265 Oakland Valley Road, Cuddebackville, NY 12729
Local realty services provided by:CENTURY 21 AllPoints Realty
265 Oakland Valley Road,Cuddebackville, NY 12729
$324,000
- 3 Beds
- 2 Baths
- - sq. ft.
- Multi-family
- Sold
Listed by: dominick j tufano, amy skellett
Office: re/max benchmark realty group
MLS#:908709
Source:OneKey MLS
Sorry, we are unable to map this address
Price summary
- Price:$324,000
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: two homes on one 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, multi-generational living, 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! Whether your are looking for two rental incomes or to live in one home and rent out the other - so many possibilities!
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!
Contact an agent
Home facts
- Year built:1940
- Listing ID #:908709
- Added:103 day(s) ago
- Updated:December 17, 2025 at 09:36 AM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:2
Heating and cooling
- Cooling:Ductless
- Heating:Oil, Propane
Structure and exterior
- Year built:1940
Schools
- High school:Port Jervis Senior High School
- Middle school:Port Jervis Middle School
- Elementary school:N A Hamilton Bicentennial School
Utilities
- Water:Water Available, Well
- Sewer:Septic Tank
Finances and disclosures
- Price:$324,000
- Tax amount:$4,280 (2024)
New listings near 265 Oakland Valley Road
- Open Sun, 12 to 2pmNew
$299,000Active3 beds 1 baths1,540 sq. ft.8 Fourth Street, Godeffroy, NY 12729
MLS# 943814Listed by: KELLER WILLIAMS REALTY
$499,000Active2 beds 3 baths1,708 sq. ft.191 David Rhodes Road, Westbrookville, NY 12790
MLS# 939452Listed by: KELLER WILLIAMS HUDSON VALLEY
$295,000Active4 beds 2 baths1,352 sq. ft.747 Oakland Valley Road, Cuddebackville, NY 12729
MLS# 931638Listed by: KELLER WILLIAMS HUDSON VALLEY
$578,000Active3 beds 2 baths2,352 sq. ft.109 3rd Street, Godeffroy, NY 12729
MLS# 924367Listed by: I REALTY LLC
$289,900Active5 beds 2 baths3,312 sq. ft.19 Oakland Valley Road, Cuddebackville, NY 12729
MLS# 915428Listed by: EXP REALTY
$675,000Active2 beds 1 baths1,088 sq. ft.12 Kiernan Glen, Cuddebackville, NY 12729
MLS# 911578Listed by: SKIPPING STONES REALTY
$159,000Active4.2 Acres145 Brandt Road, Cuddebackville, NY 12729
MLS# 909514Listed by: KELLER WILLIAMS HUDSON VALLEY
$159,000Active5 Acres143 Brandt Road, Cuddebackville, NY 12729
MLS# 909526Listed by: KELLER WILLIAMS HUDSON VALLEY
$370,000Pending3 beds 2 baths1,456 sq. ft.146 Oakland Valley Road, Port Jervis, NY 12729
MLS# 892834Listed by: KELLER WILLIAMS HUDSON VALLEY
$69,000Active1.9 Acres141 Brandt Road, Cuddebackville, NY 12729
MLS# 890408Listed by: ORANGE WEST REALTY