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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

1 Main Street, Purdys
$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

254 Park Avenue, West Harrison
$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

2164 Boston Post Road, Larchmont
$2,995,000
5 Beds ⋅ 5 Baths ⋅ 1006117 MLS
Welcome to LUMA 23 — 2164 Boston Post Road, a fully finished, one-of-a-kind masterpiece for the buyer who craves true distinction over cookie-cutter design. Step inside to an effortless blend of modern aesthetic and refined luxury, where every custom finish is executed to perfection. Bold, sleek, and sophisticated, this residence is a dramatic departure from the ordinary, built for both quiet living and high-style entertaining in the heart of Larchmont village. LUMA 23 embodies "the art of living in light" From arrival, the home reveals its defining gesture: a soaring 23-foot entry volume filled with natural light and architectural calm. A floating staircase ascends as both structure and sculpture, setting a tone of openness carried throughout. At the rear, a second 23-foot ceiling frames the transition to the outdoor terrace, blending interior and landscape. Nine-foot ceilings and full-height doors reinforce this vertical rhythm. The main level unfolds around a central open kitchen anchored by a marble-finished quartz island, with living, dining, and office spaces flowing together. Expansive glazing draws light deep into the home throughout the day. The residence offers five bedrooms, four-and-a-half bathrooms, and a dedicated office. Eight balconies, a terrace, and a deck extend living outward, spaces for entertainment, reflection, and connection to the outdoors from nearly every level. Natural light is a central design element throughout, with large-format windows and orchestrated sightlines creating an ever-changing play of light and shadow. A custom Mondrian-inspired stained-glass installation turns sunlight into a living composition of color and movement. The finished lower level adds space for recreation, media, wellness, or storage, and an attached two-car garage completes the home. Every proportion is considered. Every threshold has purpose. This is a home defined not by excess, but by precision, modern and timeless at once, for those who believe architecture should elevate everyday living. (All images are artist renderings and virtually staged to demonstrate the property's final potential.)

2164 Boston Post Road, Larchmont

54 Drake 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

82 Riverdale Avenue, White Plains
$645,000
5 Beds ⋅ 3 Baths ⋅ 1010308 MLS
Welcome to this bright and spacious ranch-style home in the sought-after Greenburgh community. Filled with natural light, this well-maintained residence offers comfortable single-level living with a flexible floor plan designed to meet a variety of needs. The main level features three generously sized bedrooms, including a secondary bedroom with a private ensuite bath—a rare and convenient feature that provides additional privacy and versatility. The large kitchen is equipped with stainless steel appliances and offers plenty of space for cooking, dining, and entertaining. The finished lower level provides exceptional additional living space, complete with two bonus rooms, a full bathroom, a separate laundry area, and its own private entrance. Whether used for extended family, guests, a home office, fitness area, or recreation space, the possibilities are endless. Abundant natural light flows throughout the home, creating a warm and inviting atmosphere. Outside, enjoy a sprawling backyard with plenty of room for entertaining, gardening, play, or simply relaxing in your own private outdoor retreat. Conveniently located near parks, shopping, dining, major highways, and Metro-North transportation, this home offers the perfect combination of space, versatility, and accessibility. With ranch-style living, generous indoor and outdoor spaces, and a lower level that expands the home's functionality, this is an opportunity you won't want to miss. For added peace of mind, this home includes a one-year home warranty, providing valuable protection and confidence as you and your family settle into your new home. Don't let this one get away. Call today for a private showing!

82 Riverdale Avenue, White Plains

164 Eastwoods Road, Pound Ridge
$15,000,000
5 Beds ⋅ 6 Baths ⋅ 1007263 MLS
EASTLAKE. Nearly 39 serene acres offering the ultimate in privacy. Long, gated drive over rushing stream and through manicured grounds. Remarkable estate compound owned for years by renowned fashion designer as a family residence. Impressive architect-designed Stone and Country House positioned to overlook a private eight-acre lake. Striking and sophisticated Contemporary with elements of a Mid-Century Modern. Impressive rooms with natural finishes of fine woods and hand-cut stone. 5500 square feet of airy, loft-like living space positioned to capture views of the water. Beautifully scaled main rooms with vaulted ceilings, finished in warm woods, stone and hardwood floors and walls of glass. Striking Living Room with stone fireplace and vaulted ceiling lit by a modern cupola. Doors to wrap-around porch for fantastic indoor-outdoor living. Open-concept Dining Area also with water view, perfectly scaled for entertaining. Sleek Kitchen designed for the consummate chef. Private Office with conference area and wet bar. Lower Level Family Room for more casual everyday living. Spacious first floor Primary Suite with ample closets and private Bath. Four additional Bedrooms, most with en-suite Baths. Breathtaking grounds amid dramatic rock outcroppings with stone walls and terraces, an incredible array of flowering plantings, rare and specimen trees and rolling lawns down to the water. Fenced garden for flowers and seasonal produce. Lakefront dock, heated Swimming Pool with Pool House and privately sited Tennis Court make for an incredible sporting lifestyle. Separate building complex with a Three-Bedroom, fully equipped Guest House, Garages for six-plus cars and equipment storage. The perfect, peaceful refuge.

164 Eastwoods Road, Pound Ridge

22 Peters Lane, Pound Ridge
$1,195,000
5 Beds ⋅ 4 Baths ⋅ 1007911 MLS
Nestled in sought-after Pound Ridge, this exceptional 5BR/3.5BTH residence offers an extraordinary blend of sophisticated living and natural tranquility. Spanning over 3,600 sq ft, this home presents an ideal sanctuary for discerning buyers seeking both luxury and comfort in one of Westchester's most coveted locations. Upon entering, you are immediately struck by the dramatic architectural elements that define the home's character. Soaring sky-high ceilings create a sense of space and grandeur, while exposed wood beams add warmth and rustic elegance throughout the interior. The thoughtfully designed floor plan maximizes both functionality and flow, accommodating the needs of modern life while maintaining distinct spaces for relaxation and entertainment. Five generously sized bedrooms provide ample accommodation offering comfortable sleeping quarters and tons of natural light. The primary bedroom serves as a true retreat, featuring the tastefully renovated ensuite bathroom (2025) that showcases high-end materials and modern amenities. Three and a half bathrooms throughout the home ensure convenience and privacy for all occupants, with each space thoughtfully appointed. The additional half bathroom provides practical functionality for entertaining and daily use, conveniently located off of the mudroom. The heart of the home encompasses inviting living spaces that seamlessly blend comfort with style. Whether hosting intimate gatherings or large celebrations, the open and airy layout accommodates various entertainment needs while maintaining a sense of warmth and intimacy. The exposed beam details and soaring ceilings create architectural character that distinguishes this property from typical suburban offerings. Boasting nearly 2.25 acres, the outdoor space extends the home's living area seamlessly into the natural environment which provide the canvas for year-round outdoor living experiences. While tucked away on a quite cul-de-sac, the location still offers an enviable combination of small-town charm and NYC accessibility. Just one mile from the charming Pound Ridge Village, residents can explore local shops, restaurants, and tons of community events. Nature enthusiasts will appreciate the proximity to De La Torre Preserve, offering hiking trails, wildlife observation and peaceful spaces for outdoor recreation. New Canaan Metro North located just a short 12 minute drive makes your NYC commute easy, with just a 68 minute express train to Grand Central Station. First time on the market in over 25 years, this truly stunning home is just waiting for its new owners!

22 Peters Lane, Pound Ridge

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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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