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

$1,625,000

5 Beds ⋅ 4 Baths ⋅ 1019544 MLS

Always admired - 190 Douglas Place is on the market for the first time in 25 years. The property has been improved and enhanced with an attention to detail that is extraordinary. This classic 1930 Center Hall Colonial has every upgrade imaginable. The windows have all been replaced with a combination of Marvin and Andersen 400 series windows. The kitchen was completely reimagined with a Thermador refrigerator, Sub-Zero freezer drawers, DCS 5-burner professional oven, Fisher & Paykel Dishwasher, soapstone counters and a custom soapstone sink. The primary bath was beautifully redone with a large walk in shower, ROHL fixtures and English towel warmers. The hall bath has also been stylishly redone. The first floor includes a sunroom and a Breakfast room off of the kitchen. The second floor has four bedrooms including a primary suite. In addition, there is a bedroom and bath over the garage that is accessed from the kitchen. The third floor has finished bonus space with abundant natural light provided by skylights and dormer windows. Other recent upgrades include a new custom wood garage door, epoxy flooring in the garage, new GE front load washer and dryer and custom wood radiator covers. The house backs up to the Hunts Woods so the backyard and deck offer incredible privacy that you can enjoy from the spacious deck.

190 Douglas Place, Mount Vernon

$2,750,000

5 Beds ⋅ 8 Baths ⋅ 1005206 MLS

Set on nearly seven acres in the prime estate area of the bucolic Bedford countryside, this gated country compound offers privacy, charm, and endless possibilities. The setting is absolutely picturesque with rolling lawns lined with stone walls. The main residence was extensively updated in 2020 with a new chef’s kitchen, all new bathrooms, a new roof, and a new HVAC system. The estate extends well beyond the main residence and includes a heated pool, two guest cottages, a four-car garage with a caretaker’s apartment above, an apple orchard, an old greenhouse, and an original storage barn. The property offers opportunities for extended family, guests, staff, or rental options. The square footage noted includes the guest cottages (main residence 5600 sf). This home enjoys complete privacy amid magnificent neighboring estates, yet is under 50 minutes to NYC and less than 10 minutes to train, town, and major highways.

9 Oregon Road, Bedford Corners

$975,000

5 Beds ⋅ 2 Baths ⋅ 1023869 MLS

This property is ideal for investors looking to generate rental income or owner-occupants seeking to offset their mortgage with rental revenue. Great investment opportunity, this two-family property offers strong income potential in a highly convenient location. Featuring a 3-bedroom unit on the main level and a 2-bedroom unit on the second floor. A finished basement provides valuable additional space that can be used for recreation, storage, or other permitted uses. The property also includes a private driveway, a 1-car garage, and ample street parking for tenants and guests. Situated on a dead-end street, the home offers added privacy while remaining just minutes from major highways, making commuting simple. Multiple nearby train stations provide convenient access for commuters, shopping, restaurants, schools, and everyday amenities are all within easy reach, enhancing its appeal to prospective tenants.

57 Woodruff Avenue, Bronxville

$725,000

5 Beds ⋅ 2 Baths ⋅ 1024071 MLS

Don't miss this fantastic opportunity to own a well-maintained two-family home offering space, flexibility, and convenience. The upper unit features a spacious three-bedroom, one-bath layout, while the first-floor apartment offers two bedrooms and one full bath—ideal for owner-occupants, extended family, or rental income. The finished walk-out basement provides valuable additional living space with a studio layout, perfect for recreation, a home office, or guests. Outside, enjoy a level backyard that's ideal for entertaining, gardening, or relaxing. Conveniently located near Yonkers shopping, restaurants, major highways, and public transportation, this property offers easy access for commuters while keeping everyday amenities just minutes away. With plenty of street parking and excellent income-producing potential, this is a wonderful opportunity for homeowners and investors alike.

169 Fillmore Street, Yonkers

$895,000

5 Beds ⋅ 3 Baths ⋅ 1023830 MLS

Opportunity awaits at this legal two-family home located on a quiet residential street in Yonkers. Offering flexible living arrangements and ample space, this property is ideal for homeowners, investors, or those seeking a multi-generational living setup. The second-floor residence features three bedrooms, a spacious living room, a kitchen, and a full bathroom. The ground-floor unit offers two bedroom, one bathroom, a kitchen, and a large living room. The finished lower level provides additional living space with multiple finished rooms, a kitchen, and a bathroom, offering endless possibilities. The home is serviced by natural gas heat, has solid bones, and has been well maintained over the years. While some updates and improvements may be desired, the property presents an excellent opportunity to add value and customize to your taste. Conveniently located near parks, schools, shopping, dining, and transportation, this property combines space, potential, and a desirable Yonkers location. Don't miss this opportunity to own a legal two-family home with tremendous potential in one of Yonkers' established residential neighborhoods.

