Westchester Homes with Detached Parking features

Westchester Homes with Detached Parking features

Welcome to Westchester County, New York, where suburban charm meets vibrant city living! Nestled just north of New York City, this picturesque county is renowned for its stunning landscapes, rich history, and diverse communities. With its rolling hills, tranquil parks, and scenic waterfronts along the Hudson River, Westchester offers an idyllic setting for families, professionals, and retirees alike.

Westchester County is home to a variety of charming towns and cities, each with its unique character. From the bustling streets of White Plains to the quaint village atmosphere of Tarrytown, residents enjoy a blend of urban amenities and suburban tranquility. The county boasts top-rated schools, a thriving arts scene, and a plethora of recreational activities, making it a perfect place to call home.

One of the standout features of many homes in Westchester is the availability of detached parking. Imagine the convenience of having your own private space to park your car, free from the hassle of street parking or crowded driveways. Homes with detached parking not only provide practicality but also enhance your property’s curb appeal. Whether you have a classic car you want to keep safe or simply need extra space for guests, detached parking options give you the flexibility and comfort you desire.

Explore the enchanting neighborhoods of Westchester County and discover the perfect home that meets your needs. With its combination of natural beauty, community spirit, and convenient amenities, Westchester is truly a place where you can live your best life. Come and experience the charm of this remarkable county for yourself!

Newest Westchester Homes with Detached Parking features

$1,350,000
5 Beds 3 Baths 1041701 MLS
Welcome to 5 Woodland Place, a captivating 1924 Colonial set on beautifully landscaped grounds in White Plains. With five bedrooms, two-and-a-half bathrooms, and 2,368 square feet of living space, this home offers the character of a classic residence with the room and flexibility today’s buyers value. Step inside to sun-filled rooms, hardwood floors, original architectural details, and a warm, inviting atmosphere. The gracious living room features a fireplace, while the formal dining room is ready for everything from intimate dinners to larger celebrations. At the center of the home is a spacious kitchen with granite countertops, abundant cabinetry, a large island, breakfast bar, and pantry. A dedicated office provides a comfortable place to work or study. Upstairs, generously sized bedrooms offer peaceful retreats filled with natural light. An additional sitting room, recreation space, and partially finished walk-up basement provide even more room for guests, hobbies, fitness, or relaxation. Outside, sweeping lawns, mature trees, established gardens, and private stone patios create a beautiful setting for entertaining or simply unwinding. A long driveway and detached garage add convenience and valuable storage. Close to downtown White Plains, Metro-North, restaurants, shopping, parks, and major roadways, 5 Woodland Place brings together space, character, and convenience in one impressive property.

5 Woodland Place, White Plains

$749,000
3 Beds 2 Baths 1043982 MLS
You’ll be hard-pressed to find a turn-key home like this—especially at this price—in the Chappaqua School District, let alone Westchester County! Welcome to this charming 1850s Colonial, ideally situated in the heart of Chappaqua, just 0.3 miles on foot via a convenient sidewalk to Metro-North and close to all that the village has to offer. With an easy walk to the train and convenient access by car, commuting to NYC couldn’t be easier. Filled with natural light and lovingly maintained, this inviting home beautifully blends timeless character with thoughtful updates. The updated kitchen features stainless steel appliances, quartz countertops, and a convenient side entrance. Gather around the fireplace in the cozy living room, or unwind in the quiet sitting room after enjoying a meal in the formal dining room. Beautiful hardwood floors and original millwork add warmth and charm throughout. Upstairs, you’ll find three lovely bedrooms, including one with its own convenient powder room. The walk-up attic and walkout basement offer ample storage and additional flexibility. The home has been thoughtfully updated with young mechanicals, including a 2020 furnace, 2023 hot water heater, 2023 electrical panel, and a 2022 three-bedroom septic system. A rare opportunity to own a move-in-ready Colonial in one of Westchester’s most desirable communities and school districts—close to shops, restaurants, parks, schools, and just a short 0.3-mile walk to Metro-North for an easy NYC Commute.

27 Mill River Road, Chappaqua

$997,500
4 Beds 3 Baths 1045358 MLS
An understated ranch-style exterior gives way to a sophisticated, Mediterranean-inspired interior, where vaulted ceilings, wrought-iron accents and rich architectural details create a home filled with warmth, character and timeless appeal. From the entry hall, step down into the grand living and dining room, where radiant-heated brick flooring and a striking travertine marble-surround fireplace set the tone. Walls of sliding doors fill the space with natural light and lead to a custom built-in wet bar and spacious three-season room overlooking the lush grounds—an effortless extension of the home’s living and entertaining spaces. The kitchen offers generous space for informal dining and flows naturally into the heart of the home. An inviting family room with a handsome wood-surround fireplace is ideal for movie nights, game nights and casual gatherings, while an additional flexible room provides the perfect setting for a home office or den. The primary suite feels like a retreat unto itself, where exceptional custom millwork, integrated shelving and cabinetry create a warm and sophisticated setting. Generous closets provide exceptional storage, while a private full bath completes the suite. Three additional generously proportioned bedrooms and two additional full baths provide exceptional space and comfort for family and guests. Outside, the lifestyle continues with an impressive enclosed in-ground pool, extending enjoyment well beyond the traditional pool season. An adjoining patio creates a private, resort-like retreat, while an expansive patio with fire pit overlooks the lush backyard, offering plenty of room to dine, gather and unwind. Convenient access to one of the guest baths and sauna creates a seamless connection between indoor and outdoor living and entertaining. From leisurely afternoons by the pool to relaxing around the fire pit or unforgettable celebrations, this home is equally suited for intimate gatherings and entertaining on a grand scale. A detached two-car garage, whole-house generator and thoughtful updates add comfort and convenience, while schools, shopping, highways and more are just minutes away. Distinctive, warm and wonderfully unexpected—this is more than a home. It’s the place you deserve to come home to.

