11,849

Cheshire, CT Homes

Section Image
    • 1700 S Main St, Cheshire, CT 06410

      Est $519,011

      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

      • 32 Days On Market

      Last Listing Agent Michael Finoia Carl Guild & Associates

  • 3 Wadsworth Ln, Cheshire, CT 06410
    3 Wadsworth Ln, Cheshire, CT 06410
    3 Wadsworth Ln, Cheshire, CT 06410
    /40

    $669,000

    • 3 Beds
    • 3 Baths
    • 3,702 Sq Ft

    3 Wadsworth Ln, Cheshire, CT 06410

    CHESHIRE CROSSING! Wonderful active adult 55+ over community surrounded by natural woodlands and features sidewalks throughout to enjoy the privacy.Original Model home, professionally decorated and designed with custom window treatments, abudance of recessed lighting and beautiful finishes throughout. This spacious, stunning home is in pristine condition and has has over 2,800 s.f. Fabulous

    Karen Brimberg William Raveis Real Estate

    3 Wadsworth Ln, Cheshire, CT 06410
  • 112 Laurel Terrace, Cheshire, CT 06410

    $426,500

    Sold Jan 13, 2026

    112 Laurel Terrace, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 1957

    Last Sold Summary

    • 2% Above List Price
    • $304/SF
    • 14 Days On Market

    Current Estimated Value $445,960

    Last Listing Agent Douglas Ledewitz Pulse Realty LLC

    112 Laurel Terrace, Cheshire, CT 06410
    • 1701 S Main St, Cheshire, CT 06410

      Est $581,156

      Not Listed For Sale

      1701 S Main St, Cheshire, CT 06410

      • 3 Beds
      • 2 Baths
      • 3,052 Sq Ft
      • Built 1740
      1701 S Main St, Cheshire, CT 06410

      Last Sold Summary

      • 64 Days On Market

      Last Listing Agent KD Kling William Raveis Real Estate

  • 270 Guinevere Ridge, Cheshire, CT 06410
    270 Guinevere Ridge, Cheshire, CT 06410
    270 Guinevere Ridge, Cheshire, CT 06410
    /40

    $579,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,883 Sq Ft

    270 Guinevere Ridge, Cheshire, CT 06410

    Thoughtfully updated and exceptionally maintained, this 4 bedroom, 2 full bathroom "saltbox" colonial offers classic New England charm with modern comfort in a highly desirable North Cheshire neighborhood. Major improvements include a new furnace and A/C (2024), oil tank (2024), hot water heater (2025), chimney liner (2026), and front entry door (2026), giving you peace of mind for years to come.

    Michael Weaver Real Broker CT, LLC

    270 Guinevere Ridge, Cheshire, CT 06410
  • 35 Southwick Ct Unit 35, Cheshire, CT 06410

    $360,000

    Sold Sep 09, 2026

    35 Southwick Ct Unit 35, Cheshire, CT 06410

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1997

    Last Sold Summary

    • 3% Above List Price
    • $333/SF
    • 31 Days On Market

    Current Estimated Value $338,541

    Last Listing Agent Beth Cantor Coldwell Banker Realty

    35 Southwick Ct Unit 35, Cheshire, CT 06410
    • 107 Bradford Dr, Cheshire, CT 06410

      Est $445,502

      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 Days On Market

      Last Listing Agent Gaye S. Barnett Coldwell Banker Realty

  • 72 Willow St, Cheshire, CT 06410
    72 Willow St, Cheshire, CT 06410
    72 Willow St, Cheshire, CT 06410
    /37

    $484,900

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft

    72 Willow St, Cheshire, CT 06410

    Amazing quality and custom workmanship throughout this colonial featuring Kitchen with coffered ceiling, Kraft-Maid hickory kitchen cabinets, granite counters, copper backsplash, tongue and groove ceilings & recessed lighting! Vaulted wood ceiling in family room with cultured stone propane fireplace & ceiling fan. Dining room has crown molding and open to kitchen. Formal living room with built in

    Roberta Havlick William Raveis Real Estate

    72 Willow St, Cheshire, CT 06410
  • 20 Bramble Way, 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 $715,779

    Last Listing Agent Karen Brimberg William Raveis Real Estate

    20 Bramble Way, Cheshire, CT 06410
    • 1450 S Main St, Cheshire, CT 06410

      Est $558,079

      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

      • 91 Days On Market

      Last Listing Agent Nickolaus Ogle Skyview Realty LLC

  • 80 Contour Dr, Cheshire, CT 06410
    80 Contour Dr, Cheshire, CT 06410
    80 Contour Dr, Cheshire, CT 06410
    /40

