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

$1,695,000

5 Beds ⋅ 4 Baths ⋅ 1055327 MLS

Welcome to 295 Spring Pond Road, Mount Kisco, a beautifully presented 5-bedroom, 3.5-bath Colonial offering approximately 3,796 square feet of living space on an impressive 2.02-acre setting. A sweeping driveway and manicured landscaping create a memorable approach to the residence. The welcoming covered front porch, classic columns and mature plantings establish an elegant first impression before you even step inside. The gracious entry sets the tone with soaring ceilings, hardwood floors, detailed millwork and wainscoting, an elegant staircase, and abundant natural light. Thoughtful architectural details continue throughout the home, including cathedral ceilings that enhance the sense of openness and scale. At the heart of the home is an eat-in kitchen, offering a comfortable setting for everyday meals and gatherings. With five bedrooms and three-and-a-half bathrooms, the home's generous proportions provide exceptional flexibility across approximately 3,796 square feet. The primary suite is designed as a relaxing retreat, complete with a spacious primary bathroom, whirlpool tub, and an impressive walk-in closet with extensive custom built-in storage. Outdoor living is equally inviting. An expansive deck creates a wonderful setting for dining, entertaining or simply enjoying the surrounding greenery, while the covered front porch provides another welcoming place to unwind. The home's 2.02 acres offer an exceptional backdrop of mature trees, established landscaping and generous lawn areas. Combining classic Colonial architecture, gracious interiors, substantial outdoor space and an impressive list of amenities, 295 Spring Pond Road offers a distinctive Mount Kisco lifestyle with room to live, gather and entertain in style. Schedule your private showing and experience this exceptional property firsthand.

295 Spring Pond Road, Mount Kisco

$629,000

5 Beds ⋅ 3 Baths ⋅ 1058126 MLS

Come sit with me a moment. I want to tell you about a house I would never describe by numbers alone, though the numbers are good to know. It stands at 629 Belden Street in Peekskill, and when you open the door, the first thing you notice is color. Blue draws you into the entry. Farther on, the living room wears a bright green that would be hard to forget. The kitchen has room for a table, and you know how I feel about a kitchen table: plans get made there, stories get retold there, and sometimes people stay long after the plates are cleared. Now, let me walk you through it properly. On the main level there is an eat-in kitchen, dining room, and living room, plus a bedroom and bath. Upstairs, there are three more bedrooms, another bath, a bonus room, an office nook, perhaps a playroom or walk-in-closet. Downstairs is a fifth bedroom, a third bath, laundry, and a room with a door to a small deck. Out back, a lawn and the trees give the eye somewhere to wander. With a little over 2,300 square feet across three levels, there is room for activity in one part of the house and a quiet corner in another. I would tell you to walk slowly through it. Notice how the color changes at each turn, and how a room can feel different when the light moves across it. Stand in the living room for a moment, then go upstairs and look back at the route you took. Visit the lower level and see where the door meets the deck. Those are the details a list cannot hold. A house becomes familiar in small pieces: the first room you seek out in the morning, the one you choose when you want to hear your own thoughts, the path you learn without looking. And don't forget the city outside. Peekskill has art and places to eat downtown, performances at the Paramount, parks along the Hudson River, and a train station nearby. You might spend an afternoon out there, then return to this bright front door. That is what I have come to admire in a home: it gives you places to go within it, and it feels good to come back to. Come see it before someone else claims the kitchen table.

