Woodbourne Homes with Tri Valley School district

Welcome to Woodbourne, a hidden gem nestled in the heart of Sullivan County, New York. This charming community offers a serene escape from the hustle and bustle of city life, making it an ideal location for families and individuals seeking a peaceful lifestyle. Known for its picturesque landscapes and friendly atmosphere, Woodbourne is surrounded by lush greenery and the stunning Catskill Mountains, providing endless opportunities for outdoor adventures, from hiking and fishing to winter sports.

One of the standout features of Woodbourne is its commitment to education, highlighted by the esteemed Tri-Valley School District. Families residing in this area can take pride in knowing their children will receive a quality education in a supportive and nurturing environment. The district is known for its dedicated teachers, diverse extracurricular activities, and a strong sense of community involvement, ensuring students thrive both academically and socially.

The real estate market in Woodbourne is diverse, offering a range of homes that cater to various lifestyles and budgets. Whether you’re looking for a cozy cottage, a spacious family home, or a charming farmhouse, you’ll find an array of options that reflect the warmth and character of this delightful town. Many properties boast beautiful outdoor spaces, perfect for enjoying the tranquil surroundings or hosting gatherings with friends and family.

With its unique blend of natural beauty, a strong educational foundation, and a welcoming community spirit, Woodbourne is not just a place to live—it's a place to call home. Come discover the charm of Woodbourne and find your perfect piece of Sullivan County paradise today!

Newest Woodbourne Homes with Tri Valley School district

$250,000

1021333 MLS

18+Acres of Prime Agricultural Land – Woodbourne, NY Build 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, potentially to build another home. Pre-existing well and septic with existing foundation already in place (requires some work) Ideal location to build your custom dream home Excellent for private retreat, camping, or recreational use, farm. Peaceful setting with easy year-round access Whether you’re looking to create a private estate, homestead, a weekend getaway, or a multi-generational retreat, this property offers endless possibilities in one of Sullivan County’s most desirable rural locations. Take advantage of this unique opportunity to own a piece of the Catskills and make your vision a reality!

290 Cypert Road, Woodbourne

$89,000

1018935 MLS

3.91 acres of private land with a ready foundation offering an ideal LOCATION and potential to build your future dream home. The 385ft deep well is already in and the property has already been graded and cleared. situated among acres of state land and two NYC DEP Reservoirs for HUNTING, HIKING, FISHING, KAYAKING and row BOATING with a PERMIT IN PLACE to build OVER 1100 SQFT . Reach out today to secure this exceptional opportunity.

96 Hasbrouck Road, Woodbourne

$549,000

6 Beds ⋅ 3 Baths ⋅ 1018680 MLS

Two Houses for the price of one. A Rare Find: Fully Renovated Cape Cod with Legal Accessory Cottage Some properties simply check boxes. This one rewrites the list. Old World charm collides with fresh, modern luxury in this beautifully renovated 2,048 sq. ft. Cape Cod — flooded with natural light and paired with a fully updated legal accessory cottage, all set on a gently sloping, storybook lot with unobstructed views. The Main House — 4 Bedrooms | 2 Bathrooms Sun pours into every corner of this home, illuminating the original parquet floors that anchor the living and dining rooms with warmth and character. These floors aren't just original — they're stunning, period-authentic, and absolutely irreplaceable. Then there's the kitchen. This isn't just a renovation — it's a statement. parquet underfoot, gleaming quartz countertops, top-of-the-line stainless steel appliances, and custom cabinetry that would make any chef do a double-take. Beautifully laid out and flooded with light, it's the kind of space that makes cooking feel like an event. The flow of the home is something special. Two bedrooms live comfortably on the main level, while two additional bedrooms upstairs offer flexibility for family, guests, or the home office you've been dreaming about. Two fully updated bathrooms serve the main house with style and function. The Cottage — 1 Bedroom | 1 Bathroom with Office Across the yard sits the cottage, and calling it an "accessory" almost undersells it. Fully renovated, with its own attached garage, this one-bedroom, one-bath retreat is ready for whatever chapter you write next — multi-generational living, a private guest escape, or a high-demand Airbnb. Step outside onto the substantial deck, perfectly positioned to take in the views and unwind. Every finish matches the quality of the main house. No corners cut here. The Grounds & Views The lot itself is a gentle, rolling canvas. Mature plantings frame the property with natural beauty, while unobstructed views stretch out before you — no crowding, no overlooking neighbors, just open space and sky. There are countless spots to create outdoor living areas: a bistro set under the trees, a dining table on the lawn, lounge chairs catching the afternoon sun. The possibilities are already there, waiting. The Bottom Line Both buildings have been taken down to the studs in spirit — substantial, top-to-bottom renovations that marry timeless Cape Cod character with modern systems, modern finishes, and modern comfort. It's rare. It's turnkey. It's a genuine gem.