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    80 Contour Dr, Cheshire, CT 06410

    Welcome to this beautifully maintained, freshly painted, move-in-ready home offering the perfect blend of one-level living, modern style, and convenience. This property features 3 bedrooms and 2 full bathrooms, highlighted by an open and inviting floor plan with gleaming hardwood floors throughout. Enjoy a beautifully updated kitchen (2016) featuring a functional breakfast bar that flows

    Jake Cordelli Cordelli Realty LLC

    80 Contour Dr, Cheshire, CT 06410
  • 1718 Musso View Ave, Cheshire, CT 06410

    $280,000

    Sold Jul 16, 2026

    1718 Musso View Ave, Cheshire, CT 06410

    • 2 Beds
    • 1.5 Baths
    • 1,784 Sq Ft
    • Built 1954

    Last Sold Summary

    • 14% Below List Price
    • $157/SF
    • 62 Days On Market

    Current Estimated Value $308,703

    Last Listing Agent Uniel Critchley eXp Realty

    1718 Musso View Ave, Cheshire, CT 06410
    • 11 Mulberry Ct, Cheshire, CT 06410

      Est $815,338

      Not Listed For Sale

      11 Mulberry Ct, Cheshire, CT 06410

      • 4 Beds
      • 2.5 Baths
      • 2,376 Sq Ft
      • Built 1993
      11 Mulberry Ct, Cheshire, CT 06410

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Tyler Della Valle Dow Della Valle

  • 768 N Brooksvale Rd, Cheshire, CT 06410
    768 N Brooksvale Rd, Cheshire, CT 06410
    768 N Brooksvale Rd, Cheshire, CT 06410
    /39

    $699,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 2,447 Sq Ft

    768 N Brooksvale Rd, Cheshire, CT 06410

    Charm abounds in this custom built reproduction Saltbox completely remodeled down to the studs featuring 5 bedrooms and 3 1/2 tiled baths. Home is in a picturesque setting with spring fed pond on almost 2 acres. Sparkling hardwood floors througout the home. Gracious large living room features hardwood floors, fireplace and wood storage box. Brand new kithen remodeled down to the studs, featuring

    Roberta Havlick William Raveis Real Estate

    768 N Brooksvale Rd, Cheshire, CT 06410
  • 103 Farview Dr, Cheshire, CT 06410

    $380,000

    Sold Jun 22, 2026

    103 Farview Dr, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 1,448 Sq Ft
    • Built 1959

    Last Sold Summary

    • 1% Above List Price
    • $262/SF
    • 45 Days On Market

    Current Estimated Value $384,039

    Last Listing Agent Jessica Keating William Raveis Real Estate

    103 Farview Dr, Cheshire, CT 06410
    • 3 Mulberry Ct, Cheshire, CT 06410

      Est $812,219

      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

      • 5 Days On Market

      Last Listing Agent Katie Smith Berkshire Hathaway NE Prop.

  • 1251 S Main St, Cheshire, CT 06410
    1251 S Main St, Cheshire, CT 06410
    1251 S Main St, Cheshire, CT 06410
    /39

    $599,900

    Open Sun 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 3,368 Sq Ft

    1251 S Main St, Cheshire, CT 06410

    Exceptional in-law potential with over 3,300 sq ft of finished interior space! Expansive and versatile home offering an ideal setup for extended living, along with numerous updates and amenities. Main level features a sun-filled living room with HW floors and large picture window, dining room with HW flooring and decorative chair rail. Very spacious eat-in kitchen features HW floors, island with

    Stacey Deangelis Calcagni Real Estate

    1251 S Main St, Cheshire, CT 06410
  • 634 Cornwall Ave, 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 $467,083

    Last Listing Agent Owen Evans William Raveis Real Estate

    634 Cornwall Ave, Cheshire, CT 06410
    • 323 Fenn Rd, Cheshire, CT 06410

      Est $429,949

      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

      • 6 Days On Market

      Last Listing Agent Heidi Weed Lamacchia Realty

  • 1827 Marion Rd, Cheshire, CT 06410
    1827 Marion Rd, Cheshire, CT 06410
    1827 Marion Rd, Cheshire, CT 06410
    /23

