Sullivan Homes with Gated Amenities

Welcome to Sullivan County, New York – a hidden gem nestled in the picturesque Catskills. Known for its lush landscapes, vibrant communities, and rich history, Sullivan County offers a unique blend of rural charm and modern amenities. Whether you’re seeking a peaceful retreat or an adventurous lifestyle, this county has something for everyone.

Sullivan County is renowned for its stunning natural beauty, featuring rolling hills, serene lakes, and an abundance of outdoor activities. From hiking and fishing to skiing and snowboarding in the winter, the region is a paradise for nature enthusiasts. Additionally, the county boasts a thriving arts scene, delicious farm-to-table dining, and a variety of local festivals that celebrate its diverse culture.

For those seeking a luxurious lifestyle, Sullivan County offers homes with gated amenities that provide both security and exclusivity. These stunning properties often feature expansive grounds, private pools, and beautifully landscaped gardens, creating an idyllic setting for relaxation and entertainment. Imagine waking up to breathtaking views and enjoying the peace of mind that comes with living in a gated community.

With easy access to major highways and proximity to New York City, Sullivan County is an ideal location for those who want to escape the hustle and bustle while still being connected to urban conveniences. Whether you’re looking to invest in a vacation home or a permanent residence, Sullivan County’s gated communities present an opportunity to live a life of luxury, comfort, and tranquility in one of New York’s most enchanting regions. Explore your options today and discover the charm of Sullivan County living!

Newest Sullivan Homes with Gated Amenities

$825,000

3 Beds ⋅ 3 Baths ⋅ 1031460 MLS

Verdant Forest Hideaway- Paradise awaits at 111 Deer Meadow Road, a private woodland retreat nestled within the prestigious gated community of Black Lake Estates. Tucked beneath a canopy of mature trees and surrounded by gently meandering streams, this exceptional contemporary home is perfectly positioned on 5.02 secluded acres, offering a rare combination of luxury, tranquility, and natural beauty. Spanning 2,765 square feet, this thoughtfully designed residence features three spacious bedrooms and three full bathrooms, blending modern comforts with a peaceful, nature-inspired setting. Recent renovations include a beautifully updated chef's kitchen and tastefully remodeled bathrooms, while central air conditioning and a whole-house generator provide year-round comfort and peace of mind. The inviting floor plan offers generous living spaces filled with natural light and picturesque views of the surrounding forest. Whether you're entertaining guests or enjoying a quiet evening at home, every room has been designed to embrace the property's serene setting. The finished basement adds valuable flexible space, perfect for a recreation room, home office, fitness area, media room, or guest accommodations. Step outside and immerse yourself in your own private sanctuary, where the soothing sounds of flowing streams and abundant wildlife create an atmosphere of complete tranquility. Beyond the property, residents of Black Lake Estates enjoy exclusive access to Black Lake, a pristine, approximately 225-acre private lake ideal for swimming, fishing, kayaking, canoeing, paddleboarding, and other non-motorized boating activities. Whether you're spending the day on the water or relaxing along the shoreline, the lake offers an exceptional outdoor lifestyle in a peaceful natural setting. While the home feels wonderfully secluded, it is just a short drive from many of the Catskills' most sought-after destinations, including Lake Superior State Park, Bethel Woods Center for the Arts, White Lake, Resorts World Catskills Casino, and The Kartrite Resort & Indoor Waterpark. This remarkable property offers the perfect balance of privacy, recreation, and convenience, making it an ideal year-round residence or luxurious weekend retreat.

