106 Queen Street S • Chestertown, MD 21620

$865,000 Beds: 3 • Baths: 3 full 1 partial • Sq. Feet: 2472 • MLS ID: MDKE2006152 • Subdivision: HISTORIC CHESTERTOWN • School Dist: KENT COUNTY PUBLIC SCHOOLS
*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. View this listing at: http://guypetersrealtor.com/mls=MDKE2006152

Property Features

  • Garage: 1
  • Taxes: $11,448
  • Roof Type: Shingle
  • Exterior: Frame
  • Parking Notes: 1 Total Parking Spaces
  • Special View Info: Street,Garden/Lawn
  • Lot Size: 0.14 Acres
  • Lot Dimensions: 0.14 Acre(S)
  • Heating: Baseboard - Hot Water
  • Fuel Type: Propane - Leased
  • Cooling: Ductless/Mini-Split
  • Year Built: 1750
  • Fireplaces: 1
  • Water: Public
  • Sewer: Public Sewer
  • Stories: 2.0
  • Municipality: Chestertown
  • Additional Structures: Above Grade,Below Grade
  • Fencing Description: Picket
  • Location Description: Middle Of Block
  • Lot Description: Front Yard, Landscaping, Rear Yard, SideYard(s)
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 1
  • Parking Features: Electric Vehicle Charging Station(s),Parking Space Conveys
  • Appliances: Dishwasher,Disposal,Dryer,Instant Hot Water,Range Hood,Refrigerator,Oven/Range - Gas,Stainless Steel Appliances,Washer,Water Heater - Tankless
  • 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
  • SQFT Total Finished: 2472
  • SQFT Above Finished: 2472
  • Interior: Breakfast Area,Built-Ins,Ceiling Fan(s),Crown Moldings,Formal/Separate Dining Room,Kitchen - Island,Wood Floors,Pantry
  • Fireplace: Gas/Propane
  • Flooring: Wood
  • Windows: Storm,Screens,Wood Frame
  • Electric Description: 200+ Amp Service
  • Utilities: Propane,Above Ground

School Information

  • School District: KENT COUNTY PUBLIC SCHOOLS
Printed April 03, 2026


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 04/03/2026. The listing information on this page last changed on 04/03/2026. 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 04/03/2026 12:00:00 AM EST) or Bright MLS (last updated Thu 04/02/2026 11:50:56 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.
Privacy Policy / DMCA Notice / ADA Accessibility
Federal Housing Equal Opportunity Realtor
Corporate Office - 215 S Centerville Rd. Lancaster, PA 17603
James J Hafer - West Virginia Broker of Record

©2026 BHH Affiliates, LLC. An independently owned and operated franchisee of BHH Affiliates, LLC. Berkshire Hathaway HomeServices and the Berkshire Hathaway HomeServices symbol are registered service marks of Columbia Insurance Company, a Berkshire Hathaway affiliate. Equal Housing Opportunity.


Agent License Information: 
Licensed in Pennsylvania
Guy Peters 

2600 Eastern Boulevard, York, PA 17402
717-757-7811