Cheshire, CT Homes

• 

  $445,000 Sold Nov 25, 2025

  1715 Musso View Ave, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,985 Sq Ft
  • Built 1954

  Last Sold Summary

  • 1% Below List Price
  • $224/SF
  • 102 Days On Market

  Current Estimated Value $447,439

  Last Listing Agent Zach Nichols West View Properties, LLC

  1715 Musso View Ave, Cheshire, CT 06410
• 

  Est $1,189,253 Not Listed For Sale

  65 Mountain Brook Dr, Cheshire, CT 06410

  • 4 Beds
  • 5.5 Baths
  • 5,993 Sq Ft
  • Built 1983

  65 Mountain Brook Dr, Cheshire, CT 06410

  Last Sold Summary

  • 32% Above List Price
  • $150/SF
  • 325 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Iris Meyer William Raveis Real Estate
• 

  

  

  /32

  $529,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,696 Sq Ft

  346 Village Dr, Cheshire, CT 06410

  Classic Colonial * 0.92-acre private lot * 4 BR, 2.1 BA * 1,696 sf * Quartz kitchen * Hardwood floors throughout * Fireplace family room * French doors to patio * Roof 2022 * Thermopane windows * Electric baseboard heat * Split system * 2-car garage Set on a peaceful 0.92-acre setting in the Town of Cheshire, 346 Village Drive offers classic New England style with thoughtful updates. The

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  346 Village Dr, Cheshire, CT 06410
• 

  $625,000 Sold Jan 07, 2026

  405 Sharon Dr, Cheshire, CT 06410

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft
  • Built 1967

  Last Sold Summary

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

  Current Estimated Value $584,863

  Last Listing Agent Kevin Kennedy Coldwell Banker Realty

  405 Sharon Dr, Cheshire, CT 06410
• 

  Est $806,375 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

  • 17% Above List Price
  • $212/SF
  • 52 Days On Market

  Last Sold Price $691,000

  Last Listing Agent Sarah Kolman The Heritage Group, LLC
• 

  

  /21

  $324,900

  • 2 Beds
  • 1 Bath
  • 822 Sq Ft

  34 Lakeview Ave, Cheshire, CT 06410

  Welcome to this charming ranch style single family home, thoughtfully updated and conveniently located just minutes from I84 and Route 8, with easy access to the Merritt Parkway and I91 for an easy commute. From the moment you walk in, you will appreciate the bright and refreshed feel throughout. The kitchen has been updated with quartz countertops, stainless steel appliances, and brand new

  Eric Chou eXp Realty

  34 Lakeview Ave, Cheshire, CT 06410
• 

  $717,575 Sold Jan 02, 2026

  80 Shea Cir, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Above List Price
  • $293/SF
  • 50 Days On Market

  Last Listing Agent Felicity LeClair EG Group Realty LLC

  80 Shea Cir, Cheshire, CT 06410
• 

  Est $765,073 Not Listed For Sale

  660 Boulder Rd, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,843 Sq Ft
  • Built 1756

  660 Boulder Rd, Cheshire, CT 06410

  Last Sold Summary

  • 10% Below List Price
  • $461/SF
  • 27 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Stacey Deangelis Calcagni Real Estate
• 

  /2

  $360,000

  • Land
  • 1.85 Acres
  • $194,595 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
• 

  $357,000 Sold Apr 18, 2025

  48 Alison Dr, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,354 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Above List Price
  • $264/SF
  • 47 Days On Market

  Current Estimated Value $392,276

  Last Listing Agent Robert Roya Jr. Aspen Realty Group

  48 Alison Dr, Cheshire, CT 06410
• 

  Est $433,540 Not Listed For Sale

  1244 Half Moon Rd, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,052 Sq Ft
  • Built 1960

  1244 Half Moon Rd, Cheshire, CT 06410

  Last Sold Summary

  • 19% Above List Price
  • $347/SF
  • 5 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Mary Edeen Berkshire Hathaway Home Services
• 

