David S. Jalkower

51 Homestead Trail , White Lake, NY 12786

New - 10 Hours Ago

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Property Description

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. It offers a private terrace, an oversized picture window, and tranquil wooded lake views. 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, a gas fu

51 Homestead Trail | MLS# 989403

This single family home located at 51 Homestead Trail , White Lake, NY 12786 is currently listed for sale with an asking price of $1,295,000. This property was built in 2003 and has 4 bedrooms and 3 full and 1 partial baths with 3800 sq. ft. Homestead Trail is located in the The Chapin Estate subdivision within the Monticello school district. Search The Chapin Estate real estate on david-jalkower.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fireplaces: 1
Garage: 2
Heating: Forced Air, Propane
Home Style: Chalet, Contemporary, Craftsman
Lot Size: 5.04 Acres
Taxes: $25,632
Year Built: 2003

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 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
Awning(s)
Balcony
Dock
Fire Pit
Gas Grill
Juliet Balcony
Lighting
Speakers

Feature Descriptions

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
Attic: Full, Unfinished
Exterior: Stone, Wood Siding
Fireplace Features: Wood Burning
Fireplace Y/N: Yes
Flooring: Carpet, Concrete, Hardwood, Wood
Frontage: 409 Feet
GarageY/N: Yes
House Faces: East
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
On Market Date: 2026-04-23
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
Sauna: Yes
Security: yes
Security Features: Gated Community, Security Gate, Security Lights, Security System, Smoke Detector(s)
Sewer: Septic Tank
Utilities: Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Private, Underground Utilities, Water Connected
Water: Well
Waterfront Features: Lake Front, Water Access, Waterfront
Window Features: Insulated Windows, Oversized Windows, Screens
Wooded: Yes

Local Schools

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

Estimate Your Payment

Estimated Payment

$ 5,395.82 per month $2,882.11 Principal & Interest $2,136.00 Property Tax $377.71 Homeowner's Insurance

Change Payment Information

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years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Boller Properties
Agency Phone: 212-791-9833

Shown By

Agent Name: David S. Jalkower
Agent Phone: (845) 664-1499 Cell
Agency Title: Timberland Properties

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