324 properties for sale in Jeffersonville village, Callicoon town Sullivan County New York

Steps from Callicoon’s charming Main Street and the Delaware River, this beautifully preserved 1900 Craftsman pairs the soul of another era with a decidedly modern point of view. Designed and built by Kohler Lumber, the local mill responsible for some of the area’s most distinctive early homes, it remains a remarkable showcase of period craftsmanship. Original Victorian'stick and ball' millwork, carved details, paneled walls, and beautifully restored wood floors give the house a richness and sense of place that simply cannot be recreated. Thoughtfully updated while respecting its architectural history, the interiors feel warm, quiet, and refined. Original floors restored with tung oil and a subtle white-pigment finish bring a fresh, contemporary softness to the home’s extraordinary woodwork. The walls and first-floor ceilings were meticulously restored using traditional lime plaster over the home’s original wood lath. The bright, streamlined kitchen is simple and efficient, with room f

Your Lakefront Retreat Awaits — Directly on Lake Jefferson*. 4741 State Route 52, Jeffersonville, NY 12748 4 beds | 3 baths | 1,663 sq ft | 1.5 acres | Low taxes. *Selling features: *. Directly on Lake Jefferson — private, scenic, serene. 1.5-acre lot. Beautifully high-end remodeled, top to bottom. Room to expand, with potential for additional bedrooms downstairs. Gorgeous double deck — lake views, perfect for entertaining. 2-car garage. *The renovation: *. Brand-new kitchen and bathrooms. New plumbing, plus a new sewer holding tank and lift pump. New energy-efficient hydronic heating. New spray foam and energy-efficient insulation. Upgraded electrical panel. New windows and doors throughout. Brand-new architectural shingle roof. Freshly painted inside and out. *No expense was spared. *. The finishes are absolutely stunning: very high-end granite countertops and gold fixtures throughout, paired with warm wood floors, recessed lighting, and spacious rooms that create a bright, inviting

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Prime Livingston Manor Living with Cattail Brook Frontage! Located just a stone’s throw from the heart of Main Street Livingston Manor, this charming rustic ranch combines Catskills character, waterfront living, and an unbeatable location. Built in 2016, the 1,800-square-foot home offers three spacious bedrooms and one full bathroom, all set on a beautiful 1.02-acre lot with municipal water and sewer. Step inside and you'll immediately appreciate the home's distinctive character, highlighted by soaring 12-foot ceilings, exposed wooden beams, wide-plank barnwood flooring in the kitchen, and a 12-foot black walnut bar in the living room. The spacious layout offers plenty of room to gather, relax, and enjoy the laid-back atmosphere that makes Livingston Manor such a sought-after Catskills destination. Outside, a sprawling yard leads to more than 70 feet of frontage along the Cattail Brook, creating your own peaceful waterfront retreat. Start the morning with coffee on the covered front po

Welcome to “Long Farm”. Begging to be the backdrop of your most memorable moments, this newly constructed custom designed home is your country house dream come true. Perfectly set back off a quiet country road and perched on a knoll on 5+ acres with fabulous meadow and mountain views from nearly every room, this one checks all the boxes. 4 BR’s 3.5 BA’s, primary bedroom with gorgeous bath and walk in closet and sliders to outdoor deck is on main level and a second suite plus two more bedrooms occupy the upstairs. Lots of glass lets in an abundance of natural light, while soaring cedar-lined ceilings, wide plank white oak flooring and a really cool suspended Aurora Aether wood burning fireplace set the tone with a cozy and classy vibe. The amazing open plan with island kitchen is perfectly appointed for entertaining friends and family. Sliders off the dining area give way to an outdoor space that will never disappoint. Taking advantage of the gorgeous view and glorious sunsets, there is

Dynamite investment opportunities don't always slap you in the face, but when they do, they would look a lot like 162 Rockland Road! This is a legal two-family with a third separate suite that creates an ideal mother/daughter situation. Whether you are looking for a pure landlord/tenant investment or an owner-occupied situation, this property can not be beat and will cash flow right out of the gates without having to turn a screwdriver. The entire building was renovated from the ground up and has all new separetely metered electric, spray foam insulation, right down to the tasteful finishes on the kitchens and baths. With ample parking, a large backyard that abuts the municipal 9-hole golf course, and walking distance to some incredible restaurants and breweries, this is an iconic investment opportunity that should not be overlooked

