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: William Raveis-New York, LLC
914-238-0505
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 renovated eat-in kitchen, featuring stainless steel appliances, inset cabinetry, and striking quartzite countertops. It opens seamlessly to a generous breakfast room with vaulted ceilings, walls of windows, and access to the deck—ideal for everyday living and entertaining. The adjacent family room with fireplace provides a warm and inviting gathering space, while the formal many -windowed living and dining rooms offer timeless appeal. The expansive primary suite is a true retreat, complete with vaulted ceiling, a fireplace with custom concrete floor to ceiling beach-wave surround, full-light glass doors to a private patio, a walk-in closet plus 2 additional double closets, and a dressing area with custom built-ins. The spa-like en-suite bath features a steam shower and double sinks with storage vanity and Kohler fixtures. Three additional bedrooms, a home office, and two renovated hall baths complete the main level. The walk-out lower level offers exceptional additional living space with sliding glass doors, including areas for play, media, and a gym, a summer kitchen with granite counters and wood cabinetry, along with abundant closets, a separate laundry room, utility room, and a large storage room. There is a mud room area with built-ins and direct access to a large 2-car garage. Additional highlights include oak floors, 5-zone HVAC, whole house generator, 12-zone sprinkler system, and a flat, fenced yard area. Ideally located close to schools, train, and shops, this home offers a flexible layout, excellent condition, and a truly special setting with patio and bilevel deck, areas for play, gardens and dramatic rock outcroppings.
Courtesy: Houlihan Lawrence Inc.
914-328-8400
Step into a home that blends space, light, and everyday convenience in all the right ways. This legal 3-bedroom residence lives like a 4-bedroom, offering flexible options including a potential first-floor bedroom—perfect for guests, work-from-home needs, or multigenerational living. At the heart of the home, a majestic family room with a fireplace creates a warm and inviting atmosphere, ideal for both relaxing nights and entertaining. Generously sized rooms are flooded with natural light, while beautifully refinished hardwood floors flow seamlessly throughout. The home features three full bathrooms, an oversized two-car garage with abundant storage, and a roof just 10 years young—providing peace of mind for years to come. Thoughtfully maintained and truly turn-key, this property is ready for its next chapter. Located directly across the street from Horace Greeley High School and Chappaqua Crossing, enjoy unmatched convenience with dining, shopping, grocers, health club, and more just moments away. A rare combination of space, flexibility, and prime location—this is the one you’ve been waiting for.
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: 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 (with options for more) 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 home office, 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
914-238-0676
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 living and dining rooms lead to a Chef's eat-in kitchen with granite countertops, oversized island, stainless appliances and dining area. The kitchen opens to a spacious family room with wood burning fireplace and doors to an expansive deck overlooking the serene, park-like level backyard. A mudroom off the kitchen provides everyday convenience, and a separate back bonus/recreation room adds flexible space for work, play, or relaxation. Upstairs, the primary suite features a spa-like bath, dressing area, and oversized custom-outfitted closet. The finished legal walkout lower level includes a large recreation room, gym, full bath, and ample storage. Other highlights include a large laundry room, large walk-in pantry and a 3-car attached garage. Whole house generator. Located just minutes to the towns of Chappaqua and Armonk, in the Byram Hills School District and just 45 minutes from NYC, this home is not to be missed. TAXES BEING GRIEVED.
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.
