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For sale
  • $374,990

    23116 Gilpin Point Rd, Preston, MD 21655

    4beds
    1,880sqft
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    Single Family Residence
    Built in 1989
    1.03 Acres Lot
    $375,500 Zestimate®
    $199/sqft
    $-- HOA

    What's special

    One floor livingFenced areasUpdated eastern shore rancherAdditional outbuilding spaceStorage shed with electricGreenhouse spacePeaceful country backdrop
    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.
    10 days
    |
    560
    |
    33
    |

    Likely to sell faster than

    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

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      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: $199/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
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        Estimated market value

        $375,500

        $357,000 - $394,000

        $2,201/mo

        Price history

        DateEventPrice
        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
        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.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          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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