14

Woodbourne, NY Homes for Sale under $400,000

Section Image Section Image
  • /37

    $155,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 780 Sq Ft

    6269 State Route 42 Unit 6279, Fallsburg, NY 12788

    Welcome to River Haven Country Club — a true Catskills summer escape! Nestled on 7 beautiful acres along the banks of the Neversink River, this unique seasonal community offers the perfect place to relax, reconnect with nature, and create memories that last a lifetime. Spend your summers enjoying the peaceful river setting, paddling the water, fishing, and embracing the simple pleasures of a

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    6269 State Route 42 Unit 6279, Fallsburg, NY 12788
  • /27

    $240,000

    $10K PRICE DROP
    • Land
    • 18.72 Acres
    • $12,821 per Acre

    290 Cypert Rd, Woodbourne, NY 12788

    18+Acres of Prime Agricultural Land – Woodbourne, NYBuild Your Dream in the Catskills!A rare opportunity to own 18 beautiful acres on a quiet country road in the heart of Woodbourne, New York—offering the perfect balance of privacy and convenience, just minutes from town.Property Highlights:18 acres of scenic agricultural land Half open meadow, half mature woodland in 2 parcels,

    Agent Photo

    Alla Sienitsky

    Resort Realty

    290 Cypert Rd, Woodbourne, NY 12788
  • /32

    $145,000

    • 4 Beds
    • 2 Baths
    • 832 Sq Ft

    32 Brookside Dr, Woodbourne, NY 12788

    What a treat! Perfect vacation in the Catskills. This 3 season home with 4 bedroom, 2 baths , country kitchen with the island, living room and den with build shelves, cozy sunroom to relax and the best feature of the house is a huge deck overlooking scenic property with the Wynkoop brook in the back. Out side shower and storage, playground's and the shed for your tools. Located on the private

    Agent Photo

    Alla Sienitsky

    Resort Realty

    32 Brookside Dr, Woodbourne, NY 12788
  • /26

    $199,500

    $26K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 824 Sq Ft

    25 Overlook Rd, Woodbourne, NY 12788

    Welcome to Overlook Escape! Modern Cabin with seasonal Lake Views • Peaceful Catskills Retreat.Come escape to the Catskills and experience the charm of Lake Paradise in the heart of Neversink. Nestled among rolling hills of the Catskill Park between 2 Reservoirs this peaceful retreat offers the perfect getaway from city life, just minutes from Grahamsville, Neversink and Claryville. This

    Agent Photo

    Alla Sienitsky

    Resort Realty

    25 Overlook Rd, Woodbourne, NY 12788
  • /36

    $337,500

    $13K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft

    34 Overlook Rd, Woodbourne, NY 12788

    Welcome to Lake View Hideaway at 34 Overlook Road—a proven, income-producing short-term rental perched above Lake Paradise in the heart of the Catskills. This renovated, fully furnished (optional) property is already operating as a successful year-round Airbnb, making it an exceptional turnkey opportunity for investors seeking immediate cash flow with upside.Set back from the road and

    Brian Garber Land and Water Realty LLC

    34 Overlook Rd, Woodbourne, NY 12788
  • /13

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    162 Old State Route 52, Woodbourne, NY 12788

    **Serene Country Living Awaits!**Escape to the tranquility of the Catskills with this charming 3-bedroom, 2-bathroom manufactured home nestled on 5 sprawling acres in Woodbourne, NY. Enjoy peaceful privacy, abundant nature views and active wildlife from this well-maintained property. The home offers a large family room addition, updated heating, fireplace, eat in kitchen and more. The

    Danielle Hinton Redfin Real Estate

    162 Old State Route 52, Woodbourne, NY 12788
  • /6

    $125,000

    $25K PRICE DROP
    • Land
    • 1.54 Acres
    • $81,169 per Acre

    T/B/D Old Liberty Rd, Woodbourne, NY 12788

    Prime Development Opportunity on State Route 52. Rare opportunity to acquire a "strategically located parcel" with direct frontage along SR-52 / Main St in a rapidly expanding growth corridor. Surrounded by both established neighborhoods and new residential development, this property offers strong upside for builders, investors, and long-term hold strategies. The site benefits from excellent

