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5 Bedroom Homes for Sale in Westchester, NY

Welcome to your dedicated resource for 5 bedroom homes for sale in Westchester, NY. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Westchester, NY agent, Tierra Stanback specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Westchester, NY

2 Banks Farm Road, Bedford
$1,595,000
5 Beds ⋅ 3 Baths ⋅ 1044367 MLS
Modern Ranch Retreat with Separate Studio in the Byram Hills School District! A rare offering, this newly rebuilt ranch-style residence seamlessly blends sophisticated modern design with effortless living. Thoughtfully crafted with exceptional attention to detail, this sun-drenched home welcomes you with a walk-in, on-grade entrance and an open-concept floor plan designed for today’s lifestyle. At the heart of the home is a stunning chef’s kitchen with walk-in chef's pantry that flows into the dining area and expansive living room, where soaring vaulted ceilings and walls of natural light create an inviting atmosphere. Family room adjacent to the kitchen offers sliding glass doors open to the level side yard, providing the perfect setting for indoor-outdoor entertaining and everyday enjoyment. The well-designed layout offers an entry foyer, mudroom, two full bathrooms on the main floor. The walk-out lower level expands the home’s versatility with a generous recreation area, abundant storage, and a private bedroom suite complete with an ensuite bath—ideal for guests, extended family, or an au- pair. Adding to the property’s unique appeal is a separate studio, offering endless possibilities as a home office, fitness space, creative retreat, or guest overflow. Complete with kitchen and bathroom makes a great guest cottage. Set in the highly sought-after Byram Hills School District, this exceptional property combines modern elegance, flexible living spaces, and turnkey convenience.

2 Banks Farm Road, Bedford

496 Haines Road, Bedford Corners
$4,900,000
5 Beds ⋅ 8 Baths ⋅ 1054426 MLS
Haines House is a rare modern retreat where architecture, landscape and natural light are composed as one. Set on nearly six private acres in Bedford Corners, just 38 miles from Manhattan’s Upper West Side, the property comprises a main residence and Cottage Pavilions, with separate drives for formal and courtyard parking. Bedford Hills Metro-North station, with direct service to Grand Central, is five minutes away. Frank Dushin’s midcentury integration of architecture and landscape evokes the harmony of postmodern Japanese design. Completely adapted and rebuilt for the 21st century, it offers space for entertainment, creative work and quiet escape. The two residences total over 7,000 square feet. Stone, cedar and glass follow the contours of the land, while wood, bluestone, custom lighting and sculptural details meet an all-white palette in a timeless, organic aesthetic. The main residence opens into an expansive reception hall with soaring 14-foot ceilings and a fireplace. Wide bluestone staircases and a glass-enclosed elevator with exterior views connect all three floors. On the second floor, the living level unites the kitchen, dining area and fireside living room for living and entertaining. Extensive windows draw the landscape indoors, while cathedral ceilings add scale. Double doors open to a covered balcony for dining and lounging above the pool and gardens. A private guest wing offers two-bedroom suites, each with an en-suite bath featuring a tub and walk-in shower, plus direct access to the patio and an inground saltwater swimming pool. The uppermost level is a 1,700-square-foot primary bedroom retreat, reached by elevator or bluestone stairs. A closet-lined walkway leads to a spacious bedroom. A separate sitting room with fireplace, two bathrooms, a dressing room or office, and private terraces complete this secluded level. The Cottage Pavilions offer space for guests, creative pursuits or home offices. They include two bedrooms, two bathrooms, an additional room, a fully equipped kitchen and dining area, and a sunken den with fireplace and a ceiling over 20 feet. A luminous glass gallery connects the 2 separate wings, framing garden views and serving as a contemporary orangery or greenhouse. Japanese-inspired gardens, terraced lawns and walkways integrate with natural boulder and rock formations, while stone sculptures add a sense of place and history. A wood pergola encloses an inner garden around the residences, bordering an outer garden maintained as wildlife habitat. A heart-shaped natural pond collects surface water through landscaped canals and underground drainage, managing roof and surface rainwater without conventional gutters. Open lawns create distinct destinations, while broad, level terraces accommodate outdoor dining, entertaining and recreation. A 60-foot heated and cooled saltwater lap pool is integrated into the terrain and surrounded by expansive decks. A sports court for tennis and basketball occupies a secluded, shaded valley garden. Durable materials considered landscaping and integrated infrastructure support a low-maintenance design. Systems include hydronic radiant heating beneath bluestone and wood floors, three autonomous climate-control systems, high-velocity heat-pump heating and cooling, and 400-amp electrical service. Underfloor electric heating adds comfort in bathrooms and other areas. Automated gates and integrated fire, security and camera systems enhance privacy and security. Two interior garage bays have underfloor heating, including a drive-through bay, with additional parking at the main residence, Cottage Pavilions and guest entrance. Private, versatile and exceptionally rare, Haines House offers a destination retreat near Bedford Village and Manhattan, with the comfort of a private compound and flexibility of a creative workspace.

