Chappaqua, NY Homes for Sale with Pool

Refined and elegant Circa 1927 Colonial, nestled on one of Chappaqua’s most coveted streets, exudes timeless charm while offering modern comforts. Ideally located just minutes from train station and town, with direct sidewalk access for easy walks to the heart of Chappaqua, this meticulously maintained and tastefully updated home, combines the best of both worlds -- generously scaled rooms that

Cindy Glynn Compass Greater NY, LLC

Beautifully updated 2-bedroom, 2.5-bath townhouse in the desirable Old Farm Lake community. The open layout features new hardwood floors on the main level, freshly painted interiors, and renovated baths. Upstairs offers two generous bedrooms with ensuite baths, including a primary suite with ample closet space and an updated bath. Relax on your private patio with lake views and enjoy community

Amanda Acard Nestedge Realty

Nestled in breathtaking natural surroundings, this modern architectural masterpiece by renowned designer Myron Goldfinger offers three levels of striking contemporary design. The residence features a soaring three-story curved ceiling, a dramatic floating staircase, and expansive open-plan living and entertaining spaces that frame the home’s private setting. The main-level primary suite provides

Tianying Xu Houlihan Lawrence Inc.

Welcome to 20 Wallace Way – a rare offering in the sold-out Chappaqua Crossings Carriages community. This sophisticated Byram Wetherby model redefines townhouse living with nearly 3,000 sq. ft. of thoughtfully curated interiors, exceptional finishes, and inviting outdoor spaces. Ideally set along an expansive open lawn, the home enjoys abundant sunlight, privacy, and serene views throughout the

Craig DeCecchis Corcoran Legends Realty

Move right in to this 2-bedroom + loft, 2.5-bathroom townhouse in the highly sought-after Chappaqua School District. Freshly painted throughout and updated with brand-new quartz countertops, new dishwasher and new kitchen flooring, this home offers immediate comfort with the flexibility to personalize. The dining area features sliding doors that open to a grassy green space, while the kitchen

Karin Kimtis Compass Greater NY, LLC

All the space and privacy of a single-family home with the ease of condo living! One of the few completely stand-alone and private townhouses in Apple Hill Farm, this spacious 2-bedroom, 2.5-bath home offers a rare blend of comfort, style, and convenience. Enjoy the serene setting from a large wrap-around wood deck overlooking lush, wooded views—perfect for morning coffee or evening entertaining.

Karin Kimtis Compass Greater NY, LLC

Welcome to 70 Haights Cross, an architectural masterpiece in one of Chappaqua’s most coveted neighborhoods. Designed by acclaimed architect Tasos Kokoris, this turn-key 5-bedroom, 7.2-bath colonial blends timeless elegance with today’s most sought-after amenities. Nestled on over two acres of private, professionally landscaped grounds, the property showcases a resort-like setting with a Gunite

Wendy Nolan Houlihan Lawrence Inc.