Check Availability
Caroline 21655
23116 GILPIN POINT ROAD
$374,990
● House - For Sale

23116 GILPIN POINT ROAD

PRESTON, MD 21655
bedrooms
4 Beds
bathrooms
2 Baths
square feet
1,880 Ft²
$2,096
Est. Monthly

About This Property

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.
Unit Size
1,880 Ft²
Days on Market
-
Land Size
1.03 acres
Price per sqft
$199
Property Type
House
Property Taxes
$254
HOA Dues
-
Year Built
1989

Listed By

Angela Demattia
Berkshire Hathaway HomeServices PenFed Realty

Payment Calculator

Cap Rate Calculator

Last updated: 2 months ago (Bright MLS #MDCM2007400)

Price History

Date / Event Date Event Price
Sep 14, 2026 Relisted $424,000
Relisted
Jun 24, 2026 In contract -
In contract
Jun 4, 2026 Listed by Berkshire Hathaway HomeServices PenFed Realty $374,990
Listed by Berkshire Hathaway HomeServices PenFed Realty
May 15, 2026 Price Decreased $399,000
↓ $25K (5.9%)
Price Decreased
May 1, 2026 Price Decreased $424,000
↓ $10K (2.3%)
Price Decreased
Show More

Property Highlights

Air Conditioning
Parking Available
Parking Details
Parking Features: Detached Carport, Driveway, Off Street, Gravel Driveway
Interior Details
Full Bathrooms: 2
Interior Features: Breakfast Bar, Ceiling Fan(s), Eat-in Kitchen, Recessed Lighting, Walk-In Closet(s), Other, Bathroom - Jetted Tub, Bathroom - Stall Shower, Bathroom - Walk-In Shower, Carpet, Combination Dining/Living, Entry Level Bedroom, Floor Plan - Open, Floor Plan - Traditional, Kitchen - Table Space, Primary Bath(s), Window Treatments
Appliances: Microwave, Dryer, Dishwasher, Exhaust Fan, Electric Oven, Refrigerator, Washer, Water Heater
Flooring Type: Carpet, Laminate, Vinyl
Door Features: French
Rooms: 6
Exterior Details
Square Footage: 1880
Square Footage Source: $0
Security Features: Security System
Architectural Style: Ranch/Rambler
Year Built Source: Assessor
Year Built: 1989
Levels: 1
Other Structures: Above Grade, Below Grade
Window Features: Screens
Construction Materials: Vinyl Siding
Patio and Porch Features: Porch
Lot Size Area: 44867
Lot Size Units: Square Feet
Lot Size Acres: 1.03
Lot Size Square Feet: 44867
Tax Lot: 8
Water Source: Well
Financial Details
Tax Assessed Value: $282,633
Tax Annual Amount: $3,046
Utilities Details
Cooling Type: Central Air
Heating Type: Heat Pump(s)
Sewer : On Site Septic

Building Info

Overview

    General

  • Year Built: 1989
  • Effective Year Built: 1989
  • Bedroom Count: 0
  • Bathroom Count: 2
  • Full Bathrooms: 2
  • Partial Bathrooms: 2
  • Building Condition: 6
  • Building Quality: 9
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 25
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 3
  • Floor Count: 100
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 5
  • Basement Area: 0
  • Garage Type: 3
  • Parking Space Count: 1
  • Patio Type: 0
  • Porch Type: 7
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 44,867
  • Total Building Area: 1,880
  • Gross Building Area: 1,880
  • Building Area: 1,880
  • Building Area Measurement: T

    Heating and Cooling

  • Air Conditioning: 13
  • Heating: 8
  • Heated Square Feet: 1,880
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 5
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: HOPE-WEST SEC 08
  • Land Acres: 0000001030
  • Standard Land Use Code: 1001
  • County Land Use Code: R-B001
  • Legal Description 1: 1.03 AC L-8 W/S GILPIN PT RD NEW HOPE-WEST SECTION

Neighborhood

  • School District Name: Caroline County Public Schools
  • Census Tract: 955400

Zoning

  • Zoning: R

Geography

  • Assessors Map Reference: 41 8 126
  • Account Number: 011176
  • District: 08
  • Parcel: 08-011176
  • Lot: 8
  • Latitude: 38.8003
  • Longitude: -75.9041

    Address

  • Full Address: 23116 Gilpin Point Rd
  • Address - House Number: 23116
  • Address - Street Name: Gilpin Point
  • Address - Suffix Type: Rd
  • State: MD
  • City Name: Preston
  • Carrier Code: R002
  • 4-Digit Zip Code: 1833
  • Zip Code: 21655

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $267,977

    Appraisal Valuation

  • Standard Deviation: 0.1237
  • Valuation Date: Oct 11, 2023
  • Confidence Score: 86
  • Final Value: 388,519
  • High Value: 436,613
  • Low Value: 340,424

    Market Valuation

  • Market Total Value: $273,400
  • Market Land Value: $65,100
  • Market Improvement Value: $208,300

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $245,400

    Sales

  • Current Sale Contract Date: Sep 27, 2023
  • Current Sale Recording Date: Oct 04, 2023
  • Current Sale Price:
  • Current Sale Document Type: 27
  • Previous Sale Recording Date: Jul 19, 2019
  • Previous Sale Contract Date: Jun 28, 2019
  • Previous Sale Amount: $232,000
  • Previous Sale Document Type: 27
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Caroline


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals



Frequently Asked Questions

When was property at 23116 Gilpin Point Road built and last sold?
The property at 23116 Gilpin Point Road was built in 1989 and last sold on Sep 27, 2023 for $380,000.
How much is this home worth?
The estimated value of the home located at 23116 Gilpin Point Road is $375,477.
What are some comparable homes to 23116 Gilpin Point Road?
There are currently no comparable homes to 23116 Gilpin Point Road.