Sullivan Homes with Maintenance Amenities

Sullivan Homes with Maintenance Amenities

Welcome to Sullivan County, New York—a hidden gem nestled in the picturesque Catskill Mountains. Known for its stunning landscapes, vibrant communities, and rich history, Sullivan County offers a unique blend of rural charm and modern conveniences. Whether you're drawn to the tranquil lakes, scenic hiking trails, or the lively towns filled with local shops and restaurants, this region has something for everyone.

Sullivan County is renowned for its outdoor recreational opportunities. With over 1,000 lakes and ponds, it’s a paradise for fishing, boating, and swimming enthusiasts. The surrounding mountains provide endless trails for hiking, biking, and winter sports, making it an ideal destination for nature lovers year-round. The county is also home to charming towns like Bethel and Monticello, where you can experience local culture, art, and cuisine.

For those considering making Sullivan County their home, you’ll find a variety of properties that come with maintenance amenities, ensuring a hassle-free living experience. Many homes in the area offer features such as landscaping services, snow removal, and community upkeep, allowing you to enjoy the beauty of your surroundings without the burden of maintenance. This is perfect for busy professionals or retirees looking to savor the serene lifestyle that Sullivan County has to offer.

With its combination of natural beauty, vibrant community spirit, and convenient amenities, Sullivan County is more than just a place to live—it's a place to thrive. Come discover your dream home in this enchanting region, where every day feels like a getaway!

Newest Sullivan Homes with Maintenance Amenities

$1,250,000
4 Beds 4 Baths 1034443 MLS
PRICE DROP! A magnificent legacy home in the Catskills’ most exclusive gated preserve. Discretely tucked beneath a canopy of mature oaks on five enchanting acres, Whispering Oak Landing is a custom, owner-built retreat within The Chapin Estate - a prestigious 2,500-acre gated wilderness preserve in the Western Catskills, surrounded by 14,000 acres of protected conservation land. Upon arrival, the rhythm of nature sets the pace: birdsong at first light, afternoons spent hiking or horseback riding along the preserve’s trails, and evenings that end with an indoor or outdoor fire crackling in your private sanctuary. Intentionally oriented to follow the suns path, morning light rises over the vaulted timber living room, while evening light settles beyond the foyer, where a crystal chandelier captures the last rays and scatters them in soft rainbows throughout the house. Inside, a soaring vaulted foyer opens onto expansive, sunlit gathering spaces. Just off the entrance, a convenient powder room sits opposite a bright, oversized laundry room complete with utility sink, exterior access, and direct entry to the two-car garage. The main level centers on a warm, vaulted living room anchored by a stone wood-burning fireplace, a professionally appointed kitchen with double sinks, and a seamless indoor-outdoor dining areas that include a propane grill. The vaulted, east-facing primary suite occupies this primary level for effortless single-floor living. An oversized picture window frames tranquil wooded lake views, while the en-suite bath offers a private sanctuary of indulgence: a windowed soaking tub, dual vanities, walk-in shower, and refined finishes. A stately walk-in closet, discreetly reached via a private hallway, completes the suite with both elegance and practicality. Upstairs, two well-proportioned bedrooms sit at opposite ends of the home, linked by an open corridor with railings that overlook the living spaces below. A naturally lit shared bathroom serves both. One bedroom opens onto a charming Juliet balcony; the other includes a spacious, unfinished dormer room above the garage, ready for future expansion. The lower level provides a cozy, versatile space for relaxation, featuring a fourth full bedroom and an additional flexible room ideal as a fitness studio, reading lounge, or fifth bedroom. Designed for comfort and entertaining, this level also includes a full wet bar, cedar sauna, full bath, and an expansive secondary living room that opens directly onto a graceful flagstone terrace, perfect for indoor-outdoor living. Architectural details throughout include soaring ceilings with exposed pine beams, wide-plank hardwood floors, granite countertops, and central air conditioning, all thoughtfully integrated for true year-round enjoyment. Life at The Chapin Estate unfolds across 2,000 acres of freshwater reservoirs and trout streams, with membership options that include a private Lake Club, tennis and pickleball courts, and a network of trails that winding through the preserve in every season. The property borders the 900 acre Toronto Reservoir, offering panoramic water views from the home itself. Minutes away you'll find the Eldred Preserve and its Homestead Restaurant for farm-to-table dining (with a large spa expansion coming soon), the Bethel Woods Center for the Arts, and the Monticello Motor Club. While homes within The Chapin Estate rarely change hands, and many are still held by their original owners, this is a unique opportunity to acquire a legacy property on the coveted Peninsula at a compelling price. Just two hours from Manhattan by car and fifteen minutes from the newly renovated Sullivan County International Airport, Whispering Oak Landing offers a rare seclusion that never feels remote.

