Sullivan Homes for Sale

Welcome to Sullivan County, New York – a picturesque gem nestled in the heart of the Catskill Mountains, where nature's beauty meets vibrant community living. Known for its stunning landscapes, Sullivan County offers a unique blend of serene rural charm and modern amenities, making it an ideal location for families, retirees, and outdoor enthusiasts alike.

Sullivan County is renowned for its rich history and cultural diversity, which is reflected in its charming towns and villages. From the historic streets of Monticello to the bustling arts scene in Bethel, there’s always something to explore. The county is home to a plethora of recreational activities, including hiking, fishing, and skiing, ensuring that adventure is just a stone's throw away. The nearby Delaware River and numerous lakes provide ample opportunities for water sports and relaxation.

For those considering a move, Sullivan County boasts a variety of homes for sale that cater to diverse tastes and budgets. Whether you’re looking for a cozy cabin tucked away in the woods, a modern family home in a vibrant neighborhood, or a charming cottage by the lake, you’ll find it here. The real estate market is thriving, offering a mix of historic properties and new constructions, all set against the backdrop of breathtaking natural beauty.

Embrace the tranquility and community spirit of Sullivan County. With its stunning scenery and welcoming atmosphere, your dream home awaits in this enchanting corner of New York. Explore the possibilities and discover why so many are choosing to call Sullivan County home!

Newest Sullivan Homes for Sale

$425,000

3 Beds ⋅ 1 Baths ⋅ 1049613 MLS

A charmer of a 1940s cottage, where original timber beams, a stone fireplace, and mature flower gardens are thoughtfully blended with modern comforts. Set on just over an acre atop Shandelee Mountain, the three-bedroom home feels wonderfully tucked away, yet sits just moments from Livingston Manor and the Catskill Park. Inside, a heart-shaped key latch is the first of many characterful details. The entry opens into an intimate living and dining space centered around a stone-surround wood-burning fireplace and cocooned beneath original timber beams. The adjacent kitchen has been renovated from the studs, with newer appliances, botanical wallpaper, and direct access to the garden. Two bedrooms and a freshly renovated full bath occupy the main floor, while an unassuming panelled door reveals a staircase to the unexpected third bedroom upstairs—a vaulted retreat with a reading nook and storage tucked into the eaves. Outside is where the property really comes into its own. Years of thoughtful planting have created mature gardens filled with hydrangeas, dahlias, coneflowers, vegetables, herbs, and seasonal flowers. A large fenced garden sits alongside an almost-secret seating area and outdoor shower, while a wildflower meadow stretches out behind the house toward neighbouring farmland and a pond where cows gather on summer afternoons. A newly built elevated deck makes the most of the view, with space for outdoor dining and a modern hot tub for soaking under the stars. A detached garage has been converted into a home gym/flex space, while the full walk-out basement provides additional utility and storage. It’s the kind of setting that makes you feel far removed from civilization, but the reality is quite different. Livingston Manor, with its lively collection of restaurants, breweries, specialty grocers, shops, and galleries, is just minutes away. The pristine rivers and trails of the Catskill Park are equally close, and NYC is less than two hours away. Whether you’re enjoying a drink beside the fire, tending the garden, or soaking in the hot tub as the sun disappears over the meadow, Shandelee Mountaintop Cottage works just as well as a full-time home as it does a weekend retreat and basecamp for all the mountains have to offer.

61 Shandelee Lake Road, Livingston Manor

$596,500

4 Beds ⋅ 2 Baths ⋅ 1050796 MLS

A little country club, a little horse country. Set on five private acres in Callicoon’s Beechwoods, Little Holiday Farm is a beautifully updated Catskills farmhouse pairing sweeping pastoral views, a horse ready barn, and direct access to an 18-hole championship golf course. Originally built in 1948 and extensively renovated in 2015, the four-bedroom, two-bath home has the warmth and character you want in an old country house, but with modern comforts. Hardwood floors, beamed ceilings and a gas fireplace bring plenty of cozy charm, while an updated kitchen with stainless-steel appliances keeps things decidedly current. The spacious primary suite feels like a retreat of its own, with its own private screened porch overlooking the rolling hills of the Beechwoods. With a first-floor bedroom and full bath, three additional bedrooms and plenty of gathering space, there’s room to comfortably host a full house of family and friends. At the opposite end of the house, a shaded porch overlooks the grounds and pole barn, offering plenty of space for four-wheelers, motorcycles, outdoor toys - or a few four-legged friends. A full walk-out basement provides additional storage and possibilities, while five usable acres offer room to garden, roam, play and take in those big Beechwoods skies. New septic in 2025. Surrounded by rolling countryside, evenings here are measured in sunsets and stars and just how long you can stay on the porch. When civilization calls, the shops, restaurants, farmers markets of the bustling hamlets of Callicoon and Jeffersonville are both just a short drive away. Just down the road, Villa Roma serves up classic Catskills resort life - championship golf, skiing come winter, plus dining, swimming, racquet sports, bowling and plenty more. Approximately 2 hours to New York City. Little Holiday Farm is country living at its best: five beautiful acres, a barn with room for horses and farmstead dreams, all wrapped in the rolling landscape of Callicoon’s Beechwoods.

