Chappaqua Real Estate Search

Chappaqua 5 Bedroom Properties for Sale

Our website features the best real estate search for 5 bedroom properties available in Chappaqua and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Chappaqua 5 Bedroom Properties for Sale

$10,495,000
5 Beds 9 Baths H6285557 MLS
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.

577 Millwood Road, Chappaqua

$2,600,000
5 Beds 7 Baths H6265778 MLS
Set on nearly 4 acres of resort like property in a sought-after neighborhood of Chappaqua with many wonderful amenities, including a full sized gym, a heated pool, a screened porch, a playground area with gazebo and playset and an outdoor bar, this gorgeous Colonial provides total privacy and beautiful views from every room. Soaring two story foyer invites you to the impressive southern exposure family room with wood burning fireplace, picture windows overlooking the lush green and mature trees, and two French doors to deck. Host guests and dinner parties in the formal dining room, which is right off the gourmet kitchen that boasts top-of-the-line appliances (SubZero refrigerator, Wolf cooktop, Bosch dishwasher, Wolf double ovens), custom made cabinets, quartz countertops, 10' center island with sink and sun drenched breakfast area with sliding door to deck facing the pool and leveled yard. Home office soaks up warm afternoon sun with elegant wall moldings throughout. The first floor also includes a living room with oversized windows, two powder rooms, laundry room, and mudroom leads to three car garage. The second level has a huge primary ensuite with luxurious bathroom with double sinks, jetted tub, large shower, and two walk in closets. There are 2 additional bedrooms with ensuite bathrooms, 2 additional bedrooms with a Jack and Jill bathroom and abundant closets. Finished lower level holds 2,325 sq. ft. of incredible space for a second family room, office, recreation room, gym, with a full bath, storage and glass sliding door to stone patio. Special features include gleaming hardwood floors, radiant heat floors in bathroom, a whole house generator, built-in speaker system, pool changing room, and circular driveway. Home ideally located 10 minutes from the Metro North train station and 5 minutes to Whole Foods and Lifetime Fitness. You don't want to miss this home!

6 Trails End, Chappaqua

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