Cheshire, CT Homes

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  /26

  $849,900

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

  1731 Marion Rd, Cheshire, CT 06410

  Welcome to this exceptional estate set deep off the road on 3.3 private, beautifully wooded acres in Cheshire, Connecticut. The main residence offers over 4,000 sq. ft. of living space, combining comfort, elegance, and versatility for today's lifestyle. Inside, you'll find five generous bedrooms, multiple living and entertaining areas, and a warm, inviting fireplace on the main level. The fully

  Nancy Newman LPT Realty

  1731 Marion Rd, Cheshire, CT 06410
• 

  $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

  Current Estimated Value $703,092

  Last Listing Agent Karen Brimberg William Raveis Real Estate

  20 Bramble Way, Cheshire, CT 06410
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  Est $660,941 Not Listed For Sale

  234 Old Lane Rd, Cheshire, CT 06410

  • 4 Beds
  • 4 Baths
  • 4,408 Sq Ft
  • Built 1952

  234 Old Lane Rd, Cheshire, CT 06410

  Last Sold Summary

  • 28% Above List Price
  • $117/SF
  • 23 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Mark Forte Finish Line Realty
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  /27

  $539,000

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

  8 Soderman Way Unit 8, Cheshire, CT 06410

  Welcome to this stunning 2-year-young townhouse offering modern design and exceptional comfort. The open-concept main level is ideal for both everyday living and entertaining, featuring a beautiful kitchen with sleek quartz countertops, ample cabinetry, and a seamless flow into the living and dining areas. Rich hardwood flooring spans the entire first floor and continues through the upper-level

  Tracey Fiasconaro Berkshire Hathaway NE Prop.

  8 Soderman Way Unit 8, Cheshire, CT 06410
• 

  $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 $479,543

  Last Listing Agent Sarah Kolman The Heritage Group, LLC

  18 Hawthorne Dr, Cheshire, CT 06410
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  Est $549,213 Not Listed For Sale

  151 Corliss Ln, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 2,103 Sq Ft
  • Built 1937

  151 Corliss Ln, Cheshire, CT 06410

  Last Sold Summary

  • 29% Above List Price
  • $202/SF
  • 6 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Melanie Ricci Coldwell Banker
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  /37

  $779,900 Coming Soon

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

  46 Soderman Way Unit 46, Cheshire, CT 06410

  Welcome to this stunning, practically brand-new 2,975 sq. ft. condo, built in 2024 and thoughtfully designed for modern living. Over $150,000 of upgrades! Immaculate and move-in ready, this open-concept home offers the perfect blend of style, comfort, and convenience in a fantastic location. The spacious first-floor primary suite features an elegant tray ceiling, a generous walk-in closet, and a

  Stanley Martone Lamacchia Realty

  46 Soderman Way Unit 46, Cheshire, CT 06410
• 

  $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

  Current Estimated Value $455,557

  Last Listing Agent Owen Evans William Raveis Real Estate

  634 Cornwall Ave, Cheshire, CT 06410
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  Est $377,608 Not Listed For Sale

  89 Corliss Ln, Cheshire, CT 06410

  • 1 Bed
  • 1.5 Baths
  • 1,599 Sq Ft
  • Built 1930

  89 Corliss Ln, Cheshire, CT 06410

  Last Sold Summary

  • 14% Above List Price
  • $206/SF
  • 2 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Jordan Ostrofsky 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
• 

  $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 $216,742

  Last Listing Agent Jessica Danard Coldwell Banker Realty

  80 Southwick Ct Unit 202, Cheshire, CT 06410
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  Est $696,685 Not Listed For Sale

  30 Pine Brook Ct, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,677 Sq Ft
  • Built 1986

  30 Pine Brook Ct, Cheshire, CT 06410

  Last Sold Summary

  • 14% Above List Price
  • $228/SF
  • 8 Days On Market

  Last Sold Price $610,000

  Last Listing Agent Agnes Nawrocki William Raveis Real Estate
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  /20

  $529,900 Pending

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

  136 Shea Cir Unit 136, 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

  136 Shea Cir Unit 136, Cheshire, CT 06410
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  $767,500 Sold Dec 09, 2025

  31 Nathan Hale Ct, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 3,427 Sq Ft
  • Built 1998

  Last Sold Summary

  • 7% Above List Price
  • $224/SF
  • 17 Days On Market

  Current Estimated Value $744,421

  Last Listing Agent Dorothy Karska-Piech Calcagni Real Estate

  31 Nathan Hale Ct, Cheshire, CT 06410
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  Est $503,058 Not Listed For Sale