111 Deer Meadow Road, White Lake

$1,120,000

3 Beds ⋅ 3 Baths ⋅ 1029181 MLS

Summer camp, all grown up. A new construction release from Beyond the Black Box, Timber Lake is a contemporary residence inspired by the relaxed optimism of classic midcentury lake houses. The home balances modern architecture with natural materials, handcrafted details, and a warm, collected aesthetic that feels established from day one. Arriving beneath a generous roofline, a welcoming entry opens to soaring ceilings and an expansive great room anchored by a sunken conversation area that invites you to slow down. The kitchen was designed to gather and cook, featuring customized cabinetry, sculptural lighting, stone surfaces, and a generous island equally suited to everyday living and effortless entertaining. The private primary suite includes a detailed bath, walk-in closet, and attached den. Additional bedrooms, two guest baths, and a flexible second den provide space for guests, remote work, or long weekends with family and friends. The walk-out ground level extends the home's living space, offering room for guests, recreation, media, or quiet weekends at home. Outside, the home was thoughtfully positioned to preserve both privacy and the surrounding landscape. A spacious rear deck, fire pit, outdoor shower, and woodland trail leading toward the lake make outdoor living an effortless extension of the home. At the heart of Timber Lake Estates is an approximately 26-acre private spring-fed lake with a residents-only beach, dock, and swimming area. Kayaking, canoeing, paddleboarding, fishing, walking, cycling, and winter skating are all part of everyday life, while mature trees preserve an uncommon sense of privacy. Located approximately two hours from New York City, with NJ Transit service in Port Jervis just 30 minutes away, Timber Lake sits at the center of a quietly emerging pocket of the Catskills where artists, designers, chefs, and makers are reshaping the region without losing what made people fall in love with it in the first place. Barryville, Narrowsburg, hiking trails, farmers markets, destination dining, independent shops, and a growing creative community are all just moments away.

167 Timber Lake Drive, Eldred

$1,050,000

4 Beds ⋅ 3 Baths ⋅ 1017659 MLS

LAKEFRONT TURN-KEY RETREAT ON 5.08 ACRES – BLACK LAKE ESTATES Welcome to 25 Water's Edge Dr, a meticulously reimagined 4-bedroom, 3-bath lakefront home in the gated community of Black Lake Estates. Nestled on 5.08 private acres with deeded dock rights on Big Black Lake, this 2,530 sq ft gem blends rustic charm with premium modern finishes throughout. MAIN LEVEL: A mud room welcomes you from the entry with lake views, flowing into an open-concept living space with vaulted ceilings, ceiling fans, and a stunning wall of glass overlooking the lake. The living room features a brick fireplace, and ceramic wood tile floors with sliders opening to a wrap-around deck — perfect for morning coffee or evening entertaining. CHEF'S KITCHEN: Completely remodeled with Bosch appliance package, butcher block countertops, and a custom copper farm sink — the heart of the home is as functional as it is beautiful. Two main-level bedrooms and a full double vanity bath complete this floor. UPPER LEVEL PRIVATE SUITE: A true retreat. The primary bedroom features a full ensuite bath, plus your own private loft space — ideal as a home office, studio, or reading nook, all with sweeping lake views. The loft overlooks the living room below, adding an airy, open feel. LOWER LEVEL – FINISHED WALKOUT: Radiant heat throughout. The entertainment area opens via slider to the yard and lake. A unique kids bunk room sleeps four with built-in bunks. The spa-like full bath features a steam shower. Separate laundry room and utility room with oil tank furnace, water softener, and HVAC unit. OUTDOORS: Professional landscaping surrounds the property. An outbuilding provides equipment storage. Hammocks perfect for snoozing! A private dock on Big Black Lake awaits your canoe, kayak, or paddleboard. Low HOA of just $1,100/year. EXTRA $: Whole-house propane generator | Water softener system | Radiant heat on lower level| Black Lake Estates gated community | Just minutes to Bethel Woods, shopping, dining, and all the Catskills have to offer. Delight in this move-in ready year-round retreat! 2 hrs to NYC. Call for an appointment today!

25 Waters Edge Drive, White Lake

$115,000

1021388 MLS

This gorgeous stream-front lot is located just inside the main gate of The Chapin Estate. The lot borders 448 feet of Black Lake Creek which feeds into the 900+/- acre Toronto Reservoir. The Toronto Reservoir is known for its fishing, kayaking, paddle boarding, water skiing and swimming. Gasoline engines are permitted with a 20' maximum vessel length, and you have access nearby on Moscoe Road. This is a 4 season, gated, residential community that consists of 2500 acres of preserved lands that border 1750 acres of freshwater lakes. This prestigious community is known for its luxury vacation homes and its close proximity to NYC. The member's only Lake Club within the gates is optional for this particular homesite. Access to Swinging Bridge is also available within the community. As a resident, you may also rent a slip at the Lake Club to grant you access to both reservoirs. *Short term rentals are not permitted. Rental minimum of 3 months no more than twice per year. Confirmed appointment for the security of our residents.

