Katonah-Lewisboro Homes with Driveway Parking features

Welcome to the Katonah-Lewisboro School District, an exceptional educational community nestled in the picturesque landscapes of Westchester County, New York. Renowned for its commitment to academic excellence, the district serves students from the charming towns of Katonah, Lewisboro, and surrounding areas. Families are drawn to this district not only for its top-rated schools but also for the nurturing environment that fosters creativity, critical thinking, and personal growth. With a strong emphasis on both academics and extracurricular activities, students thrive here, preparing them for success in their future endeavors.

Katonah-Lewisboro boasts a variety of well-maintained homes, many of which feature convenient driveway parking—an essential amenity for today’s busy families. Imagine coming home after a long day to a peaceful neighborhood where your vehicle is just steps away from your front door. Driveway parking not only offers ease of access but also enhances the curb appeal of your home, making it a practical choice for homeowners.

Whether you’re drawn to the stunning natural beauty of the area, the vibrant community spirit, or the exceptional educational opportunities, Katonah-Lewisboro is a wonderful place to call home. With its blend of suburban charm and modern conveniences, this area provides the perfect backdrop for families seeking a safe and enriching environment. Explore the homes available in this desirable school district and discover the ideal place for your family to grow and thrive!

Newest Katonah-Lewisboro Homes with Driveway Parking features

$700,000

3 Beds ⋅ 3 Baths ⋅ 1051757 MLS

Offered for sale for the first time, this three-bedroom, two-and-a-half-bath home is set back from the road on two private acres. Beautifully cared for throughout, the kitchen and baths have a fresh, updated feel, complementing the home's comfortable proportions and easy floor plan. Outside, mature trees and open lawn create a peaceful setting with plenty of room to garden, gather or simply enjoy the outdoors. An exceptionally well-kept home in South Salem, with easy access to the nearby hamlet of Vista and just over the border from Ridgefield, Connecticut.

257 Smith Ridge Road, South Salem

$1,795,000

4 Beds ⋅ 6 Baths ⋅ 1045136 MLS

Offered for the first time since it was built by the original owners, 30 Pine Hill Drive is a private and beautifully maintained residence on 3.95 acres along one of Lewisboro’s sought-after streets. Beyond the home, the property itself is a treasure—wooded on three sides, offering exceptional privacy, a beautiful usable yard, stone walls and even a peaceful brook along the rear of the property. Tons of oversized windows bring the outdoors in, capturing beautiful views across the grounds and filling the home with natural light. The thoughtful layout offers generous living spaces and a versatile floor plan designed for the way people live today, with options for dedicated home offices, a guest suite, gym or wellness space, playroom, game room, media room, library or hobby space. Four full baths, including three en-suite, and two half baths provide exceptional flexibility for family and guests. Warm cherry cabinetry adds a timeless touch, while the three-car garage provides ample parking and storage. Recent improvements include a brand-new roof and gutters, new oil tanks, boiler and hot water heater. A full walk-out lower level offers the opportunity to create additional living space, while a five-bedroom septic provides added flexibility. With the exceptional trails and preserved beauty of Ward Pound Ridge Reservation, Westchester County's largest park nearby, this is a setting that invites you to slow down, explore and truly enjoy the outdoors. Yet despite its tranquil country feel, the location is remarkably convenient. Katonah, Ridgefield, Pound Ridge and Bedford are all close at hand, offering restaurants, shopping, markets, services and cultural amenities, with town parks and recreation nearby. A coveted Lewisboro location, award-winning Katonah-Lewisboro schools, exceptional privacy and a wonderful connection to the outdoors come together at 30 Pine Hill Drive—a rare opportunity to make this home yours.

