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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Owner options
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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#: 897085
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
| Date | Event | Price |
|---|---|---|
| 12/5/2025 | Sold | $324,000-1.5%$450/sqft |
Source: | ||
| 10/14/2025 | Pending sale | $329,000$457/sqft |
Source: | ||
| 8/8/2025 | Listed for sale | $329,000+370%$457/sqft |
Source: | ||
| 8/13/2016 | Listing removed | $1,000+5.3%$1/sqft |
Source: John J Lease REALTORS Inc #4630871 | ||
| 8/20/2014 | Listing removed | $950$1/sqft |
Source: John J Lease REALTORS Inc #4428734 | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $66,700 |
| 2023 | -- | $66,700 |
| 2022 | -- | $66,700 |
Find assessor info on the county website
Neighborhood: 12729
Nearby schools
GreatSchools rating
- 2/10N A Hamilton Bicentenial SchoolGrades: PK-6Distance: 1.2 mi
- 3/10Port Jervis Middle SchoolGrades: 7-8Distance: 7.9 mi
- 4/10Port Jervis Senior High SchoolGrades: 9-12Distance: 7.1 mi
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
