The median home value in Chappaqua, NY is $1,368,995.
This is
higher than
the county median home value of $679,000.
The national median home value is $308,980.
The average price of homes sold in Chappaqua, NY is $1,368,995.
Approximately 86.33% of Chappaqua homes are owned,
compared to 9.33% rented, while
4.33% are vacant.
Chappaqua real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Chappaqua real estate agent to arrange a tour today!
Learn more about Chappaqua.
Set on a flat corner property close to school/shops/train, this 5 BR/4.1 Bth 6000 sq ft center hall colonial offers gas & sewer, high end materials, custom finishes & details throughout. Walls of windows, French doors & expansive rooms include an elegant Entry Hall, Chefs Eat-in Kitchen open to large Breakfast Room, Family Room, Den/FPL, bi-level Great Room with 3 exposures & wet bar, Formal Dining Room, Mud Room & main level 2-car garage. A gracious primary suite includes Sitting Room/King size BR/3 walk-in closets & a luxurious marble En-suite Bath. The 2nd fl offers 4 more bedrooms (one a perfect home office w French doors to deck) & 3 full custom designed hall baths. The bright and sunny lower level playroom walks out to grade. Professionally landscaped with brick & slate patios & hot tub. Perennial flowering shrubs, towering trees & specimen plantings abound. Circular driveway. Lovingly maintained & updated, truly move-in condition, too many improvements to mention. A gem!
Experience the epitome of Mid-Century Modern living in this captivating secluded retreat, nestled down a country lane. This home, currently configured as a spacious 1-bedroom sanctuary, easily converts back to original design with 2 bedrooms and 1 bath, offers unparalleled privacy and sweeping panoramic views over 2 acres. The open spaces, accentuated by walls of windows, create a seamless indoor-outdoor experience, showcasing the breathtaking surroundings and nature's artwork. The property boasts a wrap-around deck, perfect for soaking in the serene landscape, wood floors, vaulted ceilings and brick walls. A wood-burning fireplace anchors the living space, making it the perfect hideaway for all seasons. This charming cottage serves as a peaceful haven, offering a unique living experience that blends architectural beauty, natural elements, and proximity to Chappaqua's town center. Don't miss out on this rare find. A testament to the timeless allure of Mid-Century Modern design.
Welcome to 36 Gray Rock Lane, a stunning Arts and Craft style home in Chappaqua, NY. With Geothermal heat and Solar panels, this home is as eco-friendly as it is beautiful. This spacious 5900+ sq. ft residence offers 4/5 bedrooms, 4 Full Bathrooms, 2 Powder Rooms and a flexible layout perfect for modern living. The large open Kitchen and Family Room provides a welcoming space for gatherings. In addition, there is also a gracious Dining Room, Den/Man Cave, Home Office space, first floor Au Pair suite, Mudroom and a Playroom in the walk out Lower Level. The outdoor space is equally lovely and includes a large wrap around deck off the rear of the house. Situated on a generous 1.2 acre lot, this home built in 2006 is just a sidewalk stroll away from downtown and train. Just a 50 minute commute to NYC. Don't miss out on this exceptional opportunity to live in style and comfort.
