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: Coldwell Banker Realty
914-769-2950
Welcome to Chestnut Oaks, a sought-after condominium community just moments from downtown Chappaqua. This sun-filled 1-bedroom plus loft and den residence offers 5 well-designed rooms, 1.1 updated baths, and a flexible layout ideal for today’s living. The inviting entry hall features tile flooring and a generous closet, leading to an updated powder room accented by a charming octagonal window and Carrera marble floor. The renovated kitchen showcases stainless steel appliances, crisp white cabinetry, black granite countertops, and a Carrera marble subway tile backsplash, with a convenient pass-through to the dining area. The expansive living/dining room is highlighted by laminate wood flooring, recessed lighting, oversized windows, and a dramatic partial cathedral ceiling—perfect for entertaining or relaxing. Upstairs, the spacious primary bedroom includes wall-to-wall carpeting, recessed lighting, crown molding, and two double closets. An updated dual entry bath, from the hallway and primary bedroom, features gray tile flooring and a white tile tub surround. The open loft, with sliding glass doors to a private balcony, provides an ideal home office or reading nook. Additional features include a versatile den or guest space with crown molding and clerestory windows, and a convenient laundry closet with stackable washer and dryer. Enjoy complex amenities including an outdoor pool and tennis court. Ideally located close to shops, restaurants, library, park, farmer’s market, and train to NYC, this residence offers comfort, convenience, and a true Chappaqua lifestyle.
Courtesy: eXp Realty
888-276-0630
Just north of NYC, this move-in ready CHAPPAQUA home delivers effortless, elevated living—done RIGHT. 3 min drive to Metro North station - 48 min ride to Grand Central Station * Set behind a long private driveway with an attached 2-car garage and expansive front yard, the property captures stunning sunset views, with golden hour pouring in the best way. Inside captures a calm, grounded palette with clean, high-end finishes that deliver a serene feel. The layout is open, airy and flows naturally, anchored by a striking limewashed fireplace. At the center a 10-FT ISLAND defines the kitchen with an extended space for additional storage and coffee bar. Trifold door opens wide to create SEAMLESS INDOOR-OUTDOOR LIVING, leading to a multi-patio backyard designed for easy entertaining and memorable gatherings. The dining area is finished with a custom board and batten accent wall for added depth and character. Thoughtful details carry throughout—like the HIDDEN BOOKSHELF DOOR leading to a main-level laundry room, a SECOND laundry room in the basement and a custom entry bench with built-in Storage. The Bathrooms are designed with a spa-level feel, featuring heated floors, a soaking tub, and LED-lit mirrors. LED Recessed lighting runs all throughout the home * SMART HOME features include lights, appliances, heated bathroom floors, hot water system, thermostat and home surveillance system. < Motorized security camera system included The FINISHED BASEMENT offers flexible BONUS ROOM with an additional fireplace. Even the garage is upgraded with LED lighting and garage flooring for a clean, functional setup. Located in a prime Chappaqua setting within a highly sought-after school district. Turn-key, well-designed, and ready to be lived in. Buyer agent to verify all info * note ; With so many options available Buyer has the opportunity to choose the shower glass they desire for Primary & basement bathrooms Brand new Hot water tank and Pressure Tank
Courtesy: Compass Greater NY, LLC
914-238-0676
Experience modern luxury at 21 Hemlock Hills, a stunning home set on 1.8 acres of meticulously landscaped grounds. This residence features 4 spacious bedrooms and 3.5 bathrooms, including a gorgeous, luxurious master bathroom that serves as a private retreat. The heart of the home is the Carol Kurth-designed Leicht kitchen, a masterpiece featured in a magazine, seamlessly flowing into the open great room—perfect for entertaining or everyday living. A dedicated home office provides a quiet and functional space, while the finished basement offers endless possibilities for recreation or additional living areas. The extensive landscaping creates a serene outdoor sanctuary, ideal for relaxation or hosting gatherings. Practicality meets elegance with the inclusion of a full-house generator, ensuring uninterrupted comfort and convenience. Every detail of this home has been thoughtfully curated, from its modern finishes to its functional layout, offering a harmonious blend of sophistication and practicality. Discover the perfect balance of style and comfort at 21 Hemlock Hills. Schedule your private tour today to explore this exceptional property.
