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For sale
    • $739,900

    18 Chestnut Lane, Pawling, NY 12564

    4beds
    3,277sqft
    Single Family Residence, Residential
    Built in 2005
    0.59 Acres Lot
    $-- Zestimate®
    $226/sqft
    $423/mo HOA

    What's special

    Welcome to 18 Chestnut Lane in the Highlands of Pawling! This four-bedroom, three-bath Colonial combines spacious interiors with a private in-ground pool and sought-after community amenities. Hardwood floors flow throughout the main level, featuring a formal dining room and an open kitchen with granite countertops, stainless steel appliances, a center island, and coffee bar. The deck overlooks the backyard and private in-ground Pool, creating an inviting setting for outdoor dining and entertaining. Upstairs, the primary suite offers a tray ceiling, walk-in closet, and private bath with dual sinks, alongside three additional bedrooms and a bonus room. The full walkout basement features high ceilings, full-size windows, and possibilities for a home gym or recreation space. An attached two-car garage adds everyday convenience. Enjoy access to the Highlands’ community pool, tennis courts, and pond for kayaking and fishing. Conveniently located near the Village of Pawling’s shops, restaurants, and Metro-North station, this home offers space, recreation, and connection to all Pawling has to offer. Water & Sewer included in HOA.
    2 days
    241
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    Zillow last checked:

    Listing updated:

    Listed by:

    X-Cap Realty LLC 929-998-9227,

    Joseph Matta 845-803-3674

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1063978MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Forced Air
      Cooling
      • Central Air
      Appliances
      • Included: Cooktop, Dishwasher, Dryer, Refrigerator, Stainless Steel Appliance(s), Washer
      • Laundry: Inside
      Features
      • Ceiling Fan(s), Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, Formal Dining, Kitchen Island
      • Flooring: Hardwood
      • Basement: Full,Partially Finished
      • Attic: Full,Pull Stairs
      • Has fireplace: Yes
      Interior area
      • Total structure area: 3,277
      • Total interior livable area: 3,277 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached, Garage
      • Garage spaces: 2
      Features
      • Has private pool: Yes
      Lot
      • Size: 0.59 Acres
      Details
      • Parcel number: 1340896956010579060000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame, Vinyl Siding
      Condition
      • Year built: 2005

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Shared Well
      • Utilities for property: Trash Collection Private

      Community & HOA

      Community
      • Subdivision: Highlands
      HOA
      • Has HOA: Yes
      • Amenities included: Pool, Snow Removal, Tennis Court(s)
      • Services included: Common Area Maintenance, Other, Sewer, Snow Removal, Water
      • HOA fee: $423 monthly
      • HOA name: J&J Management
      • HOA phone: 914-646-5108
      Location
      • Region: Pawling

      Financial & listing details

      • Price per square foot: $226/sqft
      • Tax assessed value: $225,000
      • Annual tax amount: $16,943
      • Date on market: 10/22/2026
      • Listing agreement: Exclusive Right To Sell

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/22/2026Listed for sale$739,900+10.1%$226/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1063978 Report a problem
        8/25/2006Sold$672,278+343.7%$205/sqft
        Source: Public Record Report a problem
        10/11/2005Sold$151,500$46/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $225,000
        2024-- $225,000
        2023-- $225,000
        2022-- $225,000
        2021-- $225,000
        2020-- $225,000
        2019-- $225,000
        2018-- $225,000
        Find assessor info on the county website

        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.
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        Climate risks

        Neighborhood: 12564

        Getting around

        0 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Pawling Elementary School
        • Middle: Pawling Middle School
        • High: Pawling High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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