Cheshire, CT Homes

• 

  $194,900 Sold Jun 03, 2025

  • 900 Sq Ft
  • $217/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  490 Oak Ave Unit 44, Cheshire, CT 06410

  Location, Location, Location! Nestled in the heart of town, this bright ranch-style condo offers the perfect blend of convenience and comfort, with easy walking distance to trails, schools, and shopping. Enjoy one-floor living in a cheerful, sun-filled home set within a private complex, featuring serene courtyard views and abundant natural light. Remodeled, this gem boasts two spacious bedrooms,

  Agnes Nawrocki William Raveis Real Estate

  490 Oak Ave Unit 44, Cheshire, CT 06410
• 

  Est $380,598 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  167 Bradford Dr, Cheshire, CT 06410

  167 Bradford Dr, Cheshire, CT 06410
• 

  

  

  /19

  $494,900 Open Sat 12PM - 3PM

  • 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

  130 Shea Cir Unit 130, Cheshire, CT 06410
• 

  $531,362 Sold May 30, 2025

  • 2,438 Sq Ft
  • $218/SF
  • 36 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1970

  60 Pace Dr, Cheshire, CT 06410

  HIGHEST AND BEST 7:00 PM 4/27/25. Fabulous south-end raised ranch convenient to shopping, top-rated schools, and the Farmington canal linear path. The heart of this home is a chef's dream kitchen featuring a professional 6-burner gas range with hood vent, stainless steel farmhouse sink, wine fridge, and sleek metallic stainless appliances. An oversized 8.5' x 5' island seats six comfortably and

  Brette Stern Calcagni Real Estate

  60 Pace Dr, Cheshire, CT 06410
• 

  Est $458,270 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
• 

  

  /20

  $524,900 Open Sat 12PM - 3PM

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

  129 Shea Cir Unit 129, 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

  Jason Helton EG Group Realty

  129 Shea Cir Unit 129, Cheshire, CT 06410
• 

  $585,000 Sold May 30, 2025

  • 2,444 Sq Ft
  • $239/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  390 Carlton Dr, Cheshire, CT 06410

  HIGHEST AND BEST BY MONDAY APRIL 28'TH 12 NOON This home has been extremely well cared for and is ready for its next family.This home is in move in ready condition with tons of amenities. The front entry brings you to a wide open living room/dining combo with hardwood floors and custom shelving that surround the propane fireplace insert. Large bay windows bring natural light. The remodeled

  Robert Vignola Coldwell Banker Realty

  390 Carlton Dr, Cheshire, CT 06410
• 

  Est $431,483 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,599 Sq Ft

  203 S Brooksvale Rd, Cheshire, CT 06410

  203 S Brooksvale Rd, Cheshire, CT 06410
• 

  

  /13

  $778,572 Open Sat 12PM - 3PM

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

  81 Shea Cir, Cheshire, CT 06410

  Carriage home complete with designer appointed finishes! Available in the Summer of 2025. Carriage Home is stylish and sophisticated, yet every bit as warm, our Carriage homes provide the perfect mix of luxury, function, and comfort. You'll feel its charm upon entering the foyer, which leads to the heart of the home. A bright, open kitchen overlooks the dining area and wow-factor, the 2-story

  Felicity LeClair EG Group Realty

  81 Shea Cir, Cheshire, CT 06410
• 

  $475,000 Sold May 30, 2025

  • 2,798 Sq Ft
  • $170/SF
  • 49 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1965

  60 Holly Rd, Cheshire, CT 06410

  Charming Ranch-style home offering 3 bedrooms and 1-1/2 baths, including a convenient half bath in the primary bedroom. Beautiful hardwood flooring throughout enhances the home's warmth and character. The remodeled kitchen boasts sleek quartz countertops and custom built-ins, seamlessly opening into the dining room with charming corner cabinetry. Enjoy the cozy sunroom at the back of the house

  Cheryl Rosadino Berkshire Hathaway NE Prop.

