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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

195 Kitchawan Road, South Salem
$1,495,000
5 Beds ⋅ 5 Baths ⋅ 1041208 MLS
Set high on 2.94 landscaped acres in South Salem, This home is a distinctive Yates Colonial that feels equally suited to everyday life as it does to a weekend country getaway. Freshly painted inside and out, the home retains the unique architectural character that makes it memorable. A cedar shingle multidimensional roofline, custom copper-topped turret, shaker shingle siding and a welcoming covered front porch. The dramatic two-story foyer sets the tone with a guest closet & half bath. A graceful staircase with newly installed runner & landing carpeting ascends within the turret with large windows leading to a large open second-floor landing overlooking the entry. This space creates a quiet sitting area, reading nook or game table spot. From the foyer the home flows naturally into the formal living room and dining room, connected by a double-sided wood burning fireplace and framed by large windows and french door with side glass panels that open to a balcony. The spacious chef’s kitchen looks out toward the pool and landscaped grounds. With an abundance of cabinetry, a large center island and a generous eat-in area that leads to the patio & pool, this kitchen can easily accommodate a large gathering. Directly off the kitchen is the cozy family room featuring custom built-ins, high ceilings, large windows overlooking the front grounds and the third wood burning fireplace. A first-floor bedroom ensuite with its own entrance from the pool area offers flexibility for guests, or a private office, while the adjoining full bath and first-floor laundry add everyday convenience. Upstairs the primary bedroom ensuite is privately positioned, with vaulted beamed ceiling, walk in closet, separate shower & soaking tub, double vanities. Three additional bedrooms are naturally separated and share a renovated hall bath. The home continues downstairs with approximately 1,425 square feet of space, multiple large walk-in closets, a half bath, full walkout access to the property, offering additional room to work, play or simply spread out. Outside is where your next summer experience begins. A freeform Gunite pool and stone patio create a private setting for swimming, dining and lingering into the evening, surrounded by mature landscaping and the natural beauty of the property. The pond that is on the property had been part of the owner’s lifestyle with everyone enjoying time out on the water. It has not been used lately and the stone path can easily be cleared back again. The attached two-car garage and thoughtfully placed storage throughout the home add to its practicality. The setting provides a true Northern Westchester country experience without giving up convenience. Close to restaurants, shops and daily amenities, with easy access to Ridgefield and Katonah. Leon Levy Preserve and Onatru farm park are both conveniently less than 2 miles away. A true move-in ready home.

195 Kitchawan Road, South Salem

3 Pondview W, Purchase
$1,850,000
5 Beds ⋅ 5 Baths ⋅ 1047338 MLS
Welcome to The Springs, the sought-after gated community known for its peaceful setting and valued privacy. From the moment you enter the grand foyer, the soaring cathedral ceilings and generously proportioned rooms create a sense of openness with an abundance of light, blending timeless elegance with contemporary style. Warm, inviting spaces throughout, make you feel instantly at home. This spacious five-bedroom Contemporary Colonial offers an exceptional blend of comfort, style, and functionality. The large kitchen is ideal for gathering, cooking, and everyday living. The wall of windows in every room open out to the magnificent private backyard. Upstairs, an impressive landing becomes a destination of its own—a wonderful sitting area perfect for reading, relaxing, or enjoying a quiet moment. The expansive primary bedroom is thoughtfully designed, featuring a fireplace, two walk-in closets, and a beautifully appointed, skylit ensuite bath with double sinks. A large window captures picturesque views of the pond. Three additional bedrooms and two full baths complete the upper level, creating a spacious and versatile bedroom wing. Outside, privacy and serenity abound. The backyard overlooks the tranquil pond and features a lovely patio, perfectly suited for al fresco dining, playing games, or relish the peaceful surroundings. With its generous scale, beautiful views, inviting living spaces, and quiet private setting, this is more than a house—it is a wonderful place to call home in one of the area's most desirable gated communities.

3 Pondview W, Purchase

26 Cambridge Avenue, Tuckahoe
$829,000
5 Beds ⋅ 4 Baths ⋅ 1048791 MLS
Exceptional fixer upper opportunity with "in-law" apartment in desirable Crestwood. Ideally situated in one of Yonkers’ most sought-after residential neighborhoods, 26 Cambridge Avenue offers the space, location, and potential to create something truly special. This spacious 5-bedroom, 4-bath home is an inviting canvas for a buyer looking to bring a fresh perspective and make a home their own. With generous rooms, a versatile floor plan, and an established residential setting, the property offers a solid foundation for thoughtful renovations and modern updates while retaining the character and proportions of a classic Westchester home. The location is equally compelling: set in the Crestwood section of Yonkers, the home is conveniently positioned near Scarsdale, Eastchester and Tuckahoe, offering the best of lower Westchester at your doorstep. Commuters will appreciate easy access to both the Crestwood and Scarsdale Metro-North stations, providing convenient options for travel to Manhattan and throughout Westchester. Beyond the commute, enjoy an abundance of nearby shopping, restaurants, parks and recreational amenities. Central Park Avenue, White Plains Road and the surrounding Scarsdale, Eastchester, and Tuckahoe Villages provide an extensive selection of everyday conveniences and dining options, while nearby parks and recreation offer plenty of opportunities to enjoy the outdoors. Several area golf clubs and courses are also within easy reach. Whether you're looking to thoughtfully renovate an existing home or create a more personalized vision from the ground up, 26 Cambridge Avenue presents a rare opportunity to invest in a desirable neighborhood with exceptional access to the very best of lower Westchester. Bring your vision and make this well-located Crestwood home your own!