  1700 S Main St, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 2,009 Sq Ft
  • Built 1954

  1700 S Main St, Cheshire, CT 06410

  Last Sold Summary

  • 23% Above List Price
  • $204/SF
  • 32 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Michael Finoia Carl Guild & Associates
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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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  $350,000 Sold Apr 21, 2025

  91 Southwick Ct, Cheshire, CT 06410

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

  Last Sold Summary

  • 10% Above List Price
  • $345/SF
  • 3 Days On Market

  Current Estimated Value $361,210

  Last Listing Agent Robin Thurston Coldwell Banker Realty

  91 Southwick Ct, Cheshire, CT 06410
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  Est $430,195 Not Listed For Sale

  107 Bradford Dr, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1955

  107 Bradford Dr, Cheshire, CT 06410

  Last Sold Summary

  • 4% Above List Price
  • $363/SF
  • 4 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Gaye S. Barnett 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
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  $455,000 Sold Sep 30, 2025

  161 Laurel Terrace, Cheshire, CT 06410

  • 3 Beds
  • 3 Baths
  • 2,808 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Below List Price
  • $162/SF
  • 34 Days On Market

  Current Estimated Value $459,900

  Last Listing Agent Anshuman Singh LPT Realty - IConn Team

  161 Laurel Terrace, Cheshire, CT 06410
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  Est $543,348 Not Listed For Sale

  1450 S Main St, Cheshire, CT 06410

  • 4 Beds
  • 3.5 Baths
  • 2,548 Sq Ft
  • Built 1993

  1450 S Main St, Cheshire, CT 06410

  Last Sold Summary

  • 13% Above List Price
  • $189/SF
  • 91 Days On Market

  Last Sold Price $481,000

  Last Listing Agent Nickolaus Ogle Skyview Realty LLC
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  /9

  $789,000 New Construction

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

  1050 Jarvis St, Cheshire, CT 06410

  Brand-new construction completed on 12/12/2025 and currently receiving final finishing touches by the owner. This beautiful home offers 4 spacious bedrooms, 3 full bathrooms, and a 2-car garage with an additional 506 square feet of garage space. The Town has issued the Certificate of Occupancy (CO). Thoughtfully designed layout with modern finishes throughout. A rare opportunity to own a newly

  Carlos Ventura Ventura Group Realty LLC

  1050 Jarvis St, Cheshire, CT 06410
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  $944,660 Sold Dec 05, 2025

  1611 Blackberry Place, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,459 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Above List Price
  • $384/SF
  • 10 Days On Market

  Last Listing Agent Kathleen Maloney Coldwell Banker Realty

  1611 Blackberry Place, Cheshire, CT 06410
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  Est $787,571 Not Listed For Sale

  3 Mulberry Ct, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,594 Sq Ft
  • Built 1987

  3 Mulberry Ct, Cheshire, CT 06410

  Last Sold Summary

  • 7% Above List Price
  • $283/SF
  • 5 Days On Market

  Last Sold Price $735,000

  Last Listing Agent Katherine Smith Berkshire Hathaway Home Services
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  /38

  $725,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,377 Sq Ft

  35 Stonehenge Place, Cheshire, CT 06410

  Discover the perfect blend of architectural style and natural beauty in this welcoming mid-century modern home. Tucked away at the end of a quiet cul-de-sac in Southern Cheshire, this residence offers a peaceful lifestyle with a backyard that borders the Mill River and protected Cheshire Land Trust woodland. Designed to bring the outdoors in, the home features stunning walls of windows that frame

  Kate Esposito William Pitt Sotheby's Int'l

  35 Stonehenge Place, Cheshire, CT 06410
• 

  $555,000 Sold Jan 05, 2026

  160 Willow St, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Below List Price
  • $318/SF
  • 69 Days On Market

  Current Estimated Value $556,307

  Last Listing Agent Melissa Kearns Great Estates, CT

  160 Willow St, Cheshire, CT 06410
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  Est $422,663 Not Listed For Sale

  323 Fenn Rd, Cheshire, CT 06410

  • 3 Beds
  • 1 Bath
  • 1,473 Sq Ft
  • Built 1940

  323 Fenn Rd, Cheshire, CT 06410

  Last Sold Summary

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

  Last Sold Price $360,000

  Last Listing Agent Heidi Weed Lamacchia Realty
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  /35

  $720,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,380 Sq Ft

  23 N Pond Rd, Cheshire, CT 06410

  Tucked into Cheshire's Pondside neighborhood, this classic colonial welcomes you with a beautifully remodeled eat in kitchen featuring granite counters, hardwood floors, and sliders that open to easy indoor outdoor living. The main level offers both formal living and dining rooms plus a cozy family room with fireplace, creating the kind of layout that fits everyday comfort and effortless

