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Sold for $324,000 on 12/05/25
  • $324,000

    265 Oakland Valley Road, Cuddebackville, NY 12729

    2beds
    720sqft
    Single Family Residence, Residential
    Built in 1940
    2.3 Acres Lot
    $325,200 Zestimate®
    $450/sqft
    $1,789 Estimated rent

    Home value

    $325,200

    $296,000 - $358,000

    $1,789/mo

    Zestimate® history
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    What's special

    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!

    Zillow last checked: 8 hours ago

    Listing updated: December 05, 2025 at 04:36pm

    Listed by:

    Dominick J Tufano 914-443-7622,

    RE/MAX Benchmark Realty Group 845-341-0004,

    Amy Skellett 917-697-2266,

    RE/MAX Benchmark Realty Group

    Bought with:

    Danielle Bartula, 10401319807

    Howard Hanna Rand Realty

    Source: OneKey® MLS,MLS#: 897085MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 1
    • Full bathrooms: 1
    Bedroom 1
    • Level: First
    Bedroom 2
    • Level: First
    Bathroom 1
    • Description: Full Bath with Tiled Shower Stall
    • Level: First
    Bonus room
    • Level: First
    Kitchen
    • Description: Eat-in kitchen
    • Level: First
    Laundry
    • Description: Laundry/Storage
    • Level: Lower
    Living room
    • Level: Lower
    Heating
    • Oil, Propane
    Cooling
    • Ductless
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Other, Oven, Refrigerator
    • Laundry: In Basement
    Features
    • First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen
    • Basement: Partially Finished,Walk-Out Access
    • Attic: Scuttle
    • Number of fireplaces: 1
    • Fireplace features: Free Standing, Gas
    Interior area
    • Total structure area: 1,680
    • Total interior livable area: 720 sqft

    Property

    Parking
    • Parking features: Driveway
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Deck, Patio
    • Has private pool: Yes
    • Pool features: Above Ground
    • Waterfront features: Stream, Waterfront
    Lot
    • Size: 2.30 Acres
    Details
    • Additional structures: Guest House
    • Parcel number: 3328000200000001064.1100000
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Bungalow,Cottage
    • Property subtype: Single Family Residence, Residential
    Materials
    • T111
    • Foundation: Block
    Condition
    • Year built: 1940

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Other
    • Utilities for property: Water Available

    Community & neighborhood

    Location
    • Region: Cuddebackville

    Other

    Other facts
    • Listing agreement: Exclusive Right To Sell

    Price history

    DateEventPrice
    12/5/2025Sold$324,000-1.5%$450/sqft
    Source: OneKey® MLS #897085
    10/14/2025Pending sale$329,000$457/sqft
    Source: OneKey® MLS #908709
    8/8/2025Listed for sale$329,000+370%$457/sqft
    Source: OneKey® MLS #897085
    8/13/2016Listing removed$1,000+5.3%$1/sqft
    Source: John J Lease REALTORS Inc #4630871
    8/20/2014Listing removed$950$1/sqft
    Source: John J Lease REALTORS Inc #4428734

    Public tax history

    YearProperty taxesTax assessment
    2024-- $66,700
    2023-- $66,700
    2022-- $66,700

    Find assessor info on the county website

    Neighborhood: 12729

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: N A Hamilton Bicentennial School
    • Middle: Port Jervis Middle School
    • High: Port Jervis Senior High School

    Source: OneKey® MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $325,200
    2% more+ $6,504
    With Zillow Showcase(estimated)
    $331,704