519 Route 164, Callicoon

$524,000

4 Beds ⋅ 3 Baths ⋅ 1049763 MLS

Experience the best of both worlds with this furnished 2500 sq ft country home. You'll wake up in the mornings with deer in the backyard, yet you're only 15 minute drive from grocery stores and attractions. In the Rec Room, you'll find ballet barres and mirrors for a variety of home fitness activities. After your workout the sauna and hot tub will be your favorite place to recover. The wood burning fireplace is wonderful for those cold Catskills nights. Two decks and a patio to enjoy the mountain breezes, sunsets, and stars here in the Catskills. This home has a seven year track record as a successful short term rental. The existing management team is excited and willing to work with a new owner, and will convey with hundreds of positive reviews. Home can be purchased furnished if you desire to continue it as a STR/second home. For those wishing to purchase the home as primary residence, the home can be delivered empty and unencumbered by rentals. Full financials are available. Main Level Rooms: Open concept living area with large kitchen, bar seating, dining area and wood burning fireplace. The principal bedroom accommodates a king bed and has an ensuite full bathroom with shower. Bedroom 2 is queen size, and bedroom three will accommodate a full bed. There is an additional full bath on the main level with a shower/tub combo. Lower Level Rooms: The massive recreation room has ballet barres and a wall of mirrors. The media room opens out to a covered patio. The flex room is currently set up as bedroom four that accommodates a queen bed. The full bath with shower also includes an indoor infrared sauna. A full laundry room and multiple storage closets provide plenty of room for all your belongings or supplies for your short term rental. Outdoors: You will find multiple decks and a patio at the home. There is a fire pit in the backyard.

140 Starlight Drive, Monticello

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 1049647 MLS

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 abundant natural light and views from most rooms. Best of all is the generous covered front porch, looking out at distant hills and the front fields. The side mud room, with charming wainscoting, is spacious enough for gear in every season. The kitchen, with its new backsplash tile, counters, lighting and BlueStar Platinum range, opens to the dedicated dining area. The living room includes a new wood stove (2024) on an elevated hearth, plenty to heat the house on its own, though electric heat is also in place. Off the living room are two guest bedrooms, one en suite with a stall shower, plus a second bathroom with tub/shower and a separate laundry closet housing the security system monitor. Upstairs, a wide landing bathed in natural light leads to two large bedrooms lit by high clerestory windows running the full length of the house, with significant storage set into the eaves. The full bathroom, gut renovated in 2024 with new tile, fixtures and a sleek shower, completes the floor. Near the house, a wood paneled studio with cathedral ceiling sits above the two-car garage, while a huge romantic red barn with silo offers a blank canvas of its own, from parties to animals to whatever comes to mind. Both structures are wired with electric, including the barn's tack room. Just outside the barn is a 7' x 7' cedar sauna positioned to take in the bucolic setting, and on the other side of the house, a fenced garden with raised beds, perennials and a patio invites al fresco dining among the flowers and vegetables. Sunnyfield Farm is a magical destination property, the stuff of country living dreams.

197 Weiss Road, Roscoe

$359,000

2 Beds ⋅ 1 Baths ⋅ 1039753 MLS

Enjoy privacy and country living in this charming 2 bedroom home situated on approximatley 5 acres. Surrounded by fruit trees and peceful natural surroundings, this property offers plenty of room to relax, garden, entertain or simply enjoy the tranquility of the outdoors. Te property also features a garage with a loft providing excellent additional storage, workspace, or potential for a hobby area. With ample land and a quiet setting this home offers the perfect blend of comfort, privacy and rural charm.

