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265 Oakland Valley Road, 
Cuddebackville, NY 12729

$329,000


2

Beds


1

Bath


720

Sq Ft


Single Family

Active

Listed by

Dominick J Tufano

Amy Skellett

RE/MAX Benchmark Realty Group

Last updated:

September 5, 2025, 10:56 AM

MLS#

897085

Source:

OneKey MLS

About This Home

265 Oakland Valley Road

One Property. Two Homes. Unlimited Possibilities. Welcome to 265 Oakland Valley Road...a nature lover’s dream with a unique bonus you don’t find every day: a second home on the property! Set on over 2 peaceful acres, this unique offering includes a charming main residence and a picture-perfect brookside cottage, perfect for rental income, guests, or your own private retreat. The main home is warm and inviting, featuring two bedrooms and a bonus room, one bath, and an eat-in kitchen on the main level (720 sq. ft.). Downstairs, you’ll find a cozy living room (an additional 320 sq. ft) with sliding glass doors leading to a quaint patio overlooking the expansive backyard where you can sip your morning coffee and listen to the birds sing. You will also find an above-ground pool for summer fun and fruit trees, such as apple, peach & pear that adorn the property! Wander across the lawn and discover the sweetest surprise: a legal one-bedroom cottage (640 sq. ft) that sits alongside a babbling brook that echoes the sounds of tranquility right outside the sliding glass doors. Whether you're envisioning a guest retreat, multi-generational living, a rental opportunity, or a peaceful place to write your next chapter, this cottage has endless charm and potential. And there’s more...a rustic shed with a covered porch creates yet another outdoor oasis, and a private trail winds along the back of the property, following the brook, and inviting you to slow down and soak in the beauty of your surroundings. A property with two separate living quarters and natural serenity doesn’t come along often, so this one is definitely worth the look and will definitely charm you! 90 miles from NYC, easy access to the train (NJ Transit/Otisville), close to all of the area's attractions such as The Forestburgh Playhouse, Bethel Woods, Resorts World Casino, The Kartrite Waterpark, Delaware River Rafting and so much more!

Home Facts

Single Family

1 Bath

2 Bedrooms

Built in 1940

Price Summary

329,000

$456 per Sq. Ft.

MLS #:

897085

Last Updated:

September 5, 2025, 10:56 AM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

1

Full Bathrooms:

1

Interior

Living Area:

720 Sq. Ft.


Structure

Structure

Architectural Style:

Bungalow, Cottage

Building Area:

1,680 Sq. Ft.

Year Built:

1940


Lot

Lot Size (Sq. Ft):

100,188


Finances & Disclosures

Finances

Price:

$329,000

Price per Sq. Ft:

$456 per Sq. Ft.

Source:OneKey MLS
Copyright 2025 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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