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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, 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!
DAYS ON MARKET | 2 | LAST UPDATED | 8/8/2025 |
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YEAR BUILT | 1940 | COUNTY | Orange |
STATUS | Active | PROPERTY TYPE(S) | Single Family |
Elementary School | N A Hamilton Bicentennial School |
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Jr. High School | Port Jervis Middle School |
High School | Port Jervis Senior High School |
ADDITIONAL DETAILS | |
AIR | Ductless |
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AIR CONDITIONING | Yes |
APPLIANCES | Dishwasher, Dryer, Microwave, Other, Oven, Refrigerator |
BASEMENT | Partially Finished, Walk-Out Access |
CONSTRUCTION | Frame |
FIREPLACE | Yes |
HEAT | Oil, Propane |
INTERIOR | Eat-in Kitchen |
LOT | 2.3 acre(s) |
LOT DESCRIPTION | Waterfront |
PARKING | Driveway |
POOL | Yes |
POOL DESCRIPTION | Above Ground, Private |
SEWER | Septic Tank |
STYLE | Bungalow, Cottage |
TAXES | 4280.47 |
UTILITIES | Electricity Available, Water Available |
WATER | Public, Private, Well, Other |
WATERFRONT DESCRIPTION | Stream |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listed with RE/MAX Benchmark Realty Group

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Date Last Updated: 8/9/25 6:31 PM PDT
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