810 Benton Hollow Road, Woodbourne

$225,000

2 Beds ⋅ 1 Baths ⋅ 1002624 MLS

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 fully renovated 2-bedroom, 1-bath modern cabin-style home features a bright open-concept layout designed for relaxation. The stunning all-glass family room brings the outdoors in, creating a light-filled space where you can unwind by the cozy electric fireplace while enjoying serene views of nature year-round. Step out onto the front porch and take in seasonal views of Lake Paradise — the perfect spot for morning coffee or evening relaxation. Everything has been thoughtfully updated, including modern utilities and electric, offering comfort without sacrificing the cabin feel. Outside, guests can enjoy a private backyard surrounded by mature trees and the frontage on Prince street along with a handy storage shed for added convenience. Located near Lake Paradise, a quiet 18-acre lake, this area is ideal for fishing, kayaking, and exploring the outdoors. You’re also close to hiking trails, rivers, and year-round Catskills attractions — from summer adventures to fall foliage and winter skiing. Whether you're looking for a peaceful weekend escape, a seasonal retreat, or a comfortable base to explore the Catskills, this property offers the perfect blend of modern comfort, privacy, and natural beauty.

25 Overlook Road, Woodbourne

$499,999

3 Beds ⋅ 2 Baths ⋅ 982817 MLS

Escape to the serenity of Sullivan County with this modern and cozy 3-bedroom, 2-bathroom rustic ranch perfectly set on 11.2 scenic acres in the town of Woodbourne, NY. The open and airy living area is an entertainer’s delight, featuring large windows that frame picturesque views of the property’s pond and a wood-burning fireplace that makes for the perfect gathering spot. The sleek galley kitchen is designed for the culinarily inclined, boasting granite countertops, stainless steel appliances, and plenty of workspace for everyday cooking or hosting. Three sizable bedrooms provide abundant comfort for guests, while thoughtful upgrades like a new metal roof and a high-efficiency electric heating system ensure peace of mind and low maintenance for years to come. Outdoor living is just as abundant, with a patio off the kitchen, a gazebo, and a fire pit set along the lake—ideal for summer nights under the stars. Nature lovers will appreciate the hiking trails and year-round stream that run through the property, offering excellent fishing opportunities, while car enthusiasts will enjoy both the attached 1-car garage with electric vehicle charging station and a detached 2-car garage. Flooded with natural light, this home balances comfort and practicality with a true connection to the outdoors. Located just minutes from local amenities, Woodbourne and Sullivan County offer no shortage of activities and conveniences. Explore nearby hiking and outdoor recreation at Minnewaska State Park, Catskill Park, and Neversink Unique Area. Bethel Woods Center for the Arts brings world-class concerts and cultural events, while Resorts World Catskills Casino and Kartrite Indoor Waterpark provide entertainment for all ages. The area is also home to charming small-town restaurants, farmer’s markets, and boutique shops, while the Delaware and Neversink Rivers provide endless opportunities for kayaking, tubing, and fishing. All new Anderson Windows.

