179 properties for sale in Roscoe, Rockland town Sullivan County New York

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

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

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

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

Located in the heart of Trout Town USA, this 2-bed, 1-bath home has an open, inviting feel as soon as you open the door. The hardwood floors and wood-burning fireplace create a comfortable ambiance, and the open kitchen and living areas are perfect for entertaining. A full basement with a 1-car garage makes great storage or a perfect workshop. Easy access to Route 17 and walking distance to the school and the famous Junction Pool. This would be an ideal home for anyone looking for a starter home or looking for a simple, easy home in retirement and everything in between. It would even make a great rental property. Schedule your private showing today

Nestled along the banks of the famed Willowemoc Creek in the heart of Roscoe, New York—widely known as “Trout Town USA”—this charming American Foursquare home offers the perfect blend of historic character and exceptional riverfront living. With 4 bedrooms, 2 bathrooms, and approximately 1,524 square feet, this beautifully maintained property sits on a peaceful stretch of the creek with private river frontage and direct access to some of the region’s most celebrated trout waters. Inside, the home was painted within the last 2.5 years, both bathrooms are updated, most of the house has new flooring, while the kitchen/dining area and downstairs bathroom feature radiant heated floors for year-round comfort. The living room includes preparation and venting for a pellet stove, offering an easy option for additional warmth and cozy ambiance. Both the front and back porches have been rebuilt, one finished with durable Trex decking, creating ideal spaces to relax while overlooking the property

Sitting on 15.34 acres with 2 separate additional parcels. One is a 2 acre buildable lot(29.6) and a one acre buildable lot(29.1) included in the sale contiguous with the 15.34 acres for a total of almost 19 acres. This Justus custom all cedar log home with a total of 3661sf between the living area and the basement. Has 2 primary suites on opposite ends of the house with each having their own full bathrooms and walk in closets. A brand new kitchen with an island and sink. All stainless steel appliances. A wood burning stone fireplace in the living for cozy nights and another stone fireplace in the partially finished basement and epoxy floors throughout the basement and 3 bedrooms and a full bathroom which is great when you need more space with a walkout to the front of the house. A large dining room which leads to a new custom made cement patio. 2 decks and a huge loft on the second floor suitable for a game room a Total of 4 full BATHROOMS. Mountain views and a seasonal pond in the fr

Charming Renovated Cape Cod in Roscoe, NY Welcome to 39 Miller Heights, a charming two-story Cape Cod nestled along the peaceful Miller Heights Loop in Roscoe, NY. Located less than a mile from the heart of town, this inviting three-bedroom, one-bath home offers the perfect balance of small-town convenience and peaceful country living. The home has undergone numerous renovations and improvements, including new windows and doors, updated electrical throughout, a renovated kitchen and bathroom, new appliances, and recently installed new foundation walls. A new porch is also in the process of being installed, adding to the home's charm and outdoor living space. Situated on a larger sized lot, the property offers just the right amount of yard space to enjoy the outdoors without overwhelming upkeep. Beautiful stone gardens add character to the landscape, while two storage sheds provide plenty of room for tools, outdoor equipment, and seasonal storage. Surrounded by the natural beauty of the

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

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

Some properties give you a home. This one gives you a mountain. More than 130 acres in the sought-after town of Andes unfold across open meadows, wooded hillsides, three ponds, hiking trails, and stunning mountain views. With multiple homes, a substantial barn, a sauna, and additional potential building sites, this is a property with the scale to become a true Catskills compound. The land itself is the centerpiece, an expansive mix of open fields, mature woods, established trails, and elevated sites overlooking the surrounding mountains. Wander the property by foot, ATV, or horseback, spend an afternoon by the water, or simply disappear into more than 130 acres of your own Catskills landscape. Multiple existing homes make the property particularly well suited for a family compound, guest retreat, or multigenerational estate, while additional potential building sites leave room to expand over time. A substantial, well-built barn provides space for equipment, animals, workshops, or agric

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

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

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

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

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

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

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

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

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

Combined 2 parcels / 2.86 acres. Hurleyville endless opportunities in hurleyville! Rare 2-parcel package offering approx 2.86 private acres with existing manufactured home + additional adjoining vacant lot. Bring your vision! 2.24 Acres + Fixer-Upper in Hurleyville! 2 parcels in one. House on 1.74 acres + vacant 1.12 acre lot. Fix it up for a private estate, build your dream home, or subdivide. Endless options, total privacy, Catskills location. Sale is for TAX ID: 7-1-5.5 & tax id 7-1-5.6. Land value sale! Mottivated seller. Cash offer. SOLD AS IS' Hold Harmless / Liability Waiver Required

White Roe Lake Cottage is a charming 3-bedroom, 2-bath home on nearly 6 private, wooded acres in Livingston Manor, NY. Set back from a quiet road, it offers the rare combination of seclusion, space, and water access: a deeded parcel on Trojan Lake, complete with a private dock, is just a 3-minute walk away. Step inside to an open first floor where the kitchen, dining room, and living room are all connected. The living room is anchored by a large wood-burning stone fireplace. French doors open from the living room to an expansive back deck, giving the whole home a desirable indoor-outdoor feel. The well-appointed kitchen offers generous storage and counter space, plus all the appliances a home chef could want. The first-floor primary suite includes an attached full bath, while upstairs, two spacious guest bedrooms share a full bath. Also found upstairs: a flexible common area is ready to become an overflow sleeping area with a futon, or perhaps an extra entertainment space. Outside, the

River front income property with no zoning. Inviting artists, collectors, and big thinkers to unlock their creative potential at this unique property nestled in the heart of Downsville. Prominently located along the pristine headwaters of the Delaware River, this serene property is comprised of three independent structures; a post and beam A-Frame lodge, a historic Victorian two family river front home, and a gigantic domed quonset hut with a rich history from an original movie theater to a well traveled antique store. The property's prime riverfront location grants direct access to the Delaware River, ideal for outdoor enthusiasts. Situated next to a landmarked covered bridge and a charming park, the property exudes small-town appeal and historical significance. Just 15 minutes from Roscoe, and two hours from Manhattan, this versatile property is perfectly suited for artists seeking a live-work space, collectors in need of ample display areas, or entrepreneurs with a unique vision. Do