5 Bedroom Homes for Sale in Westchester, NY

Welcome to 68 Stonewall Circle, a sunny custom-built Colonial with a southern back yard exposure in Park Lane. A stone wall lends character to the front and back yard while mature landscaping creates privacy around the spacious rear patio and backyard. the back yard is fully fenced. Five flowering pear trees and two flowering cherry trees flank the driveway. Two flowering crab apples tress show off their glory both front an back. The first floor offers a great room with a fireplace, and marble surround ,a large custom kitchen with quartzite counters and backsplash and breakfast area opening to an Indiana limestone patio overlooking the grounds,. There is generous formal dining room., library/ office, first floor bedroom /playroom and walk in closet, and bath. powder room, laundry room, and two-car heated garage completes the level. Full finished basement, store room , cedar closet, wine closet, office, bath sliding door to the outside. C of O has been applied for . Upstairs, the spacious primary suite with tray ceilings features a double bathroom with a Jacuzzi tub an three large walk in closets. Another bedroom has an en-suite bath, and two additional bedrooms share a Jack-and-Jill bath. Ample closets provide storage throughout the home. The finished lower level opens to the sunny outdoors and offers room for play, ping-pong, and gatherings, along with built-in closets, workout room and bath, and a separate large storage room. cedar closet, and wine closet. House has a full house water filtration system,.ad well as a filtration system in the kitchen island. 3 Zone ac and heat. Primary bedroom is on one zone, rest of upstairs is on second zone, 3rd zone services the first floor. Basement has its own zone. Outdoor sprinklers, whole house is equipped with interior fire sprinklers. Garage is heated and driveway is fully paved wth stone pavers. The home is equipped with lighting rods and a Radon Mitigation System. There is a central vacuum System.

68 Stonewall Circle, West Harrison

$725,000

5 Beds ⋅ 2 Baths ⋅ 1054611 MLS

Approaching 200 Nelson, a charming 1880 Second Empire Victorian in the heart of Peekskill’s historic district, feels like traveling back to a more gracious time. Located on a leafy corner a block from Main St. shops and dining, the home offers 2,528 square feet of thoughtfully updated living space on a 6,534-square-foot lot with 5 bedrooms and 2 full baths. 200 Nelson’s architectural character, curb appeal and recent updates fit seamlessly with the home’s period charm. Peekskill offers a thriving arts community, many hiking and dining options—a peaceful river town just over an hour’s commute to NYC. Crowned by a mansard roof and scalloped shingles, cornice brackets and dormers, the olive green with white trim exterior and soft blue door mirror surrounding foliage and sky. Follow the brick pathway from the front garden to wraparound porch with room for furniture, and a ceiling fan to keep cool in summer. Original parlor front doors and arched doorway feature a transom window, lit by a period lantern. A brick driveway with off-street parking for 2 cars leads to a fenced yard. Inside the sunny foyer—a grand staircase with original wood banister. Follow impeccable warm wood floors to the living room, with tall windows bringing abundant sunlight. Period details like 10-ft ceilings, ceiling medallions, and decorative mantels offer charm. Continue to the expansive formal dining room with bay windows, painted marble mantel and chandelier. The centrally located dining room connects to the library, kitchen, full bathroom and huge cellar. Next, an updated full bath, with a high window providing daylight and privacy, triple Broadway mirror with storage, vanity top, stylish tiling, bathtub with shower. The library, with French door providing a separate entrance to the porch, makes a sunny office, with 10-ft ceilings and daylight streaming through the triple bay windows, and through a fourth large window overlooking the garden. The room’s comfortable year-round, with refurbished radiator, mini-split and ceiling fan. The elegantly updated kitchen, renovated 2025, features ten-foot ceilings, wide-plank white oak floors, quartzite counters, marble slab backsplash, Moroccan unlacquered brass faucet, garbage disposal, stainless steel appliances, stackable Electrolux washer/dryer and mini-split. From the mud room off the kitchen to a tended, fully-fenced, backyard (2023) with a 15’x15’ brick patio, the perfect spot to hear bird song each morning or stargaze at night. Established plantings, from a towering Norwegian maple to white hydrangea to roses, irises, and poppies make the garden a delight year-round. Up a grand staircase to the 2nd floor, find two big bedrooms, with three tall windows each, connected by a sunny dressing room. Throughout the home, find traces of the past, like an original built-in ironing board in one bedroom, hidden by a tiny door. The 2nd floor also has an updated full bathroom with a window, crema marble floors, enclosed standing shower, and working radiator. On the 3rd floor: three quiet bedrooms with dormer style windows, connected by a long hallway. Mini-splits and refurbished period radiators throughout keep the home temperature-controlled and comfortable. The home’s temperature regulation uses WiFi-enabled smart thermostats. Whole-house water filtration system installed 2024. Natural gas connects from the street. Nearby, explore the vast nature of Depew Park’s 191 acres of wooded walking trails, pool, basketball, tennis, and bocce courts. Check out Blue Mountain Reservation, a massive 1,538-acre park ideal for serious mountain bikers and hikers. Finish the last hour of your workday traveling along the Hudson River at sunset on the most scenic of the Metro North lines, arriving home to a turn-key historic home with space to relax, entertain and enjoy. Just 1 hour and 10 minutes from Grand Central Terminal to your river town home, at the gateway to all the Hudson Valley has to offer.

