Cheshire, CT Homes

• 

  $670,000

  Sold Sep 15, 2025

  12 N Pond Rd, Cheshire, CT 06410

  • 4 Beds
  • 3.5 Baths
  • 3,020 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Below List Price
  • $222/SF
  • 45 Days On Market

  Current Estimated Value $721,719

  Last Listing Agent Heidi Weed Lamacchia Realty

  12 N Pond Rd, Cheshire, CT 06410
• 

  Est $534,550

  Not Listed For Sale

  10 Deanarose Place, Cheshire, CT 06410

  • 2 Beds
  • 2.5 Baths
  • 2,368 Sq Ft
  • Built 2003

  10 Deanarose Place, Cheshire, CT 06410

  Last Sold Summary

  • 49 Days On Market
• 

  

  

  /25

  $244,995

  • 2 Beds
  • 1.5 Baths
  • 1,122 Sq Ft

  414 Robin Ct, Cheshire, CT 06410

  Welcome to this beautifully maintained townhouse in the highly desirable Deepwood community of Cheshire. Offering privacy and tranquility in a wonderful neighborhood setting, this home is perfect for those seeking low-maintenance living with the benefits of true ownership. Step inside to find bright, welcoming living spaces that are clean and move-in ready. The functional layout provides

  Josh Arkenbout Coldwell Banker Realty

  414 Robin 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 $632,314

  Last Listing Agent Stacey Deangelis Calcagni Real Estate

  131 Merwin Cir, Cheshire, CT 06410
• 

  Est $539,627

  Not Listed For Sale

  60 Pace Dr, Cheshire, CT 06410

  • 4 Beds
  • 1.5 Baths
  • 2,438 Sq Ft
  • Built 1970

  60 Pace Dr, Cheshire, CT 06410

  Last Sold Summary

  • 36 Days On Market
• 

  

  /40

  $519,900

  Under Contract

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

  6 Soderman Way Unit 6, Cheshire, CT 06410

  HIGHEST AND BEST MONDAY, JUNE 15th BY 7:00 PM. Welcome to effortless luxury living at The Reserve at Stonebridge Crossing, one of Cheshire's most sought-after communities. This stunning 3-bedroom, 2.1-bath townhome offers the perfect combination of modern design, exceptional quality, and a maintenance-free lifestyle, all complemented by highly desirable natural gas heat. From the moment you

  Agnes Nawrocki William Raveis Real Estate

  6 Soderman Way Unit 6, 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 $459,270

  Last Listing Agent Phil Giampietro Coldwell Banker Realty

  19 Heath Ct, Cheshire, CT 06410
• 

  Est $415,674

  Not Listed For Sale

  1147 King Rd, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • Built 1938

  1147 King Rd, Cheshire, CT 06410

  Last Sold Summary

  • 3 Days On Market
• 

  

  /40

  $739,900

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,556 Sq Ft

  13 Stonegate Cir, Cheshire, CT 06410

  Beautifully maintained Baldwin model offering exceptional space, comfort, and upgrades throughout! Welcoming foyer with HW flooring opens to elegant dining room with tray ceiling. Spacious eat-in kitchen features granite countertops, beveled granite center island, tile backsplash, recessed lighting, stainless steel appliances, Butler's pantry, wine rack, and slide-out shelves/ drawers. Bright

  Stacey Deangelis Calcagni Real Estate

  13 Stonegate Cir, Cheshire, CT 06410
• 

  $420,000

  Sold Aug 25, 2025

  1775 Orchard Hill Rd, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,301 Sq Ft
  • Built 1940

  Last Sold Summary

  • 8% Above List Price
  • $323/SF
  • 36 Days On Market

  Current Estimated Value $422,433

  Last Listing Agent Jessica Danard Coldwell Banker Realty

  1775 Orchard Hill Rd, Cheshire, CT 06410
• 

  Est $466,735

  Not Listed For Sale

  100 Brentwood Dr, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1969

  100 Brentwood Dr, Cheshire, CT 06410

  Last Sold Summary

  • 3 Days On Market
• 

  

  /27

  $359,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  84 Lakeview Ave, Cheshire, CT 06410

  This charming Cheshire cape is sure to make you fall in love! Welcome to 84 Lakeview Ave! Nestled on a secluded, beautifully landscaped .7 acre lot in a peaceful neighborhood, this 3-bed, 1-bath home with an oversized 1-car garage offers all the comforts you need! The living room invites you in with hardwood floors, a pellet stove for warm, cozy nights and a beautiful wood bannister that speaks