  60 Holly Rd, Cheshire, CT 06410
• 

  Est $761,665 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,507 Sq Ft

  214 Harrison Rd, Cheshire, CT 06410

  214 Harrison Rd, Cheshire, CT 06410
• 

  

  /25

  $494,900 New Construction

  • 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

  127 Shea Cir, Cheshire, CT 06410
• 

  $330,000 Sold May 30, 2025

  • 1,079 Sq Ft
  • $306/SF
  • 41 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1920

  25 Atwater Place, Cheshire, CT 06410

  Sunny ranch lovingly by one family on a quiet street right near Dodd Middle school. The potential is incredible in this sweet home offering high ceilings, a spacious eat-in kitchen, hardwood under carpeting in living room, cork flooring and hardwood in the bedrooms. Laundry was moved up for convenience. Downstairs you'll find a fun heated rec room for pool or a family room. Vinyl windows and

  Allison Hughes Berkshire Hathaway NE Prop.

  25 Atwater Place, Cheshire, CT 06410
• 

  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
• 

  

  /17

  $573,570 Under Contract

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

  116 Shea Cir Unit 116, 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 townhome in a desirable location. This maintenance-free community will have a pavilion, fire pit, walking loop, and trails. A convenient location offers endless restaurants nearby,

  Jason Helton EG Group Realty

  116 Shea Cir Unit 116, Cheshire, CT 06410
• 

  $726,000 Sold May 30, 2025

  • 3,351 Sq Ft
  • $217/SF
  • 2 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1987

  30 Hidden Place, Cheshire, CT 06410

  Nestled in a peaceful cul-de-sac, this beautifully maintained builder's home offers quality craftsmanship and modern updates. A versatile flowing floor plan allows for busy days to revolve around the lovely updated kitchen and inviting living spaces. The living room with a warm fireplace also leads to the backyard patio and pool area. Enjoy the ease of a Primary bedroom on main floor with

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

  30 Hidden Place, Cheshire, CT 06410
• 

  Est $1,159,680 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
• 

  

  /25

  $580,000

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

  5 Soderman Way Unit 5, Cheshire, CT 06410

  New construction without the wait! Welcome to 5 Soderman Way, a stunning end-unit townhouse located in the desirable Reserve at Stonebridge Crossing. This thoughtfully designed 3-bedroom home blends the convenience of modern living with high-end upgrades and tasteful finishes throughout. Inside, you'll find upgraded flooring, premium cabinet hardware, and GE Cafe kitchen appliances, along with

  Justin Guerrera Regency Real Estate, LLC

  5 Soderman Way Unit 5, Cheshire, CT 06410
• 

  $143,000 Sold May 30, 2025

  • 870 Sq Ft
  • $164/SF
  • 4 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1964

  1117 Waterbury Rd Unit 1A, Cheshire, CT 06410

  Whether you're a first-time buyer, downsizing, or looking for a strong investment, this updated end-unit condo offers comfort, privacy, and unbeatable value. Tucked away at the back of the community for maximum privacy, this move-in-ready unit features an open layout with updated flooring and a stylish, modern kitchen complete with white shaker cabinetry, granite-look counters, stainless steel

  Rob Paskiewicz CT Home Pro, LLC

  1117 Waterbury Rd Unit 1A, Cheshire, CT 06410
• 

  Est $710,279 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
• 

  

  /40

  $644,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,403 Sq Ft

  262 Patton Dr, Cheshire, CT 06410

  Located in the highly sought-after center of town, this gorgeously renovated 4-bedroom Colonial blends timeless charm with modern luxury. Just a short stroll from Cheshire High School, Bartlem Park, and the scenic Farmington Canal Trail, this prime location offers the ultimate in convenience and community. Inside, a beautifully designed custom kitchen showcases granite countertops, a center

  Philip Degennaro Coldwell Banker Realty

  262 Patton Dr, Cheshire, CT 06410
• 

  $380,000 Sold May 29, 2025

  • 968 Sq Ft
  • $393/SF
  • 16 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1944

  196 Harrison Rd, Cheshire, CT 06410

  Welcome to 196 Harrison Road - A Charming Turnkey Ranch in the Heart of Cheshire! Set on a quiet street in a desirable neighborhood, this beautifully maintained ranch blends timeless character with thoughtful modern updates. The exterior features eye-catching vinyl shaker siding, natural stone veneer, and a large picture window that fills the living space with natural light. The terraced yard

