Cheshire, CT Homes

• 

  Est $476,802

  Not Listed For Sale

  5 Rockview Dr, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,976 Sq Ft
  • Built 1950

  5 Rockview Dr, Cheshire, CT 06410

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Lauren Freedman Coldwell Banker Realty
• 

  

  

  /28

  $265,000

  Pending

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1708 Byam Rd, Cheshire, CT 06410

  Welcome to 1708 Byam Road. Fully renovated down to the studs in 2105 this home is the perfect condo alternative. This one floor one bedroom ranch, featuring full kitchen wth stainless steel appliances and updated cabinetry and countertop is waiting for you to call it home. Recent updates in 2025 include a new updated shower stall and tankless hot water heating system. With detached garage with

  Anthony LaCava Berkshire Hathaway NE Prop.

  1708 Byam Rd, Cheshire, CT 06410
• 

  $904,200

  Sold Jul 09, 2026

  209 Memory Ln, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 2026

  Last Sold Summary

  • $348/SF
  • 250 Days On Market

  Last Listing Agent Phil Giampietro Coldwell Banker Realty

  209 Memory Ln, Cheshire, CT 06410
• 

  Est $464,007

  Not Listed For Sale

  32 Rockview Dr, Cheshire, CT 06410

  • 3 Beds
  • 1 Bath
  • 1,576 Sq Ft
  • Built 1954

  32 Rockview Dr, Cheshire, CT 06410

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Melanie Ricci Coldwell Banker Realty
• 

  

  

  /40

  $750,000

  Under Contract

  • 3 Beds
  • 4 Baths
  • 2,708 Sq Ft

  775 Mountain Rd, Cheshire, CT 06410

  Welcome to this spectacular Cape Cod home, where timeless charm meets modern updates and breathtaking mountain views. The beautifully renovated chef's kitchen features custom cabinetry, abundant drawers, and thoughtful storage. Enjoy meals while taking in views of the scenic backyard and peaceful surroundings. A standout feature is the newly updated 345 sq. ft. screened porch with attractive

  Gaye S. Barnett Coldwell Banker Realty

  775 Mountain Rd, Cheshire, CT 06410
• 

  $520,000

  Sold Jun 29, 2026

  139 Contour Dr, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,808 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Above List Price
  • $288/SF
  • 30 Days On Market

  Current Estimated Value $507,616

  Last Listing Agent Tanya Uhelsky Century 21 AllPoints Realty

  139 Contour Dr, Cheshire, CT 06410
• 

  Est $440,526

  Not Listed For Sale

  157 Green Hill Ln, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1953

  157 Green Hill Ln, Cheshire, CT 06410

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Nicholas Tarquino Carbutti & Co., Realtors
• 

  

  /35

  $459,900

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  950 Peck Ln, Cheshire, CT 06410

  Move In ready! Home Sweet Home! Look No Further! Tired of hearing the same old thing? 950 Peck Lane is so amazing, you will stop your search here! Come see for yourself what this 3 bedroom 1 1/2 bath ranch style home offers and watch your wish list dwindle to nothing. Outstanding features include beautiful hardwood floors throughout, updated kitchen and baths, a 1 car attached garage, central

  Donna Pellegrino Calcagni Real Estate

  950 Peck Ln, Cheshire, CT 06410
• 

  $449,900

  Sold Jul 30, 2026

  38 Mountain Rd, Cheshire, CT 06410

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Above List Price
  • $264/SF
  • 82 Days On Market

  Current Estimated Value $437,193

  Last Listing Agent Katie Smith Berkshire Hathaway NE Prop.

  38 Mountain Rd, Cheshire, CT 06410
• 

  Est $487,437

  Not Listed For Sale

  195 Green Hill Ln, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1953

  195 Green Hill Ln, Cheshire, CT 06410

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Pat DelVento III Coldwell Banker Realty
• 

  

  /31

  $450,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  1185 Highview Terrace, Cheshire, CT 06410

  Come see this versatile split level home offering 3 bedrooms, 2.5 baths, an oversized 2 car garage, and a finished walkout lower level with endless possibilities. The flexible layout makes it ideal for a potential in law setup, home office, recreation room, or guest space. The lower level features laminate flooring, a half bath with laundry, and sliders to the backyard. The main level offers an

  Barbara Zink Coldwell Banker Realty

  1185 Highview Terrace, Cheshire, CT 06410
• 

  $870,000

  Sold Aug 31, 2026

  791 Wallingford Rd, Cheshire, CT 06410

  • 3 Beds
  • 4 Baths
  • 2,989 Sq Ft
  • Built 1975

  Last Sold Summary

  • 16% Above List Price
  • $291/SF
  • 6 Days On Market

  Current Estimated Value $751,778

  Last Listing Agent The Sally Bowman Team Berkshire Hathaway NE Prop.