26 Chaffee Road, Liberty

$299,000

4 Beds ⋅ 2 Baths ⋅ 1049419 MLS

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 and listening to the river. Downstairs, a restaurant-grade water filtration system enhances water quality throughout the home. The water heater and boiler are both under 10 years old, and a new furnace was installed in 2017. Additional improvements include replacement windows, a roof installed in 2010, and professional excavation around the home 2.5 years ago to optimize drainage. A full walk-up attic provides exciting possibilities—perfect for creating a third-floor guest suite, studio, or private retreat. Outside, the property feels like a small riverside sanctuary. Concord grapes and rhubarb grow naturally on the land, complemented by fruit trees, flower gardens, and a lush lawn stretching toward the river beneath the sweeping branches of mature willows. Set on a quiet private dead-end road that is paved and maintained by the town, the home offers both privacy and convenience. Beyond the property, Roscoe and the surrounding Catskills provide endless recreation. Spend your nights at Catskill Resort Casino and your days fly fishing on Willowemoc Creek and the nearby Beaver Kill, hiking in Catskill Park, exploring local breweries, or skiing at Holiday Mountain Ski and Fun Park. With charming shops, farm markets, and restaurants, Roscoe perfectly balances small-town charm with world-class outdoor adventure. Rich with character, this classic American Foursquare riverfront home offers Catskills living at its finest—historic charm, thoughtful improvements, and legendary trout fishing right outside your door. Tax Map #36.A-1-11.2

53 Yorktown Road, Roscoe

$720,000

5 Beds ⋅ 4 Baths ⋅ 1049997 MLS

A Manor House at Livingston Manor, 8-acre country estate, 5-6 bedroom, 4 Bathrooms ( 2 full +2 half), Built in 1987, this brick Tudor underwent a comprehensive renovation in 2025, seamlessly blending architectural heritage with modern luxury. The private library features rich mahogany millwork, detailed picture moldings, and intricate crown finishes. 3 fireplaces—one in the primary suite. A brand-new, state-of-the-art eat-in kitchen offers granite countertops, an open breakfast bar, stainless steel appliances, a FOTILE 30" range hood with hands-free activation, and a dual-zone wine cooler, formal dining room, separate laundry room, and oversized bonus room. Central air and 15 zone heating, New hardwood floors flow throughout, full basement with 4 new windows, 2.5-car garage, storage shed, new roof and fenced-in backyard with a fire pit—ready for landscaping, gardens, or your dream pool. Minutes from downtown Livingston Manor, enjoy easy access to renowned restaurants, boutiques, galleries, and authentic small-town living. You've earned the lifestyle—now claim the home that reflects it. Manor House awaits. Rooms were digitally staged. Price to Sell.

285 Goff Road, Livingston Manor

$550,000

5 Beds ⋅ 6 Baths ⋅ 1044739 MLS

Truly one of a kind! Set on a beautiful acre along the Little Beaverkill Brook, this completely renovated and exceptionally versatile property combines distinctive architectural character, generous living space and remarkable flexibility. Mediterranean-inspired porches, multiple French doors and graceful archways give the home a warmth and personality rarely found today. Inside, high ceilings create an airy sense of space, while a beautiful fireplace anchors the main living area. The renovated kitchen is equally impressive with quartz countertops and a generous center island designed for gathering and entertaining. Currently configured as a legal duplex, the property offers tremendous versatility. The beautifully finished separate apartment features 2 bedrooms, a full bath, kitchen, living room and its own private entrance, yet can be opened to the main residence to create one expansive home. A third distinct space with its own private access offers even more possibilities - home office, gym, studio, recreation room or creative workspace. A full-length walkout basement provides additional space and potential. Outside, enjoy the peaceful sights and sounds of the Little Beaverkill as it winds along the property, with ownership extending across the creek to the opposite bank. Whether you envision one impressive residence, separate living spaces, a live/work arrangement or the opportunity to generate rental income, this property adapts beautifully to the way you want to live. Distinctive, renovated and filled with possibilities.