  Ariel Tortora William Raveis Real Estate

  196 Harrison Rd, Cheshire, CT 06410
• 

  Est $841,065 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

  $763,999 Open Sat 3PM - 5PM

  • 4 Beds
  • 3.5 Baths
  • 3,101 Sq Ft

  15 Contour Dr, Cheshire, CT 06410

  Welcome to 15 Contour Drive-where luxury meets functionality in this beautifully designed new home in the heart of Cheshire. Step inside to a stunning open-concept 19' x 29' kitchen/dining area with soaring 9-foot smooth ceilings, perfect for both everyday living and entertaining. The custom kitchen, crafted by Cheshire Woodcraft, features a granite countertop, a large quartz kitchen island,

  Chiranjivi Neupane Onest Real Estate

  15 Contour Dr, Cheshire, CT 06410
• 

  $621,000 Sold May 29, 2025

  • 2,274 Sq Ft
  • $273/SF
  • 11 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  795 Rustic Ln, Cheshire, CT 06410

  This spectacular 4-bedroom Colonial is the BEST of the best!! Perfectly positioned on an expansive .88-acre corner lot in a sought-after, sidewalk-lined neighborhood. From the moment you arrive, you'll be WOWED by the fabulous updates, and spacious layout of this stunning home. Fully renovated from top to bottom, it boasts a sun-drenched living room and an elegant dining room with handsome

  Susan Santoro William Pitt Sotheby's Int'l

  795 Rustic Ln, Cheshire, CT 06410
• 

  Not Listed For Sale

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

  660 Boulder Rd, Cheshire, CT 06410

  660 Boulder Rd, Cheshire, CT 06410
• 

  

  /38

  $799,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 3,826 Sq Ft

  1199 Cornerstone Ct, Cheshire, CT 06410

  Nestled at the end of a peaceful cul-de-sac in one of Cheshire's most sought-after neighborhoods, this spacious 4-bedroom, 2.5-bath colonial offers the perfect blend of comfort, functionality, and curb appeal. Set on just under an acre of beautifully maintained grounds with all the extras. You'll love the privacy and outdoor space this home provides-including a massive deck ideal for summer

  Sara Tufano Real Broker CT, LLC

  1199 Cornerstone Ct, Cheshire, CT 06410
• 

  $785,000 Sold May 29, 2025

  • 2,492 Sq Ft
  • $315/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  135 Hitchcock Ct, Cheshire, CT 06410

  This is a MUST-SEE PROPERTY. Nestled at the end of a quiet cul-de-sac, this home is the one you've been waiting for. Combining both privacy and a sense of community, it truly stands out in the Deaconwood neighborhood. The family room features a gas fireplace, creating a warm and cozy atmosphere perfect for relaxing with a book, watching TV, or playing board games. During warmer weather, you can

  Arlene Levine Coldwell Banker Realty

  135 Hitchcock Ct, Cheshire, CT 06410
• 

  Est $430,830 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
• 

  

  /37

  $625,000

  • 3 Beds
  • 1.5 Baths
  • 1,826 Sq Ft

  80 Jill Ln, Cheshire, CT 06410

  Move in Impeccably cared for w/ thoughtful upgrades, this 2/3 BR log home-highlighted by cathedral ceilings, exposed beams, large windows, and skylights that showcase its enduring beauty. Upgraded Kitchen - hickory cabinets, granite counters, a separate breakfast area with large windows overlooking nature, living room, 1st floor family room - all with soaring ceilings & skylights. Off of the

  Dawn D'Auria Coldwell Banker Realty

  80 Jill Ln, Cheshire, CT 06410
• 

  $485,000 Sold May 29, 2025

  • 1,900 Sq Ft
  • $255/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  380 Sycamore Ln, Cheshire, CT 06410

  Welcome to this well-maintained 3-bedroom, 2 full bath raised ranch located in one of the area's most desirable neighborhoods. Step inside and underneath the carpet you will find beautiful hardwood floors throughout the main level. The spacious living room allows plenty of natural light , the perfect spot to relax and unwind. The kitchen opens into the dining room, where sliding glass doors lead

  Cheryl Rosadino Berkshire Hathaway NE Prop.

