106 QUEEN ST S, Chestertown, MD 21620
106 QUEEN ST S, Chestertown, MD 21620
106 QUEEN ST S, Chestertown, MD 21620
106 QUEEN ST S, Chestertown, MD 21620
106 QUEEN ST S, Chestertown, MD 21620
106 QUEEN ST S, Chestertown, MD 21620
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$ 865,000
Est. payment | /mo

3 Beds

4 Baths

2,472 SqFt


Save
$ 865,000
Est. payment | /mo
Save

3 Beds

4 Baths

2,472 SqFt

Open House

Fri May 01, 5:00pm - 7:00pm

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

Lot Size 6,000 Sqft

MLS Listing ID MDKE2006152

Financing Cash,Conventional

Style Colonial,Georgian

Subdivision Historic Chestertown

Bedrooms 3

Full Baths 3

Half Baths 1

Short Sale No

HOA Y/N N

Originating MLS BRIGHT

Available Date 2026-04-02

Property Description

*Open House Friday April 3rd 5-7pm and Saturday April 4th 10am-12pm *The Bedingfield Hands House, circa 1750, traces its routes back to pre-revolutionary times and has a story to tell. One of the few downtown homes to offer a large front courtyard, the property features beautifully landscaped gardens and a mature magnolia tree creating a private and welcoming outdoor retreat.

Offering approximately 2,472 square feet, the home includes three generously sized bedrooms and three-and-a-half updated bathrooms with elegant details throughout, including crown moulding, original wide-plank hardwood floors, and timeless architectural charm. Major renovations completed in the 1950s —include a kitchen, laundry room, and baths—while preserving the home's historic integrity. Central heating and air conditioning provide comfortable modern living within this classic setting. The property is also one of the few downtown homes to include a garage.

Currently operating as one of the most successful Airbnbs in the area with a strong rental history ($32K in bookings last year!), this property offers the best of both worlds—an ideal vacation home and a turn-key income-producing investment. Furniture is negotiable.

Ideally located in the heart of Chestertown's historic district, the home is just steps from art galleries, gift shops, the local farmers market, and beloved annual events like the Chestertown Tea Party Festival, Downrigging Weekend, and the Dickens of a Christmas. The Chester River located just down the street offers endless opportunities for boating and waterfront recreation, while the town itself maintains a relaxed pace of life where history, culture, and community come together.

A rare and remarkable offering, the Bedingfield Hands House now stands ready for its next owner to continue its story—preserving its past, enjoying its present, and carrying its legacy forward for generations to come.

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

1-purchase type For Sale

Exterior

Exterior Feature Patio(s), Screened

Garage Garage - Rear Entry

Garage Spaces 1

Fence Picket

Utilities Available Propane, Above Ground

Waterfront N

Water Access N

View Street, Garden/Lawn

Roof Type Shingle

Street Surface Black Top

Accessibility None

Porch Patio(s), Screened

Road Frontage City/County

Parking Type Detached Garage, Off Street

Total Parking Spaces 1

Building

Lot Description Front Yard, Landscaping, Rear Yard, SideYard(s)

New Construction N

Story 2

Foundation Crawl Space

Sewer Public Sewer

Water Public

Architectural Style Colonial, Georgian

Story 2

Additional Building Above Grade, Below Grade

Schools

School District Kent County Public Schools

Others

Senior Community No

Tax Amount $11,448

Tax Year 2025

Tax ID 1504018206

Ownership Fee Simple

SqFt Source 2472

Security Features Security System

Acceptable Financing Cash, Conventional

Special Sale Standard

Bright MLS (BMLS)
Listed by Maryn LeClair • Chesapeake Real Estate Associates, LLC

Nearby Locations

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