30 Pine Hill Drive, South Salem

$999,000

3 Beds ⋅ 2 Baths ⋅ 1033118 MLS

Set in the heart of Katonah, 22 Hillside Avenue offers a wonderful combination of comfort, character and convenience within the award winning Katonah Lewisboro School District. The inviting main level features a bright living room and updated kitchen with stainless steel appliances, with easy access to both the dining room and patio for al fresco dining and gathering. The home has an easy flow for everyday living and entertaining, with beautiful hardwood floors throughout. Three bedrooms include one currently transformed into a beautifully designed dressing room with custom cabinetry, offering flexibility to suit your needs. Two full baths complete the living space. Additional highlights include a bright sunroom/office and a dedicated workshop/workspace, providing valuable additional space for projects or hobbies. Leave the car at home and head into town for the train, shops and restaurants, all just moments away. This is a rare opportunity to enjoy Katonah’s distinctive combination of small town charm and everyday convenience, and one not to be missed! Updates/upgrades include: 200 amp service (2020), all windows (minus sun room) replaced w/solid vinyl tilt in-window units and new storm doors at entrance & sun room (2020); house painted (2021); driveway paved (2026)

22 Hillside Avenue, Katonah

$1,399,000

4 Beds ⋅ 4 Baths ⋅ 1035228 MLS

Stunning 4000+ sq. ft. contemporary colonial on over six sprawling acres in one of Waccabuc’s most sought after cul-de-sac neighborhoods. Set back amidst classic stone walls, rolling lawns, soaring uplit trees in front and back, and blooming perennials, this immaculate home offers an exceptional indoor/outdoor lifestyle in a profoundly peaceful setting. Inside, a sunlit entry foyer with high ceilings introduces an open and versatile floor plan. The inviting front-to-back living room offers custom built-ins, a fireplace, and a window seat. A beautifully appointed cook’s kitchen features a large center island, induction cooktop, wine fridge, and views of the backyard. An open eat-in area seamlessly flows into the bright and airy family room with two story cathedral ceilings, sky lights, wood-burning fireplace, wet bar, and sliders out to the expansive deck where you can take in the panoramic views. A gracious formal dining room, powder room, laundry room, and access to the attached two-car garage complete the main level. Upstairs, the large primary bedroom suite is a retreat in itself, featuring a large walk-in closet and a spa-like bathroom, also with beautiful private views of the property. Down the hall, there are three additional spacious bedrooms and a beautifully renovated hall bath. The light-filled fully finished lower level features incredible additional flex space with a full bathroom, office, large living/play/gym area and sliders out to the sweeping lawns. Take in the meadows, dine and grill on the deck, or enjoy the scenic views from inside - an unbeatable lifestyle awaits you here. All of this conveniently located near Metro-North, schools, award-winning local restaurants, shopping, hiking and premier golf & tennis clubs.

12 Hilltop Road, Waccabuc

$685,000

2 Beds ⋅ 3 Baths ⋅ 1049328 MLS

Easy, stylish, and exceptionally well connected. This beautifully renovated Wild Oaks townhome makes Northern Westchester living feel effortless. Step inside to a thoughtfully designed, one-of-a-kind contemporary interior with soaring ceilings, custom metal railings, stacked-stone fireplace surround, fluted wood panel feature wall, and ultramodern sconces. United throughout by a cohesive color scheme, a nicely designed kitchen & 3 renovated bathrooms mean that you can move right in without having to worry about the never-ending "to-do" list. When the weather is nice, an expansive deck becomes the place to be. Sip your morning coffee under the trees, enjoy dinner al fresco, tend to your herb garden, or host a full house of friends on a summer evening. Each bedroom is situated on its own level with its own ensuite bathroom, and storage closets are abundant throughout. A legal finished lower level adds an additional 425 square feet of bonus space - perfect for a home office, gym, playroom, media room, or whatever life calls for next. Then there are the practical perks that make a great home even better: a generator, central air & forced-air heating, high-end Andersen windows, attached garage, bonus driveway parking, and easy access to I-684. Best of all, Metro-North is just minutes away, making the commute to NYC refreshingly simple. Stylish, spacious, low-maintenance, and close to everything. This is the kind of home that just makes life better. By Appointment Only.

