Sylvia Woods

51 Homestead Trail

White Lake, NY
$ 1,250,000 Beds 4 Baths 3.5 Sq 3,800
Monthly Estimate* How much can I afford?

PRICE DROP! A MAGNIFICENT LEGACY INVESTMENT, ON THE PENINSULA OF THE CHAPIN ESTATE. One of a kind, by its very nature. An incomparable trophy property 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-built, one owner 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.

Single Family

  • Price
  • $ 1,250,000
  • City
  • White Lake
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • SULLIVAN
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 5.04 Acres
  • Zip
  • 12786
  • Sqr Footage
  • 3,800
  • Year Built
  • 2003
  • Taxes
  • $ 25632
  • Style
  • Chalet,Contemporary,Craftsman
  • MLS#
  • 1034443
Listed By: Boller Properties
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

General

Sewer Septic Tank
Heating Forced Air,Propane
Cooling Central Air
Utilities Cable Connected,Electricity Connected,Phone Connected,Sewer Connected,Trash Collection Private,Underground Utilities,Water Connected
Appliances Dishwasher,Exhaust Fan,Gas Range,Microwave,Oven,Stainless Steel Appliance(s),Gas Water Heater
HOA Fee 167
Garage Spaces 2
Association Fee Includes Common Area Maintenance,Grounds Care,Snow Removal
Patio/Porch Features Deck
Architectural Style Chalet,Contemporary,Craftsman
Security Features Gated Community,Security Gate,Security Lights,Security System,Smoke Detector(s)
Construction Materials Stone,Wood Siding
Year Built 2003
Property Subtype Single Family Residence
Tax Year 2024
Parcel Number 2000-055-E-0001-003-000
Waterfront Features Lake Front,Water Access,Waterfront
Assoc Fee Paid Per Monthly
County Sullivan County
Property Type Residential
Association Amenities Boat Dock,Clubhouse,Gated,Landscaping,Maintenance,Maintenance Grounds,Pool,Powered Boats Allowed,Recreation Facilities,Sauna,Security,Snow Removal
HOA Yes
Subdivision Name The Chapin Estate
Facing Direction East
Garage Y/N Yes
Total Rooms 10
Full Baths 3
High School Monticello High School
City Bethel
Senior Community Y/N No
High School District Monticello
Carport Y/N No
Elementary School Emma C Chase School
Property Attached Y/N No
Tax Annual Amount 25632
Middle/Junior High School Robert J Kaiser Middle School
Property Condition Actual
Additional Parcels Y/N No
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Monticello
Elementary School District Monticello
PostalCity White Lake
Balcony Y/N Yes
Listing Appliances Dishwasher, Exhaust Fan, Gas Range, Microwave, Oven, Stainless Steel Appliance(s), Gas Water Heater

Interior Features

Interior Amenities First 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 Interne
Flooring Carpet,Concrete,Hardwood,Wood
Total Fireplaces 1
Fireplace Features Wood Burning
Basement (Y/N) No
Window Features Insulated Windows,Oversized Windows,Screens
Fireplace Y/N Yes
Half Baths 1
Total Bedrooms 4
Eat-in Kitchen Yes
Total Baths 4
General Features First 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
Walk-In Closet Yes
Entrance Foyer Yes
Ceiling Fan(s) Yes

Exterior Features

Exterior Amenities Awning(s),Balcony,Dock,Fire Pit,Gas Grill,Juliet Balcony,Lighting,Speakers
Parking Features Garage,Garage Door Opener
Water Source Well
Parking Features Garage, Garage Door Opener
Foundation Details Stone
Spa No
Frontage Length 409 Feet
Waterfront Y/N Yes
Road Responsibility Road Maintenance Agreement
Horse Y/N No
General Features Ext. Awning(s),Balcony,Dock,Fire Pit,Gas Grill,Juliet Balcony,Lighting,Speakers

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Mount Vernon, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Emma C Chase School Elementary School
Middle School Robert J Kaiser Middle School
High School Monticello High School

Price History

8/28/2026 Listed $1,295,000
9/10/2026 4% - $1,250,000

Property vs Zip Code Average in 12786

Price
AVG $1.29M
$1.25M
Taxes
AVG $15,918
$25,632
Year Built
AVG 1989
2003
Visits
AVG 44
20
Data Provided by Inside Real Estate®

In The Neighborhood

Areas That We Cover

51 Homestead Trail White Lake, NY is a Single Family Home for sale at $1250000 with 3800 sqft and a lot size of 5.04 Acres Acre(s). 51 Homestead Trail White Lake has 4 bedrooms, 3 baths and was built in 2003. The property's zip code is 12786 which is in White Lake, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Sylvia Woods

Sylvia Woods

Broker/Owner

914-523-5624

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