Courtesy: Houlihan Lawrence Inc.
914-328-8400
Nestled on over an acre of beautifully landscaped grounds in the highly sought-after Chappaqua School District, this exceptional residence offers a rare blend of privacy, craftsmanship, and versatility. Behind a gated entrance, mature specimen plantings, expansive lawns, and a tranquil natural setting create a true private retreat just minutes from downtown Chappaqua and Metro-North. Thoughtfully improved throughout the years, the home features cedar siding, Anderson windows and sliding doors, custom hardwood flooring with intricate inlay detail, reinforced structural beams, remote-controlled skylights, and numerous mechanical upgrades. Dramatic ceilings, walls of windows, and sun-drenched living spaces create an inviting atmosphere designed for both everyday living and entertaining. The eat-in kitchen is appointed with custom cabinetry, premium stainless steel appliances, a center island, and seamless access to the outdoor deck. Formal and informal living spaces flow effortlessly throughout the main level, highlighted by a dramatic living room with soaring ceilings, oversized windows, and a marble fireplace. The luxurious primary suite serves as a private retreat featuring custom California Closets and a stunning spa-inspired bath with a freestanding soaking tub, oversized glass-enclosed shower with body jets and bench seating, custom mahogany detailing, designer lighting, and exceptional finishes throughout. Renovated bathrooms throughout the home showcase custom tilework, premium fixtures, and thoughtful spa designs. A beautifully finished third-level bonus space offers vaulted ceilings, hardwood floors, built-in storage, a full bath, and endless possibilities for a home office, fitness studio, media room, recreation space, or private retreat. Adding to the home's versatility is an approximately 1,564 sq ft walk-out lower level featuring a legal accessory apartment with a full kitchen that includes custom Leicht cabinetry imported from Germany, a bonus room, spacious recreation/living area, laundry, storage, and private access. Additional highlights include California Closets throughout, intercom and surround sound systems, natural gas service, generator hookup, smart gate access, surveillance cameras, irrigation system, renovated garage, and a charming detached storage shed. Outdoor living is equally impressive with expansive decking, a remote-controlled SunSetter awning, and peaceful grounds designed for entertaining and relaxation. A truly special offering combining privacy, quality craftsmanship, modern conveniences, and exceptional flexibility in one of Westchester County's most desirable communities.
Courtesy: Compass Greater NY, LLC
914-238-0676
Move right into this sparkling, beautifully updated 4-bedroom Colonial, ideally located in the highly sought-after Chappaqua School District. Blending timeless pre-war charm with modern amenities, this home offers exceptional comfort and style. Freshly painted inside and out, the home features beautiful hardwood floors, recessed lighting, a renovated kitchen, updated bathrooms, a wood burning stove and more . A walk-up attic provides excellent storage or future expansion possibilities. Outside, enjoy a large, private property with mature landscaping and perennial gardens, a usable yard, and an expanded driveway accented by elegant Belgian block edging. Additional highlights include an above-ground oil tank and a convenient location close to schools, shopping, dining, transportation, and all that the area has to offer. A truly turnkey opportunity combining character, updates, and convenience.