629 Belden Street, Peekskill

$2,495,000

5 Beds ⋅ 6 Baths ⋅ 1060760 MLS

A Rare Opportunity to Own a Stunning and Private 2 acres of Luxury, Space & Convenience in the Award- Winning Ardsley School District. Nestled at the top of a quiet cul-de-sac, this Toll Brothers Preserve home offers the perfect blend of space, elegance, comfort, privacy, high ceilings, and modern convenience. With five bedrooms and five and a half bathrooms beautifully laid out over 3 levels, this residence is designed to accommodate both everyday living and grand entertaining. The massive and private backyard is a true sanctuary and tranquil (with no neighbors!) and can easily house a pool. Step inside the impressive two-story foyer, where natural light pours in, highlighting the home’s spacious and inviting layout. The formal living and dining rooms set the stage for refined gatherings, while the expansive family room with 20ft ceilings, featuring a striking brick fireplace, creates a warm and welcoming atmosphere. The enormous and impressive chef’s kitchen is a true showstopper! (a Rare Find in any Home), boasting a large center island, premium stainless steel appliances, and ample space for casual dining. A first-floor bedroom with an en-suite bath offers versatility for guests or multi-generational living. Upstairs, the primary suite is a private sanctuary, spanning over 1,000 sqft and complete with a sitting room, three over-sized walk-in closets, and a very large spa-inspired bathroom with gorgeous views featuring a soaking tub and marble finishes. Three additional bedrooms include a Jack and Jill suite and a private princess suite, ensuring comfort for everyone. The fully finished walk-out basement adds an additional 2,000 sqft of flexible space—perfect for a home theater, gym, or recreation area—with a full bathroom for added convenience. A new Lutron smart lighting system was recently added including almost a 100 high-hats throughout the home providing wonderful lighting throughout. Situated on an oversized level lot, this home offers privacy and plenty of outdoor space to enjoy. Located minutes from Greenburgh Rec, Metro-North, major highways, and local bus stops, this home combines suburban tranquility with easy access to everything you need. Don’t miss your chance to make this exceptional home yours!

11 Fraydun Lane, Scarsdale

$3,995,000

5 Beds ⋅ 6 Baths ⋅ 1031593 MLS

A long, majestic, illuminated tree-lined driveway introduces this sophisticated Colonial , privately nestled on one of Chappaqua most prestigious cul-de-sac streets. Surrounded by professionally landscaped grounds, mature specimen trees, and lush greenery, this exquisitely renovated and impeccably maintained residence offers over 7,000 square feet of extraordinary living space, unparalleled privacy, and timeless elegance . New hardwood floors, detailed millwork , marble and travertine radiant heated floors, custom built ins , architectural moldings, and modern renovated bathrooms showcase outstanding craftsmanship and attention to detail. A soaring two-story foyer, sweeping staircase with custom designed banister, and floor to ceiling windows create an impressive entrance. The formal living room with fireplace and elegant dining room flank the foyer. The light-filled, open floor plan centers around a spectacular double-height family/great room featuring custom picture windows, a wood burning fireplace, and French doors to an expansive patio overlooking the orchard-like grounds. The adjoining eat-in kitchen offers an oversized island and sunlit breakfast area. A four season room with walls of windows and an adjacent office with a striking marble fireplace provide additional exceptional spaces. Two renovated powder rooms , a laundry room , and a spacious mudroom with side porch access and a three-car heated garage complete the first floor. The second floor features a luxurious primary suite with an oversized and vaulted ceiling bathroom, expansive walk-in closet, and two additional closets, plus four generously sized bedrooms, two with exquisitely renovated en-suite baths and a second family room. The finished lower level includes a large recreation room, home gym, full bathroom, and enormous storage. Outside, custom designed landscaping and property lighting, sweeping lawns, specimen trees , and flowering gardens create a private oasis, complemented by expansive bluestone terraces, a fire pit and a generous patio ideal for entertaining and outdoor enjoyment. Significant improvements include a driveway, Azec trim, freshly painted exterior, roof , comprehensive drainage system , stone retaining walls, boiler and condensers . Ideally located minutes from Chappaqua town, the train, and major highways, and less than an hour commute from Manhattan this exceptional property is situated within the award-winning Chappaqua Central School District . A truly rare offering combining refined living, remarkable space, and extraordinary privacy in a premier location. For the discerning buyer.

