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For sale
    • Price cut: $24.1K (6/29)
    $924,900

    185 Chester Shores Dr, Chestertown, NY 12817

    4beds
    1,416sqft
    Loading
    Single Family Residence
    Built in 1977
    0.26 Acres Lot
    $870,200 Zestimate®
    $653/sqft
    $-- HOA

    What's special

    Pressure-treated stairsWood-burning fireplaceSandy-bottom shoreline
    Nestled along 100' of direct frontage on beautiful Loon Lake, this well-maintained year-round home offers breathtaking 180-degree lake and mountain views with the perfect setup for summer fun. Enjoy a sandy-bottom shoreline, two levels of usable waterfront with natural stone retaining walls, pressure-treated stairs, and a 40' x 6' permanent dock ideal for boating, swimming, fishing, kayaking, and making lasting Adirondack memories. Additional outdoor amenities include a shed, carport, and kayak/paddleboard rack. Thoughtfully updated with a new high-efficiency propane heating and cooling system (2025), the home offers 2 bedrooms and 1 full bath on the main level with an open-concept kitchen, dining, and living area designed to capture lake views. The finished lower level includes 2 additional bedrooms, a full bath, recreation space perfect for guests, game nights, and a home office or gym, along with a laundry/mechanical room. Additional highlights include a wood-burning fireplace and whole-house Generac propane generator. Added bonus: The property previously received Town of Chester approvals and architectural plans for a proposed custom 1,564 sq. ft. lakefront home with dramatic 13' ceilings, offering future owners a rare opportunity to expand or create a custom Adirondack retreat with valuable groundwork already completed. Your Adirondack lake lifestyle starts here!
    72 days
    |
    1,493
    |
    40
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Gallo Realty ADK, Inc,

    Angela L Mead

    Source: ACVMLS,MLS#: 207363MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bathrooms: 1
      • Main level bedrooms: 2
      Bedroom 1
      • Description: estimated size
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 12 x 12
      Bedroom 2
      • Description: estimated size
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 12 x 13
      Bedroom 4
      • Description: estimated size
      • Level: Basement
      • Area: 210 Square Feet
      • Dimensions: 14 x 15
      Bathroom
      • Description: estimated size
      • Level: First
      • Area: 80 Square Feet
      • Dimensions: 10 x 8
      Den
      • Description: estimated size
      • Level: Basement
      • Area: 195 Square Feet
      • Dimensions: 13 x 15
      Family room
      • Description: estimated size
      • Level: Basement
      • Area: 225 Square Feet
      • Dimensions: 15 x 15
      Kitchen
      • Description: estimated size
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 13 x 15
      Living room
      • Description: estimated size
      • Level: First
      • Area: 180 Square Feet
      • Dimensions: 12 x 15
      Utility room
      • Description: estimated size
      • Level: Basement
      • Area: 120 Square Feet
      • Dimensions: 10 x 12
      Heating
      • Propane, Wood
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Microwave, Refrigerator, Washer/Dryer
      • Laundry: In Basement
      Features
      • Stone Counters, High Speed Internet, Open Floorplan
      • Flooring: Wood
      • Windows: Double Pane Windows
      • Basement: Finished,Full,Walk-Out Access
      • Number of fireplaces: 1
      • Fireplace features: Living Room, Wood Burning
      Interior area
      • Total structure area: 2,016
      • Total interior livable area: 1,416 sqft
      • Finished area above ground: 816
      • Finished area below ground: 600
      Video & virtual tour

      Property

      Parking
      • Total spaces: 6
      • Parking features: Carport, Driveway, Off Street
      • Has attached garage: Yes
      • Carport spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Front Porch
      • Exterior features: Lighting
      • Pool features: None
      • Spa features: None
      • Fencing: None
      • Has view: Yes
      • View description: Lake, Mountain(s)
      • Has water view: Yes
      • Water view: Lake
      • Waterfront features: Lake Front, Waterfront
      • Body of water: Loon Lake
      • Frontage type: Lakefront
      Lot
      • Size: 0.26 Acres
      • Features: Landscaped, Views
      Details
      • Additional structures: Shed(s), Other
      • Parcel number: 86.18124
      • Special conditions: Standard
      • Other equipment: Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Raised Ranch
      • Property subtype: Single Family Residence
      Materials
      • T1-11
      • Foundation: Concrete Perimeter
      • Roof: Metal
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 1977

      Utilities & green energy

      • Electric: Generator
      • Sewer: Private Sewer, Septic Tank
      • Water: Well, Well Dug

      Community & HOA

      Community
      • Security: 24 Hour Security, Carbon Monoxide Detector(s)
      Location
      • Region: Chestertown

      Financial & listing details

      • Price per square foot: $653/sqft
      • Annual tax amount: $6,651
      • Date on market: 5/28/2026
      • Listing agreement: Exclusive Right To Sell
      • Lease term: Short Term Lease

        Estimated market value

        $870,200

        $827,000 - $914,000

        $2,390/mo

        Price history

        DateEventPrice
        6/29/2026Price change$924,900-2.5%$653/sqft
        Source: Global MLS #202617817 Report a problem
        5/22/2026Listed for sale$949,000+149.7%$670/sqft
        Source: Global MLS #202617817 Report a problem
        8/17/2007Sold$380,000$268/sqft
        Source: Global MLS #89893 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Estimated monthly payment$1,822
        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: 12817

        Getting around

        5 / 100
        Car-Dependent
        9 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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