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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

$4,700,000
5 Beds 7 Baths 1016358 MLS
Tucked away at the end of a long private drive and completely hidden from the road, this extraordinary contemporary estate offers one of the most private and captivating settings in Scarsdale. Set on two breathtaking acres bordering Fenway Golf Club, the property is surrounded by mature specimen trees, lush landscaping, a resort-style pool, and a spectacular koi pond home to hundreds of koi, creating a setting that feels worlds away from everyday life. Designed with exceptional craftsmanship and remarkable architectural vision, the residence is defined by soaring ceilings, dramatic walls of glass, abundant natural light, and a seamless connection to the outdoors. A striking copper roof and oversized copper entry door introduce a home that is both architecturally significant and effortlessly livable. The thoughtfully designed floor plan balances grand entertaining with comfortable daily living. A private primary suite serves as a true retreat, complete with dual walk-in closets, a dressing area, and a spa-inspired bath. A separate bedroom wing provides three additional bedrooms and generous accommodations for guests. Formal living and dining rooms frame picturesque views of the pond and grounds through floor-to-ceiling glass, while the expansive eat-in kitchen features custom cabinetry, granite countertops, premium appliances, and a butler’s pantry. At the heart of the home, a spectacular double-height family room invites gathering and relaxation. Vaulted ceilings, tiers of skylights, custom built-ins, walls of glass, and a dramatic stone fireplace create a space that is both impressive in scale and warm in character. The walk-out lower level offers exceptional flexibility, with recreation space, guest accommodations, gym or studio options, abundant storage, and direct access to the outdoors. Outside, the estate unfolds as a private sanctuary. Japanese-inspired gardens, stone terraces, multiple entertaining areas, level lawns, and tranquil water features create an atmosphere rarely found in Westchester. Attached and detached garages provide space for four vehicles, complemented by extensive guest parking and a private driveway that enhances the estate’s exclusivity. Just 32 minutes from Manhattan and located within the highly acclaimed Scarsdale School District, this is a rare opportunity to own one of Scarsdale’s most distinctive residences, an architectural retreat offering exceptional privacy, natural beauty, and a lifestyle unlike any other.

41 Murray Hill Road, Scarsdale

$1,495,000
5 Beds 4 Baths 1006452 MLS
Exceptional mixed-use investment opportunity offering a rare blend of dependable income, historic significance, and long-term appreciation potential in the heart of North Salem. This one-of-a-kind property encompasses three income-producing structures across two mailing addresses and is zoned for both neighborhood business and residential use, providing exceptional flexibility for investors. Ideally situated with immediate access to I-684 and just moments from the Purdy's Metro-North station, the property enjoys outstanding commuter convenience and sustained tenant demand. Located within the highly sought-after North Salem School District, this is a truly unique offering in one of Northern Westchester's most desirable and tightly held communities. Anchoring the property is a striking three-bedroom Craftsman-style residence that lives like a four, believed to have been rebuilt in 1940, offering a rare blend of historic character, craftsmanship, and enduring appeal. The home has been thoughtfully maintained and enhanced through substantial capital improvements, including a newer roof, HVAC system, central air conditioning, and updated septic systems, providing lasting value and operational confidence. One of the property's most distinguished attributes is the historic Purdy's Station Post Office, an irreplaceable community landmark combining rich heritage with dependable long-term tenancy and a cherished community landmark that has served the area for nearly 180 years. Occupied under a long-term lease, the post office provides a stable, government-backed income stream and has been extensively renovated to meet modern operational standards while preserving its historic character. Above the post office, a spacious two-bedroom, one-bath apartment generates additional rental revenue, further strengthening the property's diversified income profile. Adding yet another revenue-generating component is a detached four-car garage, originally built in 1925, with existing leases extending through May 2027. This additional income-producing asset enhances cash flow while presenting future flexibility and potential value-add opportunities. Combining multiple established income streams, long-term tenancy, favorable mixed-use zoning, significant infrastructure improvements, and an irreplaceable location near major transportation corridors and commuter rail service, this is a true legacy asset positioned for both stability and growth. Opportunities of this caliber are exceedingly rare!

