Cheshire, CT Homes

• 

  Est $263,705 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
• 

  

  

  /30

  $875,000

  • 3 Beds
  • 3.5 Baths
  • 3,663 Sq Ft

  55 Pine Brook Ct, Cheshire, CT 06410

  You will love this address in the south end of Cheshire. Located at the end of sought after cul de sac this Tudor revival home boasts 4 bedrooms and 3.5 bathrooms. Custom kitchen offers modern finishes with stainless steel appliances and island. The Den is warm and inviting with its stone fireplace as the centerpiece. Impressive Great room/ formal dining room combo with cathedral ceilings and

  Brian Botti Botti Realty

  55 Pine Brook Ct, Cheshire, CT 06410
• 

  $558,000 Sold May 23, 2025

  • 1,862 Sq Ft
  • $300/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1925

  32 Bennett Ave, Cheshire, CT 06410

  Tucked away on a peaceful dead-end street right in the center of Cheshire, 32 Bennett Avenue blends charm, space, and smart updates-all in one spot. With over 1,850 square feet, this 3-bedroom, 2-bath colonial has room to grow and plenty of features to love. Step inside and you'll find a bright, welcoming first floor that's made for everyday comfort. The large, updated kitchen is a standout,

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  32 Bennett Ave, Cheshire, CT 06410
• 

  Est $251,376 Not Listed For Sale

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

  40 Southwick Ct Unit 310, Cheshire, CT 06410

  40 Southwick Ct Unit 310, Cheshire, CT 06410
• 

  

  

  /37

  $629,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,626 Sq Ft

  111 Thorn Hollow Rd, Cheshire, CT 06410

  Exceptional offering at CHESHIRE CROSSING - an active adult community in private setting. This free standing Laurel model home is in exceptional condition and boasts 2,626 sf. Home boasts a first floor primary suite, office and laundry.This beautiful home features a two story entry foyer, 9' ceilings, beautiful hardwood floors and office with cathedral ceiling, transom window and french door.

  Karen Brimberg William Raveis Real Estate

  111 Thorn Hollow Rd, Cheshire, CT 06410
• 

  $351,000 Sold May 22, 2025

  • 1,673 Sq Ft
  • $210/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1974

  4 Currier Way, Cheshire, CT 06410

  Don't miss this opportunity to own this beautiful 3 bedroom, 2.5 bathroom end-unit townhouse in the desirable Currier Woods Community! This townhouse is located in a very secluded portion of the community to maximize your privacy and provides gorgeous views of the surrounding forest. This end-unit features a 16x14 addition (2007) on the main level with crown molding and large windows to allow for

  Daniel Stango Regency Real Estate, LLC

  4 Currier Way, Cheshire, CT 06410
• 

  Est $278,038 Not Listed For Sale

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

  40 Southwick Ct Unit 304, Cheshire, CT 06410

  40 Southwick Ct Unit 304, Cheshire, CT 06410
• 

  

  /40

  $700,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,192 Sq Ft

  9 Marks Place, Cheshire, CT 06410

  The one you've been waiting for! Exceptional 4-bedroom, 2.5-bath Colonial set on a beautiful 1.4 level acre, picturesque cul-de-sac. This spacious home offers a well-designed layout perfect for both everyday living and entertaining. The sun-filled, newly remodeled kitchen is GORGEOUS with custom white cabinetry, center island, quarts counters, double ovens, propane cooktop and a convenient

  Renee Mascia RE/MAX Right Choice

  9 Marks Place, Cheshire, CT 06410
• 

  $253,000 Sold May 22, 2025

  • 954 Sq Ft
  • $265/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  40 Southwick Ct Unit 201, Cheshire, CT 06410

  Welcome to this beautifully desirable adult community. This charming home features an open-concept design seamlessly connects the living room and dining area perfect for relaxing or entertaining. The kitchen boasts sleek Corian countertops, fully appliance, offering both style and durability, while the freshly painted interior provides a clean, modern feel throughout. Each of the two generously

  Delia Cianfagna William Raveis Real Estate

  40 Southwick Ct Unit 201, Cheshire, CT 06410
• 

  Est $221,776 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  40 Southwick Ct Unit 303, Cheshire, CT 06410

  40 Southwick Ct Unit 303, Cheshire, CT 06410
• 

  

  /40

  $695,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,750 Sq Ft

  671 Cortland Cir, Cheshire, CT 06410

  Welcome to this centrally located, expanded cape with a park-like yard and updates throughout. Your everyday entrance from the garage provides quick access to the convenient laundry/mudroom (with shower!). The adjacent family room delivers on comfort with a wood beamed-ceiling, wide-plank hardwood floors, the warmth of the wood-burning, brick fireplace, and a delightful sunroom. Step into this

