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$1,295,000
9 Days On Site

51 Homestead Trail
White Lake, NY 12786

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,800
SqFt
$341
/SqFt
2003
Built
Subdivision:
The Chapin Estate
County:
Sullivan
Listing courtesy of Boller Properties [email protected]

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

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845-796-1200
Upcoming Open Houses
Due to COVID-19, we recommend you verify Open Houses before attending.
Sun, May 3, 12:00 PM - 1:30 PM
51 Homestead Trail51 Homestead Trail51 Homestead Trail51 Homestead Trail
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FOR THIS WEEKEND'S VISITORS, PLEASE WAIT AT THE GATE FOR AN ESCORT. Anchored gracefully along four hundred feet of shoreline on the coveted 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. The light-flooded contemporary chalet is tucked within an exclusive 2,500-acre gated wilderness preserve, offering unparalleled privacy 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, nine miles of hiking and riding trails, and the nearby Chatwal Lodge, a boutique hotel with restaurant, bar, and spa exclusively for residents. 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. 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.

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Listing Snapshot
Price 
$1,295,000
Days On Site 
9 Days
Bedrooms 
4
Inside Area (SqFt) 
3,800 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
5.04 Acres
Year Built 
2003
MLS® Number 
989403
Status 
Active
Property Tax 
$25,632
HOA/Condo/Coop Fees 
$166.67 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
a week agoListing first seen on site
a week agoListing updated with changes from the MLS®
General Features
Acres 
5.04
Direction Faces 
East
Garage 
Yes
Garage Spaces 
2
Parking 
GarageGarage Door OpenerHeated Garage
Property Sub Type 
Single Family Residence
Security 
Gated CommunitySecurity GateSecurity LightsSecurity SystemSmoke Detector(s)
Sewer 
Septic Tank
Style 
ChaletContemporaryCraftsman
Utilities 
Cable ConnectedElectricity ConnectedPhone ConnectedSewer ConnectedUnderground UtilitiesWater Connected
Water Source 
PublicPrivateWell
Interior Features
Appliances 
DishwasherExhaust FanGas RangeMicrowaveOvenStainless Steel Appliance(s)Gas Water Heater
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Wood Burning
Fireplaces 
1
Flooring 
CarpetConcreteHardwoodWood
Heating 
Forced AirPropane
Interior 
Beamed CeilingsBuilt-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)ChandelierDouble VanityEat-in KitchenEntrance FoyerHigh CeilingsHigh Speed InternetKitchen IslandNatural WoodworkOpen FloorplanRecessed LightingSaunaSoaking TubWalk-In Closet(s)Wired for Sound
Laundry Features 
Laundry Room
Window Features 
Insulated WindowsScreens
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Exterior Features
Construction Details 
StoneWood Siding
Exterior 
GardenAwning(s)BalconyDockFire PitGas GrillLighting
Frontage 
409 Feet
Lot Features 
WaterfrontBack YardCul-De-SacGardenLandscapedLevelNear Golf CourseNear Public TransitPrivateSecludedViewsWooded
Patio And Porch 
Deck
Waterfront Features 
Lake FrontWaterfrontWaterfront Access
Windows/Doors 
Insulated WindowsScreens
Community Features
Association Amenities 
GatedLandscapingMaintenanceMaintenance GroundsPoolPowered Boats AllowedRecreation FacilitiesSaunaSecuritySnow Removal
Association Dues 
2000
HOA Fee Frequency 
Annually
School District 
Monticello
Schools
School District
Monticello
Elementary School
Emma C Chase School
Middle School
Robert J Kaiser Middle School
High School
Monticello High School
Listing courtesy of Boller Properties [email protected]


Based on information submitted to the MLS GRID as of 2026-05-02 04:36 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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