Woodbourne Homes for Sale

Welcome to Woodbourne, New York—a charming gem nestled in the heart of Sullivan County. Known for its picturesque landscapes and friendly community, Woodbourne offers a serene retreat from the hustle and bustle of city life. Surrounded by lush woodlands and the tranquil waters of nearby rivers, this quaint town is an ideal spot for nature enthusiasts and those seeking a peaceful lifestyle.

As you explore Woodbourne, you'll discover a delightful mix of historic charm and modern convenience. The town boasts a variety of local shops, cozy cafes, and recreational opportunities, making it perfect for families and individuals alike. With its close-knit community and welcoming atmosphere, residents often find a sense of belonging that is hard to replicate elsewhere.

For those looking to make Woodbourne their home, there are a variety of homes for sale that cater to different tastes and budgets. From charming cottages that exude rustic charm to modern family homes with spacious yards, the real estate options here are diverse and appealing. Many properties offer stunning views of the surrounding nature, allowing you to wake up to the beauty of the Catskills every day.

Whether you’re searching for a year-round residence, a vacation getaway, or an investment property, Woodbourne presents an exceptional opportunity. With its affordable housing market and growing community, now is the perfect time to explore the homes for sale in this enchanting town. Come and experience the magic of Woodbourne—where your dream home awaits!

Newest Woodbourne Homes for Sale

$830,000

9 Beds ⋅ 6 Baths ⋅ 1017652 MLS

Welcome to 25 Stangel Drive in Woodbourne, a spacious 3,899-square-foot home situated on approximately 2.5 acres across two separate lots. Offering 9 bedrooms and 6 bathrooms, this property provides an exceptional amount of living space with a flexible layout suitable for a variety of needs. The home features expansive living and dining areas, a generously sized kitchen with granite countertops, multiple gathering spaces, hardwood and tile flooring, recessed lighting, updated bathrooms, and abundant natural light throughout. The large primary bedroom includes a beautifully renovated en-suite bath with a glass-enclosed shower and double vanity. Additional bedrooms offer ample space for guests, home offices, recreation, or extended living arrangements. Outside, enjoy the privacy of the surrounding acreage and an above-ground pool for seasonal relaxation and entertaining. Conveniently located near local amenities and the many recreational attractions of the Catskills, this distinctive property offers space, versatility, and room to make it your own.

25 Stangel Drive, Woodbourne

$849,000

4 Beds ⋅ 4 Baths ⋅ 1017083 MLS

Built brand new from the ground up and loaded with upgrades, this stunning contemporary masterpiece welcomes you with a bright foyer and a light-filled hallway that flows seamlessly into a stylish chef’s kitchen and a flexible bonus room perfect for a home office or playroom. *** The true showstopper of the living space is the oversized dining and great room, which features soaring cathedral ceilings and a massive wall of windows that flood the home with natural light. *** Up the modern staircase, you will find four incredible bedrooms, three full bathrooms beautifully styled with contemporary neutral tiling, and a highly convenient top-floor laundry room that makes daily chores an absolute breeze. *** No detail has been overlooked in the home's construction, featuring spray-foamed ceilings for exceptional energy efficiency and insulation, built-in ductwork completely ready for a central vacuum system, and full low-voltage wiring throughout, so all you have to do is plug in and connect your devices. *** Step downstairs to discover a massive, high-ceilinged unfinished basement that offers a blank canvas for a gym or rec room, or walk out the sliding glass doors to a large wooden deck overlooking a tree-lined backyard. *** This immaculate, never-lived-in home is completely turn-key and ready for its very first owner—schedule your private tour today!

6306 State Route 42, 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

$250,000

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

$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

$425,000

9 Beds ⋅ 3 Baths ⋅ 997694 MLS

Sitting along the banks of the Neversink River, this waterfront colonial offers direct, private access to the water, great for fishing, kayaking, or just unwinding in a peaceful natural setting. The main house features 7 bedrooms and 2 bathrooms across 2,254 sq ft, with a kitchen, dining room, living room, 3 bedrooms, and a full bath plus half bath on the first floor, and 4 additional bedrooms and a full bath upstairs. The full unfinished basement has plenty of extra space, and there is attic storage as well. Heating is provided by an oil furnace with an above-ground tank, and a split-unit in the living room provides central air to keep things comfortable year-round. Also on the property is a detached 1-story cottage with 2 bedrooms, a full bath, kitchen, and living area at roughly 600 sq ft, which could work well for guests, in-laws, or rental income with some updating. A 2-car detached garage provides ample room for vehicles, boats, or additional storage, and the cottage has its own separate oil furnace. Located in the Catskills region, the property is close to hiking, outdoor recreation, and local amenities, with convenient access to major routes, making it a solid option for multi-generational living, a vacation retreat, or a spacious primary residence.

6355 State Route 42, 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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