Courtesy: William Raveis-New York, LLC
914-238-0505
Beautifully updated split ranch set on 1.02 park-like acres in a sought-after Chappaqua location near school, train and walkable to village center train and shops. The heart of this home is a spectacular high-end renovated eat-in kitchen featuring white cabinetry, Wolf, Miele, and Sub-Zero appliances, honed marble and granite counters, a center island with pendant lighting, a peninsula with seating, a walk-in pantry, bay window and a door to the patio-all flowing seamlessly into the living room with stacked stone fireplace, family room, and large dining area with bay window and crown molding. Wide-board pegged oak hardwood floors, crown molding and an abundance of natural light enhance the warm, inviting ambiance throughout. The living room showcases a dramatic floor-to-ceiling stacked stone raised hearth fireplace and custom built-ins. The light-filled family room impresses with soaring ceilings, a skylight, windows on three exposures, and French doors opening to a slate patio- perfect for indoor-outdoor living. A windowed main-level laundry room with built-ins and a renovated powder room add everyday convenience. Upstairs, are four bedrooms-three generous bedrooms with wide-board pegged oak floors and double closets share a newly renovated hall bath with double-sink vanity and full tub. A privacy door leads to the primary suite with king-size bedroom, oversized windowed walk-in closet, and an updated en-suite spa style bath with skylight, jetted tub, large storage vanity and frameless glass shower. The expansive lower level offers exceptional flexibility and has a playroom with sliding glass doors to a lower patio, home office, powder room, large mudroom, and an oversized two-car garage with storage alcove. The fenced backyard with multi-level patios and flat lawn presents a potential pool site. Additional features include new windows, professional landscaping, wired-for-generator, EV charger, closet organizers, 10-year new roof, 4 zone HVAC, and low taxes. Truly move-in condition, a gem, won’t last.
Courtesy: Houlihan Lawrence Inc.
914-238-4766
Some homes have good bones. This one has great ones in a private setting. Nestled in Chappaqua's beloved Seven Bridges neighborhood, this 1934 Colonial sits on nearly three-quarters of an acre where tree-lined streets and a true sense of community appeal to buyers who embrace Chappaqua and remain for years. Original hardwood floors, a wood-burning fireplace, crown molding, and a screened porch speak to craftsmanship that simply cannot be replicated. An updated kitchen with granite countertops, wood cabinetry, and a gas range bring real functionality to the floor plan. Main floor offers living room with attached screened in porch, formal dining room, family room / breakfast room, kitchen, huge en-suite bedroom and laundry room. Upstairs holds four more bedrooms, primary ensuite and another full bathroom. Basement has slop sink with laundry hook up and mechanicals. A 2-car garage with a huge walk-up attic, and two additional attics accessed from inside the home give you the space and storage to match your needs. Bring your vision and make it yours in one of Westchester's most sought-after school districts.
Courtesy: North Country Sothebys Int Rlt
914-271-5115
The truly enchanting waterfront setting of this exceptional in-town 1930 Dutch Colonial is defined by sweeping views, lush landscaping, expansive flat yards and a pristine spring-fed duck pond. Meandering stone pathways guide you through beautifully curated grounds, revealing peaceful gathering spaces and quiet corners perfect for enjoying the storybook scenery. Just off the kitchen, a generous stone patio creates an ideal backdrop for seamless indoor-outdoor entertaining; the front porch is a classic for your rocking chairs and morning coffee. The home blends timeless craftsmanship with modern comfort, featuring a stunning gourmet kitchen, elegant French doors, central air and so much more, thoughtfully designed for effortless everyday living. Perfectly positioned in the heart of the village of Chappaqua, with no need for a car to get to everything, you’re just moments from town, shops, restaurants, and the Metro-North train station, approximately 45 minutes express train to New York City. Located in one of Westchester’s most sought-after communities, Chappaqua is known for its fabulous schools, charming downtown, scenic wooded landscapes, and outstanding quality of life. Taxes with STAR approximately $20,556. A magical home in a setting like this is a rare find, and the ability to enjoy this spectacular quality of life within steps to farmers market, gourmet food shops and restaurants, stores, train and everything you need is a dream come true.
Courtesy: Keller Williams Realty Partner
914-234-4444
Welcome to 134 Bayberry Close in the sought-after Old Farm Lake community, in the heart of Chappaqua. This spacious 2-bedroom, 2.5-bathroom townhouse offers over 1,800 sq ft of living space across three levels, including a finished walk-out lower level. The main level features an eat-in kitchen, a dining area with sliding glass doors to the deck, and a sun-filled living room with cathedral ceilings and a fireplace. Upstairs, the nicely sized primary suite offers a walk-in closet and en-suite bath, while the second bedroom features its own full bath. Laundry is conveniently located on the upper level. The lower level provides valuable flexible living space, featuring a family room and a separate area ideal for a home office, gym, or guest space. Residents enjoy exceptional community amenities including pool, tennis courts, clubhouse, playground, and basketball court, all just minutes to town, train, shopping, and top-rated Chappaqua schools. A rare opportunity to own in one of Chappaqua’s most desirable condominium communities. Additional highlights include a new water heater, central air, natural gas heat, attached 1-car garage, and excellent storage.
