Cheshire, CT Homes

• 

  

  

  /20

  $504,900 Pending

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

  135 Shea Cir Unit 135, 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

  135 Shea Cir Unit 135, Cheshire, CT 06410
• 

  

  

  /23

  $2,195 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,316 Sq Ft
  • House for Rent

  53 Horton Ave Unit 2, Cheshire, CT 06410

  Spacious rental in the center of town! Two family house. The main level in this unit offers a functional kitchen, dining room, living room, and family room, providing plenty of space to spread out. Upstairs you'll find 2 bedrooms, an office, and a full bath. Features include wall-to-wall carpet, large windows that let in natural light, washer/dryer hookup in the basement, and both a covered front

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  53 Horton Ave Unit 2, Cheshire, CT 06410
• 

  $865,000 Sold Nov 07, 2025

  • 3,646 Sq Ft
  • $237/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  458 Castle Glenn, Cheshire, CT 06410

  Rare & Stunning - Cheshire Contemporary Cape - Country Living in Town - Move-in Ready Gem! Meticulously maintained in serene, carefree Castle Glenn Association with a pool, adjacent nature trails, steps from town. Modern elegance, timeless charm. Updated, redesigned, elevated and transformed for today's lifestyle. Multiple flex spaces. First-floor living, open-concept paired with private spaces,

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  458 Castle Glenn, Cheshire, CT 06410
• 

  Est $700,673 Not Listed For Sale

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

  370 Mount Sanford Rd, Cheshire, CT 06410

  370 Mount Sanford Rd, Cheshire, CT 06410
• 

  

  

  /20

  $494,900 Pending

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

  134 Shea Cir Unit 134, 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

  134 Shea Cir Unit 134, Cheshire, CT 06410
• 

  

  /21

  $2,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,068 Sq Ft
  • House for Rent

  1197 Prospect Rd, Cheshire, CT 06410

  This freshly painted 1st floor, 2 Bedroom, 1 bath apartment offers a spacious living room with a cozy fireplace with built-in bookshelves and lovely wood floors. A spacious eat-in kitchen and dining room along with a covered front porch gives you many options where to dine. Or walk over to Senor Panchos if you don't want to cook. The basement offers place for a bit of storage and a laundry hookup

  Pam Famiglietti William Raveis Real Estate

  1197 Prospect Rd, Cheshire, CT 06410
• 

  $660,000 Sold Nov 07, 2025

  • 2,848 Sq Ft
  • $232/SF
  • 102 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  295 Hotchkiss Ridge, Cheshire, CT 06410

  Nestled in the desirable Deaconwood neighborhood, this classic 4-bedroom, 2.1-bath Colonial has been lovingly built, owned, & maintained by one family. This home offers spacious living areas, thoughtful updates, and enduring charm-ready to be enjoyed by its next owners. Step inside to a welcoming main level featuring a formal living room, an elegant dining room, and a cozy sunken family room

  Carly Kirsch Lamacchia Realty

  295 Hotchkiss Ridge, Cheshire, CT 06410
• 

  Est $489,894 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft

  140 Bradford Dr, Cheshire, CT 06410

  140 Bradford Dr, Cheshire, CT 06410
• 

  

  /19

  $494,900 Pending

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

  130 Shea Cir Unit 130, 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 interior 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

  Jason Helton EG Group Realty LLC

  130 Shea Cir Unit 130, Cheshire, CT 06410
• 

  $570,000 Sold Nov 07, 2025

  • 2,090 Sq Ft
  • $273/SF
  • 27 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2024

  16 Soderman Way Unit 16, Cheshire, CT 06410

  Discover luxury living at its finest, in this stunning end-unit townhome, showcasing over $50,000 in premium upgrades. From the moment you step inside, you'll be captivated by the wide plank hardwood floors that grace the main level. The gourmet kitchen is a chef's dream, featuring top-of-the-line stainless steel appliances, an expansive island, and gleaming quartz countertops that lead you to

  Stephanie Plaza Lamacchia Realty

  16 Soderman Way Unit 16, Cheshire, CT 06410
• 

  Est $1,531,206 Not Listed For Sale

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

  85 Mountain Brook Dr, Cheshire, CT 06410

  85 Mountain Brook Dr, Cheshire, CT 06410
• 

  