173 Bennett Avenue, Yonkers

$1,695,000

5 Beds ⋅ 6 Baths ⋅ 1020960 MLS

Architecturally distinctive and beautifully connected to its natural surroundings, this custom cedar contemporary offers a refreshing alternative to the traditional colonial. Set on over 4 private acres in the heart of South Salem, the home blends dramatic volume, natural light, privacy, and flexible living spaces designed for modern living. The home’s layout flows easily from one inviting space to the next, creating a comfortable setting for both everyday living and entertaining. A welcoming entry opens to the formal dining room and wet bar, then leads into the heart of the home: a spacious kitchen and great room overlooking the backyard. The kitchen features a Viking range, Sub-Zero refrigerator, generous island, dining area, and an adjoining sitting area with fireplace. Walls of glass and oversized windows bring in beautiful natural light while framing views of the rolling lawn, mature trees, and charming barn beyond. The main level also includes a home office with full bath, as well as a separate guest wing with a bedroom, full bath, and laundry. Just off the entry, the formal living room is slightly elevated and offers hardwood floors, dramatic ceiling height, a wood-burning stove, and French doors to a deck overlooking the grounds. From the living room, stairs lead to the bedroom level, where the spacious primary suite feels like a private retreat with vaulted ceilings, fireplace, oversized walk-in closet, and spa-inspired bath. Three additional bedrooms complete this level, along with spiral stairs to a loft area ideal for a game room, creative space, storage, or secondary office. Above the garage, the private guest quarters offer exceptional flexibility for extended guests, multigenerational living, a refined work-from-home setup, or supplemental income potential. This space includes its own entry, living room, kitchen, two bedrooms, and a full bath. The lower level adds even more usable space with an additional bedroom and bath, home gym, storage, and walk-out access to the yard. Outside, expansive decks and patios overlook the rolling lawn and mature woodland, creating a peaceful setting for entertaining, quiet mornings, or simply enjoying the beauty of the property. A barn adds charm and function for the hobbyist, gardener, or outdoor enthusiast, and the grounds offer plenty of room for a pool. Additional highlights include a three-car attached garage, abundant storage, and numerous recent improvements, including a new roof, refinished cedar exterior, new garage doors, and meticulous maintenance throughout. Located within the Katonah-Lewisboro School District, this special South Salem retreat offers the ideal balance of privacy and convenience, just minutes from Metro-North, Ward Pound Ridge Reservation, local hamlets, shopping, dining, and major commuting routes.

South Salem

$1,450,000

5 Beds ⋅ 6 Baths ⋅ 1021771 MLS

For those who appreciate timeless architecture and the opportunity to make an exceptional home their own, this is one worth a look. Now offered at $1,450,000, 133 Bon Air Avenue presents a compelling opportunity to own one of Wykagyl’s distinctive Tudor homes. Built in 1929 and offering approximately 4,400 square feet, this remarkable residence brings together the character, scale and craftsmanship of a bygone era. Soaring ceilings, graceful archways and rich architectural details set the tone, while the dramatic Great Room, anchored by its original stone fireplace, and the formal dining room create impressive spaces for gathering and entertaining. Five bedrooms, four full and two half baths provide a generously proportioned and flexible layout. A separate private workspace with its own entrance, reception area and half bath offers additional versatility for an office, studio or other creative use. The screened porch, patio and private rear yard extend the living space outdoors, while the home's vintage kitchen presents an opportunity to create something distinctly personal while respecting the character of the original architecture. Set on a quiet dead-end street in the heart of Wykagyl, with convenient access to Metro-North, major parkways, shopping, dining, parks and golf, 133 Bon Air Avenue offers a rare combination of architectural presence, space and possibility.

133 Bon Air Avenue, New Rochelle

$4,200,000

5 Beds ⋅ 6 Baths ⋅ 1011365 MLS

An extraordinary custom estate where timeless architecture, exceptional craftsmanship, and luxurious living meet. Currently Mediterranean but easily transitioned to a modern aesthetic, this residence features a striking stone and stucco facade. Inside, soaring ceilings and expansive windows flood the home with natural light, highlighting the rich millwork and thoughtful floor plan designed for both grand entertaining and comfortable everyday living. At the heart of the home is a chef’s kitchen that opens to a sun-filled breakfast area and gathering spaces. Elegant formal rooms, a handsome library, and a luxurious primary sanctuary with a boutique-style dressing room offer unparalleled comfort. The full lower level provides flexible space for future fitness, media, or recreation. Outside, a sprawling stone terrace overlooks lush, professionally landscaped grounds and mature trees, creating a private, resort-like retreat.

