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$130,000

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.

1050203 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

$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

$3,595,000

Discover the Mayfly Inn at The Chapin Estate, an Adirondack-inspired lakefront sanctuary where rustic elegance meets refined leisure. Tucked within a private natural setting, this exceptional compound has been thoughtfully curated for those who value craftsmanship, comfort, and the timeless allure of waterfront living. From the moment you arrive, Mayfly Inn reveals itself in layers. Warm wood tones, lodge-style architecture, and bespoke details create an atmosphere that feels both elevated and effortless. The main living spaces are designed for gathering—grand yet inviting, with a natural flow that encourages conversation, connection, and quiet moments by the fire. Beyond the traditional bedrooms, the home offers additional bunkrooms and flexible recreational spaces, ideal for hosting extended family and accommodating guests with ease and sophistication. Curated furnishings ensure the home is ready to enjoy from the very first day. Exceptional features of this home include a full dog wash station, billiard's corner, full bar in lower den with lake view and a stone archway leading to an artfully designed wine cellar. Outdoors, the property is truly a private resort. An oversized connecting breezeway serves as a covered deck for outdoor dining and fireside chats. In the distance, a dock extends into the waters of the Toronto Reservoir, offering a front-row seat to sunrise paddles, afternoon swims, and evenings when the lake turns to glass. The grounds are enriched with thoughtful amenities, including a charming putting green perfect for leisurely practice or friendly competition. A 4-seater ATV makes navigating these 5 acres a breeze. Every corner of Mayfly Inn is designed to elevate the experience of being here—whether it’s a summer weekend filled with laughter, a crisp autumn escape, or a winter retreat where the world feels wonderfully still. This is more than a lake house; it’s a place where memories gather, traditions deepen, and the beauty of the Catskills becomes part of your everyday rhythm. Mayfly Inn invites you to live luxuriously while being connected to the water, the land, and the people that matter most. Located at the Chapin Estate, a 4-season gated residential preserve on 2,500 acres of pristine forest lands bordering 14,000 acres of forever wild conservation properties. Unique attributes include: 1,750 acres of freshwater lakes and trout streams; 9+ miles of hiking, biking and snowshoe 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.

4 Beds ⋅ 8 Baths ⋅ 1037747 MLS

Discover the Mayfly Inn at The Chapin Estate, an Adirondack-inspired lakefront sanctuary where rustic elegance meets refined leisure. Tucked within a private natural setting, this exceptional compound has been thoughtfully curated for those who value craftsmanship, comfort, and the timeless allure of waterfront living. From the moment you arrive, Mayfly Inn reveals itself in layers. Warm wood tones, lodge-style architecture, and bespoke details create an atmosphere that feels both elevated and effortless. The main living spaces are designed for gathering—grand yet inviting, with a natural flow that encourages conversation, connection, and quiet moments by the fire. Beyond the traditional bedrooms, the home offers additional bunkrooms and flexible recreational spaces, ideal for hosting extended family and accommodating guests with ease and sophistication. Curated furnishings ensure the home is ready to enjoy from the very first day. Exceptional features of this home include a full dog wash station, billiard's corner, full bar in lower den with lake view and a stone archway leading to an artfully designed wine cellar. Outdoors, the property is truly a private resort. An oversized connecting breezeway serves as a covered deck for outdoor dining and fireside chats. In the distance, a dock extends into the waters of the Toronto Reservoir, offering a front-row seat to sunrise paddles, afternoon swims, and evenings when the lake turns to glass. The grounds are enriched with thoughtful amenities, including a charming putting green perfect for leisurely practice or friendly competition. A 4-seater ATV makes navigating these 5 acres a breeze. Every corner of Mayfly Inn is designed to elevate the experience of being here—whether it’s a summer weekend filled with laughter, a crisp autumn escape, or a winter retreat where the world feels wonderfully still. This is more than a lake house; it’s a place where memories gather, traditions deepen, and the beauty of the Catskills becomes part of your everyday rhythm. Mayfly Inn invites you to live luxuriously while being connected to the water, the land, and the people that matter most. Located at the Chapin Estate, a 4-season gated residential preserve on 2,500 acres of pristine forest lands bordering 14,000 acres of forever wild conservation properties. Unique attributes include: 1,750 acres of freshwater lakes and trout streams; 9+ miles of hiking, biking and snowshoe 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.

60 Top Ridge Trail, White Lake

$115,000

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.

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

$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

$550,000

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.

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