5 Bathroom Homes for Sale in Westchester, NY

364 Legend Drive Unit #108, Sleepy Hollow

Luxury townhomes on the edge of the Hudson River. One Kingsland at Edge-on-Hudson offers a unique collection of thoughtfully designed townhomes, nestled along the Hudson River in Sleepy Hollow. With a deep commitment to quality and the detailed essentials of modern living, Sun Homes offers a unique chance to live within easy access to nature, community, culture, and home – all in one day. Three-to-five-bedroom townhomes, ranging in size from 2,955 SF to 4,140, all feature elevators, fireplaces and an exquisite quality of materials, craftsmanship, and design. Natural hardwood flooring, private outdoor spaces, and soaring ceilings create inviting spaces. Set within the award-winning community of Edge-on-Hudson, the One Kingsland neighborhood is ideally located highlighting park and river views, a private Clubhouse, Pool & Gym and just a few short minutes from two Metro-North Stations and a new DeCicco & Sons market.

364 Legend Drive Unit #108, Sleepy Hollow

315 Hollows Pass Unit #42, Sleepy Hollow

$2,450,000

3 Beds ⋅ 5 Baths ⋅ 936770 MLS

Luxury townhomes on the edge of the Hudson River. One Kingsland at Edge-on-Hudson offers a unique collection of thoughtfully designed townhomes, nestled along the Hudson River in Sleepy Hollow. With a deep commitment to quality and the detailed essentials of modern living, Sun Homes offers a unique chance to live within easy access to nature, community, culture, and home – all in one day. Three-to-five-bedroom townhomes, ranging in size from 2,955 SF to 4,140, all feature elevators, fireplaces and an exquisite quality of materials, craftsmanship, and design. Natural hardwood flooring, private outdoor spaces, and soaring ceilings create inviting spaces. Set within the award-winning community of Edge-on-Hudson, the One Kingsland neighborhood is ideally located highlighting park and river views, a private Clubhouse, Pool & Gym and just a few short minutes from two Metro-North Stations and a new DeCicco & Sons market.

315 Hollows Pass Unit #42, Sleepy Hollow

$1,300,000

6 Beds ⋅ 5 Baths ⋅ 1060917 MLS

Welcome to 131 Esplanade, an impressive Mediterranean-style residence situated on one of Mount Vernon's most sought-after, picturesque tree-lined streets. Brimming with architectural character, timeless charm, and exceptional space, this distinguished home offers an incredible opportunity for gracious living and entertaining. Boasting 12 generously proportioned rooms, 6 bedrooms, and 5 bathrooms, this remarkable residence provides an abundance of space and versatility to accommodate today's lifestyle. A huge finished lower level offers endless possibilities for recreation, entertainment, a home gym, or additional living space. Adding to this property's unique appeal is a detached cottage with garage, providing exceptional flexibility for a variety of future uses. Ideally located just minutes from the Cross County Parkway and approximately 25 minutes from Manhattan, this magnificent property offers the perfect balance of suburban tranquility and convenient access to New York City. A rare opportunity to own a distinctive Mediterranean residence on prestigious Esplanade, where timeless elegance, generous living spaces, and an exceptional location come together!

131 Esplanade, Mount Vernon

$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

$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

$2,125,000

3 Beds ⋅ 5 Baths ⋅ 1037099 MLS

Step back into history with this truly unique and enchanting property, where centuries of rich heritage meet thoughtful modern stewardship. The story of this home begins circa 1790, then a part of Whitlockville, when the modest original structure—now featuring a charming kitchen and dining room—stood on a vast historic tract of farmland long before the nearby valley was flooded to create the New York City reservoir and the creation of Katonah. Around 1860, a substantial addition introduced a grand living room and bedrooms evidenced by a historic craftsman's signature preserved near the old basement entrance. Every corner of the residence whispers tales of the past, from the classic yellow exterior that generations of owners have carefully preserved, to the grounds have been maintained as organic for at least 40 years. Beyond the main home, the property boasts incredible, versatile outbuildings that have long served as creative sanctuaries for artists, intellectuals, and performers. A former 19th-century icehouse was transformed later into a dedicated library with custom built-in bookshelves created for a world renowned playwright and actor. The Studio was transformed into dance space for a professional flamenco dancer which also includes a sprung floor, mirrored wall, loft and bathroom. Additionally, a detached original carriage house has been utilized as an artist's studio and office for a prolific composer. Seamlessly updated with public town water and a thoughtful 1999 residential addition, this rare estate beautifully balances historical integrity, lush shade gardens, and rich cultural legacy, making it the perfect haven for its next discerning custodian.