Courtesy: Compass Greater NY, LLC
914-238-0676
Timeless elegance meets relaxed country chic at this extraordinary Chappaqua retreat. Ideally situated on one of Chappaqua's most coveted streets, this remarkable residence was originally built in 1910 and completely renovated and reimagined in 200l and then again in 2009 for modern living. Privately set amid beautifully landscaped grounds, 40 Algonquin blends classic country manor-style architecture with warm sophistication and resort-inspired outdoor living. A stately columned facade creates a striking first impression, while inside, expansive rooms, oversized windows, and sun-filled spaces create a bright yet inviting atmosphere throughout. Thoughtfully designed living spaces offer effortless flow for both relaxed everyday living and entertaining. This 4-bedroom home lives like a 5-bedroom, offering outstanding flexibility for guests, au pair, home office, or multigenerational living. Light-filled gathering spaces include a gracious den/library anchored by a fireplace, formal living room and an expansive family room with wood plank flooring and its own custom wood framed fireplace thoughtfully designed for comfortable living and effortless entertaining The beautifully updated chef’s kitchen is truly the heart of the home, featuring a redesigned center island, stainless steel appliances, and its own wood burning fireplace. The kitchen flows seamlessly into a stunning sun-filled dining area framed by a dramatic wall of windows overlooking the expansive outdoor terrace — creating the perfect setting for both everyday meals and memorable gatherings. A private main-level guest suite with en-suite bath adds wonderful convenience and flexibility for visitors or extended stays. Upstairs, A generously sized bedroom with en-suite and office/den flex space that lead to the tremendous primary suite retreat, complete with fireplace, dual bathrooms, two oversized walk-in closets, and a separate office or flex space with balcony to have your morning coffee. The third level offers an additional bedroom with loft/gaming area with full bathroom and an additional storage/Flex space. The renovated lower level adds impressive lifestyle space with a private gym, updated full bath, and beautifully finished recreation area ideal for entertaining, play, or relaxation. Walk-out directly to the patio where the Salt-water pool and hot tub create the ultimate outdoor retreat. The backyard is truly spectacular — a private resort-like oasis featuring a gorgeous gunite pool and spa, sprawling lawns, mature specimen plantings, multiple lounging and dining areas, and incredible privacy. Designed for both entertaining and peaceful retreat, the outdoor spaces deliver the lifestyle today’s luxury buyers are seeking. Ideally located just minutes to town, train, and Chappaqua Central School District award-winning schools, 40 Algonquin offers the rare combination of timeless charm, modern comfort, and elevated estate-style living- all in one of Westchester's most coveted settings.
Courtesy: Compass Greater NY, LLC
914-238-0676
TURNKEY in every way! Beautiful End Unit Townhouse in Old Farm Lake with private wooded views. Spacious Living Room with Wood Burning Fireplace and Cathedral Ceilings. Open Floor Plan with Living Room/Dining Room combination and sliding glass doors out to Deck. Renovated Eat in Kitchen with Carrera Marble counters and Stainless Steel Appliances -- including Bosch Dishwasher, Fisher & Paykel Refrigerator, GE Gas Range and Oven. Entry Foyer with Coat Closet, Powder Room & Door to Garage. Second Floor includes a spacious Primary Bedroom Suite with Walk-in Closet & Updated Primary Bathroom. An Additional Bedroom Ensuite with Full Bath, Laundry Area with New GE Washer/Dryer and Pull Down Stairs to Attic. Complex has Pool, Tennis, Clubhouse, Paddle/Basketball Court and Playground. Convenient to Chappaqua Schools, Library, Shopping, Train Station, Parks & Recreation. Easy NYC Commute. THIS HOME IS NOT TO BE MISSED!
