Lewisboro is known for its scenery and highly rated schools
On the border between New York and Connecticut is Lewisboro, a town swathed in nature and greenery 57 miles from New York City. The community is known for its preserved land and highly rated school system. “Lewisboro attracts people looking for the perfect balance between peaceful small town living and proximity to the city,” says Doug Tricarico, an associate real estate broker with Houlihan Lawrence. Tricarico has worked in the industry for 20 years. “Known for its natural beauty and protected open space, people come here for the excellent school system, sense of community and slower pace of life without being too far from the action.” Lewisboro has several hamlets within it, including South Salem and Waccabuc.
Lewisboro was founded in 1731 and has a population of over 12,000 people.
The median sale price in Lewisboro for single-family homes is around $930,000.
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Walking trails at Lewisboro Town Park and Onatru Preserve
The Lewisboro Town Park is encircled by a trail system and has a playground, hard-top basketball and tennis courts and a baseball field. Nearby, the Lewisboro Town Pool offers memberships, swim lessons and pool rentals. The Onatru Farm Town Park is made up of several fields for baseball and soccer, with over a mile of hiking trails within the Onatru Preserve. The Waccabuc Country Club, in the hamlet of Waccabuc, is a private 18-hole course established in 1912. The club has a tennis court and an event space.
Nature reserves throughout Lewisboro include Ward Pound Ridge Reservation, which spans over 4,300 acres and offers hiking trails, campsites and a trailside nature museum that educates park visitors. The reserve also has a butterfly meadow and a wildflower garden. The Wolf Conservation Center in the hamlet of South Salem aims to protect wolves and teach visitors about their importance in nature. The center houses several wolves, including Mexican gray wolves, red wolves and three permanent residents called "ambassadors." The charity participates in the Species Survival Plan, which supports the reintroduction of endangered species into the wild.
Lewisboro locals can enjoy the riverwalk trail at Ward Pound Ridge Reservation.
Ward Pound Ridge Reservation has open space, hiking trails, and a river walk near Lewisboro.
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Single-family homes and townhouses in forested areas
Homes sit amid dense oak, maple and ash trees along winding roadways. Some houses border lakes, have private docks, or are near a golf course. “Most homes are on well and septic unless closer to other communities, they are probably on oil heating as well,” says Tricarico. Some residences are over 100 years old, while others were built a few years ago. Colonial Revival and farmhouse styles are common. Single-family homes have a median sale price of $932,500, while townhouses have a median sale price of $650,000. “Lewisboro is more rural and spread out. If you’re looking for nightlife, this is not for you,” says Tricarico. “Some parts of the town are near wetlands and such, which can come with extra regulations, but that keeps the town beautiful.”
Newer contemporary homes make up a significant portion of the Lewisboro housing stock.
Townhomes are also available in Lewisboro, offering modern living in a convenient location.
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Katonah-Lewisboro School District has highly rated schools
The Katonah-Lewisboro School District, which receives an A-plus from Niche, serves the area. Children may attend Increase Miller Elementary or Meadow Pond Elementary, both of which receive an A, depending on their address. Students continue at John Jay Middle and John Jay High, both of which also receive an A. The high school offers student clubs and activities such as Model UN, business club and jazz band.
Increase Miller Elementary School is a top rated primary school in Lewisboro.
John Jay Middle School is a highly rated school and has and offers courses on civil rights.
John Jay High School has extracurricular opportunities for Lewisboro students, like Mock Trial.
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Commuters use Saw Mill River Parkway and I-684
“A good number of residents commute to New York City and White Plains, since the pandemic, many people work remotely or in hybrid roles,” says Tricarico. “It has a peaceful atmosphere, making it a great place to work from home.” The Saw Mill River Parkway leads to New York City, 57 miles from Lewisboro, and Interstate 684 leads 25 miles to White Plains. The Goldens Bridge train station within Lewisboro is along the Harlem Line of the Metro-North Railroad, which arrives at the White Plains train station in 40 minutes and at the Grand Central Terminal in 90 minutes.
The Putnam Hospital is 16 miles from Lewisboro, and the Westchester County Airport is 25 miles away. St. John’s Church, Stevens United Methodist Church and Saint Paul’s Church are along state routes. The historic Saint Paul’s Church was on an album cover for the Blue Öyster Cult.
Interstate 684 is a popular option for commuters in Lewisboro and connects the town to New York.
Lewisboro locals can hop on the nearby Goldens Bridge train station on the Metro-North Railroad.
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Shopping and dining in South Salem and Ridgeway
In South Salem, Gossett’s Farmers Market sells fresh produce every Saturday. The Orchard Square at Cross River shopping center, along North Salem Road, has a Green Way Market grocery store. More restaurants and retailers are in Ridgefield, Connecticut, 4 miles away. Main Street and Bailey Avenue have locally owned establishments such as Bailey’s Backyard restaurant and Books on the Common bookstore.
