Cheshire

Cheshire

Located in New Haven County

$545,465 Average Value
$276 Average Price per Sq Ft
35 Homes For Sale

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."

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."

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.

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.

Students in town can attend Cheshire High School, part of the acclaimed Cheshire Public School system. With an A+ rating on Niche.com, Chesire Schools rank favorably against others in Connecticut. Cheshire High School was ranked third among New Haven's metro area high schools by U.S. News & World Report.

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.

Ed Messenger
Photography Contributed By
Ed Messenger
Garrett Ludwig
Video By
Garrett Ludwig

Agents Specializing in this Area

  • Mark Mnich

    Mark Mnich

    Coldwell Banker Realty

    (860) 385-8978

    29 Total Sales

    1 in Cheshire

    $485,000 Price

    Mark Mnich
  • Lana Ogrodnik

    Lana Ogrodnik

    Showcase Realty, Inc.

    (475) 263-4970

    74 Total Sales

    1 in Cheshire

    $252,900 Price

    Lana Ogrodnik
  • Tracy Vitelli

    Tracy Vitelli

    RE/MAX Alliance

    (475) 267-0677

    43 Total Sales

    1 in Cheshire

    $500,000 Price

    Tracy Vitelli
  • Jim Treanor Jr

    Jim Treanor Jr

    ERA Treanor Real Estate

    (475) 244-9541

    264 Total Sales

    6 in Cheshire

    $238K - $710K Price Range

    Jim Treanor Jr
  • Susan Hotchkiss

    Susan Hotchkiss

    Realty ONE Group Connect

    (475) 241-7831

    69 Total Sales

    1 in Cheshire

    $378,000 Price

    Susan Hotchkiss
  • Sue Varrone

    Sue Varrone

    Coldwell Banker Realty

    (475) 330-3425

    142 Total Sales

    1 in Cheshire

    $495,000 Price

    Sue Varrone
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Open Houses

  • Saturday, May 24
    11am - 2pm

    40 Nathan Hale Ct, Cheshire, CT 06410

    $689,999

    • 4 Beds
    • 2.5 Baths
    • 2,758 Sq Ft
    • 40 Nathan Hale Ct
    • New 2 days ago

    Welcome to this beautifully maintained 4-bedroom Colonial, perfectly nestled on over 3 acres in a serene cul-de-sac setting. A dramatic two-story foyer sets the tone for a home that blends comfort, style, and thoughtful design. The warm, inviting living room with custom built-ins connects seamlessly to the family room via a stunning two-sided wood-burning fireplace-ideal for entertaining or

    Brette Stern Calcagni Real Estate

  • Saturday, May 24
    12 - 3pm

    80 Shea Cir, Cheshire, CT 06410

    $669,900

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • 80 Shea Cir
    • New 28 days ago

    Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

    Felicity LeClair EG Group Realty

  • Saturday, May 24
    12 - 3pm

    81 Shea Cir, Cheshire, CT 06410

    $669,900

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • 81 Shea Cir

    Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

    Felicity LeClair EG Group Realty

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Homes for Sale

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Homes for Rent

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Interested in learning more about homes in this area? Reach out to Sarah Murphy, an experienced agent in this area.

Average Home Value

Source: Public Records
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
Cheshire
Sarah Murphy
William Raveis Real Estate
Sarah Murphy
Sarah Murphy
William Raveis Real Estate
Agent experienced in this area