Woodbourne Homes under $400,000

Welcome to Woodbourne, New York—a hidden gem nestled in the heart of Sullivan County. This quaint village offers a unique blend of natural beauty and small-town charm, making it an ideal destination for those seeking a peaceful lifestyle while still being close to urban conveniences. Surrounded by lush forests and scenic landscapes, Woodbourne is perfect for outdoor enthusiasts, with ample opportunities for hiking, fishing, and exploring the breathtaking Catskill Mountains.

One of the most attractive aspects of Woodbourne is its affordability. With a range of homes available for under $400,000, this area presents an excellent opportunity for first-time buyers, families, and retirees alike. From cozy cottages to spacious family homes, you’ll find a variety of options that cater to diverse tastes and budgets. Many properties boast picturesque views and ample outdoor space, allowing you to enjoy the serene surroundings right from your doorstep.

Woodbourne also prides itself on a strong sense of community, where neighbors become friends and local events bring everyone together. The village is conveniently located near major highways, making it easy to access nearby towns and cities while still enjoying the tranquility of rural living. With its rich history, friendly atmosphere, and affordable housing options, Woodbourne is not just a place to live—it's a place to thrive.

If you’re ready to discover your dream home in this enchanting village, let us guide you through the exciting real estate opportunities that await in Woodbourne. Your perfect home in this charming community is just a click away!

Newest Woodbourne Homes under $400,000

$325,000

3 Beds ⋅ 2 Baths ⋅ 1053393 MLS

**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 expansive land provides endless possibilities for outdoor recreation, gardening, homesteading or simply enjoying the serene surroundings. Conveniently located near Route 52, you're minutes from the highway and walking distance to Woodbourne on a county maintained road. This home offers the perfect balance of rural living and accessibility. Don't miss this opportunity to own your piece of the Catskills!

162 Old State Route 52, Woodbourne

$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

$399,000

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

6269 State Route 42 Unit #6279, 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

$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

$110,000

2 Beds ⋅ 1 Baths ⋅ 1001348 MLS

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 include community maintenance and amenities. A great opportunity for year-round living or a weekend getaway!

302 Todd Road Unit #T, 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

Start Your Search

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.