9 Boulder Lane, Goldens Bridge

$879,000

4 Beds ⋅ 3 Baths ⋅ 1043046 MLS

Welcome to 7 Nash Road — a move-in ready, four-bedroom, two-and-a-half-bath home in the sought-after town of North Salem. Set on a quiet road surrounded by natural, scenic beauty, this property offers the tranquility of a country retreat with exceptional commuter convenience. The updated kitchen provides a fresh, timeless space for everyday living and entertaining, while the adjacent living room, anchored by a wood-burning fireplace, creates a natural focal point for gatherings. Upstairs, four well-proportioned bedrooms and two updated baths offer plenty of room for everyday life and guests alike. Step outside onto the large front deck and take in the peaceful setting — perfect for morning coffee, outdoor dining, or simply enjoying the surroundings. A one-car heated garage and dedicated storage room complete the home. Beyond the property, enjoy everything Lewisboro has to offer: day camps, ball fields, a town pool, and more. Just minutes from the train, this is an ideal opportunity for those seeking a lifestyle that combines nature, community, and an easy commute. Part of the Katonah Lewisboro School District.

7 Nash Road, North Salem

$1,750,000

4 Beds ⋅ 4 Baths ⋅ 1033318 MLS

Stunning, one-of-kind, octagonal lakefront residence on Truesdale Lake, with 4 bedrooms, 3.5 bathrooms, 2-car garage, breathtaking lake views, custom rustic décor, open floorplan, vaulted ceilings, custom woodwork, wide plank flooring, built-in bar, interior stone fireplace, wrap-around decking, on .57 acres. Don’t miss out on this opportunity!

33 Truesdale Lake Drive, South Salem

$1,550,000

4 Beds ⋅ 3 Baths ⋅ 1043728 MLS

BY APPOINTMENT ONLY - Set behind an elegant iron gate and long private driveway, this beautifully landscaped 3.46-acre property offers a rare combination of privacy, space, and potential. With 0.5-acre zoning, for possible subdivision. Tucked away from the road, this contemporary four-bedroom, 2.5-bath home offers spacious and versatile living, including eat-in kitchen, dining room, inviting family room with fireplace, and an extra-large formal living room. The second floor features four generously sized bedrooms, two full bathrooms, and an expansive bonus room ideal for a home office, recreation space, or additional living area. An unfinished basement provides ample storage and potential for future use. Ideally located close to shopping, restaurants, and everyday conveniences, with the added benefit of being within a short walk to Goldens Bridge Metro-North train station. A wonderful opportunity to enjoy privacy and expansive grounds while remaining conveniently connected to the surrounding area.

361 Rte 22, Goldens Bridge

$925,000

4 Beds ⋅ 4 Baths ⋅ 1045301 MLS

Lake days. Dinner reservations. The best of both worlds. This updated 4-bedroom, 3.1-bath Colonial offers 2,924 square feet and the relaxed rhythm of Truesdale Lake, just minutes from the restaurants, shopping, theater and acclaimed arts and entertainment venues in Ridgefield, Katonah and Danbury. Set on .47 acres of level property with lake views, TEA membership for private beach access and recreation, and a legal accessory apartment, this is a home that gives you plenty of ways to enjoy every day. A covered front porch welcomes you inside, where a tiled entry connects the kitchen, dining room and living room. Spacious rooms set the stage for easy entertaining, while hardwood floors, built-in bookshelves and a fireplace make the living room an inviting spot to settle in. The separate dining room is ready for casual dinners, holiday gatherings and evenings that call for a second bottle. Upstairs, the primary suite delivers room to truly spread out, with three walk-in closets and a generous alcove with built-in bookshelves—perfect for a reading lounge, home office or exercise space. A renovated marble-tiled primary bath features a spacious walk-in shower. Three additional bedrooms and a full hall bath complete the second floor. With its own entrance around back, the legal accessory apartment adds valuable flexibility for housing relatives, guests, a caregiver or potential rental use*. Outside, a level, partially-fenced backyard and stone patio offer space to play, entertain or simply enjoy a quiet evening at home. An attached two-car garage, storage and an on-demand generator with an automatic transfer switch round out the practical perks. Spend the afternoon at the private beach, head into town for dinner or a show, and enjoy HART shuttle service to the train from the area. More room, more options, and a lake lifestyle that keeps you close to everything you love.

