$1,295,000

Anchored gracefully along four hundred feet of shoreline on the 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. Discretely… Read More tucked within an exclusive 2,500-acre gated wilderness preserve, the property offers the perfect blend of privacy and security, 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, and over nine miles of hiking and riding trails. 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. Enjoy close proximity to the Eldred Preserve, an upscale boutique hotel featuring the Homestead Restaurant, a local farm to table dining experience. 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. Read Less

Listing Courtesy of Boller Properties.

Listing Snapshot

Days Online

128

Last Updated

Aug 29, 2026

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Square Ft.

3,800

Year Built

2003

Property Tax

$25,632

MLS Number

989403

30 Days Snapshot Of 12786

$372k

(avg) sold price

-100%

homes sold

144

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Description: Dishwasher, Exhaust Fan, Gas Range, Microwave, Oven, Stainless Steel Appliance(s), Gas Water Heater

Building

Area: 3800, Architecture: Chalet, Contemporary, Craftsman, Construction Materials: Stone, Wood Siding, Levels: Tri-Level, Year Built: 2003

Cooling

Details: Central Air

Exterior Features

Features: Awning(s), Balcony, Dock, Fire Pit, Gas Grill, Juliet Balcony, Lighting, Speakers, Patio Features: Deck

Fireplaces

Total Fireplaces: 1

Floors

Flooring: Carpet, Concrete, Hardwood, Wood

Garage

Garage Spaces: 2

Heating

Heating: Forced Air, Propane

Home Owner's Association

Dues Frequency: Annually, Fee: 2000, Description: Common Area Maintenance, Grounds Care, Snow Removal

Laundry

Description: 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, Acres: 5.04

Utilities

Sewer: Septic Tank, Water Source: Well, Utilities: Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Private, Underground Utilities, Water Connected

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