TBD Chapin Trail, White Lake

$775,000

3 Beds ⋅ 3 Baths ⋅ 958594 MLS

Another Catskill Farms beauty. In addition to a private lot and a gorgeous house, this parcel has rights to Timberlake, a spring-fed fresh water lake. Set within the tranquility of Timber Lake Estates, this barn-style home with vaulted ceilings and lots of big windows promises a rare opportunity to own new construction in a highly desirable setting. Sited on five plus private wooded acres with lake access rights, the residence is designed to blend modern comfort with a connection to nature. The home features three bedrooms, two and a half baths, and an open, light-filled layout ideal for both everyday living and weekend escapes. Residents of Timber Lake Estates enjoy a peaceful, amenity-rich environment while remaining close to the best of the Catskills, making this property an exceptional retreat!

76 Timber Lake Drive, Eldred

$579,900

3 Beds ⋅ 2 Baths ⋅ 1015592 MLS

This is your rare opportunity to become a member of the long standing Fallsburgh Fishing & Boating Club!! Watch the eagles fish while you fish, paddle board, sail, swim or just enjoy the peace and quiet this amazingly beautiful property has to offer. This stunning home boasts three bedrooms and two full baths, along with an open concept floor plan allowing plenty of views of the lake, custom fire pit. Property comes furnished, excluding any/ all stained glass fixtuers/ windows.Overlooking this hidden gem of Sullivan County known as Pleasure Lake. It isn't just a lake home, it's a lifestyle all on its own. The lake is loaded with gamefish ( large & smallmouth bass, walleye, crappie, pan fish, perch and carp) to name a few. Located less than 15 minutes to supermarkets, hardware stores, dining, golf and more. Minutes to the casino and less than 2 hours from NYC!!

150 Thompsonville Road Unit #20, South Fallsburg

$285,000

1015771 MLS

Discover a rare opportunity to own a breathtaking waterfront homesite in a private gated community. This exceptional east-south-and west-facing property offers stunning water views on three sides, creating spectacular sunrise and sunset vistas year-round. The driveway is already in place, making it even easier to begin building your dream retreat. Nestled along the pristine 27+ acre Tanzman Lake, this beautiful clear-water setting is reserved for non-motorized boating, preserving the peaceful atmosphere and natural beauty that make this community so special. Enjoy outstanding summer fishing, ice fishing in the winter, and frequent eagle sightings right from your property. With a low HOA fee of just $75 per month, you'll enjoy the benefits of a well-maintained community without the high costs. Whether you're seeking a full-time residence or a weekend escape, this remarkable waterfront property offers the perfect blend of privacy, recreation, and tranquility. Serenity awaits. Come see for yourself, as this lot boasts the most spectacular sunsets on the entire lake

47 Eagles Ridge Way, Parksville

$259,000

1013402 MLS

Discover an extraordinary opportunity to own over 9 pristine acres highlighted by a spectacular private 4+ acre crystal clear pond. Towering mature growth, majestic pines, and beautiful deciduous trees create a serene and picturesque setting that feels like your own private retreat. Enjoy exclusive rights to 27+ acre Tanzman Lake, complete with a private beach area perfect for swimming, kayaking, fishing, and relaxing lakeside. Nestled within a gated community with remarkably low HOA fees (75 a month), this exceptional property offers privacy, tranquility, and breathtaking west-facing views that deliver magical sunset skies night after night. Whether you envision building a luxurious estate, a weekend escape, or a legacy property to enjoy for generations, this rare offering combines natural beauty, pristine water, and an unparalleled setting in one truly remarkable package.

