265 Oakland Valley Road, Cuddebackville, NY

$329,000

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2

Beds

1

Bath

720

Square feet

2.30

Acres

About 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!

Features of 265 Oakland Valley Road

MLS® # 897085
Price $329,000
Bedrooms 2
Bathrooms 1.00
Full Baths 1
Internal Footage 720
Square Footage 100188
Acres 2.30
Year Built 1940
Type Residential
Sub-Type Single Family Residence
Style Bungalow, Cottage
Status Active

Community Information

Address 265 Oakland Valley Road
City Cuddebackville
County Orange County
State NY
Zip Code 12729

Amenities

Utilities Electricity Available, Water Available
Parking Driveway
Is Waterfront Yes
Waterfront Stream
Has Pool Yes
Pool Above Ground

Interior

Interior Features First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen
Appliances Dishwasher, Dryer, Microwave, Other, Oven, Refrigerator
Heating Oil, Propane
Cooling Ductless
Fireplace Yes
# of Fireplaces 1
Fireplaces Free Standing, Gas
Has Basement Yes
Basement Partially Finished, Walk-Out Access

Exterior

Lot Description Waterfront
Construction Frame, T111

School Information

District Port Jervis
Elementary N A Hamilton Bicentennial School
Middle Port Jervis Middle School
High Port Jervis Senior High School

Additional Information

Date Listed August 8th, 2025
Days on Market 65
Short Sale No
RE / Bank Owned No

Listing Details

Listing Provided Courtesy ofRE/MAX Benchmark Realty Group
Contact Info845-341-0004

Listing Map

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