Cheshire, CT Homes

• 

  Est $285,422 Not Listed For Sale

  70 Southwick Ct Unit 211, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,151 Sq Ft
  • Built 1998

  70 Southwick Ct Unit 211, Cheshire, CT 06410

  Last Sold Summary

  • 13% Above List Price
  • $220/SF
  • 4 Days On Market

  Last Sold Price $253,000

  Last Listing Agent Sam Ratner Keller Williams Realty Prtnrs.
• 

  

  

  /18

  $674,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,975 Sq Ft

  Carriage Home Plan at The Reserve at Stonebridge Crossing, Cheshire, CT 06410

  The Carriage Home offers 2,450 square feet of thoughtfully designed space with 3 bedrooms, 2.5 baths, and bright, open living areas made for modern comfort. The first-floor primary suite provides convenience and privacy, while the airy great room and designer kitchen with a large island and hardwood flooring create a welcoming flow for everyday living. Upstairs, a spacious loft adds versatility

  EG Home Builder

  31 Soderman Way Unit 36681016, Cheshire, CT 06410
• 

  $520,000 Sold Mar 31, 2025

  160 Birch Dr, Cheshire, CT 06410

  • 3 Beds
  • 3 Baths
  • 1,995 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Above List Price
  • $261/SF
  • 72 Days On Market

  Current Estimated Value $531,249

  Last Listing Agent Maria Monteiro Regency Real Estate, LLC

  160 Birch Dr, Cheshire, CT 06410
• 

  Est $357,507 Not Listed For Sale

  102 Southwick Ct, Cheshire, CT 06410

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

  102 Southwick Ct, Cheshire, CT 06410

  Last Sold Summary

  • 19% Above List Price
  • $296/SF
  • 3 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Carolyn Racki William Raveis Real Estate
• 

  

  

  /14

  $583,685 New Construction

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

  Townhome Plan at The Reserve at Stonebridge Crossing, Cheshire, CT 06410

  The Townhouse offers 1,850 square feet of thoughtfully designed space with 2 bedrooms upstairs and 2.5 baths. The main level features hardwood flooring, a luxury kitchen with a large island and premium finishes, and open living and dining areas filled with natural light. Expansive windows and carefully considered details throughout create a bright, inviting atmosphere that blends style and

  EG Home Builder

  31 Soderman Way Unit 36683451, 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 $567,989 Not Listed For Sale

  87 S Brooksvale Rd, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft
  • Built 1978

  87 S Brooksvale Rd, Cheshire, CT 06410

  Last Sold Summary

  • 21% Above List Price
  • $249/SF
  • 2 Days On Market

  Last Sold Price $470,000

  Last Listing Agent Brian Kubeck Coldwell Banker
• 

  

  /36

  $344,900 Under Contract

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

  58 Currier Place, Cheshire, CT 06410

  Currier Woods, first time available in 21 years! Welcome to this beautifully maintained & thoughtfully updated 3-bedroom, 2.5-bath end-unit townhouse offering the perfect combination of privacy, space, and resort-style amenities in one of the area's most desirable communities. The main level features vinyl plank flooring throughout, fresh interior paint, and an updated kitchen complete with

  Monica Palmerie RE/MAX RISE

  58 Currier Place, 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 $421,312

  Last Listing Agent Michael DelGreco New England Realty Assoc LLC

  68 Woodland Dr, Cheshire, CT 06410
• 

  Est $392,858 Not Listed For Sale

  7 Brubaker Rd, Cheshire, CT 06410

  • 3 Beds
  • 1 Bath
  • 1,556 Sq Ft
  • Built 1955

  7 Brubaker Rd, Cheshire, CT 06410

  Last Sold Summary

  • 21% Above List Price
  • $209/SF
  • 30 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Emma Funaro KW Legacy Partners
• 

  

  /24

  $320,888 Open Sun 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,402 Sq Ft

  321 Greens Loop Unit 321, Cheshire, CT 06410

  Enjoy a peaceful country setting in this energy-efficient two-bedroom townhouse featuring a bonus finished lower level-ideal for a home office, family room, or guest space (not included in square footage). A separate laundry and utility area adds convenience. The eat-in kitchen offers newer stainless steel appliances, complemented by updated kitchen and baths throughout. An atrium door opens to a

  Mark Gracia William Raveis Real Estate

  321 Greens Loop Unit 321, 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 $885,364

  Last Listing Agent Anubha Agarwal Reddy Realty, LLC

  745 Cook Hill Rd, Cheshire, CT 06410
• 

  Est $793,767 Not Listed For Sale

  50 Harrison Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,648 Sq Ft
  • Built 2005

  50 Harrison Rd, Cheshire, CT 06410

  Last Sold Summary

  • 16% Above List Price
  • $258/SF
  • 4 Days On Market

  Last Sold Price $682,000

  Last Listing Agent Norinne Byrne Calcagni Real Estate
• 

  

  /29

  $409,900

  • 3 Beds
  • 2.5 Baths
  • 1,508 Sq Ft

  2118 Meriden-Waterbury Turnpike Unit 28, Cheshire, CT 06410

  Welcome to this beautifully upgraded townhouse condo located in a highly desirable complex. This spacious home offers 3 bedrooms and 2.5 baths with an open floor plan ideal for today's lifestyle. The main level features hardwood floors throughout, a bright living area and sliders to a private deck perfect for outdoor enjoyment. The kitchen is equipped with stainless steel appliances, granite

  Sandra Deschenes Fercodini Properties, Inc.