9 Trails End, Chappaqua

$1,650,000

5 Beds ⋅ 5 Baths ⋅ 961109 MLS

Stunning new construction offering 5 bedrooms, 4 1/2 bathrooms and exceptional craftsmanship throughout. Thoughtfully designed for modern living, this home features an expansive open-concept floor plan, beautiful hardwood floors, high-end finishes, and a chef’s kitchen… ideal for everyday living and entertaining. The main living area opens seamlessly to an outdoor patio and landscaped level backyard, creating an inviting indoor-outdoor living experience. A dedicated first-floor office with French doors, powder room and convenient mudroom complete the main level. The second floor features an oversized primary suite with two custom closets and a luxurious, generously proportioned en-suite bathroom. 3 additional bedrooms and 2 baths complete this floor. A conveniently located second-floor laundry room with sink and custom cabinets adds to the home’s functionality. The expansive, fully finished lower level offers exceptional versatility, complete with an additional bedroom and full bathroom. Ideal for a recreation room, playroom, guest accommodations, nanny’s room, fitness area, or additional entertaining space, this level provides endless possibilities to suit a variety of needs. A beautiful combination of quality construction, sophisticated finishes, and thoughtfully designed living spaces. This exceptional home offers modern luxury and everyday comfort. Ideally situated with convenient access to major highways, transportation and NYC.

23 Ardell Road, Bronxville

$2,200,000

5 Beds ⋅ 5 Baths ⋅ 1060276 MLS

Welcome to this stunning Contemporary Edgemont home, privately situated on a tranquil cul-de-sac near Sunningdale Country Club. Surrounded by beautiful natural views, this spacious home offers exceptional privacy, an open layout, and a flexible floor plan ideal for today’s multigenerational lifestyle. A dramatic entry opens to the expansive living and dining areas, perfect for entertaining and large gatherings. A spectacular sunroom with soaring ceilings and expansive windows seamlessly connects the kitchen to the lush backyard, bringing natural light and outdoor beauty into daily life. The main level offers three bedrooms, including a spacious primary suite with a walk-in closet and en-suite bath—an ideal setup for anyone seeking convenient one-level living. Upstairs are two additional generously sized bedrooms, a full bath, and flexible play/tatami space, creating a separate private area. The lower level provides even more versatility with a gym, media/entertainment room, full bath, and au-pair/guest room. With multiple living zones across three levels, this unique home allows all to live together comfortably while maintaining their own privacy and personal space. A rare opportunity in the Edgemont School District!

12 Hearthstone Circle, Scarsdale

$1,799,000

5 Beds ⋅ 4 Baths ⋅ 1037750 MLS

Set far back at the end of a quiet cul-de-sac, this sophisticated Pound Ridge residence brings a touch of French country chic to two beautifully landscaped acres bordering acres and acres of private land. Surrounded by mature trees, specimen plantings, and an abundant established pollinator garden, the property is private, romantic, and wonderfully connected to nature. The circular drive makes for a gracious arrival. A stone-lined pond, expansive level lawn, and beautiful slate patio with fire pit create an idyllic setting for outdoor living and entertaining, and potential pool site. Inside, wide-board hardwood floors, custom moldings, built-ins, exposed beams, and a stone fireplace lend warmth and character throughout. The classic, large kitchen is both elegant and inviting, with marble countertops, beadboard ceiling, farmhouse sink, generous island, commercial-grade range, and separate full-size Sub-Zero refrigerator and freezer. It opens seamlessly to the rustic family room, creating an effortless gathering space. This home underwent a huge remodel in 2016-2017 with new kitchen, mechanicals, roof, HardiPlank siding, whole house generator and more. A finished lower level(not included on listed square footage) adds flexible living space, including a hobby room and walk out to garage. Just minutes from town and about an hour from New York City, this is Pound Ridge country living at its most inviting - private, polished, and full of charm.

