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.