  Cheri Paulsen Real Broker CT, LLC

  671 Cortland Cir, Cheshire, CT 06410
• 

  $790,000 Sold May 21, 2025

  • 2,975 Sq Ft
  • $266/SF
  • 58 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2024

  25 Soderman Way, Cheshire, CT 06410

  Move right in! Phenomenal opportunity to purchase a 2024-built Carriage home in Stonebridge Crossing. Upgrades at EVERY turn beginning with its location- a premium lot in Phase 1. (Phase 1 is natural gas versus other phases which are electric). Craftsman square paneling (wainscoting) in your welcoming foyer sets the sophisticated, stylish tone of the property. Professional kitchen is a chef's

  Kathleen Maloney Coldwell Banker Realty

  25 Soderman Way, Cheshire, CT 06410
• 

  Est $223,139 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  40 Southwick Ct Unit 104, Cheshire, CT 06410

  40 Southwick Ct Unit 104, Cheshire, CT 06410
• 

  

  /35

  $399,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft

  80 Quarry Village Rd, Cheshire, CT 06410

  SPACIOUS BRIGHT RANCH/SPLIT LEVEL END UNIT WITH LOTS OF SPACE, 1717 Sq. Ft Total. LIVING ROOM, DINING ROOM, EAT-IN KITCHEN, MASTER BEDROOM AND BEDROOM ALL WITH HARDWOOD FLOORING, LARGE FAMILY ROOM AND THIRD BEDROOM IN ADDITION. 3 BEDROOMS AND 2 FULL BATHS. NEW LAMINATE WOOD FLOORING IN KITCHEN AND THIRD BEDROOM, STAINLESS STEEL APPLIANCES ONLY 4 YEARS OLD. GAS HEAT AND CENTRAL AIR. MASTER BEDROOM

  Joan Kranyak Coldwell Banker Realty

  80 Quarry Village Rd, Cheshire, CT 06410
• 

  $600,000 Sold May 20, 2025

  • 1,995 Sq Ft
  • $301/SF
  • 15 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1959

  968 Coleman Rd, Cheshire, CT 06410

  Welcome to 968 Coleman Rd, nestled in the picturesque landscape of Cheshire, just beyond the Wallingford border. This serene 3 acre lot offers the perfect blend of tranquility & convenience, with close proximity to Farms Country Club. This sprawling ranch-style home presents a thoughtfully designed layout that caters to both comfort & privacy, perfect for accommodating extended family or visiting

  Patrick Combs Dan Combs Real Estate

  968 Coleman Rd, Cheshire, CT 06410
• 

  Est $222,122 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  40 Southwick Ct Unit 103, Cheshire, CT 06410

  40 Southwick Ct Unit 103, Cheshire, CT 06410
• 

  

  /40

  $639,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  5 Smith Place, Cheshire, CT 06410

  Welcome to this beautifully maintained 4-bedroom Colonial nestled on a peaceful cul-de-sac. Set on a generous lot with a large, private backyard - perfect for outdoor entertaining and play - this home offers space, comfort and style. Step inside to find a thoughtfully renovated kitchen featuring modern finishes, updated appliances, and ample cabinet space. The main level boasts a traditional

  James Bulger Calcagni Real Estate

  5 Smith Place, Cheshire, CT 06410
• 

  $524,971 Sold May 19, 2025

  • 1,850 Sq Ft
  • $284/SF
  • 79 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2024

  106 Shea Cir Unit 106, Cheshire, CT 06410

  Experience the indulgence 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 Spring 2025. Enjoy a hassle-free move-in with no exterior upkeep required. The HOA includes affordable monthly fees covering mail services, garbage collection, landscaping, lawn care, leaf removal, and

  Robin Lawson EG Group Realty

  106 Shea Cir Unit 106, Cheshire, CT 06410
• 

  Est $266,456 Not Listed For Sale

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

  70 Southwick Ct Unit 211, Cheshire, CT 06410

  70 Southwick Ct Unit 211, Cheshire, CT 06410
• 

  

  /40

  $639,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,804 Sq Ft

  198 Towpath Ln, Cheshire, CT 06410

  Charming and expanded 3-bedroom, 2.5-bath Cape in a desirable sidewalk-lined neighborhood! This beautifully maintained home offers a spacious and flexible floor plan, beginning with a formal living room featuring a lovely bay window with built-in seating and storage. The remodeled kitchen and dining area boast abundant cabinetry, cooktop, double wall ovens, and flow seamlessly into the stunning

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  198 Towpath Ln, Cheshire, CT 06410
• 

  $550,000 Sold May 15, 2025

  • 1,918 Sq Ft
  • $287/SF
  • 9 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1945

  376 Peck Ln, Cheshire, CT 06410

  Classic, architecturally expanded Cape with unrivaled elegance and detail. Set on a private, fully fenced half acre featuring amazing brick patios, landscaping, gardens and abundance of lighting for perfect outdoor entertaining.Kitchen with Viking propane range, Zephyr Hood, Bosch combo convection oven/micro, Miele dishwasher, Sub Zero Refrigerator. Carrera marble counters with OG edging.

