5 Bedroom Homes for Sale in Westchester, NY

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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

$1,100,000

5 Beds ⋅ 2 Baths ⋅ 1045200 MLS

Welcome to 62 Raybrook Road, a spacious two-family home offering approximately 2,880 sq. ft. of living space on an impressive 100 x 100 lot in Yonkers. This property offers a great opportunity for an owner-occupant, extended family, or buyer looking for the flexibility and income potential of a two-family home. With 5 bedrooms and 2.5 full bathrooms, the home provides comfortable living space across both units. Top unit can be converted into 4 bedrooms easily with the size of the apartment. Outside, the oversized 10,000+ sq. ft. lot is a standout feature, offering plenty of outdoor space along with ample parking, a major convenience for a multi-family property. Located in an established residential neighborhood with convenient access to shopping, schools, transportation, major highways, and everything Yonkers has to offer. Whether you're looking for a home for your family, additional rental income, or a property with room and flexibility, 62 Raybrook Road is one you won't want to miss.

62 Raybrook Road, Yonkers

$2,500,000

5 Beds ⋅ 4 Baths ⋅ 1047235 MLS

Welcome to this timeless 1920s Tudor, beautifully situated in the sought-after Fox Meadow neighborhood. Rich in architectural character and craftsmanship, this distinctive home features graceful arched entryways, beamed ceilings with dentil molding, diamond-pane leaded and stained-glass windows, mahogany-inlaid hardwood floors, and a wood-burning fireplace. The home offers a gracious sitting room, formal dining room, sunroom, and an updated eat-in kitchen. With five bedrooms, three full and two half baths, there is plenty of flexibility throughout, including additional third-floor space and a finished lower-level featuring recreation and fitness areas, a wet bar, laundry and workshop space. Set on approximately 0.35 acres, the property is surrounded by mature landscaping and gardens, creating a wonderful sense of privacy. Additional features include two-zone central air, gas heat, a detached two-car garage, slate roof, copper gutters, Baldwin hardware, oak doors, 200-amp electric, cedar closets, and abundant storage. Offering 3,125 square feet plus an additional 1,193 square feet of finished lower-level space, this special home combines the character and craftsmanship of a classic Tudor with the space and conveniences for today’s lifestyle. Conveniently located near the train, schools, parks, library, country clubs, and all the amenities Scarsdale has to offer.

46 Fenimore Road, Scarsdale

$799,000

5 Beds ⋅ 2 Baths ⋅ 1039604 MLS

Welcome to this versatile 5-bedroom, 2-bathroom home at 127 Highland Avenue in Verplanck, offering endless potential for homeowners, business owners, or investors alike. Set on a 0.23-acre parcel in an R-G zone, this package includes a bonus separate building lot. Key Features & Layout Main Level: Open, bright layout featuring a fully renovated kitchen with quartz countertops and stainless steel appliances, a formal dining room with a bay window, and a convenient first-floor bedroom and full bath. Upper Level: 4 additional spacious bedrooms and a completely renovated full bathroom—perfect for dynamic living, guest rooms, or home office needs. Finished Attic: Walk-up access leading to a fully finished space equipped with hardwood floors, custom cedar-lined closet, dedicated heating and air conditioning, and abundant storage. Property Upgrades Exterior & Utilities: Brand-new roof, gutters, windows, electrical panel, and owned solar panels. Climate Control: Heating and cooling splits on the main level, combined with central air and heat servicing the second floor. Zoning & Usage Potential Located in the flexible R-G district, permitted uses include single-family residential, home occupations, barns, or greenhouses. Additional options available by special permit include doctors' offices, funeral homes, accessory apartments, and more. There is also a second building lot that may be for sale. Second floor, Hudson River views. Cortlandt waterfront is a short distance away with direct access to the river with 2 boat docks for boating and jet skiing. Property is sold as-is.

