UPDATED:
Key Details
Property Type Single Family Home
Sub Type Detached
Listing Status Active
Purchase Type For Sale
Square Footage 2,472 sqft
Price per Sqft $349
Subdivision Historic Chestertown
MLS Listing ID MDKE2006152
Style Colonial,Georgian
Bedrooms 3
Full Baths 3
Half Baths 1
HOA Y/N N
Abv Grd Liv Area 2,472
Year Built 1750
Available Date 2026-04-02
Annual Tax Amount $11,448
Tax Year 2025
Lot Size 6,000 Sqft
Acres 0.14
Property Sub-Type Detached
Source BRIGHT
Property Description
The Bedingfield Hands House, circa 1750, is more than a home—it's a living piece of Chestertown history. Nestled in the heart of the Historic District, this pre-Revolutionary residence has stood witness to generations of change while retaining the charm, craftsmanship, and character that make historic homes so special. History is woven into every corner of the property—from the prominence of past owners down to the foundation, which contains the mast of a ship.
The only home downtown with such a generous private front courtyard framed by mature landscaping, vibrant seasonal gardens, brick herringbone paths, and mature trees that create a peaceful retreat just steps from town. Whether enjoying a quiet morning coffee, entertaining guests, or simply admiring the blooms, the outdoor spaces are truly a stand-out feature.
Approaching the home, guests are welcomed by a wide red front door, a traditional symbol of hospitality in early America, inviting visitors inside just as it has for centuries. Inside, approximately 2,472 square feet of thoughtfully preserved living space blends historic character with modern comfort. Original wide-plank hardwood floors, period moldings and built-in cabinetry, reflect the home's 18th-century origins, while updated kitchens, baths, and central air/heat provide the conveniences expected today.
To the right of the grand foyer, a cozy study lined with built-in bookshelves provides the perfect home office or library and could easily be converted into a first-floor bedroom for those seeking single-level living flexibility. A first floor full bathroom with walk in shower is located conveniently around the corner straight through the foyer.
To the left of the foyer and at the forefront of the home, the stunningly preserved parlor, featuring 12x12 wavy glass windows, original panel walls and stunning gas fireplace with pine panel surround, offers an elegant setting for entertaining guests or enjoying quiet evenings at home. Just beyond, the large dining room serves as a memorable gathering space, complete with another fireplace, built-in cabinetry, and a charming pop-out window seat overlooking the side gardens. Just beyond that is a chef's kitchen featuring updated appliances, abundant storage cabinetry, generous island workspace, and a soaring tapered tray ceiling that creates an airy and inviting atmosphere. The kitchen breakfast nook is highlighted by panoramic bay window wall.
Off the breakfast nook is a convenient half bath and steps to the side courtyard with pergola and a screened porch. The garage—another rarity in the Historic District—provides valuable storage and convenience.
Upstairs, the spacious primary suite blends historic character with thoughtful updates, featuring a practical double closet and an en-suite bath highlighted by distinctive MacKenzie-Childs tile floors and decorative vanity hardware. Two additional generously sized bedrooms and a full bathroom provide comfortable accommodations for guests.
Beyond its appeal as a private residence, it has proven itself as one of Chestertown's most successful Airbnb properties, generating approximately $32,000 in bookings last year. Whether you're seeking a full-time residence, weekend retreat, or income-producing investment, this property offers exceptional flexibility. Furniture is negotiable for a truly turnkey opportunity.
Step outside and enjoy everything that makes Chestertown so beloved. Stroll to art galleries, locally owned shops, restaurants, the farmers market, and waterfront parks along the Chester River. Enjoy annual traditions such as the Tea Party Festival, Downrigging Weekend, and Dickens of a Christmas, all just moments from your front door. Become the steward of a treasured landmark while enjoying the comfort, beauty, and lifestyle that have made it one of Chestertown's most admired homes for generations.
Location
State MD
County Kent
Zoning RB
Direction Northeast
Rooms
Other Rooms Living Room, Dining Room, Bedroom 2, Bedroom 3, Kitchen, Library, Foyer, Breakfast Room, Bedroom 1, Laundry, Bathroom 1, Bathroom 2, Bathroom 3, Half Bath
Interior
Interior Features Breakfast Area, Built-Ins, Ceiling Fan(s), Crown Moldings, Formal/Separate Dining Room, Kitchen - Island, Wood Floors, Pantry
Hot Water Tankless, Propane
Heating Baseboard - Hot Water
Cooling Ductless/Mini-Split
Flooring Wood
Fireplaces Number 1
Fireplaces Type Gas/Propane
Equipment Dishwasher, Disposal, Dryer, Instant Hot Water, Range Hood, Refrigerator, Oven/Range - Gas, Stainless Steel Appliances, Washer, Water Heater - Tankless
Fireplace Y
Window Features Storm,Screens,Wood Frame
Appliance Dishwasher, Disposal, Dryer, Instant Hot Water, Range Hood, Refrigerator, Oven/Range - Gas, Stainless Steel Appliances, Washer, Water Heater - Tankless
Heat Source Propane - Leased
Laundry Main Floor, Dryer In Unit, Washer In Unit
Exterior
Exterior Feature Patio(s), Screened
Parking Features Garage - Rear Entry
Garage Spaces 1.0
Fence Picket
Utilities Available Propane, Above Ground
Water Access N
View Street, Garden/Lawn
Roof Type Shingle
Street Surface Black Top
Accessibility None
Porch Patio(s), Screened
Road Frontage City/County
Total Parking Spaces 1
Garage Y
Building
Lot Description Front Yard, Landscaping, Rear Yard, SideYard(s)
Story 2
Foundation Crawl Space
Above Ground Finished SqFt 2472
Sewer Public Sewer
Water Public
Architectural Style Colonial, Georgian
Level or Stories 2
Additional Building Above Grade, Below Grade
New Construction N
Schools
School District Kent County Public Schools
Others
Senior Community No
Tax ID 1504018206
Ownership Fee Simple
SqFt Source 2472
Security Features Security System
Acceptable Financing Cash, Conventional
Listing Terms Cash, Conventional
Financing Cash,Conventional
Special Listing Condition Standard
Nearby Locations