Courtesy: Dorothy Jensen Realty, Inc.
914-328-3650
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, features a manicured lawn and a carefully curated garden. Experience modern elegance in this home, with high ceilings, lots of Windows and Skylights that bring abundant natural daylight and sunlight indoors. It has 3 Bedrooms and 2.5 Bathrooms, many updates throughout the home, including the exterior deck. The Living Room has custom built-ins. An inviting Dining Room for memorable meals and an Eat-in-Kitchen with quartz countertops and stainless steel appliances, both rooms have sliding doors onto the deck. It features hardwood floors throughout, many closets and storage spaces. The Primary Bedroom has a Juliet Balcony, En-Suite bathroom with Double sink vanity, Second Bedroom with Skylights, Third Bedroom with Hallway Bathroom. Close to Train, Close to Downtown Dining and Shops, Close to Schools. Property includes 1-Car Attached Garage with Driveway for 1 additional car. Amenities include: Inground Pool and Tennis Courts.
Courtesy: Keller Williams Realty Group
914-713-3270
Escape to your own private retreat on 3.44 acres of wooded land, where rustic charm meets modern comfort. This unique residence was thoughtfully expanded in 2005 and refined with modern luxuries while preserving its timeless character. The beautifully crafted, freshly painted 2,708-square-foot home offers 3 bedrooms and 4 bathrooms in a serene, nature-filled setting. Inside, you'll find a thoughtfully designed open-concept layout featuring a modern kitchen that flows seamlessly into a stunning log cabin-style living room. In addition, a sun-filled family room provides exceptional flexibility and can easily serve as a fourth bedroom, home office, or guest suite. The first-floor bedroom adds convenience and accessibility for family members and visitors alike. Step outside and discover an extraordinary outdoor lifestyle. Explore your own private forest hiking trails and designated picnic area, enjoy the playground, relax on the inviting front porch, or entertain guests on the expansive stone patio. The property also features a stone-rimmed natural pool, a charming gazebo, and a unique stone pizza oven—perfect for outdoor gatherings, dining, and creating lasting memories. Offering the rare combination of privacy and convenience, this peaceful sanctuary is just minutes from shopping, restaurants, and schools. Located only 35 miles from New York City, it provides the perfect balance of tranquil country living and easy access to world-class amenities. Whether you're searching for a forever home, a weekend getaway, or a vacation retreat, this one-of-a-kind property offers an exceptional lifestyle in a truly picturesque setting.
Courtesy: Compass Greater NY, LLC
914-238-0676
Perfectly situated on over three picturesque acres, this timeless 5 bedroom Federal Colonial effortlessly blends historical charm with modern convenience. Thoughtfully updated while maintaining its classic character, the home offers expansive living spaces, refined finishes, and an exceptional layout designed for today’s lifestyle. At the heart of the home is the stunning chef’s kitchen featuring a Wolf 6-burner range with grill and double ovens, Sub-Zero refrigerator, custom maple cabinetry, large banquette and oversized island — all seamlessly opening to the dining room and dramatic great room, ideal for both everyday living and entertaining. A charming screened-in “lemonade porch” invites peaceful mornings and relaxed summer evenings overlooking the beautiful property. The home offers a flexible and functional floor plan featuring a private first-floor guest suite, separate office spaces, and, upstairs, a quaint secondary bedroom wing accented with irreplaceable wide plank floors. For added privacy, the expansive primary suite can be accessed via a secondary staircase. The luxurious primary retreat features a spa-like bath and oversized his and hers walk-in closets, creating a true sanctuary. Outside, enjoy resort-style living with a heated Gunite pool, expansive upper and lower patios, sweeping lawns, a very special Williamsburg style potager, and mature landscaping — all offering incredible usable outdoor space rarely found in the area. There’s even room for a future tennis or pickleball court. Located in the highly sought-after Byram Hills School District with convenient access to Chappaqua train parking, downtown shops, restaurants, and local favorites, this exceptional property offers the perfect balance of privacy, charm, and everyday convenience — all with low taxes.