4 Cold Creek Pass, Parksville

$695,000

6 Beds ⋅ 3 Baths ⋅ 1005435 MLS

Perched on the eastern end of Treasure Lake, this spacious 6 bedroom lakefront boasts the most magnificent sunsets in the Catskills, cascading behind a scenic island, mirroring water and sky. Designed and built by a builder as his personal home, this sturdy retreat features an intuitive interior and elevated exterior landscape rarely found in lakefront homes. Built in 2009, This comfortable home offers year-round lakefront living with plenty of room to spread out, entertain, and take in the views. Upon entering the foyer, the home opens into two living levels with three bedrooms on the ground level, and three upstairs. A vaulted great room with dramatic ceiling height features a propane fireplace, built in entertainment center, and wide picture windows framing the lake. The open kitchen features granite countertops, a large center island, stainless refrigerator, and sliding glass doors leading to a covered deck, perfect for outdoor grilling & dining, lounging, and watching the light dance across the water. An additional indoor sitting room can easily convert into a formal dining room. A gallery hallway leads to a spacious primary suite, two sumptuous bedrooms and a recently updated hallway bathroom. Spreading behind its double doors, the primary suite spans the entire northern wing of the upper level. The bedroom itself offers vaulted ceilings and peaceful lake views, leading seamlessly into a generous windowed en-suite bath with a whirlpool soaking tub, standing shower, and dual sinks. Beyond the bath, the suite expands into a large formal dressing room and a sun-filled lake-facing bonus room, accessible through French doors, and can function beautifully as a private sitting room, office, nursery, or additional bedroom. The lower level offers an additional living zone with three more bedrooms, a third full bath, a second propane fireplace, and a walk-out family room with a second expansive deck, a perfect level for guests, multi-generational living, or a dedicated recreation floor. Additional interior features of the home include central heat and air conditioning, an oversized 2-car garage, and double entry door. Exterior highlights include a paved circular driveway, leveled lawns leading to the shoreline, a high-yielding vegetable garden with imported soil, and a garden shed. An adjacent vacant lot is also available for sale, ideal for privacy, future expansion, or an additional homesite. Affectionately considered the crown jewel of the Catskills, Emerald Green is a desirable lake community comprised of three pristine mountain lakes. World class amenities include a newly installed olympic-size pool, splash pool, beach, marina, tennis, pickleball, basketball, fitness center, clubhouse, dog park, and year-round events. Dues are $850/year plus a temporary $725/year assessment for newly upgraded facilities. Dock slips are available at the marina for pontoon boat owners. Short-term rentals are not permitted, and long-term rentals are allowed only after two years of ownership. Centrally located near Rock Hill and Monticello, the region offers a diverse selection of shopping and dining, healthcare facilities, the Bethel Woods performing arts center, Kartrite waterpark, Resorts World casino, a championship golf course, breweries, and charming towns such as Narrowsburg and Livingston Manor. Minutes from a grocery store and acclaimed dining such as Cellio Steakhouse, Lotus, and Dos Gatos. Other nearby attractions include the Monticello Motor Club (currently developing a boutique hotel), the Eldred Preserve (resort and wedding venue), and the premium Chatwal Lodge at the Chapin Estate. Just 90 minutes from Manhattan by car, this home offers the perfect blend of year-round living, weekend escape energy, and lakefront serenity, cradled within one of the Catskills’ most amenity-rich communities.

61 Lake Shore Drive W, Rock Hill

$129,000

1002465 MLS

5.25-acre homesite in The Highlands, one of Bethel’s most private and architecturally distinctive communities. Set deep within a gated enclave of thoughtfully designed modern homes, this wooded parcel offers an exceptional opportunity to create a private retreat surrounded by nature, quiet, and strong contemporary design. The lot is fully wooded, highly buildable, and positioned to allow for a home with remarkable privacy and separation from neighboring properties. Rolling topography and mature trees create a natural setting that feels secluded without being remote from the area’s key destinations. The Highlands has evolved into a sought-after community where architecture and landscape work together intentionally. Buried utilities, underground electric, and broadband infrastructure preserve the natural character of the setting while supporting modern living. Whether envisioning a modern cabin, minimalist retreat, or full-time residence immersed in nature, the setting supports a sophisticated residential vision. Located minutes from Bethel Woods Center for the Arts, area lakes, hiking trails, waterfront dining, Resorts World Catskills, and the growing design and hospitality scene throughout Sullivan County. A rare opportunity to build within one of Bethel’s most compelling private communities.