An exciting opportunity awaits at Haven on Main in Livingston Manor, NY. Two buildings, including one with an active cafe license, offers an array of possibilities, whether it's a combined live/work space to launch your small business, a rental investment, or just a compound for all your favorite people in a prime Main Street location in one of our favorite Upstate towns. 108 Main Street offers three floors of space to play with. Zoned residential with a special use permit, currently the first floor houses a popular non-profit grocery and cafe and features a large commercial kitchen with a walk-in, two convection ranges, multiple refrigerators and reach-ins, sinks and plenty of prep space. There's also a sunny market room, accessible restroom and a large wraparound porch and creekside yard for seating, as well as ample parking. The second and third floors used to be two large, multi-bedroom apartments. The bedrooms are used for storage now, but could be turned into single family living

Welcome to trout town usa! Single family residence house is solid in good condition built around 1910. Each bedroom has its own closet. Three bedrooms plus a office. Two baths. Formal dining room with woodstove. Kitchen cabinets are solid wood. Mud room and laundry room. There are two attached garages each for a single vehicle. Ceiling are ten feet in height. There is a woodshop between gorges and entrance to house so easy maneuvering. Floors appear to be hardwood. Cold cellar for placing your canned goods. Oil burner with steam heat. Electric hot water heater. 275 above ground oil tank. Vinyl sided. Blue stone front porch/patio to enjoy the view of Riverside Park. There is a deck off the house. Property is level. Owner maintains the grounds beautiful. There is a lean-to in good condition. Property is approximately one acre. Walking distance to town for eateries and shopping as well as to the river to swim, fish or enjoy a picnic. Minutes to breweries, walking distance to DO GOOD disti

Tucked away on a quiet cul-de-sac, this inviting 3-bedroom, 2-bath home offers privacy, space, and a peaceful Catskills setting on nearly 6 acres. Inside, central air provides year-round comfort, while a brick fireplace creates a warm and cozy focal point for winter evenings. Multiple heating options include oil heat along with a coal/wood furnace, offering added flexibility through the colder months. Step outside to the composite back deck and take in beautiful sunsets and tranquil nature views, or gather in the gazebo for drinks, dinner, and relaxing outdoors. The home is topped with architectural shingles installed just 3 years ago and offers ample parking for up to 8 vehicles, in addition to a heated 2-car garage and separate storage shed. Despite its private setting, the property is just minutes from Hurleyville’s charming Main Street, the Sullivan O&W Rail Trail, Hurleyville Performing Arts Centre, local restaurants, and more. A wonderful combination of country tranquility, outdo

Catskill Mountain Views on 2.28 Acres – Hurleyville, NY Welcome to 7 Bowers Drive in Hurleyville, NY, where country living, beautiful scenery, and plenty of space come together! This inviting 1,612 sq. Ft. single-family home offers 3 bedrooms, 2 full bathrooms, and sits on 2.28 peaceful acres in the Tri-Valley School District. One of the true highlights of this property is the magnificent Catskill Mountain views from the back porch—the perfect place to relax, enjoy your morning coffee, or unwind while taking in the surrounding scenery. The property also features established apple trees and a pear tree, adding to its charming country setting. A blacktop driveway leads to the two-car garage, providing convenient parking and additional storage. Need even more space? The property includes four storage sheds, offering plenty of room for lawn equipment, tools, recreational gear, and more. Inside, you’ll find a comfortable and functional layout with plenty of room to make this home your own.

Price Reduced! Affordable Living in the hamlet of Loch Sheldrake! Welcome to this spacious four-bedroom home conveniently located near Loch Sheldrake in the heart of Sullivan County. Offering a flexible layout with two bedrooms on the main level and two additional bedrooms upstairs, the home provides plenty of space for a variety of needs. Recent improvements include a large new kitchen and new flooring, giving the interior a fresh, updated feel while leaving plenty of opportunity to make the home your own. The central Sullivan County location puts you within easy reach of the area's shopping, dining, recreation, and entertainment. Enjoy nearby golf courses, Morningside Park, Hanofee Park, and Walnut Mountain Park, or take a short drive to popular Catskills destinations including Resorts World Catskills and The Kartrite Indoor Waterpark. The nearby Village of Liberty offers convenient everyday shopping at ShopRite, Tractor Supply, and more, along with a wide variety of local restaurant

