Cheshire, CT Homes

• 

  

  

  /3

  $1,060,000 New Construction

  • 4 Beds
  • 3 Baths
  • 3,029 Sq Ft

  1500 Blackberry Place, Cheshire, CT 06410

  Welcome to Blackberry Woods, Cheshire's newest development. Consider The Willow, with its 3,029 sqft of Living Space on just over 1.36 Acres of Land. Fabulous Floor Plan includes an impressive 2 Story Foyer, First-Floor Full Bath, Large Kitchen Pantry, and Private Office on the Main Level. The Master Suite will "WOW" You with a Walk-In Closet, Double Vanities, Water Closet, and a Luxurious

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 427-0372

  1500 Blackberry Place, Cheshire, CT 06410
• 

  

  

  /13

  $2,400 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • Townhouse for Rent

  305 S Brooksvale Rd, Cheshire, CT 06410

  Now available in the quiet and sought-after complex in south Cheshire is this 1,150 sq. ft unit town home! Surrounded by serene woods and minutes from the Farmington Canal Line State Park Trail and Sleepy Giant State Park. Close to I-91\I-95, Rt.10, shopping, & downtown New Haven!!Pets are welcome! (NF Dep applies) - Can be shown with proper notice Available on 4/01/2026 with

  305 S Brooksvale Rd, Cheshire, CT 06410
• 

  $970,000 Sold Apr 04, 2025

  31 Harvest Ct, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 4,422 Sq Ft
  • Built 1992

  Last Sold Summary

  • 1% Below List Price
  • $219/SF
  • 39 Days On Market

  Current Estimated Value $975,813

  Last Listing Agent Beverly Thorne Coldwell Banker Realty

  31 Harvest Ct, Cheshire, CT 06410
• 

  Not Listed For Sale

  23 Wadsworth Ln Unit 23, Wallingford, CT 06492

  • 2 Beds
  • 2 Baths
  • 2,035 Sq Ft
  • Built 2006

  23 Wadsworth Ln Unit 23, Wallingford, CT 06492

  Last Sold Summary

  • $229/SF
  • 3 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Roseann Ruocco HomeRun Realty LLC
• 

  

  /2

  $1,109,410 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,036 Sq Ft

  1811 Blackberry Place, Cheshire, CT 06410

  New construction in a neighborhood setting. Cheshire's newest development. Blackberry Woods, has a wonderful range of lot types including those with beautiful views of Meriden Mountain, those with plenty of privacy, and those with wonderful backyard options. The Montgomery Model features 9' ceilings and hardwood flooring on the main floor, a custom-designed kitchen opening to family room with gas

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 463-4250

  1811 Blackberry Place, Cheshire, CT 06410
• 

  

  /16

  $2,900 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  64 E Mitchell Ave Unit 16, Cheshire, CT 06410

  Welcome to Maplecroft Village! Nestled in the heart of Cheshire, this ranch-style apartment complex boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments have 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit has beautiful quartz countertops, a

  Nancy Lydell Calcagni Real Estate

  64 E Mitchell Ave Unit 16, Cheshire, CT 06410
• 

  $570,000 Sold Dec 04, 2025

  241 Beacon Hill Dr, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 3,500 Sq Ft
  • Built 1967

  Last Sold Summary

  • 5% Below List Price
  • $163/SF
  • 61 Days On Market

  Current Estimated Value $573,163

  Last Listing Agent Kelly Ryan William Raveis Real Estate

  241 Beacon Hill Dr, Cheshire, CT 06410
• 

  Est $792,693 Not Listed For Sale

  752 Ives Row, Cheshire, CT 06410

  • 5 Beds
  • 3.5 Baths
  • 3,265 Sq Ft
  • Built 2009

  752 Ives Row, Cheshire, CT 06410

  Last Sold Summary

  • 9% Above List Price
  • $224/SF
  • 48 Days On Market

  Last Sold Price $730,000

  Last Listing Agent Sam Ratner Keller Williams Realty Prtnrs.
• 

  

  /30

  $309,900

  • 2 Beds
  • 1.5 Baths
  • 1,386 Sq Ft

  550 Oak Ave Unit 550, Cheshire, CT 06410

  Desirable end-unit townhouse located in the small and sought-after Walden Woods complex. This updated home offers a bright and open living room/dining room combination with hardwood floors and sliders leading to a private deck overlooking a level, wooded backyard-perfect for relaxing or entertaining. The updated eat-in kitchen features a pantry and ample cabinet space. An updated half bath

  Betsy Purtell Purtell Realty LLC

  550 Oak Ave Unit 550, Cheshire, CT 06410
• 

  

