Price Reduced 3.14%

$339,000 ($162.98 per sqft)

Est. Mortgage $1,692/mo *

Quick Pre-Approval

Price History

$350,000
1/29/2026

$339,000
4/23/2026


34 Overlook Road, Woodbourne, NY, 12788

34 Overlook Road, Woodbourne, NY, 12788

8 rooms

3 beds

2 Full baths

1950

Raised Ranch

2,080 sqft

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.


Status:

Active

Type:

Single-family residential

Laundry Remarks:

In Basement

Heating:

Forced Air, Propane

Cooling:

None

Basement:

Full, Partially Finished, Walk-Out Access

Parking:

Driveway

Acreage:

0.37

Est. Taxes:

$2,418

Assessment

$2,750

Construction

Frame, Vinyl Siding

Utilities

Cable Connected, Electricity Connected

View Description:

Lake, Mountain(s)

Elementary School:

Tri-Valley Elementary School

Middle School:

Tri-Valley Secondary School

High School:

Tri-Valley Secondary School

School District:

Tri Valley

Days on Market:

84

Appliances:

Dishwasher, Dryer, Freezer, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer

MLS #:

956385


Community Info

School Info

Walk Score

Mass Transit

Yelp


Listing courtesy of Land and Water Realty LLC 845-807-2630