  2118 Meriden-Waterbury Turnpike Unit 28, Cheshire, CT 06410
• 

  $758,572 Sold Jan 28, 2026

  81 Shea Cir, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,975 Sq Ft
  • Built 2026

  Last Sold Summary

  • 13% Above List Price
  • $255/SF
  • 306 Days On Market

  Last Listing Agent Felicity LeClair EG Group Realty LLC

  81 Shea Cir, Cheshire, CT 06410
• 

  Est $498,152 Not Listed For Sale

  55 Brentwood Dr, Cheshire, CT 06410

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

  55 Brentwood Dr, Cheshire, CT 06410

  Last Sold Summary

  • 18% Above List Price
  • $337/SF
  • 4 Days On Market

  Last Sold Price $421,000

  Last Listing Agent Patricia Moreggi Coldwell Banker
• 

  

  /13

  $669,900 Pending

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

  86 Shea Cir Unit 86, 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

  86 Shea Cir Unit 86, Cheshire, CT 06410
• 

  $525,000 Sold Apr 21, 2025

  299 Greenbriar Dr, Cheshire, CT 06410

  • 4 Beds
  • 2 Baths
  • 2,186 Sq Ft
  • Built 1959

  Last Sold Summary

  • 5% Above List Price
  • $240/SF
  • 46 Days On Market

  Current Estimated Value $532,306

  Last Listing Agent Brette Stern Calcagni Real Estate

  299 Greenbriar Dr, Cheshire, CT 06410
• 

  Est $704,197 Not Listed For Sale

  5 Brittany Ct, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,587 Sq Ft
  • Built 1986

  5 Brittany Ct, Cheshire, CT 06410

  Last Sold Summary

  • 12% Above List Price
  • $244/SF
  • 17 Days On Market

  Last Sold Price $630,000

  Last Listing Agent Stephano Stravoravdis Real Broker CT, LLC
• 

  

  /40

  $559,999 Pending

  • 4 Beds
  • 1.5 Baths
  • 2,228 Sq Ft

  1023 King Rd, Cheshire, CT 06410

  Welcome to 1023 King Road-far from a cookie-cutter colonial. This charming 1950s-built home sits on over three-quarters of an acre in the desirable south end of Cheshire. Elevated above the roadway, the property offers privacy, space, and curb appeal, along with a detached two-car garage. A stairway leads to the main residence and a covered front porch, while multiple entrances-including front,

  Robert Vignola Coldwell Banker Realty

  1023 King Rd, Cheshire, CT 06410
• 

  $642,000 Sold Apr 14, 2025

  1282 Summit Rd, Cheshire, CT 06410

  • 4 Beds
  • 3.5 Baths
  • 2,754 Sq Ft
  • Built 2013

  Last Sold Summary

  • 10% Above List Price
  • $233/SF
  • 2 Days On Market

  Current Estimated Value $642,174

  Last Listing Agent Julie Corrado Coldwell Banker Realty

  1282 Summit Rd, Cheshire, CT 06410
• 

  Est $361,435 Not Listed For Sale

  101 Fawn Dr, Cheshire, CT 06410

  • 3 Beds
  • 1 Bath
  • 1,433 Sq Ft
  • Built 1955

  101 Fawn Dr, Cheshire, CT 06410

  Last Sold Summary

  • 25% Above List Price
  • $201/SF
  • 0 Days On Market

  Last Sold Price $288,000

  Last Listing Agent Phil Giampietro Coldwell Banker
• 

  /2

  $1,815,000 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
• 

  $315,000 Sold Sep 09, 2025

  11 Fairway Dr, Cheshire, CT 06410

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

  Last Sold Summary

  • 2% Above List Price
  • $299/SF
  • 10 Days On Market

  Current Estimated Value $305,759

  Last Listing Agent Rosalia Casorla Premier Re Group LLC

  11 Fairway Dr, Cheshire, CT 06410
• 

  Est $391,113 Not Listed For Sale

  212 Forest Ln, Cheshire, CT 06410

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1958

  212 Forest Ln, Cheshire, CT 06410

  Last Sold Summary

  • 19% Above List Price
  • $171/SF
  • 3 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Marc Seigel & Lauren Seigel-Gross RE/MAX
• 

  

