53 properties for sale in Callicoon Center

Are you looking for your farmhouse? This is the one for you! This 4 bedroom 2.5 bathroom home has everything to be desired including extra spaces for work from home spaces, entertainment and cozy up to the fireplace. The upgrades include all new insulation so you will be ready for winter in the Catskills. You can sit on the front porch and enjoy your cup of coffee overlooking the neighbor's farm or entertain with a BBQ on the back deck. This has everything you could imagine! Livingston Manor sits where the Beaverkill and Willowemoc meet, two of the most storied trout streams in American fly fishing. The hamlet's Main Street has restaurants, cafes, and shops, there's a local brewery, and the hiking trails of the Catskill Park are close by. Route 17 connects you to the rest of the region. Nearly three acres of elbow room, farm views out the window, and a Catskills town worth exploring

This move-in-ready and relatively maintenance free 2-bedroom, 2-bathroom condo at Villa Roma Resorts features an updated kitchen with new appliances, new flooring, updated bathrooms, and a new furnace making the transition to Catskills living that much easier. Enjoy four-season recreation nearby, with golf, pools, tennis, pickleball, dining, live entertainment, skiing, and snow tubing at the Villa Roma. Just minutes from Callicoon’s shops, restaurants, farmers market, and the Delaware River, this condo is an inviting weekend escape or year-round home over looking the 10th hole of the Villa Roma Golf Course. Own the getaway. Enjoy the resort. Live the Catskills lifestyle

Right between two Catskills sweethearts, this easy living Cape offers a freshly updated home with just the right amount of space to spread out. Currently set up for single-story living, the house has two bedrooms. Including a king-sized primary with an ensuite, a charming open kitchen and dining area, and a spacious sun-filled living room. The easy-to-access unfinished attic offers an opportunity for future expansion, and the basement (with Bilco doors) and detached garage hold space for tinkering, creative projects, gardening gear, or the inevitable collection of snowshoes and outdoor gear you will accumulate. Recent updates include new appliances, new flooring throughout, new light fixtures, fresh interior paint, and a handful of thoughtful upgrades that make this home a breeze to enjoy and maintain. Outside, wildflower meadows, a wooded hillside, and just enough level lawn surround the house, while a fenced garden is ready for your vision. The deck is perfect for morning coffee, sun

A rare Catskills property where you don’t just enjoy the view—you own it. Set on over 60 private acres in Roscoe, this exceptional property offers expansive views, your own certified trout stream, miles of hiking and exploring, a custom treehouse, and a beautiful barn with endless possibilities. The meticulously renovated 4-bedroom, 2 bath home is filled with character and designed for comfortable country living. Enjoy a beautiful kitchen, formal dining room, spacious living room, screened-in porch, stone patio, and outdoor fire pit—perfect for entertaining or simply taking in the peace and privacy of the property. Extensive improvements include all new windows, a new septic system, new boiler and oil tank, renovated kitchen and bathrooms, refinished floors, rebuilt front steps and railings, electric fireplace, updated ceiling fans, new washer and dryer, UV water treatment system, rebuilt spring house, and numerous additional upgrades. The home is spring-fed, and the unfinished attic a

The country cadence starts well before the tree-lined gravel road reaches the entrance to Sunnyfield Farm, a rural stretch where you're more likely to slow for a farmer on a tractor than for traffic. Yet fifteen minutes or less gets you to Callicoon, Jeffersonville and Roscoe, where the best of Catskills food, drink and outdoor pursuits may be had. At 114 acres, the land is exceptional. Paths wind through woods, along a creek, and across wide open meadows and side fields where gnarled apple, pear, sour cherry and peach trees grow. Birdsong fills the air, and fireflies light up the meadows come evening. The multi-acre pond is crystal clear and a treat to swim, with a sandy beach area, picnic table, and a nearby shed for water toys. A great meadow flares out from the crest of a gentle incline above the pond, with a view over the water and panoramic vistas for the remainder of the 360 degrees. The house itself features numerous picture windows and a whitewashed interior, allowing for abun

In a quiet corner of the Western Catskills, sits Woodsview, a stylish modern retreat. Designed with an eye towards maximizing the enjoyment of the surrounding landscape, this beautiful home in Jeffersonville, NY is the dreamy, turnkey escape you’ve been looking for. The entranceway offers a convenient coat closet and guides you into the sleek and spacious kitchen. Modern flat front black cabinetry is complemented by open shelving, white granite counters, and black stainless appliances. The island provides a nice visual break from the main living space as well as convenient additional storage and counter space. The dining space and main living area take full advantage of the light and views from glass sliding doors and walls of oversized windows, highlighting the surrounding landscape and offering plenty of room for gathering with friends and family. The high ceilings maximize the natural light and keep the space feeling like an expansive extension of the outdoors. All three bedrooms at