Nestled on 2.49 private acres overlooking beautiful Luzon Lake, this large two-story home offers space, privacy, and endless potential. Boasting over 3,000 square feet, the second floor was tastefully renovated three years ago and features a contemporary kitchen, an inviting living room, two bedrooms, and one full bathroom. The outside walls of the lower level have been insulated, two bedrooms were wired and sheet rocked and a Bathroom was created between them. A great opportunity to customize and complete an additional one bedroom and one bathroom to suit your needs as a Mother daughter suite. With electric heat, well, and septic, this property is ideally located just a short distance to the college, shopping, and restaurants. There is also a wood burning stove with a blower unit attached for extra heat in basement. A unique opportunity for a full-time residence, getaway, or investment. Located not far from the Village of Hurleyville where there are restaurants, shopping and more

Tucked down a long driveway, Valley View is perched along a ridge enjoying two of the finest amenities houses can offer: views and privacy. Valley View is rich in country charm and coziness, with a flexible chalet layout sure to work well as a countryside retreat. Entering the house from the handsome entryway, you’re greeted with a classic chalet layout and cabin feel. Bedroom and bathroom tucked to the rear of the house on opposite sides of the entry foyer, and a great room to the front of you. Long range valley views hit you immediately, with the sensation that the house is nearly floating in the sky. The great room is balanced between its wall of windows and long range views, with the coziness of the Jotul wood stove on the far side. This is an easy room to imagine enjoying year round whether soaking in the summer sun or cozying up in front of a fire with a gentle snow falling. An open kitchen is compact but highly functional with ample storage (including additional closet space in

Price reduction: motivated seller. New price — $424,999! Welcome to 6 Maple Avenue in Hurleyville, where brand-new construction meets comfortable, flexible living in the heart of the Catskills. This beautifully designed 4-bedroom, 2.5-bath home offers an inviting open-concept layout with abundant natural light, a modern kitchen with stainless-steel appliances, spacious living and dining areas, and a dedicated home office—perfect for today’s work-from-home lifestyle. The finished walk-out lower level provides valuable additional living space with endless possibilities for a recreation room, home gym, media room, playroom, or guest area. Enjoy the convenience and peace of mind of new construction while being close to the Milk Train Rail Trail, Hurleyville Performing Arts Centre, Resorts World Catskills, Monticello Raceway, shopping, dining, and year-round Catskills recreation. Now offered at $424,999, this is an opportunity to own a brand-new 4-bedroom home with flexible living space at

Just minutes from Livingston Manor, this 2-bedroom, 2-bath home sits on nearly 2.5 acres with a spacious backyard and large deck for enjoying the Catskills. Comfortable for year-round living or a weekend getaway, the home is move-in ready with room for updates to suit your taste. Features include propane heat, a drilled well, septic system, and a spray-foamed basement with a one-car garage and additional space for storage or other possibilities. Enjoy easy access to the Willowemoc Creek, known for its excellent trout fishing, along with Livingston Manor’s shops, restaurants, and local attractions. Whether you’re looking for a place to call home or a getaway where you can spend your weekends fishing, relaxing, and exploring, this property offers a practical opportunity to enjoy country living without being far from town. Blacktop driveway, two hours from NYC

We are proud to present this charming property with incredible potential in the heart of Livingston Manor. Ideally located just below Upward Brewing Company, this home offers the perfect opportunity for a weekend getaway, full-time residence, or short-term rental investment. Step outside and enjoy a spacious backyard highlighted by a beautiful mature apple tree, offering plenty of room for relaxing, entertaining, gardening, or enjoying the peaceful Catskills surroundings. The location is hard to beat—enjoy easy access to all that Livingston Manor has to offer, including its popular restaurants, shops, cafés, and local attractions. Head just up the hill to Upward Brewing Company for great food and drinks, then explore the scenic hiking trails right on the property. Whether you’re looking for a Catskills escape, an investment opportunity, or a place to call home, this property offers location, potential, and the best of Livingston Manor right at your doorstep

