$569,890Average Value$286Average Price per Sq Ft25Homes For Sale
Cheshire is a suburbanizing town north of New Haven
If you want a Cheshire smile on your face, you may want to check out Cheshire, Connecticut. This suburban New England town is relaxing, idyllic, and has plenty to do. "It's a small friendly town," says Marc Seigel, a Realtor with RE/MAX RISE. "It's got a homey feel and great people. It used to be rural, but it's become more suburban over the years."
Community pride is strong at Cheshire Pizza & Ale.
With wide lawns and covered porches, Cheshire residents have plenty of options to relax and enjoy the weather on a sunny day.
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Cheshire hosts several youth sports teams, from baseball to football
Cheshire is a sports town without a professional sports team; it's mostly the kids and parents playing recreationally. There are plenty of youth leagues that make use of the town's considerable green space. "There are strong sports organizations in town for the kids," Seigel says, "Whether it's baseball, soccer, or football." Bartlem Recreation Area is home to baseball and soccer fields, along with the indoor community pool, where Seigel says you'll often find residents swimming and splashing around. Sports aren't only restricted to kids Cheshire, "As an adult," Seigel says, "I'm playing pickleball or tennis. We have lots of courts available."
Cheshire teams often compete at the fields of Bartlem Recreation Area.
Bikers and hikers enjoy the Farmington Canal Heritage Trail which connects Cheshire to towns all the way from New Haven to Suffield.
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Cheshire's semi-rural homes rarely come on the market
The community found in the parks and sports courts translates back to Cheshire's tidy suburban streets, "You definitely know your neighbors," Seigel says. "People care about having good relationships with each other." Becoming a neighbor in Cheshire can be tough, though. "It's difficult to get a house here," Seigel says. "We have very little inventory. New England is showing scarcity in the housing market." It's not impossible by any means, but if you see a house in Cheshire go up for sale, you'll have to act fast. Homes in town start around $450,000 for three bedrooms and two baths with just under an acre of land. Homes in town top out around $1 million for waterside new builds with four bedrooms and four bathrooms for those looking for plenty of space and a lake in the backyard.
Older homes in Cheshire offer a variety of unique architectural details.
Cheshire has many recently developed areas with large modern homes.
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A local museum attracts comics and cartoons fans
Whether you're a kid or a grownup, the Barker Character Comic and Cartoon Museum is likely to put a wide smile on your face. Open since 1997, the museum is home to over 80,000 pieces of memorabilia centered around American pop culture. You'll find iconic lunch boxes, comic books, and action figures from American cultural touchstones like G.I. Joe, The Incredible Hulk, and Loony Tunes -- but that's not all, folks! The museum owners offer free admission in April for all ages, so if you're looking for the right time to go, you won't feel like an April fool if you head to the museum on April 1. You'll just have some more money in your pocket. Whether you're looking to lace up for a game of pickleball, take the kids to soccer practice, or just find a community where you'll have a friendly relationship with your neighbors, you'll find plenty of reasons to smile in Cheshire.
Popeye, who shares his birthday with museum founder Herbert Barker, is well represented at Cheshire's Barker Character, Comic & Cartoon Museum.
The grounds of Cheshire's The Barker Character, Comic & Cartoon Museum offer countless photo opportunities.
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Students received A-rated educations at Cheshire schools
Students are part of the acclaimed Cheshire Public Schools system, rated with an A on Niche. For kindergarten through sixth grade, students may attend Highland School, which Niche gives an A. Dodd Middle School and Cheshire High School also earn As. High school students can take advantage of career and technical education courses in STEM subjects, hospitality, education and more.
Cheshire Academy has students from 27 countries on its 104-acre campus in Cheshire.
Cheshire High School is a highly rated public school that serves about 1,400 students in town.
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Photography Contributed By
Ed Messenger
Video By
Nathan Allen
Interested in learning more about homes in this area?
Reach out to
Nicole Elliott,
an experienced agent in this area.
On average, homes in Cheshire, CT sell after 55 days on the market compared to the national average of 56 days. The median sale price for homes in Cheshire, CT over the last 12 months is $525,000, up 5% from the median home sale price over the previous 12 months.