100 Whitlockville Road, Katonah

$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

$2,995,000

4 Beds ⋅ 5 Baths ⋅ 1061606 MLS

The Cross Pond Residence, designed by acclaimed architect Frank Lupo, FAIA, is a rare architect-designed estate set on 3.48 private acres overlooking a large pond in Pound Ridge. Conceived as a series of interconnected structures thoughtfully positioned within the landscape, the property offers a level of design, craftsmanship, and flexibility seldom found in residential architecture. The main residence is organized around dramatic living spaces that embrace the surrounding landscape through expansive walls of glass, soaring ceilings, and carefully framed views of the water and grounds. The primary living area flows seamlessly to dining and kitchen spaces, creating an environment equally suited for everyday living and entertaining. The upper level serves as a private retreat with a spacious primary suite, while the lower level provides additional recreation and gathering space. Complementing the main residence is a fully self-contained secondary living quarters featuring its own living room, dining area, kitchen, bedroom, elevator, and private primary suite. Ideal for extended family, guests, live-in staff, or multigenerational living, it offers complete independence while remaining architecturally integrated with the overall composition. Additional structures include a substantial heated studio building with exceptional flexibility for creative work, hobbies, fitness, collector use, or additional vehicle storage, as well as a detached six-car garage with front and rear access, providing ample space for automobiles, equipment, and storage. Constructed with a level of detail and material quality rarely seen today, the residence incorporates steel framing, glulam beams, commercial-grade window systems, lead-coated copper roofing, standing-seam metal roofing, cedar siding, radiant heating, humidity control, and a hydraulic elevator. The result is a home designed not only for visual impact, but for longevity and performance. The grounds are equally compelling, with expansive lawns, mature trees, exposed rock outcroppings, gardens, and a large pond that serves as the focal point of the property. The landscape was conceived as an extension of the architecture, creating a seamless relationship between built form and nature. For buyers seeking additional outdoor amenities, the property offers attractive opportunities for a future pool installation. Conceptual plans have been prepared illustrating both a garage-side pool pavilion overlooking the pond and a more secluded pool retreat adjacent to the studio building, allowing future owners to tailor the outdoor experience to their lifestyle and entertaining preferences. Published in The New American House 2: Innovations in Residential Design and Construction, The Cross Pond Residence represents a rare opportunity to own an architecturally significant estate where design, landscape, and function exist in complete harmony.

54 Cross Pond Road, Pound Ridge

$2,995,000

4 Beds ⋅ 5 Baths ⋅ 1058551 MLS

Welcome to 147 West Main Street, a four-bedroom, four-and-a-half-bath brownstone where the Hudson is part of your daily routine. Step out your front door and you’re on Riverwalk Park, ready for a morning run, an evening stroll, or a coffee by the water. Inside, river views follow you through the home, and the light changes from hour to hour. The living spaces flow easily from the living room, with its fireplace, through the dining area and into the kitchen, with the river as the backdrop. The kitchen is built for serious cooking and easy entertaining, with Wolf and Sub-Zero appliances and a built-in wine fridge. An elevator connects every level, from the attached garage to the top floor, so the home works as well on a busy weekday as it does for hosting. Every bedroom has its own bath, and all of the bathrooms have been renovated. The primary bath is a spa-like retreat with a soaking tub, and the Hudson is just beyond your window. Laundry is on the bedroom level, right where you need it. At the top of the home, the rooftop deck offers panoramic river views, a setting for morning coffee, sunset dinners and evenings under the stars. This is maintenance-free living with the privacy and polish of a true townhome. Tarrytown’s Main Street restaurants, cafes and boutiques, the waterfront and the Metro-North station are all a few blocks away. Commuting is easy, with the train close by and quick access to I-287 and the Governor Mario M. Cuomo Bridge. The new Edge-on-Hudson, with its shops and DiCicco’s, is close by, so groceries and errands are never far.