  David Brooke eXp Realty

  84 Lakeview Ave, Cheshire, CT 06410
• 

  $357,500

  Sold Aug 29, 2025

  747 W Main St Unit F, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,908 Sq Ft
  • Built 1983

  Last Sold Summary

  • 10% Above List Price
  • $187/SF
  • 34 Days On Market

  Last Listing Agent Robin Thurston Coldwell Banker Realty

  747 W Main St Unit F, Cheshire, CT 06410
• 

  Est $534,130

  Not Listed For Sale

  20 Brentwood Dr, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,836 Sq Ft
  • Built 1969

  20 Brentwood Dr, Cheshire, CT 06410

  Last Sold Summary

  • 4 Days On Market
• 

  

  /28

  $550,000

  New Construction $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,506 Sq Ft

  1050 Jarvis St, Cheshire, CT 06410

  Welcome to 1050 Jarvis St! This Colonial was completed in Dec 2025, and is set on a private 1.9-acre lot. This home offers 4 bedrooms, 3 full baths, a dedicated office, and energy-efficient systems throughout. The kitchen features quartz countertops, a walk-in pantry, stainless appliances and opens to the dining room, perfect for gatherings. The main level also features living room, dedicated

  Jennifer Bundock Coldwell Banker Realty

  1050 Jarvis St, 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 $403,593

  Last Listing Agent Colleen Caron Barrieau Realty Signature Prop

  3 Cedar Ln, Cheshire, CT 06410
• 

  Est $460,900

  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
• 

  

  /33

  $349,900

  • 3 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  54 Currier Place, Cheshire, CT 06410

  One of the many advantages of purchasing a home in Currier Woods is its location directly across the street from the brand-new Norton Elementary School. This beautifully designed, state-of-the-art K"6 school is a convenient neighborhood amenity within feet of the community. Currier Woods offers the benefits of modern living in a desirable location with easy access to local schools, parks,

  Derek Eisenberg Continental Real Estate

  54 Currier Place, 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 $692,829

  Last Listing Agent Carly Kirsch Lamacchia Realty

  295 Hotchkiss Ridge, Cheshire, CT 06410
• 

  Est $453,621

  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
• 

  

  /35

  $699,000

  $31K PRICE DROP Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,748 Sq Ft

  735 Cook Hill Rd, Cheshire, CT 06410

  NEW ROOF GOING ON JULY15TH AND 16TH. NEW RADON MITIGATION SYSTEM INSTALLED. This gorgeous home on Cook Hill Road sits set back from the road on a 2+ acer level lot. This open floor plan home is sure to please. Large kitchen featuring double ovens, cook top, plenty of counter space and multiple pantry's is a cook's dream. The kitchen is open to an ample casual dining area that overlooks the

  Betsy Stellato LAER Realty Partners

  735 Cook Hill Rd, Cheshire, CT 06410
• 

  $675,000

  Sold Aug 29, 2025

  15 Royalwood Ct, Cheshire, CT 06410

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft
  • Built 1975

  Last Sold Summary

  • 8% Above List Price
  • $237/SF
  • 3 Days On Market

  Current Estimated Value $685,181

  Last Listing Agent Tracie Sires Press/Cuozzo Realtors

  15 Royalwood Ct, Cheshire, CT 06410
• 

  Est $463,779

  Not Listed For Sale

  120 Rockview Dr, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft
  • Built 1955

  120 Rockview Dr, Cheshire, CT 06410

  Last Sold Summary

  • 63 Days On Market
• 

  

  /18

  $1,299,000

  New Construction Pending

  • 4 Beds
  • 3.5 Baths
  • 4,016 Sq Ft

  3 Melrose Dr Unit Lot 9, Cheshire, CT 06410

  Welcome to your Dream Home! This 4,016 sq ft TO BE BUILT colonial plan is nothing short of AMAZING!! This house plan offers many of today's Must Haves! Welcoming you in through the front door is a 2 story foyer, creating an grand entrance. Should you enter through the garage, you will walk through the desirable mudroom. The main living space on the first floor is a true open concept layout, from

  Dori Degennaro William Raveis Real Estate

  3 Melrose Dr Unit Lot 9, 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 $770,620

  Last Listing Agent Brian Botti Botti Realty

  55 Pine Brook Ct, Cheshire, CT 06410
• 

  Est $429,931

  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
• 

  