Welcome to Trout Town, USA! This charming 3-bedroom, 2-bathroom home in Roscoe offers the ideal mix of comfort, modern updates, and an unbeatable location. Step inside to an inviting open floor plan featuring brand-new vinyl flooring flowing seamlessly throughout the entire home. Enjoy year-round comfort with central AC. Situated right in the heart of world-class trout fishing, this home places you moments away from the best rivers in New York, plus: Unmatched Convenience: Located just blocks from vibrant downtown Roscoe’s local storefronts, popular dining spots, and an award-winning brewery. Prime Location: Nearby Rockland Elementary School and quick highway access make daily commutes and school drops a breeze. Smart Living: Benefit from remarkably low taxes while enjoying everything this vibrant community has to offer. Whether you're looking for a peaceful primary residence, a commuter-friendly base, or a weekend getaway near the water, this Roscoe gem is ready for its next owner. Sc

Rare, large Catskills offering in the heart of Callicoon. Redesigned in 2025, this turnkey three-story farmhouse blends historic charm with modern updates. Set on a half-acre within walking distance to Main Street restaurants, shops, the movie theater, brewery, and Delaware River access, the property features multiple gathering spaces, an updated kitchen, wood-burning stove, media room, and flexible bedroom configuration designed for large groups. Outdoor amenities include a multi-level deck, stream-side yoga and dining platform, and ample space for entertaining. Successful short term rental history, furnishings package available separately

Set on over 5 private acres just outside the charming hamlet of Hurleyville, this spacious ranch offers the perfect opportunity to create your dream home. Featuring 3 bedrooms and 2 bathrooms, including a primary suite, the second bathroom is in need of renovation following a previous fire, and the adjacent kitchen will also require repairs, offering a great opportunity to customize the space and add value. The home features an open, functional layout with sliders leading to a side deck where you can relax and enjoy the peaceful surroundings. Take advantage of the multiple outbuildings, offering plenty of storage for equipment, vehicles, or hobbies. The unfinished basement provides the potential to nearly double your living space. Located on the outskirts of Hurleyville, you'll enjoy the privacy and space of country living while still being just minutes from one of Sullivan County's most up-and-coming communities. Discover Hurleyville's thriving arts scene, local cafés and restaurants,

Welcome to this beautifully renovated 3-bedroom, 1-bath Cape Cod home set on over an acre of land just minutes from the charming village of Livingston Manor. Combining modern updates with classic character, this move-in-ready home offers a warm and inviting atmosphere throughout. The bright and spacious interior features updated finishes, comfortable living spaces, and plenty of natural light. A full basement with a wood stove provides additional storage, workshop space, or future finishing potential. Outside, a detached garage offers room for vehicles, equipment, or recreational gear. Enjoy the privacy of a generous 1+ acre setting while remaining conveniently close to Livingston Manor's restaurants, shops, breweries, fly-fishing rivers, and all the outdoor recreation the Catskills have to offer. Whether you're looking for a full-time residence or a weekend retreat, this home is a wonderful opportunity in one of Sullivan County's most sought-after locations

Welcome to this beautifully maintained, turnkey four-bedroom, two-bath ranch, ideally located just minutes from the charming hamlet of Livingston Manor. Offering the perfect blend of comfort, convenience, and easy country living, this move-in-ready home is nestled on a lovely 0.68-acre lot surrounded by mature trees and a peaceful Catskills setting. Inside, you'll find inviting, light-filled living spaces and a comfortable, functional layout designed for everyday living and entertaining. With four bedrooms, there's plenty of flexibility for guests, a home office, or additional living space. Step outside and enjoy the spacious yard, where mature trees provide a beautiful natural backdrop and plenty of room for outdoor gatherings, gardening, or simply relaxing and enjoying the fresh mountain air. Two storage sheds offer ample space for tools, outdoor equipment, and seasonal belongings. Conveniently located just minutes from Livingston Manor's vibrant Main Street, with its popular restaur

