Cheshire, CT Homes

• 

  $515,000

  Sold Sep 24, 2025

  403 Juniper Ln, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1955

  Last Sold Summary

  • 10% Above List Price
  • $325/SF
  • 38 Days On Market

  Current Estimated Value $512,944

  Last Listing Agent Kathleen Maloney Coldwell Banker Realty

  403 Juniper Ln, Cheshire, CT 06410
• 

  Est $477,031

  Not Listed For Sale

  140 Bradford Dr, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft
  • Built 1954

  140 Bradford Dr, Cheshire, CT 06410

  Last Sold Summary

  • 75 Days On Market
• 

  

  

  /31

  $349,000

  Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,310 Sq Ft

  32 Quarry Village Rd Unit 32, Cheshire, CT 06410

  HIGHEST & BEST 5/20 5:00 PM Set within the highly desirable Quarry Village community, this nicely maintained end-unit townhouse offers 2 -3 bedrooms, 1 1/2 baths, and a thoughtful floorplan for comfort and versatility. Rich wood flooring enhances much of the main level, creating a warm and welcoming atmosphere throughout. The updated kitchen is perfectly appointed with stainless steel appliances,

  Jessica Danard Coldwell Banker Realty

  32 Quarry Village Rd Unit 32, Cheshire, CT 06410
• 

  $875,000

  Sold Mar 13, 2026

  324 S Meriden Rd, Cheshire, CT 06410

  • 4 Beds
  • 4.5 Baths
  • 3,946 Sq Ft
  • Built 1992

  Last Sold Summary

  • 12% Below List Price
  • $222/SF
  • 139 Days On Market

  Current Estimated Value $926,475

  Last Listing Agent Tanya Uhelsky RE/MAX RISE

  324 S Meriden Rd, Cheshire, CT 06410
• 

  Est $387,933

  Not Listed For Sale

  196 Harrison Rd, Cheshire, CT 06410

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft
  • Built 1944

  196 Harrison Rd, Cheshire, CT 06410

  Last Sold Summary

  • 16 Days On Market
• 

  

  /38

  $609,900

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  754 Rustic Ln, Cheshire, CT 06410

  Nestled in desirable Cheshire neighborhood with sidewalks, this absolutely captivating Colonial is a home with soul, warmth & style, overflowing with charm & character. A gracious foyer welcomes you into an elegant living room anchored by beautiful propane fireplace, setting the tone for sophisticated yet inviting atmosphere throughout. At the center of home is a beautifully updated kitchen with

  Dorothy Karska-Piech Calcagni Real Estate

  754 Rustic Ln, Cheshire, CT 06410
• 

  $750,000

  Sold Oct 21, 2025

  625 Tamarack Rd, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 2,345 Sq Ft
  • Built 1997

  Last Sold Summary

  • 3% Below List Price
  • $320/SF
  • 6 Days On Market

  Current Estimated Value $756,212

  Last Listing Agent Peter Digangi Dow Della Valle

  625 Tamarack Rd, Cheshire, CT 06410
• 

  Est $709,660

  Not Listed For Sale

  437 Mount Sanford Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,868 Sq Ft
  • Built 1987

  437 Mount Sanford Rd, Cheshire, CT 06410

  Last Sold Summary

  • 80 Days On Market
• 

  

  /39

  $849,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,904 Sq Ft

  131 Paulney Rd, Cheshire, CT 06410

  This classic 1927 brick home in the perfect Cheshire location stuns with details and design that are both elegant and practical. This nearly 3000 SQ FT house with 4 bedrooms and 2.5 baths is sited on just about an acre lot on a quiet and friendly cul-de-sac, just a short walk to the town center, library, and great restaurants and coffee shops. This home will delight year round as you enjoy your

  Jack Hill Seabury Hill REALTORS

  131 Paulney Rd, Cheshire, CT 06410
• 

  $585,000

  Sold May 20, 2026

  40 Abbey Ct, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Above List Price
  • $278/SF
  • 47 Days On Market

  Current Estimated Value $580,237

  Last Listing Agent Jack Hill Seabury Hill REALTORS

  40 Abbey Ct, Cheshire, CT 06410
• 

  Est $776,082

  Not Listed For Sale

  215 Mountain Brook Dr, Cheshire, CT 06410

  • 5 Beds
  • 2.5 Baths
  • 3,266 Sq Ft
  • Built 1975

  215 Mountain Brook Dr, Cheshire, CT 06410

  Last Sold Summary

  • 52 Days On Market
• 

  

  /29

  $325,000

  Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,784 Sq Ft

  1718 Musso View Ave, Cheshire, CT 06410

  Welcome to 1718 Musso View Ave! This cozy, ranch home with sprawling backyard and oversized garage is waiting for your personal touches! This 1,700 sq foot home offers 2 bedrooms, 1.5 baths and a family room with fireplace that can easily be converted to a 3rd bedroom. Large eat-in kitchen with plenty of cabinet space and opens to the family room with fireplace and built-in bookshelves. Expansive

