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$329,000
16 Days On Site

265 Oakland Valley Road
Cuddebackville, NY 12729

For Sale|Single Family Residence|Active
2
Beds
1
Total Bath
1
Full Bath
720
SqFt
$457
/SqFt
1940
Built
County:
Orange
Listing courtesy of RE/MAX Benchmark Realty Group dominicktufano@gmail.com
Call Now: (516) 697-8663
Is this the listing for you? We can help make it yours.
(516) 697-8663
265 Oakland Valley Road265 Oakland Valley Road265 Oakland Valley Road265 Oakland Valley Road
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Monthly Payment (Est.)

$1,501
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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!

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Listing Snapshot
Price 
$329,000
Days On Site 
16 Days
Bedrooms 
2
Inside Area (SqFt) 
720 sqft
Total Baths 
1
Full Baths 
1
Partial Baths 
N/A
Lot Size 
2.3 Acres
Year Built 
1940
MLS® Number 
897085
Status 
Active
Property Tax 
$4,280.47
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 weeks agoListing first seen on site
2 weeks agoListing updated with changes from the MLS®
General Features
Acres 
2.3
Disclosures 
Lead Paint, Seller Property Disclosure
Parking 
Driveway
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
1680
Style 
BungalowCottage
Utilities 
Electricity AvailableWater Available
Water Source 
PublicPrivateWellOther
Interior Features
Appliances 
DishwasherDryerMicrowaveOtherOvenRefrigerator
Basement 
Partially FinishedWalk-Out Access
Cooling 
Ductless
Fireplace 
Yes
Fireplace Features 
Free StandingGas
Fireplaces 
1
Heating 
OilPropane
Interior 
Eat-in Kitchen
Laundry Features 
In Basement
Bathroom 1 
Level - FirstDescription - Full Bath with Tiled Shower Stall
Bedroom 1 
Level - First
Bedroom 2 
Level - First
Bonus Room 
Level - First
Kitchen 
Level - FirstDescription - Eat-in kitchen
Laundry 
Level - LowerDescription - Laundry/Storage
Living Room 
Level - Lower
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Exterior Features
Construction Details 
Frame
Lot Features 
Waterfront
Other Structures 
Guest HouseShed(s)
Patio And Porch 
DeckPatio
Pool Features 
Above GroundPrivate
Private Pool 
Yes
Waterfront Features 
Stream
Community Features
School District 
Port Jervis
Schools
School District
Port Jervis
Elementary School
N A Hamilton Bicentennial School
Middle School
Port Jervis Middle School
High School
Port Jervis Senior High School
Listing courtesy of RE/MAX Benchmark Realty Group dominicktufano@gmail.com


Based on information submitted to the MLS GRID as of 2025-08-24 02:07 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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