Lot 5 Timber Drive, Bethel

$1,295,000

4 Beds ⋅ 4 Baths ⋅ 989403 MLS

Anchored gracefully along four hundred feet of shoreline on the Peninsula at the Chapin Estate, Whispering Oak Landing is a country retreat like no other. This custom-built legacy lakefront home constructed by the current owner, is nestled beneath majestic oaks and surrounded by five enchanting acres of untouched woodland. Discretely tucked within an exclusive 2,500-acre gated wilderness preserve, the property offers the perfect blend of privacy and security, just two hours from Manhattan and fifteen minutes from the new Sullivan County International Airport. Once inside, a vaulted foyer crowned by a crystal chandelier opens to expansive, sunlit gathering spaces. Adjacent to the front entrance, a convenient powder room sits across from a bright, oversized laundry room with a utility sink, exterior door, and interior access to the two-car garage. The main level is composed of a warm and inviting living room with a classic wood-burning fireplace, a professionally appointed kitchen with dual sinks, and seamless indoor-outdoor dining areas complete with a built-in grill. The vaulted, east-facing primary suite, a standout feature, is also located on this level for effortless single-floor living, and features tranquil wooded lake views from an oversized picture window. The en-suite bath is a sanctuary of indulgence, complete with a windowed soaking tub, dual vanities, walk-in shower, and refined finishes. A stately walk-in closet, discreetly accessed from the private hallway, completes this restful retreat with both elegance and practicality. Upstairs, two well-proportioned bedrooms are positioned at either end of the home and connected by an open corridor with railings that overlook the main living area below. A naturally lit shared bathroom serves both rooms. One bedroom features a charming Juliette balcony, while the other includes a spacious, unfinished dormer room above the garage, offering excellent potential for future expansion. Downstairs, the lower level provides a cozy and versatile relaxation space, including a fourth full bedroom and an additional room ideal for fitness, a reading lounge, or a fifth bedroom. Designed with comfort and entertainment in mind, this level is also outfitted with a full wet bar, a cedar sauna, full bath, and an expansive secondary living room that opens to a graceful flagstone terrace, perfect for indoor-outdoor relaxation. Architectural highlights include soaring ceilings with exposed pine beams, wide-plank hardwood floors, granite countertops, and central air conditioning, thoughtfully designed to enhance a true year-round living experience. Sunlight pours into the home from dawn to dusk, creating an inviting atmosphere throughout the day. Additional practical features such as insulated windows and a central alarm system ensure ease of ownership and lasting peace of mind. Surrounding the home, the Chapin Estate spans 2,500 acres of pristine forest and borders 14,000 acres of protected conservation land. Community amenities include 2,000 acres of freshwater reservoirs and trout streams, and over nine miles of hiking and riding trails. With panoramic views of the 900 acre Toronto Reservoir and its untouched wilderness borders, the home is perfectly positioned for serene mornings on the water and adventurous days of boating, swimming, and paddling. Enjoy close proximity to the Eldred Preserve, an upscale boutique hotel featuring the Homestead Restaurant, a local farm to table dining experience. Minutes from the Bethel Woods Center for the Arts and the Monticello Motor Club, Whispering Oak Landing offers a rare lifestyle of timeless design, seamless connection to nature, and effortless access to the best of the Catskills, one that few will ever experience, and even fewer will be fortunate enough to call home.

51 Homestead Trail, White Lake

$130,000

988112 MLS

Distinctly positioned just below the spring-fed source of Black Lake, this iconic woodland homesite stretches along roughly six hundred feet of crystal-clear water. A true four-season stream-side sanctuary, Black Lake Creek is a coveted brook-trout habitat. The property features heritage stone formations, towering oaks, and private woodland seclusion. Set at the headwaters of the Toronto Reservoir and tucked behind the gates of The Chapin Estate, this fully buildable lot is ready for immediate construction. The Chapin Estate encompasses over 2,500 acres of preserved wilderness surrounding approximately 1,750 acres of freshwater lakes. This gated, year-round residential community is renowned for luxury second homes and its close proximity to New York City. Membership to the private, residents-only Lake Club is optional for this homesite. Within the gates, The Chatwal Lodge is located just one mile away, offering dining now and spa services forthcoming. Owners may also obtain a boat slip at the Lake Club, granting access to both Toronto Reservoir and Swinging Bridge Reservoir. Photos and lot lines are provided for marketing purposes only. Buyer to verify all information prior to sale.

Chapin Trail, White Lake

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