$1,436,224Average Value$441Average Price per Sq Ft37Homes For Sale
Small town surrounded by woodlands and countryside
Founded in 1787 and set 58 miles northeast of New York City, Weston is a Connecticut town with community spirit, scenic countryside and a diverse range of single-family homes with acreage. “I raised my family in Weston — I love it,” says Lori Ferber, a Realtor with William Raveis Real Estate who has over 25 years of experience in the area. “It’s such a warm, inviting, caring, amazing town.” Local businesses are set in the town center, along with schools for all ages and key amenities like the Weston Public Library and Weston Senior Center. “We don’t have HomeGoods or Costco — we have land,” Ferber says. “There is a lot of natural beauty — you sit on your backyard porch, and you might see interesting birds and deer.” The area’s small-town ambiance keeps the community tightknit, but neighboring towns, like Wilton and Westport are within 5 miles, and commuting to NYC is common. “You have the best of both worlds — a peaceful quiet neighborhood but everything at your fingertips,” Ferber says.
Sports, hiking and more in Weston
The 50-acre Bisceglie-Scribner Park is the town’s main green space, with Little League fields, pickleball courts and a swimming pond. For 50-plus residents, the Weston Senior Center offers group exercise classes like yoga, pickleball and tai chi. Hikers and birders enjoy the 1,700-acre Devil’s Den Preserve, with over 20 miles of dirt-packed trails and birds like American robins and blue jays. “Devil’s Den is the big place to go hiking,” Ferber says. For golfers, the private Aspetuck Valley Country Club offers an 18-hole course, as well as a pool and pickleball courts for members. For an easy summer trip, Westport beaches are about 8 miles away. “Westport is our sister town,” Ferber says. “Their beaches have playgrounds, skateparks — you can have a beach barbecue.
Local families love the playground at the 50-acre Bisceglie-Scribner Park in Weston.
For hikers, the 1,700-acre Devil’s Den Preserve includes over 20 miles of tree-lined, dirt-packed trails.
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Secluded single-family homes and mansion estates
Set along country roads without sidewalks, Weston’s single-family homes are diverse, but colonials, ranch-styles and cottages from the 18th century through the late 20th century are common. Popular features include covered patios, board-and-batten windows and detached or attached garages. There are also 21st-century mansion estates, some with up to 12,000 square feet of living space. Common features of these larger homes include multi-car garages, wraparound decks and pools. Weston’s homes are often secluded on 2- to 4-acre pastoral lots with mature trees, including oaks and maples. “Also, most houses have septic tanks and private wells,” Ferber says.
Single-family home prices range from $600,000 to $1 million, but larger homes on at least two acres start around $1 million. “Searching for homes is hard because the inventory is low right now,” Ferber says. “People are just waiting for houses to be listed. It’s a seller’s market.”
Single-family homes in Weston are generally a mix of colonials, ranch-styles and cottages from the 18th century through the late 20th century.
21st century homes with pools and multi-car garages are common in Weston.
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Learning and celebrating at town events
Weston’s community calendar is packed year-round with sports programs, classes and celebrations. “For the Memorial Day Fair, there’s a parade along Weston Road,” Ferber says. “Everyone lines up and watches, then goes to the fair at Weston Elementary. It’s adorable.” In October, Weston Founders Day on the Town Green features music, food and historic exhibits and artwork that reflect the town’s 200-plus-year history, along with fun traditions, like the annual town picture. There are events every day at the Weston Senior Center, including art classes, speaking engagements and group trips to NYC. At the Weston Public Library, residents may sign up for clubs like photography, cookbook and sip n’ stitch. For kids, there are summer and fall camps, as well as the Weston Performing Arts Summer Camp.
Small, locally owned shops and restaurants
“We have only one little town center and it makes you think back to the days of Norman Rockwell,” Ferber says. At Weston Shopping Center, Lily’s Weston Market has pantry essentials, deli cuts and fresh produce. “It’s an amazing supermarket with everything you need and very high quality, but it’s not a place where you’re going to get 20 different brands of laundry detergent,” Ferber says. “It’s just a pleasure when you need a half pound of roast beef and you go in, and everyone knows you.” Next door, Lunch Box serves comfort staples like fried chicken, Philly cheesesteaks and pizza. Other businesses here include Minute Men Cleaners and Weston Pharmacy. “If you’re sick, the drug store will deliver to your house,” Ferber says. “CVS or Walgreens would never do that, but that’s the great thing about a small town — they go above and beyond.” Four miles away, there are more shopping and dining options in Wilton, including a Stop & Shop for a wider selection of groceries, Tusk & Cup Fine Coffee for a morning cup and Cactus Rose for an after-dinner drink.