26 Cambridge Avenue, Tuckahoe

22 Wallace Road, North Salem
$3,995,000
5 Beds ⋅ 4 Baths ⋅ 1023562 MLS
Artemis Farm. A North Salem icon set on over 10 enchanting acres along one of North Salem’s most coveted dirt roads. Offered for the first time in over 50 years, this extraordinary 1890 homestead offers 4,000+ square feet of timeless character and an atmosphere that is increasingly rare to find. The living areas are incredibly scaled - suitable for grand entertaining or intimate country living. With five bedrooms, three-and-a-half baths, two fireplaces, a whimsical front porch, magical terraces, barns, and verdant grass fields, this property feels like a treasured place from another era - beautifully preserved and simply waiting for its next chapter. The grounds are nothing short of remarkable, with award-winning gardens, towering ancient trees, expansive meadow spaces, winding walking paths, and peaceful views unfolding in every direction. There is a sense of history here, but also a profound sense of possibility: a property to wander, gather, garden, ride, entertain, and make your own. Once home to a bustling equestrian business of 22 horses, this property offers unparalleled opportunity for the avid rider - with direct NSBTA trail access, a riding field, and a stable that has served as the home base for some of the most decorated professional riders in the business. Long admired and quietly coveted for years, this is more than a home- it is a true North Salem treasure, rich with nostalgia, beauty, and soul. A magical place for its next steward to love, live, and carry forward. Conservation Easement.

22 Wallace Road, North Salem

10 E Brookside Drive, Larchmont
$2,249,000
5 Beds ⋅ 3 Baths ⋅ 1050898 MLS
Classic Larchmont charm on the outside. Brand new modern living on the inside. This turn-key, 5-bedroom gem in the heart of one of Larchmont's most sought-after neighborhoods is just minutes from the village, shops, and Metro-North, with a 35-minute express to Grand Central. Completely gut renovated in 2017, the home preserved its original facade and beamed living room while everything else was reimagined: new plumbing, electrical, windows, roof, dual-zone HVAC, Cat-6 wiring throughout, an EV charger, and a full exterior irrigation system. The layout lends itself beautifully to entertaining. The cozy, character-filled living room opens seamlessly into a dining area and gourmet kitchen which is outfitted with a 9-foot island, 48-inch BlueStar range, quartz counters, and custom cabinetry. A first-floor bedroom and full bath make an ideal guest suite or home office. Upstairs, morning light pours into the vaulted primary suite through five oversized windows. It features dual walk-in closets and a spa-like bath with a steam shower and freestanding claw-foot tub. Three additional bedrooms share a second full bath, and a second-floor laundry room comes equipped with drying racks and abundant storage. The backyard is the true showstopper: string lights, separate gravel patio, and a flat, private, fenced lawn with plenty of room for a game of catch or entertaining friends. The deck includes a direct gas line for grilling, and the home is protected by a whole-house interior fire sprinkler system. Rounding it out: a side-by-side 2-car garage, generous overflow storage, and a huge walk-out recreational space, and lawn irrigation system. But the best part of this home? The community! The Brook neighborhood is always bustling with activity and is lovely all year round with block parties and neighborhood events.

10 E Brookside Drive, Larchmont

26 Cecilia Lane, Pleasantville
$2,499,999
5 Beds ⋅ 5 Baths ⋅ 1043619 MLS
A rare opportunity to choose between the award-winning ARMONK (BYRAM HILLS) OR CHAPPAQUA SCHOOL DISTRICTS. Experience modern luxury at 26 Cecilia Lane, a completely move-in-ready, 5,055-square-foot contemporary ranch that pairs impressive scale with the effortless ease of predominantly first floor living. Flooded with natural light and set on more than 1.5 acres of professionally landscaped, flat and usable grounds, this exceptional residence offers 5 bedrooms, 3 full bathrooms, and two powder rooms. A gracious foyer sets the tone, opening to living spaces designed for comfortable daily activities and effortless entertaining. The living room opens through sliding glass doors to an expansive bluestone patio, blurring the line between indoor and out against a backdrop of lush private grounds. The formal dining room flows seamlessly into a sun-filled eat-in kitchen, which opens directly to the patio for easy indoor-outdoor dining and gathering. At the heart of the home is a dramatic family room with vaulted ceilings, anchored by a wood-burning fireplace and framed by an abundance of windows overlooking the surrounding landscape. Warm, inviting and filled with natural light, it is an ideal gathering space in every season. A private bedroom wing places all five bedrooms conveniently on the main level. The serene primary suite features generous walk-in closets and an en-suite bathroom while three additional well-proportioned bedrooms share an oversized hall bathroom. A fifth bedroom adds flexibility as a guest suite or home office. A beautifully appointed powder room, an oversized mudroom with laundry, along with direct access to the attached two-car garage round out the main level with everyday luxury and convenience. The home’s impressive scale continues upstairs, where a versatile loft and full bathroom offer abundant space for recreation, work, fitness or guests. The finished walkout lower level offers additional flexibility, complete with its own powder room and direct access to the backyard. Outside, the expansive lawn, established perennial gardens, mature trees and thriving vegetable garden create a private park-like setting with abundant room to relax, play, garden and entertain. Set in a peaceful, sought-after neighborhood, this home is close to the North White Plains and Pleasantville train stations, the Pleasantville Farmers Market, Jacob Burns Film Center, and shopping in both Armonk and Chappaqua. Rare in its scale, light, privacy and flexibility, 26 Cecilia Lane delivers a turnkey offering of elegance and expansive outdoor living in one of Westchester's most prime locations. VERY ATTRACTIVE TAXES!

26 Cecilia Lane, Pleasantville

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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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