  /8

  $3,825 total monthly price

  • 5 Beds
  • 2.5 Baths
  • 2,514 Sq Ft
  • House for Rent

  15 Rosemary Ln, Cheshire, CT 06410

  One of Cheshire's Most Desirable Locations!Discover this beautiful 5-bedroom, 2.5-bath home nestled on a stunning, picturesque property.Main Level Highlights:Spacious living room with a cozy fireplace.Comfortable screened-in porch off the eat-in kitchen.Formal dining room (currently used as an office) overlooking the level yard.Spectacular family

  15 Rosemary Ln, Cheshire, CT 06410
• 

  $550,000 Sold Sep 30, 2025

  168 Pleasant Dr, Cheshire, CT 06410

  • 4 Beds
  • 3 Baths
  • 2,212 Sq Ft
  • Built 1963

  Last Sold Summary

  • $249/SF
  • 36 Days On Market

  Current Estimated Value $552,040

  Last Listing Agent Phil Giampietro Coldwell Banker Realty

  168 Pleasant Dr, Cheshire, CT 06410
• 

  Est $796,571 Not Listed For Sale

  18 Alyssa Dr, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,677 Sq Ft
  • Built 2008

  18 Alyssa Dr, Cheshire, CT 06410

  Last Sold Summary

  • 5% Above List Price
  • $284/SF
  • 38 Days On Market

  Last Sold Price $760,000

  Last Listing Agent Chris Jahn Showcase Realty, Inc.
• 

  

  /37

  $1,099,000

  • 5 Beds
  • 5.5 Baths
  • 5,081 Sq Ft

  435 Maple Ave, Cheshire, CT 06410

  Your Dream Home in the Heart of Cheshire! Welcome to this stunning 5-bedroom/potential 7 bedroom, 5.5-bath Colonial located in the center of Cheshire. With over 5,000 sq. ft. of living space and set on more than an acre, this masterpiece offers the perfect blend of luxury, comfort, and convenience. The seller has spared no detail in the design and upkeep of this exceptional home. Main Floor

  Amy LaMaster The Bella Group, LLC

  435 Maple Ave, Cheshire, CT 06410
• 

  

  /16

  $1,945 total monthly price

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • House for Rent

  494 Oak Ave Unit 33, Cheshire, CT 06410

  First floor-Two Bedroom Condo at Birchwood, Upgraded-Just completely painted-New shower and bathtub, Hardwood floors, Available Immediately. HEAT, HOT WATER, SEWER & WATER INCLUDED! Two months Security, Condo monthly & Taxes paid by the Landlord, Credit and background check, Credit score of at least 725+! NO CO-SIGNERS, NO SMOKERS, NO PETS, One full bath and spacious bedrooms, There is coin

  Marty Rauch Marty Rauch Real Estate

  494 Oak Ave Unit 33, Cheshire, CT 06410
• 

  $199,900 Sold Jun 04, 2025

  498 Oak Ave Unit 26, Cheshire, CT 06410

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1966

  Last Sold Summary

  • $222/SF
  • 54 Days On Market

  Current Estimated Value $201,969

  Last Listing Agent Carly Kirsch Lamacchia Realty

  498 Oak Ave Unit 26, Cheshire, CT 06410
• 

  Est $1,026,277 Not Listed For Sale

  50 Kensington Ct, Cheshire, CT 06410

  • 5 Beds
  • 4.5 Baths
  • 5,404 Sq Ft
  • Built 2008

  50 Kensington Ct, Cheshire, CT 06410

  Last Sold Summary

  • 14% Above List Price
  • $167/SF
  • 0 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Nicole Staples Coldwell Banker Milford
• 

  

  /13

  $669,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  83 Shea Cir Unit 83, Cheshire, CT 06410

  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,

  Jason Helton EG Group Realty LLC

  83 Shea Cir Unit 83, Cheshire, CT 06410
• 

  

  /7

  $1,750 total monthly price

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  356 Highland Ave, Cheshire, CT 06410

  Amazing property and a great place to make a home-- Check for Available units. Don't wait to get in touch with us about these Great units in a fantastic location- No smoking, No pets-- Good credit and Good income needed to qualify. Heat and Hot water, cold water, sewer, trash included in the rent. Super onsite, ample parking. Storage included and onsite laundry. Call us for 1, 2 or 3 Bedroom

  356 Highland Ave, Cheshire, CT 06410
• 

  $470,000 Sold Feb 27, 2026

  621 Wiese Rd, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1959

  Last Sold Summary

  • 12% Below List Price
  • $276/SF
  • 68 Days On Market

  Current Estimated Value $502,563

  Last Listing Agent Nikki Trocchio Calcagni Real Estate

  621 Wiese Rd, Cheshire, CT 06410
• 

  Est $698,807 Not Listed For Sale

  28 Alison Ave, Wallingford, CT 06492

  • 3 Beds
  • 4 Baths
  • 2,764 Sq Ft
  • Built 1986

  28 Alison Ave, Wallingford, CT 06492

  Last Sold Summary

  • 25% Above List Price
  • $203/SF
  • 3 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Roberta Havlick William Raveis Real Estate
• 