  /31

  $549,900

  $35K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 2,459 Sq Ft

  2 Saxon Woods Ct, Cheshire, CT 06410

  Welcome to this exceptionally rare standalone condo in the highly desirable Copper Hill community of Cheshire. Perfectly situated in a premium location, this beautiful three bedroom, two full bath home offers the ease of one level living with an open, airy floor plan designed for today's lifestyle. The spacious living room features soaring vaulted ceilings that create a bright and inviting

  Rose Zolnik Coldwell Banker Realty

  2 Saxon Woods Ct, Cheshire, CT 06410
• 

  $790,000

  Sold Aug 11, 2025

  65 Soderman Way Unit 65, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Below List Price
  • $322/SF
  • 275 Days On Market

  Last Listing Agent Jason Helton EG Group Realty LLC

  65 Soderman Way Unit 65, Cheshire, CT 06410
• 

  Est $485,238

  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
• 

  

  /35

  $399,900

  Pending

  • 4 Beds
  • 1 Bath
  • 941 Sq Ft

  1105 Peck Ln, Cheshire, CT 06410

  Welcome to this wonderfully maintained 4-bedroom Cape set on a beautiful level .65-acre lot in a convenient Cheshire location. Thoughtfully cared for over the years, this home offers the added peace of mind of many important mechanical updates already completed. The main level features hardwood floors, a bright living room, an updated kitchen with Corian countertops, two bedrooms, and a full

  Cheri Paulsen Advise Realty Services

  1105 Peck Ln, 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 $311,072

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

  34 Lakeview Ave, Cheshire, CT 06410
• 

  Est $303,992

  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
• 

  

  /39

  $599,900

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  620 Riverside Dr, Cheshire, CT 06410

  Nestled in prestigious Nob Hill neighborhood, this stately Georgian Colonial showcases timeless elegance with a striking brick facade, twin brick lamp posts, and a convenient side-entry garage. Situated on private 1.22-acres, this beautifully maintained home has only been used part of the year by its snowbird owners. Inside, the formal living room features gleaming HW floors, abundant natural

  Stacey Deangelis Calcagni Real Estate

  620 Riverside Dr, 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 $556,758

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

  346 Village Dr, Cheshire, CT 06410
• 

  Est $257,893

  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
• 

  

  /39

  $379,900

  $20K PRICE DROP Under Contract

  • 2 Beds
  • 3 Baths
  • 1,982 Sq Ft

  43 Quarry Village Rd Unit 43, Cheshire, CT 06410

  Welcome to Quarry Village! This spacious 2-bedroom, 3-full-bath ranch-style condominium offers a desirable end-unit location in one of the complex's most private settings. Enjoy the convenience of an attached garage, a large private driveway with ample guest parking, and a beautifully maintained community. The main level features a bright eat-in kitchen with a bay window and laundry area, a

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  43 Quarry Village Rd Unit 43, Cheshire, CT 06410
• 

  $345,000

  Sold Nov 05, 2025

  17 Ives Hill Ct, Cheshire, CT 06410

  • 2 Beds
  • 2.5 Baths
  • 1,486 Sq Ft
  • Built 1974

  Last Sold Summary

  • 1% Below List Price
  • $232/SF
  • 10 Days On Market

  Current Estimated Value $346,019

  Last Listing Agent Roberta Whalen LAER Realty Partners

  17 Ives Hill Ct, Cheshire, CT 06410
• 

  Not Listed For Sale

  2 S Brooksvale Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,578 Sq Ft
  • Built 2023

  2 S Brooksvale Rd, Cheshire, CT 06410

  Last Sold Summary

  • 378 Days On Market
• 

  

  /40

  $650,000

  Open Thu 4:30PM - 6PM Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,751 Sq Ft

  46 Dundee Dr, Cheshire, CT 06410

  Nestled in one of Cheshire's most sought-after neighborhoods, 46 Dundee Drive puts you just steps from Barnum School, a rare convenience for growing families. From the moment you arrive, it's clear this home has been meticulously refreshed from top to bottom: fresh paint throughout, brand-new carpet on the staircase and entire second floor (except two bedrooms), and a fully renovated basement

  Sam Ratner Keller Williams Realty Prtnrs.

  46 Dundee Dr, Cheshire, CT 06410
• 

  $719,999

  Sold Sep 26, 2025

  15 Contour Dr, Cheshire, CT 06410

  • 4 Beds
  • 3.5 Baths
  • 3,101 Sq Ft
  • Built 2022

  Last Sold Summary

  • 6% Below List Price
  • $232/SF
  • 60 Days On Market

  Current Estimated Value $728,814

  Last Listing Agent Chiranjivi Neupane Onest Real Estate

  15 Contour Dr, Cheshire, CT 06410

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