Completely updated and remodeled residence in the heart of Chappaqua, offering a highly versatile layout ideal for in-law suite, professional office, and/or apartment use. The home features two bedrooms plus an office in the main residence, plus a private, 1-bedroom legal accessory apartment currently generating $2,500 per month in rental income. The property also offers the flexibility to live as a single-family home, as the dividing door between the main residence and accessory apartment can be easily removed, creating a seamless and naturally flowing one-family layout. Thoughtfully designed with two washer/dryer sets, radiant heat in select areas, and tray ceilings with custom lighting, the home blends modern upgrades with everyday comfort. Additional highlights include an oversized one-car garage, abundant off-street parking, and a Kohler whole-house generator for year-round peace of mind. Fully wired for multiple smart home and automation systems, the home is well-suited for today’s connected lifestyle. Ideally located just a short walk to Metro-North and within the award-winning Chappaqua School District, with easy access to shopping, dining, and commuter routes—this turnkey property offers exceptional flexibility, income potential, and an unbeatable location.
Welcome to 23 Waters Edge, a delightful three-bedroom, two-and-a-half-bath home in the sought-after Old Farm Lake community in Chappaqua. This natural light-filled residence features an open floor plan with sliding doors that lead to a private patio—perfect for relaxed, easy living. Ideally located in the complex, this home enjoys privacy along with proximity to the community amenities. The open kitchen, dining, and living areas create a cozy yet modern atmosphere, ideal for both everyday living and entertaining. This level also offers excellent storage and a convenient powder room and access to the one car garage. Upstairs, you’ll find two well-proportioned bedrooms sharing a hall bath, along with a serene primary suite complete with a spacious walk-in closet and a beautifully renovated bathroom. Recent updates include windows, enhancing both comfort and efficiency, washer/dryer, dishwasher and AC condenser. Ideally located less than a mile from Chappaqua’s vibrant village and Metro-North train station, this home offers the perfect blend of privacy, convenience, and lifestyle. Welcome home.
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.
***Highest and Best requested by Monday Feb 2nd 4PM!!!! Move right into this sun-drenched, turnkey four-bedroom, four-bath home by Tom O’Brien Architecture, where classic design meets easy, comfortable living. Enter through cedar gates to a welcoming front portico with double columns and a barrel roof, setting the stage for what’s inside. The interior is bright and inviting, with newly refinished floors, custom millwork, recessed lighting, and oversized windows that fill the home with natural light. The layout flows beautifully from room to room, starting with a dramatic two-story foyer and continuing into a spacious living room with a slate fireplace and cozy bay-window seating. A formal dining room sits just off the main living space, making entertaining feel effortless. At the center of the home, the eat-in kitchen offers granite countertops, a built-in desk, and direct access to a flagstone patio—perfect for everyday living and casual gatherings. The adjoining family room features a vaulted ceiling and French doors that open to the backyard, creating a seamless indoor-outdoor feel. Upstairs, the primary suite is a peaceful retreat with custom closets and a spa-like marble bath. The finished lower level adds great flexibility with a playroom, office or guest space, full bath, laundry room, and a mudroom with direct entry to the attached two-car garage. Outside, the landscaped property is both private and inviting, with hydrangeas, mature plantings, and a nearby path leading to a quiet cul-de-sac. Conveniently located close to the school, with a bus stop right at the end of the driveway, this special Chappaqua home offers comfort, style, and a layout that truly works for today’s lifestyle.
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.
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!
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.
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.
.Welcome to this unique and charming carriage home nestled in the heart of Chappaqua. Legally 2BR but lives as 3 BR with permitted additions. Bright and sunny, set on a private 0.69-acre lot. This well-maintained residence blends timeless character with modern updates. Step inside to a welcoming entry foyer that leads to a spacious living room, complete with a cozy fireplace and French doors opening to a secluded patio — perfect for entertaining or quiet relaxation. The country-sized kitchen has been thoughtfully updated, featuring an informal seating island and space for a full dining table, making it the true heart of the home. Off the kitchen, a lovely pergola extends your living space outdoors. The main floor offers a primary bedroom along with two additional versatile rooms — currently used as a family room and office but true bedrooms— plus an updated full bath and half bath . Upstairs, discover a loft-style master suite with its own private bath and French doors leading to a private balcony, creating a serene retreat. Additional highlights include parking for up to four cars, mature landscaping, and the privacy of a wooded setting, all while being minutes from Chappaqua’s schools, train station ( 1.2 miles), and town center.
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!
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.
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.