  

  /20

  $504,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  135 Shea Cir Unit 135, Cheshire, CT 06410

  DISCOVER THE RESERVE AT STONEBRIDGE CROSSING From its location to its variety of home styles. The Reserve at Stonebridge Crossing has the life - and lifestyle - you've been searching for in New Haven County. A spacious exterior unit townhome in a desirable location. This maintenance-free community will have a covered pavilion, fire pit, walking loop, and trails. A convenient location offers

  Michael Helmuth EG Group Realty LLC

  135 Shea Cir Unit 135, Cheshire, CT 06410
• 

  

  /16

  $2,800 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  64 E Mitchell Ave Unit 17, Cheshire, CT 06410

  Welcome to Maplecroft Village! Nestled in the heart of Cheshire, this ranch-style apartment complex boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments have 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit has beautiful quartz countertops, a

  Nancy Lydell Calcagni Real Estate

  64 E Mitchell Ave Unit 17, Cheshire, CT 06410
• 

  $830,000 Sold Jun 12, 2025

  319 Beacon Hill Dr, Cheshire, CT 06410

  • 4 Beds
  • 4 Baths
  • 3,994 Sq Ft
  • Built 1964

  Last Sold Summary

  • 12% Above List Price
  • $208/SF
  • 2 Days On Market

  Current Estimated Value $820,334

  Last Listing Agent Sarah Andrea Coldwell Banker Realty

  319 Beacon Hill Dr, Cheshire, CT 06410
• 

  Est $550,695 Not Listed For Sale

  1435 Tuttle Ave, Wallingford, CT 06492

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • Built 1975

  1435 Tuttle Ave, Wallingford, CT 06492

  Last Sold Summary

  • 16% Above List Price
  • $170/SF
  • 77 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Jessica Boswell LPT Realty
• 

  

  /20

  $494,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  134 Shea Cir Unit 134, Cheshire, CT 06410

  DISCOVER THE RESERVE AT STONEBRIDGE CROSSING From its location to its variety of home styles. The Reserve at Stonebridge Crossing has the life - and lifestyle - you've been searching for in New Haven County. A spacious exterior unit townhome in a desirable location. This maintenance-free community will have a covered pavilion, fire pit, walking loop, and trails. A convenient location offers

  Michael Helmuth EG Group Realty LLC

  134 Shea Cir Unit 134, Cheshire, CT 06410
• 

  

  /10

  $2,900 total monthly price

  • 1 Bed
  • 1 Bath
  • 461 Sq Ft
  • House for Rent

  281 Spring St, Cheshire, CT 06410

  Discover comfort and convenience in this beautifully renovated rental located in the desirable town of Cheshire. This brand new one bedroom, one bathroom residence features a modern galley kitchen equipped with sleek stainless steel appliances, offering both style and functionality. Enjoy a private entrance for added peace and privacy, and step outside to a spacious backyard perfect for

  Matthew Olander KW Legacy Partners

  281 Spring St, Cheshire, CT 06410
• 

  $500,000 Sold Dec 09, 2025

  4 Soderman Way Unit 4, Cheshire, CT 06410

  • 2 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Built 2023

  Last Sold Summary

  • 9% Below List Price
  • $270/SF
  • 79 Days On Market

  Last Listing Agent Khaliq Brown CLMA Realty

  4 Soderman Way Unit 4, Cheshire, CT 06410
• 

  Est $538,783 Not Listed For Sale

  16 Wadsworth Ln, Wallingford, CT 06492

  • 2 Beds
  • 2 Baths
  • 1,528 Sq Ft
  • Built 2007

  16 Wadsworth Ln, Wallingford, CT 06492

  Last Sold Summary

  • 18% Above List Price
  • $299/SF
  • 3 Days On Market

  Last Sold Price $456,500

  Last Listing Agent Emily Lovejoy William Raveis Real Estate
• 

  

  /38

  $949,900 Under Contract

  • 4 Beds
  • 4.5 Baths
  • 3,946 Sq Ft

  324 S Meriden Rd, Cheshire, CT 06410

  Welcome to this stunning custom-built colonial home where no detail has been overlooked. Set on 1.69 acres that offers lots of privacy and tranquil gardens. This home impresses from the moment you open the door. You'll enter a beautiful 2 story foyer. This 4-bedroom 4.5-bathroom home has an updated kitchen with stainless steel appliances and beautiful views of the backyard. The coffee/wine bar

