Courtesy: William Raveis-New York, LLC
914-238-0505
Classic 1920 Colonial brimming with vintage charm and modern updates, ideally located on a desirable cul-de-sac just a short walk to town. This beautifully maintained 4/5-bedroom home features 2 renovated full baths plus a new powder room, a sparkling white renovated kitchen with floor to ceiling cabinetry, stainless steel appliances-Sub Zero, Miele, & Viking and a generous eat-in area with door to an expansive slate patio. renovated baths throughout. Gleaming hardwood floors, graceful architectural details, a cozy fireplace add timeless appeal. The light-filled formal living room and dining room offer gleaming oak hardwood floors, crown molding and many windows. The adjacent family room or home office has windows on three exposures. The second floor features a primary suite with renovated full bath and walk-in closet plus two additional bedrooms and a renovated hall bath. The third floor offers a large bedroom, and an additional playroom/guest/office, and oak floors throughout. Set on nearly an acre (.89) of landscaped grounds with a turfed play area and flat yard, this home offers comfort and convenience inside and out. New Marvin windows, updated mechanicals, gas heat, sewer, and 3-zone heating with central air ensure year-round efficiency. Ample storage in both basement and attic, plus excellent curb appeal, a freshly painted interior & exterior, low taxes, and a prime walk-to-town location make this property an exceptional find.
Courtesy: William Raveis-New York LLC
914-401-9111
Welcome to 2 DeWitt Drive — a stunning 2025-built carriage home offering refined luxury and effortless living in one of Chappaqua’s most desirable communities. This light-filled corner residence spans 3,574 square feet with 2 spacious bedrooms (lives like a 3BR) and 3.5 baths, thoughtfully designed with high-end finishes and sophisticated upgrades throughout. Expansive windows flood the home with natural light and showcase the beautiful grassy expanse bordering the front and side of the property, creating an airy, open feel rarely found in attached living. The main living spaces blend elegance and comfort with designer details, premium materials, and a seamless flow. The generous primary suite offers a true retreat, while flexible bonus spaces provide room for multiple home offices, media room, or guest accommodation. Enjoy warm-weather living on the expansive second-floor terrace with beautiful open views, or relax on the inviting front porch overlooking the generous grassy lawn right at your feet. This home delivers the best of new construction without the wait. Residents enjoy exclusive access to a private clubhouse featuring a beautifully appointed common area, fitness center, and pool. Located within the Chappaqua School District and set in a vibrant mixed-use community with Whole Foods, Starbucks, Restaurants and Shopping just moments away, this property offers a rare combination of luxury, convenience, and lifestyle. A sophisticated, low-maintenance opportunity in the heart of Chappaqua.
Courtesy: Compass Greater NY, LLC
914-327-2777
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 Crossing community. The thoughtfully designed layout is anchored by a gorgeous chef’s kitchen, featuring a large center island with ample seating and a premium JennAir appliance package. Equally enticing is the coveted first-floor primary suite, providing a serene sanctuary with a spa-inspired ensuite bathroom and an expansive walk-in closet. The second level serves as a versatile retreat, home to a spacious second bedroom, a dedicated home office/bedroom, an inviting sitting area, and a gorgeous private terrace. Additional living space abounds in the fully finished lower level, perfectly suited for a high-end home gym and a cozy media den, while the attached two-car garage comes equipped with an EV charging station for modern convenience. Residents enjoy an unparalleled "village within a village" lifestyle defined by sprawling green space and scenic walking trails, with exclusive access to a luxury clubhouse and sparkling pool. Situated in the heart of Chappaqua, this residence is just steps from Whole Foods, Life Time Fitness, delicious restaurants, and offers the convenience of a private community shuttle to the Metro-North for a seamless commute to Manhattan.
Courtesy: Compass Greater NY, LLC
914-238-0676
Exquisite architectural design, timeless charm & luxurious modern amenities merge effortlessly in this elegant Colonial in the heart of Chappaqua. C.1902 & superbly upgraded and meticulously maintained, the home offers an open, sun-bathed interior w/hardwood floors, high ceilings, abundant built-ins, extensive millwork and a quintessential porch - sure to please the most discerning buyers! The gracious foyer leads to a classic dining room with fine millwork, a fireplace and boasts a lovely historical handpainted mural of the Hudson Valley at the turn of the century. The formal living room with concealed pocket doors has a second fireplace and French doors opening to the covered porch. The sunny and bright eat-in kitchen is a chef’s dream featuring a Wolf double oven, Sub Zero fridge, ample storage and opens to the casual living room/ leisure room. 2nd floor features a primary bedroom suite with a sparkling spa bath, walk-in closet and and adjoining office. An additional 3 bedrooms and a tastefully renovated hall bath complete the second floor. Finished 3rd level includes a bedroom and Bonus room perfect for studio/office/playroom w/ full hall bath. The large unfinished basement offers additional space and Bilco doors to the exterior. A 2 car detached garage originally used as stables has 2 levels and offers many possibilities. The park-like, level property is professionally landscaped and is an oasis of tranquility w/ lush lawns, a dazzling variety of specimen trees & plantings with ample parking. Ideally located close to town, train, schools and more!
