# 23116 GILPIN POINT Road, Preston, MD 21655 > **TL;DR:** 4bd/2ba single family, $335,000 ($178/sqft), built 1989, 1,880 sqft. > A/C. Est. $1,792/mo. Listed 149 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $335,000 | | Price/sqft | $178 | | Bedrooms | 4 | | Bathrooms | 2 full | | Square Feet | 1,880 | | Year Built | 1989 | | Lot Size | 44,867 sqft (1.03 acres) | | Stories | 1 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 149 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,694 | | Estimated Insurance | $98 | | **Total** | **$1,792** | ## Key Amenities - A/C ## Property Highlights - Built in 1989 - 1.03 acre lot - 11 parking spaces ## Description ### Agent 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! ## Location - **Address:** 23116 GILPIN POINT Road, Preston, MD 21655 - **County:** CAROLINE - **Neighborhood:** NONE AVAILABLE - **Coordinates:** 38.80039, -75.90391 - **Google Maps:** https://www.google.com/maps?q=38.80039,-75.90391 ## Virtual Tour & Media - **Video Tour:** https://my.matterport.com/show/?m=AS88bbPtKrg ## Listing Agent - **Name:** Angela C Demattia · **License:** 584403 - **Brokerage:** Berkshire Hathaway HomeServices PenFed Realty - **Broker Phone:** (866) 225-5778 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/23116-Gilpin-Point-Rd_Preston_MD_21655_M61857-81264?f=listhub&s=TRENDPA&m=MDCM2007400&c=propsimple) ## Photos ![23116 GILPIN POINT Road - Photo 1](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f2294265625r.jpg) ![23116 GILPIN POINT Road - Photo 2](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f3636626335r.jpg) ![23116 GILPIN POINT Road - Photo 3](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f1622079328r.jpg) ![23116 GILPIN POINT Road - Photo 4](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f127207945r.jpg) ![23116 GILPIN POINT Road - Photo 5](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f4243046248r.jpg) ![23116 GILPIN POINT Road - Photo 6](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f3682058969r.jpg) ![23116 GILPIN POINT Road - Photo 7](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f2994853885r.jpg) ![23116 GILPIN POINT Road - Photo 8](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f808420223r.jpg) ![23116 GILPIN POINT Road - Photo 9](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f649952944r.jpg) ![23116 GILPIN POINT Road - Photo 10](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f4206359676r.jpg) ![23116 GILPIN POINT Road - Photo 11](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f3513690765r.jpg) ![23116 GILPIN POINT Road - Photo 12](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f44960966r.jpg) ![23116 GILPIN POINT Road - 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Photo 63](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f1761001329r.jpg) ![23116 GILPIN POINT Road - Photo 64](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f1569882668r.jpg) ![23116 GILPIN POINT Road - Photo 65](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f2099498168r.jpg) ![23116 GILPIN POINT Road - Photo 66](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f3125185106r.jpg) ![23116 GILPIN POINT Road - Photo 67](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f3035164430r.jpg) ![23116 GILPIN POINT Road - Photo 68](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f2695103247r.jpg) ![23116 GILPIN POINT Road - Photo 69](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f932757430r.jpg) ![23116 GILPIN POINT Road - Photo 70](http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f3188191769r.jpg) --- **MLS#:** MDCM2007400 | **Updated:** 2026-10-27 **Source:** listhub *Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/23116-gilpin-point-road-preston-md-21655-cb1a26a1168d4304a49ca266fb4276fb) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/23116-gilpin-point-road-preston-md-21655-cb1a26a1168d4304a49ca266fb4276fb#listing", "url": "https://www.propertysimple.ai/listing/23116-gilpin-point-road-preston-md-21655-cb1a26a1168d4304a49ca266fb4276fb", "name": "23116 GILPIN POINT Road, Preston, MD 21655", "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!", "image": [ "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f2294265625r.jpg", "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f3636626335r.jpg", "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f1622079328r.jpg", "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f127207945r.jpg", "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f4243046248r.jpg", "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f3682058969r.jpg", "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f2994853885r.jpg", "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f808420223r.jpg", "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f649952944r.jpg", "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f4206359676r.jpg", "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f3513690765r.jpg", "http://lh.rdcpix.com/33d98470e9496c6b9ff8add08163c0b8l-f44960966r.jpg", 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