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For sale
  • $348,000

    40 Overlook Road, Woodbourne, NY 12788

    2beds
    850sqft
    Loading
    Single Family Residence, Residential
    Built in 1955
    0.69 Acres Lot
    $-- Zestimate®
    $409/sqft
    $-- HOA

    What's special

    Thoughtful finishes throughoutViews of paradise lake
    Perched above the valley with views of Paradise Lake, The Tree House is a completely reimagined two-bedroom, one-bath Catskills cabin tucked into the trees in Woodbourne. Gutted to the studs and thoughtfully rebuilt from the roof down, nearly everything is new—including the roof, interior and exterior cladding, flooring, plumbing, electric, heating and cooling, windows and doors. Inside, the open living, dining and kitchen space feels warm and inviting, with a wood-burning stove at its center and thoughtful finishes throughout, including terrazzo in the bathroom and kitchen backsplash. A flexible room provides additional space for guests, a home office or a quiet place to unwind. Set on .69 acres, the home sits below the parking area and is reached by a staircase, giving it a tucked-away feeling that really does feel like living in the trees. A large deck faces the woods and Paradise Lake below—known locally for great fishing—and creates the perfect spot for morning coffee, dinner outside or simply taking in the view. The location makes it easy to enjoy everything this part of the Catskills has to offer, from hiking and biking to swimming, fishing and kayaking. The Neversink River, Peekamoose Blue Hole and Slide Mountain are all within easy reach, along with Livingston Manor, Mountaindale and Ellenville for restaurants, shops, markets and local events. Completely turnkey and perfectly sized for a weekend getaway, full-time retreat or STR, The Tree House offers a cozy Catskills escape with easy access to Route 17 and just over 100 miles from the GWB.
    12 days
    1,452
    268

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Compass Greater NY, LLC 838-877-8283,

    Diana Polack 845-825-2815,

    Bree Chambers 917-660-5710,

    Compass Greater NY, LLC

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1060387MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 1
      • Full bathrooms: 1
      Heating
      • Heat Pump, Other
      Cooling
      • Ductless
      Appliances
      • Included: Dishwasher, Dryer, Electric Water Heater, Gas Range, Oven, Refrigerator, Washer
      • Laundry: Other
      Features
      • Eat-in Kitchen, Open Kitchen
      • Flooring: Hardwood
      • Attic: Unfinished
      • Number of fireplaces: 1
      • Fireplace features: Living Room, Wood Burning
      Interior area
      • Total structure area: 850
      • Total interior livable area: 850 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway
      • Garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Has view: Yes
      • View description: Lake, Mountain(s), Trees/Woods
      • Has water view: Yes
      • Water view: Lake
      • Waterfront features: Lake Front
      Lot
      • Size: 0.69 Acres
      Details
      • Additional structures: None
      • Parcel number: 420003700001007000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence, Residential
      Materials
      • Vinyl Siding
      • Foundation: Raised
      Condition
      • Updated/Remodeled
      • Year built: 1955
      • Major remodel year: 2026

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Electricity Connected, Water Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Woodbourne

      Financial & listing details

      • Price per square foot: $409/sqft
      • Tax assessed value: $2,100
      • Annual tax amount: $1,889
      • Date on market: 10/21/2026
      • Cumulative days on market: 10 days
      • Listing agreement: Exclusive Right To Sell
      • Inclusions: Dishwasher, refrigerator, gas range, oven, washer, dryer, electric water heater.
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/21/2026Listed for sale$348,000+190%$409/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1060387 Report a problem
        12/15/2025Sold$120,000+4.3%$141/sqft
        Source: HVCRMLS #20254866 Report a problem
        11/4/2025Pending sale$115,000$135/sqft
        Source: HVCRMLS #20254866 Report a problem
        10/14/2025Contingent$115,000$135/sqft
        Source: HVCRMLS #20254866 Report a problem
        10/6/2025Listed for sale$115,000+210.8%$135/sqft
        Source: HVCRMLS #20254866 Report a problem
        4/15/2008Listing removed$37,000$44/sqft
        Source: Better Homes and Gardens Rand Realty Report a problem
        4/4/2008Listed for sale$37,000+37%$44/sqft
        Source: Better Homes and Gardens Rand Realty Report a problem
        8/9/1994Sold$27,000$32/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $2,100
        2024-- $2,100
        2023-- $2,100
        2022-- $2,100 +5%
        2021-- $2,000
        2020-- $2,000
        2019-- $2,000
        2018-- $2,000
        2017$1,786 $2,000
        2016-- $2,000
        2015-- $2,000
        2014-- $2,000
        2013-- $2,000
        2012-- $2,000
        2011-- $2,000
        2010-- $2,000
        2009-- $2,000
        2008-- $2,000
        2007-- $2,000
        2006-- $2,000
        2005-- $2,000
        2004-- $2,000
        2003-- $2,000
        2002-- $2,000
        2001-- $2,000 +11.1%
        2000-- $1,800
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 12788

        Getting around

        0 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Tri-Valley Elementary School
        • Middle: Tri-Valley Secondary School
        • High: Tri-Valley Secondary 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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