Indulge in the ultimate luxury living experience in this exquisite dream home, nestled within a private 4-acre botanical garden. This exceptional property is designed for entertainment and outdoor living, featuring resort-like amenities including an inground gunite pool with a spa, a hard-court tennis/pickleball/basketball court, and a personal 140+ yard par 3 golf hole complete with bunkers and multiple tee boxes for various shot perspectives. A country club experience, without leaving home. Step into luxury as you enter the main residence, spanning over 6,000 square feet across three levels, with 5 bedrooms, 4 full bathrooms, and a powder room. The first floor sets the stage for indoor entertainment with a massive, sun-filled great room, a large formal dining room, and a den set off the eat-in, chef's kitchen. The massive deck running the full length of the house seamlessly blends indoor and outdoor living, connecting you from the first level to the pool area down below. The finished lower level features a nice recreation area, an au Pair Suite with a full bath & shower, and is highlighted by a 4500-bottle wine cellar. The property also boasts a remarkable 1362-square-foot freestanding office, perfect for those who desire a dedicated workspace separate from the main house. Additionally, a detached 3-car garage offers a 1350+ square foot Adirondack lodge-style great room/office/game room/guest suite with a summer kitchen and full bath, ideal for work, play, entertaining, or hosting guests. A whole house generator ensures uninterrupted power supply, and every corner of this sanctuary exudes thoughtful sophistication, from the manicured grounds to the breathtaking vistas. This unparalleled estate offers a harmonious blend of work and leisure, making it truly one of a kind. Approx. FULL square footage = 7,388 including the Studio above the garage Main House = 6,026sf Studio above Garage = 1,362sf
Welcome to 30 Whitlaw Lane, Chappaqua A sophisticated 4-bedroom, 2.5-bathroom center hall colonial exuding elegance and timeless charm. This residence boasts superior craftsmanship and thoughtful upgrades, ensuring a home of unparalleled warmth and character. Step into a graciously proportioned interior, including freshly refinished hardwood floors and completely painted interior, recessed lighting, and upgraded mechanical systems. The abundant windows infuse every room with natural light. The well-designed layout provides excellent flow, seamlessly transitioning from formal rooms adorned with quality finishes to expansive casual areas, all complemented by a wonderful outdoor space. Enjoy the large level yard with an expansive deck, perfect for entertaining or simply unwinding in the serenity of the surroundings.Nestled in a sought-after cul-de-sac location, this colonial home sits on mature property, offering both privacy and tranquility. Offering convenient school bus pick up at the house and easy access to the County Bike Trails.
Located above the heart of Chappaqua, this charming Colonial on a half acre of land provides a wonderful view off either of its two outdoor porches. The eat-in-kitchen provides the opportunity to utilize the 6 gas burner Wolf stove, Miele dishwasher and Sub Zero refrigerator for a feast to enjoy either inside or outside on the deck overlooking the back yard. The second floor has three bedrooms with two full baths. The primary bedroom has it's own private full bath. Walkup unfinished attic on third floor provides ample storage space. One of the outdoor porches is off the main level and the other is off the bedroom level. The lower level has a laundry, a powder room and mechanical room with storage. Steps down to the garage. Relax on the private patio with aerated pond.
Immaculate and beautifully updated three bed, two and half bath Apple Hill Farm townhome in the Chappaqua school district. A welcoming entry foyer with a powder room lead to a large light filled living room with bamboo flooring. high ceilings, cozy wood burning fireplace and large windows. The kitchen has custom cherry wood cabinetry, stainless steel appliances and granite countertops and flows seamlessly into the dining room and to a private outdoor stone patio. Laundry and garage access complete the first level. The primary suite on the second level boasts stunning bamboo flooring. Juliet balcony, custom closets and a renovated en suite full bathroom with a granite topped vanity. Additional features include a versatile loft space outside of the second bedroom overlooking the living room, a skylit third bedroom, superb storage space, very close proximity to Chappaqua and Pleasantville. HVAC system replaced in 2023, roof and all skylights replaced in 2020, hot water heater replaced in 2017 and attic fan with thermostat was installed in 2019. This contemporary townhome nestled on a cul de sac in this sought after bucolic community on 37 sprawling acres with pool & tennis is a warm & welcoming place to call home.
AO, contracts out . This 5 bedroom colonial is beautifully set within the Lawrence Farms South very desirable neighborhood here in Chappaqua. Elegant homes and manicured lawns create this picturesque area close to town, train and schools. Large windows allow natural light to flood this space, a stunning kitchen designed for both functionality and style seamlessly connects the kitchen to dining and living areas creating the perfect flow throughout this home. Plenty of bedrooms to accommodate a large family or guests. This stunning home is perfectly set on over a flat acre. Come tour this gorgeous home that represents comfort, luxury and style.