6652 State Route 42, Woodbourne

$339,000

3 Beds ⋅ 2 Baths ⋅ 956385 MLS

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 surrounded by trees, the home offers the privacy and tranquil setting today’s short-term rental guests crave. Inside, rustic-chic design elements—wide-plank barnwood floors, sliding barn doors, and a wood-burning fireplace—create a warm, farmhouse aesthetic that photographs beautifully and performs well on booking platforms. The main level features a spacious living room anchored by a floor-to-ceiling brick fireplace, a large dining area ideal for hosting groups of 10+, and a chef’s kitchen with butcher-block countertops, stainless steel appliances, and an island perfect for gathering. Sliding barn doors open to a balcony with lake and mountain views—an instant guest favorite. This level also includes a bedroom and a fully tiled bathroom with a soaking tub. The mostly finished lower level adds significant rental flexibility and sleeping capacity. Accessible from both inside and multiple exterior entrances, it includes a recreation or game room, a large bedroom with a cozy bed nook, pellet stove, sitting area, and deck access, plus an additional guest room and a second full bath. This layout is ideal for maximizing occupancy and guest comfort. Recent improvements include a new roof, renovated bathrooms, and a re-sealed deck, ensuring low near-term maintenance. The outdoor space is designed for guest enjoyment, with room for grilling, lounging, and evenings around the firepit under the stars. Located within Catskill Park and under two hours from NYC, the home is close to the Neversink and Rondout Reservoirs, Willowemoc and Sundown Wild Forests, Peekamoose Blue Hole, and world-class fishing, hiking, and outdoor recreation. The Neversink General Store and Deli are just minutes away, adding convenience and charm for guests. Move-in and Airbnb-ready, with the option to purchase fully furnished, this property works equally well as a high-performing short-term rental, weekend escape, or full-time residence. Invest where guests already love to stay—schedule your showing today.

34 Overlook Road, Woodbourne

$950,000

4 Beds ⋅ 4 Baths ⋅ 948974 MLS

Spacious 3,588 sq ft Colonial set back from a quiet country road, offering privacy and a peaceful rural setting. The formal dining room opens seamlessly to the living room with a cozy fireplace, ideal for gatherings and entertaining. An attached sunroom off the kitchen provides a bright, inviting space to relax and enjoy the surrounding views. The home features four generously sized bedrooms with abundant closet space, ten rooms total. Master very large. with extra large hot tub in the room. flexibility for a home office as well. A full basement family room pool table. table hockey. add A BIG SCREEN TV for those sports events. to have friends over. two other rooms in basement. one has a miniature car collection in wall units.offers excellent storage or future finishing potential. A wonderful blend of space, comfort, and country charm. two car garage attached and another two car garage detached. that had a dwelling on the concrete slab. and has a drilled well and separate septic system still there in place. consult the town if a trailer or manufactured home would be permitted. ? possible could generate extra income? some one once said . come up for the week end . stay a life time. Motivated Seller! will consider all offers.

699 Budd Road, Woodbourne

$249,000

2 Beds ⋅ 1 Baths ⋅ 911976 MLS

Charming 2 bedrooms. 2-bath cottage on 1.6 private acres. Features a new kitchen with crystal quartz countertops, stainless steel appliances,very practical heating, plus pellet stove. Wooded setting for privacy. Cheaper than renting -perfect country escape but still near enough to Liberty, Monticello, and Ellenville ACCEPTED OFFER

16 Illing Drive, Woodbourne

$480,000

3 Beds ⋅ 3 Baths ⋅ 894460 MLS

Charming Farmhouse Retreat in Neversink, NY with low Taxes – Near Neversink Reservoir & State Land Welcome to this unique and beautifully updated farmhouse, nestled in the peaceful town of Neversink and just minutes from the pristine Neversink Reservoir and surrounding state land – perfect for fishing by permit, outdoor adventures, and nature lovers. Set on a picturesque property, this home offers a true country lifestyle with equestrian amenities including a 3-stall barn, riding arena, designated horse area, two sheds, and a 1-car garage. Enjoy seasonal blooms, grape vines, a butterfly bush, and an apple tree – a tranquil haven right at your doorstep. Inside, you’ll find a spacious and thoughtfully renovated custom kitchen featuring stone countertops, cabinet pull-outs, and ceiling fans. The main level offers a desirable primary suite complete with a walk-in shower and custom shades, two additional bedrooms and a bonus room with a jacuzzi tub and a second full bath with a walk-in shower and room for two more beds or one large primary bedroom. Natural light pours in through two skylights, highlighting the farmhouse charm and tasteful updates throughout. This one-of-a-kind property blends rustic charm with modern convenience – perfect for full-time living, weekend escapes, or your own private homestead.

4 Cole Drive, Woodbourne

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