200 Nelson Avenue, Peekskill

$995,000

5 Beds ⋅ 2 Baths ⋅ 818602 MLS

Welcome to 212 Beekman Avenue, a versatile multi-family property with commercial zoning, offering endless possibilities in Sleepy Hollow. This unique property features two distinct apartments and is ideal for investors or those seeking a flexible living space. The ground floor apartment has 2 bedrooms, 1 bath. The first floor apartment is a duplex with 3 bedrooms and 1 bath, catering to a variety of lifestyle needs. Enjoy the comfort of central air conditioning throughout the property, ensuring a pleasant atmosphere during any season. There is a large back yard and an outbuilding in the back of the property for storage. The commercial zoning adds an extra layer of opportunity, allowing for potential business ventures or mixed-use possibilities. With its prime location on Beekman Avenue, 212 offers both convenience and potential. Whether you're looking to invest, live, or work, this property is a must-see. Explore the opportunities today and imagine the future that awaits!

212 Beekman Avenue, Sleepy Hollow

2054 Quaker Ridge Road, Croton-On-Hudson

$1,395,000

5 Beds ⋅ 4 Baths ⋅ 1056124 MLS

Custom designed and craftsman-built, this exceptional five-bedroom residence offers 5,773 sq. ft. of thoughtfully designed living spaces on a beautiful 1.84-acre setting. Rich in character and quality craftsmanship, the home features spacious living areas, distinctive architectural details, and a warm, inviting atmosphere. The expansive grounds are a gardener's dream, with mature fruit trees, a charming grape arbor, and an organic garden, providing a beautiful connection to nature and a rare combination of craftsmanship, space, privacy, and usable acreage. This special property offers a unique lifestyle opportunity and is all moments from Croton Harmon Railroad Station and downtown Croton-on-Hudson.

2054 Quaker Ridge Road, Croton-On-Hudson

$699,999

5 Beds ⋅ 4 Baths ⋅ 1050637 MLS

Great Opportunity in Mount Vernon! Discover the possibilities at 119 E Lincoln Avenue, a spacious multi-family property offering approximately 3,800 square feet of living space. With plenty of room to work with, this property presents an exciting opportunity to create a space that fits your vision. The generous layout offers flexibility, while the location adds even more appeal. Enjoy convenient access to major parkways, shopping, dining, public transportation, and everyday amenities throughout Mount Vernon. The property is also close to local parks and recreation, making it easy to enjoy everything the area has to offer. Whether you're looking to update, improve, or maximize the potential of a multi-family property, 119 E Lincoln Avenue is ready for its next chapter. Bring your ideas and imagination to this well-located Mount Vernon opportunity!

