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23116 GILPIN POINT RD, PRESTON, MD 21655

4 Beds

2 Baths

1,880SqFt

Active

BACK ACTIVE and offering another opportunity to make this special Eastern Shore property your own! Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one-floor living, privacy, history, and a water-oriented lifestyle. Beautifully situated on a spacious setting in the historic Gilpin Point area, this inviting home provides a peaceful country backdrop while still offering convenient access to nearby towns, commuter routes, and the gorgeous Choptank River. Steeped in the rich heritage of the Gilpin Point estate area, this property offers a special connection to one of the Eastern Shore’s most historic riverfront communities. Inside, this updated rancher offers the ease and comfort of true one-level living with a thoughtful layout designed for everyday convenience. The spacious living area creates an inviting place to gather, relax, and unwind, while the eat-in kitchen provides excellent functionality with comfortable dining space and easy flow to the main living areas. The private owner’s suite offers a peaceful retreat with its own full bath, while the additional bedrooms provide wonderful flexibility for family, guests, a home office, craft room, or hobby space. A large laundry and utility area adds valuable storage and practical convenience, keeping everything easily accessible on one level. With generous room sizes, a comfortable layout, and no stairs to navigate, this home is ideal for buyers seeking low-maintenance living without sacrificing space, privacy, or charm. The exterior setting is one of the true highlights of this special property. Surrounded by mature trees and open outdoor space, the home offers a peaceful Eastern Shore setting with established garden areas, fruit-bearing trees, and plenty of room to enjoy outdoor living. Whether you envision gardening, entertaining, relaxing around a fire pit, storing a boat, raising chickens, creating a hobby space, or simply enjoying the quiet surroundings, this property delivers wonderful flexibility. Fenced areas, greenhouse space, a storage shed with electric, and additional outbuilding space add tremendous value for those who enjoy outdoor projects, recreation, or extra storage. With easy access, generous parking, and room to spread out, the property feels private and tucked away while still remaining convenient. Less than five blocks away, Ganey’s Wharf provides access to the beautiful Choptank River, creating an incredible opportunity for boating, fishing, kayaking, crabbing, picnics, or simply enjoying peaceful 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 is an incredible opportunity for buyers seeking true one-level living, generous outdoor space, nearby river access, historic character, and everyday comfort. Ideally located with convenient 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, this property delivers an exceptional combination of privacy and regional accessibility. A wonderful value and an amazing opportunity to enjoy the very best of Eastern Shore living.

Property Details
Price $374,990
Bedrooms 4
Full Baths 2
Total Baths 2
Property Style Ranch/Rambler
Lot Size Area Units Square Feet
Acres 1.03
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Detached
Stories 1
Features 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
Exterior Features Exterior Lighting,Extensive Hardscape,Outbuilding(s),Flood Lights,Sidewalks,Secure Storage,Other
Year Built 1989
Subdivision NONE AVAILABLE
View Street,Trees/Woods
Roof Architectural Shingle
Heating Heat Pump(s)
Foundation Crawl Space,Block
Accessibility Other
Parking Description Gravel Driveway
Geographic Data
Directions 578 (Bethlemhiem Rd) to Bell Creek Rd. Follow down till Bell Creek Road turns into Gilpin Point Road. Property is on the left hand side (right after the turn to Ganey's Wharf Rd). There is no sign on the property. Look for the house with lined with fruit trees and a green house in the front yard.
County CAROLINE
Latitude 38.80039
Longitude -75.90391
Address Information
Address 23116 GILPIN POINT RD, PRESTON, MD 21655
Postal Code 21655
City PRESTON
State MD
Country United States
Listing Information
Listing Office Berkshire Hathaway HomeServices PenFed Realty
Listing Office Email severnapark@penfedrealty.com
Listing Agent Angela Demattia
Special listing conditions Standard
Ownership Fee Simple
Terms Cash,Conventional,USDA,VA,FHA
Virtual Tour URL https://my.matterport.com/show/?m=AS88bbPtKrg
School Information
District CAROLINE COUNTY PUBLIC SCHOOLS
MLS Information
Days on market 21
MLS Status Active
Listing Date Jun 4, 2026
Listing Last Modified Sep 14, 2026
Tax ID 0608011176
Tax Year 2026
Tax Annual Amount 3046
MLS # MDCM2007400

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Last updated: 2026-09-15T23:30:27.106164Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.