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For sale
  • $1,295,000

    51 Homestead Trail, White Lake, NY 12786

    4beds
    3,800sqft
    Loading
    Single Family Residence, Residential
    Built in 2003
    5.04 Acres Lot
    $-- Zestimate®
    $341/sqft
    $167/mo HOA

    What's special

    Central air conditioningCustom-built legacy lakefront homeCedar saunaCharming juliette balconyNestled beneath majestic oaksExpansive sunlit gathering spacesInsulated windows
    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 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.
    95 days
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    1,081
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    62
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    Zillow last checked:

    Listing updated:

    Listed by:

    Boller Properties 212-791-9833,

    Owen Boller 914-893-4994

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 989403MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Heating
      • Forced Air, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Exhaust Fan, Gas Range, Microwave, Oven, Stainless Steel Appliance(s), Gas Water Heater
      • Laundry: Laundry Room
      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
      • Flooring: Carpet, Concrete, Hardwood, Wood
      • Windows: Insulated Windows, Oversized Windows, Screens
      • Attic: Full,Unfinished
      • Number of fireplaces: 1
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 3,800
      • Total interior livable area: 3,800 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage, Garage Door Opener, Heated Garage
      • Garage spaces: 2
      Features
      • Levels: Tri-Level
      • Patio & porch: Deck
      • Exterior features: Awning(s), Balcony, Dock, Fire Pit, Gas Grill, Juliet Balcony, Lighting, Speakers
      • On waterfront: Yes
      • Waterfront features: Lake Front, Water Access, Waterfront
      • Frontage length: 409 Feet
      Lot
      • Size: 5.04 Acres
      • Features: Back Yard, Cul-De-Sac, Garden, Landscaped, Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Secluded, Views, Wooded
      • Residential vegetation: Partially Wooded
      Details
      • Parcel number: 2000055E0001003000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Chalet,Contemporary,Craftsman
      • Property subtype: Single Family Residence, Residential
      Materials
      • Stone, Wood Siding
      • Foundation: Stone
      Condition
      • Actual
      • Year built: 2003

      Utilities & green energy

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

      Community & HOA

      Community
      • Security: Gated Community, Security Gate, Security Lights, Security System, Smoke Detector(s)
      • Subdivision: The Chapin Estate
      HOA
      • Has HOA: Yes
      • Amenities included: Gated, Landscaping, Maintenance, Maintenance Grounds, Pool, Powered Boats Allowed, Recreation Facilities, Sauna, Security, Snow Removal
      • Services included: Common Area Maintenance, Maintenance Grounds, Snow Removal
      • HOA fee: $2,000 annually
      Location
      • Region: White Lake

      Financial & listing details

      • Price per square foot: $341/sqft
      • Tax assessed value: $1,458,500
      • Annual tax amount: $25,632
      • Date on market: 4/23/2026
      • Cumulative days on market: 277 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/9/2025Listed for sale$1,295,000-7.2%$341/sqft
        Source: OneKey® MLS as distributed by MLS GRID #907278 Report a problem
        12/1/2023Listing removed--
        Source: OneKey® MLS as distributed by MLS GRID #H6264306 Report a problem
        9/22/2023Price change$1,395,000-6.7%$367/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6264306 Report a problem
        8/11/2023Listed for sale$1,495,000-9.1%$393/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6264306 Report a problem
        6/16/2023Listing removed--
        Source: OneKey® MLS as distributed by MLS GRID #H6188814 Report a problem
        5/12/2023Price change$1,645,000-2.9%$433/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6188814 Report a problem
        2/10/2023Listed for sale$1,695,000$446/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6188814 Report a problem
        11/29/2022Listing removed--
        Source: OneKey® MLS as distributed by MLS GRID #H6188814 Report a problem
        9/14/2022Price change$1,695,000-3.1%$446/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6188814 Report a problem
        6/16/2022Listed for sale$1,750,000+660.9%$461/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H6188814 Report a problem
        2/28/2003Sold$230,000$61/sqft
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $495,000
        2024-- $495,000
        2023-- $495,000
        2022-- $495,000
        2021-- $495,000
        2020-- $495,000
        2019-- $495,000
        2018-- $495,000
        2017$23,188 $495,000
        2016-- $495,000
        2015-- $495,000
        2014-- $495,000
        2013-- $495,000 -11.9%
        2012-- $561,844 -12.9%
        2011-- $644,800
        2010-- $644,800 -3.8%
        2009-- $670,000
        2008-- $670,000
        2007-- $670,000
        2006-- $670,000
        2005-- $670,000
        2004-- $670,000
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 12786

        Getting around

        0 / 100
        Car-Dependent
        10 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Emma C Chase School
        • Middle: Robert J Kaiser Middle School
        • High: Monticello High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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