Don’t miss this unique opportunity at 33 Pearl Street, Livingston Manor, NY. This property features a separate cottage on the same lot, perfect for rental income—whether long-term or short-term. The main house offers plenty of space with a large living room, fireplace, pellet stove, and a flexible extra room that can be used as an office or playroom. Upstairs includes 4 bedrooms and a half bath, with hardwood floors throughout. Located on the corner of Pearl and Maiden, directly across from the Livingston Manor Family Health Center, this is a convenient and desirable location. Estimated rent for the main house is around $1,500/month. Great potential for both living and investment. Sold as-is

Ranch style duplex with seasonal lake views of Loch Sheldrake lake. Each unit is 2 bedrooms and 1 full bathrooms, right side unit has new flooring in both bedrooms along with updated bathroom and new kitchen being installed. Was previously used as owner occupant on one side with income producing 2 bedroom, 1 full bathroom on the other side. Could be used as dual rentals for new owner. Parking for 4 on the side, both units heated by propane. Nice side yard on right side unit with privacy fence. Walk to town which is very active in summer time with 4 restaurants, walk to the lake for fishing or swimming via public access point. Short drive to Liberty for shopping, 2 miles to Hurleyville for rails to trails hiking, along with sports courts, shops and more

Character may be an overused word in real estate, but it’s a rare home that exhibits as much warm gravitas as Old Hankins Manor. From the moment you pull up the drive, past the private half acre pond and up to the wraparound rocking chair porch, you’re struck by a sense of timelessness and comfortable elegance. Tucked back from the quiet country road, this home has stood sentinel over the surrounding farmland for over 125 years. The formal front entrance welcomes you into a generous foyer with ornate staircase. Nestled behind this is a cozy media room, tucked away from the rest of the living space. The sitting room and den with stone double-sided fireplace welcome you into the primary entertaining space, then through to the spacious formal dining room, with the other face of the fireplace and wooden built-in shelving. The kitchen is highly functional while retaining an old country charm. Think red checkered linens, aged porcelain sink, weathered wood and fresh baked cherry pies. Off th

Motivated Seller! Renovated Smallwood home features 4 bedrooms and 1 full bath is year-round and move-in ready. On the first level is a sun porch, living room, 2 bedrooms w/closets, 1 full bath, and the kitchen with mud room out to the backyard. On the second level is 2 bedrooms w/closets and extra closet space in hallway for a possible 1/2 bath or make the second level a huge primary suite. New eat-in kitchen with stainless steel appliances and butcher block countertops, new bathroom with tiled shower, new luxury vinyl plank flooring in common spaces and new carpet in the 4 bedrooms and stairs to second level. New oil furnace, oil tank, chimney cap, PEX plumbing, outdoor electric connection, electrical outlets and light fixtures, ceiling fans, insulation, sheetrock, interior paint, doors, hot water heater, well pump, pressure tank w/filtration, gutters with guards and central linked smoke detector system. Spacious 0.46 acre yard for fire pit, garden, games and entertaining. Walk to po

A true Callicoon landmark, Rafters Tavern has been a staple of the community since the building's construction in 1885. Located in the heart of town, this turnkey restaurant with commercial kitchen, bar and live music venue offers a rare opportunity to acquire an established hospitality business with a loyal following. The property includes a manager's/owner's apartment and additional rentable rooms, providing multiple income streams and operational flexibility. Rich in character and history, Rafters is well-positioned for continued success as one of the area's most popular gathering places for dining, entertainment, and live performances. The property also includes an additional commercial space suitable for retail or complementary business use. Heating/Cooling system: propane upstairs, forced air and central AC, downstairs electric heating & cooling units

Enjoy the charm of country living in this inviting, light-filled cottage just minutes from the shops, restaurants, and Delaware River of Callicoon. Set in a peaceful setting with picturesque meadow views, this home offers a relaxing Catskills retreat about two hours from NYC. Inside, warm hardwood floors and a classic wood-burning fireplace create a cozy atmosphere. The living area flows into a dedicated dining room, while the updated kitchen features a brand-new oven, new tile flooring, and open shelving. A brand-new full bathroom adds fresh appeal. Upstairs, a spacious, skylit loft offers flexible possibilities for a bedroom retreat, home office, guest space, or creative studio. A vintage clawfoot tub and sink add character. Fresh sheetrock and brand-new insulation throughout provide a great foundation for making the space your own. Recent improvements include a four year old roof, new front (covered) and back decks, fresh interior and exterior paint, and key electrical updates. A co