1 Main Street, Purdys

$2,490,000
5 Beds 5 Baths 1014768 MLS
Welcome to this extraordinary Tudor masterpiece in the heart of the coveted Cotswolds neighborhood of the award-winning Edgemont School District, just a short walk to schools, downtown Scarsdale shops and the Metro North train for a 32 minute commute to Grand Central. Thoughtfully renovated from top to bottom, this exceptional home seamlessly blends timeless architectural character with sophisticated modern living. The stunning chef's kitchen is the centerpiece of the home, featuring premium appliances including a Wolf six-burner range with griddle and double ovens, Sub-Zero refrigerator/freezer, Wolf microwave, KitchenAid dishwasher, wine refrigerator, and striking quartz countertops with a waterfall breakfast bar. The kitchen flows effortlessly into the family room, where French doors open to a patio overlooking the spectacular saltwater pool, lush level backyard, and beautifully curated specimen trees and plantings. A spacious roof deck above the garage provides an additional outdoor retreat for dining, entertaining, or simply relaxing. The first level also includes a beautifully renovated powder room, large coat closet, butler's pantry, formal dining room, and an impressive living room with soaring cathedral ceilings, original exposed beams, and a dramatic wood-burning fireplace with stone surround. The open-concept layout offers the perfect balance of elegant entertaining spaces and comfortable everyday living. The second level features a luxurious primary suite with a renovated marble bath, large walk-in closet, and two additional closets. Two additional spacious bedrooms and a beautifully updated hall bath with marble finishes complete this floor. The third level offers two more bedrooms with oversized walk-in closets and a renovated hall bath, providing exceptional flexibility for guests or as a home office. The walk-out lower level is equally impressive, anchored by a gorgeous recreation room with luxury vinyl flooring, built-in kitchenette with beverage refrigerator and bar sink, and large sliding glass doors that create a seamless connection to the pool and backyard. Original stone walls add warmth and character, while a hidden subterranean wine cellar tucked inside a large walk-in closet offers a unique and memorable feature. An additional playroom, full bath, and laundry room complete this bright and inviting level. Recent improvements include conversion from oil to gas heat, refinished hardwood floors, interior painting throughout, extensive pool upgrades, new open kitchen/family room, all new baths and numerous additional enhancements. A two-car attached garage, heated driveway, front walkway, and stairway ensure year-round convenience and ease. Set on a beautifully landscaped property with a magnificent slate roof, expansive level play space, and an A+ location in one of Edgemont's most desirable neighborhoods, this turnkey home offers the rare combination of architectural beauty, modern luxury, and exceptional outdoor living. A truly special Edgemont offering.

14 Withington Road, Scarsdale

$769,000
5 Beds 2 Baths 1014641 MLS
Where timeless character meets modern comfort in the heart of Peekskill's Historic District. Built in 1880 and located in one of Peekskill's most charming and established neighborhoods, this beautifully maintained Second Empire Victorian home with a mansard roof featuring scalloped shingles offers expansive living across three finished levels with five bedrooms, two updated bathrooms, and exceptional flexibility for today's lifestyle. A classic brick driveway enhances the home's architectural presence, curb appeal, and provides the convenience of private off-street parking. Rich in architectural character, the home showcases soaring ceilings, original details like hardwood floors, restored Victorian cast-iron radiators, and a welcoming wraparound porch that invites you to slow down and appreciate the timeless charm of this historic setting. Thoughtful updates blend seamlessly with the home's classic design. The main level offers a spacious living room, a library with dramatic tall windows and direct access to the wraparound porch, a glorious formal dining room, a full bathroom, and a stunningly updated kitchen. Renovated in 2025 it features quartzite countertops, a marble slab backsplash, stainless steel appliances, pantry storage, and a functional layout, this space is designed for both everyday living and memorable entertaining. The mudroom provides a seamless transition from the home to the glorious backyard oasis. The second floor features a spacious primary bedroom with a private dressing room/walk-in closet, offering exceptional functionality and the flexibility to serve as a bonus space adaptable to a variety of lifestyles. A second bedroom and renovated bathroom complete this level. The finished third level offers three additional bedrooms filled with character, including charming dormer windows that capture neighborhood views and create inviting spaces for guests, hobbies, work, creativity, or simply additional room to spread out. Multiple ductless mini-split systems, WiFi-enabled smart thermostats, a whole-house water filtration system, natural gas, and municipal services provide the comfort, efficiency, and convenience expected by today's homeowners. Step outside into your own private nirvana, where thoughtfully designed gardens, mature landscaping, and inviting patio spaces create a peaceful outdoor sanctuary. Designed to be enjoyed in countless ways, this exceptional outdoor retreat is perfect for peaceful moments of reflection, working al fresco, hosting guests, or simply taking in the beauty of the surroundings. The carefully curated gardens create a setting that feels worlds away while remaining just moments from the energy of downtown Peekskill. Ideally situated near Peekskill's vibrant downtown, residents enjoy quick and convenient access to restaurants, cafes, art galleries, boutique shopping, waterfront attractions, less than 5 minutes to entertainment at The Paramount Hudson Valley Theater, and Metro-North service, offering a convenient commute to New York City. Experience the very best of Hudson Valley living with culture, recreation, and everyday conveniences all close to home. Combining the craftsmanship and character of a bygone era with the updates and functionality desired today, 200 Nelson Avenue presents a rare opportunity to own a distinctive Victorian home in one of Westchester County's most dynamic and sought-after riverfront communities.

