265 Oakland Valley Rd Cuddebackville, NY 12729
Estimated payment $2,146/month
Total Views
1,748
2
Beds
1
Bath
720
Sq Ft
$457
Price per Sq Ft
Highlights
- Hot Property
- Guest House
- Waterfront
- Port Jervis High School Rated A-
- Above Ground Pool
- 2.3 Acre Lot
About This Home
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!
Listing Agent
RE/MAX Benchmark Realty Group Brokerage Phone: 845-341-0004 License #10301201924 Listed on: 08/08/2025
Co-Listing Agent
RE/MAX Benchmark Realty Group Brokerage Phone: 845-341-0004 License #10401361797
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,280
Year Built
- Built in 1940
Lot Details
- 2.3 Acre Lot
- Waterfront
Parking
- Driveway
Home Design
- Cottage
- Bungalow
- Frame Construction
- T111 Siding
Interior Spaces
- 720 Sq Ft Home
- Free Standing Fireplace
- Gas Fireplace
- Partially Finished Basement
- Walk-Out Basement
- Dryer
Kitchen
- Eat-In Kitchen
- Oven
- Microwave
- Dishwasher
Bedrooms and Bathrooms
- 2 Bedrooms
- Main Floor Bedroom
- 1 Full Bathroom
Outdoor Features
- Above Ground Pool
- Access to stream, creek or river
- Deck
- Patio
- Shed
Additional Homes
- Guest House
Schools
- N A Hamilton Bicentennial Elementary School
- Port Jervis Middle School
- Port Jervis Senior High School
Utilities
- Ductless Heating Or Cooling System
- Heating System Uses Oil
- Heating System Uses Propane
- Well
- Septic Tank
Listing and Financial Details
- Exclusions: Washer in Primary Home
- Legal Lot and Block 1 / 64.110
- Assessor Parcel Number 332800-020-000-0001-064.110-0000
Map
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 08/08/2025 08/08/25 | For Sale | $329,000 | 0.0% | $457 / Sq Ft |
| 08/05/2014 08/05/14 | For Rent | $950 | 0.0% | -- |
| 08/05/2014 08/05/14 | Rented | $950 | -- | -- |
Source: OneKey® MLS
Similar Homes in the area
Source: OneKey® MLS
MLS Number: 897085
APN: 332800 20-1-64.11
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Ten-X are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
Copyright 2025 OneKey® MLS. All rights reserved.
Nearby Homes
- 278 Oakland Valley Rd
- 146 Oakland Valley Rd
- 68 Kennel Rd
- 660 Oakland Valley Rd
- 529 Prospect Hill Rd
- 33 Fourth St
- 651 Us Route 209
- 27 First St
- 62 Guymard Turnpike
- 27 First St
- 19 First St
- 3 Avenue E
- 8 First St
- 141 Brandt Rd
- 3 Mountain Top Ln
- 10 Mountain Top Ln
- 3 Big Lake Rd
- 1610 State Route 209
- 2059 Guymard Turnpike
- 33 Eden Rd Unit 41
- 196 Oakland Valley Rd
- 624 Oakland Valley Rd
- 634 Oakland Valley Rd Unit E
- 1 Maple Ln Unit B
- 2067 State Route 211
- 9 Kelly Hill Rd Unit 3
- 180 Shoddy Hollow Rd
- 4 Fawn Hill
- 7 Coyote Dr
- 68 Shin Hollow Rd Unit A
- 31 Mccormick Rd
- 1 Royal Acres Dr
- 7 Giada Ln Unit 8
- 7 Giada Ln Unit 6
- 7 Giada Ln Unit 5
- 7 Giada Ln Unit 4
- 7 Giada Ln Unit 3
- 7 Giada Ln Unit 2
- 7 Giada Ln Unit 1
- 108 Kingston Ave