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

800 Granite Springs Road, Yorktown Heights

$899,999

5 Beds ⋅ 4 Baths ⋅ 1063535 MLS

Located in Yorktown Heights and walking distance to middle school and high school. Escape the everyday and step into history with this picturesque 1812 Colonial situated on a lush, park-like 1.25+ acre setting. Offering over 3,400 square feet of character-rich living space, this unique property seamlessly blends antique charm—featuring original details and natural woodwork—with modern flexibility. The main layout hosts 5 spacious bedrooms (including a primary suite setup) 3.5 baths and versatile configurations for remote work, including a dedicated home office with its own separate entrance and private porch. Outside, enjoy mature landscaping, an antique barn, an expansive paver parking area, Perfectly positioned for convenience, this private retreat is central to all. A rare offering combining heritage, space, and endless possibilities. Walk up attic. Two Zone Heat/AC. Original Wide Plank Wood floors. Some updates 2025, hot water heater, recessed lighting, kitchen window replacements, sump pump. Potential for first floor bedroom with full bath.

800 Granite Springs Road, Yorktown Heights

$1,399,000

5 Beds ⋅ 4 Baths ⋅ 1061797 MLS

Welcome to 31 Brendon Hill Road! Nestled on a desirable corner lot in the highly sought-after Beech Hill community of Scarsdale, this beautifully renovated, move-in-ready home offers the perfect blend of modern luxury, elegance, and convenience. Featuring a stunning brand-new kitchen with granite countertops and stainless steel appliances, beautifully updated bathrooms, gleaming hardwood floors, elegant crown molding, and exquisite marble arches that add a touch of timeless sophistication and architectural charm throughout. The exterior is equally impressive, boasting a circular driveway, charming flagstone patio, and an unfinished in-ground pool with a waterfall feature, offering incredible potential to create your own backyard oasis. Conveniently located near the Crestwood Metro-North train station, major highways, public transportation, shopping, and dining, with New York City just a short drive away. Situated in one of the area’s most desirable communities, this exceptional property offers comfort, style, and an unbeatable location. A truly move-in-ready gem you won’t want to miss. Schedule your private showing today!

31 Brendon Hill Road, Scarsdale

$3,595,000

5 Beds ⋅ 6 Baths ⋅ 1063259 MLS

Set on nearly three acres in Bedford, this circa 1800 Federal-period home was taken down to its original frame and rebuilt entirely new: every system, every surface, every detail. What remains is the architecture: the symmetry, the proportion, the restraint that made Federal design endure. Everything else is new. Inside, the details were chosen to belong. Millwork from Brent Hull's historically drawn Colonial collection holds the period proportions. Narrow-plank oak floors are laid as they would have been two centuries ago. Then the house gives you what no house of 1800 could: five bedrooms, each with its own en-suite bath and walk-in closet, a primary suite with a private sitting room, a second-floor laundry, and tall ceilings that carry light deep into the home. The kitchen is the center of the house, with custom cabinetry in a quiet period palette, an Italian range with brass burners set against a full-height marble backsplash, and a butler's pantry alongside for entertaining. Beyond the doors, a saltwater pool and bluestone terrace sit quietly behind old stone walls. Everything one would rather not think about is new: central heat pump systems, plumbing and electrical, the septic system, and the well pump. The past where you see it, the present where you live it. A few minutes from Bedford Village and an easy drive to the Mount Kisco train. A new home wearing two centuries of character.