200 Nelson Avenue, Peekskill

$1,199,000
5 Beds 4 Baths 1014633 MLS
Exceptional Raised Ranch Split-Level with Private In-Law Suite & Endless Possibilities! Discover the perfect blend of style, space, and flexibility in this beautifully maintained 5-bedroom, 4-bath raised ranch split-level home. Designed for today’s lifestyle, this expansive residence offers generous living areas, thoughtful updates, and an ideal layout for multi-generational living, guests, or extended family. Step inside to a bright and welcoming main level featuring a sun-filled living room, elegant formal dining room perfect for entertaining, and a well-appointed kitchen complete with stainless steel appliances. Upstairs, retreat to the spacious primary suite with its own private bath, accompanied by two additional generously sized bedrooms and a full hall bath. The lower level offers even more living space with a sunlit family room, convenient kitchenette, home office or additional bedroom, full bath, and laundry room—providing incredible versatility for work, relaxation, or recreation. One of the true highlights of this property is the fully equipped private in-law suite with its own separate entrance. Offering complete independence, this exceptional space features a full kitchen, comfortable living area, bedroom, and bath—ideal for extended family, guests, or potential income-producing opportunities. Nestled in a sought-after neighborhood, this rare home delivers the perfect balance of privacy, comfort, and convenience. Whether you're looking for room to grow, space to entertain, or a flexible living arrangement, this one-of-a-kind property checks every box.

254 Park Avenue, West Harrison

$674,999
5 Beds 2 Baths 1013807 MLS
Here it is; Prime Mount Vernon Real Estate! Presenting 460 S 2nd Ave. This standout 5-bedroom, 2-bath Multi-family home perfectly blends Mount Vernon’s classic charm with that unmistakable Close to NYC-energy. Whether you’re looking for to Live in one unit , use it as a purely income-generating property, or a stylish mother-daughter setup, this home delivers versatility and modern comfort in one package. Step inside the first-floor unit: a cozy 1-bedroom, 1-bath retreat featuring a bright living-dining area with distinctive lighting fixtures and sleek granite countertops. It’s the perfect private space for guests, extended family, or rental income. Head upstairs to the loft-style 4 bedroom duplex – this is where the wow factor hits. An open-concept kitchen and dining area shines with premium stainless steel appliances and expansive granite counters, ideal for entertaining. Down in the basement, you’ll find an exposed-brick character wall and a bonus bedroom – the ultimate flexible space for a home office, gym, media room, or extra living quarters. Outside, this property truly stands out: it sits on a double lot (lots 13 & 14) with a massive backyard perfect for summer gatherings, gardening, or future expansion. The 4-car+ driveway means no more street hunting. This home has been thoughtfully maintained and offers endless possibilities, The location, layout, and lot size make it a rare find in today’s market. Will be delivered FULLY VACANT. Ready for its next chapter – schedule your private showing today before it’s gone!