In a quiet corner of the Western Catskills, sits Woodsview, a stylish modern retreat. Designed with an eye towards maximizing the enjoyment of the surrounding landscape, this beautiful home in Jeffersonville, NY is the dreamy, turnkey escape you've been looking for. The entranceway offers a convenient coat closet and guides you into the sleek and spacious kitchen. Modern flat front black cabinetry is complemented by open shelving, white granite counters, and black stainless appliances. The island provides a nice visual break from the main living space as well as convenient additional storage and counter space. The dining space and main living area take full advantage of the light and views from glass sliding doors and walls of oversized windows, highlighting the surrounding landscape and offering plenty of room for gathering with friends and family. The high ceilings maximize the natural light and keep the space feeling like an expansive extension of the outdoors. All three bedrooms at

Up a long, private driveway, The Perch is a private oasis. Offering seasonal ridgeline views, mature stands of trees and rolling, open fields, this bucolic retreat is just ten minutes from the bustle of Livingston Manor's main drag, but feels much more secluded. Built in 2022 by local builders Western Sullivan Properties, this is the first time this home has ever been on open market. This elevated ranch is entered from the generous deck, which wraps around two sides of the home. All that space provides plenty of room for outdoor cooking, dining and relaxing in serene privacy. Inside, you'll enter through the well-appointed kitchen and into the airy main living space. In the kitchen you'll find marbled white granite counters atop shaker-style cabinets, plus ample open upper shelving. Stainless appliances include a propane range with hood, refrigerator and dishwasher. Above the sink, the picture window nicely frames the bucolic surroundings. The convenient island is an work-from-home sta

Up a long, private driveway, The Perch is a private oasis. Offering seasonal ridgeline views, mature stands of trees and rolling, open fields, this bucolic retreat is just ten minutes from the bustle of Livingston Manor’s main drag, but feels much more secluded. Built in 2022 by local builders Western Sullivan Properties, this is the first time this home has ever been on open market. This elevated ranch is entered from the generous deck, which wraps around two sides of the home. All that space provides plenty of room for outdoor cooking, dining and relaxing in serene privacy. Inside, you’ll enter through the well-appointed kitchen and into the airy main living space. In the kitchen you’ll find marbled white granite counters atop shaker-style cabinets, plus ample open upper shelving. Stainless appliances include a propane range with hood, refrigerator and dishwasher. Above the sink, the picture window nicely frames the bucolic surroundings. The convenient island is an work-from-home sta

Nestled among the rolling hills of scenic Western Sullivan County, this charming 1800s farmhouse is ready to begin its next chapter. Set on an extraordinary 87+ acres of open meadows and mature woods, the property features two picturesque ponds, two barns, a pickleball court, and endless opportunities to create the country lifestyle you've been dreaming of. The spacious home offers four bedrooms, two full baths, and one half bath, along with a formal dining room, formal living room, and an impressive great room that serves as the heart of the home. Anchored by a massive brick wood-burning fireplace, this inviting space features elevated beamed ceilings, rich wood-paneled walls, and a private entrance, making it ideal for entertaining or for a home business. Every rear-facing window frames peaceful views of the stream, charming waterwheel, and one of the property's beautiful ponds. Gleaming hardwood floors, generous closet space, and timeless farmhouse character are found throughout. Th

Welcome to Stonegate House. Set back from the road at the end of a strikingly gated driveway, this delightful home is perched on a knoll overlooking its own private pond. The spacious interior offers that sought-after chalet vibe with a modern flair. Open and airy, with expansive windows that showcase the surrounding scenery, this property certainly checks all the boxes for the discerning buyer. Natural light floods the interior by day, while the oversized windows provide dazzling celestial views of the stars by night. The living and dining areas are anchored by a lovely gas fireplace, enhanced by a striking floor-to-ceiling porcelain tile accent handcrafted in Spain. Two glass sliders beckon you outdoors to a generous patio overlooking the peaceful pond and cozy fire pit; perfect for barbecues, entertaining, or simply relaxing. The sleek and stylish island kitchen features a double sink, quartz countertops, a spacious pantry closet, and Frigidaire stainless steel appliances, including