127 Highland Avenue, Verplanck

$1,795,000

5 Beds ⋅ 5 Baths ⋅ 1046201 MLS

Welcome to 65 Wildway, a beautifully appointed 5-bedroom, 4.5-bath residence offering exceptional space, comfort, and versatility across three finished levels. Designed for both elevated everyday living and effortless entertaining, the home features a gracious layout, generously proportioned rooms, abundant natural light, and thoughtful updates throughout. The renovated kitchen serves as the heart of the home, offering expansive prep and gathering space, premium appliances, multiple ovens, and an inviting dining area ideal for both casual meals and larger gatherings. The main living spaces are bright and welcoming, enhanced by custom built-ins, a striking fireplace, and oversized windows that create a warm, sophisticated atmosphere. Five spacious bedrooms and four-and-a-half baths provide flexibility for guests, home offices, or multigenerational living, while the finished lower level offers additional space for a media room, gym, playroom, lounge, or private retreat. Outdoors, a beautifully landscaped stone patio set against a natural rock wall creates a secluded backdrop for dining, entertaining, and relaxing. An additional finished structure with heating and cooling offers even more possibilities for work, recreation, or entertaining. Central heating and air conditioning throughout all three levels, ample storage, and a two-car garage add everyday convenience. The home’s prime location places you just moments from Bronxville’s Metro-North station, along with the Village’s charming shops and restaurants. 65 Wildway offers the perfect balance of luxury living and everyday comfort—an exceptional place to call home.

65 Wildway, Bronxville

$2,000,000

5 Beds ⋅ 4 Baths ⋅ 1044854 MLS

Set on a quiet cul-de-sac, this 5-bedroom, 3.5-bath Contemporary offers 3,550 square feet of bright, spacious living space. The .34-acre property backs directly to Scarsdale Golf Club, providing a scenic and open natural backdrop. The main level has an open concept design and infused with sunlight. It includes a gracious entry foyer, generously sized living and dining rooms, an eat-in kitchen with quality stainless appliances, a large center island with breakfast seating area. An adjacent family room features floor-to-ceiling windows and French doors that lead out to the deck and lovely rear yard. A first-floor bedroom/office offers flexibility for guests or work-from-home needs. Upstairs, the primary suite features vaulted ceilings, a walk-in closet, a luxurious ensuite bath and a private deck overlooking the Scarsdale Country Club Golf Course. Three additional well-proportioned bedrooms and hall bath complete the second level. Special features include hardwood floors, abundant natural light, multi-zone central air, central vacuum and an attached two-car garage, for comfort and convenience. Enjoy the privacy of this established golf-course cul-de-sac neighborhood, close to Hartsdale Village, Metro-North, shops, dining and Edgemont schools.

35 Highridge Road, Hartsdale

$4,395,000

5 Beds ⋅ 9 Baths ⋅ 1046026 MLS

Beautifully sited high above the Hudson river, this architectural masterpiece offers truly sweeping river views and views of the Manhattan Skyline across 14 private acres. Spanning approximately 11,130 square feet the residence seamlessly bends striking design with natural beauty, creating a one-of-a-kind retreat defined by space, light and unparalleled scenery. Designed by a celebrated Architect. Soaring 12' ceilings, floor to ceiling glass walls which bring the outdoors in. Extensive decking and terraces. Incredible flow from the entry to the living room, dining room, chefs kitchen, family room, library & library. 5 ensuite bedrooms on the second level including the primary suite with 28 foot ceiling height - 2 full baths and oversized walk in closets. The garden level has walk out access to the covered terrace and pool. The space features an oversized gym, media room, recreation room, 2 changing cabanas and an entertainment kitchen. Newly renovated tennis court on premises for Bramblebush residents use only. This home will capture your heart from the moment you entry through the gated entry and drive through the magnificent landscape. Minutes to Metro North and Highways. This is truly a work of art that you must experience.