    $1,999,000

    • 4 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    1827 Marion Rd, Cheshire, CT 06410

    They are not making anymore land! Owner motivated to pass this beautiful property to a new owner! This colonial is situated on a 25.5 acres of rolling fields and wooded property. Offering includes house lot MBL 8-2 and MBL 1-2. Behind this property is hundreds of acres of town owned land. Great property to either use as a estate with lots of land, farming, maybe a few extra lots, or try to change

    Roy Evjen Evjen Agency

    1827 Marion Rd, Cheshire, CT 06410
  • 773 Devonwood Dr, Cheshire, CT 06410

    $780,000

    Sold Jun 25, 2026

    773 Devonwood Dr, Cheshire, CT 06410

    • 4 Beds
    • 3.5 Baths
    • 3,984 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $196/SF
    • 76 Days On Market

    Current Estimated Value $792,425

    Last Listing Agent Daniela Volo Calcagni Real Estate

    773 Devonwood Dr, Cheshire, CT 06410
    • 1642 Deerfield Ct, Cheshire, CT 06410

      Est $730,464

      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

      • 59 Days On Market

      Last Listing Agent Beverly Welch Calcagni Real Estate

  • Lot 13 Waterbury Rd, Cheshire, CT 06410
    Lot 13 Waterbury Rd, Cheshire, CT 06410
    Lot 13 Waterbury Rd, Cheshire, CT 06410
    /3

    $239,900

    • Land
    • 4.61 Acres
    • $52,039 per Acre

    Lot 13 Waterbury Rd, Cheshire, CT 06410

    4.61-Acre Lot on Waterbury Road, Cheshire. Discover the perfect blend of privacy and convenience with this stunning 4.61-acre lot located on Waterbury Road. This treed and rolling lot features a small stream in one corner, offering a serene and picturesque setting. Currently a single lot, it may be subdividable, providing potential for future development. Ideal for those seeking privacy and a

    Mark Foreman Press/Cuozzo Realtors

    Lot 13 Waterbury Rd, Cheshire, CT 06410
  • 31 Nathan Hale Ct, Cheshire, CT 06410

    $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 $793,041

    Last Listing Agent Dorothy Karska-Piech Calcagni Real Estate

    31 Nathan Hale Ct, Cheshire, CT 06410
    • 370 Mount Sanford Rd, Cheshire, CT 06410

      Est $703,063

      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

      • 73 Days On Market

      Last Listing Agent Mark Gracia William Raveis Real Estate

  • 459 E Mitchell Ave Unit 459, Cheshire, CT 06410
    459 E Mitchell Ave Unit 459, Cheshire, CT 06410
    459 E Mitchell Ave Unit 459, Cheshire, CT 06410
    /26

    $160,000

    • 1 Bed
    • 1 Bath
    • 872 Sq Ft

    459 E Mitchell Ave Unit 459, Cheshire, CT 06410

    Welcome to easy, one-level living in Cheshire Hillside Village, a desirable 62+ active adult community. The standout feature of this inviting one-bedroom condo is its large, open floor plan with generously sized rooms and a beautiful vaulted ceiling in the living room, creating a spacious, airy setting that is ideal for entertaining and everyday living. Located on the upper level, this

    Melissa Mesite Coldwell Banker Realty

    459 E Mitchell Ave Unit 459, Cheshire, CT 06410
  • 161 Laurel Terrace, Cheshire, CT 06410

    $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 $489,358

    Last Listing Agent Anshuman Singh LPT Realty - IConn Team

    161 Laurel Terrace, Cheshire, CT 06410
    • 140 Bradford Dr, Cheshire, CT 06410

      Est $510,514

      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

      Last Listing Agent Diane Beckwith Popolizio William Raveis Real Estate

  • 886 Coleman Rd, Cheshire, CT 06410
    886 Coleman Rd, Cheshire, CT 06410
    886 Coleman Rd, Cheshire, CT 06410
    /3

    $315,000

    $60K PRICE DROP
    • Land
    • 1.85 Acres
    • $170,270 per Acre

    886 Coleman Rd, Cheshire, CT 06410

    886 Coleman Road is a 1.85 acre mostly level and gently wooded parcel with mature trees. It offers natural beauty abundant with wildlife. Located in the South end of Cheshire- it is known as Lot 3 of The Carol Ridge Subdivision. The spot offers a respite from the day- yet it is conveniently located within an easy commute from New Haven, Quinnipiac University and Yale. This makes it well suited

    Donna Myjak CRS,SRES,SRS Berkshire Hathaway NE Prop.