51 Homestead Trail, White Lake

$399,900
2 Beds 2 Baths 1042532 MLS
The lake sets the tone here from the moment you arrive. Tucked along the edge of Forestburgh Pond in scenic Sullivan County, this inviting 2 bedroom, 2 bathroom cottage blends rustic character with everyday comfort in a setting that feels made for slowing down. Whether you are looking for a full time home, a weekend escape, or a potential short term rental opportunity, this property offers a rare chance to enjoy waterfront living in a peaceful, wooded setting. Set directly on the pond, the home offers private water access, wide pond views, and the kind of quiet that makes you want to stay a little longer. Spend your days kayaking, canoeing, fishing, or simply relaxing by the water’s edge. Inside, the open living space is filled with natural light and warm cottage charm, with vaulted ceilings, a stone fireplace, and large picture windows that keep the water in view. The kitchen brings together charm and function with butcher block countertops, open shelving, stainless steel appliances, and a cozy dining nook that feels just right for morning coffee. The primary bedroom features an en suite bath with modern fixtures and a walk in shower, while the second bedroom sits comfortably near the second full bath, making it easy for guests. Hardwood floors, in unit washer and dryer, and ample storage add to the home’s comfort and practicality. Outside, the spacious wraparound deck is made for dining outdoors, stargazing, or simply taking in the stillness of the surroundings. A gently sloping lawn leads to your own private pondside space, and the fire pit area with Adirondack chairs creates the perfect place to end the day. You are also close to some of the area’s favorite destinations, including the Forestburgh Tavern and nearby walking trails, along with the Forestburgh Playhouse, Bethel Woods, and local shops. Just 1.5 hours from NYC, this is the kind of place that works as a primary residence, a weekend retreat, or an income producing getaway, all centered around the simple, timeless pull of the lake.

10 Stag Forest Road, Forestburgh

$759,000
3 Beds 3 Baths 1039419 MLS
Another Catskill Farms original, this one built around rights to a beautiful, spring-fed lake. Set on five-plus private acres within Timber Lake Estates, the barn-style home leans into what makes the form work in the first place — vaulted ceilings and oversized windows. Upon entering, the mudroom area features a bluestone floor, bench, and coat closet. The ceiling soars here. The verticality creates a real sense of volume. A wood-burning fireplace with a stone facade anchors this grand open living area. The dining area can accommodate a large dining table. With a view. Large windows throughout the home keep the wooded acreage visible from every room. The kitchen keeps things clean and current with quartz counters and Frigidaire stainless steel appliances. The peninsula has room for three to munch lunch. A gas range and microwave are already in place. The farm sink has a view attached. The layout works well for guests or one-level living when needed: a bedroom on the ground floor, paired with a full bath featuring a beautifully tiled walk-in shower with a glass door. Upstairs, the primary bedroom includes its own en suite half bath. The second bedroom is bright when you want it to be and has a beautifully tiled full bathroom with a tub and double vanity sinks. The washer/dryer is tucked conveniently on the same level. No hauling up and down. Outdoor living gets equal attention in Catskill Farms’ homes. The screened-in porch has a ceiling fan for a cool, gnat-free hangout. The large wrap-around deck is built for grilling and long evenings lounging alfresco. At roughly 1,900 square feet, the layout feels generous without excess. A big distinction here is lake rights. Timberlake, spring-fed and just a short, easy walk from the house, comes attached to ownership. This a lake that one can imagine actually enjoying. It’s deep and clear with a sandy beach. So grab a swimsuit or fishing rod and go play. Nearby is grocery shopping, a hydroponic vegetable grower, an incredible new Japanese restaurant (soon to have its own beer garden).

76 Timber Lake Drive, Yulan

$399,000
3 Beds 3 Baths 1033705 MLS
Move right into this beautifully updated 3-bedroom, 3-bath home in the desirable Greentree Village community. Extensively renovated in 2023, this home offers modern style, comfort, and exceptional indoor/outdoor living. The inviting front entry welcomes you with a covered porch, creating a warm first impression and a pleasant place to relax while enjoying the beautifully maintained surroundings. Throughout the home, thoughtful improvements and quality finishes provide a seamless blend of comfort, convenience, and contemporary style. The remodeled kitchen opens to a spacious living area with abundant natural light. The kitchen was updated with new LG stainless steel appliances, including the refrigerator, stove, dishwasher, and microwave (2023) and features custom built-in cabinetry with deep storage, beautiful quartz counters and a striking Sputnik chandelier. Additional upgrades include a new LG air conditioning system that efficiently cools the entire home, new ceiling fans in the living room and upstairs for added comfort, and operable skylights that provide natural light and refreshing cross breezes. An upstairs side attic offers convenient additional storage. Enjoy seamless access to the outdoors through three new Andersen sliding glass doors with remote-controlled wood blinds. A rare feature in Greentree Village, this home boasts an oversized Trex deck with two stairways and a separate outdoor storage shed—perfect for entertaining, relaxing, or enjoying the peaceful surroundings. From the beautifully renovated kitchen and spacious outdoor living area to the extensive storage and numerous recent upgrades, this home is truly move-in ready. Located in the sought-after Greentree Village community, residents can enjoy access to a clubhouse, swimming pool, tennis courts, fitness center, and beautifully maintained common areas along with convenient access to shopping, dining, entertainment, and all that Sullivan County has to offer. Bethel Woods, Resorts World Catskills, charming small towns and the Metro North are all less than 30 minutes away. This move-in-ready home combines tasteful updates with unique features rarely available in the community. Don't miss this exceptional opportunity! Motivated seller—bring all reasonable offers!