A one-of-a-kind property offering a unique opportunity. This 3-bedroom, 3-bath chalet, built in 2004, is surrounded by mature woods, offering privacy and a peaceful setting while remaining close to everything Jeffersonville and Callicoon have to offer in the Western part of Sullivan County. Inside, dramatic floor-to-ceiling windows and vaulted ceilings create an impressive sense of space, while knotty pine accents and hardwood floors add warmth and character. The open-concept kitchen features an expansive island, making it the perfect gathering space. The first floor offers a spacious bedroom with walk-in closet, full hallway bathroom with laundry, and a library/flex room. Upstairs, you'll find a unique loft overlooking the main living area, a spacious hallway bathroom, a versatile nook perfect for a home office or workout space, and two additional bedrooms, including the primary suite with walk-in closet and private ensuite bathroom. The finished basement provides additional space not

Set on 103 acres across three separate parcels, this Western Catskills property is for the buyer who wants room to stretch their legs and land that can actually be enjoyed. The three bedroom, two bath mobile home offers a comfortable home base surrounded by woods, open areas, and the kind of privacy that is getting harder to find. Step outside and spend the day hiking your own ground, riding ATVs, exploring the woods, or heading out for a day of hunting. When winter settles into the Catskills, there is plenty of room to enjoy the snow and the possibility of snowmobile recreation. With over 100 acres, there is always another corner of the property to explore. A large outbuilding adds valuable space for equipment, ATVs, tools, hunting and fishing gear, storage, or a workshop. Located close to Roscoe, New York, known as Trout Town USA, you are minutes from some of the Catskills’ best known trout waters, local restaurants and shops. Crystal Lake and additional state land are less than 10 m

Nestled high off the road in a tree shaded lawn, you will find a 2. Story farmhouse with large addition. 3 bedrooms, 2 baths all on first level. Main bedroom has two large closets and full bath with jacuzzi tub. Large country kitchen where you can eat in or dine in the large formal dining room with bay window overlooking farmland. Laundry room on first level with washer/dryer and pantry closet. The second story is an unfinished attic that could be more living space for additional bedrooms or office. Walk out to the large 20x16 deck with built-in seats for outdoor entertaining or enjoy nature with beautiful trees. Front porch is covered with seating area overlooking pastures, hills and mountains that will make you want to enjoy your morning coffee. There is a partial basement plus a large oversized 36.5x24. 2 car basement garage under the new addition that can be a workshop, studio or storage. Electric goes out. No problem, there is a standby Generac generator. The large front lawn has

Escape to a true Catskills retreat where privacy, charm, and natural beauty come together on over 5 picturesque acres. Tucked away behind a private driveway, this beautifully renovated property offers a peaceful setting surrounded by beautiful stone walls and scenic wooded landscapes. The inviting home features 3 bedrooms and 1.5 baths, thoughtfully updated while maintaining its warm country character. Outside, the property offers several versatile outbuildings, including a detached 2-car garage and an additional shed perfect for a bunkhouse, studio, or charming chicken coop. Enjoy long summer days relaxing in the gazebo, exploring the manicured walking trails that wind throughout the property, or gathering around the designated fire pit under the stars. Whether you’re looking for a full-time residence, weekend getaway, a lucrative air bnb, or country escape, this property captures the essence of Catskills living. Conveniently located near some of the area’s most beloved hamlets, inclu

Escape to the Catskills and enjoy country living just minutes from the heart of Roscoe! This spacious 5. Bedroom, 4-bath home offers approximately 3,000 sq. Ft. guest quarters with a second kitchen, and a flexible layout with many possibilities. Set on 6.25 acres and being sold together with the adjoining 5. Acre parcel for approximately 11.25 acres total, there is plenty of room to enjoy the outdoors, explore, garden and simply appreciate the privacy and natural surroundings. Inside, you'll find lots of hardwood flooring, vaulted wood ceilings, skylights, an open loft and generous living spaces filled with natural light. Step outside onto the huge deck overlooking the peaceful wooded setting and lawn, ideal for outdoor dining, entertaining or relaxing in the fresh mountain air. The property also features apple and pear trees and blueberry bushes, adding to its wonderful country character. Recent new siding adds to the home's appeal. Located just minutes from downtown Roscoe, renowned

Charming modern 3 BR Farmhouse on 2.4 acres Tucked away on a long private dead-end road, this charming modern farmhouse offers the perfect blend of rustic character, modern comfort, and peaceful country living. Surrounded by nature, this beautifully updated 3-bedroom home welcomes you with a renovated galley kitchen featuring timeless Shaker cabinetry, butcher block countertops, a large stainless farmhouse sink, stainless steel refrigerator, and propane cooktop. The spacious dining room is perfect for gathering with family and friends, whether hosting holiday celebrations or cozy game nights, while the inviting living room offers ample space to entertain or simply unwind with a good book. Energy-efficient mini-split systems provide year-round comfort, keeping the home cool in the summer, while a charming wood stove creates a warm, inviting atmosphere throughout the winter months. A set of sliding barn doors leads to the beautifully renovated bathroom, complete with a pebble-floor walk-

