Cheshire, CT Homes

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  $950,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,821 Sq Ft

  1600 S Main St Unit BFraser Model, Cheshire, CT 06410

  Wonderful opportunity to build in the south end of Cheshire. Consider The Frasier model with 2,821 sqft of living space , w/ 4 Bedrooms and 2 1/2 Baths. This both elegant and practical model features a spacious Foyer with double coat closets, Mudroom and Half Bath off garage entry, open floor plan between the Family Room, Dinette & Kitchen, Gas Log Fireplace, Kitchen Pantry, and a backyard Patio

  

  Kathleen Maloney

  Coldwell Banker Realty

  (475) 445-1113

  1600 S Main St Unit BFraser Model, Cheshire, CT 06410
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  $3,100 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • House for Rent

  2101 Scott Rd, Cheshire, CT 06410

  Property Id: 1402851With no neighbors behind the house, the backyard is a private oasis with a pool, massive deck and a large open yard. The driveway conveniently stretches to the backdoor, making grocery trips easy! Walking in the backdoor you enter into an open concept, light filled living space. You first enter the mudroom with storage for coats and shoes. A large laundry room with

  2101 Scott Rd, Cheshire, CT 06410
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  $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

  Last Listing Agent Phil Giampietro Coldwell Banker Realty

  168 Pleasant Dr, Cheshire, CT 06410
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  Est $1,021,642 Not Listed For Sale

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

  50 Kensington Ct, Cheshire, CT 06410

  50 Kensington Ct, Cheshire, CT 06410
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  $987,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,821 Sq Ft

  1600 Blackberry Place, Cheshire, CT 06410

  Welcome to Blackberry Woods. Enjoy the Frasier model with 2,821 sqft of living space , w/ 4 Bedrooms and 2 1/2 Baths. This both elegant and practical model features a spacious Foyer with double coat closets, Mudroom and Half Bath off garage entry, open floor plan between the Family Room, Dinette & Kitchen, Gas Log Fireplace, Kitchen Pantry, and a backyard Patio with built-in Firepit! The formal

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 496-4049

  1600 Blackberry Place, Cheshire, CT 06410
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  $2,000 per month

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

  Unlisted Address

  Splendid two bedroom ranch style rental unit located on the second floor. This unit is bright and sunny with a lovely kitchen and an open floor plan. The quaint deck off of the eating area overlooks a beautiful forest view. There are two nicely sized bedrooms and comfortable bathroom. The lower basement level has a dedicated locked storage space and a coin-operated laundry for all the residents

  Shelly Meister Realty 3 CT

  Unlisted Address
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  $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 $200,531

  Last Listing Agent Carly Kirsch Lamacchia Realty

  498 Oak Ave Unit 26, Cheshire, CT 06410
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  Est $697,975 Not Listed For Sale

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

  28 Alison Ave, Wallingford, CT 06492

  28 Alison Ave, Wallingford, CT 06492
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  $890,000 Under Contract

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

  1840 Blackberry Place, 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

  

  Kathleen Maloney

  Coldwell Banker Realty

  (475) 447-1624

  1840 Blackberry Place, Cheshire, CT 06410
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  $1,725 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
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  $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 $828,097

  Last Listing Agent Sarah Andrea Coldwell Banker Realty

  319 Beacon Hill Dr, Cheshire, CT 06410
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  Est $547,288 Not Listed For Sale

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

  1435 Tuttle Ave, Wallingford, CT 06492

  1435 Tuttle Ave, Wallingford, CT 06492
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  $799,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,001 Sq Ft

  1600 S Main St, Cheshire, CT 06410

  Exciting opportunity to build your very own 2001 sqft ranch with wonderful curb appeal. One level living at its finest, with 9ft ceilings throughout, custom kitchen w/granite countertops and center island, hardwood flooring in the main living areas, gas fireplace in the family room and a mudroom with half bath and laundry. Large Primary bedroom with bathroom en-suite, and walk-in closet. 2 guest

