747 Oakland Valley Road Cuddebackville, NY $ 295,000
747 Oakland Valley Road
$ 295,000
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747 Oakland Valley Road

Cuddebackville, NY, 12729
$ 295,000
Bedrooms4 Baths2.0 Sq 1,352

Monthly Estimate*

$ 1,840

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Single Family Home for sale in Cuddebackville, NY

for $295,000 with 4 bedrooms and 2 full baths. This 1,352 square foot home was built in 1900 on a lot size of 1.

Welcome to 747 Oakland Valley Road in Cuddebackville, NY—a rare Neversink Riverfront gem that seamlessly blends rustic charm with thoughtful modern updates. Tucked away on a full acre of land in the Port Jervis School District, this enchanting 4-bedroom, 2-bath two-story home offers just under 1,400 square feet of inviting living space, perfect for year-round living or as a weekend retreat. Pull into the paved driveway, spacious enough to accommodate multiple vehicles and even your river boat, and be greeted by the oversized, two-car pull-through garage—an ideal setup for hobbyists, outdoor enthusiasts, or anyone in need of serious storage space. A quaint front yard and front porch welcome you with warmth and charm, while the wood siding and five-year-old metal roof hint at the craftsmanship within. To the side, a fenced-in yard area and private patio offer a secure play space for pets or children. Step out back and be captivated by sweeping river views from the large rear deck—an entertainer’s dream. Stroll along the cobblestone pathway to the river’s edge, where you'll find a rustic outhouse, a shed, and energy-saving owned solar panels, all thoughtfully placed for convenience and enjoyment along the way. Inside, character and comfort come together in a space that’s rich with hardwood floors, knotty pine accents, an exposed brick wall and unique wood finishes across walls and ceilings. The main-level side entry leads into a welcoming enclosed porch/mudroom, which flows into the beautifully updated kitchen, complete with stainless steel appliances, a six-burner gas stove, and charming copper ceiling tiles and backsplash. The home’s cozy living room is centered around a wood-burning fireplace set within a tiled wall and built-in home bar—perfect for cozy nights in or entertaining guests. Sliding glass doors off the living area make for an effortless connection to the outdoor living space. The lower level also includes a full bath, a dedicated dining area, a pantry/laundry room, and one of the four bedrooms—ideal for guests or single-level living. Upstairs, you'll find three additional bedrooms, including one with a walk-in closet and another with a fun lofted space ideal for a play area or creative nook. The high ceilings in the upper rooms add a light and airy feel to the home, complementing the abundant natural light throughout. Additional updates and features include central air conditioning, a water softener, new well pump and furnace, and updated 220-amp electric. Ideally located just 10 minutes the NJ Transit train to NYC in NYC, this home offers the perfect balance of privacy and convenience. Whether you’re launching a boat from your backyard or enjoying the wineries, specialty shops, restaurants, and endless hiking and biking trails nearby, this is truly where the Hudson Valley meets the Catskills. The Neversink River flows just steps away and eventually into the Delaware—making this a boater’s and angler’s dream come true. This isn’t just a home—it’s a riverside lifestyle. Come experience all that 747 Oakland Valley Rd has to offer.

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Single Family Active

Price

$ 295,000

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 6,040

Style

Traditional

Lot Size

1

Year Built

1900

Town/City

Cuddebackville

County/Region

Orange

MLS | Web ID

931638

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Beamed Ceilings Cathedral Ceiling(s) Ceiling Fan(s) Entrance Foyer High Ceilings High Speed Internet Natural Woodwork Original Details Pantry Recessed Lighti
Basement Full
Flooring Hardwood Tile
Total Fireplaces 2
Fireplace Features Living Room Wood Burning Stove
Basement Features Full
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 4
Total Baths 2
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General
Sewer Septic Tank
Heating Forced Air Propane See Remarks
Cooling Central Air
Utilities Cable Available Electricity Connected Phone Available Propane Trash Collection Private
Appliances Dishwasher Gas Oven Gas Range Refrigerator Stainless Steel Appliance(s) Water Softener Owned
Garage Spaces 2
Patio/Porch Features Deck Patio Porch
Architectural Style Traditional
Construction Materials Vinyl Siding Wood Siding
Year Built 1900
View River Water
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 332800-005-000-0001-013.000-0000
Waterfront Features River Access River Front Water Access Waterfront
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Green Energy Generation Solar
Other Structures Outbuilding Shed(s)
Total Rooms 7
Full Baths 2
Directions From Port Jervis follow Route 209 to Oakland Valley Rd on Left 747 Oakland Valley Rd on left hand side.
High School Port Jervis Senior High School
City Deerpark
Disclosures Seller Property Disclosure
Senior Community Y/N N
High School District Port Jervis
Carport Y/N N
Elementary School N A Hamilton Bicentennial School
Property Attached Y/N N
Tax Annual Amount 6040.52
Showing Instructions Schedule through showingtime
Middle/Junior High School Port Jervis Middle School
Property Condition Updated/Remodeled
Virtual Tour https://app.nimbledragon.media/videos/019a326c-d8e3-71f1-91b9-b2e869bd8012 https://app.nimbledragon.media/videos/019a326c-d8e3-71f1-91b9-b2e869bd8012
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Port Jervis
Elementary School District Port Jervis
Tax Assessed Value 95600
Tax Lot 13
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Exterior
Exterior Amenities Lighting Mailbox Rain Gutters
Fencing Back Yard
Parking Features Detached Driveway Garage Detached Driveway Garage
Water Source Well
Total Parking 6
Parking Spaces 6
Spa Y
Building Area Total 1352
Waterfront Y/N Y
Road Frontage Type Municipal
Road Responsibility Public Maintained Road
Horse Y/N N
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Internal Only
Street Number 1 747
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* Excluded Features
List By
Alyse Toffel

Listing Agent

Keller Williams Hudson Valley

Broker

845-610-6065

Contact

Affordability Calculator

$2,344
Per Month
79%
21%
0%
Monthly Principal & Interest
$1,840
Monthly Property Taxes
$503
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4878194 Elementary School
4099882 Middle School
Port Jervis Senior High School High School
Pricing History
DatePricePrice ChangeDescription
12/8/2025$295,000 -1.34% Price Down
11/3/2025$299,000 Listed Price

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747 Oakland Valley Road, Cuddebackville, NY, 12729 is a Single Family Home for sale at $295,000 with 1,352 sqft and a lot size of 1. 747 Oakland Valley Road has 4 bedrooms, 2.0 baths, and was built in 1900. The property's zip code is 12729 which is in Cuddebackville, NY