Courtesy: Berkshire Hathaway HS NY Prop
914-834-7777
Tucked away on over two exquisitely landscaped acres in one of Chappaqua’s most prestigious enclaves, this exceptional newly constructed modern home redefines luxury living through a masterful blend of architectural sophistication, cutting-edge efficiency, and timeless elegance. Designed with a discerning eye and crafted with uncompromising quality, this magazine-worthy residence offers the ultimate turnkey lifestyle only moments from downtown Chappaqua, Metro North, and top-ranked schools. A dramatic arrival sets the tone as you enter through oversized custom doors into sun-drenched interiors framed by soaring 10-foot ceilings, expansive walls of glass, and wide-plank white oak flooring throughout. The home’s seamless open-concept design was thoughtfully curated for both grand-scale entertaining and intimate everyday living, creating a warm yet elevated atmosphere in every room. At the heart of the home is a spectacular chef’s kitchen worthy of a luxury design showroom, featuring premium professional-grade appliances, bespoke custom cabinetry, oversized quartzite island, designer lighting, and exceptional prep and storage space. Flow effortlessly into the breathtaking great room anchored by a statement fireplace and oversized sliders that open to a covered outdoor lounge, creating a true indoor-outdoor living experience. The primary suite is a private sanctuary rivaling a five-star resort, complete with a boutique-inspired dressing room and a spa-caliber bath featuring radiant heated floors, custom marble steam shower, soaking tub, and designer vanities. Generously sized ensuite bedrooms provide exceptional comfort and privacy for family and guests alike. The fully finished walk-out lower level elevates the home even further, offering an extraordinary extension of living space ideal for a private wellness retreat, gym, media lounge, golf simulator, wine tasting room, or entertainment venue. A striking custom wine display serves as a dramatic focal point and conversation piece. Every inch of this residence reflects a commitment to luxury and modern convenience, including geothermal heating and cooling, smart-home integration, premium fixtures and finishes, oversized heated garage space, and meticulously curated landscaping designed for both beauty and privacy. A rare offering that blends modern elegance, privacy, and convenience just under an hour from Manhattan. Come see a flawless fusion of contemporary design, superior craftsmanship, and effortless luxury set within one of Westchester’s most coveted communities today.
Courtesy: Keller Williams Realty Partner
914-962-0007
Welcome to 10 North Lane, a spacious 3-bedroom, 3-bath home offering 3,155 square feet of comfortable living in the heart of Chappaqua. Located within the highly acclaimed Chappaqua School District, this charming residence is perfectly positioned on a quiet, private cul-de-sac street just minutes from the Taconic Parkway, shopping, and the vibrant Chappaqua town center. Enjoy a beautifully level yard, ideal for outdoor entertaining, play, or peaceful relaxation. Featuring updated hardwood floors, a convenient first-floor bedroom, and tasteful minor updates throughout, this home blends space, style, and serenity. A rare opportunity in one of Westchester’s most desirable communities!
Courtesy: Town and Village Real Estate
877-295-4111
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. location within the award-winning Pleasantville School District. Situated on a quiet cul-de-sac, this 4-bedroom, 2-bath home features soaring cathedral ceilings, rich red oak hardwood floors, and an inviting open layout designed for both everyday living and entertaining. The spacious living room provides the ideal setting for gatherings and holidays, while multiple freshly stained multi-level decks create seamless indoor-outdoor living perfect for entertaining, summer barbecues, or relaxing evenings overlooking the expansive park-like property. The large yard offers endless possibilities for play, gardening, and recreation, plus three storage sheds for added convenience. Also included is a 11'x54' triangular shaped lot on north side of primary lot. .46 Acre Total Recent updates including a newer roof and boiler provide peace of mind, while the attached garage adds practicality and storage. Commuters will love the easy 5-minute walk to the Chappaqua train station with approximately 45-minute access to Grand Central Terminal. Rarely offered, this home also includes FREE school bus pickup within Pleasantville’s walking district. Ideally located just minutes from the farmers market, shops, restaurants, parks, and Metro-North, this move-in ready home delivers comfort, charm, and an exceptional lifestyle in one of Westchester’s most sought-after communities. Easy to show same day showings are ok now.
