Chappaqua, NY Homes for Sale with Acreage

Tastefully updated and well maintained, this sophisticated yet traditional Contemporary home offers the perfect balance of elegance and comfort in the highly sought-after Chappaqua school district. The light-filled, open floor plan welcomes you with spacious rooms, soaring ceilings, and a floor-to-ceiling stone fireplace anchoring the dramatic great room. The expansive eat-in kitchen is a chef’s

Cindy Glynn Compass Greater NY, LLC

Beautifully appointed and meticulously maintained 4 bedroom, 4 1/2 bath Colonial set on a level acre at the end of a quiet cul-de-sac in prestigious Inglenook Farm in the coveted Byram Hills Schools. A grand and light-filled two-story entry welcomes you into this refined open layout home featuring 9-foot ceilings on 1st and 2nd levels, oak flooring, and custom moldings and trim throughout. Formal

Cindy Glynn Compass Greater NY, LLC

A refined expression of modern Colonial living, this exceptional 4-bedroom, 5 full bath residence offers nearly 6,000 square feet of impeccably finished space, including a walk-out lower level, in one of Chappaqua’s most coveted settings. Built in 2012 and featuring natural gas and municipal sewer—an uncommon and highly desirable pairing—this home delivers a rare combination of quality, scale,

Sari Shaw Compass Greater NY, LLC

Move-in ready, light and bright 3 bedroom/ 3.5 bathroom home that lives like a 4 bedroom in the coveted Lawrence Farms South neighborhood with a private, flat backyard with a stone patio, heated gunite pool and a charming pergola. This inviting home with high ceilings throughout, offers a spacious living room with a fireplace, adjacent to a formal dining room, both with glass door access to the

Pamela Akin Douglas Elliman Real Estate

Set privately on 2+ acres at the end of a quiet cul-de-sac, this beautifully updated 4-bedroom ranch lives like a 5-bedroom home and offers the perfect blend of comfort, flexibility, and style. Enjoy distant western sunset views and direct access to the adjacent Pruyn Sanctuary, creating a serene, nature-connected setting while still being part of a neighborhood.The heart of the home is the

Sena Baron William Raveis-New York, LLC

1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original

Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

Welcome to an exceptional move-in ready home located in a highly desirable Chappaqua neighborhood known for its award-winning schools & sought-after lifestyle. Perfectly positioned at the end of a quiet cul-de-sac, this stunning & chic property offers privacy, space & luxury living at its finest. Step inside & you'll find a bright, open-concept floor plan with natural light & high-end finishes

Lori Meringolo Houlihan Lawrence Inc.

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.