23-29 Cooley Road, Parksville

$2,495,000

5 Beds ⋅ 5 Baths ⋅ 1049043 MLS

Welcome to 129 Starlight Road - a new 5,500-square-foot modern lake home combining breathtaking views, architectural design, and the grandeur of true lakefront living. Anchored by 78 feet of private, pristine beach and your own dock, the estate commands unobstructed west-facing views across miles of shimmering water to a forever-protected, rugged forest shoreline. All year long, your day ends with marbled sunsets over the water. Three thirty-foot glass atriums capture the golden-hour light, framing panoramic sunsets. Spanning 4,000 square feet across two main levels - complemented by a 1,500-square-foot windowed recreational attic - the layout balances grand open-concept gathering with serene retreats. Five generously proportioned bedrooms include two dedicated primary suites and three en-suite baths. In total, four full bathrooms and one powder room are meticulously appointed. At the heart of the main floor, the expansive great room anchors the residence, framed by a 55-inch Superior linear gas fireplace and a soaring glass facade. European tilt-turn windows capture the vistas, while massive lift-and-slide glass doors extend living onto the outdoor deck. Extra-long engineered white-oak flooring stretches in 7.7-inch-wide planks across social areas, transitioning to 5-inch planks in bedrooms. The chef’s kitchen includes a windowed breakfast nook and an 8.5-by-4.5-foot island with honed quartz countertops with waterfall edges. Custom solid-wood cabinetry in a pencil-trim shaker profile pairs with a full-height quartz backsplash and integrated display shelf. A double-sized pantry, wet bar, white fireclay sink with black Kohler faucet, and integrated recycling make this space both functional and refined. The 48-inch induction range with exterior-vented hood, counter-depth smart refrigerator, Emerald Series dishwasher, Sharp microwave drawer, and dedicated Summit wine refrigerator provide power, precision, and style. Bathrooms are crafted as spa retreats. Both primary baths feature double-head Lentz thermostatic showers in brushed gold (the upper primary suite also includes a luxurious 69-inch freestanding soaking tub) and 60-inch double vanities. The detached 825 sq ft garage is built to custom marine specs: 28 feet deep with 10-foot ceilings and twin 12-by-10-foot doors to accommodate trailered boats with swim platforms attached and towers raised. Life on the water unfolds across 78 feet of private beachfront, a dock, and a dedicated boat ramp. Steps from the shore, three lake-level bays provide dry, climate-ready storage for skis, surfboards, kayaks, canoes, and life jackets. Spanning 889 acres, nine miles in length, Swinging Bridge Reservoir is an uncrowded haven for waterskiing, wakeboarding, surfing, and jet skiing. Two full-service marinas provide dock maintenance, fuel, and storage. At dawn and dusk, glass-like waters invite paddleboarding and kayaking into secluded coves. Prime fishing awaits offering exceptional seasonal angling and fine ice fishing. Outdoor living spaces include four balconies, two bluestone decks with glass railings, stone-capped foundation walls, a hot tub, outdoor hot-and-cold shower, kitchen hookups, a circular driveway, and landscaped grounds. Engineered for efficiency, radiant heating warms the entire ground-floor slab, backed by dual-fuel, dual-zone furnaces and heat-pump air conditioning. Dual ERV systems circulate filtered fresh air. The exterior pairs thermally modified pine and custom steel-panel cladding beneath a Budmat Iron Click steel roof. Equipped with 300-amp electrical service, Starlink internet, smart-home wiring, five security cameras, biometric Wi-Fi entry, and EV-charger readiness. Just 90 miles from the George Washington Bridge, this estate offers immediate proximity to Bethel Woods Center for the Arts, Resorts World Catskills, The Eldred Preserve, and much more.

129 Starlight Road, Monticello

$399,000

3 Beds ⋅ 3 Baths ⋅ 1049899 MLS

Welcome home to a beautifully updated 2300+ sq ft, 3-bedroom, 2.5 bath home situated on a scenic 1-acre lot offering mountain views and privacy. Step inside to discover new flooring throughout, paired with central air for year-round comfort. Cooking and heating are effortless with a cozy wood stove alongside a propane fireplace. The partially finished walk-out lower level provides versatile additional living space, perfect for a home office, rec room, or guest suite. Central vacuum, and dual water sources (artesian well + town water connection). Complete with attached garage parking and sheds for all your storage needs. Turn-key, efficient, and ready for its next owner—schedule your tour today! Located just minutes from Mountaindale’s thriving Main Street, local eateries, and nearby hiking trails, this is the ultimate year-round residence or weekend retreat under 2 hours from NYC.

49 Quiat Road, Mountain Dale

$425,000

3 Beds ⋅ 2 Baths ⋅ 1049558 MLS

Three bedrooms two Baths with one having stall shower and washer/ dryer. White oak floors refinished. All windows replaced and have been tinted allowing you to see out and nobody see in. All new shades most are remote. Front door has three panel each is motorized. Custom crown moldings in living and dining area. Two driveways with lots of room for cars. All appliances are included. Kitchen cabinets with pull-out doors for double storage and ceiling done to match cabinets. Generator with cross over panel. The home has 200- amp electric service. Home converted from electric to oil heat. Trek decking front and back. Full dry basement with storm drain. Low Taxes

142 N Emerald Drive, Rock Hill

$199,000

3 Beds ⋅ 2 Baths ⋅ 1048345 MLS

Imagine starting your mornings with coffee on the deck, listening to the river flow just beyond your backyard. Set along the water in River Valley Estates, this three-bedroom, two-bath manufactured home offers approximately 1,300 square feet and the opportunity to create a truly special retreat. The open living area features a stone fireplace, while the wood-paneled bonus room with a woodstove brings the cozy cabin feel—perfect for quiet evenings, game nights, or watching the seasons change outside. With some personal touches and vision, the home could become a peaceful full-time residence or a relaxing Sullivan County escape. Enjoy direct river access, a community pool, and a monthly fee that includes water, sewer, trash, snow removal, grounds care, and common-area maintenance. Bring your ideas and make this waterfront setting your own.

8 Hampshire Lane, Loch Sheldrake

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