  /3

  $1,299,000 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
• 

  $900,000 Sold Jun 27, 2025

  40 Kensington Ct, Cheshire, CT 06410

  • 4 Beds
  • 3.5 Baths
  • 3,459 Sq Ft
  • Built 2008

  Last Sold Summary

  • $260/SF
  • 2 Days On Market

  Current Estimated Value $923,472

  Last Listing Agent Elizabeth Urbanski Coldwell Banker Realty

  40 Kensington Ct, Cheshire, CT 06410
• 

  Est $339,426 Not Listed For Sale

  247 Forest Ln, Cheshire, CT 06410

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1956

  247 Forest Ln, Cheshire, CT 06410

  Last Sold Summary

  • 12% Above List Price
  • $301/SF
  • 4 Days On Market

  Last Sold Price $303,000

  Last Listing Agent Anthony Cervoni Redfin Corporation
• 

  

  /40

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 2,498 Sq Ft

  34 Nathan Hale Ct, Cheshire, CT 06410

  Welcome to this expansive Colonial nestled on almost 2 secluded acres in one of Cheshire's sought-after neighborhoods. Presenting 4 bedrooms (potential for a 5th) each with its own walk-in closet, this home provides exceptional space and flexibility. Step into the grand foyer, highlighted by a beautiful chandelier and a newer window that fills the entry with natural light. The main level offers a

  Stephanie Plaza Lamacchia Realty

  34 Nathan Hale Ct, Cheshire, CT 06410
• 

  $409,900 Sold Mar 26, 2025

  92 Westmore Rd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,180 Sq Ft
  • Built 1949

  Last Sold Summary

  • $347/SF
  • 7 Days On Market

  Current Estimated Value $410,213

  Last Listing Agent Paul Cranick eXp Realty

  92 Westmore Rd, Cheshire, CT 06410
• 

  Est $495,854 Not Listed For Sale

  80 Deanarose Place, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,951 Sq Ft
  • Built 2003

  80 Deanarose Place, Cheshire, CT 06410

  Last Sold Summary

  • 18% Above List Price
  • $215/SF
  • 52 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Beverly Welch Calcagni Real Estate
• 

  

  /8

  $190,000

  • Land
  • 1.84 Acres
  • $103,261 per Acre

  1116 Wallingford Rd, Cheshire, CT 06410

  Here's your opportunity to own a rare 1.8 acre lot in Cheshire. The existing home will be dismantled, leaving a clear, build-ready site for your dream home or investment property. Septic system will need to be replaced.

  Christopher John Mentley New Haus Group LLC

  1116 Wallingford Rd, Cheshire, CT 06410
• 

  $880,000 Sold Jun 06, 2025

  805 E Johnson Ave, Cheshire, CT 06410

  • 5 Beds
  • 4.5 Baths
  • 4,189 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Above List Price
  • $210/SF
  • 10 Days On Market

  Current Estimated Value $928,651

  Last Listing Agent Cindy Forlenzo Coldwell Banker Realty

  805 E Johnson Ave, Cheshire, CT 06410
• 

  Est $503,487 Not Listed For Sale

  70 Deanarose Place, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,951 Sq Ft
  • Built 2003

  70 Deanarose Place, Cheshire, CT 06410

  Last Sold Summary

  • 16% Above List Price
  • $223/SF
  • 32 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Tom Cavaliere Coldwell Banker Realty
• 

  

  /32

  $344,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,018 Sq Ft

  379 S Meriden Rd, Cheshire, CT 06410

  Charming and cozy cape-style home! This delightful 1,018 sq. ft. property is situated on a peaceful .34-acre lot and boasts beautiful views of the orchard. Inside, you'll find beautiful hardwood flooring, a living room with fireplace, dining area with large picture window that allows the sunshine to stream in. There are two spacious bedrooms. Enjoy the enclosed porch overlooking magnificent

  Stacey Deangelis Calcagni Real Estate

  379 S Meriden Rd, Cheshire, CT 06410
• 

  $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 $692,363

  Last Listing Agent Heidi Weed Lamacchia Realty

  12 N Pond Rd, Cheshire, CT 06410
• 

  Est $502,503 Not Listed For Sale

  25 Deanarose Place, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft
  • Built 2003

  25 Deanarose Place, Cheshire, CT 06410

  Last Sold Summary

  • 12% Above List Price
  • $230/SF
  • 20 Days On Market

  Last Sold Price $449,900

  Last Listing Agent Beverly Welch Calcagni Real Estate
• 

  

  /13

  $674,900 Pending

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

  88 Shea Cir Unit 88, 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,

  Michael Helmuth EG Group Realty LLC

  88 Shea Cir Unit 88, 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 $422,955

  Last Listing Agent Phil Giampietro Coldwell Banker Realty

  19 Heath Ct, Cheshire, CT 06410
• 

  Est $493,422 Not Listed For Sale

  1199 S Main St, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • Built 1965

  1199 S Main St, Cheshire, CT 06410

  Last Sold Summary

  • 27% Above List Price
  • $187/SF
  • 143 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Fernando Barreiro Weichert Corporate

Showing Results 161 - 200, Page 5 of 18