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$324,000
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Property Description
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!
Full Property Details
Full Property Details for 265 Oakland Valley Rd
General
- Sold For: $324,000
- Taxes: $4,280
- Status: Closed
- Type: Single Family
- Source: Long_Island
- MLS ID: 897085
- Added to Site: 163 day(s) ago
Interior
- Number of Rooms: 4
- Interior Features: First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Free Standing, Gas
- Appliances: Dishwasher, Dryer, Microwave, Other, Oven, Refrigerator
- Laundry Facilities: Yes
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: In Basement
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Above Ground
Exterior
- Porch/Patio/Deck: Deck, Patio
Parking
- Parking Features: Driveway
Location
- County: Orange County
- Driving Directions: GPS Navigable
School Information
- High School District: Port Jervis
- Elementary School: N A Hamilton Bicentennial School
- Middle School: Port Jervis Middle School
- High School: Port Jervis Senior High School
Heating & Cooling
- Cooling Type: Ductless
- Heating Type: Oil, Propane
- Heating Zones: 2
Utilities
- Sewer: Septic Tank
- Water: Well, Other
- Utility Description: Electricity Available, Water Available
Structural Information
- Architectural Style: Bungalow, Cottage
- Detached/Attached: Detached
- Construction: Frame, T111
- Basement: Yes
- Basement Desc.: Partially Finished, Walk-Out Access
- Building Size: 1680
- Square Feet: 1,680
- Sq. Ft. Source: Public Records
- Year Built: 1940
Additional Structures
- Other Structures: Guest House, Shed(s)
Lot Features
- Lot Size (Acres): 2.3
- Lot Size (Sq. Ft.): 100,188
- Lot Features: Waterfront
Water Features
- Water Front View: Stream
Financial Considerations
- Tax Amount: $4,280.47
Disclosures and Reports
- Special Conditions: None
- Exclusions: Washer in Primary Home
- Property ID: 332800-020-000-0001-064.110-0000
- Block: 64.11
- Lot Number: 1
Listed by RE/MAX Benchmark Realty Group
Sold by Howard Hanna Rand Realty
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Schools
Schools serving 265 Oakland Valley Rd
School District:Port Jervis City School District
| Name | Grades | Distance |
|---|---|---|
Port Jervis Senior High School 10 U.S. 209, Port Jervis, NY 12771 | 9-12 | 7.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 265 Oakland Valley Rd
Date
Details
Price
Change
Source
12/05/2025
Sold
$324,000
-1.52%
MLS
8/08/2025
Listed
$329,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
265 Oakland Valley Road, Cuddebackville, NY 12729 (MLS# 897085) is a Single Family property that was sold at $324,000 on December 05, 2025. Want to learn more about 265 Oakland Valley Road? Do you have questions about finding other Single Family real estate for sale in Cuddebackville? You can browse all Cuddebackville real estate or contact a Coldwell Banker agent to request more information.