126 McLain Street, Bedford Corners

$1,250,000

5 Beds ⋅ 4 Baths ⋅ 1060733 MLS

Tucked away in the highly sought-after Webber Park neighborhood of historic Sleepy Hollow, this 3-family home offers an exceptional opportunity for an Owner-occupant looking to live in one unit, while offsetting their mortgage and property taxes with rental income from the other two units. The largest unit is a 3-bed / 1.5-bath / 1,450 SqFt Duplex on the West-side and is available for immediate move-in. In addition, this "owners" unit has an interior staircase from the main-level to a large, unfinished basement (425 SqFt, which is in addition to the stated square footage) with full ceiling height, laundry, and direct access to a 2-car garage. On the East-side, are two 1-bed / 1-bath units. The first-floor unit has an interior staircase to a second large, unfinished basement with laundry, and direct access to a 1-car garage. This near-to-all location offers many benefits with a neighborhood park (Douglas Park), easy access to the Old Croton Aqueduct Trail and The Rockefeller State Park Preserve, a short walk into the heart of the Village where you will find shops, restaurants, and the transformative Edge-on-Hudson waterfront park/community. For commuters, enjoy a scenic stroll to the Philipse Manor train station (39-minute express trains from Grand Central). If you enjoy street fairs, cultural festivals, live jazz, rich history, local legends, and one of the country’s most celebrated Halloween destinations, you will love calling Sleepy Hollow home! Stated taxes are before the STAR savings of $1,591 for those who owner-occupy/qualify. (NOTE: there are no interior photos of the 1-bed first floor occupied unit, which is of similar condition to the other two units shown.)

7 Holland Avenue, Sleepy Hollow

$3,150,000

5 Beds ⋅ 5 Baths ⋅ 1062379 MLS

City meets suburbs where train meets the water~ Thoughtfully designed and beautifully crafted, this exceptional new construction 5 BR, 4.1 bath home blends timeless traditional architecture with the finest custom details. From the welcoming mahogany front porch and distinctive copper flashings to the custom built-ins, every element reflects a commitment to quality and enduring style. The inviting, open-concept floor plan seamlessly connects the kitchen and family room, creating a warm and sophisticated setting for everyday living and entertaining. Two fireplaces add character and ambiance, while the spacious primary suite offers a private retreat. Ideally situated in the heart of Rye, this special home offers the ultimate in convenience, with a short walk to all level schools, train, town, restaurants, and shops. A rare opportunity to enjoy the best of Rye living in a newly built home. Special features: White Oak wood floors, Marvin Elevate window package, copper flashing, Quartz countertops, Custom kitchen cabinets w/ true wood dividers and customization, Bosch appliances, large mudroom w/ shiplap, large island seating for 5/6, all closets are custom fitted, generator.

68 Grapal Street, Rye

$1,095,000

5 Beds ⋅ 4 Baths ⋅ 1055171 MLS

Rich in character and timeless charm, this impressive 3,183 sq ft, five bedroom 1918 French Colonial combines magnificent curb appeal, beautiful original details, and graciously proportioned rooms in a coveted, convenient neighborhood just over a mile from Pelham Village, its shops, restaurants, and train. High ceilings, a grand foyer, and an inviting sunroom set the tone for a home that exudes warmth and enduring appeal. The stately first floor features an elegant living room with a wood-burning fireplace and window seat, an extraordinary sunroom framed by wall-to-wall windows, and a large formal dining room crowned by a contemporary chandelier. A butler’s pantry with extensive built-ins adds both character and functionality, while the updated kitchen overlooks the lush, level backyard, creating a lovely connection between indoor and outdoor living. Upstairs, five bedrooms provide flexibility for family, guests, or a home office, with multiple windows and deep closets throughout; the primary bedroom features an ensuite bath and dual closets. An incredible walk-out basement adds 1,145 sq ft of bonus space, including a recreation room, an additional guest room, a full bath, and a laundry room. Thoughtful improvements include a new roof (2024), new gutters (2024), a new front door, Marvin-clad windows throughout the first floor, a new terrace door, replacement windows throughout the second floor, new attic and stairway windows, a new stainless steel refrigerator, (2026), the entire exterior freshly painted (2025), and replacement of all galvanized pipes with copper (2005). Ideally located in a quiet, sought-after neighborhood near the Daniel Webster Magnet School, New Rochelle High School, Glenwood Lake, Nature Study Woods, parks, and trails, the home is also just over a mile from both the Pelham and New Rochelle train stations, offering a wonderful blend of classic architectural character, versatile living space, and everyday convenience.