  Uniel Critchley William Pitt Sotheby's International Realty

  1718 Musso View Ave, Cheshire, CT 06410
• 

  $515,000

  Sold Nov 14, 2025

  240 Timber Ln, Cheshire, CT 06410

  • 5 Beds
  • 2 Baths
  • 2,150 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Below List Price
  • $240/SF
  • 46 Days On Market

  Current Estimated Value $516,780

  Last Listing Agent Paul Ferreira RE/MAX Right Choice

  240 Timber Ln, Cheshire, CT 06410
• 

  Est $816,253

  Not Listed For Sale

  660 Boulder Rd, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,843 Sq Ft
  • Built 1756

  660 Boulder Rd, Cheshire, CT 06410

  Last Sold Summary

  • 27 Days On Market
• 

  

  /26

  $374,900

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,448 Sq Ft

  103 Farview Dr, Cheshire, CT 06410

  HIGHEST AND BEST Tuesday May 19th at 12 PM! Opportunity is knocking at 103 Farview Drive in desirable Cheshire! This classic home is ready for its next chapter and offers incredible potential. Nestled on a quiet horseshoe shaped street (no through traffic!) in an established neighborhood, this property features a solid layout. There are four bedrooms, including a primary suite with a full

  Jessica Keating William Raveis Real Estate

  103 Farview Dr, Cheshire, CT 06410
• 

  $404,000

  Sold Jul 16, 2025

  135 Poplar Dr, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,077 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Below List Price
  • $375/SF
  • 56 Days On Market

  Current Estimated Value $421,121

  Last Listing Agent Dorothy Karska-Piech Calcagni Real Estate

  135 Poplar Dr, Cheshire, CT 06410
• 

  Est $908,044

  Not Listed For Sale

  445 Wild Flower Place, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 3,460 Sq Ft
  • Built 1997

  445 Wild Flower Place, Cheshire, CT 06410

  Last Sold Summary

  • 126 Days On Market
• 

  

  /39

  $799,900

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,984 Sq Ft

  773 Devonwood Dr, Cheshire, CT 06410

  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

  Daniela Volo Calcagni Real Estate

  773 Devonwood Dr, Cheshire, CT 06410
• 

  $295,000

  Sold Jul 11, 2025

  41 Wallingford Rd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,390 Sq Ft
  • Built 1887

  Last Sold Summary

  • 18% Below List Price
  • $212/SF
  • 146 Days On Market

  Current Estimated Value $312,598

  Last Listing Agent Robert Clermont Clermont Real Estate

  41 Wallingford Rd, Cheshire, CT 06410
• 

  Not Listed For Sale

  1330 Sperry Rd, Cheshire, CT 06410

  • 4 Beds
  • 2 Baths
  • 2,686 Sq Ft
  • Built 1948

  1330 Sperry Rd, Cheshire, CT 06410

  Last Sold Summary

  • 57 Days On Market
• 

  

  /40

  $699,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,144 Sq Ft

  1609 Sturbridge Ct, Cheshire, CT 06410

  Some homes just feel right the moment you walk in - and this is one of them. Nestled on a quiet cul-de-sac in south Cheshire, this beautiful colonial offers the perfect blend of classic charm, thoughtful updates, and everyday comfort. Sun-filled living spaces, hardwood floors throughout, and a flowing layout create an inviting setting for both daily living and entertaining. The updated eat-in

  Cheri Paulsen Advise Realty Services

  1609 Sturbridge Ct, Cheshire, CT 06410
• 

  $785,000

  Sold May 27, 2026

  151 Victoria Dr, Cheshire, CT 06410

  • 2 Beds
  • 4 Baths
  • 2,948 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Above List Price
  • $266/SF
  • 61 Days On Market

  Current Estimated Value $772,662

  Last Listing Agent Dorothy Karska-Piech Calcagni Real Estate

  151 Victoria Dr, Cheshire, CT 06410
• 

  Est $347,127

  Not Listed For Sale

  91 Southwick Ct, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft
  • Built 2005

  91 Southwick Ct, Cheshire, CT 06410

  Last Sold Summary

  • 3 Days On Market
• 

  

  /33

  $399,900

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,065 Sq Ft

  130 Bates Dr, Cheshire, CT 06410

  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

  Kelly Ryan William Raveis Real Estate

  130 Bates Dr, Cheshire, CT 06410
• 

  $506,000

  Sold May 15, 2026

  825 Farmington Dr, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,688 Sq Ft
  • Built 1962

  Last Sold Summary

  • 13% Above List Price
  • $300/SF
  • 13 Days On Market

  Current Estimated Value $446,774

  Last Listing Agent Stacey Deangelis Calcagni Real Estate

  825 Farmington Dr, Cheshire, CT 06410
• 

  Est $384,407

  Not Listed For Sale

  63 Southwick Ct, Cheshire, CT 06410

  • 2 Beds
  • 2.5 Baths
  • 1,450 Sq Ft
  • Built 1999

  63 Southwick Ct, Cheshire, CT 06410

  Last Sold Summary

  • 4 Days On Market
• 

  