147 W Main Street, Tarrytown

$999,750

6 Beds ⋅ 5 Baths ⋅ 1059415 MLS

Classic Tudor Charm Meets Colonial Center Hall Elegance. Rich in Character and Timeless Architectural Charm. This distinctive 1906 Tudor-Colonial-style residence offers over 3,796 square feet of living space across four levels. Lovingly maintained by its current owners for 45 years and owned by just three families since its construction, this special home reflects a remarkable history of care and preservation, retaining much of the architectural character that has defined it for more than a century. Situated on 0.27 acres with mature landscaping, the property features a charming semi-wraparound front and side porch, a beautifully designed paver driveway with classic cobblestone edging, and a detached two-car garage. A welcoming paver walkway leads to the home's traditional center-hall entrance. Inside, the gracious foyer introduces the warmth and craftsmanship of a bygone era, with 9-foot ceilings on the first floor, beautiful oak hardwood flooring, and rich architectural details. The spacious living room features a distinctive stone wood-burning fireplace, built-in cabinetry, and French doors opening to the covered side porch, creating a lovely connection between indoor and outdoor living. Across the center hall, the formal dining room offers an inviting setting for gatherings and entertaining. The dining room connects to a generously sized butler's pantry featuring oak cabinetry, black granite countertops, a dedicated coffee bar, and additional storage. Beyond is the kitchen, offering extensive oak cabinetry, black granite countertops, stainless steel appliances, and a separate walk-in pantry providing abundant storage for everyday essentials. A conveniently located powder room completes the main level. The second floor offers 8 1/2 foot ceilings, pine floors and four generously proportioned bedrooms, including a spacious primary bedroom with its own full bathroom. Three additional bedrooms, another full bathroom, and an adjoining bonus room that creates a private suite-like setting, ideal for a sitting room, home office, or reading retreat. Traditional woodwork, and natural light enhance the warmth and character of this level. The third floor continues the home's architectural appeal with two additional bedrooms that offer flexible space for other uses, if desired. Pine flooring and distinctive period details give this level its own special charm. A full bathroom featuring a classic clawfoot bathtub and pedestal sink adds to the vintage character of this space. The expansive finished lower level offers an impressive amount of additional living space, featuring two exceptionally spacious, interconnected recreation rooms that create a wonderful open and inviting setting for entertaining, relaxation, or a variety of activities. A wet bar with counter seating, sink, and compact refrigerator adds convenience, while a full bathroom, laundry area, and separate utility room enhance the functionality of this level. A mini-split system provides additional comfort. Located in Fleetwood's desirable Corcoran Manor neighborhood of Mount Vernon, this remarkable residence offers the perfect balance of historic charm and everyday convenience. Ideally situated near schools, parks, local shops, restaurants, and shopping centers, with convenient access to the Fleetwood Metro-North station, Cross County Parkway, Bronx River Parkway, and other major roadways, the location provides easy connections to Manhattan and surrounding Westchester communities. With its generous living space, distinctive architectural details, and a sense of history rarely found in today's homes, this lovingly preserved residence offers a rare opportunity to own a truly special property filled with character, charm, and timeless appeal.