5 Lakeview Terrace, Monticello

$499,990
2 Beds 2 Baths 999731 MLS
Set directly on the shores of Treasure Lake within the highly sought-after Emerald Green community, this beautifully reimagined waterfront retreat offers approximately 100 feet of lake frontage and breathtaking sunset views looking west across the water. Nestled within a premier 1,400-acre private community featuring Lake Louise Marie, Treasure Lake, and Davis Lake, residents enjoy access to over 250 acres of water ideal for swimming, fishing, kayaking, paddleboarding, and electric boating. Completely renovated down to the studs, this move-in-ready home was thoughtfully designed to capture its incredible lakefront setting. The open-concept main living area is highlighted by dramatic floor-to-ceiling windows that flood the home with natural light while showcasing panoramic lake views from nearly every angle. A wood-burning fireplace adds warmth and charm, while sliding glass doors lead to an expansive deck and screened-in porch — the perfect places to relax and take in the spectacular evening sunsets over Treasure Lake. The updated kitchen features stone countertops and stainless steel appliances, seamlessly connecting to the dining and living spaces for effortless entertaining. The home offers two generously sized bedrooms, including a private primary suite with its own full bath, plus an additional full bathroom and convenient laundry area. Individual heating zones throughout the home provide comfort and efficiency, complemented by a newer ductless heating and cooling system. Beneath the home, a spacious crawlspace offers ideal storage for kayaks, paddleboards, floats, life jackets, and all your waterfront gear. Outside, the level backyard leads directly to the lake and creates the ultimate outdoor setting with a private dock, sandy beach area, firepit, and endless opportunities to enjoy the waterfront lifestyle. Emerald Green residents enjoy an impressive collection of amenities including indoor and outdoor pools, fitness center, indoor walking track, tennis and pickleball courts, basketball courts, dog park, clubhouse, sandy beach, and a vibrant social calendar featuring live entertainment, community gatherings, fitness classes, fireworks, and more. Conveniently located near destinations like Bethel Woods Center for the Arts, Resorts World Catskills, and The Kartrite Resort & Indoor Waterpark, along with skiing, hiking trails, wineries, and countless outdoor attractions, this is a rare opportunity to own a fully updated lakefront home with stunning western sunset exposure in one of the region’s most desirable private lake communities.

117 Lake Shore Drive W, Rock Hill

$625,000
903335 MLS
This stunning home site, adjacent to Lot 1, consists of lush forests full of evergreens and hardwoods. However, the change in elevation allows for 2 home sites. The first site is close to the 413’ of Lake Frontage that is facing north to the mountains and surrounded by mature trees. The second site, much higher, allows for longer views with a gravel driveway to the water below. An old carriage trail runs along the shoreline here and there is a high cliff on one end of the lot and a more gradual access on the other for access to Swinging Bridge Reservoir. Located at the Chapin Estate, a 4-season gated residential preserve on 2500 acres of pristine forest lands bordering 14,000 acres of forever wild conservation properties. Unique attributes include: 1,750 acres of fresh water lakes and trout streams; 9+ miles of hiking, biking and snow shoe trails; Members only Lake Club; Security patrolled and Concierge Services. Also located within our gates is The Chatwal Lodge - a wonderful amenity for the residents and guests. Book a weekend to see what the Chapin lifestyle has to offer. Conveniently located less than 2 hours from Mid-Town Manhattan and even less from North Jersey. Bring your own builder or use on of the recommended craftsmen from our area. Nestled in the heart of the Catskills, Sullivan County offers a rare blend of natural grandeur and cultural sophistication. Known for its pristine lakes, protected forests, and sweeping mountain vistas, the region is a sanctuary for those seeking tranquility without sacrificing access to world-class amenities. From the storied banks of the Delaware River to the exclusive enclaves of The Chapin Estate, Sullivan County is home to some of New York’s most coveted private retreats. Residents enjoy four-season recreation—kayaking, hiking, fly fishing, and snowshoeing—alongside curated experiences like concerts at Bethel Woods Center for the Arts, farm-to-table dining, and boutique shopping in towns like Narrowsburg and Callicoon. With its proximity to Manhattan and North Jersey, Sullivan County offers effortless escape and enduring value. Whether you're seeking a legacy estate, a waterfront haven, or a modern mountain lodge, this region invites you to live beautifully, surrounded by nature and steeped in possibility. Located at Captivating lake front view at the Chapin Estate, Lumberland, New York 12737, this Land is for Sale with a price of $625,000. This listing encompasses a lot of 5.65 Acre(s). See all Homes for Sale in Lumberland.

