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For sale
  • Price cut: $40K (10/22)
    $335,000

    23116 Gilpin Point Rd, Preston, MD 21655

    4beds
    1,880sqft
    : 
    $2,359/mo
    Get pre-qualified
    Single Family Residence
    Built in 1989
    1.03 Acres Lot
    $334,000 Zestimate®
    $178/sqft
    $-- HOA

    What's special

    One floor livingFenced areasUpdated eastern shore rancherAdditional outbuilding spaceStorage shed with electricGreenhouse spacePeaceful country backdrop
    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!
    151 days
    915
    97

    Zillow last checked:

    Listing updated:

    Listed by:

    Angela Demattia 240-687-6677,

    Berkshire Hathaway HomeServices PenFed Realty 410-647-8000

    Source: Bright MLS,MLS#: MDCM2007400MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bathrooms: 2
      • Main level bedrooms: 4
      Rooms
      • Room types: Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 1, Bathroom 1, Bathroom 2
      Bedroom 1
      • Level: Main
      Bedroom 2
      • Level: Main
      Bedroom 3
      • Level: Main
      Bedroom 4
      • Level: Main
      Bathroom 1
      • Level: Main
      Bathroom 2
      • Level: Main
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Microwave, Dryer, Dishwasher, Exhaust Fan, Oven/Range - Electric, Refrigerator, Washer, Water Heater, Electric Water Heater
      Features
      • Bathroom - Stall Shower, Bathroom - Walk-In Shower, Breakfast Area, Ceiling Fan(s), Combination Dining/Living, Entry Level Bedroom, Open Floorplan, Floor Plan - Traditional, Eat-in Kitchen, Kitchen - Table Space, Primary Bath(s), Recessed Lighting, Walk-In Closet(s), Other, Dry Wall
      • Flooring: Carpet, Laminate, Vinyl
      • Doors: French Doors
      • Windows: Screens, Window Treatments
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 1,880
      • Total interior livable area: 1,880 sqft
      • Finished area above ground: 1,880
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 11
      • Parking features: Gravel, Detached Carport, Driveway, Off Street
      • Carport spaces: 1
      • Uncovered spaces: 10
      Accessibility
      • Accessibility features: Other
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Porch
      • Exterior features: Lighting, Extensive Hardscape, Flood Lights, Sidewalks, Storage, Other
      • Pool features: None
      • Has spa: Yes
      • Spa features: Bath
      • Fencing: Back Yard,Wood,Other,Wire
      • Has view: Yes
      • View description: Street, Trees/Woods
      • Waterfront features: Public Access, River
      Lot
      • Size: 1.03 Acres
      Details
      • Additional structures: Above Grade, Below Grade, Outbuilding
      • Parcel number: 0608011176
      • Zoning: R
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch/Rambler
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Crawl Space, Block
      • Roof: Architectural Shingle
      Condition
      • New construction: No
      • Year built: 1989

      Utilities & green energy

      • Sewer: On Site Septic
      • Water: Well

      Community & HOA

      Community
      • Security: Security System
      • Subdivision: None Available
      HOA
      • Has HOA: No
      Location
      • Region: Preston

      Financial & listing details

      • Price per square foot: $178/sqft
      • Tax assessed value: $282,633
      • Annual tax amount: $3,046
      • Date on market: 6/4/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional,USDA Loan,VA Loan,FHA
      • 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,
      • Ownership: Fee Simple

        Estimated market value

        $334,000

        $317,000 - $351,000

        $2,294/mo

        Price history

        DateEventPrice
        10/22/2026Price change$335,000-10.7%$178/sqft
        Source: Bright MLS #MDCM2007400 Report a problem
        9/14/2026Listed for sale$374,990$199/sqft
        Source: Bright MLS #MDCM2007400 Report a problem
        6/23/2026Contingent$374,990$199/sqft
        Source: Bright MLS #MDCM2007400 Report a problem
        6/4/2026Listed for sale$374,990-6%$199/sqft
        Source: Bright MLS #MDCM2007400 Report a problem
        5/27/2026Listing removed$399,000$212/sqft
        Source: Bright MLS #MDCM2006802 Report a problem
        5/15/2026Price change$399,000-5.9%$212/sqft
        Source: Bright MLS #MDCM2006802 Report a problem
        4/30/2026Price change$424,000-2.3%$226/sqft
        Source: Bright MLS #MDCM2006802 Report a problem
        2/27/2026Listed for sale$434,000+14.2%$231/sqft
        Source: Bright MLS #MDCM2006802 Report a problem
        9/27/2023Sold$380,000$202/sqft
        Source: Bright MLS #MDCM2003354 Report a problem
        8/27/2023Pending sale$380,000$202/sqft
        Source: Bright MLS #MDCM2003354 Report a problem
        8/25/2023Listed for sale$380,000+63.8%$202/sqft
        Source: Bright MLS #MDCM2003354 Report a problem
        7/19/2019Sold$232,000-6.1%$123/sqft
        Source: Public Record Report a problem
        3/28/2019Listed for sale$247,000+7.4%$131/sqft
        Source: Meredith Fine Properties #MDCM121748 Report a problem
        1/21/2010Sold$230,000+31.4%$122/sqft
        Source: Public Record Report a problem
        5/30/2006Sold$175,000+50.9%$93/sqft
        Source: Public Record Report a problem
        12/4/2002Sold$116,000+37.3%$62/sqft
        Source: Public Record Report a problem
        2/24/1997Sold$84,500$45/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2026$3,090 +1.5%$282,633 +3.4%
        2025$3,046 +7.5%$273,400 +5.4%
        2024$2,833 +5.7%$259,400 +5.7%
        2023$2,680 +6.1%$245,400 +6.1%
        2022$2,527 +7.1%$231,400 +7.1%
        2021$2,360 +7.6%$216,100 +7.6%
        2020$2,193 +8.2%$200,800 +8.2%
        2019$2,026 +1.2%$185,500 +1.2%
        2018$2,001 +1.3%$183,233 +1.3%
        2017$1,976 -1.5%$180,967 +1.3%
        2016$2,006 $178,700
        2015$2,006 $178,700
        2014$2,006 $178,700 -11.2%
        2013-- $201,200
        2012-- $201,200
        2011-- $201,200 -19.5%
        2010-- $249,930 +9.8%
        2009-- $227,580 +10.9%
        2008-- $205,230 +59.6%
        2007-- $128,620 +13.3%
        2006-- $113,552 +15.3%
        2005-- $98,486 +18.1%
        2004-- $83,420 +3%
        2003-- $80,966 +3.1%
        2002-- $78,513 +3.2%
        2001-- $76,060
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 21655

        Getting around

        0 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Caroline County Public Schools

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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