Chappaqua Homes with Basketball Court Amenities

Welcome to Chappaqua, New York—an idyllic town nestled in the heart of Westchester County, renowned for its picturesque landscapes and vibrant community spirit. With its charming tree-lined streets, historic architecture, and top-rated schools, Chappaqua offers a suburban oasis that attracts families, professionals, and anyone seeking a serene lifestyle just a stone’s throw away from New York City.

One of the standout features of homes in Chappaqua is the abundance of properties boasting basketball court amenities. Imagine stepping out of your beautifully appointed home and onto your private court, where you can enjoy a game of hoops with friends or practice your shooting skills in the comfort of your backyard. These homes are designed for active lifestyles, making them perfect for families who value wellness and recreation.

Living in Chappaqua means more than just having a basketball court; it’s about embracing a lifestyle filled with outdoor activities, community events, and a strong sense of belonging. The town is home to numerous parks, hiking trails, and recreational facilities, ensuring that there’s always something to do. Whether you’re shooting hoops or exploring the scenic beauty of nearby nature reserves, Chappaqua offers an enriching environment for both relaxation and adventure.

Discover the perfect blend of luxury, comfort, and active living in Chappaqua, where your dream home with a basketball court awaits. Experience the charm of this vibrant community and make it your own today!

Newest Chappaqua Homes with Basketball Court Amenities

$1,995,000

4 Beds ⋅ 5 Baths ⋅ 1053697 MLS

Set in Chappaqua’s desirable Random Farms community with pool, tennis and sports court, this custom-built, sleek and sophisticated Contemporary offers a distinctive blend of architectural style, natural light, and comfortable living. An exceptional open floor plan features vaulted ceilings, skylights, custom windows, and a combination of wood and granite floors. The spacious eat-in chef's kitchen features custom Snaidero Italian white-lacquer cabinetry, granite countertops and flooring, top of the line stainless Subzero, Wolf induction and Bosch appliances, and abundant natural light. The adjoining family room with wood-burning fireplace opens seamlessly to the living and dining rooms, creating an ideal layout for both everyday living and entertaining. The second floor offers four generously sized bedrooms, including a private primary suite with marble bath, Jacuzzi tub, oversized shower, and walk-in closet. Additional bedrooms include ensuite and hall bath access. The finished walk-out lower level provides versatile additional living space for recreation, entertaining, or a home gym, with a full bath. Immaculately maintained and thoughtfully designed, this distinctive home within the highly coveted Chappaqua School District combines contemporary architecture with comfortable, functional living. Set on a beautiful, private property with level rear and side yards, this home also enjoys Random Farms’ amenities, including a pool, clubhouse, tennis courts, and sports court. Two-car attached garage with EV charging outlet, above ground Roth oil tank, and more. Not to be missed!

76 Random Farms Circle, Chappaqua

$2,349,000

5 Beds ⋅ 6 Baths ⋅ 1053148 MLS

Tucked into one of Chappaqua’s most coveted enclaves, this striking Random Farms Colonial is a standout 5-bedroom residence that lives like a 6-bedroom, with 4.5 baths and an effortless blend of architectural drama and resort-inspired luxury. Enter into a grand two-story foyer crowned by skylights and an elegant spiral chandelier, illuminating refinished hardwoods and leading to the heart of the home: a soaring two-story family room anchored by a warm wood-burning fireplace and walls of windows framing serene, golden sunset views. Designed for both grand entertaining and effortless daily life, the main level also features a formal living room with custom built-ins, an executive home office, convenient first-floor laundry, and a private guest suite complete with a full bath. The chef’s kitchen serves as a culinary showpiece with custom mitered cherry cabinetry, sleek dark granite countertops, a gathering center island, Sub-Zero refrigeration, Cafe double wall ovens, and a Bosch dishwasher—all opening seamlessly to an expansive wraparound deck. Upstairs, an open bridge walkway—suspended between and open to both the two-story foyer and family room below, creates an architectural centerpiece while naturally separating the sleeping wings. It leads to the secluded primary retreat, complete with a scenic balcony overlooking the grounds, his-and-hers walk-in closets, and an en-suite bath with a steam shower and soaking tub. Across the walkway, three additional bright bedrooms complete this level including an en-suite bedroom and two connected by a shared hall bath with all four upstairs bedrooms featuring custom built-in shelving. The fully finished walk-out lower level offers a self-contained multi-generational suite or the ultimate recreation destination, complete with a kitchenette, and abundant space for a home theater, gym, ping-pong, and pool table. Double doors spill out directly onto an expansive paver patio. Outdoors, the backyard is an exceptionally private haven framed by tiered stone retaining walls and mature woodlands. In addition to a large, flat lawn ideal for playing soccer and run freely, days are spent lounging on the wraparound deck or sun-drenched lower patio, and unwinding by the heated in-ground pool and integrated spa, protected by an automatic safety cover. Complete with a fully owned Tesla solar system, dual-unit central air, multi-zone heating, a double-wall above ground Roth oil tank, and a 240V Level 2 EV charging outlet in the garage plus Random Farms HOA clubhouse, pool, tennis, and sports courts. This home delivers an extraordinary lifestyle just minutes from top schools, town, and Metro-North.

48 Random Farms Circle, Chappaqua

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