Lunch box in Weston is known for its delicious pizzas and subs.
Locals find fresh produce, deli cuts and pantry staples at Lily’s Weston Market.
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Weston public schools receive high marks from Niche
Weston is part of the Weston School District, rated A overall by Niche, and all the district’s schools are located right in town along School Road. Local kids may start at the B-plus-rated Hurlbutt Elementary, before moving on to Weston Intermediate for third to fifth grade and Weston Middle for sixth to eighth grade — both rated A. The A-plus-rated Weston High offers over two dozen extracurriculars for students, including clubs like crochet, fishing and women in film. “It’s a very gentle thing because these kids have been together since they started school,” Ferber says. “It feels much smaller and intimate. They know each other better.”
Students from Weston begin their education at Hurlbutt Elementary School, rated B-plus by Niche.
Weston Middle School serves students in grades 6th through 8th and is rated A by Niche.
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Getting around from Weston
State Route 53 runs through Weston and merges with state Route 15 about a mile away, which leads 18 miles southeast to Bridgeport, and 58 miles southwest to New York City, an 80- to 120-minute drive during rush hour. Locals are generally car-dependent, but Weston offers a dial-a-ride service for senior and disabled residents; Westport Station is 7 miles away with a commuter rail. “We also have our own volunteer ambulance, which you don’t see many times,” Ferber says. “They get there faster than the paramedics. That’s a wonderful thing to have.” Norwalk Hospital is 9 miles away; Westchester County Airport is 24 miles away, and John F. Kennedy International Airport is 56 miles away.
Ideally set on 3.62 acres of professionally manicured grounds in Weston, CT, this stunning 4/5 bdrm 2/2 bath colonial offers a blend of timeless architecture and modern upgrades. The corner lot features a circular driveway leading to a beautifully expansive yard, an idyllic setting for outdoor gatherings or quiet moments surrounded by nature's serenity. The property boasts a spacious multilevel
Great opportunity to own this centrally located 4 bedroom Colonial style home situated on 2 acre lot at beginning of a cul-de-sac! The main level features large foyer that opens on to living room & formal dining room, eat-in kitchen opens on to family room w/fireplace and possible 5th bedroom on first floor currently being used as laundry room. Living room and family room both open on to large
Completely transformed and impeccably styled, this stunning colonial is the must-see home of the season. Set on 2 beautifully landscaped acres on a quiet cul-de-sac, the home welcomes you with modern double doors, a gracious portico, and striking curb appeal. Inside, a dramatic two-story foyer opens to sunlit spaces, high ceilings, and a seamless open floor plan perfect for today's living. The
Ideally set on 3.62 acres of professionally manicured grounds in Weston, CT, this stunning 4/5 bdrm 2/2 bath colonial offers a blend of timeless architecture and modern upgrades. The corner lot features a circular driveway leading to a beautifully expansive yard, an idyllic setting for outdoor gatherings or quiet moments surrounded by nature's serenity. The property boasts a spacious multilevel
Tremendous opportunity in Weston for a charming home plus 3 potential building lots! After being loved by the owners for many years, here is your chance to own this charming compound. Once owned by the renowned artist Benjamin Stahl, it features a main house with stone facade and gracious pillars which has hosted many gatherings & special occasions. Traditional flow with formal parlor, front to
Discover the ideal site for your dream home with this exceptional 2.1-acre builder-ready lot. Set in a peaceful and private location, this property offers a unique opportunity to design a custom living space tailored to your lifestyle. Recent insights from The Wall Street Journal noted a shift in the housing market: "The premium that buyers normally pay for a brand new property have vanished. The
Property Id: 1332235WESTON, CT- Experience the difference to living in a busy city. Weston CT has so much to offer including tranquility and safety.Currently only considering 8 to 12 month terms.Apartment is inside a large house, on the 2nd floor. Fully Private entrance, private washer/dryer and 2 bedrooms 2 bathrooms. Note, this is not the entire house, only a part of the
One of Weston's most spectacular properties has been refreshed to reveal even more of its architectural beauty and breathtaking views. Sited at the pinnacle of the highest ridge, this well-appointed country home offers stunning views of the Saugatuck River Valley, total privacy from every room. Built by craftsmen with an artist's eye. Stunning high ceilings, archways, and moldings. Located in the
Property Id: 1735921 Please read full ad before inquiring.A private entrance on the 2nd floor leads you to this beautifully renovated Studio. This setup is ideal and preferred for one occupant. Property Manager lives on site separately. Some pets allowed with approval. Enjoy living in a beautiful, peaceful wooded property with the safety that Weston, CT is well known
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