119 E Lincoln Avenue, Mount Vernon

$2,750,000

5 Beds ⋅ 5 Baths ⋅ 1024290 MLS

Set on more than four private acres at the end of a quiet Bedford Hills cul-de-sac, this five-bedroom custom contemporary was reimagined by NYC architect David Howell in collaboration with local architect Robert Robinowitz. Clean lines, custom woodwork, clerestory windows, expansive glass and wide, light-filled hallways define the home, anchored by a dramatic staircase and an open, airy sense of scale. The main level centers on a large Scavolini kitchen and lounge area with a double-sided gas fireplace, along with a spacious living room with double-height ceilings, dining room, powder room and flexible office/playroom. Two additional bedrooms or offices share a full bath. Off the living room, a large deck steps down to a bluestone patio and fire pit, extending the living and entertaining spaces outdoors. Upstairs, the primary suite features radiant-heated floors, a 38-inch gas fireplace, Carrera marble shower, Blu Bathworks fixtures, Duravit tub and sleek custom closets. Two additional bedrooms, connected by a playful peek-a-boo opening, share a beautifully appointed bath with double vanities. A laundry room completes the second floor. The walk-out lower level provides substantial flexible space, a second kitchen and abundant storage. Outside, more than four acres encompass expansive lawns, mature plantings and irrigation, along with a Wagner pool with automatic cover and a generous poolside patio with an aluminum pergola and motorized louvers. A three-car garage with EV charging and a whole house generator complete this modern property. Exceptionally private yet minutes from Bedford Hills, Mt. Kisco, Bedford Village, Metro-North and major highways, this is a distinctive contemporary combining architectural pedigree, a highly livable layout and a glorious large, level backyard.

116 Davids Way, Bedford Hills

$960,000

5 Beds ⋅ 3 Baths ⋅ 1043479 MLS

Welcome to quiet, desirable Gedney Manor, where this unusually spacious Expanded Ranch offers the kind of flexibility that can serve you beautifully through many stages of life. One of the larger homes in the neighborhood, its thoughtful layout is especially well suited to multigenerational living, with primary suites on both the first and second floors and a ramp providing easy access to the front entrance. The expanded kitchen and dining room create generous gathering spaces, while the enclosed rear porch has become a relaxing spa room—a private retreat just steps from the main living areas. Step from the kitchen onto the deck, where an existing gas line makes outdoor grilling easy. Hardwood floors lie beneath the carpeting throughout the first floor, ready to be enjoyed again whenever you choose. Outside, the setting is every bit as appealing. Beverly Road has the peaceful, comfortable neighborhood feel that is increasingly hard to find—neighbors walking with dogs and strollers, riding bikes and shooting hoops in the street. The property backs directly to White Plains’ Jack Harrington Greenway, adding a wonderful sense of openness and greenery behind the home. Yet this tranquil setting is remarkably convenient: multiple houses of worship are within walking distance, as are neighborhood shops and Bee-Line bus service, with easy connections to Metro-North and express trains reaching Manhattan in approximately 35 minutes. This is a home that offers room to gather, room to spread out, room for different generations to live comfortably—and a location that makes everyday life easier. In Gedney Manor, with the Greenway at your back and so much of White Plains within easy reach, it really does come down to location, location, location. Being sold "As-Is"

38 Beverly Road, White Plains

$9,950,000

5 Beds ⋅ 6 Baths ⋅ 1033223 MLS

A Contemporary Estate Shaped by Light and Wood on 3.5 Serene Acres An exquisite modern compound designed for expansive living, this residence is distinguished by its rare collection of purpose-built structures and amenities: a custom-designed Japanese tea house, separate party barn, dedicated pottery/art studio, European KLAFS sauna suite, in-ground pool, and serene Zen-inspired grounds — all set across 3.5 private acres. Leading custom team including renowned builder Jim Pousada (Crescent Construction) and architect Justin Minieri the 7,447 sq ft black barn-inspired structure is defined by large industrial Marvin custom windows and a disciplined, modern profile. The architecture is organized around a carefully conceived U-shaped floor plan that embraces a central open-concept living space overlooking a contemplative garden. Soaring double-height ceilings — reaching approximately 20 feet — define the primary living volumes. Rare 20 inch wide-plank oak flooring on main floor, exposed timber beams, and expansive steel-framed glass reflect a quiet wabi-sabi sensibility. The kitchen, appointed with stone countertops and integrated Gaggenau appliances, centers around a generous eat-in island and features custom Leicht cabinetry and display shelving — a true chef’s kitchen. Living and dining areas open to a covered slate terrace complete with infrared heating and wood-burning fireplace. A glass and wood open-riser staircase provides a sculptural connection between levels. The primary suite occupies a private wing with direct garden access, a luxurious light-filled spa bath with freestanding tub, two custom walk-in closets, and a European KLAFS sauna with Moroccan-inspired shower and European IKONNI slat wall accents. On the opposite side, a dedicated pottery and art studio, complete with a glass mechanical garage door and architectural windows, provides creative flexibility. A four-car attached garage, mudroom with custom cabinetry, and spacious laundry with Leicht cabinetry complete the main level. Select high end fixtures include Rocky Mountain hardware, Brizo faucets and accessories, Julien sinks and Toto Neorest toilet. Three additional light-filled bedrooms with walk-in closets are located on the upper level — two en-suite and one with an interconnecting bath adjoining a large play or lounge area overlooking the garden. Anchoring the garden is the tea house, wrapped in Accoya Saguaro wood (delta black color) and crowned by a dramatic IKONNI slat wall ceiling, with custom tatami mat and minimalist detailing that reinterpret traditional Japanese design principles through a modern lens. The separate party barn includes its own kitchen and entertaining space opening to an organic garden. The home is showcased in a major motion feature that is being released in September 2026, reflecting its architectural presence and distinctive design. A true modern compound, 3031 Purchase Street offers estate-scale living within close proximity to Manhattan, premier clubs, Westchester airport including private terminal and top schools offering an opportunity for unrivaled elevated living.

