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Set among the rolling hills of Wingdale, New York, near the Sherman, Connecticut border, 1 Hoyt Road offers the quiet beauty of country living and the artistry of a thoughtfully built home. Morning light filters through tall windows, gliding across hardwood floors on the main level and the wide-plank flooring above. Each window frames views of trees and sky, blending the indoors with the surrounding landscape. The farmhouse combines timeless warmth with subtle sophistication. A brick entryway sets the tone for craftsmanship that continues throughout. The kitchen pairs rustic charm with everyday function, featuring exposed brick accents, built-in cabinetry, and a butcher block island that invites gathering and morning coffee. A first-floor bedroom and full bath offer convenience, while the upper bedroom and bath provide a private retreat beneath gentle eaves. Across the lawn, a detached two-car garage leads to a stunning great room, originally designed as an artist's studio. Sunlight pours through three walls of windows, highlighting cathedral ceilings with exposed beams, a brick fireplace framed in detailed millwork, and granite tile floors that shimmer in the changing light. Built-in bookcases define the entryway with quiet elegance, while a full bath designed for accessibility adds comfort and versatility. Above the garage lies a loft-like open area, unfinished yet full of character, ready to serve as generous storage or a blank canvas for the imagination. The property sits essentially on the Wingdale, NY/Sherman, CT border, an area known for its sweeping natural beauty and multiple protected lands. To the east lies the newly established Grape Hollow State Forest, preserving hundreds of acres of wilderness and ensuring that the surrounding landscape remains untouched. The Appalachian Trail winds nearby, and favorite local destinations such as Bulls Bridge, Candlewood Lake, and Squantz Pond offer endless opportunities for hiking, kayaking, and peaceful weekends by the water. Less than two hours from New York City and close to Metro-North, this home welcomes both full-time residents and weekend retreat seekers who value beauty, privacy, and connection to nature. 1 Hoyt Road is more than a home. It is a composition of light, craftsmanship, and calm, surrounded by land that will remain beautifully still.
DAYS ON MARKET | 3 | LAST UPDATED | 10/15/2025 |
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YEAR BUILT | 1900 | GARAGE SPACES | 2.0 |
COUNTY | Dutchess | STATUS | Active |
PROPERTY TYPE(S) | Single Family |
Elementary School | Wingdale Elementary School |
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Jr. High School | Dover Middle School |
High School | Dover High School |
ADDITIONAL DETAILS | |
AIR | Wall/Window Unit(s) |
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AIR CONDITIONING | Yes |
APPLIANCES | Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Washer, Water Softener Owned |
BASEMENT | Partial, Unfinished |
CONSTRUCTION | Clapboard |
FIREPLACE | Yes |
GARAGE | Yes |
HEAT | Oil |
INTERIOR | Beamed Ceilings, Cathedral Ceiling(s) |
LOT | 2.39 acre(s) |
PARKING | Detached, Driveway, Garage, Garage Door Opener |
SEWER | Septic Tank |
STYLE | Farmhouse |
TAXES | 7597 |
UTILITIES | Cable Connected, Electricity Connected, Propane |
WATER | Private, Well |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listed with RE/MAX Classic Realty

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Date Last Updated: 10/16/25 1:31 AM PDT
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