  /20

  $494,900 Pending

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

  131 Shea Cir Unit 131, 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 interior 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

  Jason Helton EG Group Realty LLC

  131 Shea Cir Unit 131, Cheshire, CT 06410
• 

  $240,000 Sold Nov 06, 2025

  • 1,202 Sq Ft
  • $200/SF
  • 49 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1968

  488 Radmere Rd Unit B, Cheshire, CT 06410

  Welcome to this charming 2-bedroom, 1-1/2 bath condo in a quiet South Cheshire complex, nestled in a residential neighborhood. The main level offers a spacious living room with hardwood flooring, a eat-in kitchen, and a convenient half bath. Upstairs, you'll find two generously sized bedrooms with hardwood flooring, a full bath, and plenty of closet space. The lower level features laundry (washer

  Katherine Smith Berkshire Hathaway NE Prop.

  488 Radmere Rd Unit B, Cheshire, CT 06410
• 

  Est $1,233,692 Not Listed For Sale

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

  65 Mountain Brook Dr, Cheshire, CT 06410

  65 Mountain Brook Dr, Cheshire, CT 06410
• 

  

  /13

  $669,900 Pending

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

  84 Shea Cir Unit 84, Cheshire, CT 06410

  Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

  Jason Helton EG Group Realty LLC

  84 Shea Cir Unit 84, Cheshire, CT 06410
• 

  $530,000 Sold Nov 06, 2025

  • 1,854 Sq Ft
  • $286/SF
  • 128 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  745 Rustic Ln, Cheshire, CT 06410

  Back on Market - Buyer could not get mortgage. Impeccably maintained Colonial located in one of Cheshire's most desirable neighborhoods! This bright and cheerful home features gorgeous hardwood flooring throughout most of the house. The spacious living room is filled with natural light from a large picture window and flows seamlessly into the dining room-perfect for entertaining. Enjoy cooking in

  Stacey Deangelis Calcagni Real Estate

  745 Rustic Ln, Cheshire, CT 06410
• 

  Est $789,132 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,266 Sq Ft

  215 Mountain Brook Dr, Cheshire, CT 06410

  215 Mountain Brook Dr, Cheshire, CT 06410
• 

  

  /25

  $494,900 Pending

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

  127 Shea Cir, Cheshire, CT 06410

  Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

  Felicity LeClair EG Group Realty LLC

  127 Shea Cir, Cheshire, CT 06410
• 

  $340,000 Sold Nov 06, 2025

  • 1,008 Sq Ft
  • $337/SF
  • 62 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  164 S Brooksvale Rd, Cheshire, CT 06410

  This 3-bedroom, 1-bath home offers solid bones and plenty of potential. It features a spacious eat-in kitchen, perfect for cooking and gathering, with hardwood floors hidden beneath the rugs throughout. A few updates will make this home shine! Enjoy outdoor living on the deck just off the house, plus a 2-car garage for parking or extra storage, full unfinished basement. A great opportunity to

  Gerald Raccio Kelsey & Co. Real Estate

  164 S Brooksvale Rd, Cheshire, CT 06410
• 

  Est $910,714 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,320 Sq Ft

  160 Mountain Brook Dr, Cheshire, CT 06410

  160 Mountain Brook Dr, Cheshire, CT 06410
• 

  

  /40

  $725,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 3,432 Sq Ft

  214 Mountain Rd, Cheshire, CT 06410

  Don't miss this rare chance to own a versatile & unique property featuring two separate homes-each with its own dedicated utilities-perfect for rental income or an in-law setup. The main home offers over 2,500 sq ft of living space & a 4-car garage. Originally built in 1977 & expanded in 1999, this home welcomes you with a dramatic foyer featuring soaring ceilings, Palladian & transom windows, &

  Betsy Purtell Purtell Realty LLC

  214 Mountain Rd, Cheshire, CT 06410
• 

  $345,000 Sold Nov 05, 2025

  • 1,486 Sq Ft
  • $232/SF
  • 10 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1974

  17 Ives Hill Ct, Cheshire, CT 06410

  Condo Living at its Finest! This impeccably maintained end-unit condo offering 2 bedrooms, 2.5 baths, and countless upgrades, features beautiful hardwood floors, a remodeled kitchen with granite countertops, and newer stainless steel appliances, including a 5-Burner Gas Stove (2023). The open layout is bright and welcoming, with modern finishes throughout. Major updates include a New Furnace and