18 Bramblebush Road, Croton-On-Hudson

$2,395,000

5 Beds ⋅ 7 Baths ⋅ 1041927 MLS

Set within one of New Rochelle’s most coveted waterfront enclaves, this distinguished brick and stone Center Hall Colonial offers an exceptional combination of architectural elegance, refined interiors, and an enviable waterfront lifestyle. Set on .47 acres of beautifully landscaped grounds, the property enjoys sweeping views of Long Island Sound, deeded beach rights, and exclusive access to a private pedestrian path reserved for Davenport Estates residents. Here, life unfolds at the water’s edge—spectacular sunsets, boats sailing past throughout the seasons, and Fourth of July fireworks enjoyed from the private beach. A gracious entry introduces beautifully proportioned rooms and an extraordinary level of craftsmanship. The formal dining room and elegant step-down living room with wood-burning fireplace set the tone for sophisticated entertaining. At the heart of the home, the open chef’s kitchen features high-end appliances including a built-in Miele coffee machine, wine fridge and two beverage fridges, and a separate breakfast area with the family room beyond. A conveniently located laundry room and full bath are just off the kitchen, along with direct access to the pool. The enclosed sunroom is a particular highlight, featuring skylights and expansive accordion glass doors that open completely to the patio and backyard, creating a seamless transition between indoor and outdoor living. The family room, distinguished by a skylight and double-sided gas fireplace shared with the adjacent media room, offers an inviting space for both relaxed gatherings and more formal entertaining. Throughout the home, bespoke details and luxurious materials include Brazilian cherry, teak, oak, and marble floors; mahogany doors; custom mantels and lighting; walk-in cedar closets; and a sophisticated surround-sound system. The serene primary suite is a private retreat, featuring a gas fireplace, two walk-in cedar closets, and a spa-like bath with Jacuzzi tub, steam shower, and double vanities. Four additional bedrooms and five-and-a-half additional baths provide generous accommodations for guests. The grounds are designed for both privacy and grand-scale entertaining. A circular drive introduces the property, while mature landscaping and hand-selected specimen plantings create a lush, secluded setting. The expansive backyard centers around a heated in-ground gunite pool and hot tub, with generous patio space and a beautiful lawn providing the ideal backdrop for summer entertaining or tranquil afternoons at home. Exceptional amenities continue throughout, including radiant-heated floors throughout most of the residence, a wine cellar, slate roof, copper gutters, and a heated two-car garage with epoxy floor conveniently accessed from the kitchen. The approximately 1,200-square-foot lower level includes a finished room, wine cellar, full bath, abundant storage, and direct access to the garage. Perfectly situated for convenience as well as privacy, the property is within walking distance of public elementary and middle schools and minutes from New Rochelle’s acclaimed dining, shopping, and Metro-North station (32 minutes to Grand Central Terminal). With no through traffic and a remarkable connection to Long Island Sound, this is a rare opportunity to experience an elegant waterfront lifestyle in one of New Rochelle’s most desirable communities.

50 Echo Bay Drive, New Rochelle

$2,999,999

5 Beds ⋅ 5 Baths ⋅ 1035269 MLS

Looking for a private retreat? Introducing 54 Forest Lake Drive, an exceptional custom-built brick Colonial thoughtfully designed by its original owner and set within the prestigious Park Lane Reserve in West Harrison. Offering quality finishes this home seamlessly blends timeless architectural elegance, sophisticated modern luxury, breathtaking panoramic views of a picturesque pond with a dock, a sparkling waterfall cascades gracefully over natural rock and vanishing-edge pool. The dramatic two-story foyer with sweeping staircase welcomes you into this traditional center hall colonial. Exquisite custom millwork, radiant-heated floors throughout, exceptional craftsmanship and attention to detail are evident at every turn. A welcoming courtyard invites you to the gracious main level, thoughtfully designed for both refined entertaining and comfortable everyday living. The formal living and dining rooms flow seamlessly into the heart of the home: a spectacular chef’s kitchen featuring a generous center island, sun-filled breakfast area, custom cabinetry, granite countertops, and a premium appliance suite. The kitchen opens naturally to an expansive family room with soaring ceilings, creating an inviting gathering space overlooking the spectacular grounds. A sunroom just off the family room offers a peaceful retreat that can serve as a private office or quiet reading room, all while enjoying the exceptional privacy this home provides. A mudroom, laundry room, and full bath complete the main level. Outdoor living is elevated with a beautiful wraparound deck featuring a fully equipped gourmet kitchen—perfect for effortless entertaining and memorable gatherings surrounded by the beauty and tranquility of the grounds. The second level is anchored by a private primary suite with a balcony overlooking the pond and pool, a custom entertainment center and a spa-inspired bath with dual vanities, oversized steam shower, and a custom walk-in closet with center island. An ensuite bedroom provides a private guest retreat, while three additional large bedrooms share a beautifully renovated hall bath. The third floor offers a private office with tranquil views of the grounds. The lower level is designed for recreation and wellness, offering a gym, office and guest suite, along with a movie theater, built-in bar and wine cellar that accommodates 430+ wine bottles. A full spa-style bath includes a sauna, steam shower, and whirlpool tub that can also be converted into a cold plunge. A covered patio off the playroom extends year-round living, complete with a TV, built-in Viking grill, sink, overhead heaters, and motorized screens for enclosed comfort in cooler months. The professionally landscaped grounds create a true private resort-like setting, featuring a custom deck, stone walkways, a sparkling infinity pool, multiple pond seating areas including a rustic gazebo, dock and stone patio. Ideal for both relaxation and entertainment. Every element of this home has been thoughtfully considered, including custom-designed closets, sophisticated smart-home technology, heated floors throughout the home, a heated two-car garage, and a generator. A radiant-heated driveway provides added comfort and convenience throughout the winter months. Ideally situated just minutes from downtown White Plains, the residence offers easy access to premier shopping, dining, entertainment, and major highways, while providing an effortless 38-minute express train commute to Grand Central Terminal. 54 Forest Lake Drive is a rare offering that seamlessly combines exceptional craftsmanship, resort-style outdoor living, modern amenities, and a coveted location— creating a truly remarkable private retreat just outside Manhattan.

