Chappaqua Homes with Clubhouse Amenities

Welcome to Chappaqua, New York – a charming hamlet nestled in the heart of Westchester County. Known for its picturesque landscapes, rich history, and a strong sense of community, Chappaqua offers an idyllic setting for those seeking a serene suburban lifestyle while still being within reach of the bustling city of New York. With its top-rated schools, vibrant local shops, and delightful dining options, Chappaqua is the perfect blend of small-town charm and modern convenience.

One of the standout features of this enchanting locale is its exceptional housing options, particularly homes that come with clubhouse amenities. Imagine living in a beautiful residence that not only offers comfort and style but also grants you access to a range of luxurious facilities. These homes often feature state-of-the-art fitness centers, inviting pools, and elegant gathering spaces, all designed to enhance your lifestyle and create a sense of belonging.

Whether you're hosting a friendly get-together or unwinding after a long day, the clubhouse amenities provide the ideal backdrop for relaxation and socialization. Picture yourself enjoying a sunny afternoon by the pool or engaging in friendly competition with neighbors in the game room.

In Chappaqua, you don’t just find a home; you discover a community that thrives on connection and camaraderie. With homes that boast clubhouse amenities, you can enjoy the best of both worlds: a tranquil retreat and a vibrant social life. Come explore the charm of Chappaqua – where your dream home awaits!

Newest Chappaqua Homes with Clubhouse 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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