496 Haines Road, Bedford Corners

209 Beechmont Drive, New Rochelle
$2,495,000
5 Beds ⋅ 5 Baths ⋅ 1052711 MLS
A distinguished 1922 Center Hall Stone Colonial set on .77 acres of beautifully landscaped private grounds, offering 5 bedrooms, 4 full baths, 1 powder room, and an extraordinary collection of indoor and outdoor amenities. An expansive circular driveway accented with Belgian block creates an impressive approach to this gracious home, where timeless architecture is complemented by thoughtful updates for modern living. A custom granite entry foyer welcomes you into generously proportioned interiors rich with architectural character, including five working fireplaces. The eat-in kitchen is designed for serious cooking and entertaining, featuring Sub-Zero refrigeration, a new 2026 Dacor stovetop, Wolf double ovens, and granite countertops. The expansive primary suite is a private retreat featuring a luxurious bath, generous walk-in closet with washer and dryer hookups, and adjoining study. Both the primary bath and study provide direct access to a private terrace, creating a wonderful indoor-outdoor sanctuary. Beyond the stated living square footage, the home offers approximately 1,300 additional sq. ft. of above-ground lower-level space with a walkout directly to the backyard. Designed for recreation, wellness, and entertaining, this exceptional level features a new dry sauna, wet bar, fireplace, bathroom, laundry room, wine cooler, refrigerator, and dehumidifier. The professionally landscaped grounds are among the property's defining features, thoughtfully designed with an impressive collection of specimen trees, mature plantings, and ornamental shrubs that create a lush and private setting. At the heart of the outdoor space is a heated Gunite and Diamond Brite pool with spillover spa, complemented by a 272 sq. ft. pool house. A remarkable 432 sq. ft. renovated antique greenhouse with its own gas fireplace provides an enchanting additional space for entertaining, gardening, relaxing, or creative pursuits. The grounds offer even more opportunities for recreation with a professionally installed basketball hoop and swing set, while the expansive circular driveway provides generous additional parking. Significant improvements enhance the home's comfort and functionality. All windows were replaced in 2021. Additional upgrades include five zones of central air installed approximately six years ago, a new Burnham furnace and water heater (2025), upgraded 200-amp electrical service, replacement of the water main to the street, an electric-vehicle charging station, and a 2-car attached garage. With its classic stone architecture, gracious proportions, beautifully designed grounds, exceptional entertaining spaces, and extensive updates, this is a rare opportunity to enjoy the character of a 1922 Center Hall Colonial with amenities thoughtfully suited to today's lifestyle.

209 Beechmont Drive, New Rochelle

517A Old Chappaqua Road, Briarcliff Manor
$2,489,222
5 Beds ⋅ 5 Baths ⋅ 1057129 MLS
Exquisite new 5 bedroom, 4.1 bath center hall colonial to be built offering refined luxury and timeless architectural elegance in an exceptional cul-de-sac setting. Perfectly positioned on just shy of one acre and backing the serene wooded grounds of the Edith Macy Center, this residence blends privacy, prestige, and natural beauty. A rare opportunity exists to fully customize finishes, materials, colors, and upgrades — allowing you to curate a home that reflects your personal vision and lifestyle. Upon entry, a dramatic double-sided staircase with an architectural catwalk creates a breathtaking focal point. Thoughtfully designed with 9-foot ceilings throughout and a soaring 20-foot cathedral ceiling in the family room, the home offers grand scale and open, light-filled living spaces. A statement fireplace anchors the family room, creating warmth and sophistication. The state-of-the-art chef’s kitchen will feature premium appliances, custom cabinetry, quartz countertops, and expansive workspace ideal for entertaining and everyday luxury living. Upstairs, generously proportioned bedrooms provide comfort and privacy, with the option to finish a bonus room tailored to your needs — whether a media lounge, private office, or fitness studio. The primary suite will serve as a tranquil retreat with spa-inspired bath potential. Additional exceptional features include: 3-car garage, expansive rear patio for seamless indoor/outdoor entertaining, large unfinished lower level, plumbed for future bath and endless possibilities, pool site potential in the rear yard. The home will be strategically set back and elevated on the property to maximize privacy, presence, and curb appeal. Driveway will be completely redone and re-pitched. House is currently staked out in yellow. Taxes are projected based on list price and consolidated tax rate and do not include STAR discount. A rare opportunity to build a luxury residence in a coveted location. Customize now and bring your dream home to life.

517A Old Chappaqua Road, Briarcliff Manor

68 Stonewall Circle, West Harrison
$1,975,000
5 Beds ⋅ 6 Baths ⋅ 1055829 MLS
Welcome to 68 Stonewall Circle, a sunny custom-built Colonial with a southern back yard exposure in Park Lane. A stone wall lends character to the front and back yard while mature landscaping creates privacy around the spacious rear patio and backyard. the back yard is fully fenced. Five flowering pear trees and two flowering cherry trees flank the driveway. Two flowering crab apples tress show off their glory both front an back. The first floor offers a great room with a fireplace, and marble surround ,a large custom kitchen with quartzite counters and backsplash and breakfast area opening to an Indiana limestone patio overlooking the grounds,. There is generous formal dining room., library/ office, first floor bedroom /playroom and walk in closet, and bath. powder room, laundry room, and two-car heated garage completes the level. Full finished basement, store room , cedar closet, wine closet, office, bath sliding door to the outside. C of O has been applied for . Upstairs, the spacious primary suite with tray ceilings features a double bathroom with a Jacuzzi tub an three large walk in closets. Another bedroom has an en-suite bath, and two additional bedrooms share a Jack-and-Jill bath. Ample closets provide storage throughout the home. The finished lower level opens to the sunny outdoors and offers room for play, ping-pong, and gatherings, along with built-in closets, workout room and bath, and a separate large storage room. cedar closet, and wine closet. House has a full house water filtration system,.ad well as a filtration system in the kitchen island. 3 Zone ac and heat. Primary bedroom is on one zone, rest of upstairs is on second zone, 3rd zone services the first floor. Basement has its own zone. Outdoor sprinklers, whole house is equipped with interior fire sprinklers. Garage is heated and driveway is fully paved wth stone pavers. The home is equipped with lighting rods and a Radon Mitigation System. There is a central vacuum System.

68 Stonewall Circle, West Harrison

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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