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    1 home
      1 home available
      747 Oakland Valley Road, Cuddebackville, NY 12729
      Virtual TourPrice Reduced $4,000
      747 Oakland Valley Road, Cuddebackville, NY 12729
      $295,000
      4beds
      2bath
      1,352sqft
      1acres
      House for Sale
      Down payment assistanceDown Payment Help

      747 Oakland Valley Road, Cuddebackville, NY 12729

      Listing by: Keller Williams Hudson Valley
      1 - 1 of 1 results
      Copyright © 2025 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      OneKey® MLS
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      747 Oakland Valley Road, Cuddebackville, NY 12729
      Virtual Tour
      Price Reduced $4,000
      $295,000 $4,000 
      Down payment assistanceDown Payment Help
      4beds
      2full,half bath
      1,352sqft
      1acres

      747 Oakland Valley Road, Cuddebackville, NY 12729

      City/Town:Cuddebackville   Post Office: Cuddebackville     

      House for Sale by Alyse ToffelKeller Williams Hudson Valley.

      Data checked -. Listing last updated 3 days ago.
      1. Overview
      2. Details
      3. More 

      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.

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      1900
        Heating
      Forced Air, Propane, See Remarks
        Cooling
      Central Air
        Total rooms
      7
        Garage
      Yes (2 space)
        City/Town
      Cuddebackville
        Post Office
      Cuddebackville
        Parking spots
      6
      931638
      MLS ID
      Active
      Status
      11/03/2025
      On Market Date
        Laundry features
      Laundry Room
        Flooring
      Hardwood, Tile
        Fireplace
      Yes
        Pets allowed
        Architectural Style
      Traditional
        Basement
      Full
        View
      River, Water
      Interior features
      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 Lighting, Soaking Tub, Storage, Walk-In Closet(s), Washer/Dryer Hookup
      Exterior features
      Lighting, Mailbox, Rain Gutters
      Lot features
      Back Yard, Front Yard, Garden, Part Wooded, Views, Waterfront
      Appliances included
      Dishwasher, Gas Oven, Gas Range, Refrigerator, Stainless Steel Appliance(s), Water Softener Owned
      Construction materials
      Vinyl Siding, Wood Siding
      Monthly taxes
      $503
      Yearly taxes
      $6,040.52
      Community Features
      -
      School district
      Port Jervis
      Schools
      N A Hamilton Bicentennial School, Port Jervis Middle School, Port Jervis Senior High School
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Listing By:
      AT
      Alyse Toffel
      CT
      Charles D. Terwilliger
      AT
      Alyse Toffel
      Real Estate Salesperson, Keller Williams Hudson Valley
      Direct Number 
       
      CT
      Charles D. Terwilliger
      Real Estate Salesperson, Keller Williams Hudson Valley
      Direct Number 
       
      Location
      From Port Jervis follow Route 209 to Oakland Valley Rd on Left, 747 Oakland Valley Rd on left hand side.
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      747 Oakland Valley Road, Cuddebackville, NY 12729, is a 4 bedroom, 2 bathroom, 1352 sqft. Single Family Residence built in 1900. This property is currently available for sale and was listed on OneKey® MLS on 11-3-2025. The MLS# for this Single Family Residence is MLS# 931638.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2025