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

$1,595,000
3 Beds 4 Baths 1036367 MLS
A Home Where Art, History and Extraordinary People Came Together There are beautiful homes, and then there are homes that seem to have a life and story of their own. Dating to the early 1900s, this remarkable property was once part of an extraordinary artistic and intellectual circle, a place where artists, sculptors, thinkers and notable personalities gathered, exchanged ideas and created. At the heart of the property is its historic cottage, which once served as an artist’s studio. It was more than simply a working space—it was part of a creative world that unfolded throughout the property. Among the artists associated with the home were renowned sculptor and designer Isamu Noguchi, sculptor Stanley Brandon Kearl, mosaic artist Jean Reynel, and others connected to New York’s vibrant artistic community. The property also carries a remarkable connection to the Holbrooke family. Richard Holbrooke, who grew up in Scarsdale and would later become one of America’s most influential diplomats, was part of this family history. His father, Dan Holbrooke, was a physician and a friend of Isamu Noguchi, while his mother, Trudi Kearl, was a potter—further weaving art, intellect and creativity into the story of this extraordinary place. The artistic connection continues today. Andrew Holbrooke, who currently calls the property home, is himself a renowned photographer, carrying forward a creative tradition that has been woven into the fabric of the property for generations. There is something particularly poetic about that continuity—a home that once inspired artists and served as a working studio continuing to be inhabited by an artist today. The artistic pedigree is particularly compelling. Stanley Brandon Kearl was an accomplished sculptor whose work was exhibited at the Whitney Museum of American Art and whose career included teaching at Pratt Institute and an artist residency abroad. It is easy to imagine the conversations that took place here—the artists gathered in the cottage, works taking shape in the studio, ideas being exchanged late into the evening, and friendships forming among people whose lives would ultimately touch the worlds of art, culture and history. Today, the property offers something increasingly rare: not simply a beautiful historic home, but a tangible connection to another time and to an extraordinary group of people who passed through its doors. And perhaps most remarkably, its story is still being written. This is more than a historic house. It is a place with an artistic legacy, a remarkable family connection, and a creative spirit that continues to this day.

344 Sprain Road, Scarsdale

$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

Start Your Search
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.