$1,295,000
 $6,952 est/mo Sourced by Back At You

51 Homestead Trail,White Lake, NY 12786

White Lake, NY 12786

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Description

AN EXCEPTIONAL 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.

Details

MLS #1034443
Listing TypeFor Sale
StyleHouse
HOA Dues$167
Sub-TypeResale
StatusActive
Year2003
Days On Site12
Listing Provided ByBoller Properties | Owen Boller

Features

Bed(s)4
Bath(s) 4 Total
SQ Feet3,800
Garage2
Acreage5.04
Water FrontYes

Interior

CoolingCentral Air
HeatingForced Air, Propane
Interior FeaturesFirst Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Double Vanity, Eat-in Kitchen, Entrance Foyer, High Ceilings, High Speed Internet, Kitchen Island, Natural Woodwork, Open Floorplan, Open Kitchen, Original Details, Primary Bathroom, Recessed Lighting, Sauna, Soaking Tub, Speakers, Walk-In Closet(s), Wired for Sound
Window FeaturesInsulated Windows, Oversized Windows, Screens
AppliancesDishwasher, Exhaust Fan, Gas Range, Microwave, Oven, Stainless Steel Appliance(s), Gas Water Heater

Exterior

Exterior FeaturesAwning(s), Balcony, Dock, Fire Pit, Gas Grill, Juliet Balcony, Lighting, Speakers
Security FeaturesGated Community, Security Gate, Security Lights, Security System, Smoke Detector(s)
Construction MaterialsStone, Wood Siding
Foundation DetailsStone
Lot FeaturesBack Yard, Cul-De-Sac, Garden, Landscaped, Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Part Wooded, Private, Secluded, Views, Waterfront, Wooded

Parking

Garage Yes / NoYes
Parking FeaturesGarage, Garage Door Opener

Utilities

UtilitiesCable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Private, Underground Utilities, Water Connected
SewerSeptic Tank

Taxes

Tax Year2024
Tax Annual Amount25632

Area Information

StateNY
CountySullivan County
CityWhite Lake
Zip Code12786
Community NameThe Chapin Estate
School DistrictMonticello High School
Elementary SchoolEmma C Chase School
High SchoolMonticello High School
Listing VS Median (in The Chapin Estate)
Price:
$1,295,000
low | high
Med:
$1,450,000
38.030888030888% of Average
sqft:
3,800
low | high
Med:
3,513
57.552631578947% of Average
$ / sqft:
$341
low | high
Med:
$413
28.883397243773% of Average
On site:
12
low | high
Med:
8
100% of Average
Sourced by Back At You

Market Activity 12786

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Learn More About This Property

StateNY
CountySullivan County
CityWhite Lake
Zip Code12786
Community NameThe Chapin Estate
School DistrictMonticello High School
Elementary SchoolEmma C Chase School
High SchoolMonticello High School
Listing VS Median (in The Chapin Estate)
Price:
$1,295,000
low | high
Med:
$1,450,000
38.030888030888% of Average
sqft:
3,800
low | high
Med:
3,513
57.552631578947% of Average
$ / sqft:
$341
low | high
Med:
$413
28.883397243773% of Average
On site:
12
low | high
Med:
8
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $971K - $1.618M
sqft: 2,500 - 4,500
Nearby Listings Property ImageNearby Listings Details
47 Sunrise Point Property Photo 1
$1,450,000
47 Sunrise Point
White Lake, NY 12786
Listing Updated: September 7, 2026 at 11:54:32 AM PDT