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.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Chappaqua real estate market? Sign up for a Chappaqua Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Chappaqua 5 Bedroom Properties for Sale

$1,798,000

5 Beds ⋅ 6 Baths ⋅ H6325016 MLS

Mid-century modern home lovers will appreciate this 1979 contemporary, designed by Chappaqua architect, Charles Napoli as an homage to Frank Lloyd Wright. Set on 1.35 acres, this 5 BR, 5.1 BA home has walls of windows showcasing the lush property and mature trees. The open plan of the house flows naturally with a grand, open living rm to dining and eat-in kitchen w/ sliders to patio. The great room leads down to the den and additional lower level. A playroom with custom built-ins, guest suite w/ bathroom, gym w/ door to garage and plentiful storage, complete this level . The 2nd floor includes a large primary suite w/ office, dressing area, walk-in closet and beautifully updated bathroom. There are 3 more generously sized bedrooms and 2 bathrooms plus a sitting room. Outside, enjoy a large patio overlooking the terraced gardens and private backyard adjacent to over 20+ acres of town-owned land.

14 Alta Lane, Chappaqua

$2,775,000

5 Beds ⋅ 6 Baths ⋅ H6324295 MLS

Stone pillars lead to this turnkey Colonial with a stunning, serene pool and spa setting & expansive yard. Sited on 2 supremely private, landscaped acres on a desirable, quiet street. Scrupulously maintained by original owner, this home has been updated with top level quality for style and functionality. The home and layout exude warmth and grace for everyday living, intimate family gatherings and large-scale entertaining. A Chef's Kitchen is the heart of the home. The quiet office/bonus room and bedroom/bath on its own level allows for guest room/nanny. Generator & above ground oil tank. New windows and sliding doors in 2017. Hardwood floors throughout and new engineered wood flooring in the walkout lower level. Conveniently located to both the vibrant town of Chappaqua with dining, shopping, & Metro North station as well as Chappaqua Crossing w/Whole Foods & Lifetime Fitness. A remarkable offering for an idyllic village and community lifestyle within the Chappaqua School District.

76 Valley Lane, Chappaqua

$2,850,000

5 Beds ⋅ 7 Baths ⋅ H6232112 MLS

Stunning modern luxury new construction w 20 ft soaring ceilings on 20+ acres in premiere estate area, w award winning Chappaqua schools. 5 BR/6.1 Baths, w over 5100 sq ft on 3 light filled finished levels. State-of-the-art finishes & details throughout including walls of windows, wide board white oak floors, LED lighting, expansive front & rear decks, natural stone & wood elements, & a gracious & desirable main level open plan perfect for family living & entertaining. Privately set, surrounded by mature towering trees, yet moments to Horace Greeley H.S. & Chappaqua Crossing/whole Foods. Unparalleled attention to design & detail, w modern/contemp elements & features. The large EH, FamRm/FPL, Full Bath, Gym, Mudrm, WIC, Storage Rms & 3 car Garage provide flexibility on the LL. The main fl open plan flows from EIK to Great Rm/Dining/Sitting Rm, to PR, Guest BR/En-suite Bth/WIC, Home Office & floating stair. 2nd Fl offers luxury Primary BR/Spa Bath/WIC, & 3 addt'l BR's w en-suite baths.

140 Old Roaring Brook Road, Mount Kisco

$2,499,000

5 Beds ⋅ 5 Baths ⋅ H6305382 MLS ⋅ Hardscrabble Lake BLDG.

The only triple mint move-in condition house in Chappaqua schools. Nestled within 1.65 acres in the sought-after Hardscrabble Lake development and Chappaqua school district, this rare find modern Center Hall Colonial home epitomizes luxury living. If you are searching for a masterpiece beautifully finished home that is turnkey inside and out, this is your home. This meticulously thought-out home is a masterpiece and has been upgraded with the finest materials and attention to detail, curated by award-winning designer Mary Brendler of Indigo Z Home. Approaching the gated entrance, guests are welcomed by a meticulously landscaped yard with carefully chosen trees and bushes. Upon entering the custom double wood doors, one is immediately struck by the superior craftsmanship and tasteful design choices. The foyer features a 20-foot coffered ceiling entirely made of custom one-of-a-kind wood and wall paneling. The entirety of the main floor showcases impeccably refinished light oak floors. The gourmet kitchen, open to a family room with a custom wood-burning fireplace, is perfect for cooking and gathering. Formal living and dining rooms provide elegant spaces for entertaining. Additionally, there is an exquisitely designed parlor bathroom. Upstairs, the primary suite boasts an inset custom shiplap ceiling, two spacious walk-in closets with California shelving, a custom coffee and wine bar, and a huge en-suite bathroom featuring a soaking bathtub, steam shower, custom vanity, finished with marble tiling and a shiplap ceiling. There are three additional bedrooms, one with an en-suite full bath with shower, a hall bathroom with tub, and custom-fitted closets to ensure comfort and convenience. The finished lower level walk-out offers versatility and additional living space: a gym, full bath with steam shower, multiuse room: bedroom/nanny/office/den room, and ample storage. Outside, a flat landscaped yard with a deck invites you to an al fresco dining with alongside a custom-built firepit. See rendering for the possible pool site. An attached 2-car garage and a stand-alone 2-car garage with a den/ office upstairs provide ample parking. Every aspect of this house exudes luxury, from the front door to designer lights, to custom features throughout the house. With its prime location, exceptional quality, and unmatched privacy, this colonial masterpiece offers a lifestyle of unparalleled high-end luxury comfort and refinement.

34 Pebblebrook Way, Chappaqua

$10,995,000

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

Start Your Search

Information Copyright 2024, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.