  380 Sycamore Ln, Cheshire, CT 06410
• 

  Est $891,692 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
• 

  

  /40

  $399,900

  • 2 Beds
  • 2.5 Baths
  • 1,486 Sq Ft

  17 Ives Hill Ct, Cheshire, CT 06410

  Welcome to Ives Hill ! Discover this rare, private corner unit nestled in a tranquil, natural setting in the picturesque town of Cheshire. This beautiful and impeccably maintained 2-bedroom, 2.5-bath home offers a perfect blend of comfort, style, and functionality. The main level features an open-concept layout with gleaming hardwood floors throughout. The show-stopping kitchen is outfitted with

  Roberta Whalen LAER Realty Partners

  17 Ives Hill Ct, Cheshire, CT 06410
• 

  $700,000 Sold May 29, 2025

  • 2,524 Sq Ft
  • $277/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  7 Ben Ct, Wallingford, CT 06492

  Tucked away at the end of a quiet cul-de-sac, 7 Ben Court is the perfect blend of space, comfort, and charm. This lovingly maintained Cape style home has been owned by the original owners since it was built in 1992, and it shows the pride of ownership throughout. Step inside to a warm and inviting living room, complete with a fireplace and ideal for cozy evenings. The spacious eat-in kitchen

  Stacey McPherson KW Legacy Partners

  7 Ben Ct, Wallingford, CT 06492
• 

  Est $414,392 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

  $668,900

  • 3 Beds
  • 2.5 Baths
  • 5,250 Sq Ft

  2 Tunxis Place, Cheshire, CT 06410

  NEW PRICE !!! Exceptional, rare, COPPER HILL Stand Alone Ranch..Most desirable, private, charming community. This 3/4 BR, 2.1 bath is distinguished with detailed features throughout...Custom bookshelves and cabinetry fill this special home. Natural light fills the rooms..Vaulted ceilings, stunning kitchen with Corian countertops, subzero refrigerator, double oven, cook top, bar area, wine cooler,

  Gary Damato Press/Cuozzo Realtors

  2 Tunxis Place, Cheshire, CT 06410
• 

  $629,900 Sold May 27, 2025

  • 3,042 Sq Ft
  • $207/SF
  • 75 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1997

  520 Peck Ln, Cheshire, CT 06410

  Wonderful Colonial in great Cheshire location! Beautifully maintained with so much to offer. Flexible floorplan including formal dining and living spaces, family room with tons of natural light and fireplace. Spacious eat-in kitchen leading to a large multi-level deck for outdoor fun and entertainment. Laundry on the main living level. Primary bedroom suite with remodeled full bath and walk-in

  Sarah Kolman The Heritage Group, LLC

  520 Peck Ln, Cheshire, CT 06410
• 

  Est $379,649 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
• 

  

  /26

  $999,999

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

  1731 Marion Rd, Cheshire, CT 06410

  The Newman Compound! You are going to love this sprawling ranch that includes two houses! The guest house is fully rented. This home is truly spectacular. The floor plan is open & huge. The main house has 4+ bedrooms. Full finished lower level features large family room accented by a wood stove, office, additional bedrooms & a full bathroom. Beautiful stream on boundary. Both houses 1731 & 1735

  Nancy Newman LPT Realty

  1731 Marion Rd, Cheshire, CT 06410
• 

  $315,000 Sold May 23, 2025

  • 1,454 Sq Ft
  • $217/SF
  • 40 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1977

  45 Currier Place, Cheshire, CT 06410

  Prime location in Currier Woods. Enjoy the serenity of Currier Place, ideally located on a cul de sac with serene views of nature from your deck. Summer is just around the corner. Vacation at home with the inground pool and its dedicated lifeguard, the large playground and clubhouse. Move in to your freshly painted condo with its attractive kitchen featuring granite counters, tile floor and glass

  Kathleen Maloney Coldwell Banker Realty

  45 Currier Place, Cheshire, CT 06410

Showing Results 81 - 120, Page 3 of 18