  Tanya Uhelsky RE/MAX RISE

  324 S Meriden Rd, Cheshire, CT 06410
• 

  

  /17

  $2,800 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  64 E Mitchell Ave Unit 26, Cheshire, CT 06410

  Welcome to Maplecroft Village! Nestled in the heart of Cheshire, this ranch-style apartment complex boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments has 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit has beautiful quartz countertops, a

  Nancy Lydell Calcagni Real Estate

  64 E Mitchell Ave Unit 26, Cheshire, CT 06410
• 

  $326,000 Sold Apr 18, 2025

  13 Currier Place, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft
  • Built 1978

  Last Sold Summary

  • 9% Above List Price
  • $149/SF
  • 25 Days On Market

  Current Estimated Value $340,537

  Last Listing Agent Brendan Carey Carey & Guarrera Real Estate

  13 Currier Place, Cheshire, CT 06410
• 

  Est $482,720 Not Listed For Sale

  78 Woodland Rd, Guilford, CT 06437

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • Built 1959

  78 Woodland Rd, Guilford, CT 06437

  Last Sold Summary

  • 14% Above List Price
  • $242/SF
  • 44 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Rose Ciardiello William Raveis Real Estate
• 

  

  /14

  $1,120,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,731 Sq Ft

  6 Melrose Dr Unit Lot 10, Cheshire, CT 06410

  Have you been searching for a new construction home that will provide you with one level living?? 6 Melrose Drive is the perfect solution to your search! This To Be Built Ranch plan is a spacious 2,731 sq ft of living space. It provides wonderful outdoor living spaces starting with a covered front porch welcoming you and your guests through the front entry and a screened porch at the back of the

  Dori Degennaro William Raveis Real Estate

  6 Melrose Dr Unit Lot 10, Cheshire, CT 06410
• 

  

  /17

  $2,900 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  64 E Mitchell Ave Unit 27, Cheshire, CT 06410

  Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our ranch-style apartment complex, built in 2024, boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments offer 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit offers beautiful

  Nancy Lydell Calcagni Real Estate

  64 E Mitchell Ave Unit 27, Cheshire, CT 06410
• 

  $351,000 Sold May 22, 2025

  4 Currier Way, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,673 Sq Ft
  • Built 1974

  Last Sold Summary

  • 4% Above List Price
  • $210/SF
  • 3 Days On Market

  Current Estimated Value $363,367

  Last Listing Agent Daniel Stango Regency Real Estate, LLC

  4 Currier Way, Cheshire, CT 06410
• 

  Est $655,927 Not Listed For Sale

  108 Old Farms Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 3,168 Sq Ft
  • Built 1995

  108 Old Farms Rd, Cheshire, CT 06410

  Last Sold Summary

  • 9% Above List Price
  • $189/SF
  • 65 Days On Market

  Last Sold Price $599,900

  Last Listing Agent Myla Chadwick Real Broker CT, LLC
• 

  

  /3

  $904,200 Under Contract

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

  209 Memory Ln, Cheshire, CT 06410

  Build the custom home of your dreams on ~ 1 acre of land in Blackberry Woods. Consider the Spruce model which offers 2,600 sqft of living space w/ 4 Bedrooms and 2 1/2 Baths. It includes a spacious foyer with double coat closets, mudroom, half bath & laundry off garage entry, an open floor plan between the family room, dinette & kitchen, gas log fireplace, and kitchen pantry. The formal dining

  Phil Giampietro Coldwell Banker Realty

  209 Memory Ln, Cheshire, CT 06410
• 

  

  /17

  $2,800 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  64 E Mitchell Ave Unit 13, Cheshire, CT 06410

  Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our ranch-style apartment complex, built in 2024, boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments offer 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit offers beautiful

  Nancy Lydell Calcagni Real Estate

  64 E Mitchell Ave Unit 13, Cheshire, CT 06410
• 

  $426,500 Sold Jan 13, 2026

  112 Laurel Terrace, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1957

  Last Sold Summary

  • 2% Above List Price
  • $304/SF
  • 14 Days On Market

  Current Estimated Value $417,229

  Last Listing Agent Douglas Ledewitz Pulse Realty LLC

  112 Laurel Terrace, Cheshire, CT 06410
• 

  Est $444,533 Not Listed For Sale

  1751 S Main St, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 2,002 Sq Ft
  • Built 1937

  1751 S Main St, Cheshire, CT 06410

  Last Sold Summary

  • 46% Above List Price
  • $152/SF
  • 56 Days On Market

  Last Sold Price $305,000

  Last Listing Agent Amber Bova William Raveis Real Estate

Showing Results 41 - 80, Page 2 of 18