Open House:
Saturday, 3/30 11:00-1:00PM
Stunning light filled contemporary home on premier Chappaqua road , lives like 5/6 bedroom with dual home office spaces & flexible floorplan. Renovated sparkling white oversized kitchen/center island/breakfast room windowed on 3 sides opens to family room w fireplace, high ceilings, 3 exposures, sliders to deck & patio. Playroom/billiard room 1/2 flight down with glass doors out. All main fl rooms open to expansive deck, patio & park-like back yard. Sweeping driveway privately set. Recent expansion of 2nd fl offers gracious King size primary suite/high ceilings/built-ins/dual WIC, & new en-suite spa style primary bath. Addt'l 3 bedrooms plus guest/nursery, large home office & large playroom/gym plus 3 full renovated hall baths. Windows everywhere. Gleaming hard wood floors throughout, recessed lighting, generator, ceiling fans. Impeccable move-in condition on sought after st near schools, town, train yet private with verdant parklike property and serene views out very window.
GRACIOUS LIVING CLOSE TO TOWN! Distinctive and admired 5 bedroom Chappaqua historic Dickinson-Conklin Home is freshly painted inside and out, and many recent updates located on an estate-like property just a short stroll by sidewalk to the vibrant village of Chappaqua. 275 Quaker is a spacious and light-filled home with great flow that offers an elegant living room with unique exposed beams, dining room with fireplace, front to back entry hall with wide plank floors. Entertain family and friends in the large updated eat-in chefs kitchen with island, custom cabinetry, Pratt + Larson handmade tile backsplash, granite counters, Viking 6 burner range and oven adjoining a comfortable, skylit family room and screened in porch with access to flagstone patio for al fresco dining. French doors offer private space for office, or guest room and full bath, mudroom, completes the first floor. There are 5 generous bedrooms and 4 full baths, including a primary bedroom suite with cathedral ceilings and a skylit marble bath and seating area. Top floor bedroom with en-suite full bath is perfect for guests to have their own space and privacy. The property has an original barn converted and renovated to a 2-car garage with a large unfinished loft space above with it's own entrance and tons of potential. (Great space for a man cave, she shack or teen hangout!). Lower level has laundry, mechanicals, storage and a great space for a home gym. You will find this home nestled on a rise in a magical setting on 2.1 acres with stacked stone walls, specimen trees, multiple garden areas, picturesque brook and your own waterfall. Stroll the grounds of your own mini-estate, enjoy the beauty of this amazing home and property. On natural gas! Chappaqua Schools!
Complete renovation with exciting new additions, create a unique opportunity in one of Chappaqua's most desirable in-town locales. Constructed by Steven Tavolacci of Tavo Development, collaborating with highly regarded architect Teo Siguenza, resulting in a state-of-the-art offering. This exciting home delivers open concept living with highlights that include a pass-through fireplace between the Living Room and Family Room, an office/library with access to the screened porch and large gourmet Kitchen with Dining Area. The second floor provides a private spacious primary suite with a sitting room, dressing room and a large bath. Two additional ensuite bedrooms, laundry and bonus room complete this level. A mezzanine offers additional space for an office or TV Room. The home is sited on .75 acres and is minutes to Chappaqua, highways and a 50-minute drive to NYC. A rare opportunity to walk to town and train. Projected completion date is Aug-Sept 2024. Be in for the new school year!
Chic and elegant center all colonial on a premier street just minutes from top rated Chappaqua schools, train station, a variety of restaurants, shops and grocery stores - a prime location for convenience and lifestyle. The stunning property was professionally landscaped by Green Valley Nursery. As you stop into the expansive entry hall, you're greeted with a feeling of openness and flow, leading you effortlessly into the spacious living room, dining room and family room - each space designed for both formal and casual gatherings. For those who work from home, the private office/den off the living room provides the perfect retreat for productivity. The heart of the home is the meticulously updated chef's kitchen, boasting high-end appliances, a center island, and custom cabinetry. Adjacent to the family room and kitchen, the sun-drenched sunroom invites you to unwind and admire the view of the large, level yard. Step outside to the bluestone patio, an idyllic backdrop for outdoor dining and celebrations. Make this home yours and start celebrating life's moments in style.
