Homes in ZIP Code 06410

• 

  

  

  /39

  $1,085,000

  $40K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 4,437 Sq Ft

  15 Shire Ct, Cheshire, CT 06410

  Sophisticated elegance defines this 4,437 sq ft architect-designed Contemporary Colonial, featuring a luxurious first-floor primary suite with a custom closet, walk-in limestone shower, and separate soaking tub. The chef will appreciate the beautifully designed kitchen with a stainless-steel six-burner Viking gas range, double ovens, and expansive thick granite counters with seating. A charming

  

  Iris Meyer

  William Raveis Real Estate

  15 Shire Ct, Cheshire, CT 06410
• 

  

  

  /4

  Starting at $2,595

  Total Monthly Price

  • 2 Beds

  1728 Highland Ave, Cheshire, CT 06410

  Highland Farms combines a comfortable suburban location with access to nearby restaurants and services. Located less than a mile from The Shops at Stone Bridge, a brand new shopping center offering grocery, retail, and more. Please contact the Leasing Office for availability.

  Highland Farms

  

  1728 Highland Ave, Cheshire, CT 06410
• 

  $655,000

  Sold Feb 27, 2026

  95 Orleton Ct, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft
  • Built 1998

  Last Sold Summary

  • $227/SF
  • 124 Days On Market

  Current Estimated Value $662,726

  Last Listing Agent Jason Saphire www.HomeZu.com

  95 Orleton Ct, Cheshire, CT 06410
• 

  Est $190,029

  Not Listed For Sale

  482 Oak Ave Unit 60, Cheshire, CT 06410

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

  482 Oak Ave Unit 60, Cheshire, CT 06410

  Last Sold Summary

  • 88 Days On Market
• 

  

  

  /40

  $1,175,000

  $50K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,718 Sq Ft

  1 Mountaincrest Dr, Cheshire, CT 06410

  Majestically situated on a gentle hill designed to capture sweeping views of horses mountains and the picturesque countryside. This impressive 4,701 sq ft contemporary colonial is located in the highly sought after South Cheshire neighborhood. A dramatic two-story marble foyer with a sweeping staircase welcomes you into elegant formal spaces, including a private office with glass French doors and

  

  Iris Meyer

  William Raveis Real Estate

  1 Mountaincrest Dr, Cheshire, CT 06410
• 

  

  /32

  Starting at $1,846

  Total Monthly Price

  • Studio - 2 Beds

  50 Hazel Dr, Cheshire, CT 06410

  Lakeside of Cheshire

  

  50 Hazel Dr, Cheshire, CT 06410
• 

  $410,000

  Sold Nov 03, 2025

  1364 Avon Blvd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,142 Sq Ft
  • Built 1953

  Last Sold Summary

  • 8% Above List Price
  • $359/SF
  • 7 Days On Market

  Current Estimated Value $405,225

  Last Listing Agent Melanie Ricci Coldwell Banker Realty

  1364 Avon Blvd, Cheshire, CT 06410
• 

  Est $775,653

  Not Listed For Sale

  454 Castle Glenn, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,803 Sq Ft
  • Built 1930

  454 Castle Glenn, Cheshire, CT 06410

  Last Sold Summary

  • 10 Days On Market
• 

  

  /40

  $1,395,000

  Under Contract

  • 4 Beds
  • 4 Baths
  • 3,423 Sq Ft

  5 Melrose Dr, Cheshire, CT 06410

  Welcome to a home that perfectly balances proportions w/the warmth of a true family home! Built just 4years ago this stunning Cont/Col offers a new construction feel with all the extras usually added after closing!Step inside to find gleamingHW floors that flow seamlessly throughout.The dramatic two-story greatrm serves as the centerpiece,anchored by a cozy gas FP & flooded with natural light.It

  

  Iris Meyer

  William Raveis Real Estate

  5 Melrose Dr, Cheshire, CT 06410
• 

  

  /10

  Starting at $1,238 Plus Fees

  • 1 - 2 Beds

  10 Realty Dr, Cheshire, CT 06410

  Why compromise when you can have it all at Acclaim at Cheshire? Our affordable housing in Cheshire brings you the perfect blend of budget-friendly rates, modern amenities, and a convenient location. Whether you're seeking relaxation, exercise, or local exploration, our community has you covered. Beyond our apartments, you'll find close access to public transportation and an array of shopping,