  Julie Corrado Coldwell Banker Realty

  23 N Pond Rd, Cheshire, CT 06410
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  $683,000 Sold Feb 03, 2026

  462 Castle Glenn, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 3,290 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Below List Price
  • $208/SF
  • 49 Days On Market

  Current Estimated Value $706,242

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

  462 Castle Glenn, Cheshire, CT 06410
• 

  Est $671,531 Not Listed For Sale

  1642 Deerfield Ct, Cheshire, CT 06410

  • 3 Beds
  • 3.5 Baths
  • 3,004 Sq Ft
  • Built 1983

  1642 Deerfield Ct, Cheshire, CT 06410

  Last Sold Summary

  • 7% Above List Price
  • $208/SF
  • 59 Days On Market

  Last Sold Price $624,800

  Last Listing Agent Beverly Welch Calcagni Real Estate
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  /40

  $849,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,815 Sq Ft

  1412 Marion Ave, Cheshire, CT 06410

  HOUSE IS FRAMED AND READY FOR BUYER CHOICES! GREAT NEW CONSTRUCTION READY FOR QUICK DELIVERY FOR NEW OWNERS!! Amazing open layout on this modern colonial. This home is perfect for entertaining with a huge kit island open to a spacious Family Room. The floor plan is versatile with 4 bedrooms on the second floor and an optional 5th bedroom/office on the main level. Perfect for a work from home

  Roy Evjen Evjen Agency

  1412 Marion Ave, Cheshire, CT 06410
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  $410,000 Sold May 09, 2025

  102 Flagler Ave, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft
  • Built 1955

  Last Sold Summary

  • $221/SF
  • 64 Days On Market

  Current Estimated Value $423,173

  Last Listing Agent Steven Vastola KW Legacy Partners

  102 Flagler Ave, Cheshire, CT 06410
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  Est $706,593 Not Listed For Sale

  370 Mount Sanford Rd, Cheshire, CT 06410

  • 4 Beds
  • 4 Baths
  • 2,844 Sq Ft
  • Built 1994

  370 Mount Sanford Rd, Cheshire, CT 06410

  Last Sold Summary

  • 44% Above List Price
  • $172/SF
  • 73 Days On Market

  Last Sold Price $490,000

  Last Listing Agent Mark Gracia William Raveis Real Estate
• 

  /2

  $1,959,900

  • 5 Beds
  • 4.5 Baths
  • 7,762 Sq Ft

  764 Bethany Mountain Rd, Cheshire, CT 06410

  Inspiring country home. Inground pool, tennis court and equestrian features.

  Joel Matson Coldwell Banker Realty

  764 Bethany Mountain Rd, Cheshire, CT 06410
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  $285,000 Sold Sep 04, 2025

  52 Currier Way, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,408 Sq Ft
  • Built 1980

  Last Sold Summary

  • 14% Above List Price
  • $202/SF
  • 33 Days On Market

  Current Estimated Value $284,268

  Last Listing Agent Beverly Welch Calcagni Real Estate

  52 Currier Way, Cheshire, CT 06410
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  Est $490,430 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

  • 9% Above List Price
  • $222/SF
  • 75 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Diane Beckwith Popolizio William Raveis Real Estate
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  /18

  $299,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 2,016 Sq Ft

  1674 Byam Rd, Cheshire, CT 06410

  Charming two-bedroom Ranch with a fantastic location. Open kitchen view to the living room. Plenty of natural light. Full basement with a cozy fireplace for possible pellet stove insert, with potential for finishing for a family den. Primary bedroom has plenty of closet space. Large back deck with a level yard for entertaining or gardening. New Roof with solar lease of $140/m. Plenty of parking

  Jesica Beaulieu Dave Jones Realty, LLC

  1674 Byam Rd, Cheshire, CT 06410
• 

  $530,000 Sold Sep 05, 2025

  5 Soderman Way Unit 5, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Built 2023

  Last Sold Summary

  • 9% Below List Price
  • $286/SF
  • 69 Days On Market

  Last Listing Agent Justin Guerrera Regency Real Estate, LLC

  5 Soderman Way Unit 5, Cheshire, CT 06410
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  Est $1,517,928 Not Listed For Sale

  85 Mountain Brook Dr, Cheshire, CT 06410

  • 5 Beds
  • 5 Baths
  • 6,000 Sq Ft
  • Built 1981

  85 Mountain Brook Dr, Cheshire, CT 06410

  Last Sold Summary

  • 15% Above List Price
  • $221/SF
  • 335 Days On Market

  Last Sold Price $1,325,000

  Last Listing Agent Iris Meyer William Raveis Real Estate
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  /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

Showing Results 81 - 120, Page 3 of 18