3031 Purchase Street, Purchase

$699,000

5 Beds ⋅ 2 Baths ⋅ 1053518 MLS

Bring your vision to this 1950s one-level Ranch, gracefully set on a full acre in the Town of Ossining. The 8 rooms, 5 bedrooms, 1.5 baths, along with 1,400 sf of one-level living, offers comfort and functionality. The cozy living room, large eat-in kitchen with a door to the backyard, and office room - with front and rear access doors - are the main focal points of the interior. A partial basement and a loft storage area, via stairs in the attached 2-car garage, provide ample storage. The expansive backyard lawn is edged with perimeter shrubs and trees, highlighting its depth. Ryder Park, the North County Trailway, Club Fit, Millwood Plaza, and the Village of Briarcliff Manor are all nearby. Whether you're starting out, downsizing, or seeking a second home, 9 Ryder Avenue delivers timeless charm in a sought-after Westchester setting. Potential annual STAR savings of $1659 is not reflected in stated taxes.

9 Ryder Avenue, Briarcliff Manor

$1,699,000

5 Beds ⋅ 3 Baths ⋅ 1054724 MLS

Welcome to 58 Young Avenue, a rare and exceptionally versatile two-family home in Pelham, NY, offering nearly 3,000 square feet of beautifully maintained living space, five bedrooms, three full bathrooms, four fireplaces and outstanding single-family potential. Set in one of Pelham’s most desirable residential neighborhoods, this distinctive property combines the space and character of a substantial Pelham home with the flexibility of two thoughtfully configured residences. It is ideally suited to an owner-occupant seeking rental income, an investor searching for a well-maintained Pelham multifamily property, or a buyer interested in multigenerational living or a future single-family conversion. The expansive first-floor residence features three bedrooms and two full bathrooms, along with a sun-filled living room, generously proportioned formal dining room and well-appointed kitchen. Large windows bring abundant natural light into the interiors, while excellent closet and storage options enhance everyday functionality. The second-floor residence is equally inviting, offering two bedrooms, one full bathroom, separate living and dining rooms, and an eat-in kitchen with stainless-steel appliances, including a range and Bosch dishwasher. A large heated sunroom provides valuable additional space for a home office, playroom, den, studio or bonus room. Two eave spaces offer generous walk-in closet space or flexible storage. Existing interior staircases connect the two residences, allowing the home to continue as a true two-family property or function easily for single-family, multigenerational, guest or au pair use. This adaptability makes 58 Young Avenue a particularly compelling opportunity in the Pelham real estate market. The substantial lower level includes a dedicated laundry area with separate washers and dryers for each residence, along with extensive utility and storage space. An integrated one-car garage and driveway parking for three more additional vehicles provide total parking for four cars—an exceptional convenience in a walkable Pelham location. Outdoors, multiple garden patios extend the living space and create a peaceful setting for dining, entertaining or quiet relaxation. Mature landscaping, colorful plantings and private outdoor areas give the property the feel of a secluded retreat while remaining close to everything Pelham has to offer. The home has benefited from significant capital improvements, including modernized electrical and plumbing systems, separate energy-efficient gas-heating systems, an integrated indirect-fired hot-water system, extensive bluestone-to-granite hardscape enhancements, basement waterproofing and repainting, and comprehensive repointing of the hardscape and foundations. Located approximately 0.3 miles from the Pelham Metro-North station and downtown Pelham, 58 Young Avenue offers a highly sought-after walk-to-all lifestyle with convenient access to local schools, shops, restaurants, parks and village amenities. The home is located in the Colonial Elementary School area and offers an approximately 25-minute Metro-North commute to Grand Central. With two spacious residences, nearly 3,000 square feet, five bedrooms, three full baths, abundant storage, private outdoor space, four car parking and remarkable flexibility, 58 Young Avenue stands apart as a truly special Pelham two-family home with single-family potential.