  Acclaim at Cheshire

  

  10 Realty Dr, Cheshire, CT 06410
• 

  $865,000

  Sold Nov 07, 2025

  458 Castle Glenn, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 3,646 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Above List Price
  • $237/SF
  • 1 Day On Market

  Current Estimated Value $778,429

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

  458 Castle Glenn, Cheshire, CT 06410
• 

  Est $346,320

  Not Listed For Sale

  320 Highland Ave, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,217 Sq Ft
  • Built 1940

  320 Highland Ave, Cheshire, CT 06410

  Last Sold Summary

  • 25 Days On Market
• 

  

  /40

  $489,900

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,808 Sq Ft

  139 Contour Dr, Cheshire, CT 06410

  Welcome to this meticulously well-kept ranch, where comfort meets style in every corner! This delightful home boasts 3 bedrooms and 2.5 updated bathrooms, offering plenty of room for relaxation and family life. Step into the updated kitchen, complete with gorgeous granite countertops and stainless-steel appliances. Every bathroom in the house has been thoughtfully renovated, and the recently

  

  Tanya Uhelsky

  RE/MAX RISE

  139 Contour Dr, Cheshire, CT 06410
• 

  

  /7

  $1,600

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  356 Highland Ave, Cheshire, CT 06410

  Amazing property and a great place to make a home-- We will have a 1 Bedroom coming available with new White Cabinets-- Also another lower level unit with the cabinets pictured. Don't wait to get in touch with us about these Great units in a fantastic location- No smoking, No pets-- Good credit and Good income needed to qualify. Heat and Hot water, cold water, sewer, trash included in the

  356 Highland Ave, Cheshire, CT 06410
• 

  $945,000

  Sold Jul 17, 2025

  657 Tamarack Rd, Cheshire, CT 06410

  • 5 Beds
  • 7 Baths
  • 6,484 Sq Ft
  • Built 1997

  Last Sold Summary

  • 8% Below List Price
  • $146/SF
  • 31 Days On Market

  Current Estimated Value $1,051,541

  Last Listing Agent Julie Luchina Coldwell Banker Realty

  657 Tamarack Rd, Cheshire, CT 06410
• 

  Est $322,374

  Not Listed For Sale

  212 Greens Loop, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,452 Sq Ft
  • Built 1986

  212 Greens Loop, Cheshire, CT 06410

  Last Sold Summary

  • 6 Days On Market
• 

  

  /40

  $599,900

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  20 Stacy Ct, Cheshire, CT 06410

  This cul-de-sac gem has to be the 2026 Curb Appeal Winner! Beautifully maintained gardens bursting w/ seasonal color, a lush green lawn, & attractive landscaping create a welcoming first impression. A stone paver driveway & gorgeous pathway lead to the inviting entrance. Soaring cathedral ceilings & gleaming hardwood floors create a wonderful first impression. The living room w/ fireplace flows

  

  Kathleen Maloney

  Coldwell Banker Realty

  20 Stacy Ct, Cheshire, CT 06410
• 

  

  /11

  $975

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 975 Sq Ft
  • Condo for Rent

  361 W Main St Unit Studio second floor, Cheshire, CT 06410

  Second floor studio apartment. Kitchen has apartment sized refridgerator and stove. Bedroom has a bed (if needed) and bathroom has a full tub and shower. The listing shows an office by default from this site, but there is no seperate office.Off street parking.On bus line (stop conveniently in front of property)Walking distance to multiple banks, post office, grocery, shops and

  361 W Main St Unit Studio second floor, Cheshire, CT 06410
• 

  $240,000

  Sold Nov 06, 2025

  488 Radmere Rd Unit B, Cheshire, CT 06410

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

  Last Sold Summary

  • $200/SF
  • 49 Days On Market

  Current Estimated Value $248,761

  Last Listing Agent Katie Smith Berkshire Hathaway NE Prop.