  Roberta Whalen LAER Realty Partners

  17 Ives Hill Ct, Cheshire, CT 06410
• 

  Est $748,948 Not Listed For Sale

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

  660 Boulder Rd, Cheshire, CT 06410

  660 Boulder Rd, Cheshire, CT 06410
• 

  

  /37

  $1,199,000

  • 5 Beds
  • 5.5 Baths
  • 5,081 Sq Ft

  435 Maple Ave, Cheshire, CT 06410

  Your Dream Home in the Heart of Cheshire! Welcome to this stunning 5-bedroom/potential 7 bedroom, 5.5-bath Colonial located in the center of Cheshire. With over 5,000 sq. ft. of living space and set on more than an acre, this masterpiece offers the perfect blend of luxury, comfort, and convenience. The seller has spared no detail in the design and upkeep of this exceptional home. Main Floor

  Amy LaMaster The Bella Group, LLC

  435 Maple Ave, Cheshire, CT 06410
• 

  $410,000 Sold Nov 03, 2025

  • 1,142 Sq Ft
  • $359/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1953

  1364 Avon Blvd, Cheshire, CT 06410

  Move right into this fabulous home located in great, conveniently located, and side-walked neighborhood. Important updates have been made to include new bathroom with walk-in shower, furnace and central air, oil tank, newer doors, above ground pool with deck, granite counters, stainless appliances, front steps, interior doors, and insulated windows. There are gleaming hardwood floors on the main

  Melanie Ricci Coldwell Banker Realty

  1364 Avon Blvd, Cheshire, CT 06410
• 

  Est $436,332 Not Listed For Sale

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

  1244 Half Moon Rd, Cheshire, CT 06410

  1244 Half Moon Rd, Cheshire, CT 06410
• 

  

  /40

  $724,900

  • 4 Beds
  • 4 Baths
  • 3,816 Sq Ft

  440 Mount Sanford Rd, Cheshire, CT 06410

  Location, Location, Location! Don't miss your chance to step into the South End of Cheshire with a home that rarely hits the market, over $1 million in potential. Built in 1984 and renovated in 2020's, it boasts a beautifully and fully updated kitchen which is stylish and brings it into today's design trends. There are four bedrooms and four bathrooms, all needing updating. The fully finished

  Sam Ratner Keller Williams Realty Prtnrs.

  440 Mount Sanford Rd, Cheshire, CT 06410
• 

  $469,900 Sold Nov 03, 2025

  • 1,850 Sq Ft
  • $254/SF
  • 60 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2025

  119 Shea Cir Unit 119, 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. Experience the joy of owning a new townhome offering 2 bedrooms, 2 1/2 baths, a tandem garage, and more. This 1,850-square-foot townhome is scheduled for construction and ready for move-in

  Lori Civitillo EG Group Realty LLC

  119 Shea Cir Unit 119, Cheshire, CT 06410
• 

  Est $967,644 Not Listed For Sale

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

  445 Wild Flower Place, Cheshire, CT 06410

  445 Wild Flower Place, Cheshire, CT 06410
• 

  

  /39

  $709,900

  • 3 Beds
  • 2.5 Baths
  • 2,557 Sq Ft

  1278 Cheshire St, Cheshire, CT 06410

  Welcome to a well-cared-for 1998 Cape Cod on 0.92 acres along a quiet private road shared with only two other homes. Everyday spaces are thoughtfully arranged: an eat-in kitchen for casual meals, a dedicated dining room for gatherings, and a comfortable living room centered on a propane fireplace all with 9-foot ceilings. The first-floor primary suite adds convenience with a walk-in closet and an

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  1278 Cheshire St, Cheshire, CT 06410
• 

  $400,000 Sold Oct 31, 2025

  • 1,366 Sq Ft
  • $293/SF
  • 93 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1930

  887 Marion Rd, Cheshire, CT 06410

  Reimagined Brick Beauty in Cheshire! Nestled on a private 1.5-acre lot set back from the road, this recently remodeled 3-bedroom, 1.5-bath home with an attached 1-car garage offers the perfect blend of modern updates and preserved charm. With approximately 1,400 sq ft of light-filled living space, this home features a bright open floor plan, gleaming hardwood floors, new windows, updated