  

  Kathleen Maloney

  Coldwell Banker Realty

  (475) 251-8839

  1600 S Main St, Cheshire, CT 06410
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  $1,550 total monthly price

  • 1 Bath
  • 493 Sq Ft
  • House for Rent

  1125 Waterbury Rd Unit 1C, Cheshire, CT 06410

  Welcome to Unit 1C at Bayberry Knoll, a well-maintained studio apartment offering comfortable, efficient living in a desirable Cheshire location. This freshly painted unit features an open-concept layout that accommodates both a living and dining area, with ample space for a queen-sized bed. The kitchen offers ample cabinetry and the spacious bathroom includes a large, deep closet. Add the

  Clare Guest William Raveis Real Estate

  1125 Waterbury Rd Unit 1C, Cheshire, CT 06410
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  $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
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  Est $538,783 Not Listed For Sale

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

  16 Wadsworth Ln, Wallingford, CT 06492

  16 Wadsworth Ln, Wallingford, CT 06492
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  $899,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,718 Sq Ft

  1600 S Main St, Cheshire, CT 06410

  Build your own expanded Cape Cod inn the South End of Cheshire. Large lot of 2.96 acres. Convenient to Quinnipiac, Yale and New Haven. 4 bedroom, 2.5 bathroom Maple model with a primary bedroom on the main floor. Oversized family room with fireplace opens to a custom kitchen with island. Formal dining room for get togethers and events. The 1st floor hosts the primary suite with large walk in

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 885-1679

  1600 S Main St, Cheshire, CT 06410
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  $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
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  $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 $337,396

  Last Listing Agent Brendan Carey Carey & Guarrera Real Estate

  13 Currier Place, Cheshire, CT 06410
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  Est $476,573 Not Listed For Sale

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

  78 Woodland Rd, Guilford, CT 06437

  78 Woodland Rd, Guilford, CT 06437
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  $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
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  $2,300 total monthly price

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft
  • Apartment for Rent

  1109 Waterbury Rd Unit 1A, Cheshire, CT 06410

  Step into this fully updated/modern and well maintained single-level condo featuring two bedrooms, a full bath, and open living/dining area. Enjoy a spacious kitchen and attached basement. Nestled in a serene, lightly wooded complex with shared laundry, and coin-op basement facilities. Single car garage also included with ample parking in the condo complex. Tenant only pays for electricity and

  Richard Napoli RE/MAX RISE

  1109 Waterbury Rd Unit 1A, Cheshire, CT 06410
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  $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 $359,907

  Last Listing Agent Daniel Stango Regency Real Estate, LLC

  4 Currier Way, Cheshire, CT 06410
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  Est $433,875 Not Listed For Sale

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

  1751 S Main St, Cheshire, CT 06410

  1751 S Main St, Cheshire, CT 06410
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  $778,572 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,975 Sq Ft

  81 Shea Cir, Cheshire, CT 06410

  Welcome to The Reserve at Stonebridge Crossing-Cheshire's premier low-maintenance community by EG Home. Recently elevated to a fully Designer Curated Quick Delivery Home, this residence now includes $103,672 of masterfully curated design elements, blending elevated contemporary style with timeless finishes-reflected in the updated price. Step through the grand entry foyer featuring crown molding,

  Felicity LeClair EG Group Realty LLC

  81 Shea Cir, Cheshire, CT 06410
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  $3,000 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
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  $670,000 Sold Dec 29, 2025

  20 Bramble Way, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 3,591 Sq Ft
  • Built 2006

  Last Sold Summary

  • $187/SF
  • 6 Days On Market

  Last Listing Agent Karen Brimberg William Raveis Real Estate

  20 Bramble Way, Cheshire, CT 06410
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  Est $681,664 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,408 Sq Ft