  Karen Brimberg William Raveis Real Estate

  376 Peck Ln, Cheshire, CT 06410
• 

  Est $222,241 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  70 Southwick Ct Unit 209, Cheshire, CT 06410

  70 Southwick Ct Unit 209, Cheshire, CT 06410
• 

  

  /37

  $685,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,762 Sq Ft

  876 S Brooksvale Rd, Cheshire, CT 06410

  As you enter through the stone walls, you'll discover this stunning classic colonial nestled in one of Cheshire's most desirable neighborhoods - just in time for summer! Featuring beautiful HW floors throughout, this home blends timeless charm with modern comfort. The formal living room offers exposed beams, a large bay window that fills the space with natural light, + a cozy gas fireplace. The

  Stacey Deangelis Calcagni Real Estate

  876 S Brooksvale Rd, Cheshire, CT 06410
• 

  $635,000 Sold May 15, 2025

  • 1,854 Sq Ft
  • $343/SF
  • 38 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  376 Sir Walter Dr, Cheshire, CT 06410

  Sellers requesting offers kindly sent in by 10 am Monday March 3rd. Welcome to 376 Sir Walter Drive - a beautifully updated 4-bedroom, 2.1-bathroom colonial is move-in ready and waiting for you! You'll enjoy a remodeled kitchen with granite countertops, stainless steel appliances and an open floor plan. This home is perfect for both everyday living & entertaining for life's special moments. The

  Carly Kirsch Lamacchia Realty

  376 Sir Walter Dr, Cheshire, CT 06410
• 

  Est $341,573 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft

  102 Southwick Ct, Cheshire, CT 06410

  102 Southwick Ct, Cheshire, CT 06410
• 

  

  /40

  $649,999 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,758 Sq Ft

  40 Nathan Hale Ct, Cheshire, CT 06410

  Welcome to this beautifully maintained 4-bedroom Colonial, perfectly nestled on over 3 acres in a serene cul-de-sac setting. A dramatic two-story foyer sets the tone for a home that blends comfort, style, and thoughtful design. The warm, inviting living room with custom built-ins connects seamlessly to the family room via a stunning two-sided wood-burning fireplace-ideal for entertaining or

  Brette Stern Calcagni Real Estate

  40 Nathan Hale Ct, Cheshire, CT 06410
• 

  $440,000 Sold May 13, 2025

  • 2,371 Sq Ft
  • $186/SF
  • 57 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1985

  50 Heritage Dr, Cheshire, CT 06410

  Investors and contractors take noticed!!! ALL OFFERS ARE WELCOME. Cash preferred. Located in a quiet and beautiful neighborhood with great potential. Close to South Main St and the Downtown area. Property Sold AS-IS. Must include as is rider in all offers. No property disclosure. Highest and best by 5:00 PM March 23, 2025.

  Yi Gong Coldwell Banker Realty

  50 Heritage Dr, Cheshire, CT 06410
• 

  Est $536,126 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  87 S Brooksvale Rd, Cheshire, CT 06410

  87 S Brooksvale Rd, Cheshire, CT 06410
• 

  

  /40

  $649,900 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,368 Sq Ft

  75 Orleton Ct, Cheshire, CT 06410

  Welcome to this pristine 4-bedroom Colonial in the highly desirable Moss Farms Village development. This beautifully maintained home is situated on one of the neighborhood's largest lots and nestled on a quiet cul-de-sac. Remodeled kitchen with hardwood flooring, stainless steel appliances, and ceiling fan. Kitchen opens into a vaulted family room with matching hardwood floors, built-in

  Stacey Deangelis Calcagni Real Estate

  75 Orleton Ct, Cheshire, CT 06410
• 

  $410,000 Sold May 09, 2025

  • 1,856 Sq Ft
  • $221/SF
  • 64 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  102 Flagler Ave, Cheshire, CT 06410