  488 Radmere Rd Unit B, Cheshire, CT 06410
• 

  Est $474,847

  Not Listed For Sale

  1078 Wolf Hill Rd, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • Built 1957

  1078 Wolf Hill Rd, Cheshire, CT 06410

  Last Sold Summary

  • 4 Days On Market
• 

  

  /40

  $675,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft

  27 S Pond Cir, Cheshire, CT 06410

  HIGHEST AND BEST BY 5/12/2026 NOON. Welcome to this classic Colonial located in the highly desirable South Pond subdivision, offering sidewalks, underground utilities, and a scenic neighborhood pond with benches. This spacious vinyl-sided home features beautiful hardwood floors, a flexible floor plan, and an ideal location close to schools, shopping, major highways, and the bus line. The

  

  Marc Seigel & Lauren Seigel-Gross

  RE/MAX RISE

  27 S Pond Cir, Cheshire, CT 06410
• 

  

  /13

  $2,500

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  281 Spring St Unit All utilities included, Cheshire, CT 06410

  Cozy and Quiet Neighborhood in beautiful Cheshire and close to major highways, Colleges and Shopping malls

  281 Spring St Unit All utilities included, Cheshire, CT 06410
• 

  $430,000

  Sold Aug 22, 2025

  233 Mountain Rd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 2,028 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Above List Price
  • $212/SF
  • 43 Days On Market

  Current Estimated Value $429,061

  Last Listing Agent Stacey Deangelis Calcagni Real Estate

  233 Mountain Rd, Cheshire, CT 06410
• 

  Est $456,981

  Not Listed For Sale

  1190 Peck Ln, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 1,474 Sq Ft
  • Built 1950

  1190 Peck Ln, Cheshire, CT 06410

  Last Sold Summary

  • 26 Days On Market
• 

  

  /39

  $519,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 2,346 Sq Ft

  43 Hawthorne Dr, Cheshire, CT 06410

  Welcome to 43 Hawthorne Drive - a well-maintained Cheshire home that truly shows beautifully. This home offers three bedrooms, two full baths and flexible living spaces. The main level offers a spacious and bright living room, full bath, bedroom and office and eat-in kitchen. The updated eat-in kitchen features beautiful cabinetry and counters for everyday meals with a slider to the deck- perfect

  

  Carly Kirsch

  Lamacchia Realty

  43 Hawthorne Dr, Cheshire, CT 06410
• 

  

  /3

  $2,495

  Total Monthly Price

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • House for Rent

  84 Main St Unit 1, Cheshire, CT 06410

  Pets allowed with restrictions, renters insurance required, application with credit and background with fee paid by applicant.

  84 Main St Unit 1, Cheshire, CT 06410
• 

  $317,000

  Sold Oct 10, 2025

  204 Greens Loop Unit 204, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,578 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Above List Price
  • $201/SF
  • 24 Days On Market

  Current Estimated Value $306,544

  Last Listing Agent Evan Johnson Coldwell Banker Realty

  204 Greens Loop Unit 204, Cheshire, CT 06410
• 

  Est $775,511

  Not Listed For Sale

  68 Soderman Way Unit 68, Cheshire, CT 06410

  • 3 Beds
  • 3.5 Baths
  • 2,975 Sq Ft
  • Built 2024

  68 Soderman Way Unit 68, Cheshire, CT 06410

  Last Sold Summary

  • 270 Days On Market
• 

  

  /25

  $199,900

  Under Contract

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  488 Oak Ave Unit 45, Cheshire, CT 06410

  Beautifully renovated ranch-style condo offering approximately 900 sq. ft. of total living space. This bright and spacious 2-bedroom condo features an open floor plan, refinished hardwood floors, abundant natural light, and a stunning new kitchen completed in 2025 with slow-close cabinetry, oversized pantry, Bosch French-door refrigerator, Whirlpool appliances, hidden-panel dishwasher, and modern

  

  Jacek Mikolajczyk

  Berkshire Hathaway NE Prop.

  488 Oak Ave Unit 45, Cheshire, CT 06410
• 

  

  /37

  $4,200 Per Month

  • 4 Beds
  • 3 Baths
  • 2,095 Sq Ft
  • House for Rent

  85 Brentwood Dr, Cheshire, CT 06410

  Beautiful 4 Bedroom House *w/ an In-Law* in Cheshire! Garage Parking, Central Air, & a Beautiful Backyard Main House Features: - 3 bedrooms - 2 bathrooms - Bright, open floor plan kitchen/living room with dining nook - Big kitchen with tons of prep space & newer appliances, perfect for any occasion! - Primary bedroom w/ an en-suite bathroom - Finished basement with 4th bedroom, bonus room, and