46 Truesdale Lake Drive, South Salem

$599,000

2 Beds ⋅ 2 Baths ⋅ 1034043 MLS

Conveniently located in the sought-after Wild Oaks community, this exceptional townhome is just minutes from I-684, shopping, and the Metro-North Goldens Bridge station. Enjoy all that Lewisboro has to offer, including beautiful town parks with opportunities for residents of all ages to explore nature, enjoy outdoor recreation, and participate in community events. This thoughtfully updated two-bedroom, two-bath ranch-style townhome offers comfortable, stylish, and easy living. Exterior improvements include a newer roof, freshly painted wood siding, and recently redone masonry steps and walls. Inside, the updated kitchen features granite countertops, stainless steel appliances, and a convenient island with seating. An inviting open-concept layout, hardwood floors, wood burning fireplace, recessed lighting, updated baths , a newer heat pump and central air, and large windows create a bright and welcoming living environment. Newer Andersen French doors open to a private patio and secluded, fenced backyard—a true garden oasis surrounded by mature trees, flowering shrubs, specimen plantings, and perennials. Whether relaxing quietly or entertaining guests, this tranquil, park-like setting feels like your own private Shangri-La. The property was one of the premium lots when originally purchased, and its exceptional setting remains one of its most distinctive features. Storage is abundant, with a spacious walk-up attic and generous basement storage offering more room than you might expect. The attached one-car garage provides convenient access directly to the basement. The property is further enhanced by a low annual HOA fee of just $600, with no monthly HOA charges. All of this is set within the John Jay School District, offering the opportunity to enjoy a comfortable lifestyle in this beautiful Lewisboro community.

59 Peach Court, Goldens Bridge

$689,900

3 Beds ⋅ 2 Baths ⋅ 1041037 MLS

Rare Duplex available in the sought after Goldens Bridge Lake Community, also known as The Colony. One ground level 2 BR/1 BA unit and one 1 BR/1 BA second floor unit, perfect for those looking for an investment opportunity (no AirBnBs allowed). Each unit has been recently refinished with SS appliances, quartz countertops, and sleek, modern bathrooms. Set on a reserve of approximately 150 acres, this Westchester community offers residents ample opportunities to enjoy nature including 17 acres of "forever wild" land and Timber Lake, which has a beachfront area for swimming, as well as paddle boats and canoes for residents to use at their leisure. Other amenities include a sand volleyball court, children's playground, a basketball court, and “The Barn”, a charming space for special social events. This nature lover's paradise is only a 4 minute drive to the Goldens Bridge train station as well as I-684, making getting anywhere quick and efficient.

3 W Main Street, Goldens Bridge

$759,000

3 Beds ⋅ 3 Baths ⋅ 1040228 MLS

A rare opportunity to own an 1800’s country property in Northern Westchester. Nestled beside Ward Pound Ridge Reservation with views of the Cross River Reservoir, the estate has the look and feel of an Upstate New York retreat. The center hall Colonial retains its original two-sided brick fireplace and 14-inch-wide wood plank floors. Plenty of period charm and natural light throughout the home. What sets this property above the rest is the stunning original stone and timber framed barn. The possibilities are endless. A restorer’s dream! The house is currently configured with two bedrooms and a bath upstairs, another office/bedroom with full bath on main level and a half bath off the kitchen area. Located just minutes from Metro-North and major local highways, the property offers a rare combination of privacy, acreage, and commuter convenience, all in the Katonah-Lewisboro School District.

15 Cross River Road, Cross River

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