54 Forest Lake Drive, West Harrison

$1,100,000

5 Beds ⋅ 5 Baths ⋅ 1038042 MLS

8 Bolton Place, built in 1846 is a home you simply don’t come across often. Offering over 4,200 square feet across three levels, the home combines the scale and architectural character of its era with meaningful updates made for today’s living. Original hardwood floors, detailed millwork, oversized windows and generously sized rooms carry throughout the home. The updated kitchen is one of the major improvements, featuring a large center island, stainless steel appliances, extensive counter space and a built-in breakfast nook. The main level offers an impressive amount of living space, including a formal dining room, large living room with fireplace and built-ins, along with additional flexible spaces that can work as a home office, den or playroom. Upstairs, five bedrooms and multiple baths provide plenty of room to spread out, while the home’s distinctive architecture continues with unique spaces, including a light-filled room surrounded by windows and topped by a vaulted ceiling with exposed beams. Beyond the cosmetic updates, the home has also benefited from structural improvements designed to reinforce and preserve the integrity of the home for years to come. Set on approximately .45 level acres, the property offers a fenced yard and an expansive driveway with plenty of off-street parking. With more than 175 years of history, 8 Bolton Place retains the details that make an older home special while offering the space, updated kitchen and improvements that make it practical for its next chapter.

8 Bolton Place, Port Chester

$639,000

5 Beds ⋅ 3 Baths ⋅ 1041908 MLS

Easy to show, Welcome to 35 Cortlandt St, a beautiful semi-detached home in Mount Vernon that is move in ready and waiting for its new owner. “The property offers the potential to create future private parking within the property.” This well maintained property offers a warm and inviting atmosphere with comfortable living spaces and plenty of natural light throughout. Conveniently located near shopping, transportation, schools, and major roadways, this home offers both comfort and accessibility. A wonderful opportunity for buyers looking for a charming, move-in-ready home in Mount Vernon. Schedule your private showing today and Make an offer.

35 Cortlandt Street, Mount Vernon

$887,550

5 Beds ⋅ 3 Baths ⋅ 1040706 MLS

An exceptional opportunity awaits in the highly desirable Seminary Heights section of Yonkers! This well-maintained, all-brick 2-Family offers the space, versatility, and income potential today’s buyers are looking for—perfect for an owner-occupant, investor, or generational living. The property features a spacious 3-bedroom, 2-full-bath duplex apartment along with a 2-bedroom, 1-full-bath apartment, offering two generously sized residences under one roof. Updated kitchens and bathrooms, private laundry in each apartment, and separately metered utilities with tenants paying their own gas and electricity add to the property’s appeal. Outside enjoy an oversized backyard and side yard, patios, driveway parking, and storage, providing plenty of room for outdoor entertaining and recreation. Conveniently located near public transportation, Metro North, shopping, schools, parks, major highways and parkways, this is a rare opportunity to own a versatile all-brick multi-family property in one of Yonkers’ established neighborhoods. Live in one and rent the other, add to your investment portfolio, or create the ideal generational living setup—the possibilities are here.

786 Mile Square Road, Yonkers

$769,000

5 Beds ⋅ 3 Baths ⋅ 1030951 MLS

Spacious Tudor Style Home with a Victorian Influence in Desirable Fleetwood. 5 Bedroom, 2 and a half bath. Timeless architectural charm with generous living space. It offers the perfect setting for comfortable everyday living and entertaining. Nice sized sun filled living room and formal dining room. Enjoy comfortable family room off the kitchen all connected by an easy flow floor plan designed for today's lifestyle. This home provides flexibility for a growing household, multi-generational living or those needing dedicated work from home space. Brick/stone driveway leading to backyard for outdoor fun. Ideally situated just a short walk to Fleetwood Metro-North, neighborhood shops, restaurants, parks and schools with quick access to major parkways and highways providing easy commute to New York City and surrounding areas.

129 Urban Street, Mount Vernon

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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.

5 Bedroom Homes for Sale in Westchester, NY

All 5 Bedroom Homes for Sale in Westchester, NY

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Tierra Stanback