58 Young Avenue, Pelham

$1,495,000

5 Beds ⋅ 5 Baths ⋅ 1041208 MLS

Set high on 2.94 landscaped acres in South Salem, This home is a distinctive Yates Colonial that feels equally suited to everyday life as it does to a weekend country getaway. Freshly painted inside and out, the home retains the unique architectural character that makes it memorable. A cedar shingle multidimensional roofline, custom copper-topped turret, shaker shingle siding and a welcoming covered front porch. The dramatic two-story foyer sets the tone with a guest closet & half bath. A graceful staircase with newly installed runner & landing carpeting ascends within the turret with large windows leading to a large open second-floor landing overlooking the entry. This space creates a quiet sitting area, reading nook or game table spot. From the foyer the home flows naturally into the formal living room and dining room, connected by a double-sided wood burning fireplace and framed by large windows and french door with side glass panels that open to a balcony. The spacious chef’s kitchen looks out toward the pool and landscaped grounds. With an abundance of cabinetry, a large center island and a generous eat-in area that leads to the patio & pool, this kitchen can easily accommodate a large gathering. Directly off the kitchen is the cozy family room featuring custom built-ins, high ceilings, large windows overlooking the front grounds and the third wood burning fireplace. A first-floor bedroom ensuite with its own entrance from the pool area offers flexibility for guests, or a private office, while the adjoining full bath and first-floor laundry add everyday convenience. Upstairs the primary bedroom ensuite is privately positioned, with vaulted beamed ceiling, walk in closet, separate shower & soaking tub, double vanities. Three additional bedrooms are naturally separated and share a renovated hall bath. The home continues downstairs with approximately 1,425 square feet of space, multiple large walk-in closets, a half bath, full walkout access to the property, offering additional room to work, play or simply spread out. Outside is where your next summer experience begins. A freeform Gunite pool and stone patio create a private setting for swimming, dining and lingering into the evening, surrounded by mature landscaping and the natural beauty of the property. The pond that is on the property had been part of the owner’s lifestyle with everyone enjoying time out on the water. It has not been used lately and the stone path can easily be cleared back again. The attached two-car garage and thoughtfully placed storage throughout the home add to its practicality. The setting provides a true Northern Westchester country experience without giving up convenience. Close to restaurants, shops and daily amenities, with easy access to Ridgefield and Katonah. Leon Levy Preserve and Onatru farm park are both conveniently less than 2 miles away. A true move-in ready home.

195 Kitchawan Road, South Salem

$2,950,000

5 Beds ⋅ 5 Baths ⋅ 1015705 MLS

Exceptional Georgian Colonial elegance meets private resort living on 3.18 beautifully landscaped acres in exclusive Rock Rim Ponds. Behind a gated entry, this remarkable Pound Ridge estate offers timeless architecture, refined craftsmanship and exceptional privacy, yet is minutes from Bedford Village, Stamford, the Merritt Parkway and I-684. A dramatic double-height foyer introduces elegant interiors with cherry hardwood floors, custom millwork and cabinetry, three masonry fireplaces and gracious spaces for both formal and casual entertaining. The professionally equipped chef’s kitchen features a well-appointed butler’s pantry with sink, refrigerator, wine cooler and dishwasher. Five bedrooms include a vaulted primary suite with luxurious bath and a private first-floor guest wing. A bonus room above the three-car heated garage adds flexibility. Outside, rolling lawns, mature specimen trees and lush plantings create a serene backdrop for expansive terraces and a multilevel Brazilian Ironwood deck. The Gunite pool, spa and waterfall, covered patio and charming gazebo offer an extraordinary setting for entertaining or relaxing. Beautiful walls, walkways and steps complete this private oasis—a sophisticated Pound Ridge retreat designed for exceptional living.

11 S Eastern Farm Road, Pound Ridge

5 Bedroom Homes for Sale in Westchester, NY

All 5 Bedroom Homes for Sale in Westchester, NY

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