  Olivia Turek Farnam Realty Group

  85 Brentwood Dr, Cheshire, CT 06410
• 

  $765,735

  Sold Feb 24, 2026

  83 Shea Cir Unit 83, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Built 2026

  Last Sold Summary

  • 14% Above List Price
  • $313/SF
  • 55 Days On Market

  Last Listing Agent Jason Helton EG Group Realty LLC

  83 Shea Cir Unit 83, Cheshire, CT 06410
• 

  Est $759,982

  Not Listed For Sale

  37 Warren St, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,492 Sq Ft
  • Built 2016

  37 Warren St, Cheshire, CT 06410

  Last Sold Summary

  • 7 Days On Market
• 

  

  /40

  $699,900

  Under Contract

  • 5 Beds
  • 2.5 Baths
  • 2,310 Sq Ft

  5 Pondside Place, Cheshire, CT 06410

  5 Pondside Place is a private oasis tucked away in one of Cheshire's premier neighborhoods. This South Cheshire location is an easy commute to New Haven, yet close to all amenities. This desirable neighborhood has sidewalks on both sides of the street and a private pond/park exclusive to the neighborhood offering fishing, skating, benches to relax and take in the views and a private playground!

  

  Torrance Martone

  Evjen Agency

  5 Pondside Place, Cheshire, CT 06410
• 

  

  /35

  $3,990

  Total Monthly Price

  • 5 Beds
  • 3.5 Baths
  • 2,392 Sq Ft
  • House for Rent

  205 Jinny Hill Rd, Cheshire, CT 06410

  Experience comfort, space, and privacy in this one of a kind 5-bedroom, 3.5-bath home set beautifully landscaped acres. Designed with inspiration from Frank Lloyd Wright, this home offers a blend of character, modern updates, and flexible living space. Mini spits throughout the property for year round comfort.The remodeled kitchen features granite countertops, stainless steel appliances,

  205 Jinny Hill Rd, Cheshire, CT 06410
• 

  $370,000

  Sold Oct 09, 2025

  239 Bates Dr, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,646 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Above List Price
  • $225/SF
  • 70 Days On Market

  Current Estimated Value $400,909

  Last Listing Agent Sam Ratner Keller Williams Realty Prtnrs.

  239 Bates Dr, Cheshire, CT 06410
• 

  Not Listed For Sale

  23 Wadsworth Ln Unit 23, Wallingford, CT 06492

  • 2 Beds
  • 2 Baths
  • 2,035 Sq Ft
  • Built 2006

  23 Wadsworth Ln Unit 23, Wallingford, CT 06492

  Last Sold Summary

  • 3 Days On Market
• 

  

  /39

  $459,900

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  936 S Meriden Rd, Cheshire, CT 06410

  Welcome to 936 South Meriden Road - a classic Cheshire raised ranch that delivers the space, flexibility, and indoor-outdoor lifestyle today's buyers are looking for. The main level is made for living. A large family room anchors the space with a classic raised hearth fireplace, flowing seamlessly into a dining area with built-ins - perfect for everything from casual nights in to hosting a crowd.

  

  Carly Kirsch

  Lamacchia Realty

  936 S Meriden Rd, Cheshire, CT 06410
• 

  

  /21

  $2,500 Per Month

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • House for Rent

  1335 Wolf Hill Rd, Cheshire, CT 06410

  Renovated rental available in desirable Cheshire!

  George Daniolos eRealty Advisors, Inc.

  1335 Wolf Hill Rd, Cheshire, CT 06410
• 

  $605,000

  Sold Apr 01, 2026

  106 Woodland Dr, Cheshire, CT 06410

  • 3 Beds
  • 2 Baths
  • 2,247 Sq Ft
  • Built 1959

  Last Sold Summary

  • 3% Above List Price
  • $269/SF
  • 11 Days On Market

  Current Estimated Value $580,748

  Last Listing Agent Felipe Segura Coldwell Banker Realty

  106 Woodland Dr, Cheshire, CT 06410
• 

  Not Listed For Sale

  5 Bethany Mountain Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 3,280 Sq Ft
  • Built 2025

  5 Bethany Mountain Rd, Cheshire, CT 06410

  Last Sold Summary

  • 23 Days On Market

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