20 Whitfield Terrace, New Rochelle

$3,495,000

5 Beds ⋅ 5 Baths ⋅ 1060423 MLS

An unexpected blend of privacy, character and modern living, 79 Winfield offers a rare opportunity to enjoy a country-like setting with the convenience of the established & coveted Harrison neighborhood, Winfield Glen. Set on 3.21 beautifully landscaped acres, this 5-Bedroom, 4.5-Bathroom residence encompasses thoughtfully designed living space, where timeless architectural character meets contemporary sophistication. Meticulously restored and renovated with full completion in 2024, the home seamlessly balances its original charm with modern finishes and an effortless flow for today's lifestyle. Rich architectural details, inviting indoor & outdoor gathering spaces and a refined yet comfortable aesthetic create a home that feels both distinctive and welcoming. A private living wing off the main foyer provides an additional layer of versatility, featuring a separate gathering space with an bedroom/office tucked above—ideal for working from home, entertaining or creating a quiet retreat. Beyond the interiors, the grounds are equally compelling. Expansive lawns, wildflower meadows and a fabulous, heated & renovated inground pool create a picturesque backdrop for outdoor living, entertaining and enjoying the changing seasons. The property's natural beauty and exceptional privacy evoke the feeling of a country estate, while its location within a neighborhood and moments to town & train offers the best of both worlds. Whether envisioned as a full-time residence or a weekend escape, 79 Winfield presents a remarkable combination of space, setting and style—offering a sense of retreat without sacrificing proximity to everyday conveniences.

79 Winfield Avenue, Harrison

$3,595,000

5 Beds ⋅ 5 Baths ⋅ 1044867 MLS

Radiating with sophistication and Old World charm, this exceptional brick Georgian Colonial, built in 2005, is beautifully sited on .46 level, perfectly manicured acres in the sought-after Greenhaven neighborhood, just steps from Greenhaven Beach. Timeless architectural details, custom millwork and built-ins blend classic elegance with modern-day living. A dramatic double-story foyer introduces a private office with custom cherry built-ins, elegant formal living room with gas burning fireplace, formal dining room with wood-burning fireplace and French doors to the patio, and a modern chef’s kitchen outfitted with high end appliances, a sun-filled breakfast area opening to the patio and yard. The spectacular Great Room features soaring ceilings, a dramatic brick wood burning fireplace and custom built-in bar with cabinetry and wine refrigerator. A versatile den/guest room with custom Murphy bed and en-suite bath, powder room and mudroom complete the first floor. Upstairs, the gracious primary suite is a private retreat with sitting room, gas fireplace, two walk-in closets and spa-like bath with double vanity, steam shower and Jacuzzi tub. Three additional bedrooms include one en-suite and two sharing a Jack-and-Jill bath. A large laundry room and finished storage/bonus room with skylight and custom built-ins complete the second floor. Outside, the beautifully landscaped, level property features an expansive slate patio and dedicated firepit area, perfect for entertaining, dining and relaxing. Timeless architecture, exceptional craftsmanship and a coveted Greenhaven location make this truly special home a rare find.

65 Greenhaven Road, Rye

$799,000

5 Beds ⋅ 2 Baths ⋅ 1054846 MLS

Welcome to 823 Lester Avenue, an exceptional multi-family residence in the heart of Mamaroneck offering a 1,872-square-foot layout with 5 bedrooms, comprising one 3-bedroom unit and one 2-bedroom unit, and 2 full bathrooms. This sun-drenched two-family dwelling features bright open-concept kitchens with islands, dedicated in-unit laundry in both apartments, and modern amenities throughout including 2-zone central air, full spray foam insulation, and a 1-car garage, making it an ideal opportunity for investors or end-users seeking flexible living with strong rental income.

823 Lester Avenue, Mamaroneck

$885,000

5 Beds ⋅ 3 Baths ⋅ 1061452 MLS

Exceptional Investment Opportunity in the East Yonkers vicinity, which is ideally situated just 25 minutes north of Manhattan. This renovated two-family residence presents an outstanding opportunity for investors looking to expand their portfolio with a versatile, income-producing property. The home boasts (2) well-appointed two-bedroom apartments, each offering an open-concept kitchen and living area, updated kitchens and bathrooms, rear enclosed porches, with tons of natural light and beautifully finished hardwood floors throughout. The finished lower level is perfect for the extended family adding versatile living space plus access to the coin operated Laundry, utility room and storage. The property showcases meticulously maintained grounds and manicured lawns, enhancing its overall appeal with a wonderful Patio area to entertain. Truly a commuters dream- just minutes to the Metro North train, buses, shopping centers, major parkways, all just a stone throw to NYC. These super low taxes coupled with a strong rent roll make this an attractive buy!!!