Gossett's Farmers Market in Lewisboro is open from 9-1 on Saturdays.
Main Street has plenty of local shopping and dining options for residents in Lewisboro.
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Library programs and holiday events keep community connected
The Lewisboro Library hosts weekly events and programs such as a writers’ group, arts and crafts and book clubs. The library also hosts the Lewisboro Library Fair at Onatru Farm Town Park, where visitors can donate and purchase books. Lasdon Park & Arboretum, 14 miles from Lewisboro, hosts a Holidays on the Hill Annual Train Show, where visitors can get photos with Santa, view train displays and explore holiday lights and scenes.
Residents in Lewisboro enjoy outdoor walks through Lasdon Park Arboretum and Veteran's Memorial.
Lewisboro Library is a popular spot for local bookworms and has a back patio.
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Written By
Isabella Pontecorvo
Photography Contributed By
Austin Lewis
Interested in learning more about homes in this area?
Reach out to
Amber Thomas,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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Nestled in a desirable South Salem lakefront enclave, this masterfully renovated Craftsman-style residence represents a rare opportunity for the discerning buyer. Spanning 1,852 square feet, the three-bedroom, two-and-a-half-bath home has been thoroughly reimagined, artfully balancing timeless charm with upscale refinement.The heart of the home is a chef-caliber kitchen equipped with stone
Elegant Retreat tucked in the heart of South Salem nestled on nearly 3 acres of scenic countryside. This beautifully maintained center hall Colonial offers the perfect blend of space, comfort, and modern convenience. Classic style with all 4 generous bedrooms on the second level, this home boasts a recently updated country kitchen & all new hardwood floors throughout. Dual fireplace with vaulted
Beautifully updated and move-in ready, this 4-bedroom home is set on 2 private acres in the highly desirable Katonah-Lewisboro School District. Thoughtfully renovated throughout, the home features refinished hardwood floors, fresh neutral interiors, brand-new stainless steel appliances, 2 full bathrooms, and an updated powder room.The light-filled open layout offers comfortable everyday
Welcome to a truly rare opportunity in the heart of Goldens Bridge, two-family duplex home ideal for multigenerational living or generating rental income. Nestled on nearly an acre of level land, this charming brick duplex offers flexibility, privacy, and unbeatable convenience. Property includes two spacious 2-bedroom units. The first floor is freshly painted with polished original hardwood
A rare opportunity in the charming Truesdale Lake community of South Salem. This quaint cottage is in need of renovation and is being sold as-is, offering outstanding potential for restoration, investment, or new construction. Truesdale Lake is an 83-acre private lake community known for its peaceful setting, natural beauty, and long-established neighborhood character. Located in the Town of
HIDEOUT HILL. Part of South Salem’s rich history. Circa 1740 Antique Colonial and one of the area’s oldest homes. Brimming with period details including wide board floors, two fireplaces and period moldings. Tastefully renovated in 2020 carefully marrying the old with the new. 3200 square feet of living space with beautifully proportioned rooms rich in detailing. Exceptionally appointed interior
First time ever offered on the market! Welcome to 9 Lois Lane, a rare opportunity in one of Katonah’s most desirable settings. Located on a quiet cul-de-sac, this 5-bedroom, 4.5-bath home sits on over 2 beautiful, level acres offering privacy, space, and endless potential. The property features a spacious layout, two-car garage, in-ground pool, and an incredible flat backyard surrounded by mature
Nestled in a desirable South Salem lakefront enclave, this masterfully renovated Craftsman-style residence represents a rare opportunity for the discerning buyer. Spanning 1,852 square feet, the three-bedroom, two-and-a-half-bath home has been thoroughly reimagined, artfully balancing timeless charm with upscale refinement.The heart of the home is a chef-caliber kitchen equipped with stone
Sold as is, house needs total renovation. Can get a construction loan if you qualify. Backs up to the Leon Levy Preserve, access to Lake Kitchawan Lake. Tucked away along the quiet shoreline of Lake Kitchawan, this modest cape presents a rare chance to reimagine a home in one of Northern Westchester most natural settings. Set on a small parcel that backs directly onto the protected woodlands of
Selling as is. Amazing opportunity to build new construction on 3.6 acres in the town of Lewisboro. Quiet neighborhood setting. Prior BOHA approval is dated 1986. Old BOHA is located in Documents
Welcome to South Salem! Nestled on a picturesque 1.09 acre, this inviting split-level home offers the perfect combination of privacy, and everyday convenience on a spacious private lot.The main level features a bright and open design with a modern eat-in kitchen, dining area, and a living room anchored by a fireplace — creating the ideal setting for both quiet evenings and effortless
