Chappaqua NY Real Estate & Homes for Sale

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.

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!

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.

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.

Custom-built cedar and glass Contemporary, created by the prominent American architect Myron Goldfinger, combines drama with elegant lines, curves and understated details. The home's dynamic architectural design enchants and invites with its 40+ foot barrel foyer entry, floating staircase, walls of glass and artistic passageways both geometric and circular. The bright and airy open-flow floorplan on the first floor segues from the great room with dramatic two-story fireplace, full bar and dining room to the gourmet kitchen and breakfast room with greenhouse windows to the den or guest suite. The second level offers four bedrooms which include a luxurious private primary wing featuring a sauna and generous soaking tub. An elevator accesses all levels. Goldfinger's signature white interior walls afford attention to works of art on display. Multiple deck and terrace areas overlook 4+ splendid, landscaped acres with a Gunite pool, hot tub, flagstone patio, and Har Tru tennis court, creating this special spa-like retreat. First time on the market! Located in the coveted town of Chappaqua NY, just 50 minutes from NYC.