$350,000

34 Overlook Road, Woodbourne, NY 12788

  • 3 beds |
  • 2 baths |
  • 2,080 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1950
  • Property Lot Size Icon0.37acre lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $168/sqft
  • Property List Date Icon Listed 11 days ago

Property Description

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.

Listing Status:
Active
Data Last Updated:
February 8, 2026 at 2:22PM
Listing Office:
Land and Water Realty LLC : 845-807-2630
MLS ID:
956385
  • General: First Floor BedroomFirst Floor Full Bath
  • Appliances: DishwasherDryerFreezerGas OvenMicrowaveRefrigeratorStainless Steel Appliance(s)Washer
  • Laundry: In Basement
  • Basement: FullPartially FinishedWalk-Out Access
  • Flooring: Hardwood
  • A/C: None
  • Heating: Forced AirPropane
  • Fireplace: Pellet StoveWood BurningFireplaceFireplaces: 2
  • Style: Raised Ranch
  • Parking: Driveway
  • General: Two
  • Road/Access: Municipal
  • Originating MLS: onekey2
  • School District: Tri Valley
  • County: Sullivan County
  • Zoning: 4200-037-0-0001-006-001
  • View: LakeMountain(s)
  • Utilities: Cable ConnectedElectricity Connected
  • Water: Well
  • Sewer: Septic Tank
  • Source: onekey2

Presented by Veterans United Realty

This listing courtesy of Land and Water Realty LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

T

Tri-Valley Elementary School

34 Moore Hill Rd, Grahamsville, NY, 12740

Grades PK-6

3.14 miles away

T

Tri-Valley Secondary School

34 Moore Hill Rd, Grahamsville, NY, 12740

Grades 7-12

3.14 miles away

T

Tri-Valley Secondary School

34 Moore Hill Rd, Grahamsville, NY, 12740

Grades 7-12

3.14 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.