Courtesy: Houlihan Lawrence Inc.
914-238-4766
A Timeless Colonial, Thoughtfully Reimagined for the Way We Live Today There is a certain feeling you get the moment you arrive, a sense of history, warmth, and quiet refinement. Set on a lush, level acre within the coveted Chappaqua School District, this stately Colonial has been beautifully renovated to honor its classic roots while embracing modern comfort and flexibility. The home’s striking exterior of cedar shake siding, brick facade, and stately columns sets the tone for what awaits inside. Step through the front door into a grand foyer with soaring ceilings, where light and space immediately welcome you home. The living room invites cozy winter evenings around a classic wood burning fireplace, while a sun filled slate floor family room offers generous space for entertaining, gathering, or quiet moments alike, perfect for everything from a grand piano to relaxed weekend lounging. At the heart of the home is a chef’s kitchen designed for both beauty and function. Bathed in natural light, it features a Viking gas cooktop, double oven, wine refrigerator, and brand new stainless steel appliances, all anchored by a large center island. The kitchen flows seamlessly into a charming dining area where sliding glass doors open to a serene patio, ideal for al fresco dinners, morning coffee, or summer evenings under the trees. Just beyond, a second family room feels like a retreat of its own. With a wood burning stove and walls of glass overlooking the peaceful backyard, it is a space that naturally lends itself to reading, meditating, or simply unwinding at the end of the day. One of the home’s most valuable and versatile features is found on the main level. A private office or den, comfortably used as a guest bedroom, is located directly across from a full bathroom. This thoughtful layout offers exceptional flexibility and is ideal for in laws, a nanny, extended guests, primary level living, or imaginative use tailored to your lifestyle. Upstairs, the primary suite is a true sanctuary. Spacious and serene, it features an oversized walk in closet and a luxurious marble spa bath with double vanity and an expansive walk in shower. Two additional bedrooms are generously sized and share a beautifully updated marble hall bath. The walk out lower level adds yet another layer of livable space. Whether envisioned as a recreation room, home gym, playroom, or media lounge, it offers full laundry, abundant storage, and direct outdoor access, making it as functional as it is inviting. Set on a wonderful level property meant to be enjoyed year round, this home effortlessly balances elegance, comfort, and flexibility. It lives as a four bedroom residence with the added benefit of a main level office or den and a full bath, offering a layout that adapts beautifully to modern living.
Courtesy: William Raveis-New York, LLC
914-238-0505
This classic center hall Colonial sits across the street, just steps from Gedney Park - one of the area’s most beloved parks, offering direct access to trails, fields, a playground, a sledding hill, a fishing pond, and year-round recreation. Inside, enjoy a sunlit living room with a wood-burning fireplace, French doors to a 3-season porch with new vinyl flooring, and refinished wood floors throughout. The renovated kitchen features quartz countertops, stainless-steel appliances, a tile backsplash, and direct access to the backyard deck. A traditional dining room and updated powder room complete the main level. Upstairs, there are three freshly painted bedrooms, all with new ceiling fans, and a full bath with access to a full attic. The basement includes laundry and ample storage. Notable upgrades include a new above-ground oil tank, all new lighting, and a freshly painted interior and exterior. This home location offers quick access to commuter routes, schools, and shopping. A great fit for buyers looking for charm, convenience, and community.
Courtesy: Compass Greater NY, LLC
914-238-0676
A truly rare Chappaqua mini-estate with pool and tennis, offering resort-style living just a short walk from the town and train. Privately perched atop a hill and approached by a sweeping stone-lined driveway, this property delivers an exceptional blend of privacy, presence, and convenience—moments from shops, dining, and Metro-North. The expansive grounds are designed for all-season enjoyment, featuring a heated pool, tennis court, playground, and putting green, creating a true at-home retreat rarely available so close to town. A classic wraparound porch sets the tone for relaxed indoor-outdoor living, perfect for morning coffee, sunset cocktails, and effortless entertaining overlooking the beautifully landscaped property. The home balances estate-style scale with a warm, welcoming feel, making it equally suited to large gatherings and everyday living. An irreplaceable , country-chic Chappaqua offering where land, privacy, and best-in-class amenities meet true walk-to-all convenience—an ideal opportunity for buyers seeking a mini-estate lifestyle in a prime, in-town location.
Courtesy: Compass Greater NY, LLC
914-238-0676
Meticulously maintained, beautifully appointed 4-bedroom, 4 full and 1 half-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 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 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. 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.
