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$1,450,000

This Custom built Adirondack Style estate is privately tucked amongst the mature white pines and deciduous forests of The Chapin Estate. This 3/5 Bedroom sits on 5.75 Wooded Acres with 576' of frontage on the Toronto Reservoir. No expense was spared constructing this masterpiece. Custom woodwork, twigetry, carvings, Hickory hardwood floors, flagstone & fieldstone, 5" wormy maple trim and tongue and groove clear cedar ceilings are the finishes that make this home luxuriously rustic. All modern amenities are also available without compromising the overall appeal of this home. The kitchen boasts Cherry cabinets, Wolf oven and Subzero Refrigerator. Additional unique rooms include a loft, yoga/gym and sauna. Venture outdoors to hot tub overlooking the water, outdoor shower and an extended dock already in place. Within the gates of The Chapin Estate, a gated residential preserve tucked amidst 2500 acres of pristine forests and approx 2,000 acres of lakes for your motor boating enjoyment. Additional Information: ParkingFeatures:2 Car Attached,

5 Beds ⋅ 4 Baths ⋅ 1045781 MLS

This Custom built Adirondack Style estate is privately tucked amongst the mature white pines and deciduous forests of The Chapin Estate. This 3/5 Bedroom sits on 5.75 Wooded Acres with 576' of frontage on the Toronto Reservoir. No expense was spared constructing this masterpiece. Custom woodwork, twigetry, carvings, Hickory hardwood floors, flagstone & fieldstone, 5" wormy maple trim and tongue and groove clear cedar ceilings are the finishes that make this home luxuriously rustic. All modern amenities are also available without compromising the overall appeal of this home. The kitchen boasts Cherry cabinets, Wolf oven and Subzero Refrigerator. Additional unique rooms include a loft, yoga/gym and sauna. Venture outdoors to hot tub overlooking the water, outdoor shower and an extended dock already in place. Within the gates of The Chapin Estate, a gated residential preserve tucked amidst 2500 acres of pristine forests and approx 2,000 acres of lakes for your motor boating enjoyment. Additional Information: ParkingFeatures:2 Car Attached,

47 Sunrise Point, White Lake

$1,250,000

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.

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

$3,475,000

A mere two hours from New York City, The Top Ridge Retreat offers a rare combination of modern elegance, natural beauty, and complete privacy within the exclusive 2,500-acre gated community of The Chapin Estate. Set on more than eleven acres, this contemporary residence delivers a refined lifestyle designed for comfort, sophistication, and seamless indoor-outdoor living. Inside, the layout balances openness with intimacy. The home is offered fully furnished, with carefully curated furniture and artwork included to complement its contemporary design and elevate the overall living experience. The primary suite includes a private sitting area, fireplace, and spa-like bath, creating a true sanctuary. Additional bedrooms are spacious and well-appointed for guests. A sunken living room and library—each with a fireplace—add warmth and architectural interest, while a dedicated gym, massage room, and wellness area enhance the home’s retreat-like atmosphere. Every element of the home has been thoughtfully crafted. With 205 oversized windows, natural light fills each space and creates a continuous connection to the surrounding forest. The expansive chef’s kitchen and dining room overlook the saltwater Gunite pool, pool house, and a fully equipped indoor/outdoor kitchen featuring a fireplace, pizza oven, and dining gazebo—an ideal setting for effortless entertaining. A short stroll from the pool leads to a world-class tennis court with its own cabana, offering resort-level recreation right at home. The residence is built with uncompromising attention to quality. Features include a 12-zone radiant and solar heating system, a 12-ton central air conditioning system, custom cabinetry, and bespoke tile work throughout. From the solid wood doors to the precision-crafted finishes, every detail reflects a commitment to excellence. Life within The Chapin Estate offers unmatched access to nature and amenities. The community spans more than 2,500 acres of pristine forest and borders an additional 14,000 acres of protected conservation land. Residents enjoy miles of hiking, biking, and snowshoe trails; freshwater reservoirs and trout streams; concierge services; security patrols; and a members-only Lake Club. From within the community, owners have direct access to both Toronto Reservoir and Swinging Bridge Reservoir, ideal for boating, kayaking, fishing, and quiet days on the water. Just one mile away, the Chatwal Lodge provides elevated dining and hospitality. Located in the hamlet of White Lake, part of historic Bethel—home of the 1969 Woodstock concert—this region is rich with culture and recreation. The Bethel Woods Center for the Arts offers world-class performances and a renowned museum. Nearby, the Monticello Motor Club provides a premier private automotive experience. Farm-to-table dining, boutique cafés, craft breweries, lake activities, skiing, and endless outdoor adventures complete the lifestyle. A true escape from city life, The Top Ridge Retreat delivers privacy, beauty, and resort-style amenities in one of Sullivan County’s most coveted luxury communities. This is contemporary living at its finest—without the stress of the Long Island Expressway.