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Welcome to this beautifully updated townhouse, ideally located just minutes from major highways and the Katonah Metro-North station for an effortless commute. Surrounded by picturesque, park-like grounds, The Meadows offers the perfect setting for walking, jogging, and enjoying a vibrant lifestyle with shops, restaurants, coffee houses, and everyday conveniences just a short stroll away. This
Rare opportunity to own a beautifully updated 3-bedroom, 1.5 bathroom condo in a highly desirable location with the added benefit of reduced property taxes and low common charges, making homeownership more attainable. This move-in ready residence is offering exceptional value for both owner-occupants and investors, as the property may be rented as an income-producing investment, subject to
Nestled on a private, picturesque 1-acre property, this move-in-ready home offers the perfect blend of comfort, convenience, and natural beauty. Freshly painted throughout, the home features newly refinished hardwood floors that shine with warmth and character. The spacious interior boasts two fireplaces, creating inviting gathering spaces for every season, while a beautiful bay window fills the
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BY OWNER. This charming, newly renovated, one-bedroom unit is located in the desirable Oakridge community of South Salem, N.Y. and is available for immediate occupancy. Quiet and serene, this unit overlooks a semi-private lawn area that can be viewed from the sunny dining room. The living room has a working fireplace. There is a covered patio large enough for seating. Gleaming, newly installed
Why rent when you can buy this home? THIS HOME IS ALSO LISTED FOR SALE. YOU HAVE BEEN WAITING FOR THIS HOME! Don’t settle for less. This MOVE-IN-READY colonial offers NEW HARDWOOD FLOORS, an UPDATED EAT-IN KITCHEN with a coffee bar and new appliances, UPDATED BATHROOMS, and BRAND-NEW AIR CONDITIONING and HVAC. This home is located on a QUIET CUL-DE-SAC in a convenient location. The first floor
Larry MangoGiner Real Estate Inc.
$11,900 per month
Private Pool, Fireplace & Endless Charm — Cross River, NY
Discover this elegant 4-bedroom, 3.5-bath retreat nestled in the coveted Cross River, NY community. Rich hardwood floors flow throughout the main level, setting a warm and sophisticated tone from the moment you walk in. A classic wood-burning fireplace anchors the living area, creating an inviting space to gather year-round. Upstairs and in the lower level, plush carpet adds comfort underfoot in
Welcome to Oakridge Condominiums. This sophisticated condo offers a spacious living room with a fireplace, built-ins, and a high ceiling; an updated kitchen with granite counters and a dining area; a large bedroom; and a full bathroom on the main level. There is a spiral staircase to an open loft on the upper level that can serve as an office or guest room. Some special features include high-tech
Enjoy this beautifully furnished 4+ Bedroom home on Lake Waccabuc, available just in time for summer! Nestled on one of Northern Westchester’s most sought-after lakes, this inviting retreat offers the perfect blend of comfort, relaxation, and breathtaking waterfront views. Wake up to lake views throughout the home and spend your days swimming, kayaking, paddle boarding, fishing, or simply
Summer is coming! And what better place to spend it than at Waccabuc Lake. Enjoy this newly renovated home on Lake Waccabuc. Just steps to your private dock and beautiful lake community on Cove Rd. This home lends itself to water views throughout the house. Cozy open floor plan downstairs with beautiful kitchen and fireplace. 1st floor also offers a full bathroom. Side deck with lake view off of
Fully Furnished Seasonal Rental available Sept 1-Oct. 31.Enjoy your summer on the lake in this remarkable waterfront single-family home. Offering the perfect combination of space, comfort, and timeless charm, this property provides an idyllic lakefront experience. The home features three bedrooms plus a den/office, with sliders that open to a spacious deck overlooking the water—perfect for
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A short distance to the Metro North train at the Goldens Bridge station from this charming two-family property. Enter through the rocking chair front porch into this duplex apartment that has been updated with a lovely kitchen featuring granite counters, a tiled backsplash and stainless steel appliances including a sub-zero refrigerator and a washer/dryer. The bathroom has also been updated.
Beautifully updated private two bedroom apartment. New kitchen with door out to peaceful yard. Hardwood floors. Lots of closets. One assigned parking space with additional parking available upon request. Laundry room for complex available.
Beautifully sited on lovely Lake Truesdale! Charming and very private! It features 3 bedrooms, 2 baths, an open living room, dining room area and beautifully appointed kitchen with a wall of windows leading to the new deck which spans the length of the house. There are doors out from the basement to the patio which has a path that leads down to the lake for your morning swim. From gorgeous
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