  /2

  $385,000

  • Land
  • 2 Acres
  • $192,500 per Acre

  15 Philson Ct, Cheshire, CT 06410

  15 Philson Court is a 2 acre lightly wooded parcel- also known as Lot 5 of The Carol Ridge Subdivision- which is a quiet established cul de sac in the south end of Cheshire. The location is ideal for those who value convenience and ease of commuting to New Haven, Yale, QU, and Tweed Airport for quick weekend jaunts. The Town of Cheshire has many offerings: Nearby shopping and restaurants

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

  15 Philson Ct, Cheshire, CT 06410
• 

  $204,000 Sold Apr 14, 2025

  480 Oak Ave Unit 64, Cheshire, CT 06410

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Above List Price
  • $227/SF
  • 38 Days On Market

  Current Estimated Value $206,562

  Last Listing Agent Mark Gracia William Raveis Real Estate

  480 Oak Ave Unit 64, Cheshire, CT 06410
• 

  Est $975,243 Not Listed For Sale

  445 Wild Flower Place, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 3,460 Sq Ft
  • Built 1997

  445 Wild Flower Place, Cheshire, CT 06410

  Last Sold Summary

  • 15% Above List Price
  • $246/SF
  • 126 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Betsy Purtell Purtell Realty LLC
• 

  

  /38

  $359,900

  • 2 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  66 Old Towne Rd, Cheshire, CT 06410

  Welcome to Old Towne Condos, a highly desirable center-of-town community offering convenience & walkability. This spacious 1,536 sq. ft., 2-bedroom, 2-1/2 bath Townhouse unit features a welcoming eat-in kitchen at the front of the home, a formal dining room, and a sunken living room complete with a wood-burning fireplace and French doors leading to a covered sun porch. The porch overlooks a very

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  66 Old Towne Rd, Cheshire, CT 06410
• 

  $375,000 Sold Apr 10, 2025

  1211 Summit Rd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,602 Sq Ft
  • Built 1958

  Last Sold Summary

  • 11% Below List Price
  • $234/SF
  • 128 Days On Market

  Current Estimated Value $388,966

  Last Listing Agent Brette Stern Calcagni Real Estate

  1211 Summit Rd, Cheshire, CT 06410
• 

  Not Listed For Sale

  1330 Sperry Rd, Cheshire, CT 06410

  • 4 Beds
  • 2 Baths
  • 2,686 Sq Ft
  • Built 1948

  1330 Sperry Rd, Cheshire, CT 06410

  Last Sold Summary

  • 4% Above List Price
  • $143/SF
  • 57 Days On Market

  Last Sold Price $385,000

  Last Listing Agent Katherine Smith Berkshire Hathaway Home Services
• 

  

  /31

  $670,000

  • 4 Beds
  • 2.5 Baths
  • 2,311 Sq Ft

  25 Goldenrod Ct, Cheshire, CT 06410

  Freshly Painted, Brand New Carpets and updated lighting Move-In Ready! Welcome to this beautiful Cheshire colonial home, tucked away on a quiet cul-de-sac in one of the most welcoming neighborhoods in town! This charming property boasts four spacious bedrooms and 2.5 bathrooms, providing plenty of room for your family to grow and enjoy. Step inside to find a gorgeous, updated gourmet kitchen

  Mark Gracia William Raveis Real Estate

  25 Goldenrod Ct, Cheshire, CT 06410
• 

  $515,000 Sold Sep 24, 2025

  403 Juniper Ln, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1955

  Last Sold Summary

  • 10% Above List Price
  • $325/SF
  • 38 Days On Market

  Current Estimated Value $505,077

  Last Listing Agent Kathleen Maloney Coldwell Banker Realty

  403 Juniper Ln, Cheshire, CT 06410
• 

  Est $392,093 Not Listed For Sale

  63 Southwick Ct, Cheshire, CT 06410

  • 2 Beds
  • 2.5 Baths
  • 1,450 Sq Ft
  • Built 1999

  63 Southwick Ct, Cheshire, CT 06410

  Last Sold Summary

  • 10% Above List Price
  • $245/SF
  • 4 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Sarah Murphy William Raveis Real Estate
• 