  791 Wallingford Rd, Cheshire, CT 06410
• 

  Est $319,472

  Not Listed For Sale

  315 S Brooksvale Rd, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,725 Sq Ft
  • Built 1962

  315 S Brooksvale Rd, Cheshire, CT 06410

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Kara Chappell eXp Realty
• 

  

  /40

  $439,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,619 Sq Ft

  1338 Avon Blvd, Cheshire, CT 06410

  Welcome home to 1338 Avon Boulevard, a beautifully updated Cape Cod tucked on a private, tree-lined 0.4-acre lot in sought-after Cheshire. This 3-bedroom, 2-bath retreat blends classic New England charm with thoughtful modern upgrades throughout. Step inside to an open, light-filled living and dining area with gleaming hardwood floors and a statement chandelier, flowing into a chef-inspired

  Tiana Scott William Raveis Real Estate

  1338 Avon Blvd, Cheshire, CT 06410
• 

  $462,000

  Sold May 12, 2026

  7 Bayberry Rd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,341 Sq Ft
  • Built 1957

  Last Sold Summary

  • 10% Above List Price
  • $345/SF
  • 6 Days On Market

  Current Estimated Value $455,594

  Last Listing Agent Emily Viccaro Coldwell Banker Realty

  7 Bayberry Rd, Cheshire, CT 06410
• 

  Est $266,358

  Not Listed For Sale

  311 S Brooksvale Rd, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • Built 1962

  311 S Brooksvale Rd, Cheshire, CT 06410

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent James Bulger Calcagni Real Estate
• 

  

  /33

  $534,900

  • 3 Beds
  • 2.5 Baths
  • 1,771 Sq Ft

  68 River Crest Dr Unit 68, Plantsville, CT 06479

  Tucked away in a highly sought after 55+ community in the village of Plantsville, 68 River Crest Drive offers the privacy and quiet you've been looking for without sacrificing space, convenience, or community. Step inside to a bright, inviting living area with soaring cathedral ceilings, hardwood floors and a gas fireplace, perfect for cozying up close by in the winter. Just off the living room

  Nicholas Pizzoferrato Best Real Estate Brokerage LLC

  68 River Crest Dr Unit 68, Plantsville, CT 06479
• 

  $440,000

  Sold Aug 24, 2026

  140 Willow St, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft
  • Built 1959

  Last Sold Summary

  • 12% Below List Price
  • $309/SF
  • 106 Days On Market

  Current Estimated Value $474,107

  Last Listing Agent Michael Dziedzic Precision Realty LLC

  140 Willow St, Cheshire, CT 06410
• 

  Est $784,292

  Not Listed For Sale

  265 S Brooksvale Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft
  • Built 2023

  265 S Brooksvale Rd, Cheshire, CT 06410

  Last Sold Summary

  • 390 Days On Market

  Last Listing Agent Donna Pellegrino Calcagni Real Estate
• 

  

  /35

  $898,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 3,652 Sq Ft

  50 River View Ct, Cheshire, CT 06410

  This custom-built, one-owner home is nestled at the end of a quiet cul-de-sac in sought after Cheshire, Connecticut. Set on 2.2 acres of park like grounds, the home offers unmatched privacy and serene surroundings. Thoughtfully designed with meticulous craftsmanship, this home features three bedrooms, including a primary suite with a private exercise room with jacuzzi. The home also offers a two

  Lori Valimont Berkshire Hathaway NE Prop.

