Cheshire, CT Homes

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  /26

  $849,900

  • 5 Beds
  • 3 Baths
  • 4,352 Sq Ft

  1731 Marion Rd, Cheshire, CT 06410

  Unique Multi-Home Property on Over 3 Private Acres! A rare opportunity to own two homes on one beautiful property in a peaceful, private setting. Property Highlights: Over 3 acres of land R-40 zoning - ideal for farming, gardening, horses, or hobby farm potential Quiet country setting surrounded by nature Endless possibilities for multi-generational living, rental income, or guest house Main

  Nancy Newman LPT Realty

  1731 Marion Rd, 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 $280,258 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

  • 11% Above List Price
  • $220/SF
  • 4 Days On Market

  Last Sold Price $253,000

  Last Listing Agent Sam Ratner Keller Williams Realty Prtnrs.
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  /23

  $209,000 Pending

  • 1 Bed
  • 1 Bath
  • 807 Sq Ft

  80 Southwick Ct Unit 201, Cheshire, CT 06410

  This beautiful one bedroom of Southwick at Cheshire is just what you've been looking for. Southwick at Cheshire is a 55+ community with beautiful grounds, a cozy communal library, billiard room, and many common spaces for social exchange. This single owner unit has been thoughtfully maintained for nearly 20 years. Upgrades include maple hardwood floors throughout kitchen and dining/living area,

  Rebecca Bower Forever Homes Real Estate LLC

  80 Southwick Ct Unit 201, 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 $388,565

  Last Listing Agent Colleen Caron Barrieau Realty Signature Prop

  3 Cedar Ln, Cheshire, CT 06410
• 

  Est $329,792 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

  • 10% Above List Price
  • $296/SF
  • 3 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Carolyn Racki William Raveis Real Estate
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  /26

  $1,600,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 5,159 Sq Ft

  9 Melrose Dr Unit 6, Cheshire, CT 06410

  Presenting the Old Lyme model! This 4,015 sq ft TO BE BUILT colonial plan is perfection! This house has so many of today's must haves starting with a 2 story foyer, creating an grand entrance. Should you enter through the garage, you will walk through the mudroom with ship lap walls. The main living space on the first floor is a true open concept layout, from the spacious Eat in Kitchen into the

  Dori Degennaro William Raveis Real Estate

  9 Melrose Dr Unit 6, 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 $675,320

  Last Listing Agent Carly Kirsch Lamacchia Realty

  295 Hotchkiss Ridge, Cheshire, CT 06410
• 

  Est $558,930 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

  • 19% Above List Price
  • $249/SF
  • 2 Days On Market

  Last Sold Price $470,000

  Last Listing Agent Brian Kubeck Coldwell Banker
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  /34

  $369,900 Pending

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

  73 Southwick Ct Unit 73, Cheshire, CT 06410

  Beautiful Manor home at Southwick, a 55+ community offering maintenance-free living and professional landscaping. This wonderful home is conveniently located just minutes away from shopping, medical facilities, and dining. It features a bright and airy living room with soaring cathedral ceiling with brand new wood floors and a large French door that leads to an enclosed private paver patio area.

  Beverly Welch Calcagni Real Estate

  73 Southwick Ct Unit 73, 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 $682,927

  Last Listing Agent Tracie Sires Press/Cuozzo Realtors

  15 Royalwood Ct, Cheshire, CT 06410
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  Est $389,489 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

  • 20% Above List Price
  • $209/SF
  • 30 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Emma Funaro LPT Realty
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  /2

  $1,455,100 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,785 Sq Ft

  8 Melrose Dr, Cheshire, CT 06410

  Presenting.... The Quintessential Modern Farmhouse. This TO BE BUILT custom colonial was thoughtfully designed to be Functional and Comfortable! On the exterior of the home will be white vinyl siding and black windows. The floor plan of this home possesses a timeless quality! It will have 5 generous sized bedrooms, one of which is located on the first floor, giving the option of the Primary suite