  

  /39

  $524,900

  • 4 Beds
  • 2 Baths
  • 1,776 Sq Ft

  1324 Notch Rd, Cheshire, CT 06410

  Welcome to this charming 4-bedroom, 2-bath home set on a picturesque 2-acre lot offering exceptional privacy and space to enjoy the outdoors. Tucked back from the road, this property features a large, sun-filled family room with a fireplace (for decorative purposes only), an inviting eat-in kitchen, and a convenient first-floor laundry area. The expansive yard is perfect for gardening, play, or

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  1324 Notch Rd, Cheshire, CT 06410
• 

  $716,000 Sold May 01, 2025

  Unlisted Address

  • 4 Beds
  • 2.5 Baths
  • 3,122 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Above List Price
  • $229/SF
  • 4 Days On Market

  Current Estimated Value $728,640

  Last Listing Agent Jeannine Peterson Peterson Realty, LLC

  Unlisted Address
• 

  Est $268,430 Not Listed For Sale

  70 Southwick Ct Unit 302, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft
  • Built 1998

  70 Southwick Ct Unit 302, Cheshire, CT 06410

  Last Sold Summary

  • 19% Above List Price
  • $205/SF
  • 65 Days On Market

  Last Sold Price $226,000

  Last Listing Agent Phil Giampietro Coldwell Banker
• 

  

  /38

  $329,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  751 W Main St Unit G, Cheshire, CT 06410

  This move-in ready home offers comfort, style, and a private setting in the desirable Hidden Pond community. A beautifully updated and truly unique unit offers peace of mind with major improvements completed in 2023, including a NEW ELECTRICAL HOT WATER HEATER AND CENTRAL A/C (January 2023). The FULLY REMODELED KITCHEN (March 2023) features granite countertops, modern cabinets and newer stainless

  Cynthia Ortiz LAER Realty Partners

  751 W Main St Unit G, Cheshire, CT 06410
• 

  $750,000 Sold Oct 21, 2025

  625 Tamarack Rd, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 2,345 Sq Ft
  • Built 1997

  Last Sold Summary

  • 3% Below List Price
  • $320/SF
  • 6 Days On Market

  Current Estimated Value $760,274

  Last Listing Agent Peter Digangi Dow Della Valle

  625 Tamarack Rd, Cheshire, CT 06410
• 

  Est $362,070 Not Listed For Sale

  28 Southwick Ct, Cheshire, CT 06410

  • 2 Beds
  • 2.5 Baths
  • 1,379 Sq Ft
  • Built 1998

  28 Southwick Ct, Cheshire, CT 06410

  Last Sold Summary

  • 8% Above List Price
  • $243/SF
  • 88 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Norinne Byrne Calcagni Real Estate
• 

  

  /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
• 

  $515,000 Sold Nov 14, 2025

  240 Timber Ln, Cheshire, CT 06410

  • 5 Beds
  • 2 Baths
  • 2,150 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Below List Price
  • $240/SF
  • 46 Days On Market

  Current Estimated Value $513,572

  Last Listing Agent Paul Ferreira RE/MAX Right Choice

  240 Timber Ln, Cheshire, CT 06410
• 

  Est $271,984 Not Listed For Sale

  40 Southwick Ct Unit 310, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,132 Sq Ft
  • Built 2000

  40 Southwick Ct Unit 310, Cheshire, CT 06410

  Last Sold Summary

  • 18% Above List Price
  • $203/SF
  • 31 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Mollie Abend Berkshire Hathaway Home Services
• 

  

  /37

  $369,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  49 Quarry Village Rd, Cheshire, CT 06410