2308 Broad Street, Yorktown Heights

$9,750,000
6 Beds 8 Baths 1029073 MLS
Welcome to 778 Sleepy Hollow Road, an extraordinary custom Colonial estate nestled on 10.72 private acres in the heart of Briarcliff Manor. Originally built in 1996 and extensively renovated with uncompromising attention to detail, this exceptional residence seamlessly blends timeless elegance with today’s most sophisticated luxury amenities. The estate was also featured in Netflix’s The Diplomat, adding to its distinctive appeal and cinematic presence. Boasting 6 spacious bedrooms, 6 full bathrooms, and 2 half baths, this magnificent estate offers an unparalleled lifestyle. A grand approach leads to beautifully designed interiors featuring exquisite craftsmanship, sun-filled living spaces, and state-of-the-art technology throughout. The spectacular chef’s kitchen has been completely redesigned with premium finishes and top-of-the-line appliances, while every bathroom has been luxuriously remodeled, including elegant Japanese smart toilets. A distinguished mahogany-paneled study, featuring rich mahogany walls and ceiling, provides an elegant and sophisticated setting for work or private retreat. The stunning primary suite serves as a private sanctuary, complete with a breathtaking spa retreat featuring a hot tub on the terrace overlooking the iconic Manhattan skyline—creating the perfect setting to unwind while enjoying unforgettable sunsets. Designed for both grand-scale entertaining and everyday living, the home features a fully renovated lower level with an impressive entertainment lounge and custom bar, acoustically designed home theater, professional home gym, and beautifully updated mudroom. Five automatic Mendota fireplaces add warmth and ambiance throughout the residence. Outside, the resort-style grounds rival those of a private country club. Enjoy a spectacular swimming pool with pool house, tennis court, guest cottage, expansive terraces, and meticulously landscaped grounds offering complete privacy. A six-car garage provides abundant space for collectors and enthusiasts alike. No detail has been overlooked in the extensive capital improvements, which include a sophisticated Lutron lighting system, automatic custom draperies, a state-of-the-art Bowers & Wilkins sound system, Honeywell Vista 128 security system, 32-camera surveillance system, 2N Verso gated entry with keypad and vehicle camera monitoring, all-new windows and doors throughout the home, updated designer lighting, custom cast-iron staircase railings, new well water filtration system, and countless additional enhancements. An exceptional advantage of this remarkable property is its Mount Pleasant taxes while enjoying a prestigious Briarcliff Manor address, along with the unique opportunity to choose between the Pocantico Hills or Briarcliff Manor school districts. This is a rare offering where timeless architecture, cutting-edge technology, resort-caliber amenities, and one of Westchester County’s most desirable locations come together to create an estate unlike any other.

778 Sleepy Hollow Road, Briarcliff Manor

$2,900,000
5 Beds 4 Baths 1037090 MLS
Set behind stone pillars at the end of a meandering private drive, this custom-built stone manor draws its inspiration from a 19th-century English manor house. This home features a rare blend of Old World craftsmanship and modern-day comfort on more than four private, lushly landscaped acres, just about an hour from New York City. Built in 1988 and thoughtfully updated since, the residence offers over 6,000 square feet of living space across three levels, with 6 bedrooms and 4 full and 1 half baths spread across 11–12 rooms. Five fireplaces anchor the home's principal rooms. The living room, a soaring 39' x 24' space with 12' coffered pine ceilings and a massive floor-to-ceiling stone fireplace, sets a formal yet inviting tone, while the library's built-in cabinetry and Art Deco lighting bring a warmer, more contemporary counterpoint. The gourmet kitchen is a true tour de force, outfitted with Neff cabinetry, Viking appliances, and its own floor-to-ceiling stone fireplace. A library with French doors opens directly onto a stone terrace, ideal for quiet mornings or evening entertaining. Upstairs, the primary suite is accessed through a generous sitting room/office with its own fireplace and continues into a bedroom with a tray ceiling and another fireplace, as well as a dressing area with a lovely walk-in closet and a spacious primary bath. Three additional bedrooms and a bath complete the sleeping quarters. Outdoors, the grounds are just as considered as the interiors: an oversized heated gunite pool and spa, surrounded by extensive stone terracing, formal and English gardens, and manicured lawns. The detached three-car garage includes a heated guest, staff, or au pair suite with a full bath, offering flexible space for visitors, live-in help, or a private studio/office. Notable amenities include marble and granite finishes throughout, gleaming hardwood floors, and 9' and 12' ceilings. Every detail reflects a home that was built without compromise and maintained the same way. Zoned for the highly regarded Katonah-Lewisboro School District, including Meadow Pond Elementary School, John Jay Middle School, and John Jay High School, this is a rare offering for buyers seeking a full-time residence or a refined weekend retreat within easy reach of Manhattan.

295 Salem Road, Pound Ridge

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