Welcome to the Beechwoods, a disarmingly bucolic pocket of Sullivan County dotted with cattle lazing by a stream and sheep foraging across rolling hills. Here in the agrarian calm, high above Callicoon, sits the Beechwoods House, looking out across one of the western Catskills' most beautiful landscapes: undulating farmland, wooded hills and an extraordinary expanse of sky. Set within 7.85 acres of meadow and native plantings, the home was designed around this view, with its main living spaces facing west toward the sunset. Although custom built in 2022, the house feels as though it has been here for generations. Weathered wood, cobblestone floors, deep rooflines, and rooms filled with warmth and patina give it the soul of an old Catskills homestead, while its open layout and effortless connection to the outdoors are distinctly modern. The architecture sits quietly within the landscape, emerging from the meadow rather than imposing upon it. At the center of the home is an expansive liv

A true Jeffersonville original, thoughtfully prepared for its next chapter. Set along the banks of the gentle brook, this 1930 Craftsman has been carefully gutted, offering a rare opportunity to restore a home with authentic character while bringing your own vision to life. Originally built by the owners of nearby Kohler Lumber, the home still showcases many of its original Craftsman details, complemented by significant improvements already completed—including a new roof, new windows, fresh exterior paint, and updated mechanical systems—allowing you to focus on creating the interiors you've always imagined. Start your mornings with coffee on the charming riverstone front porch, spend crisp Catskills evenings gathered around the original wood-burning fireplace, and let the home's historic bones inspire what's next. A half bath off the kitchen presents an easy opportunity for expansion, while the original wood paneling upstairs adds warmth, texture, and timeless craftsmanship that simply

Set against the scenic rolling backdrop of the Beechwoods hills in Callicoon, this pristine Beechwood Estates II condominium townhouse represents effortless country living with exceptional peace of mind. Evident pride of ownership resonates throughout the light-filled interior, where comfortable entertaining and functional daily life align. The main level offers a fluid living and dining layout paired with a generous eat-in kitchen, leading out to both a covered porch and an expansive open deck. Whether hosting weekend guests or savoring quiet morning coffee surrounded by countryside views, the transition between indoor comfort and outdoor leisure is seamless. Upstairs and across the primary living areas, three spacious bedrooms and two full bathrooms provide ample privacy for full-time residents or weekend getaways alike. Downstairs, a fully finished basement complete with a dedicated half bath dramatically expands the home's footprint, offering the ultimate canvas for a media room or

Dreamed of owning an affordable upstate New York property with lake access to enjoy life to its fullest? Quiet, private, 65-acre non-motorboat lake where you can enjoy fishing, paddling, swimming, hiking and biking within 20 minutes of ROSCOE, NY. Charming 3 bedroom, 1 bath with one level living, large kitchen and living room, covered porch to entertain and enjoy the peaceful lifestyle at the lake. New laminate flooring, new interior paint, new on-demand hot water, newer well head, dryer and washer hook-ups, wall A/C for those few hot days, shed (10x20) for storing lake essentials…. Boats and paddles. Live and work (high speed internet) from this year-round home in the Catskills where winter sports are as much fun as summer ones. Opportunity to join the Lake Association for a modest annual fee and gain access to a private, sandy beach and several hundred more acres which the Association owns for hunting and hiking. Great getaway 2.5 hrs from the GWB, quiet, serene area yet close to tow

Just 2 hours from NYC, this extraordinary property in the heart of the Catskills (Long Eddy, NY) offers the ultimate escape. This rare property is a true gem, sitting on two lots totaling 10.78 acres. House sits on. 688 acre with the adjoining lot totaling 10.78 acres. Built in 1985 renovated in 2020 from top to bottom. Featuring stunning natural scenery, a private creek stocked with rainbow trout that feeds right into the Delaware river and endless opportunities for recreation and relaxation. With wooded trails, and streams, the estate provides a variety of outdoor activities, from hiking to fishing and camping, Whether you're fly fishing or exploring the nearby Delaware River, this property is a nature lovers paradise. House features four bedrooms with den/office. Two full bath with waterfall shower in master bedroom. Butcher block top center island and living room views of basket creek. Short drive from the charming towns of Callicoon, Hancock, and Narrowsburg, known for their winer

A great opportunity for buyers seeking a weekend retreat, investment potential, or year-round lake community living. 41-acre property in a lake community featuring a mobile home in need of repairs and a separate shed. Enjoy easy access to fishing and the relaxed lifestyle that comes with being near the water. Seller is making NO representations. Priced to sell. Located 30 minutes from Callicoon, 25 minutes from Roscoe