Courtesy: Julia B Fee Sothebys Int. Rlty
914-967-4600
Welcome to this fabulous 4-bedroom, 2.5-bath contemporary Colonial home, perfectly designed for today’s lifestyle with a seamless blend of style and comfort. Set on 2.26 private acres with vast views of the private community lake, this home offers open, luminous living spaces flooded with natural light and thoughtful architectural detail throughout. As you enter the home, you step into the formal living room featuring sliding glass doors to deck, a wood-burning fireplace and floor to ceiling windows that frame the surrounding landscape and bathe the room in sunlight. The formal dining room with balcony provides a large space for entertaining, while the flowing layout ensures effortless movement between spaces. The gourmet eat-in kitchen with center island is steps away from the family room, fireplace, and screened in porch. The primary bedroom suite offers privacy and separate home office with three walls of windows looking over the backyard and lake. Three additional bedrooms and full bathroom complete the second floor. The large private property is ideal for fun outdoor activities, stroll to the lake to kayak or quiet evenings at home. There is more to enjoy when you live in Chappaqua, from the award winning school district, dining in town, convenient metro-north trains, and preserve hiking trails. We have it all for you!
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: Houlihan Lawrence Inc.
914-238-4766
Welcome to 350 Wooded Hill Court. A grand, young Colonial offering resort-style living in Chappaqua, sited on 2.9 acres. Discover the perfect blend of luxury, lifestyle, and location in this exceptional 4-bedroom, 4.5-bath set on a private cul-de-sac just minutes from town, schools, shopping, and Metro-North. Built with exquisite craftsmanship by one of Chappaqua’s most reputable builders, this home showcases superior quality, timeless detailing, and an open floor plan ideal for modern living. A striking two-story entry foyer sets the tone for the sun-filled interior, featuring Brazilian Cherry floors throughout, elegant millwork, and expansive windows framing views of the meticulously landscaped grounds. The gourmet chef’s kitchen offers top-of-the-line appliances, custom cabinetry, and seamless flow into the family room and sunroom, perfect for everyday living and entertaining. Upstairs, the luxury primary suite feels like a private retreat with a massive custom walk-in closet/dressing room complete with office space and a spa-inspired bath. Three additional spacious bedrooms and beautifully appointed baths complete the second floor. The lower level is an entertainer’s dream, featuring a state-of-the-art home theater, full wet bar, recreation space, and direct access to the yard. Step outside to your own private oasis. A breathtaking Gunite infinity-edge pool, charming gazebo, stone patios, stone walls, and specimen trees create a resort-like setting. Whether hosting summer gatherings or enjoying peaceful mornings outdoors, this property delivers unmatched indoor-outdoor living. Additional highlights in • Full-house generator • 3-car attached garage with 2 charging stations• Newer roof. Award winning Yorktown Schools.
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 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
Completely reimagined and move-in ready, this sun-filled 3-bedroom plus home office, 2.5-bath home sits on over one acre of rare, level property in one of Chappaqua’s most sought-after neighborhoods. Blending modern updates with timeless design, the home offers a bright, open flow ideal for today’s lifestyle, with expansive windows that flood every room with natural light. The main level showcases an expansive living room with a newly added gas fireplace and dual picture windows, a dedicated home office ideal for remote work, and a beautifully updated eat-in kitchen that flows seamlessly into an open-concept dining room —perfect for everyday living and entertaining. Step outside to a large deck overlooking the private, flat backyard, offering exceptional indoor-outdoor living. Just off the kitchen, a half-flight of stairs leads to a versatile ground level bonus room with picture windows, windowed powder room, and conveniently located mudroom with direct access to the attached two-car garage—ideal for everyday convenience. The second level, features a generous primary suite with a walk-in closet and en-suite bath, along with two additional spacious bedrooms and a full hall bathroom. The expansive lower level provides additional flexible living space, including a recreation room a windowed laundry room along with ample storage space. Set on meticulously maintained, park-like grounds with mature plantings, this property offers the perfect combination of tranquility and convenience. Just minutes to downtown Chappaqua, schools, train, Gedney Park, shopping, and dining!
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: Compass Greater NY, LLC
914-228-2656
Exciting all new construction by highly regarded local builder, Tavo Development, along with noted architect Teo Siguenza, aiming for a Fall 2026 completion. This refined, 5,712 sq ft Colonial blends classic architecture with sophisticated modern living. The light-filled main level, with 10’ ceilings, offers a seamless open floorplan featuring a chef’s kitchen with island and service pantry, breakfast room with terrace access, formal dining room, private library, and an inviting family room with fireplace. A dramatic two-story entry foyer, generous mudroom with laundry, and attached 3-car garage complete the level. Upstairs, the luxurious primary suite is a true retreat, highlighted by a vaulted ceiling, fireplace, dressing room with island, and a spa-inspired dual bath with soaking tub and oversized shower with separate entries. Three additional ensuite bedrooms and a second laundry provide comfort and functionality. Nearly one acre of usable grounds, with town approved pool site, creates the ideal backdrop for the finest outdoor living. Next to 2026 new build by Tavo, in the Chappaqua school district. Convenient to town, schools, highways, and approximately 50 minutes to NYC. House has a 5 bedroom septic system.
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
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 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.