HOME IS UNDER CONSTRUCTION- READY FOR SPRING 2024 CLOSING 2 BR Briarcliff Floorplan with primary on first floor. A finished basement with half bath give plenty of room for everyone to enjoy. This outstanding home is located in a great location near the clubhouse and facing greenspace on one side and forest views from the rooftop deck. It is located in the heart of the neighborhood where you can walk to shopping, cafes, gym and more. It is ideally sized at 2,945 sq. ft. and includes 2 BR + office, loft giving you plenty of space for everyone to enjoy. The open concept 2- story great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more! All design selections have been selected and are included in price. Our design team went above and beyond and this home will be finished like a model!
Move-in Ready for Summer 2024, 3 BR Millwood Elite This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym, pool and more. Includes 3 BR + 2 offices, loft and outdoor terrace. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop terrace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this spectacular residence! Once completed this 91- Townhome community will surround it's owners with a delightful and eminently walkable village full of the niceties that make Westchester living so extraordinary; such as charming cafes, fitness center, golf, shuttle to train into Manhattan, walking trails, pool, clubhouse, and much more!
Wonderful Westchester estate on almost 6 beautiful acres. Supremely private, the property is gated and accessed by a winding and circular drive. The homesite is elevated and open-a perfect blend of rolling lawn, curated gardens and towering trees. The house, comprising five bedrooms and five full baths, combines traditional colonial architecture with modern elements. Floor to ceiling Palladian windows flood the living and family rooms with natural light. Triple French doors access a handsome brick terrace, A large open kitchen centers on an island and is adjacent to a lovely screen porch. The tennis and pool complexes are separate from the house and include a newly renovated cabana and an oversized saltwater pool. Located one mile from town and train, the house and property offer all the amenities of a cherished vacation destination with the convenience of village life. A very special offering within The Chappaqua School District.
This sophisticated 5 Bd/7 Ba architectural masterpiece on coveted Algonquin Drive offers craftsmanship, soaring ceilings + abundant light. You'll enter via a double-height foyer with detailed millwork.The 1st flr features 10' ceilings + hand-laid oak floors. An octagonal theme unifies this level. The Kitchens by Deane Kitchen is a haven w/ ss appliances, gracious Din Area + brick fplc. The adjoining FR w/ double-height masonry stone fplc invites casual gatherings. A generous DR + elegant LR, w/ fplc & circular turret, invites formal entertaining. 1st flr also showcases an office w/serene views, a gym/guest rm + covered sunporch. Upstairs, the Primary suite features fplc, sitting rm + spacious Bath. Another wing has 4 add'l Bd w/ensuite Baths, gathering area + Bonus Rm. The property boasts flowering trees, expansive flagstone patio, multiple mahogany decks, hot tub + pool site. Generator + elevator add ultimate security + comfort. This luxury home is moments from town, train + schools.
Unique opportunity to own this convenient, in town, multi-use, four-floor building, zoned BR for business and residential use. The current configuration is a 3-story residential unit with a legal accessory apartment and 2 attached income producing retail/office spaces. A two-car attached garage and plenty of space in the rear provides ample parking. Town sewer hookup is accessible from street. Possibly the perfect mother-daughter home. Located within walking distance to downtown Chappaqua, close to town, trains and shopping. 50 minutes to NYC.