12 Edgewood Avenue, Yonkers

$1,275,000

5 Beds ⋅ 4 Baths ⋅ 1060373 MLS

This charming home nestled on a hillside in the Riverview Manor neighborhood of Dobbs Ferry has much to offer! Boasting five bedrooms and three and one half baths, there's room for everyone. The main foyer (with a half bath) of this side hall colonial leads to the spacious living room with a wood-burning fireplace. The formal dining room has access to the rear deck and to the cheerfully tiled eat-in kitchen with a picture window. This floor continues to a den/office, a morning sun room, and a one-car garage. The rear deck has ample room for seating and dining, and has a 4 -person hot tub for ultimate relaxation! The back deck overlooks the treetops and offers peeks of the Hudson River and the Palisades in the summer, and full-on river views in the winter. The second floor features the primary suite with an en suite bath, and a windowed sitting room with stunning Hudson and Palisades views and 2 additional bedrooms with a full hall bathroom. The lower level offers two additional bedrooms, a full hall bath, and a recreation room with glass sliders to a large brick patio and yard and laundry area. From the thoughtful indoor-outdoor flow to the flexible five-bedroom layout, this home captures the very best of the Riverview Manor lifestyle. Imagine ending your day in the warmth of the hot tub on a crisp afternoon, watching the sun dip below the horizon—this is hillside living at its finest. Welcome Home!

117 Southlawn Avenue, Dobbs Ferry

$3,950,000

5 Beds ⋅ 6 Baths ⋅ 1059585 MLS

Set on a coveted corner lot of nearly half an acre in The Brook, one of Larchmont's most sought-after neighborhoods, this expansive and beautifully updated Colonial pairs rare space and privacy with resort-style outdoor living, including a private pool and spa. Sun-drenched rooms and thoughtful updates make it as welcoming for everyday life as it is for entertaining, all just a short walk to town, schools, and the train. The first floor flows easily between the chef’s kitchen, renovated in 2021, the living room, the dining room, and a light-filled sunroom. The kitchen features a generous eat-in area and opens directly to the backyard and pool, making indoor-outdoor living effortless. Set between the kitchen and living room, the dining room is made for gatherings large and small, while the adjoining sunroom is a bright, inviting place to relax. Together, these spaces strike an ideal balance of openness, warmth, and function. The primary suite is a true retreat, with a gas fireplace, a private sunroom ideal for a home office or quiet escape, a walk-out deck, his-and-hers walk-in closets, and a spa-inspired bath with double vanities, radiant heated floors, a modern shower, and a soaking tub. Three more generously sized bedrooms, each with a window seat that doubles as storage, share two updated hall baths. On the first floor, an ensuite bedroom offers flexibility for guests, extended family, or live-in help. A window-lined year-round enclosed porch and breezeway overlooks the pool, creating a beautiful setting for dining and entertaining while connecting the main house to the garage and guest spaces. A first-floor full bath near the garage and the back door to the pool makes pool days and outdoor gatherings easy. Just a few steps up, a large recreation room above the garage, with a soaring cathedral ceiling, adapts easily as a playroom, office, gym, or guest retreat. Outside, the beautifully landscaped grounds create a private backyard oasis for summer gatherings, relaxed afternoons, and memorable evenings. Pool and outdoor improvements include a Gunite spa, new Flagstone pool deck, updated heating and filtration, lighting, outdoor speakers, and a built-in gas grill. Two new Bosch AC units with heat pumps (2026) and a Generac whole-house generator add comfort and peace of mind. Rarely does a Larchmont home combine this much space, a coveted brookside setting, a private pool and spa, inviting places to entertain, and such a convenient location. This is a wonderful opportunity to enjoy everything Larchmont living has to offer.

90 E Brookside Drive, Larchmont

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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