$374,990
UNDER CONTRACT

23116 Gilpin Point Rd Preston, MD 21655

Preston Area

Estimated payment $2,323/month

Total Views 6,810
4 Beds
2 Baths
1,880 Sq Ft
$199 Price per Sq Ft

Highlights

  • 2 Dock Slips
  • Pier
  • Boat Ramp
  • Preston Elementary School Rated 9+
  • Home fronts navigable water
  • View of Trees or Woods

About This Home

Welcome to 23116 Gilpin Point Road in Preston, an updated Eastern Shore rancher offering the perfect blend of one floor living, privacy, history, and 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. The fenced areas, greenhouse space, 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 being 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 not just a home, it is a lifestyle. Private, peaceful, updated, and full of Eastern Shore charm, 23116 Gilpin Point Road is an incredible opportunity for buyers seeking one floor living, outdoor space, nearby river access, historic character, and everyday comfort. Truly one of the best values for amazing
Private, peaceful, and full of Eastern Shore charm, this updated rancher is an incredible opportunity for buyers seeking acreage, nearby water access, true one level living, and a setting that feels tucked away while still offering excellent regional convenience. Ideally located with 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 the best of both privacy and accessibility. A wonderful value and an amazing opportunity to enjoy the very best of Eastern Shore living.

Listing Agent

Angela Demattia

(410) 647-8000 severnapark@penfedrealty.com Berkshire Hathaway HomeServices PenFed Realty Brokerage Phone: 4106478000 Listed on: 06/04/2026

Berkshire Hathaway HomeServices PenFed Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $3,046

Year Built

  • Built in 1989

Lot Details

  • 1.03 Acre Lot
  • Home fronts navigable water
  • Wood Fence
  • Back Yard Fenced
  • Wire Fence
  • Extensive Hardscape

Home Design

  • Rambler Architecture
  • Block Foundation
  • Architectural Shingle Roof
  • Vinyl Siding

Interior Spaces

  • 1,880 Sq Ft Home
  • Property has 1 Level
  • Open Floorplan
  • Ceiling Fan
  • Recessed Lighting
  • Window Treatments
  • Window Screens
  • French Doors
  • Combination Dining and Living Room
  • Views of Woods
  • Crawl Space

Kitchen

  • Breakfast Area or Nook
  • Eat-In Kitchen
  • Electric Oven or Range
  • Built-In Microwave
  • Dishwasher

Flooring

  • Carpet
  • Laminate
  • Vinyl

Bedrooms and Bathrooms

  • 4 Main Level Bedrooms
  • En-Suite Bathroom
  • Walk-In Closet
  • 2 Full Bathrooms
  • Hydromassage or Jetted Bathtub
  • Walk-in Shower

Laundry

  • Dryer
  • Washer

Home Security

  • Home Security System
  • Flood Lights

Parking

  • 11 Parking Spaces
  • 10 Driveway Spaces
  • 1 Detached Carport Space
  • Gravel Driveway
  • Off-Street Parking

Outdoor Features

  • Pier
  • Public Water Access
  • River Nearby
  • Boat Ramp
  • Physical Dock Slip Conveys
  • 2 Dock Slips
  • Exterior Lighting
  • Outdoor Storage
  • Outbuilding
  • Porch

Utilities

  • Central Air
  • Heat Pump System
  • Vented Exhaust Fan
  • Well
  • Electric Water Heater
  • On Site Septic

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Tax Lot 8
  • Assessor Parcel Number 0608011176

Home Details

Home Type

Single Family

Est. Annual Taxes

$3,046

Year Built

Built in 1989

Lot Details

1.03 Acres

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Ranch/Rambler
  • Ownership: Fee Simple
  • Inclusions: Premium kitchen appliances, bathroom mirrors and accessories, ceiling fans-3, clothes washer & dryer, drapery/curtain rods, draperies/curtains, exhaust fans-3, existing carpet, satellite dish, screens, shades/blinds, storage sheds-2
  • New Construction: No
  • Story List: Main
  • Expected On Market: 6/4/2026 12:00:00 AM
  • Federal Flood Zone: No
  • Year Built: 1989
  • Automatically Close On Close Date: No
  • Special Features: 4224
  • Property Sub Type: Detached

