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Melanie Mason
REALTOR®
Cell: (336) 442-9395
Office: (410) 561-0044

23116 Gilpin Point Road, Preston, MD 21655

$335,000
  • 23116 Gilpin Point Road, Preston, MD 21655 Main Photo

65 Photos

Price Reduced $39,990 on October 22nd, 2026
BEDS4 BATHS2 full SQUARE FEET1,880 MLS#MDCM2007400
STATUSACTIVE PROPERTY TYPEResidential - Single Family SCHOOLCAROLINE COUNTY PUBLIC SCHOOLS

Property Description

NEW PRICE! RECENTLY REDUCED BY NEARLY $40,000! AN INCREDIBLE OPPORTUNITY TO ENJOY EASTERN SHORE LIVING! Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one-level living, privacy, history, and a water-oriented lifestyle. Beautifully situated in the historic Gilpin Point area, this inviting home provides a peaceful country backdrop with convenient access to nearby towns, commuter routes, and the Choptank River. Steeped in the heritage of the Gilpin Point estate area, the property offers a special connection to one of the Eastern Shore’s historic riverfront communities. Inside, enjoy the ease and comfort of true one-level living with a thoughtful layout designed for everyday convenience. The spacious living area is an inviting place to gather and unwind, while the eat-in kitchen offers comfortable dining space and easy flow to the main living areas. The private owner’s suite features its own full bath, and additional bedrooms offer flexibility for guests, a home office, craft room, or hobbies. A large laundry and utility area provides valuable storage and practical convenience, all on one level. Generous room sizes and a comfortable layout make this home an appealing choice for buyers seeking convenient living without sacrificing space or charm. Outside, the recently refreshed landscaping enhances the home's welcoming curb appeal and highlights its peaceful Eastern Shore setting. Mature trees, open outdoor space, and room to make the yard your own create opportunities for future flower beds, a vegetable garden, outdoor entertaining, or simply relaxing in the fresh air. Whether you envision a fire pit, boat storage, raising chickens, or space for your favorite projects, this property offers flexibility to suit your lifestyle. Fenced areas, greenhouse space, a storage shed with electric, and additional outbuilding space provide options for recreation, hobbies, and storage. Generous parking and room to spread out complete the setting. Less than five blocks away, Ganey’s Wharf provides access to the beautiful Choptank River, with opportunities for boating, fishing, kayaking, crabbing, picnics, or simply enjoying waterfront views. This is more than a home—it is an Eastern Shore lifestyle. Private, peaceful, updated, and full of Eastern Shore charm, 23116 Gilpin Point Road offers one-level living, generous outdoor space, nearby river access, historic character, and everyday comfort. Conveniently located for access to Easton, Denton, Cambridge, Annapolis, Baltimore, Washington, D.C., Middletown, Dover, Dover Air Force Base, Routes 50 and 301, the Bay Bridge, Kent Island, and Delaware shopping. An exceptional opportunity to enjoy Eastern Shore living at a newly improved price!

23116 Gilpin Point Road | MLS# MDCM2007400

This single family home located at 23116 Gilpin Point Road, Preston, MD 21655 is currently listed for sale with an asking price of $335,000. This property was built in 1989 and has 4 bedrooms and 2 full baths with 1880 sq. ft. Gilpin Point Road is located within the CAROLINE COUNTY PUBLIC SCHOOLS school district. Search Preston real estate on melaniemason.homesale.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central A/C
Fuel Type: Electric
Heating: Heat Pump(s)
Home Style: Ranch/Rambler
Lot Size: 1.03 Acres
Roof Type: Architectural Shingle
Stories: 1.0
Taxes: $3,046
Year Built: 1989

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Built-In Microwave, Dryer, Dishwasher, Exhaust Fan, Oven/Range - Electric, Refrigerator, Washer, Water Heater
Exterior: Vinyl Siding
Exterior: Exterior Lighting, Extensive Hardscape, Outbuilding(s), Flood Lights, Sidewalks, Secure Storage, Other
Fencing: Rear, Wood, Other, Wire
Flooring: Carpet, Laminate Plank, Vinyl
Interior: Bathroom - Jetted Tub, Bathroom - Stall Shower, Bathroom - Walk-In Shower, Breakfast Area, Carpet, Ceiling Fan(s), Combination Dining/Living, Entry Level Bedroom, Floor Plan - Open, Floor Plan - Traditional, Kitchen - Eat-In, Kitchen - Table Space, Primary Bath(s), Recessed Lighting, Walk-in Closet(s), Window Treatments, Other
Lot Dimensions: 1.03 Acre(S)
Number of Rooms: 6
Parking Features: Gravel Driveway
Parking Notes: 11 Total Parking Spaces
Pet Restrictions: No Pet Restrictions
Rooms: Bedroom 2,Bedroom 3,Bedroom 4,Bedroom 1,Bathroom 1,Bathroom 2
Sewer: On Site Septic
Special View Info: Street, Trees/Woods
SQFT Above Finished: 1880
SQFT Total Finished: 1880
Structure Type: Detached
Total Garage/Parking Spaces: 11
Water: Well
Water Access: Public Access
Windows: Screens

Local Schools

School District: CAROLINE COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Berkshire Hathaway HomeServices PenFed Realty
Agency Phone: 4106478000

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Estimated Payment

$ 1,097.11 per month $745.56 Principal & Interest $253.83 Property Tax $97.71 Homeowner's Insurance

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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 10/27/2026. The listing information on this page last changed on 10/27/2026. 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 Tue 10/27/2026 1:26:36 AM EST) or Bright MLS (last updated Tue 10/27/2026 12:32:57 AM 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.
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