    Fredericka Taylor Taylored Real Estate

    T/B/D Old Liberty Rd, Woodbourne, NY 12788
  • /29

    $289,000

    • 2 Beds
    • 1 Bath
    • 5,663 Sq Ft

    7 Jones Terrace, Woodbourne, NY 12788

    Charming Cape Cod rental with timeless character and inviting spaces! This 2-bedroom, 1-bath home features a cozy fireplace, full basement, welcoming porch, and detached 1-car garage. Nestled on a private 0.13-acre lot, it offers comfort, charm, and the opportunity to make it your own. A wonderful place to call home in Fallsburg!

    Yidel Rosenberg MS Realty Group USA, Inc

    7 Jones Terrace, Woodbourne, NY 12788
  • /14

    $110,000

    $40K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,551 Sq Ft

    302 Todd Rd Unit T, Woodbourne, NY 12788

    Welcome to desirable Buffalo Colony! This well-maintained 2-bedroom unit on Todd Road offers comfortable low-maintenance living in a peaceful community setting. Enjoy access to the community pool and beautifully kept grounds, perfect for relaxing during the warmer months. Conveniently located close to local amenities, shopping, and outdoor recreation. Annual HOA fees are approximately $5,000 and

    Pamela Henning KW Hudson Valley United

    302 Todd Rd Unit T, Woodbourne, NY 12788
  • /29

    $348,900

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    6197 State Route 42, Fallsburg, NY 12733

    You have to see it to believe it!.This unique riverfront property sits directly on the Neversink River, combining character, income, and lifestyle.As per owner"historic hand-hewn beams, cathedral ceilings, skylights, river frontage, deck, wildlife, and the building's distintive history" are found in this property.2nd rental building next door and neighboring property, with address of

    Pamela Henning KW Hudson Valley United

    6197 State Route 42, Fallsburg, NY 12733
  • /29

    $225,000

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    21 Hillside Ave, Woodbourne, NY 12788

    Welcome to 21 Hillside Avenue, a charming home nestled in the heart of Woodbourne, offering the perfect blend of comfort, convenience, and small-town charm. Situated on a quiet residential street, this property provides a peaceful setting while remaining close to local amenities and outdoor recreation.Step inside to discover bright and inviting living spaces, comfortable room sizes, and a

    Mirel Dirnfeld Keller Williams Hudson Valley

    21 Hillside Ave, Woodbourne, NY 12788
  • /24

    $399,000

    $51K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    6310 State Route 42, Woodbourne, NY 12788

    This spacious one-and-a-half-story Cape Cod home is attractively situated on a knoll along Route 42, just a few miles from the Village of Woodbourne. Set on one acre of property, the home offers a versatile layout with five bedrooms, 1.5 bathrooms, and plenty of room for a growing household, weekend retreat, or anyone looking for additional space.The property also features a detached one-car

    Harold Reynolds R J Katz Realty

    6310 State Route 42, Woodbourne, NY 12788
  • /22

    $358,900

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft

    6201 State Route 42, Woodbourne, NY 12788

    Unique riverfront property located directly on the Neversink River in the Catskills, offering a rare combination of rental income, river access, flexible living arrangements, and small-town Catskills charm.The property currently generates rental income and includes multiple apartments suitable for owner occupancy, investment, multi-generational living, or weekend use. Current rents have

    Pamela Henning KW Hudson Valley United

    6201 State Route 42, Woodbourne, NY 12788
  • /22

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    8 Jones Terrace, Woodbourne, NY 12788

    Well-maintained Cape Cod-style home located on a quiet side street in the Village of Woodbourne, within walking distance to shopping, restaurants, transportation, and other village conveniences. This charming home offers two bedrooms on the second floor, while the current owner is utilizing an additional firstfloor room as a third bedroom, providing flexible space for guests, a home office, or

    Harold Reynolds R J Katz Realty

    8 Jones Terrace, Woodbourne, NY 12788
How to Buy a Home How to Finance a Home How to Sell a Home