  50 River View Ct, Cheshire, CT 06410
• 

  $706,000

  Sold May 29, 2026

  131 Merwin Cir, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,280 Sq Ft
  • Built 1959

  Last Sold Summary

  • 11% Above List Price
  • $310/SF
  • 27 Days On Market

  Current Estimated Value $692,026

  Last Listing Agent Stacey Deangelis Calcagni Real Estate

  131 Merwin Cir, Cheshire, CT 06410
• 

  Est $453,058

  Not Listed For Sale

  1243 Avon Blvd, Cheshire, CT 06410

  • 3 Beds
  • 1 Bath
  • 1,508 Sq Ft
  • Built 1954

  1243 Avon Blvd, Cheshire, CT 06410

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Pat DelVento III Coldwell Banker Realty
• 

  

  /30

  $664,900

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,955 Sq Ft

  750 Foster Ct, Cheshire, CT 06410

  THIS IS A MULTIPLE OFFER SITUATION AND SELLER IS REQUESTING HIGHEST AND BEST OFFERS BY SUNDAY SEPTEMBER 13 at 8:00 PM. Everything you have been looking for is waiting for you in this fabulous home in great neighborhood in the desirable south end of Cheshire and is part of the Roaring Brook Association that offers amazing hiking trails and nature walks. Remodeled custom kitchen and bathrooms, open

  Melanie Ricci Coldwell Banker Realty

  750 Foster Ct, Cheshire, CT 06410
• 

  $430,000

  Sold Jan 05, 2026

  19 Heath Ct, Cheshire, CT 06410

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $205/SF
  • 50 Days On Market

  Current Estimated Value $451,286

  Last Listing Agent Phil Giampietro Coldwell Banker Realty

  19 Heath Ct, Cheshire, CT 06410
• 

  Est $616,950

  Not Listed For Sale

  86 Hawthorne Dr, Cheshire, CT 06410

  • 4 Beds
  • 3 Baths
  • 2,449 Sq Ft
  • Built 1955

  86 Hawthorne Dr, Cheshire, CT 06410

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Brian DePodesta Coldwell Banker Realty
• 

  

  /40

  $649,900

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,605 Sq Ft

  70 Heritage Dr, Cheshire, CT 06410

  Welcome to 70 Heritage Drive, a beautifully maintained 3-bedroom, 2.5-bath home offering 2,080 sq. ft. of living space plus an additional 525 sq. ft. in the finished lower level. Set on .35 acres with wonderful curb appeal, this inviting home offers a spacious and versatile floor plan. The welcoming entry leads to a beautiful kitchen featuring granite countertops, stainless steel appliances, and

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  70 Heritage Dr, Cheshire, CT 06410
• 

  $350,000

  Sold Oct 20, 2025

  3 Cedar Ln, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1947

  Last Sold Summary

  • 18% Below List Price
  • $231/SF
  • 174 Days On Market

  Current Estimated Value $414,091

  Last Listing Agent Colleen Caron Barrieau Realty Signature Prop

  3 Cedar Ln, Cheshire, CT 06410
• 

  Est $492,159

  Not Listed For Sale

  18 Hawthorne Dr, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 1955

  18 Hawthorne Dr, Cheshire, CT 06410

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Sarah Kolman The Heritage Group, LLC
• 

  

  /40

  $725,000

  • 5 Beds
  • 5 Baths
  • 3,827 Sq Ft

  80 Autumn Ct, Cheshire, CT 06410

  Fabulous oversized Colonial tucked away at the end of a quiet cul-de-sac in southern Cheshire! Lovingly maintained by its original owners since 1997, this home has so much to offer! A welcoming two-story foyer opens to a formal Living Room with French doors leading to a formal Dining Room. The large Eat-in-Kitchen features Corian countertops, island with cooktop, and sliders to the backyard. A

  Jill Nathanson-Zaengel Press/Cuozzo Realtors

  80 Autumn Ct, Cheshire, CT 06410
• 

  $660,000

  Sold Nov 07, 2025

  295 Hotchkiss Ridge, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $232/SF
  • 102 Days On Market

  Current Estimated Value $711,621

  Last Listing Agent Carly Kirsch Lamacchia Realty

  295 Hotchkiss Ridge, Cheshire, CT 06410
• 

  Est $751,311

  Not Listed For Sale

  876 S Brooksvale Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,762 Sq Ft
  • Built 1965

  876 S Brooksvale Rd, Cheshire, CT 06410

  Last Sold Summary

  • 88 Days On Market

  Last Listing Agent Stacey Deangelis Calcagni Real Estate
• 

  /2

  $1,815,000

  New Construction Pending

  • 6 Beds
  • 8 Baths
  • 6,008 Sq Ft

  21 Melrose Dr Unit Lot 2, Cheshire, CT 06410

  A truly SPECTACULAR house plan on a truly PICTURESQUE lot! This to be built home will be simply breathtaking at just over 6,000 sq ft.

