For Sale
Single family home for sale at 34 Overlook Rd, Woodbourne, NY 12788 | MLS# 956385 | Listing updated on 2026-10-13
Photo 1 of Single family home for sale at 34 Overlook Rd, Woodbourne, NY 12788 | MLS# 956385 | Listing updated on 2026-10-13
Photo 2 of Single family home for sale at 34 Overlook Rd, Woodbourne, NY 12788 | MLS# 956385 | Listing updated on 2026-10-13
Photo 3 of Single family home for sale at 34 Overlook Rd, Woodbourne, NY 12788 | MLS# 956385 | Listing updated on 2026-10-13
Photo 4 of Single family home for sale at 34 Overlook Rd, Woodbourne, NY 12788 | MLS# 956385 | Listing updated on 2026-10-13
32+
Beds Icon

Street View

$337,500

Monthly Est:$1,680

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,080sqft

34 Overlook Rd, Woodbourne, NY 12788

$1,680/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1950

  • $-- HOA

  • 16,117 sqft lot

  • $162/sq.ft

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.

  • Houzeo last checked: 13 minutes ago
  • Listing updated: October 13, 2026 at 3:29 pm
  • Listing Provided by: Brian Garber (845) 417-3812 | Land and Water Realty LLC (845) 807-2630
  • Source: OneKey MLS-NY | MLS#: 956385 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Sullivan County

  • City

    Woodbourne

  • Neighborhood

    --

  • Year Built

    1950

  • HOA Fees

    -

  • Finished Area

    2,080 sqft

  • Lot Size

    16,117 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    956385

  • MLS Status

    Active

  • Days on Market

    264

  • Cumulative Days on Market

    245

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Heating

    Forced Air, Propane

  • Appliances

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

  • Sewer

    Septic Tank

  • Interior Features

    First Floor Bedroom, First Floor Full Bath

  • Flooring

    Hardwood

  • Cooling

    None

Construction

  • Year Built

    Year Built: 1950

  • Home type

    Single Family Residence

  • Architectural Style

    Raised Ranch

  • Construction Materials

    Frame, Vinyl Siding

  • Foundation Details

    Concrete Perimeter

Utilities & Energy

  • Utilities

    Cable Connected, Electricity Connected

  • Parking Features

    Driveway

  • Basement

    Full, Partially Finished, Walk Out Access

  • Fireplace Features

    Pellet Stove, Wood Burning

  • Water Source

    Well

  • Laundry Features

    In Basement

Price History

DateEventPrice

05/26/2026

Source: mls_logoOneKey MLS-NY #KEY956385

Listed for Sale

$339,000 +0.44%

$163/sqft

05/26/2026

Source: mls_logoOneKey MLS-NY #KEY956385

Price Decreased

$337,500 -0.44%

$162/sqft

05/15/2026

Source: mls_logoOneKey MLS-NY #KEY956385

Listing Removed

$339,000

$163/sqft

04/23/2026

Source: mls_logoOneKey MLS-NY #KEY956385

Price Decreased

$339,000 -3.14%

$163/sqft

01/30/2026

Source: mls_logoOneKey MLS-NY #KEY956385

Listed for Sale

$350,000

$168/sqft

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Getting Around 34 Overlook Rd

Walk Score®

Walk Score

Car-Dependent

0/100

Data provided by Redfin

Nearby Homes

Based on information from OneKey MLS, through Oct 22, 2026, 01:01AM. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group