  You're going to love this three-bedroom, two full bath Ranch in a great neighborhood of similarly-sized homes. When you enter the home the first thing you will notice is that it is flooded with natural sunlight. Then you will notice the original hardwood floors that have been refinished to their original glory only a week ago! The living room is front-to-back with a wood-burning fireplace, loads

  Steven Vastola KW Legacy Partners

  102 Flagler Ave, Cheshire, CT 06410
• 

  Est $784,662 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,648 Sq Ft

  50 Harrison Rd, Cheshire, CT 06410

  50 Harrison Rd, Cheshire, CT 06410
• 

  

  /40

  $760,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,156 Sq Ft

  319 Redstone Dr, Cheshire, CT 06410

  Spacious and grand contemporary colonial on a spectacular level one acre lot in a desirable, well-regarded neighborhood. This custom designed home offers a 2-story foyer and kitchen, 10-foot ceilings throughout most of first floor, and so much character. The grandiose entryway greets you with a curved double staircase leading to a bridged balcony overlooking the kitchen and foyer. The great room

  Brette Stern Calcagni Real Estate

  319 Redstone Dr, Cheshire, CT 06410
• 

  $685,000 Sold May 09, 2025

  • 2,625 Sq Ft
  • $261/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2012

  104 Ridgeview Place, Cheshire, CT 06410

  Impeccably maintained and updated, this stunning modern colonial is nestled in an idyllic in-town neighborhood. Originally built in 1953, this home underwent a full custom renovation in 2012. Step inside to find gleaming hardwood floors, high-end finishes, and a sun-drenched open floor plan designed for effortless living and entertaining. The expansive great room serves as the heart of the home,

  Brette Stern Calcagni Real Estate

  104 Ridgeview Place, Cheshire, CT 06410
• 

  Est $455,749 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  55 Brentwood Dr, Cheshire, CT 06410

  55 Brentwood Dr, Cheshire, CT 06410
• 

  

  /40

  $399,900 Open Sat 11AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,244 Sq Ft

  857 Marion Rd, Cheshire, CT 06410

  Tucked away in a quiet, private setting, this charming Cape-style home offers 2-3 bedrooms and 1.1 baths, combining comfort, space, and style. The heart of the home is the beautifully updated kitchen, complete with brand-new stainless steel appliances, granite countertops, a stone tile backsplash, a center island, and abundant cabinetry-perfect for everyday living or entertaining. Adjacent is the

  Agnes Nawrocki William Raveis Real Estate

  857 Marion Rd, Cheshire, CT 06410
• 

  $714,850 Sold May 09, 2025

  • 2,450 Sq Ft
  • $292/SF
  • 347 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  55 Soderman Way Unit 55, Cheshire, CT 06410

  Welcome to The Reserve at Stonebridge Crossing! This premier Cheshire community offers a prime location, diverse home styles, and a low-maintenance lifestyle. Move-in ready, this designer-curated Carriage Home boasts stylish finishes and energy-efficient features for year-round comfort. Enjoy community amenities like a covered pavilion with grills and firepits, a dedicated walking loop, and

  Jason Helton EG Group Realty

  55 Soderman Way Unit 55, Cheshire, CT 06410
• 

  Est $333,700 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,433 Sq Ft

  101 Fawn Dr, Cheshire, CT 06410

  101 Fawn Dr, Cheshire, CT 06410
• 

  

  /31

  $499,900 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft

  291 Guinevere Ridge, Cheshire, CT 06410

  Welcome to this charming 1,928 sq. ft. Cape-style home located on a quiet street in a wonderful neighborhood! This spacious 3-bedroom, 2 full bath home features a bright and inviting family room with a cozy fireplace, perfect for relaxing or entertaining. The eat-in kitchen offers plenty of space for casual dining, a formal dining room, and a comfortable living room-perfect for both everyday

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  291 Guinevere Ridge, Cheshire, CT 06410
• 

  $435,000 Sold May 02, 2025

  • 1,920 Sq Ft
  • $227/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  279 Mountain Rd, Cheshire, CT 06410

  **Multiple offers received. Highest and Best due by Monday, 4/7 at noon.** Impeccably maintained and well-loved home nestled on a lovely lot in Cheshire. This inviting 3 bed, 2 full-bath home radiates warmth and character through its gleaming hardwood floors throughout. The eat-in kitchen features recessed lighting and provides convenient access to a delightful 3-season porch--the perfect spot to

  Pamela Kirkby Coldwell Banker Realty

  279 Mountain Rd, Cheshire, CT 06410
• 

  Est $359,269 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  212 Forest Ln, Cheshire, CT 06410

  212 Forest Ln, Cheshire, CT 06410

Showing Results 121 - 160, Page 4 of 18