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For sale
  • $3,000,000

    25440 Learman Rd, Chestertown, MD 21620

    3beds
    3,142sqft
    : 
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    Single Family Residence
    Built in 1955
    11 Acres Lot
    $-- Zestimate®
    $955/sqft
    $-- HOA

    What's special

    Vibrant plantingsGenerous walk-in closetBreathtaking viewsMature ornamental treesCustom cabinetryOpen-concept designPrivate walled garden
    Welcome to the epitome of Eastern Shore waterfront luxury, offered for the first time in almost 60 years. This stunning 11-acre estate offers an unparalleled lifestyle, featuring 560 feet of prime water frontage on the Chester River and a private 140-foot dock with 7 feet of mean low water, perfect for all your adventures. ** The heart of this property is the beautifully renovated 3-bedroom, 2 full bath, 2 half bath main home, meticulously remodeled in 2018 with the highest quality materials and fixtures. The residence boasts sweeping water views from nearly every room, allowing you to enjoy picturesque sunrises Chester River. ** As you enter, you are greeted by a grand living room featuring a striking five-foot fireplace set within a soaring vaulted ceiling, creating a warm and inviting atmosphere. Expansive windows frame the breathtaking views and fill the space with natural light, enhancing the open-concept design that is perfect for both relaxing and entertaining. ** The gourmet kitchen is a chef's dream, equipped with top-of-the-line stainless steel appliances, custom cabinetry, an oversized island with seating, and elegant custom stone and wood countertops. This thoughtfully designed space allows for effortless meal preparation and entertaining. ** Retreat to the luxurious primary suite, a true sanctuary featuring its own private walled garden, offering a serene escape for relaxation and outdoor enjoyment. The suite also includes a cozy fireplace, perfect for creating a romantic ambiance. The spa-like bathroom is designed for ultimate relaxation, a spacious glass-enclosed double head shower, and dual vanities with exquisite finishes. A generous walk-in closet provides ample storage, ensuring organization and convenience. ** The outdoor living features of this luxurious estate are truly exceptional, designed to create an idyllic sanctuary for relaxation and entertainment. At the heart of the outdoor space is a stunning waterfront concrete pool, refurbished in 2018, offering a refreshing retreat on warm summer days while providing breathtaking views of the Chester River. Surrounding the home, the professionally designed landscaping enhances the natural beauty of the property, featuring lush gardens, vibrant plantings, and mature ornamental trees. The side patio, complete with a charming brick fire pit, invites gatherings with friends and family, perfect for cozy evenings under the stars. The poolside patio off the main living room makes alfresco dining a breeze. Additionally, the private walled garden serves as a tranquil oasis, offering a serene space to unwind amidst nature, making this outdoor area the perfect complement to the luxurious lifestyle this estate offers. ** Accommodate guests or staff in the charming 3-bedroom, 2-bath guest/caretaker's cottage, built in 2013. A spacious 2.5-bay workshop provides ample storage for your outdoor equipment and hobbies. ** This exceptional property seamlessly blends luxury and tranquility, offering a unique opportunity to own a piece of paradise on the Eastern Shore. Don’t miss your chance to experience the charm and elegance of this extraordinary waterfront estate!
    8 days
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    564
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    19
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    Zillow last checked:

    Listing updated:

    Listed by:

    Liddy Campbell 410-708-5433,

    TTR Sotheby's International Realty 4106733344

    Source: Bright MLS,MLS#: MDKE2006468MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 2
      • 1/2 bathrooms: 2
      • Main level bathrooms: 3
      • Main level bedrooms: 1
      Basement
      • Area: 0
      Heating
      • Central, Programmable Thermostat, Zoned, Heat Pump, Electric, Propane
      Cooling
      • Central Air, Programmable Thermostat, Zoned, Electric
      Appliances
      • Included: Gas Water Heater, Instant Hot Water, Tankless Water Heater
      • Laundry: Has Laundry, Main Level
      Features
      • Basement: Exterior Entry,Unfinished,Sump Pump
      • Number of fireplaces: 2
      • Fireplace features: Gas/Propane, Mantel(s), Metal, Screen, Wood Burning, Brick
      Interior area
      • Total structure area: 3,142
      • Total interior livable area: 3,142 sqft
      • Finished area above ground: 3,142
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 9
      • Parking features: Garage Faces Side, Garage Door Opener, Inside Entrance, Oversized, Circular Driveway, Gravel, Asphalt, Private, Attached, Detached, Driveway
      • Attached garage spaces: 4
      • Uncovered spaces: 5
      Accessibility
      • Accessibility features: Doors - Swing In, Accessible Entrance
      Features
      • Levels: Two
      • Stories: 2
      • Has private pool: Yes
      • Pool features: Private
      • Has view: Yes
      • View description: River, Scenic Vista, Water
      • Has water view: Yes
      • Water view: River,Water
      • Waterfront features: Private Dock Site, Rip-Rap, Private Access, River
      • Body of water: Chester River
      • Frontage length: Water Frontage Ft: 560
      Lot
      • Size: 11 Acres
      • Features: Backs to Trees, Front Yard, Landscaped, Wooded, Private, Rear Yard, Secluded, Tidal Wetland
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 1507001134
      • Zoning: RCD
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional,Coastal
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Block
      Condition
      • New construction: No
      • Year built: 1955
      • Major remodel year: 2018

      Utilities & green energy

      • Sewer: Private Septic Tank, Septic Exists
      • Water: Private, Well

      Community & HOA

      Community
      • Subdivision: Quaker Neck
      HOA
      • Has HOA: No
      Location
      • Region: Chestertown

      Financial & listing details

      • Price per square foot: $955/sqft
      • Tax assessed value: $1,606,867
      • Annual tax amount: $18,103
      • Date on market: 6/4/2026
      • Listing agreement: Exclusive Right To Sell
      • Ownership: Fee Simple
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/4/2026Listed for sale$3,000,000$955/sqft
        Source: Bright MLS #MDKE2006468 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$36,446 +109.7%$1,596,400 +4.2%
        2024$17,377 +4.4%$1,532,367 +4.4%
        2023$16,651 +5.5%$1,468,333 +4.6%
        2022$15,784 -0.5%$1,404,300 +0.4%
        2021$15,857 +0.4%$1,398,333 +0.4%
        2020$15,789 +0.4%$1,392,367 +0.4%
        2019$15,722 +0.3%$1,386,400 +0.3%
        2018$15,681 +35.9%$1,382,833 +35.9%
        2017$11,542 +48.6%$1,017,800 +2.1%
        2016$7,768 $997,200 0%
        2015$7,768 $997,300
        2014$7,768 $997,300 -6.2%
        2013-- $1,063,500 +11.7%
        2011-- $952,260 +1.4%
        2010-- $938,790 -1.1%
        2009-- $948,792 +3.3%
        2008-- $918,586 +3.4%
        2007-- $888,380 +12.5%
        2006-- $789,706 +14.3%
        2005-- $691,033 +16.7%
        2004-- $592,360 +9.7%
        2003-- $540,082 +10.7%
        2002-- $487,806 +12%
        2001-- $435,530

        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: 21620

          Getting around

          0 / 100
          Car-Dependent
          44 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • District: Kent 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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