The Carriage Home floor plan combines architectural elegance with EG Home's high-performance building standards. Constructed with 2 X 6 exterior walls, double-pane double hung windows, and a layered insulation system of spray foam, batting, and blown-in insulation, each home is built for quiet comfort and lasting energy efficiency. A cold-climate heat pump and Energy Recovery Ventilator (ERV)
Build your dream Carriage Home from the ground up at The Reserve at Stonebridge Crossing-Cheshire's premier low-maintenance community by EG Home. This spacious 2,450 sq ft floor plan offers the perfect blend of comfort, flexibility, and energy efficiency, with the opportunity to personalize every detail. Create your ideal kitchen by selecting from EG Home's curated layouts, including our Pro
Located on a low-traffic cul-de-sac, offering added privacy and a peaceful setting, this classic 3 bedroom, 2.5 bath Colonial home makes entertaining a breeze. Hardwood floors located on main level, eat in kitchen with granite counters, dining room, and generous size living room. Natural sunlight fills this home, creating a warm and inviting atmosphere. Beautiful brick fireplace located in the
The Carriage Home offers 2,450 square feet of thoughtfully designed space with 3 bedrooms, 2.5 baths, and bright, open living areas made for modern comfort. The first-floor primary suite provides convenience and privacy, while the airy great room and designer kitchen with a large island and hardwood flooring create a welcoming flow for everyday living. Upstairs, a spacious loft adds versatility
Majestically situated on a gentle hill designed to capture sweeping views of horses mountains and the picturesque countryside. This impressive 4,701 sq ft contemporary colonial is located in the highly sought after south Cheshire Mountaincrest neighborhood. A dramatic two-story marble foyer with a sweeping staircase welcomes you into elegant formal spaces, including a private office with glass
Sophisticated elegance defines this 4,437 sq ft architect-designed Contemporary Colonial, featuring a luxurious first-floor primary suite with a custom closet, walk-in limestone shower, and separate soaking tub. The chef will appreciate the beautifully designed kitchen with a stainless-steel six-burner Viking gas range, double ovens, and expansive thick granite counters with seating. A charming
A rare find!Brand new farmhouse style contemporary Colonial being constructed at the south end of town in a picturesque country setting close to shopping & easy highway access.The home is available to customize & make changes while under construction & should be ready for late summer occupancy.The home offers HW floors on the main level & landing,2zone gas heat & central air,9' ceilings on the
The Carriage Home floor plan combines architectural elegance with EG Home's high-performance building standards. Constructed with 2 X 6 exterior walls, double-pane double hung windows, and a layered insulation system of spray foam, batting, and blown-in insulation, each home is built for quiet comfort and lasting energy efficiency. A cold-climate heat pump and Energy Recovery Ventilator (ERV)
Build your dream Carriage Home from the ground up at The Reserve at Stonebridge Crossing-Cheshire's premier low-maintenance community by EG Home. This spacious 2,450 sq ft floor plan offers the perfect blend of comfort, flexibility, and energy efficiency, with the opportunity to personalize every detail. Create your ideal kitchen by selecting from EG Home's curated layouts, including our Pro
Welcome to the opportunity to build your dream home in a highly desirable location. Nestled on a secluded rear lot that is just under an acre, this thoughtfully designed 4-bedroom, 2.5-bath Colonial will offer 2,792 square feet of beautifully crafted living space with the perfect blend of privacy and modern comfort. Designed with today's lifestyle in mind, the open concept layout will seamlessly
Pride of ownership shines in this beautifully maintained Colonial. A spacious foyer with hardwood floors welcomes you into a thoughtfully designed eat-in kitchen featuring a cherry wood island with leathered granite, abundant cabinetry, stainless steel appliances, and under-cabinet lighting. The sun-filled family room offers vaulted ceilings and a brick wood-burning fireplace with a rustic barn
Nestled in the desirable Castle Glenn community, this beautifully maintained detached home offers the ease of community living with the privacy of a single-family residence. Built in 1989, this home features 2,840 sq ft plus an additional 900 sq ft in the finished lower level. A standout feature is the first-floor primary suite, complete with walk-in closet and en-suite bath with jetted tub,
Investors and long term planners, welcome to Hitchcock Lake! This home is currently leased until Oct 2026, and the next 6 months of rent can be yours to collect to offset your purchase. After that, enjoy lakefront living at its finest! Photo's were taken prior to tenants moving in! This home has been meticulously maintained in all ways, and has almost too many great features to mention on one