  234 Old Lane Rd, Cheshire, CT 06410

  234 Old Lane Rd, Cheshire, CT 06410
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  $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
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  $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
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  $490,000 Sold Jul 07, 2025

  18 Hawthorne Dr, Cheshire, CT 06410

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

  Last Sold Summary

  • 17% Above List Price
  • $269/SF
  • 39 Days On Market

  Current Estimated Value $478,099

  Last Listing Agent Sarah Kolman The Heritage Group, LLC

  18 Hawthorne Dr, Cheshire, CT 06410
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  Est $573,853 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,350 Sq Ft

  1645 Tuttle Ave, Cheshire, CT 06410

  1645 Tuttle Ave, Cheshire, CT 06410
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  $499,999 Under Contract

  • 5 Beds
  • 3.5 Baths
  • 2,212 Sq Ft

  265 Lancaster Way, Cheshire, CT 06410

  Great home located in a desirable sidewalk neighborhood! This Cape-style home offers a contemporary flair and an impressive layout with five bedrooms, three full baths, and one half bath. Featuring two primary suites-one on the first floor and one on the second-this home provides flexible living options. The first floor boasts an open floor plan where the kitchen flows seamlessly into the dining

  Betsy Purtell Purtell Realty LLC

  265 Lancaster Way, Cheshire, CT 06410
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  $2,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,650 Sq Ft
  • Apartment for Rent

  152 Blacks Rd Unit 1st floor, Cheshire, CT 06410

  Spacious main-level apartment in a charming two-family farmhouse located in desirable North Cheshire. This unit offers 2 bedrooms plus a potential 3rd bedroom or home office, a full bathroom, large living and dining rooms, and convenient in-unit laundry hook-up. Enjoy the lovely yard for outdoor relaxation and a shed for additional storage. Tenant responsible for utilities, insurance, snow

  Sally Smirnoff Calcagni Real Estate

  152 Blacks Rd Unit 1st floor, Cheshire, CT 06410
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  $446,000 Sold Jan 06, 2026

  634 Cornwall Ave, Cheshire, CT 06410

  • 4 Beds
  • 3 Baths
  • 1,456 Sq Ft
  • Built 1952

  Last Sold Summary

  • 3% Below List Price
  • $306/SF
  • 83 Days On Market

  Last Listing Agent Owen Evans William Raveis Real Estate

  634 Cornwall Ave, Cheshire, CT 06410
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  Est $570,990 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 2,103 Sq Ft

  151 Corliss Ln, Cheshire, CT 06410

  151 Corliss Ln, Cheshire, CT 06410
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  /20

  $494,900 Pending

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

  131 Shea Cir Unit 131, 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 interior 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

  Jason Helton EG Group Realty LLC

  131 Shea Cir Unit 131, Cheshire, CT 06410
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  /19

  $2,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,055 Sq Ft
  • House for Rent

  90 Cedar Ln, Cheshire, CT 06410

  Fall in love with this picture-perfect 2-bedroom Cape in a beautiful, sought-after part of town! The home's elegant stone entry welcomes you inside to a cozy and versatile living space with plenty of room to entertain. Whether you're hosting a summer barbecue or relaxing on a quiet evening, the large backyard offers endless possibilities. This home combines classic charm with modern comfort - a

  Frances Lyman Bottom Line Realty

  90 Cedar Ln, Cheshire, CT 06410
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  $210,000 Sold Mar 12, 2025

  80 Southwick Ct Unit 202, Cheshire, CT 06410

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Above List Price
  • $258/SF
  • 22 Days On Market

  Current Estimated Value $217,581

  Last Listing Agent Jessica Danard Coldwell Banker Realty

  80 Southwick Ct Unit 202, Cheshire, CT 06410
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  Est $394,339 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,599 Sq Ft

  89 Corliss Ln, Cheshire, CT 06410

  89 Corliss Ln, Cheshire, CT 06410

Showing Results 41 - 80, Page 2 of 18