  /37

  $439,900

  Pending

  • 3 Beds
  • 1 Bath
  • 1,601 Sq Ft

  181 Crescent Cir, Cheshire, CT 06410

  **MULTIPLE OFFERS - HIGHEST & BEST BY Monday 5/11 @ noon** Pride of ownership shines in this 3-bedroom, 1-bath ranch nestled in desirable South Cheshire! This well-maintained property offers easy one-level living with thoughtful updates throughout. Step inside to find a freshly painted interior filled with natural light, enhanced by many newer windows. Kitchen is equipped with newer stainless

  Cheryl Bertini Berkshire Hathaway NE Prop.

  181 Crescent Cir, Cheshire, CT 06410
• 

  $315,000

  Sold Jul 28, 2025

  107 Greens Loop, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,052 Sq Ft
  • Built 1986

  Last Sold Summary

  • $299/SF
  • 1 Day On Market

  Last Listing Agent Joel Grossman Lamacchia Realty

  107 Greens Loop, Cheshire, CT 06410
• 

  Est $285,918

  Not Listed For Sale

  70 Southwick Ct Unit 302, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft
  • Built 1998

  70 Southwick Ct Unit 302, Cheshire, CT 06410

  Last Sold Summary

  • 65 Days On Market
• 

  

  /14

  $1,120,000

  New Construction 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
• 

  $295,000

  Sold May 01, 2026

  70 Southwick Ct Unit 204, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,132 Sq Ft
  • Built 1998

  Last Sold Summary

  • $261/SF
  • 35 Days On Market

  Current Estimated Value $294,996

  Last Listing Agent Julie Luchina Coldwell Banker Realty

  70 Southwick Ct Unit 204, Cheshire, CT 06410
• 

  Est $348,287

  Not Listed For Sale

  28 Southwick Ct, Cheshire, CT 06410

  • 2 Beds
  • 2.5 Baths
  • 1,379 Sq Ft
  • Built 1998

  28 Southwick Ct, Cheshire, CT 06410

  Last Sold Summary

  • 88 Days On Market
• 

  

  /8

  $299,900

  • Land
  • 1 Acre
  • $299,900 per Acre

  6 Waterside Way, Cheshire, CT 06410

  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

  Anthony LaCava Berkshire Hathaway NE Prop.

  6 Waterside Way, Cheshire, CT 06410
• 

  $585,000

  Sold Apr 22, 2026

  9 Burning Tree Place, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,810 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Above List Price
  • $323/SF
  • 3 Days On Market

  Current Estimated Value $574,594

  Last Listing Agent Mike 'Mr. Z' Zerbini IMT Realty

  9 Burning Tree Place, Cheshire, CT 06410
• 

  Est $286,253

  Not Listed For Sale

  40 Southwick Ct Unit 310, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,132 Sq Ft
  • Built 2000

  40 Southwick Ct Unit 310, Cheshire, CT 06410

  Last Sold Summary

  • 31 Days On Market
• 

  

  /27

  $599,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,270 Sq Ft

  10 Colonial Ct, Cheshire, CT 06410

  **Multiple Offers - Seller requests Highest & Best by Monday May 4th at 7 pm**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,

  Shari DiDomenico Berkshire Hathaway NE Prop.

  10 Colonial Ct, Cheshire, CT 06410
• 

  $382,000

  Sold Sep 08, 2025

  68 Woodland Dr, Cheshire, CT 06410

  • 4 Beds
  • 2 Baths
  • 2,227 Sq Ft
  • Built 1954

  Last Sold Summary

  • 12% Below List Price
  • $172/SF
  • 102 Days On Market

  Current Estimated Value $428,661

  Last Listing Agent Michael DelGreco New England Realty Assoc LLC

  68 Woodland Dr, Cheshire, CT 06410
• 

  Est $287,117

  Not Listed For Sale

  40 Southwick Ct Unit 304, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,132 Sq Ft
  • Built 2000

  40 Southwick Ct Unit 304, Cheshire, CT 06410

  Last Sold Summary

  • 2 Days On Market
• 

  

  /3

  $904,200

  New Construction Pending

  • 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
• 

  $865,000

  Sold Oct 29, 2025

  745 Cook Hill Rd, Cheshire, CT 06410

  • 4 Beds
  • 4.5 Baths
  • 4,654 Sq Ft
  • Built 2004

  Last Sold Summary

  • 13% Below List Price
  • $186/SF
  • 100 Days On Market

  Current Estimated Value $875,274

  Last Listing Agent Anubha Agarwal Reddy Realty, LLC

  745 Cook Hill Rd, Cheshire, CT 06410

Showing Results 121 - 160, Page 4 of 18