Tucked away in a quiet setting, 130 Bates offers a sense of calm that's hard to come by. This property presents a great opportunity for buyers looking to personalize a home and make it their own. With solid bones and room for updates, it's an ideal canvas for your ideas-bring your paintbrush and imagination. Whether you're looking to renovate, refresh, or invest, the potential here is clear. A
Unique opportunity to own Waterfrontage in Cheshire. This one of a kind planned unit development, sitting on the pristine Lake Percival with an exquisite waterfall is offering a 1-acre lot available to build your dream home. The location of the former Percival Estate home boasts vast views of the pond from the building area, with no flood insurance required, bring your contractor to lay out your
Beautifully maintained condo located in quiet condominium community, conveniently located close to town center. The kitchen offers granite counter tops, pantry closet and an island, with a door to the shared back yard. There is a half bathroom on this level as well. The kitchen opens to an large living room/dining room combination. There are two spacious bedrooms and a full bathroom upstairs. The
Welcome to 566 West Main Street-where charm meets comfort with a fresh, inviting feel for the season. This well maintained 3-bedroom, 1-bath first floor space features wide plank hardwood floors, a spacious sun-filled living room, and timeless character throughout. Natural light pours into every room, creating a warm and airy atmosphere that feels just right for easy everyday living. The
Highland Farms combines a comfortable suburban location with access to nearby restaurants and services. Located less than a mile from The Shops at Stone Bridge, a brand new shopping center offering grocery, retail, and more. Please contact the Leasing Office for availability.
Welcome to 2101 Scott Rd in desirable Cheshire, a charming 3 bedroom, 1 bath home offering comfort, privacy, and convenience! Nestled on a spacious lot, this well-maintained home features approximately 1400 sq ft of living space with a bright and inviting layout perfect for everyday living. Inside the back door, you'll first find a convenient mudroom with basement access, a HUGE laundry room with
Nestled in a prime, central location in the heart of Cheshire, these apartments are crafted to offer a harmonious blend of style and functionality. From the moment you step inside, you'll be greeted by spacious layouts adorned with upscale finishes and contemporary touches.The open-concept living areas provide the perfect backdrop for entertaining guests or unwinding after a long day.
Now through April 30th - Special promotion on new 12-month leases only: New tenants get the choice of ONE of the following: A) Free storage unit for a year (any size, subject to availability), B) $1,000 flexible spending credit immediately applied to the tenant account (use toward rent, storage, pet fees at whatever time period tenant wants to use it during the lease - but does not apply to
For Rent - Luxury Carriage House at The Reserve at Stonebridge Crossing. This stunning three-bedroom, 2.5-bath residence offers the perfect blend of modern design and luxury finishes in one of the area's most desirable communities. Step inside to discover expansive tall ceilings, gleaming hardwood floors, and an open-concept floor plan ideal for both everyday living and entertaining. The gourmet
Riverpointe Cheshire encompasses 300 apartment homes within 10 buildings spread amongst beautifully manicured landscape. This stunning community features studios, one-bedroom (with option for a den), two-bedroom, and three-bedroom residences. The community will be completed with sophisticated unit and common area finishes as well as a robust amenity program for all residents to enjoy.Riverpointe
Now through April 30th - Special promotion on new 12-month leases only: New tenants get the choice of ONE of the following: A) Free storage unit for a year (any size, subject to availability), B) $1,000 flexible spending credit immediately applied to the tenant account (use toward rent, storage, pet fees at whatever time period tenant wants to use it during the lease - but does not apply to
Apartment Living Reinvented For The Twenty First CenturyAt Acclaim at Cheshire, youll discover the lifestyle youve been looking for has never been more within reach. Select your next residence from our spacious one or two-bedroom floor plans. Living at Acclaim at Cheshire offers a modern, efficient, and community-focused lifestyle. Designed with a blend of affordability, sustainability,
Now through April 30th - Special promotion on new 12-month leases only: New tenants get the choice of ONE of the following: A) Free storage unit for a year (any size, subject to availability), B) $1,000 flexible spending credit immediately applied to the tenant account (use toward rent, storage, pet fees at whatever time period tenant wants to use it during the lease - but does not apply to
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