56 Ellwood Avenue, Mount Vernon

$2,799,000

6 Beds ⋅ 5 Baths ⋅ 923774 MLS

Distinguished and timeless, this exquisite pre-war Colonial is beautifully renovated and meticulously maintained, privately set amid mature specimen trees and spectacular, level, park-like grounds at the end of a gorgeous, quiet, estate-studded cul-de-sac in Lawrence Farms East, one of the area's most sought-after neighborhoods. A rare blend of classic architectural elegance, gracious living spaces, and modern amenities, this exceptional home offers extraordinary privacy and a serene natural setting. Rich in character and craftsmanship, the home features intricate hardwood floors, elegant moldings, fine millwork, and French doors throughout. The expansive and inviting front-to-back Living Room, with its wood-burning fireplace, opens to a screened porch overlooking the stunning grounds. A gracious Dining Room, also with door to the screened porch, adjoins the beautifully updated eat-in Kitchen, appointed with high-end appliances, marble countertops and center island, and a wall of glass-front cabinetry, creating an elegant and functional space for everyday living and entertaining.The dramatic, wood beamed Family Room is a true highlight, with a fireplace and door to the patio. A first floor office/study, with ensuite bath, laundry room, mudroom and renovated powder room complete the first floor. On the second floor, the light-filled primary suite offers a door to a balcony and renovated en-suite bath with radiant heat and steam shower, is complemented by four additional generously proportioned bedrooms. Two renovated full baths and a gym/office complete the second floor. With lots of multi-use rooms, this home offers exceptional flexibility for guests, home offices, and additional living needs. Set on approximately two acres of level, park-like property, the grounds feature expansive lawns with abundant room for play, recreation, and relaxation, complemented by an inviting fire pit, elegant stone walls, and a welcoming patio— all framed by mature trees and lush natural surroundings. The remarkable setting combines the beauty of a private estate with the convenience of a coveted neighborhood location. Substantial recent upgrades include a new roof (2025), new boiler (2025), ductless split air-conditioning systems (2024) and generator. Natural gas utilities, a detached two-story garage with exceptional bonus storage space above, and an EV car charger add further convenience. Enjoy an enviable location within walking distance of Horace Greeley High School, Mount Kisco Country Club, the renowned Crabtree's Kittle House, and Chappaqua Crossing, featuring Whole Foods, Life Time Fitness, the Chappaqua Performing Arts Center, and an array of additional shopping and dining options. A truly exceptional offering that combines distinguished Colonial architecture, sophisticated updates, generous living spaces, and magnificent private grounds in one of Lawrence Farms East's most desirable settings.

18 Ivy Hill Road, Chappaqua

$1,695,000

4 Beds ⋅ 5 Baths ⋅ 1057491 MLS

Welcome to this impressive 4-bedroom, 5-bath Colonial, beautifully situated on over an acre of sprawling property in Briarcliff Manor. Set on the corner of a peaceful cul-de-sac, this spacious home offers beautiful views, a large yard, putting green and an expansive deck—creating a wonderful setting for both everyday living and entertaining. A grand marble entry welcomes you inside, flanked by generously sized formal living and dining rooms. The spacious granite kitchen features double ovens, two dishwashers, a microwave, breakfast area, butler’s room with built-in desk and powered skylights. The kitchen flows seamlessly into the family room with soaring ceilings and access to the large deck, where you can enjoy the beautiful views and surrounding property. The first floor also offers flexible additional living space with two generously sized rooms, a full bath and convenient laundry room—ideal for guests, extended family, a home office or additional recreation space. Multiple rooms on the main level provide direct access to the deck and backyard. Upstairs, the spacious primary suite features a dressing/sitting room, walk-in closets and a spa-like bath with picturesque views. An additional bedroom offers two closets and its own private full bath, while two more bedrooms share a hall bath. The finished lower level provides even more space to enjoy, including a large dedicated playroom, plus flexible space perfect for a home office, gym, recreation area or guest space. A full bath and separate entrance add even more versatility. Outside, the expansive property is a true highlight, offering a beautiful large yard, putting green, impressive views and an oversized deck with plenty of room for outdoor dining, entertaining and relaxing. Three attached garage spaces plus an additional detached garage provide exceptional parking and storage. Spacious, versatile and beautifully positioned, this Briarcliff Manor home offers abundant indoor and outdoor living space with room for everyone to enjoy.

107 Hickory Road, Briarcliff Manor

5 Bathroom Homes for Sale in Westchester, NY

All 5 Bathroom Homes for Sale in Westchester, NY

Tierra Stanback