A unique opportunity to create your dream home on 3+ wooded acres in the highly sought-after Chappaqua School District. Tucked away at the end of a cul-de-sac, this excep...
Listing courtesy of Listing Agent: Victoria Miller (tory.miller@compass.com) from Listing Office: Compass Greater NY, LLC.
Welcome to 24 Trails End, an unparalleled private resort estate redefining luxury living on over 9 pristine, park-like acres. This majestic brick Colonial, quietly positi...
Listing courtesy of Listing Agent: Brian Milton (brian.milton@compass.com) from Listing Office: Compass Greater NY, LLC.
SoHo in Chappaqua! Chappaqua schools! Dramatic, Airy and Light-filled 3 Bedroom Contemporary in immaculate condition located in sought-after neighborhood and Cul-De-Sac. ...
Listing courtesy of Listing Agent: Alicja Bohmrich (abohmrich@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
You’ll be hard-pressed to find a turn-key home like this—especially at this price—in the Chappaqua School District, let alone Westchester County! Welcome to this charmin...
Listing courtesy of Listing Agent: Johanna E. Kline (jkline@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
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 ...
Listing courtesy of Listing Agent: Lori Meringolo (lmeringolo@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Welcome to this beautifully maintained almost 3000 sq ft 4 bedroom 4 bath Colonial set on a private, sun-filled one acre property framed by mature trees, a classic stone ...
Listing courtesy of Listing Agent: Donna M. Powers-Amori (donna.powers@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Extremely rare and ultra-private 12.92 acres of waterfront land in the Whippoorwill Lake enclave of Chappaqua. An exceptionally private canvas for a one-of-a-kind seclude...
Listing courtesy of Listing Agent: Sena Baron (sena.baron@raveis.com) from Listing Office: William Raveis-New York, LLC.
Tastefully Expanded and Renovated Colonial in the Heart of Chappaqua - New 4 bedroom Septic, 2024 Roof and Exceptional Indoor/Outdoor Living. Just moments to Chappaqua v...
Listing courtesy of Listing Agent: Toni DiMichelo (tdimichelo@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Renovated and Reimagined Colonial on Spectacular Park-Like Grounds, this exceptional residence includes a separate cottage-style bonus building that offers endless possib...
Listing courtesy of Listing Agent: Elvira Aloia (ealoia@optonline.net) from Listing Office: Corcoran Legends Realty.
Investment opportunities like this rarely become available in Downtown Chappaqua. Welcome to 21 King Street, a rare mixed-use commercial property offering exceptional vis...
Listing courtesy of Listing Agent: Jaimme Pudalov (jpudalov@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Welcome to Apple Hill Farm, sitting on highly desirable, 37+ Wooded Acres. Where calm meets comfort. This corner Townhome, located in a cul-de-sac for added privacy, feat...
Listing courtesy of Listing Agent: Nana Aboagye (nana@dorothyjensenrealty.com) from Listing Office: Dorothy Jensen Realty, Inc..
NOW Easy to Show Welcome to this beautifully maintained raised ranch offering the perfect blend of space, comfort, and convenience in a highly desirable Chappaqua P.O. l...
Listing courtesy of Listing Agent: Henry D'Onofrio (HDOnofrio2014@gmail.com) from Listing Office: Town and Village Real Estate.
Set on beautifully landscaped grounds in one of Chappaqua’s most coveted neighborhoods. This exceptional David Graham-designed luxury Colonial blends timeless architectur...
Listing courtesy of Listing Agent: Wendy Nolan (wnolan@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion this November 2026. Early...
Listing courtesy of Listing Agent: Karin Kimtis (karin.kimtis@compass.com) from Listing Office: Compass Greater NY, LLC.
Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenance-free living within the prestigious Chappaqua Cro...
Listing courtesy of Listing Agent: Jocelyn S. Cloder (jocelyn.cloder@compass.com) from Listing Office: Compass Greater NY, 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 c...
Listing courtesy of Listing Agent: Joanna Rizoulis (joanna.rizoulis@sothebysrealty.com) from Listing Office: Julia B Fee Sothebys Int. Rlty.
Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. ©2026 The Real Estate Board of New York, Inc. All rights reserved.
Discover the exceptional charm of Chappaqua homes for sale in one of Westchester County's most coveted communities. This picturesque hamlet combines small-town elegance with sophisticated amenities, offering discerning buyers an unparalleled lifestyle just 35 miles north of Manhattan. Known for its tree-lined streets, historic architecture, and world-class amenities, Chappaqua represents the pinnacle of suburban living in New York.
See Chappaqua ListingsDiscover the exceptional charm of Chappaqua homes for sale in one of Westchester County's most coveted communities. This picturesque hamlet combines small-town elegance with sophisticated amenities, offering discerning buyers an unparalleled lifestyle just 35 miles north of Manhattan. Known for its tree-lined streets, historic architecture, and world-class amenities, Chappaqua represents the pinnacle of suburban living in New York.
The Chappaqua Westchester real estate market features an impressive array of luxury properties that cater to sophisticated tastes:
The Chappaqua homes for sale market consistently attracts buyers seeking exceptional value in Westchester County's luxury segment. This prestigious community offers remarkable stability and growth potential, driven by its proximity to New York City, outstanding schools, and exclusive amenities. Properties in Chappaqua typically feature larger lots, architectural significance, and access to recreational facilities that define upscale suburban living.
Success in the competitive Chappaqua Westchester real estate market requires local expertise and strategic planning. Understanding neighborhood nuances, from the historic Chappaqua hamlet to newer developments, helps buyers identify properties that align with their lifestyle goals. Consider factors like proximity to the Metro-North Railroad station, access to recreation facilities, and the renowned school district when evaluating potential homes.
Working with experienced professionals familiar with Chappaqua's unique market dynamics ensures you navigate pricing strategies, inspection priorities, and negotiation tactics effectively. The community's blend of privacy, convenience, and luxury amenities makes timing and preparation crucial elements of a successful home purchase.
When you partner with Edify Real Estate for your Chappaqua home search, you gain access to comprehensive local market knowledge and personalized service tailored to this exclusive Westchester County community. Our team understands the subtle differences between Chappaqua's various neighborhoods and can guide you toward properties that match your specific requirements, whether you're seeking a move-in ready estate or a renovation opportunity with historic charm.
Stay ahead of the latest trends in Chappaqua's real estate market in Westchester. Edify Real Estate provides the insight, data, and local expertise you need to navigate buying or selling in Chappaqua with confidence. Contact us today for a personalized market report.
Please contact us for a personalized market report.
Explore exceptional real estate opportunities in Chappaqua, Westchester and beyond with Edify Real Estate. Whether you're searching for your dream home, a modern condo, or preparing to sell your current property, our team brings sharp market insight, accurate valuations, and a refined negotiation strategy tailored to today's market.
Edify Real Estate brings unmatched expertise to the sophisticated Chappaqua homes for sale market, combining deep local knowledge with innovative real estate solutions. Our team understands the unique appeal of this prestigious Westchester County community, from its award-winning schools and recreational amenities to its convenient commuter access and luxury lifestyle offerings. We specialize in helping discerning buyers navigate Chappaqua's competitive real estate landscape with confidence and success.
Whether you're relocating to Westchester County or moving within the area, our Chappaqua specialists provide comprehensive support throughout your real estate journey. From identifying off-market opportunities to negotiating complex transactions, Edify Real Estate delivers the personalized attention and market insight that make the difference in securing your ideal Chappaqua Westchester real estate investment. Trust our proven track record and commitment to excellence as you explore this exceptional community's finest properties.