  Dori Degennaro William Raveis Real Estate

  8 Melrose Dr, 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 $750,460

  Last Listing Agent Brian Botti Botti Realty

  55 Pine Brook Ct, Cheshire, CT 06410
• 

  Est $760,320 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

  • 11% Above List Price
  • $258/SF
  • 4 Days On Market

  Last Sold Price $682,000

  Last Listing Agent Norinne Byrne Calcagni Real Estate
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  /40

  $850,000 Pending

  • 5 Beds
  • 5 Baths
  • 3,919 Sq Ft

  85 Inverness Ct, Cheshire, CT 06410

  Welcome to your dream home at 85 Inverness Court, a private oasis nestled in one of Cheshire's most desirable neighborhoods. Just moments from scenic hiking trails, & waterfalls, including Roaring Brook Park This spacious and thoughtfully designed 5-bedroom residence offers the perfect blend of luxury, function, and tranquility. At the heart of the home is a chef's dream kitchen - a true culinary

  Matt Healy Coldwell Banker Realty

  85 Inverness Ct, Cheshire, CT 06410
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  $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
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  Est $635,651 Not Listed For Sale

  10 Cook Hill Rd, Cheshire, CT 06410

  • 4 Beds
  • 3.5 Baths
  • 2,906 Sq Ft
  • Built 2004

  10 Cook Hill Rd, Cheshire, CT 06410

  Last Sold Summary

  • 5% Above List Price
  • $208/SF
  • 100 Days On Market

  Last Sold Price $603,000

  Last Listing Agent Lani Liu-Helisch Sovereign Properties
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  /28

  $199,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,790 Sq Ft

  1116 Wallingford Rd, Cheshire, CT 06410

  Opportunity awaits at this historic property in the heart of Cheshire. Situated on Wallingford Road, this home offers a rare chance for investors, builders, or visionaries to restore or completely reimagine a piece of local history. The existing structure is in need of a full rebuild, presenting the perfect blank canvas to create a custom residence tailored to today's standards while preserving

  Christopher John Mentley New Haus Group LLC

  1116 Wallingford Rd, 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 $349,245

  Last Listing Agent Roberta Whalen LAER Realty Partners

  17 Ives Hill Ct, Cheshire, CT 06410
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  Est $489,352 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

  • 16% Above List Price
  • $337/SF
  • 4 Days On Market

  Last Sold Price $421,000

  Last Listing Agent Patricia Moreggi Coldwell Banker
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  /18

  $1,299,000 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
• 

  $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 $710,753

  Last Listing Agent Chiranjivi Neupane Onest Real Estate

  15 Contour Dr, Cheshire, CT 06410
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  Est $672,899 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

  • 7% Above List Price
  • $244/SF
  • 17 Days On Market

  Last Sold Price $630,000

  Last Listing Agent Stephano Stravoravdis Real Broker CT, LLC
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  /34

  $585,000

  • 3 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  145 Percival Dr, Cheshire, CT 06410

  Perfectly positioned on just under an acre along a desirable residential street, this classic center hall Colonial offers timeless curb appeal w/ its symmetrical front facade, nine windows across, and a welcoming main entrance w/ sidelights & detailed trim. Low-maintenance vinyl siding and a two-car attached garage add to the home's everyday ease. Inside, you'll find over 2,456 sf of living

  Matthew Nuzie RE/MAX Right Choice

  145 Percival Dr, Cheshire, CT 06410
• 

  $260,000 Sold Jul 07, 2025

  480 Radmere Rd Unit A, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,202 Sq Ft
  • Built 1968

  Last Sold Summary

  • 9% Above List Price
  • $216/SF
  • 47 Days On Market

  Current Estimated Value $270,578

  Last Listing Agent Courtney Angelicola Coldwell Banker Realty

  480 Radmere Rd Unit A, Cheshire, CT 06410
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  Est $372,430 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

  • 13% Above List Price
  • $171/SF
  • 3 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Marc Seigel & Lauren Seigel-Gross RE/MAX
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  /40

