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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.
    12 days
    |
    3,346
    |
    245
    |

    Likely to sell faster than

    Zillow last checked: 8 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,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: 14 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 #956385 Report a problem
    12/14/2025Listing removed$350,000$168/sqft
    Source: OneKey® MLS #866165 Report a problem
    5/23/2025Listed for sale$350,000$168/sqft
    Source: OneKey® MLS #866165 Report a problem
    5/22/2025Listing removed$350,000$168/sqft
    Source: OneKey® MLS #810556 Report a problem
    5/22/2025Price change$350,000-2.8%$168/sqft
    Source: OneKey® MLS #810556 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024-- $2,750 +10%
    2023-- $2,500
    2022-- $2,500

    Find assessor info on the county website

    BuyAbility℠ 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.

    Boost your down payment with 6% savings match

    Earn up to a 6% match & get a competitive APY with a *. Zillow has partnered with to help get you home faster.

    Learn more*Terms apply. Match provided by Foyer. Account offered by Pacific West Bank, Member FDIC.

    Climate risks

    Neighborhood: 12788

    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. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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