  Luke Porto William Raveis Real Estate

  887 Marion Rd, Cheshire, CT 06410
• 

  Est $399,000 Not Listed For Sale

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

  1330 Sperry Rd, Cheshire, CT 06410

  1330 Sperry Rd, Cheshire, CT 06410
• 

  

  /38

  $999,900

  • 4 Beds
  • 4.5 Baths
  • 3,946 Sq Ft

  324 S Meriden Rd, Cheshire, CT 06410

  Welcome to this stunning custom-built colonial home where no detail has been overlooked. Set on 1.69 acres that offers lots of privacy and tranquil gardens. This home impresses from the moment you open the door. You'll enter a beautiful 2 story foyer. This 4-bedroom 4.5-bathroom home has an updated kitchen with stainless steel appliances and beautiful views of the backyard. The coffee/wine bar

  Tanya Uhelsky RE/MAX RISE

  324 S Meriden Rd, Cheshire, CT 06410
• 

  $686,000 Sold Oct 31, 2025

  • 2,566 Sq Ft
  • $267/SF
  • 51 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1969

  288 Argyle Rd, Cheshire, CT 06410

  Located in one of Cheshire's most sought-after, family-friendly neighborhoods with sidewalks perfect for evening strolls and bike rides! Tastefully decorated throughout, this beautifully updated home features hardwood floors on the first floor and a remodeled kitchen with granite countertops, stylish backsplash, stainless steel appliances (2024 dishwasher), center island, recessed lighting, and

  Stacey Deangelis Calcagni Real Estate

  288 Argyle Rd, Cheshire, CT 06410
• 

  Est $406,722 Not Listed For Sale

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

  63 Southwick Ct, Cheshire, CT 06410

  63 Southwick Ct, Cheshire, CT 06410
• 

  

  /39

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 3,025 Sq Ft

  884 Moss Farms Rd, Cheshire, CT 06410

  Tucked away on a private, wooded acre lot in beautiful Cheshire, this timeless Colonial home offers over 3,000 square feet of inviting living space, where comfort and connection are paramount. The welcoming front porch sets the tone for relaxing evenings and heartfelt conversations. Inside, the spacious Living Room and Dining Room are perfect for hosting family and friends. The heart of this home

  Elizabeth Urbanski Coldwell Banker Realty

  884 Moss Farms Rd, Cheshire, CT 06410
• 

  $390,000 Sold Oct 31, 2025

  • 1,008 Sq Ft
  • $387/SF
  • 9 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  435 Moss Farms Rd, Cheshire, CT 06410

  Move right into this fabulous ranch style home situated on large level lot with gazebo and privacy. Living room on main level, and family room in lower level. Lovely eat-in kitchen, 3 bedrooms, and nice laundry room in lower level. New roof, and newer hot water heater. Everything you have been waiting for. MULTIPLE OFFER SITUATION. HIGHEST AND BEST MUST BE RECEIVED BY 5:00 P.M. MONDAY SEPTEMBER

  Melanie Ricci Coldwell Banker Realty

  435 Moss Farms Rd, Cheshire, CT 06410
• 

  Est $266,905 Not Listed For Sale

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

  70 Southwick Ct Unit 302, Cheshire, CT 06410

  70 Southwick Ct Unit 302, Cheshire, CT 06410
• 

  

  /31

  $675,000

  • 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
• 

  $537,000 Sold Oct 31, 2025

  • 2,400 Sq Ft
  • $224/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  792 Cornwall Ave, Cheshire, CT 06410

  PRISTINE MOVE-RIGHT-IN CONDITION. This 2,400 sq. ft. turnkey home is available for quick occupancy. Three bedrooms, two full baths, fully finished lower level. The kitchen has been completely remodeled with all new appliances, countertops, and cabinets. Both full baths are new. Refinished hardwood floors. Sun-drenched living room with traditional wood fireplace. Spacious deck right off dining

  Thomas Scott Coldwell Banker Realty

  792 Cornwall Ave, Cheshire, CT 06410

Showing Results 81 - 120, Page 3 of 18