Courtesy: Corcoran Legends Realty
914-332-6300
Welcome to 26 Wallace Way — a standout residence in the coveted, sold-out Chappaqua Crossings Carriages community. Thoughtfully designed and impeccably finished, this first-floor primary bedroom home elevates townhouse living with refined interiors, dramatic architecture, and a setting that is both private and connected. The main level makes an immediate impression with a dramatic double-height living room, where oversized windows flood the space with natural light and tranquil views of the open grass courtyard placing the home at the heart of one of the community’s most desirable locations. The chef’s kitchen flows seamlessly into the living and dining areas, anchored by a generous center island, custom cabinetry, and premium appliances, creating an ideal layout for both everyday living and entertaining. The primary suite offers effortless main-level living, complete with a spa-inspired bath and an expansive walk-in closet. A stylish powder room, along with thoughtful storage, laundry, and garage access, completes the level. Upstairs, a sunlit loft serves as a versatile lounge or gathering space with western exposure showcasing beautiful sunsets beyond. From here, step out to the private outdoor terrace overlooking landscaped grounds and treetops—a peaceful retreat perfect for morning coffee or evening unwinding. This level also features a well-appointed second bedroom, a full bath, and a dedicated home office, along with large walk-in closets that enhance both comfort and functionality. The living space extends even further with a finished basement, ideal for an additional bedroom, media room, or gym, and is complemented by a third full bathroom. The home also includes dedicated areas on all three levels for a future elevator, offering long-term flexibility and ease of living. Just a short walk from the clubhouse and pool, the amenities feel like a natural extension of your home. Residents enjoy walkable access to the fitness center, Whole Foods, Life Time, shops, and restaurants, along with a dedicated shuttle to the train for effortless commuting. Built by Toll Brothers, known for exceptional quality and craftsmanship, 26 Wallace Way offers a rare blend of first-floor primary living, dramatic architectural design, privacy, and resort-style amenities in one of Chappaqua’s most sought-after communities.
Courtesy: Houlihan Lawrence Inc.
914-238-4766
Updated end-unit townhome with an oversized patio, featuring 3 bedrooms, 2.1 baths, and a spacious loft in the sought-after Apple Hill Farm complex. Airy and private. Tranquil setting among apple orchards and woody walking trails by the pond. This beautiful unit has been extensively renovated and offers hardwood floors throughout, fresh paint, an updated kitchen with stainless steel appliances and granite countertops, and updated baths with quartz vanities. The dramatic living room features a fireplace, double-height ceiling, and oversized windows, and opens seamlessly to the dining area with sliding glass doors leading to the oversized patio. Additional upgrades include several brand-new windows and skylights. The home also features a spacious loft, in-unit laundry, an attached one-car garage, French drainage, and an open floor plan. The complex offers a community pool and tennis courts. Conveniently located minutes from town, Chappaqua schools, and the Chappaqua train station. Not to be missed—this home will not last!
Courtesy: Weichert Realtors
845-624-1700
Welcome to Rye Colony and this bright & sunny updated 2-bedroom townhouse-style unit. The unit features an entryway and open floor plan. There is plenty of natural light throughout. The spacious living room includes hardwood floors, recessed lighting, crown molding, and wainscoting panels. There is a large dining area that leads to a renovated kitchen with granite countertops and access to the deck giving you access to the outside where you can enjoy fresh air and a BBQ. The second floor includes a bedroom and the primary bedroom with hardwood floors, updated closets, bedroom doors and a newly renovated full bath. There is an attic, which is accessible with pull-down stairs, that offers access to plenty of additional storage. The unit also includes an updated electrical panel along with pre-wiring for either Optimum or Verizon cable. This complex offers, great location to Metro North Station, major highways I-287 and 95. Shopping, restaurants etc.
Courtesy: Houlihan Lawrence Inc.
914-238-4766
Custom design your dream home in a seamless process with ZappiCo, Westchester County's premier Real Estate Developer! This luxurious home is to-be-built in the highly desirable Chappaqua school district. With 4 spacious bedrooms and 2.5 beautifully appointed bathrooms, this home will be meticulously crafted with the finest materials and attention to detail. As you enter, you will be greeted by an open concept living and dining area, perfect for entertaining guests or relaxing with loved ones. The gourmet kitchen will feature an open layout with quartz countertops and semi-custom cabinetry. The open concept main level will also offer a family room & living room - perfect for those who work from home or need a quiet space to study. Upstairs, you will find a spacious primary suite complete with a spa-like en suite bathroom and walk-in closet, as well as three additional bedrooms with ample closet space. Other features of this home will include hardwood flooring throughout, energy efficient windows, 2-zone central air, and a full finished basement (1,000 sf. incl. in total sf) ready for your personal touch. Outside, landscaping is included to create your own oasis. Located just a short distance from local restaurants, shops, and parks, this home offers the perfect blend of luxury living and convenience. With the ability to customize your finishes and personal touches, this to-be-built home is the perfect opportunity to create your dream home in Chappaqua. Photos are representative of previously built/sample home and may show options not included in the Supreme Spec package.
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.
914-238-4766
Location, Location, Location! Chestnut Oak Complex. Dramatic and bright townhouse with natural lighting. This 1 bedroom 1.1 bath plus huge Loft/Den is in mint condition. Updated kitchen with stainless-steel appliances. Living room with high ceilings, fireplace and wall of windows is combined with spacious dining area. Updated powder room on the first level. Huge primary bedroom with with two clothes closets and private updated full bath. Loft/Den/Office off primary bedroom with sliding glass door to balcony. This unit comes with one-car garage, newer furnace, hot water heater, refrigerator. Washer and dryer in the unit. Entire interior of the unit was just painted (September 2025). Complex offers, pool, tennis and community garden. Conviently located to Chappaqua train station, shopping, schools, parkways and bus.
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.