5 Beds ⋅ 6 Baths ⋅ 967444 MLS

A mere two hours from New York City, The Top Ridge Retreat offers a rare combination of modern elegance, natural beauty, and complete privacy within the exclusive 2,500-acre gated community of The Chapin Estate. Set on more than eleven acres, this contemporary residence delivers a refined lifestyle designed for comfort, sophistication, and seamless indoor-outdoor living. Inside, the layout balances openness with intimacy. The home is offered fully furnished, with carefully curated furniture and artwork included to complement its contemporary design and elevate the overall living experience. The primary suite includes a private sitting area, fireplace, and spa-like bath, creating a true sanctuary. Additional bedrooms are spacious and well-appointed for guests. A sunken living room and library—each with a fireplace—add warmth and architectural interest, while a dedicated gym, massage room, and wellness area enhance the home’s retreat-like atmosphere. Every element of the home has been thoughtfully crafted. With 205 oversized windows, natural light fills each space and creates a continuous connection to the surrounding forest. The expansive chef’s kitchen and dining room overlook the saltwater Gunite pool, pool house, and a fully equipped indoor/outdoor kitchen featuring a fireplace, pizza oven, and dining gazebo—an ideal setting for effortless entertaining. A short stroll from the pool leads to a world-class tennis court with its own cabana, offering resort-level recreation right at home. The residence is built with uncompromising attention to quality. Features include a 12-zone radiant and solar heating system, a 12-ton central air conditioning system, custom cabinetry, and bespoke tile work throughout. From the solid wood doors to the precision-crafted finishes, every detail reflects a commitment to excellence. Life within The Chapin Estate offers unmatched access to nature and amenities. The community spans more than 2,500 acres of pristine forest and borders an additional 14,000 acres of protected conservation land. Residents enjoy miles of hiking, biking, and snowshoe trails; freshwater reservoirs and trout streams; concierge services; security patrols; and a members-only Lake Club. From within the community, owners have direct access to both Toronto Reservoir and Swinging Bridge Reservoir, ideal for boating, kayaking, fishing, and quiet days on the water. Just one mile away, the Chatwal Lodge provides elevated dining and hospitality. Located in the hamlet of White Lake, part of historic Bethel—home of the 1969 Woodstock concert—this region is rich with culture and recreation. The Bethel Woods Center for the Arts offers world-class performances and a renowned museum. Nearby, the Monticello Motor Club provides a premier private automotive experience. Farm-to-table dining, boutique cafés, craft breweries, lake activities, skiing, and endless outdoor adventures complete the lifestyle. A true escape from city life, The Top Ridge Retreat delivers privacy, beauty, and resort-style amenities in one of Sullivan County’s most coveted luxury communities. This is contemporary living at its finest—without the stress of the Long Island Expressway.

61 Top Ridge Trail, White Lake

$889,000

Stunning 2,600 sq ft Adirondack-style home embodies th essence of the estate's rustic elegance. Featuring 3 BR/ 2-1/2 BA and a spacious 2-car detached garage. it offers ample room for family and guests with an open floor plan for easy, relaxed entertaining. Main floor boasts high vaulted ceilings and natural light. There are three stone fireplaces for comfort and atmosphere. (one is in the master bedroom.) Open kitchen with stainless steel appliances and granite countertops for your culinary enjoyment. Large covered porch the length of the house overlooks natural landscaped beauty Lower level has 2 bedrooms one being used as home office, wet bar and family room with fireplace. Highlights: Prime location: Situated on a private 5.23-acre lot. Indoor-outdoor living: Relax on the screened-in porch for delightful al fresco dining and barbecues. Peaceful surroundings: Immerse yourself in the tranquility of the natural world. Perfect for: Discerning buyers seeking a luxurious escape within a private community. Escape to Luxury Living at The Chapin Estate an Exclusive Gated Community. Nestled amidst 2,500 acres of pristine forests and bordering 14,000 acres of protected land, The Chapin Estate offers a rare opportunity for year-round living in unparalleled natural beauty. This private, gated community boasts unique features like: 1,750 acres of freshwater reservoirs and streams, 9 miles of hiking and riding trails: Membership to the Lake Club available. Minutes from cultural attractions: Immerse yourself in the arts at the Bethel Woods Performing Arts Center. Close proximity to entertainment: Enjoy thrilling experiences at the Monticello Motor Club, Resorts World Catskills Casino and the Kartrite Water Park. Additional Information: ParkingFeatures:2 Car Detached,

3 Beds ⋅ 3 Baths ⋅ H6315069 MLS

Stunning 2,600 sq ft Adirondack-style home embodies th essence of the estate's rustic elegance. Featuring 3 BR/ 2-1/2 BA and a spacious 2-car detached garage. it offers ample room for family and guests with an open floor plan for easy, relaxed entertaining. Main floor boasts high vaulted ceilings and natural light. There are three stone fireplaces for comfort and atmosphere. (one is in the master bedroom.) Open kitchen with stainless steel appliances and granite countertops for your culinary enjoyment. Large covered porch the length of the house overlooks natural landscaped beauty Lower level has 2 bedrooms one being used as home office, wet bar and family room with fireplace. Highlights: Prime location: Situated on a private 5.23-acre lot. Indoor-outdoor living: Relax on the screened-in porch for delightful al fresco dining and barbecues. Peaceful surroundings: Immerse yourself in the tranquility of the natural world. Perfect for: Discerning buyers seeking a luxurious escape within a private community. Escape to Luxury Living at The Chapin Estate an Exclusive Gated Community. Nestled amidst 2,500 acres of pristine forests and bordering 14,000 acres of protected land, The Chapin Estate offers a rare opportunity for year-round living in unparalleled natural beauty. This private, gated community boasts unique features like: 1,750 acres of freshwater reservoirs and streams, 9 miles of hiking and riding trails: Membership to the Lake Club available. Minutes from cultural attractions: Immerse yourself in the arts at the Bethel Woods Performing Arts Center. Close proximity to entertainment: Enjoy thrilling experiences at the Monticello Motor Club, Resorts World Catskills Casino and the Kartrite Water Park. Additional Information: ParkingFeatures:2 Car Detached,

420 Woodstone Trail, White Lake