460 S 2nd Avenue, Mount Vernon

$4,495,000
5 Beds 6 Baths 1008911 MLS
Exceptional New Construction by an acclaimed local builder in one of Scarsdale's most sought-after Heathcote neighborhoods. Perfectly positioned for today's luxury lifestyle, this 5-bedroom, 5.1-bath Colonial offers over three levels of thoughtfully designed living space, seamlessly blending timeless architecture, sophisticated finishes, and exceptional craftsmanship. Located just moments from Heathcote Elementary School, neighborhood shopping, restaurants, houses of worship, and the JCC, this is a rare opportunity to own a custom-quality home in a premier walk-to-all location. Designed for both everyday living and elegant entertaining, the main level features 10-foot ceilings, wide-plank white oak flooring, a gracious foyer, formal living and dining rooms, and an expansive family room with fireplace. At the heart of the home is a spectacular chef's kitchen with custom cabinetry, premium appliances, an oversized center island, breakfast area, butler's pantry, and separate walk-in pantry. A custom wet bar, mudroom, powder room, and covered rear porch further enhance the home's functionality and flow. The second level is anchored by a stunning primary suite featuring vaulted ceilings, a spa-inspired bath, and generous his-and-her walk-in closets. Three additional bedrooms with beautifully appointed en-suite baths provide comfort and privacy for family and guests, while a conveniently located laundry room completes the level. The finished lower level offers exceptional flexibility with a large recreation room, fitness area, potential theater or media room, guest bedroom, full bath, and abundant storage. Built to a standard rarely found in today's market, the home will incorporate premium materials, advanced building systems, and the superior workmanship that has become synonymous with this respected builder's reputation. Construction is underway, presenting a unique opportunity for buyers to personalize select finishes and create a home tailored to their individual style and preferences. A rare offering that combines location, design, craftsmanship, and customization in one of Scarsdale's most desirable neighborhoods.

20 Lebanon Road, Scarsdale

$4,495,000
5 Beds 5 Baths 1005858 MLS
Introducing an exceptional new construction Center Hall Colonial by a highly regarded local builder, ideally situated in the coveted Edgewood neighborhood of Scarsdale. Thoughtfully designed with timeless architecture, superior craftsmanship, and today's most sought-after amenities, this spectacular home offers generous living spaces, elegant finishes, and an effortless floor plan for both everyday living and gracious entertaining. A welcoming center hall foyer opens to beautifully proportioned formal rooms, including an elegant dining room designed to host memorable gatherings large and small and formal living room. The heart of the home is the stunning chef's kitchen, where function and style come together seamlessly. Featuring an oversized center island with abundant seating, custom cabinetry, Wolf, SubZero and Bosch appliances, and a spacious breakfast area, the kitchen is designed for both casual meals and entertaining on a grand scale. Separate food and butler's pantries provide exceptional storage and preparation space, making cooking and hosting effortless. From the kitchen sink, enjoy views of the private backyard with stone patio, creating a wonderful connection between indoor and outdoor living. The kitchen opens directly into the expansive family room, highlighted by a gas fireplace that creates a warm and inviting atmosphere year-round. Additional first-floor amenities include, a thoughtfully designed mudroom outfitted with custom storage a stylish powder room. Convenient side-door access for grocery deliveries to the mudroom, along with direct entry from the garage, ensures everyday practicality without sacrificing elegance. The home's impressive scale is enhanced by soaring 10-foot ceilings throughout the first floor, filling every room with natural light and a sense of openness. Upstairs, 9-foot ceilings continue throughout the second level. The luxurious primary suite serves as a private retreat, featuring a tray ceiling, separate his-and-her walk-in closets, and a spa-inspired bath complete with a deep soaking tub, oversized shower, double vanity with custom cabinetry, and refined designer finishes. Three additional bedrooms provide ample accommodations. One bedroom enjoys its own en-suite bath, while two additional bedrooms share a beautifully appointed Jack-and-Jill bathroom. A dedicated laundry room on the second floor adds convenience and functionality to daily living. The finished lower level offers remarkable flexibility with 9-foot ceilings and abundant recreation space. This level includes an additional bedroom and full bath, ideal for guests or an au pair. A spacious playroom provides room for recreation and relaxation, while a separate area is perfectly suited for a home gym, fitness studio, or hobby space. Located in one of Scarsdale's most desirable neighborhoods, this extraordinary new home combines classic Colonial architecture with modern luxury and thoughtful design. With generous room sizes, exceptional ceiling heights, premium finishes, and a floor plan tailored to today's lifestyle, this is a rare opportunity to own a custom-built home in the heart of Edgewood.

54 Drake Road, Scarsdale

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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.