Courtesy: Houlihan Lawrence Inc.
914-238-4766
Set on beautifully landscaped grounds in one of Chappaqua’s most coveted neighborhoods, this exceptional luxury Colonial blends timeless architecture, designer finishes, and an unmatched indoor-outdoor lifestyle within the award-winning Chappaqua school district. Privately positioned against acres of preserved land, this premier Westchester County property offers both tranquility and convenience, just minutes to Metro North, downtown Chappaqua, and Chappaqua Crossing featuring Whole Foods Market and Life Time. Living like a 5-bedroom home, this luxury home for sale in Chappaqua showcases exceptional craftsmanship throughout with Juliet balconies, copper-topped cupolas, Belgian block-lined driveways, soaring ceilings, custom millwork, and walls of glass that flood the interiors with natural light. A dramatic curved staircase welcomes you into elegant yet comfortable living spaces designed for both everyday living and sophisticated entertaining. The chef’s kitchen is beautifully appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, and European mosaic tilework, seamlessly connecting to the formal and casual gathering spaces. Highlights include a sophisticated library with gas fireplace, a stunning vaulted family room, and an impressive entertainment lounge with a wood-burning fireplace, wet bar, Viking wine refrigerator, and custom built-ins. The luxurious primary suite offers a gas fireplace, oversized dressing room, and spa-inspired bath, delivering the ultimate private retreat. Outside, the property lives like a private resort with a heated saltwater pool, outdoor fireplace, expansive patios, built-in grill, fire pit, poolside grotto with shower and changing area, gazebos, and a half basketball court with spotlighting. This exceptional Chappaqua estate offers luxury living, privacy, and resort-style amenities in one of Westchester’s most sought-after communities, known for top-rated schools, vibrant downtown, and easy NYC commute. A rare opportunity to experience estate-style living and the quintessential Chappaqua lifestyle at its finest.
Courtesy: Compass Greater NY, LLC
914-238-0676
Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion in August 2026. Early buyers will have the rare chance to customize many of the final finishes and tailor the home to their personal style. This thoughtfully designed home offers 4 bedrooms and 5.1 bathrooms, with a highly desirable layout that lives like a larger home thanks to additional flexible living spaces. The main level features an open-concept design with seamless flow between the kitchen, dining area, and informal living room with fireplace. The kitchen is equipped with a premium Thermador appliance package and includes sliding glass doors leading to the back patio, while the family room also features sliders to the covered patio—creating a seamless connection and the perfect setting for indoor-outdoor entertaining. In addition to the formal dining room, formal living room, and powder room, the main level also includes a versatile room adjacent to a full bathroom, ideal for use as a private office, den, or guest accommodations. The fully finished walk-out lower level adds substantial additional living space, including an additional room with sliding glass doors and access to a full bathroom—well-suited for a variety of uses including extended living, recreation, or work-from-home needs. The primary suite is a true retreat, showcasing a tray ceiling, two oversized walk-in closets, and a luxurious bathroom with double vanity, soaking tub, separate shower, and private toilet room. A second-floor laundry room adds everyday convenience. Just a few additional highlights include 9-foot ceilings throughout, 4" oak hardwood floors, high-end finishes across all levels, an oversized two-car garage leading to a mudroom with custom cubbies and closet, a high-efficiency heat pump and cooling system, pre-wiring for a future electric vehicle charging station, and a security system. Privately set on over an acre of land on a cul-de-sac street and surrounded by mature trees, this home offers a peaceful setting while remaining close to parks, town, schools, and transportation. A rare opportunity to own a brand-new, thoughtfully designed home with exceptional flexibility in an ideal Chappaqua location.
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: 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
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 10514has a population of 3,062. Chappaqua 10514 is more family-centric than the surrounding county with 46.13% 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 10514 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 10514 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.
