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40 Overlook Road, 
Woodbourne, NY 12788

$348,000


2

Beds


1

Bath


850

Sq Ft


Single Family

Active

Listed by

Diana Polack

, 

Bree Chambers

Compass Greater Ny, LLC.

Last updated:

October 23, 2026, 11:44 AM

MLS#

1060387

Source:

OneKey MLS

About This Home

40 Overlook Road

Perched above the valley with views of Paradise Lake, The Tree House is a completely reimagined two-bedroom, one-bath Catskills cabin tucked into the trees in Woodbourne. Gutted to the studs and thoughtfully rebuilt from the roof down, nearly everything is new—including the roof, interior and exterior cladding, flooring, plumbing, electric, heating and cooling, windows and doors. Inside, the open living, dining and kitchen space feels warm and inviting, with a wood-burning stove at its center and thoughtful finishes throughout, including terrazzo in the bathroom and kitchen backsplash. A flexible room provides additional space for guests, a home office or a quiet place to unwind. Set on .69 acres, the home sits below the parking area and is reached by a staircase, giving it a tucked-away feeling that really does feel like living in the trees. A large deck faces the woods and Paradise Lake below—known locally for great fishing—and creates the perfect spot for morning coffee, dinner outside or simply taking in the view. The location makes it easy to enjoy everything this part of the Catskills has to offer, from hiking and biking to swimming, fishing and kayaking. The Neversink River, Peekamoose Blue Hole and Slide Mountain are all within easy reach, along with Livingston Manor, Mountaindale and Ellenville for restaurants, shops, markets and local events. Completely turnkey and perfectly sized for a weekend getaway, full-time retreat or STR, The Tree House offers a cozy Catskills escape with easy access to Route 17 and just over 100 miles from the GWB.

Home Facts

Single Family

1 Bath

2 Bedrooms

Built in 1955

Price Summary

348,000

$409 per Sq. Ft.

MLS #:

1060387

Last Updated:

October 23, 2026, 11:44 AM

Added:

2 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

1

Full Bathrooms:

1

Interior

Living Area:

850 Sq. Ft.


Structure

Structure

Architectural Style:

Ranch

Building Area:

850 Sq. Ft.

Year Built:

1955


Lot

Lot Size (Sq. Ft):

30,056


Finances & Disclosures

Finances

Price:

$348,000

Price per Sq. Ft:

$409 per Sq. Ft.

Source:OneKey MLS
Copyright 2026 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID . OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.
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40 Overlook Road
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Sat, Oct 24
12:00 PM - 02:00 PM

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.