51 Homestead Trail • White Lake, NY 12786

$1,295,000 Beds: 4 • Baths: 3 full 1 partial • Sq. Feet: 3800 • MLS ID: 989403 • Subdivision: The Chapin Estate • School Dist: Monticello
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 conditio View this listing at: http://philiplaffey.laffey.com/mls=989403

Property Features

  • Garage: 2
  • Taxes: $25,632
  • Wooded: Yes
  • Sauna: Yes
  • Exterior: Stone,Wood Siding
  • Lot Size: 5.04 Acres
  • Heating: Forced Air,Propane
  • Cooling: Central Air
  • Year Built: 2003
  • Fireplaces: 1
  • Security: yes
  • Water: Well
  • Sewer: Septic Tank
  • On Market Date: 2026-04-23
  • Appliances: Dishwasher,Exhaust Fan,Gas Range,Microwave,Oven,Stainless Steel Appliance(s),Gas Water Heater
  • Association Amenities: Gated,Landscaping,Maintenance,Maintenance Grounds,Pool,Powered Boats Allowed,Recreation Facilities,Sauna,Security,Snow Removal
  • Association Fee: $2000/Annually
  • Association Fee Includes: Common Area Maintenance,Grounds Care,Snow Removal
  • House Faces: East
  • Exterior Features: Awning(s),Balcony,Dock,Fire Pit,Gas Grill,Juliet Balcony,Lighting,Speakers
  • Fireplace Features: Wood Burning
  • Fireplace Y/N: Yes
  • Flooring: Carpet,Concrete,Hardwood,Wood
  • Frontage: 409 Feet
  • GarageY/N: Yes
  • Interior 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,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
  • Laundry: Laundry Room
  • Lot Features: Back Yard,Cul-De-Sac,Garden,Landscaped,Level,Near Golf Course,Near Public Transit,Near School,Near Shops,Part Wooded,Private,Secluded,Views,Waterfront,Wooded
  • Attic: Full,Unfinished
  • Parcel Number: 2000-055-E-0001-003-000
  • Parking Features: Garage,Garage Door Opener,Heated Garage
  • Patio And Porch: Deck
  • Rental Term: Monthly
  • Road Responsibility: Road Maintenance Agreement
  • Rooms Total: 10
  • Security Features: Gated Community,Security Gate,Security Lights,Security System,Smoke Detector(s)
  • Utilities: Cable Connected,Electricity Connected,Phone Connected,Sewer Connected,Trash Collection Private,Underground Utilities,Water Connected
  • Waterfront Features: Lake Front,Water Access,Waterfront
  • Window Features: Insulated Windows,Oversized Windows,Screens

School Information

  • High School: Monticello High School
  • Middle School: Robert J Kaiser Middle School
  • Elementary School: Emma C Chase School
  • School District: Monticello
Printed May 10, 2026


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