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$350,000
3 Beds 1 Baths 1046758 MLS
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 additional living needs. The property is situated on a desirable corner lot consisting of approximately 0.5 acre and is serviced by municipal water and sewer. An attached one-car garage provides convenient access to the home, while a separate detached two-car garage offers excellent additional space for vehicles, storage, a workshop, or recreational equipment. The home has been well cared for and offers a comfortable, practical layout with plenty of potential for its next owner. Most of the furniture currently in the home is included in the sale price, making this an excellent opportunity for a buyer looking for a completely furnished, move-in-ready property.

8 Jones Terrace, Woodbourne

$410,000
4 Beds 2 Baths 1036827 MLS
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 garage and offers excellent potential for the new owner to complete several improvements already underway. Included with the sale are 36 boxes of new flooring, ready for installation, as well as a number of new replacement windows that have not yet been installed—giving the next owner a valuable head start on future renovations. The home is serviced by a drilled well and also has municipal water available, providing additional convenience and flexibility. Another unique feature is a second driveway with a granted easement providing additional access to the home. This additional access adds convenience and may be especially useful for deliveries, contractors, or future improvements to the property. Located only minutes from the Village of Woodbourne and within easy reach of shopping, restaurants, services, and the many recreational attractions of the Catskills, this property combines a convenient location with considerable potential. With five bedrooms, an acre of land, a detached garage, two means of access, and flooring and replacement windows included in the sale, this property presents an excellent opportunity for a buyer ready to add their own finishing touches. Motivated seller—come take a look and see the possibilities this property has to offer

6310 State Route 42, Woodbourne

$155,000
4 Beds 2 Baths 1031061 MLS
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 Catskills getaway. A yearly community fee includes electricity, property maintenance, and care of the community amenities, giving you more time to enjoy your retreat and less time worrying about upkeep. This 4-bedroom, 2-kitchen seasonal cottage offers plenty of room for guests, along with inviting outdoor spaces designed for summer living. Enjoy the grounds beautifully, with room for your own gardens, an oversized pergola with additional space for BBQs, entertaining, and relaxing outdoors with friends and family. The community amenities bring back the charm of classic Catskills summers, featuring a beautiful swimming pool and a wonderfully retro, nostalgic playground where generations can enjoy the simple joys of vacation days gone by. Whether you’re looking for a seasonal retreat, a weekend escape, or a place to create new traditions, River Haven Country Club offers the opportunity to own your own piece of the Catskills lifestyle. Start your summer escape this season!

6269 State Route 42 Unit #6279, Woodbourne

$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

$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 1009057 MLS
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 functional layout designed for everyday living. Natural light fills the home, creating a warm and welcoming atmosphere throughout. The property offers outdoor space, Beautiful backyard ideal for relaxing, entertaining, or simply enjoying the scenic surroundings of Sullivan County. Front yard is flat with nice trees and grass. Whether you're looking for a full-time residence, a weekend retreat, or an investment opportunity, this home provides versatility and potential. Conveniently located close to shopping dining and everyday conveniences. Don't miss this opportunity to own a home in a desirable Woodbourne location. Off Route 42 and around the corner of Route 52 Schedule your private showing today and explore all the possibilities this property has to offer. Turnkey - ready to move in for the 2026 summer season. All furniture as shown in pictures are included in sale.

21 Hillside Avenue, Woodbourne

$199,500
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

$125,000
992890 MLS
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 visibility, convenient access, and proximity to nearby communities, making it well-positioned for residential /commercial development or other potential uses. Whether you’re looking to build, develop, or secure land in an emerging area, this property presents a compelling opportunity as growth continues to move through the corridor. Opportunities like this are becoming increasingly limited — don’t miss your chance to secure a position in the path of growth. Small piece of property right near the Village of Woodbourne. Almost in the 42/52 development that is right next to it. Property has Town water and sewer. Could be for a commercial business or a small house near the village. Various choices for potential on this little gem of vacant land.

T/B/D Old LIberty, Woodbourne

$449,999
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

$337,500
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

$725,000
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. . and has a drilled well and separate septic system still there in place. this property could accommodate ten friends when they come to visit comfortably. extra space to work with. 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

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