193 Saxon Woods Road, Scarsdale

$799,000

5 Beds ⋅ 4 Baths ⋅ 1019222 MLS

Welcome to your forever home! For the first time since 1971, this exceptional property is hitting the market. Lovingly maintained as the original owner’s absolute pride and joy, this home boasts the kind of "good bones" and solid craftsmanship that stand the test of time. Step inside to discover incredibly generous room sizes and high ceilings throughout, offering a bright, airy canvas just waiting for your personal touches. Enjoy the ultimate convenience of main-level living, featuring a spacious kitchen with a walk out to patio, living room, private office, a primary bedroom with an en-suite bath. The walk-out basement can be used as more entertainment space. Car enthusiasts and hobbyists will love the 2-car garage with heating and cooling and the massive 19'11" x 19'6" detached shed—originally used as a dance studio and workshop with heating and cooling, it’s ready for whatever your passion requires. Situated just a block away from the beautiful Amazon Park. Deepen your connection to the community through the local beach associations. Each unique association offers private beach access, allowing you to fully enjoy the lake lifestyle, with no added HOA fee. This is truly a special place with a rich history, ready to welcome its next chapter. A must-see to fully appreciate the space, character, and endless possibilities! Roof, siding, and windows 2015.

3112 Donald Court, Mohegan Lake

$715,000

5 Beds ⋅ 2 Baths ⋅ 1018173 MLS

******** PRICE IMPROVEMENT******Stunning, fully renovated 4-bedroom, 2-full-bath residence showcasing bright, open living spaces and thoughtful upgrades throughout. Featuring contemporary finishes, generous room sizes, and abundant natural light, this turnkey home combines style, comfort, and functionality in every detail. Home has many new upgrades!

754 Locksley Road, Yorktown Heights

$1,050,000

5 Beds ⋅ 3 Baths ⋅ 1018713 MLS

Exceptional opportunity to own a well-maintained three-family home in the heart of Pelham! Whether you're an investor seeking a strong income-producing property or a homeowner looking to offset your mortgage with rental income, this versatile property offers outstanding value and flexibility. The home features two spacious 2-bedroom, 1-bath apartments and a 1-bedroom, 1-bath top-floor apartment, providing an ideal layout for a variety of living and investment needs. Each apartment offers generous room sizes, abundant natural light, eat-in kitchens and hardwood floors, creating comfortable and inviting living spaces. Additional highlights include a welcoming front porch, an unfinished walk-out basement with ample storage potential, a level backyard and parking for up to five vehicles. Ideally located just minutes from Metro-North, schools, parks, shopping, restaurants and all that Pelham has to offer, this is a rare opportunity to own a multi-family property in a highly desirable neighborhood. Whether you're building your investment portfolio or searching for a home with income-producing potential, this property offers exceptional location, versatility and long-term value.

143 Fourth Avenue, Pelham

$1,099,000

5 Beds ⋅ 2 Baths ⋅ 1013347 MLS

Welcome to this beautiful two-family home in Yonkers, offering an outstanding opportunity for homeowners and investors alike. Whether you're looking to live in one unit while generating rental income or add a valuable multi-family property to your investment portfolio, this home offers the perfect combination of flexibility, comfort, and convenience. The first-floor unit features a spacious three-bedroom layout with a functional floor plan designed for comfortable everyday living. Generous room sizes provide plenty of space for relaxing, entertaining, or working from home. The second-floor apartment offers a well-appointed two-bedroom layout, making it ideal for tenants, extended family, or additional rental income. Outside, you'll find space to relax, entertain guests, or enjoy outdoor activities. The property also offers ample parking, adding to its everyday convenience and appeal for both owner-occupants and tenants. Location is one of this home's greatest features. Conveniently situated near major highways, commuting throughout Westchester County and into New York City is quick and easy. The Cross County Shopping Center is just minutes away, offering a wide selection of shopping, restaurants, grocery stores, and entertainment options. Downtown Yonkers is also nearby, where you'll enjoy waterfront dining, local boutiques, parks, cultural attractions, and year-round community events. Nature lovers will appreciate being just minutes from the scenic Hudson River waterfront, where beautiful parks, walking paths, marinas, and breathtaking river views provide endless opportunities for recreation and relaxation. Commuters will especially appreciate being less than two miles from a Metro-North station, offering direct service to Grand Central Terminal, making travel into Manhattan both convenient and efficient. Whether you're searching for a primary residence with income-producing potential, a multi-generational living arrangement, or a smart investment opportunity, this Yonkers two-family home checks all the boxes. Combining spacious living, flexible floor plans, an excellent commuter location, and close proximity to shopping, dining, downtown Yonkers, and the Hudson River, this exceptional property is ready to welcome its next owner. Don't miss the opportunity to make it yours.

83-87 Staunton Street, Yonkers

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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.