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For sale
  • $350,000

    34 Overlook Road, Woodbourne, NY 12788

    3beds
    2,080sqft
    Single Family Residence, Residential
    Built in 1950
    0.37 Acres Lot
    $-- Zestimate®
    $168/sqft
    $-- HOA

    What's special

    Floor-to-ceiling brick fireplacePellet stoveNew roofRenovated bathroomsRe-sealed deckAdditional guest roomIsland perfect for gathering
    Welcome to Lake View Hideaway at 34 Overlook Road—a proven, income-producing short-term rental perched above Lake Paradise in the heart of the Catskills. This renovated, fully furnished (optional) property is already operating as a successful year-round Airbnb, making it an exceptional turnkey opportunity for investors seeking immediate cash flow with upside. Set back from the road and surrounded by trees, the home offers the privacy and tranquil setting today’s short-term rental guests crave. Inside, rustic-chic design elements—wide-plank barnwood floors, sliding barn doors, and a wood-burning fireplace—create a warm, farmhouse aesthetic that photographs beautifully and performs well on booking platforms. The main level features a spacious living room anchored by a floor-to-ceiling brick fireplace, a large dining area ideal for hosting groups of 10+, and a chef’s kitchen with butcher-block countertops, stainless steel appliances, and an island perfect for gathering. Sliding barn doors open to a balcony with lake and mountain views—an instant guest favorite. This level also includes a bedroom and a fully tiled bathroom with a soaking tub. The mostly finished lower level adds significant rental flexibility and sleeping capacity. Accessible from both inside and multiple exterior entrances, it includes a recreation or game room, a large bedroom with a cozy bed nook, pellet stove, sitting area, and deck access, plus an additional guest room and a second full bath. This layout is ideal for maximizing occupancy and guest comfort. Recent improvements include a new roof, renovated bathrooms, and a re-sealed deck, ensuring low near-term maintenance. The outdoor space is designed for guest enjoyment, with room for grilling, lounging, and evenings around the firepit under the stars. Located within Catskill Park and under two hours from NYC, the home is close to the Neversink and Rondout Reservoirs, Willowemoc and Sundown Wild Forests, Peekamoose Blue Hole, and world-class fishing, hiking, and outdoor recreation. The Neversink General Store and Deli are just minutes away, adding convenience and charm for guests. Move-in and Airbnb-ready, with the option to purchase fully furnished, this property works equally well as a high-performing short-term rental, weekend escape, or full-time residence. Invest where guests already love to stay—schedule your showing today.
    69 days
    |
    2,918
    |
    218
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: January 30, 2026 at 02:01am

    Listing by:

    Land and Water Realty LLC 845-807-2630,

    Brian Garber 845-417-3812

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 956385MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Forced Air, Propane
      Cooling
      • None
      Appliances
      • Included: Dishwasher, Dryer, Freezer, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
      • Laundry: In Basement
      Features
      • First Floor Bedroom, First Floor Full Bath
      • Flooring: Hardwood
      • Basement: Full,Partially Finished,Walk-Out Access
      • Attic: Scuttle
      • Number of fireplaces: 2
      • Fireplace features: Pellet Stove, Wood Burning
      Interior area
      • Total structure area: 2,080
      • Total interior livable area: 2,080 sqft

      Property

      Parking
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Has view: Yes
      • View description: Lake, Mountain(s)
      • Has water view: Yes
      • Water view: Lake
      Lot
      • Size: 0.37 Acres
      Details
      • Parcel number: 420003700001006001
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence, Residential
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      Condition
      • Year built: 1950

      Utilities & green energy

      • Sewer: Septic Tank
      • Utilities for property: Cable Connected, Electricity Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Woodbourne

      Financial & listing details

      • Price per square foot: $168/sqft
      • Tax assessed value: $2,750
      • Annual tax amount: $2,418
      • Date on market: 1/29/2026
      • Cumulative days on market: 70 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        Price history
        DateEventPrice
        1/30/2026Listed for sale$350,000$168/sqft
        Source: OneKey® MLS as distributed by MLS GRID #956385 Report a problem
        12/14/2025Listing removed$350,000$168/sqft
        Source: OneKey® MLS as distributed by MLS GRID #866165 Report a problem
        5/23/2025Listed for sale$350,000$168/sqft
        Source: OneKey® MLS as distributed by MLS GRID #866165 Report a problem
        5/22/2025Listing removed$350,000$168/sqft
        Source: OneKey® MLS as distributed by MLS GRID #810556 Report a problem
        5/22/2025Price change$350,000-2.8%$168/sqft
        Source: OneKey® MLS as distributed by MLS GRID #810556 Report a problem
        3/27/2025Price change$360,000-2.4%$173/sqft
        Source: OneKey® MLS as distributed by MLS GRID #810556 Report a problem
        3/6/2025Price change$369,000-2.6%$177/sqft
        Source: OneKey® MLS as distributed by MLS GRID #810556 Report a problem
        2/11/2025Price change$379,000-2.6%$182/sqft
        Source: OneKey® MLS as distributed by MLS GRID #810556 Report a problem
        1/8/2025Listed for sale$389,000+16.5%$187/sqft
        Source: OneKey® MLS as distributed by MLS GRID #810556 Report a problem
        9/1/2023Sold$334,000+1.5%$161/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6253626 Report a problem
        7/21/2023Pending sale$329,000$158/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6253626 Report a problem
        6/9/2023Listed for sale$329,000$158/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6253626 Report a problem
        9/28/2022Listing removed--
        Source: OneKey® MLS as distributed by MLS GRID #H6188037 Report a problem
        7/5/2022Price change$329,000-5.7%$158/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6188037 Report a problem
        6/8/2022Listed for sale$349,000+973.8%$168/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6188037 Report a problem
        7/2/2019Sold$32,500-26.1%$16/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H4916654 Report a problem
        4/30/2019Price change$44,000-10.2%$21/sqft
        Source: Malek Properties #4916654 Report a problem
        3/27/2019Listed for sale$49,000+104.2%$24/sqft
        Source: Malek Properties #4916654 Report a problem
        6/26/2015Sold$24,000-46.5%$12/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H4208886 Report a problem
        4/2/2014Price change$44,900-25%$22/sqft
        Source: Catskill Country Real Estate #37064 Report a problem
        8/28/2013Listed for sale$59,900$29/sqft
        Source: Catskill Country Real Estate #37064 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025-- $2,750
        2024-- $2,750 +10%
        2023-- $2,500
        2022-- $2,500
        2021-- $2,500
        2020-- $2,500
        2019-- $2,500
        2018-- $2,500
        2017$2,202 $2,500
        2016-- $2,500
        2015-- $2,500
        2014-- $2,500
        2013-- $2,500
        2012-- $2,500
        2011-- $2,500
        2010-- $2,500
        2009-- $2,500
        2008-- $2,500
        2007-- $2,500
        2006-- $2,500
        2005-- $2,500
        2004-- $2,500
        2003-- $2,500
        2002-- $2,500
        2001-- $2,500
        2000-- $2,500

        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment
        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.
        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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