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A truly one-of-a-kind investment opportunity in the sought-after Chappaqua School District"”2 houses for the price of one! This eclectic & historic property offers unmatched versatility, character & endless potential. Originally an old horse stable & previously home to a Houlihan Lawrence office, the property has served multiple uses over time, including commercial space & residential rentals. Designated as Property Class 280, this rare multi-residence offers 2 distinct homes set on a 1.122 acre parcel, featuring a total of 4,559 square feet, 6 bedrooms & 4 bathrooms. The left residence, a 2,885 SQFT contemporary barn-style home features cathedral ceilings, a spiral staircase, large back deck, & a 1,330 SQFT garage with oversized doors"”perfect for a workshop, artist studio or even a car collection! Inside, you'll find 3 bedrooms & 2 bathrooms in a loft-like layout. The right residence, a 1,674 SQFT traditional-style home, offers a more classic floor plan with 3 bedrooms & 2 bathrooms, front & back porches, & an unfinished walk-out basement. Truly Special Property"”Private, wooded park-like grounds, highlighted by Gedney Brook, which meanders behind both homes. Surrounded by protected land with no neighboring developments. Additional features include two separate driveways, one of which is a U-shaped driveway & parking for approximately 20 vehicles. Minutes away from both downtown Chappaqua & Mount Kisco each with a Metro-North train station for convenient NYC commuting. Within walking distance to Seven Bridges Middle School & located near the North-South County Trailway, New Croton Reservoir, Kitchawan Preserve, Pruyn Audubon Sanctuary, The Farm at Cabbage Hill & several swim & tennis clubs. PLEASE NOTE: No interior access at this time. Drive-by only. Exterior viewings available by appointment for serious buyers only. Do not disturb occupants or trespass!! Property can be delivered vacant. Both houses need updating/renovations. Being sold strictly AS-IS. CASH OFFERS strongly encouraged due to limited access. A rare & extraordinary opportunity in one of Westchester's most desirable areas.
DAYS ON MARKET | 2 | LAST UPDATED | 6/11/2025 |
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YEAR BUILT | 1926 | GARAGE SPACES | 6.0 |
COUNTY | Westchester | STATUS | Active |
PROPERTY TYPE(S) | Single Family |
Elementary School | Westorchard |
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Jr. High School | Seven Bridges Middle School |
High School | Horace Greeley High School |
ADDITIONAL DETAILS | |
AIR | Attic Fan, Central Air, Wall/Window Unit(s) |
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AIR CONDITIONING | Yes |
APPLIANCES | Other |
BASEMENT | Full, Unfinished, Walk-Out Access |
CONSTRUCTION | Shingle Siding, Stone |
FIREPLACE | Yes |
GARAGE | Yes |
HEAT | Hot Water, Oil, Steam, Wood Stove |
INTERIOR | Cathedral Ceiling(s), Eat-in Kitchen, High Ceilings |
LOT | 1.122 acre(s) |
SEWER | Septic Tank |
STYLE | A-Frame, Barndominium, Carriage House, Colonial, Contemporary, Traditional |
TAXES | 23191.44 |
UTILITIES | Electricity Connected |
VIEW | Yes |
VIEW DESCRIPTION | Trees/Woods, Water |
WATER | Private, Well, Spring |
WATERFRONT DESCRIPTION | Creek |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listed with Howard Hanna Rand Realty

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Date Last Updated: 6/12/25 11:33 PM PDT
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