
Utilities: Cable TV, Electric Available
Sewer: Public Sewer
Rooms
Room Type: Living Room
Level: Main
Room Type: Dining Room
Level: Main
Room Type: Family Room
Level: Main
Room Type: Foyer
Level: Main
Room Type: Kitchen
Level: Main
Room Type: Laundry
Level: Main
Room Type: Office
Level: Main
Exterior Features
Year Built: 1850
Legal Subdivision: *
Subdivision Name: None Available
Exterior Features: Street Lights
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Robert D Lacaze. TTR Sotheby's International Realty 410-310-7835 rlacaze@ttrsir.com

Property Photos [Click to enlarge]

Bright © 2026 Bright, All Rights Reserved.

The data related to real estate for sale on this website comes in part from the INTERNET DATA EXCHANGE (IDX) program of the Bright MLS. Real estate listings held by brokerage firms other than this site owner are marked with the IDX logo.

IDX information is 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.

The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation or other purposes. All listing information is deemed reliable but not guaranteed.

This content was last refreshed on 2026-09-09 03:30 PM EDT. Some properties which appear for sale on this website may subsequently have sold or may no longer be available.

DMCA Notice