  $699,900 Pending

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

  22 Soderman Way, Cheshire, CT 06410

  Come enjoy nearly new construction at The Reserve at Stonebridge. Built in 2024, this home offers modern features with a comfortable, welcoming feel. It sits on a desirable Phase 1 lot with natural gas and includes several high end upgrades throughout. The open living layout features a well designed kitchen with ample storage, a coffee bar, beverage fridge, and gas range, making it ideal for both

  Craig McCabe LPT Realty

  22 Soderman Way, Cheshire, CT 06410
• 

  $415,000 Sold Jul 10, 2025

  1848 Waterbury Rd, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,955 Sq Ft
  • Built 1967

  Last Sold Summary

  • 10% Below List Price
  • $212/SF
  • 62 Days On Market

  Current Estimated Value $437,313

  Last Listing Agent Tamikque Escourse Coldwell Banker Realty

  1848 Waterbury Rd, Cheshire, CT 06410
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  Est $350,002 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

  • 16% Above List Price
  • $301/SF
  • 4 Days On Market

  Last Sold Price $303,000

  Last Listing Agent Anthony Cervoni Redfin Corporation
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  /30

  $429,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  261 Winthrop Dr, Cheshire, CT 06410

  Beautifully maintained and fully updated 3-bedroom, 2 full bath ranch located in Cheshire. This move-in ready home features laminate flooring throughout the main level, with cathedral ceilings and an open-concept layout that allows for abundance of natural light. The eat-in kitchen is equipped with quartz countertops, stainless steel appliances, and a center island that provides additional prep

  Cheryl Rosadino Berkshire Hathaway NE Prop.

  261 Winthrop Dr, Cheshire, CT 06410
• 

  $647,250 Sold Dec 30, 2025

  48 Willow St, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,494 Sq Ft
  • Built 2017

  Last Sold Summary

  • 3% Above List Price
  • $260/SF
  • 5 Days On Market

  Current Estimated Value $649,761

  Last Listing Agent Alex LaRosa Coldwell Banker Realty

  48 Willow St, Cheshire, CT 06410
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  Est $489,020 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

  • 16% Above List Price
  • $215/SF
  • 52 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Beverly Welch Calcagni Real Estate
• 

  

  /25

  $309,888 Pending

  • 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
• 

  $330,000 Sold May 30, 2025

  25 Atwater Place, Cheshire, CT 06410

  • 3 Beds
  • 1 Bath
  • 1,079 Sq Ft
  • Built 1920

  Last Sold Summary

  • 6% Above List Price
  • $306/SF
  • 41 Days On Market

  Last Listing Agent Allison Hughes William Raveis Real Estate

  25 Atwater Place, Cheshire, CT 06410
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  Est $480,289 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

  • 10% Above List Price
  • $223/SF
  • 32 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Tom Cavaliere Coldwell Banker Realty
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  /28

  $399,900 Pending

  • 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
• 

  $725,000 Sold Dec 02, 2025

  10 W Ridge Ct, Cheshire, CT 06410

  • 4 Beds
  • 3.5 Baths
  • 2,709 Sq Ft
  • Built 2017

  Last Sold Summary

  • 14% Below List Price
  • $268/SF
  • 75 Days On Market

  Current Estimated Value $733,240

  Last Listing Agent Ken Demirs Regency Real Estate, LLC

  10 W Ridge Ct, Cheshire, CT 06410
• 

  Est $480,195 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

  • 7% Above List Price
  • $230/SF
  • 20 Days On Market

  Last Sold Price $449,900

  Last Listing Agent Beverly Welch Calcagni Real Estate
• 

  

  /40

  $350,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,044 Sq Ft

  383 Lincoln Dr, Cheshire, CT 06410

  Opportunity knocks in this ranch located in a desirable central Cheshire neighborhood with sidewalks to schools, shopping, and parks. This 3-bedroom home with 1 full and 2 half baths offers great space, a wonderful setting, and endless potential for the buyer ready to make it their own. Upon entry, you will find a spacious living room that is adjacent to an eat-in kitchen and a hallway that leads

  Brette Stern Calcagni Real Estate

  383 Lincoln Dr, Cheshire, CT 06410

Showing Results 201 - 240, Page 6 of 18