Interior Features

  • Appliances: Built-In Microwave, Dryer, Dishwasher, Exhaust Fan, Oven/Range - Electric, Refrigerator, Washer, Water Heater
  • Flooring Type: Carpet, Laminate Plank, Vinyl
  • Interior Amenities: 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
  • Window Features: Screens
  • Fireplace: No
  • Door Features: French
  • Wall Ceiling Types: Dry Wall
  • Foundation Details: Crawl Space, Block
  • Levels Count: 1
  • Room List: Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 1, Bathroom 1, Bathroom 2
  • Basement: No
  • Total Sq Ft: 1880
  • Living Area Sq Ft: 1880
  • Price Per Sq Ft: 199.46
  • Above Grade Finished Sq Ft: 1880
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 4
  • Main Level Bedrooms: 4
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Level Bathrooms: 2.00
  • Main Level Full Bathrooms: 2

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Construction Materials: Vinyl Siding
  • Exterior Features: Exterior Lighting, Extensive Hardscape, Outbuilding(s), Flood Lights, Sidewalks, Secure Storage
  • Roof: Architectural Shingle
  • View: Street, Trees/Woods
  • Water Access Features: Public Access
  • Water Access: Yes
  • Water Body Type: River
  • Waterfront: No
  • Water Oriented: Yes
  • Pool: No Pool
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Garage: No
  • Parking Features: Gravel Driveway
  • Number Of Detached Carport Spaces: 1
  • Total Garage And Parking Spaces: 11
  • Type Of Parking: Detached Carport, Driveway, Off Street
  • Number of Spaces in Driveway: 10

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C
  • Heating Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating: Yes
  • Hot Water: Electric
  • Security: Security System
  • Sewer/Septic System: On Site Septic
  • Water Source: Well

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No

Schools

  • School District Source: Listing Agent

Lot Info

  • Fencing: Rear, Wood, Wire
  • Lot Size Acres: 1.03
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 44867.00
  • Outdoor Living Structures: Porch(es)
  • Zoning: R
  • In City Limits: No

Rental Info

  • Lease Considered: No
  • Pets: No Pet Restrictions
  • Pets Allowed: Yes
  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 3046.00
  • Assessor Parcel Number: 0608011176
  • Tax Lot: 8
  • County Tax Payment Frequency: Annually
  • Tax Year: 2026

MLS Schools

  • School District Name: CAROLINE COUNTY PUBLIC SCHOOLS

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2026 $3,046 $282,633 $0 $0
2025 $3,046 $273,400 $65,100 $208,300
2024 $2,893 $259,400 $0 $0
2023 $2,740 $245,400 $0 $0
2022 $2,587 $231,400 $65,100 $166,300
2020 $2,253 $200,800 $0 $0
2019 $2,086 $185,500 $60,100 $125,400
2018 $2,052 $183,233 $0 $0
2017 $2,011 $180,967 $0 $0
2016 -- $178,700 $0 $0
2015 $2,006 $178,700 $0 $0
2014 $2,006 $178,700 $0 $0
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
06/04/2026 06/04/26 For Sale $374,990 -1.3% $199 / Sq Ft
09/27/2023 09/27/23 Sold $380,000 0.0% $202 / Sq Ft View Prior Sale
08/26/2023 08/26/23 Pending -- -- --
08/25/2023 08/25/23 For Sale $380,000 +63.8% $202 / Sq Ft
06/28/2019 06/28/19 Sold $232,000 -6.1% $123 / Sq Ft View Prior Sale
06/01/2019 06/01/19 Pending -- -- --
05/14/2019 05/14/19 For Sale $247,000 0.0% $131 / Sq Ft
04/22/2019 04/22/19 Pending -- -- --
03/28/2019 03/28/19 For Sale $247,000 -- $131 / Sq Ft
Source: Bright MLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed -- None Listed On Document
Deed $380,000 None Listed On Document
Deed $232,000 Title Excellence
Interfamily Deed Transfer -- Attorney
Deed $230,000 --
Deed -- --
Deed -- --
Deed $175,000 --
Deed -- --
Deed $116,000 --
Deed $84,500 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Previous Owner $225,040 New Conventional
Previous Owner $249,200 Stand Alone Refi Refinance Of Original Loan
Previous Owner $131,250 Purchase Money Mortgage
Previous Owner $30,000 Credit Line Revolving
Source: Public Records

Source: Bright MLS

MLS Number: MDCM2007400

Bright MLS

APN: 08-011176

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