Change Real Estate Presents:

114 W Chestnut Street
Saint Michaels MD 21663

For Sale: $1,350,000.00 Active

List Date: 2026-03-17

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

About This Property

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.

Listing Agent: Winifred C Cowee. Benson & Mangold, LLC 410-310-0208 winkcowee@gmail.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, Washer, Water Heater - Tankless, WaterHeater, Refrigerator
Interior:
Laundry:
Furnished: None
Flooring: Hardwood, CeramicTile
Water: Public
Cooling: Other
Heating: Heat Pump(s)
Fireplaces: 3
Windows:
Utilities:
Sewer: Public Sewer
Rooms
Room Type: Bedroom 4
Features: Flooring - Carpet
Level: Upper 2
Room Type: Half Bath
Level: Upper 2
Room Type: Primary Bedroom
Features: Flooring - HardWood, Built-Ins, Walk-In Closet(s)
Level: Upper 1
Room Type: Primary Bathroom
Features: Flooring - Ceramic Tile, Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Double Sink
Level: Upper 1
Room Type: Bedroom 2
Features: Flooring - HardWood, Fireplace - Wood Burning
Level: Upper 1
Room Type: Bathroom 2
Features: Flooring - Ceramic Tile
Level: Upper 1
Room Type: Bedroom 3
Features: Flooring - HardWood
Level: Upper 1
Room Type: Bathroom 3
Features: Flooring - Ceramic Tile, Bathroom - Walk-In Shower
Level: Upper 1
Room Type: Office
Features: Flooring - HardWood
Level: Upper 1
Room Type: Living Room
Features: Flooring - HardWood, Fireplace - Wood Burning, Built-Ins
Level: Main
Room Type: Dining Room
Features: Flooring - HardWood, Fireplace - Wood Burning, Built-Ins
Level: Main
Room Type: Kitchen
Features: Flooring - HardWood, Cathedral/Vaulted Ceiling, Countertop(s) - Quartz
Level: Main
Room Type: Family Room
Features: Flooring - HardWood, Fireplace - Wood Burning
Level: Main
Room Type: Great Room
Features: Flooring - Wood
Level: Main
Room Type: Bathroom 1
Features: Flooring - Ceramic Tile, Bathroom - Walk-In Shower
Level: Main
Room Type: Laundry
Level: Main
Room Type: Mud Room
Features: Flooring - HardWood
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 Winifred C Cowee. Benson & Mangold, LLC 410-310-0208 winkcowee@gmail.com

Property Photos [Click to enlarge]

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