A magnificent, move-in-ready modern classic that feels grand yet warm, welcoming and young. With Ritz-Carlton-caliber luxury details throughout, this newly-constructed Jeff Taylor-designed compound is sited on 7.29 private acres in the acclaimed Chappaqua school district. Its ideal location is minutes from Bedford, the Saw Mill River Parkway and MetroNorth to NYC. Each space is a sanctuary of serenity, taste and quality, epitomized by 10-foot coffered ceilings, paneled walls, mahogany doors and oak floors. The grandeur of the residence extends to five ensuite bedrooms and four additional half baths boasting Carrera marble and Dornbracht fixtures. The residence optimizes flexibility, offering multiple offices and family rooms, a Peloton workout space, billiards/games room, and even a lushly appointed garage-lounge for 3 cars. A culinary haven awaits in the Top Chef-worthy kitchen, adorned with luxe Leicht cabinetry and top-of-the-line Miele and Wolf appliances. Smart lighting, radiant heat, Sonos sound inside and out, and a full camera security system seamlessly integrate modern technology with the timeless charm of the home. French doors beckon to the stunning bluestone terrace, lush level lawns, and specimen plantings. A heated LED-lit swimming pool and Grand Effects fire bowls create an enchanting ambiance for resort-style entertaining day and night. A separate Greek Revival-style guesthouse/office is accessed by an elegant, sun-drenched breezeway: a lovely walk on a radiant heat. This Chappaqua masterpiece is a testament to modern luxe living that transcends time. An historic, walkable town, exceptional schools, multiple country and swim clubs, chic boutiques and renowned restaurants like the 200-year-old Crabtree's Kittle House, with its acclaimed farm-to-table cuisine. A truly unique opportunity.
Stunning post modern design by Edward F. Knowles. The architect, whose work spanned six decades, began his career under the tutelage of Phillip Johnson. Knowles' designs include The Performing Arts Center at Wolf Trap and Boston City Hall. The site for the residence is almost 7 acres of elevated land-commanding long views to the the foothills of the Appalachian Mountains. Painstakingly conceived and constructed, the house encompasses over 8,000 square feet on three levels and includes an indoor 50-foot pool. The finely detailed interior seamlessly blends formal and informal entertaining spaces-all expertly designed to capture abundant natural light. Six bedrooms and eight bathrooms include a separate and private wing with living suite A native stone chimney complements the handsome slate roof. Extensive specimen plantings and curated gardens provide brilliant color and texture year round. A wonderful opportunity located in the Whippoorwill area of the Chappaqua School District.
This stunning sun-drenched contemporary home offers the perfect blend of style, comfort and seamless connection to the outdoors. Situated on one of Chappaqua's most sought-after streets, this 4-bed 4-bath home boasts unique design elements and a host of impressive features. The primary bedroom is an oasis with sliders to the outside, a balcony overlooking the yard, a separate changing area, 2 walk-in closets and large bathroom with copper soaking tub. Two spacious home offices provide a perfect environment for hybrid work. Enjoy large south-facing picture windows and high ceilings in this entertainer's delight featuring two fireplaces, 9-zone Sonos sound system, open concept and easy flow inside and out. The recently updated gunite pool is surrounded by impressive stonework, beautiful plantings and built-in propane grill. Multiple balconies and patios overlook this picturesque, level fenced-in yard filled with specimen trees and perennials, complete with swingset and playhouse.
Open House:
Saturday, 3/30 1:00-2:30PM
Recently renovated in 2023, this Split level home with large living room, dining area, gorgeous kitchen with access to patio and back yard. 3 bedrooms and 3 full bathrooms. Finished lower level. Lots of storage and access to an unfinished crawl space. Private lot located in great location to shops, major parkway, and schools. Fully renovated home with nothing to do but move in and add your personal touches. Call today!
