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34 Overlook Road, Woodbourne, NY 12788

Sullivan County

Key Facts

3Beds
2Baths
2,080Sq Ft
1950Year Built
0.37Lot (acres)

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.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Raised Ranch

Year Built

1950

Living Area

2,080 sq ft

Lot Size

0.37 acres

Days on Market

106

MLS® Listing#

956385

Property Features

Appliances

DishwasherDryerFreezerGas OvenMicrowaveRefrigeratorStainless Steel Appliance(s)Washer

Cooling

None

Heating

Forced AirPropane

Flooring

Hardwood

Fireplace

Pellet StoveWood Burning

Basement

FullPartially FinishedWalk-Out Access

Parking

Driveway

Laundry

In Basement

Construction

FrameVinyl Siding

Utilities

Cable ConnectedElectricity Connected

Sewer

Septic Tank

Water Source

PrivateWell

Schools

Elementary:
Tri-Valley Elementary School
Middle:
Tri-Valley Secondary School
High:
Tri-Valley Secondary School

Financial Details

Annual Taxes

$2,418

Assessed Value

$2,750

Parcel Number

4200-037-0-0001-006-001

Affordability Calculator

$67,800

Estimated monthly payment

$1,804/mo

Principal $271,200 · Est. interest $378,348 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Woodbourne, NY

$425,000
Median Listing Price
65
Median Days on Market
2,080
Median Sq Ft
$231
Median Price / Sq Ft
13
Active Listings
  • This home’s price is 20% below the area median.
  • Its price per sq ft is 29% below the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Woodbourne, NY.

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Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

AddressPriceBedsBathsSq Ft
16 Illing Drive, Woodbourne, NY$249,000211,028
21 Hillside Avenue, Woodbourne, NY$250,00021924
6355 State Route 42, Woodbourne, NY$425,000932,254

Moving Cost Estimate

EXIT Agents in Woodbourne

Listing Courtesy: Land and Water Realty LLC - 8458072630

Presented by: Brian Garber

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by HGAR. MLS® Listing#956385. © 2026EXIT Realty®. All rights reserved.