    886 Coleman Rd, Cheshire, CT 06410
  • 1611 Blackberry Place, Cheshire, CT 06410

    $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
    • 196 Harrison Rd, Cheshire, CT 06410

      Est $391,486

      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

      Last Listing Agent Ariel Tortora William Raveis Real Estate

  • 98 Merwin Cir, Cheshire, CT 06410
    98 Merwin Cir, Cheshire, CT 06410
    98 Merwin Cir, Cheshire, CT 06410
    /40

    $599,900

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

    98 Merwin Cir, Cheshire, CT 06410

    Enjoy spacious ranch living and beautiful outdoor surroundings at 98 Merwin Circle in South Cheshire! A welcoming front porch, lovely gardens, and professionally landscaped grounds create an inviting setting for this home, offering 1,848 square feet on the main level plus approximately 900 square feet of finished living space in the walkout lower level. The generous living room features a

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    98 Merwin Cir, Cheshire, CT 06410
  • 160 Willow St, 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 $557,634

    Last Listing Agent Melissa Kearns Great Estates, CT

    160 Willow St, Cheshire, CT 06410
    • 248 Harrison Rd, Cheshire, CT 06410

      Est $696,511

      Not Listed For Sale

      248 Harrison Rd, Cheshire, CT 06410

      • 4 Beds
      • 2.5 Baths
      • 2,356 Sq Ft
      • Built 1988
      248 Harrison Rd, Cheshire, CT 06410

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Michael O'Neill Coldwell Banker Realty

  • 15 Melrose Dr, Cheshire, CT 06410
    15 Melrose Dr, Cheshire, CT 06410
    /2

    $1,300,000

    New Construction Pending
    • 4 Beds
    • 5 Baths
    • 4,379 Sq Ft

    15 Melrose Dr, Cheshire, CT 06410

    Last lot at the Orchard View Subdivision! Currently under construction! At 3,579 square feet, there's a space for everyone! On the main level you'll find hardwood floors throughout and an open concept kitchen and family room. While all the ceilings on the main level are 9ft, the family room is open to the second floor creating an incredible airy and open feel. You'll also have a study/office to

    Dori Degennaro William Raveis Real Estate

    15 Melrose Dr, Cheshire, CT 06410
  • 462 Castle Glenn, Cheshire, CT 06410

    $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 $723,840

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

    462 Castle Glenn, Cheshire, CT 06410
    • 437 Mount Sanford Rd, Cheshire, CT 06410

      Est $759,629

      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

      Last Listing Agent Stacey Deangelis Calcagni Real Estate

  • 225 Timber Ln, Cheshire, CT 06410
    225 Timber Ln, Cheshire, CT 06410
    225 Timber Ln, Cheshire, CT 06410
    /40

    $529,900

    Under Contract
    • 2 Beds
    • 2.5 Baths
    • 1,810 Sq Ft

    225 Timber Ln, Cheshire, CT 06410

    Tucked well back from the road on 4.13 beautiful acres, this inviting Raised Ranch offers a peaceful, private setting surrounded by nature and lovely garden areas. The home features 1,234 sq. ft. on the main level plus an additional 576 sq. ft. of beautifully finished living space in the walk-out lower level. The light and bright main level features a beautifully updated kitchen with white

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    225 Timber Ln, Cheshire, CT 06410
  • 16 Melrose Dr, Cheshire, CT 06410

    $1,310,000

    Sold May 29, 2026

    16 Melrose Dr, Cheshire, CT 06410

    • 4 Beds
    • 5 Baths
    • 4,519 Sq Ft
    • Built 2022

    Last Sold Summary

    • 3% Below List Price
    • $290/SF
    • 8 Days On Market

    Last Listing Agent Dori Degennaro William Raveis Real Estate

    16 Melrose Dr, Cheshire, CT 06410
    • 215 Mountain Brook Dr, Cheshire, CT 06410

      Est $814,682

      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

      Last Listing Agent Sarah Kolman The Heritage Group, LLC

Showing Results 81 - 120, Page 3 of 18

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