  Dori Degennaro William Raveis Real Estate

  21 Melrose Dr Unit Lot 2, Cheshire, CT 06410
• 

  $725,000

  Sold Oct 15, 2025

  55 Pine Brook Ct, Cheshire, CT 06410

  • 3 Beds
  • 3.5 Baths
  • 3,663 Sq Ft
  • Built 1985

  Last Sold Summary

  • 27% Below List Price
  • $198/SF
  • 186 Days On Market

  Current Estimated Value $797,521

  Last Listing Agent Brian Botti Botti Realty

  55 Pine Brook Ct, Cheshire, CT 06410
• 

  Est $1,305,755

  Not Listed For Sale

  3 Mountaincrest Dr, Cheshire, CT 06410

  • 4 Beds
  • 5 Baths
  • 4,121 Sq Ft
  • Built 1992

  3 Mountaincrest Dr, Cheshire, CT 06410

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Sarah Hull Coldwell Banker Realty
• 

  

  /3

  $1,299,000

  New Construction Pending

  • 4 Beds
  • 5 Baths
  • 4,011 Sq Ft

  17 Melrose Dr Unit Lot 3, Cheshire, CT 06410

  A beautiful new construction home!! Only 2 lots remain in the desirable Orchard View subdivision. Introducing the expanded Essex plan at 4,011 square feet. A very spacious home with 9 ft ceilings on the main level, a generous sized kitchen, and a beautiful cathedral ceiling in the Family Room that perfectly highlights the propane fireplace. A very functional mudroom area right off the 3 car

  Dori Degennaro William Raveis Real Estate

  17 Melrose Dr Unit Lot 3, Cheshire, CT 06410
• 

  $210,000

  Sold Dec 12, 2025

  34 Lakeview Ave, Cheshire, CT 06410

  • 2 Beds
  • 1 Bath
  • 822 Sq Ft
  • Built 1940

  Last Sold Summary

  • 16% Below List Price
  • $255/SF
  • 7 Days On Market

  Current Estimated Value $315,099

  Last Listing Agent Mary Helen Levine Mary Helen Levine Real Estate LLC

  34 Lakeview Ave, Cheshire, CT 06410
• 

  Est $1,505,859

  Not Listed For Sale

  65 Abrams Rd, Cheshire, CT 06410

  • 6 Beds
  • 9 Baths
  • 8,099 Sq Ft
  • Built 1988

  65 Abrams Rd, Cheshire, CT 06410

  Last Sold Summary

  • 163 Days On Market

  Last Listing Agent Mark Gracia William Raveis Real Estate
• 

  

  /25

  $359,900

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,382 Sq Ft

  393 S Meriden Rd, Cheshire, CT 06410

  House in now available to be shown anytime! Discover this charming two-bedroom ranch located in the heart of Cheshire. As you step inside, you'll immediately be impressed by the hardwood floors that span the living room, family room, and both bedrooms. Beautiful built-in bookshelves and crown molding add a classic touch. The master bedroom has its own private full bathroom, ensuring convenience

  Stacey Deangelis Calcagni Real Estate

  393 S Meriden Rd, Cheshire, CT 06410
• 

  $560,000

  Sold May 20, 2026

  346 Village Dr, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 1,696 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Above List Price
  • $330/SF
  • 2 Days On Market

  Current Estimated Value $562,094

  Last Listing Agent The Sally Bowman Team Berkshire Hathaway NE Prop.

  346 Village Dr, Cheshire, CT 06410
• 

  Est $948,910

  Not Listed For Sale

  647 Tamarack Rd, Cheshire, CT 06410

  • 4 Beds
  • 4 Baths
  • 3,703 Sq Ft
  • Built 1997

  647 Tamarack Rd, Cheshire, CT 06410

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Cheryl Rosadino Berkshire Hathaway NE Prop.

Showing Results 201 - 240, Page 6 of 18