  Welcome to 49 Quarry Village - a beautifully maintained, end-unit condo tucked inside one of Cheshire's most sought-after and peaceful communities. Pride of ownership shines throughout this move-in-ready home, freshly painted with new plush carpeting upstairs and gleaming hardwood floors across the main level. Step into a bright, open-concept living and dining space filled with natural light -

  Tiziana Tremblay Real Broker CT, LLC

  49 Quarry Village Rd, Cheshire, CT 06410
• 

  $650,000 Sold Apr 04, 2025

  410 Spring St, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,192 Sq Ft
  • Built 1996

  Last Sold Summary

  • 9% Above List Price
  • $297/SF
  • 0 Days On Market

  Current Estimated Value $663,023

  Last Listing Agent Peter Nowak Ryze Realty Group LLC

  410 Spring St, Cheshire, CT 06410
• 

  Est $281,545 Not Listed For Sale

  40 Southwick Ct Unit 304, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,132 Sq Ft
  • Built 2000

  40 Southwick Ct Unit 304, Cheshire, CT 06410

  Last Sold Summary

  • 22% Above List Price
  • $203/SF
  • 2 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Leanne Delrosso Lamacchia Realty
• 

  

  /16

  $284,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,432 Sq Ft

  743 W Main St Unit H, Cheshire, CT 06410

  Move right into this fabulous bright and sunny home with lots of southern exposure windows and views of the woods. Open contemporary floor plan is beautiful with a wood burning fireplace in great room. Primary bedroom has s two story balcony overlooking the private back yard. This wonderful home has an attached garage and is located 5 minutes from Stop and Shop and other conveniences such as the

  Melanie Ricci Coldwell Banker Realty

  743 W Main St Unit H, Cheshire, CT 06410
• 

  $277,000 Sold Mar 19, 2025

  735 W Main St Unit C, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,374 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $202/SF
  • 21 Days On Market

  Last Listing Agent Cory Tyler Berkshire Hathaway NE Prop.

  735 W Main St Unit C, Cheshire, CT 06410
• 

  Est $281,046 Not Listed For Sale

  40 Southwick Ct Unit 111, Cheshire, CT 06410

  • 2 Beds
  • 2 Baths
  • 1,151 Sq Ft
  • Built 2000

  40 Southwick Ct Unit 111, Cheshire, CT 06410

  Last Sold Summary

  • 15% Above List Price
  • $213/SF
  • 45 Days On Market

  Last Sold Price $245,000

  Last Listing Agent Stacey Deangelis Calcagni Real Estate
• 

  

  /28

  $199,000

  • 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
• 

  $404,000 Sold Jul 16, 2025

  135 Poplar Dr, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,077 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Below List Price
  • $375/SF
  • 56 Days On Market

  Current Estimated Value $418,331

  Last Listing Agent Dorothy Karska-Piech Calcagni Real Estate

  135 Poplar Dr, Cheshire, CT 06410
• 

  Est $235,110 Not Listed For Sale

  40 Southwick Ct Unit 104, Cheshire, CT 06410

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft
  • Built 2000

  40 Southwick Ct Unit 104, Cheshire, CT 06410

  Last Sold Summary

  • 31% Above List Price
  • $206/SF
  • 1 Day On Market

  Last Sold Price $180,000

  Last Listing Agent The Sally Bowman Team Berkshire Hathaway Home Services
• 

  

  /40

  $699,900 Under Contract

  • 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 Century 21 AllPoints Realty

  22 Soderman Way, Cheshire, CT 06410
• 

  $295,000 Sold Jul 11, 2025

  41 Wallingford Rd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,390 Sq Ft
  • Built 1887

  Last Sold Summary

  • 18% Below List Price
  • $212/SF
  • 146 Days On Market

  Current Estimated Value $312,582

  Last Listing Agent Robert Clermont Clermont Real Estate

  41 Wallingford Rd, Cheshire, CT 06410

Showing Results 121 - 160, Page 4 of 18