Come experience not only an extraordinarily designed residence, additionally enjoy a home set atop quite possibly one of the highest viewpoints in Chappaqua. Commissioned by the Mechner family in 1969, architect John Koster worked closely with present owners to develop a property like no other. Sited on 8.86 wooded acres with vintage log cabin and sculptural stone outcroppings inspired a multifaceted built home which now offers an incredible opportunity to renew an envisioned masterpiece. An architectural smooth curved arc ceiling immediately excites the senses and draws you into an inviting, flowing living space complimented by a bank of windows arranged to capture the surrounding dynamic landscape. Juxtaposed to this stunning view is a rising wall of glass looking into a one-of-a-kind resplendent domed indoor pool oasis anchoring the home and presenting an exceptionally private retreat. The original open living concept is immediately present with the kitchen, awaiting its reawakening, flowing with ease to a generous gathering room with deck for memorable family and friends indoor-outdoor entertaining. The upstairs of the two-level bedroom wing incorporates a primary bedroom suite with dressing room, its own office and a plumbed bath waiting a new owner's vision. Additionally, there are two bedrooms which share a bath. Stepping into the lower level, with open living space for media and play, smartly complimenting the additional bedrooms and baths. Design. Structure. Nature. Let one's creative spirit soar
Brand new construction!!! Move right in to this custom built modern farm house with a luxurious extra large first floor primary suite minutes to Chappaqua's downtown and train. Beautiful flat yard. This well thought out home was built by a local experienced builder. This stunning home lives like a true 4 bedroom with the perfect flow. Top of the line finishes, appliances and mechanicals. Enjoy this open layout with sun drenched rooms. This home offers all the amenities you could desire. Upon entering the house you're greeted with an expansive entry area flooded with light. The handrail was custom designed and fabricated. The interior common spaces are laid out as an open floor plan, beneath a tall vaulted ceiling, creating a flow between the family, living, dining, and eating areas. Closets play an important role in all the private rooms with each bedroom having at least one walk in closet. Detailing was also important to the character of the home with craftsman style, solid wood, molding throughout.
One of the most charming properties in Chappaqua. This beautiful storybook Tudor is set on a hill at the corner of a private road with 1.1 acres surrounded by forest, ensuring your utmost privacy & a connection w/ nature that is truly exceptional. Trails on the property lead up to a breathtaking waterfall that lights up at night w/two separate areas to sit & entertain. Property features stone patio outside the kitchen thru french doors. Patio was custom built w/ built in seating & lighting. Another outdoor patio w/ a fire pit is just a few steps away. The house has a warm open flow w/ custom archways & trim, tray ceilings, hardwood flrs, central air, steam/gas heat, sewer, large stone fireplace & a wine room/rec room in the bsmt. Kitchen features granite countertops & recessed lighting. Main floor is wired w/ speakers in every room including outside providing the ultimate surround sound. 5-minute walk to town, public library, middle school (Bell), Metro north, & recreation complex.
Open House:
Saturday, 3/30 11:30-1:30PM
BACK ON THE MARKET! Set on a sprawling 4.11-acre parcel in the esteemed Chappaqua enclave, 20 Bessel Lane offers an unparalleled blend of sophisticated living and natural tranquility. Every aspect of this residence and its grounds has been thoughtfully curated to fuse the home's refined design with the property's lush surroundings. The residence, boasting an expansive 7,978 sqft of living space, is designed with attention to detail and functionality. Expansive windows throughout the home frame views of the meticulously landscaped grounds, ensuring a continual connection to nature. Comprising 6 generously proportioned bedrooms and 5.5 bathrooms, this home meets both luxury and daily living needs with finesse. The dedicated home office and a bespoke home gym are significant additions, recognizing contemporary lifestyle requisites. Outdoors, the Shoreline pool is the centerpiece, designed to harmonize with the property's lush backdrop. Adjacent to the pool, a fully-equipped cabana with a kitchen is perfect for effortless entertaining. Tennis aficionados will find the private court, nestled among mature trees and rock formations, an exceptional addition. A unique feature of this estate is its dedicated orchard and vegetable garden area-a nod to sustainable living and a source of organic produce right in your backyard. Comprehensive amenities like a full irrigation system and thoughtful outdoor lighting ensure the grounds remain both functional and picturesque. Chappaqua's reputation for distinguished schools and a vibrant, tight-knit community make it a coveted location. Further enhancing this property's appeal is its proximity to New York City-just a 45-minute train journey, ensuring urban amenities are within easy reach.