33 Peters Lane, Pound Ridge

$2,250,000

5 Beds ⋅ 5 Baths ⋅ 1058242 MLS

This house has it all! Located in Armonk’s coveted Whippoorwill area, this exceptional five-bedroom home sits on two picturesque private acres abutting protected woodlands, offering an enviable combination of privacy, space, and natural beauty. At the heart of the home is a professional kitchen designed for serious cooking and entertaining, featuring a commercial Garland range with griddle and salamander, double ovens, Sub-Zero refrigeration, generous workspace, and abundant storage. Cathedral ceilings and nine skylights fill the home with natural light and enhance its open, airy feel. The flexible floor plan includes five bedrooms, a dedicated office, three full baths, two powder rooms, and three fireplaces. The primary bedroom features its own private deck, creating a peaceful outdoor retreat. Exceptional storage is found throughout the home, including a cedar closet and multiple oversized storage areas. The expansive walk-out lower level provides additional living and entertaining space, including a billiard room, a large windowed flex space with additional potential space for a second office, multiple storage rooms, and direct outdoor access. Multiple oversized decks and a screened-in porch extend the living space outdoors and overlook the beautiful two-acre setting. The property also offers the potential for a pool, spa, or both. Located in the Byram Hills School District, the home offers municipal water and natural gas, convenient access to Armonk’s shops, restaurants, and schools, is approximately 10 minutes from the North White Plains Metro-North station, and provides easy access to Westchester County Airport and major transportation routes.

4 Stone Hollow Way, Armonk

$899,000

5 Beds ⋅ 3 Baths ⋅ 1058364 MLS

Welcome to well kept 2 family property that offers easy access to transportation, stores parks and easy to access to Manhattan, 2 family home that offers 1 bedroom apartment in the first floor with a finish basement recently renovated with a full bath, second floors offers kitchen, dining room, living room 2 bedrooms and a bathroom, third floor offers 3 rooms

49 Park Place, New Rochelle

$997,000

5 Beds ⋅ 3 Baths ⋅ 1058499 MLS

Sun-filled 5 bedroom, 3 full bath home set on a private, level acre, offering a wonderful blend of space, comfort, and everyday convenience. The inviting interior features hardwood floors, a wood-burning fireplace, a bright kitchen with new appliances, and a walk-out lower level with additional living space—ideal for a family room, home gym, office, or guests. A brand-new roof, owned solar system, EV-charger hookup, and two-car garage add to the home’s appeal. Step outside to a spacious, private backyard with room to relax, entertain, and enjoy the outdoors, complete with an invisible electric dog fence. Conveniently located just minutes from the Taconic State Parkway and I-684, with easy access to Metro-North offering approximately an hour ride to Grand Central, plus nearby shopping, dining, and everyday amenities.

15 Watergate Drive, Amawalk

$699,000

5 Beds ⋅ 3 Baths ⋅ 1058827 MLS

Welcome to 7 Cobat Ave, a spacious 5-bedroom, 3-bath home offering plenty of room for comfortable everyday living. With a versatile layout and generously sized rooms, this property provides the space and flexibility to accommodate a variety of needs. Multiple bedrooms offer options for home offices, guest rooms, or additional living space, while three full bathrooms add convenience throughout the home. A great opportunity for buyers looking for a well-sized property with room to make it their own. Conveniently located near local shopping, dining, transportation, schools, and major roadways. Schedule your private showing today and discover all that 7 Cobat Ave has to offer.

7 Cabot Avenue, White Plains

$9,995,000

5 Beds ⋅ 6 Baths ⋅ 1045764 MLS

Twenty-six-plus private acres in Katonah — privacy and tranquility on a scale Westchester rarely sees. A portion of the property adjoins preserved land, delivering permanence and protected views. The custom built residence is complete and move-in ready. A 24-foot entry hall with double staircase opens to 10-foot ceilings, white oak engineered floors, and three fireplaces, two woodburning. The kitchen features Wolf & Sub-Zero appliances, and quartzite counters. Every bedroom is ensuite, including a first-floor bedroom. Retreat to the primary suite where you can enjoy 14-foot ceilings, a private balcony, soaking tub, and steam shower to enjoy. Then there is the space still to be claimed - with approximately 3,500sf in the lower level — room for a wine cellar, a custom gym, spa, game room or theatre. Two generous attic spaces allow more space to customize. Nearby, the charming village of Katonah offers inviting shops, cafes, and restaurants. With Manhattan approximately an hour away and Connecticut within easy reach, this rare estate pairs a sense of escape with everyday convenience.

2649 Amawalk Road, Katonah

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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