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Street View
$337,500
Monthly Est:$1,680
3 Beds
- 2 Baths
2 full baths
2,080sqft
34 Overlook Rd, Woodbourne, NY 12788
$337,500
$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

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
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
| Date | Event | Price |
|---|---|---|
05/26/2026 Source: | Listed for Sale | $339,000 +0.44% $163/sqft |
05/26/2026 Source: | Price Decreased | $337,500 -0.44% $162/sqft |
05/15/2026 Source: | Listing Removed | $339,000 $163/sqft |
04/23/2026 Source: | Price Decreased | $339,000 -3.14% $163/sqft |
01/30/2026 Source: | Listed for Sale | $350,000 $168/sqft |
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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