Courtesy: Thomas S. Hennerty
703-581-8605
Welcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 bedroom and 2.5 full bathroom house is located in the award-winning Chappaqua school district. Step inside to discover gleaming hardwood floors throughout, a cozy living room with a wood-burning fireplace, and a bright, charming dining room. The kitchen features ample cabinetry, granite countertops, and brand-new stainless-steel appliances. The spacious primary suite, versatile enough to serve as a large family room, includes a walk-in closet and a newly renovated en-suite bathroom. Upstairs, three generously sized bedrooms await, including a second primary suite with a walk-in closet, and a second full bathroom. Additional highlights include a welcoming front porch, expansive attic storage, a full basement with crawl space, and a circular driveway accommodating up to six cars for effortless access. Enjoy summer days in the fenced backyard—perfect for gatherings, gardening, or basking in the sunshine. This prime location is minutes from the Train Station, library, town hall, post office, shops, restaurants, top-rated schools, and easy access to major parkways. Zoned for versatility, this property offers a potential for conversion back to commercial use, for an attorney’s office, dental practice, or other professional ventures in the bustling heart of Chappaqua. Don’t miss your chance to own this delightful home with endless possibilities! The house is no longer furnished as shown in the photos.
Courtesy: Julia B Fee Sothebys Int. Rlty
914-234-0200
Welcome to 88 Farm Lake Crescent, a beautifully maintained three-bedroom, two-and-a-half-bath residence in the highly desirable Old Farm Lake community in Chappaqua. Bathed in natural light, this inviting home offers a thoughtfully designed floor plan ideal for both comfortable living and effortless entertaining. Sliding glass doors open to a private deck overlooking Farm Lake, creating a seamless indoor-outdoor lifestyle. Perfectly positioned within the community, the home enjoys both privacy and convenient access to Old Farm Lake’s exceptional amenities. The main level features a eat-in kitchen with an in-unit washer and dryer, and an open dining and living area anchored by a wood-burning fireplace—offering a warm yet modern feel. A powder room and direct access to the attached one-car garage complete this level. Upstairs, two bedrooms share a hall bath, while the primary suite features a spacious walk-in closet and full bath. Peaceful lake views make this a truly special retreat. The finished lower level provides valuable additional living space—ideal for a family room, home office, gym, or guest area—with sliding glass doors leading to a private outdoor setting, offering exceptional flexibility for today’s lifestyle. Located less than one mile from Chappaqua’s vibrant village and the Metro-North Railroad train station, this home offers the perfect blend of privacy, convenience, and lifestyle.
Courtesy: Houlihan Lawrence Inc.
914-238-4766
"VICTORIAN SPLENDOR" - A unique opportunity to own an early Grand Victorian home on park-like property with 3 fireplaces, a pool and a barn. Designated a New Castle George Carpenter Historic Landmark dating back to 1780. As you enter the main entrance a flood of natural light welcome you. The two-story projection of the façade’s central section, rising to a peak at the roofline, along with the hand-carved wooden banister, creates a beautifully dramatic entrance. The home possesses a special character of historic and aesthetic interest and value as part of the cultural and social history of the town. Among the most prominent features are the curved corbels or brackets under the eaves, seamlessly blending the character of its 1780 origins. Extra-tall Victorian windows still contain the original hand-blown glass, distinguished by a rippled effect in the living room, parlor and dining room adding a beautiful charm, character and workmanship that can no longer be replicated. The second floor has breathtaking library with at least 12 feet high ceilings, custom built-in bookshelves, 3 bedrooms, 2 baths and an office. Set on an acre level lot, the rear terrace overlooks a garden and pool. Do not miss this special offering.
Courtesy: Julia B Fee Sothebys Int. Rlty
914-234-0200
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 interior stone walls and soaring ceilings that strike a perfect balance between grand scale and intimate warmth. Anchored by three distinctive hearths, the home is designed for both elegant living and everyday ease. A sun-drenched chef’s kitchen showcases a central island, dramatic overhead skylight, and professional-grade appliances. Unique architectural moments—including a circular-skylit Stargazer’s Nook—add character and charm, while the versatile five-bedroom layout offers both a magnificent two-story primary wing and a coveted first-floor private suite. Set on more than four exceptionally private acres, the grounds unfold as a true outdoor sanctuary, featuring a beautiful pool and spa (32x20), refined pergola terraces ideal for entertaining, and a private tennis court. From its commanding hilltop position, the estate delivers an unparalleled sense of privacy, security, and timeless elegance. Welcome home!
Courtesy: Compass Greater NY, LLC
914-238-0676
Welcome to this move-in-ready 2-bedroom, 2-bath residence in highly sought-after Chappaqua Commons. Recently refreshed with thoughtful updates throughout, this sun-filled home combines modern finishes with effortless convenience. The spacious open-concept living and dining area features brand-new flooring (2025) and a seamless flow to the updated kitchen, boasting new countertops and backsplash (2025)—perfect for both everyday living and entertaining. Two generously sized bedrooms include a primary suite with a newly updated bath, while the second bath has also been beautifully renovated and has laundry. Enjoy the ease of one-level living, ample closet space, and a location that can’t be beat—just seconds to downtown Chappaqua’s shops, restaurants, Metro-North train, and parks. Move right in and start living your best Chappaqua lifestyle!
Courtesy: Houlihan Lawrence Inc.
914-723-8877
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 a serene retreat, while the sleek, state-of-the-art kitchen is ideal for both everyday living and entertaining. Additional highlights include a fitness room, Shoreline pool with cabana, and a private tennis court. A 4+ car attached garage and below-ground oil heating add convenience. Located just 45 minutes from New York City, this one-of-a-kind residence blends luxury, privacy, and timeless modern design.
Chappaqua is located in New York. Chappaqua, New York has a population of 3,062. Chappaqua is more family-centric than the surrounding county with 35.47% of the households containing married families with children. The county average for households married with children is 35.32%.
The median household income in Chappaqua, New York is $196,141. The median household income for the surrounding county is $105,387 compared to the national median of $69,021. The median age of people living in Chappaqua is 44.3 years.
The average high temperature in July is 82.7 degrees, with an average low temperature in January of 20.6 degrees. The average rainfall is approximately 50.2 inches per year, with 32.5 inches of snow per year.
