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23116 Gilpin Point Rd , Preston, MD 21655
$335,000
Est. Payment: $1,783.01/mo
4 Bed
2 Bath
1880 Sqft
1.03 Acres
Status: pending | Days on site: 72
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House 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!

Highlights

Listed by Angela C Demattia , 2406876677 Berkshire Hathaway HomeServices PenFed Realty , 4106478000. Bright MLS

Property Type

Residential

Lot/Acreage
1.03

Year Built

1989

County

Caroline

Neighborhood

None Available

School District

Caroline County Public Schools

Listing ID

MDCM2007400

Questions about this listing?

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:4
  • ▪ Bathrooms:2
  • ▪ Full Bathrooms:2
Appliances:Built-In Microwave, Dryer, Dishwasher, Exhaust Fan, Oven/Range - Electric, Refrigerator, Washer, Water Heater
Air Cond:Central A/C
Fireplaces:
Floor:Carpet,Laminate Plank,Vinyl
Above Ground Sq Ft:1880
Other:
  • ▪ Main Floor Bedrooms:4
  • ▪ Additional: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, No Pet Restrictions, Pets Allowed
Water:Well

Exterior Features

Lot:Public Access,Not New Construction,Horse Property: No
Garage Capacity:11
Zoning:R
Roof:Architectural Shingle
Others:
  • ▪ Additional:Exterior Lighting, Extensive Hardscape, Outbuilding(s), Flood Lights, Sidewalks, Secure Storage
Sewer:On Site Septic
Parking Features:Gravel Driveway,Detached Carport,Driveway,Off Street,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces
Principal Interest
$1,783
Taxes
$254

Home Price

$335,000

Loan Details

30 yrs
7%

Down Payment

20%
$67,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$1,783.01

Principal

Taxes

Principal Taxes HOA Total
Monthly $1,783.01 $253.83 $0.00 $2,036.84
Yearly $21,396.13 $3,046.00 $0.00 $24,442.13
Total $641,883.85 $91,380.00 $0.00 $733,263.85
Lender profile image
Chico Gordy
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Market insight data is pulled from the same city as the listing being viewed (Preston, MD).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Bright MLS, and is deemed reliable but not guaranteed accurate.

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Data last updated: 2026-11-13T17:14:43.000Z

© 2026 Bright MLS