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
Michael Portnoy,
an experienced agent in this area.
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