Lot 2 Woodstone Trail, Lumberland

$600,000
903323 MLS
This gorgeous home site has a most dramatic elevation change on over 5+ acres with build site facing the northern mountain range. This lot consists of lush forests full of evergreens and hardwoods. The improved gravel driveway leads to the elevated home site and then to 336’ of frontage on the shores of the Swinging Bridge Reservoir. The opposite shoreline has building restrictions which limit the private residents to building 300' from their shoreline. This essentially offers forever wild views from this property and it's shoreline. Also located within our gates is The Chatwal Lodge - a wonderful amenity for the residents and guests. Book a weekend to see what the Chapin lifestyle has to offer. Located at the Chapin Estate, a 4-season gated residential preserve on 2500 acres of pristine forest lands bordering 14,000 acres of forever wild conservation properties. Unique attributes include: 1,750 acres of fresh water lakes and trout streams, 9+ miles of hiking, biking and snow shoe trails; Members only Lake Club; Security patrolled and Concierge Services. Conveniently located less than 2 hours from Mid-Town Manhattan and even less from North Jersey. Building your dream home: bring your own builder or use a reputable builder that is familiar with the guidelines in the community. The area: Nestled in the heart of the Catskills, Sullivan County offers a rare blend of natural grandeur and cultural sophistication. Known for its pristine lakes, protected forests, and sweeping mountain vistas, the region is a sanctuary for those seeking tranquility without sacrificing access to world-class amenities. From the storied banks of the Delaware River to the exclusive enclaves of The Chapin Estate, Sullivan County is home to some of New York’s most coveted private retreats. Residents enjoy four-season recreation—kayaking, hiking, fly fishing, and snowshoeing—alongside curated experiences like concerts at Bethel Woods Center for the Arts, farm-to-table dining, and boutique shopping in towns like Narrowsburg and Callicoon. With its proximity to Manhattan and North Jersey, Sullivan County offers effortless escape and enduring value. Whether you're seeking a legacy estate, a waterfront haven, or a modern mountain lodge, this region invites you to live beautifully, surrounded by nature and steeped in possibility. Located at Homesite With Forever Wild Views at The Chapin Estate, Lumberland, New York 12737, this Land is for Sale with a price of $600,000. This listing encompasses a lot of 5.67 Acre(s). See all Homes for Sale in Lumberland.

Lot 1 Woodstone Trail, Lumberland

$550,000
903318 MLS
This beautiful lot is on the water with a quiet cove for privacy. This property also features a small fishing pond with a natural spring-fed stream running close to the homesite. The lot is one of the widest available properties on the Swinging Bridge Reservoir with 535' of frontage. Hardwood and pine forests are thick and lush for a natural barrier between you and the neighboring homes. The water activities include waterskiing, kayaking, paddle boarding, fishing, canoeing and sailing. This lot is a short drive to our member’s only lake club. Located at the Chapin Estate, a 4-season gated residential preserve on 2500 acres of pristine forest lands bordering 14,000 acres of forever wild conservation properties. Unique attributes include: 1,750 acres of fresh water lakes and trout streams, 9+ miles of hiking, biking and snow shoe trails, Members only Lake Club and Security patrolled. Conveniently located less than 2 hours from Mid-Town Manhattan and even less from North Jersey. Building your dream home: bring your own builder or use a reputable builder that is familiar with the guidelines in the community. The area: Nestled in the heart of the Catskills, Sullivan County offers a rare blend of natural grandeur and cultural sophistication. Known for its pristine lakes, protected forests, and sweeping mountain vistas, the region is a sanctuary for those seeking tranquility without sacrificing access to world-class amenities. From the storied banks of the Delaware River to the exclusive enclaves of The Chapin Estate, Sullivan County is home to some of New York’s most coveted private retreats. Residents enjoy four-season recreation—kayaking, hiking, fly fishing, and snowshoeing—alongside curated experiences like concerts at Bethel Woods Center for the Arts, farm-to-table dining, and boutique shopping in towns like Narrowsburg and Callicoon. With its proximity to Manhattan and North Jersey, Sullivan County offers effortless escape and enduring value. Whether you're seeking a legacy estate, a waterfront haven, or a modern mountain lodge, this region invites you to live beautifully, surrounded by nature and steeped in possibility.

Lot 23 Woodstone Trail, White Lake

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