Cheshire, CT Homes

• 

  $640,000 Sold Jul 21, 2025

  • 2,626 Sq Ft
  • $244/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  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
• 

  Est $455,744 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,630 Sq Ft

  971 Wallingford Rd, Cheshire, CT 06410

  971 Wallingford Rd, Cheshire, CT 06410
• 

  $457,000 Sold Jul 18, 2025

  • 1,356 Sq Ft
  • $337/SF
  • 42 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1948

  202 Mountain Rd, Cheshire, CT 06410

  Welcome to this charming 3 bedroom Cape home offering hardwood floors with over 1,300 square feet of comfortable living space set on a beautifully leveled landscaped 1-acre lot. This well-maintained home provides a spacious and versatile layout featuring an inviting floor plan with generous living areas, including a large 3-season sunroom - ideal for relaxing any time of day. The oversized dining

  Karen Klein Coldwell Banker Realty

  202 Mountain Rd, Cheshire, CT 06410
• 

  Est $597,730 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,704 Sq Ft

  55 Buttonwood Cir, Cheshire, CT 06410

  55 Buttonwood Cir, Cheshire, CT 06410
• 

  $1,275,000 Sold Jul 18, 2025

  • 4,121 Sq Ft
  • $309/SF
  • 30 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1992

  3 Mountaincrest Dr, Cheshire, CT 06410

  ** Highest and best by Monday, June 16th at 7 pm. Custom built 4 bedroom 3 full & 2 half bathroom gracious 4,121 sq ft Colonial set on park-like grounds. From the impressive estate fencing & gated entrance, the sweeping driveway, & the serene, professionally landscaped 2.04 acres this house is designed to impress. A soaring, two story, vaulted foyer with Italian marble & Palladian window that

  Sarah Hull Coldwell Banker Realty

  3 Mountaincrest Dr, Cheshire, CT 06410
• 

  Est $680,647 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,756 Sq Ft

  47 Buttonwood Cir, Cheshire, CT 06410

  47 Buttonwood Cir, Cheshire, CT 06410
• 

  $156,000 Sold Jul 18, 2025

  • 762 Sq Ft
  • $205/SF
  • 44 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1981

  415 E Mitchell Ave, Cheshire, CT 06410

  Why rent when you can own a unit in this quiet and peaceful complex conveniently located - only a stones throw to everything Cheshire has to offer! This unit offers a large living room, working kitchen with all appliances, dining room (or den) with sliders to a deck, 2 bedrooms, 1 bath and laundry closet! Pre-approved Buyers only. Being sold AS IS. This is an over 62, age-restricted complex.

  Carol Cangiano Coldwell Banker Realty

  415 E Mitchell Ave, Cheshire, CT 06410
• 

  Est $668,612 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  57 Beaverbrook Ct, Cheshire, CT 06410

  57 Beaverbrook Ct, Cheshire, CT 06410
• 

  $945,000 Sold Jul 17, 2025

  • 6,484 Sq Ft
  • $146/SF
  • 31 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 1997

  657 Tamarack Rd, Cheshire, CT 06410

  Exceptional Colonial located at end of a quiet cul-de-sac in a beautiful enclave of fine homes in the heart of Cheshire. This home has ample room for family and cherished guests with 5/6 bedrooms, 4.3 baths, 4,860 SF plus 3-car garage set on a beautifully landscaped 2.25 private lot. The main level features impeccably designed living spaces, including a bedroom, full bath, laundry room, private

  Julie Luchina Coldwell Banker Realty

  657 Tamarack Rd, Cheshire, CT 06410
• 

  Est $447,434 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft

  512 Wallingford Rd, Cheshire, CT 06410

  512 Wallingford Rd, Cheshire, CT 06410
• 

  $785,000 Sold Jul 17, 2025

  • 3,671 Sq Ft
  • $214/SF
  • 121 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1997

  33 Roxbury Ct, Cheshire, CT 06410

  Nestled on a quiet cul-de-sac, this beautiful 5-bedroom, 4.5-bath Colonial offers over 2900sq ft of living space, plus an additional 750sq ft in the finished lower level. A perfect blend of elegance and functionality, this home boasts hardwood floors (installed 2022) throughout the main level and the upstairs hall. The interior was painted in 2022. The eat-in kitchen is a chef's dream and was

  Kori Gauvin KW Legacy Partners

  33 Roxbury Ct, Cheshire, CT 06410
• 

  Est $871,133 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 4,195 Sq Ft

  104 Stonegate Ct, Cheshire, CT 06410

  104 Stonegate Ct, Cheshire, CT 06410
• 

  $404,000 Sold Jul 16, 2025

  • 1,077 Sq Ft
  • $375/SF
  • 56 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2013

  135 Poplar Dr, Cheshire, CT 06410

  Imagine living the Cape Cod lifestyle right here in Connecticut in this incredibly charming craftsmen style home. Thoughtfully built from the ground up in 2013 this home boasts high-end finished & detailed architectural elements throughout. A spacious entry with built-in storage leads to a modern kitchen featuring Accacia butcher block counters, subway tile backsplash, farmers sink and a gas

  Dorothy Karska-Piech Calcagni Real Estate

  135 Poplar Dr, Cheshire, CT 06410
• 

  Est $582,015 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft

  51 Chipman Dr, Cheshire, CT 06410

  51 Chipman Dr, Cheshire, CT 06410
• 

  $558,695 Sold Jul 16, 2025

  • 1,850 Sq Ft
  • $302/SF
  • 156 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2024

  115 Shea Cir Unit 115, 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

  115 Shea Cir Unit 115, Cheshire, CT 06410
• 

  Est $607,367 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,088 Sq Ft

  140 Chipman Dr, Cheshire, CT 06410

  140 Chipman Dr, Cheshire, CT 06410
• 

  $619,900 Sold Jul 15, 2025

  • 2,135 Sq Ft
  • $290/SF
  • 53 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  10 Arrowleaf Ct, Cheshire, CT 06410

  Nestled on a quiet cul-de-sac in the highly sought-after south end of Cheshire, this beautifully maintained 4-bedroom, 2.5-bath home offers charm, space, and modern comfort. Hardwood floors run throughout the home, creating a warm and inviting atmosphere. The bright and spacious living room features a large picture window that floods the space with natural light, highlighting the custom built-ins

  Cheryl Rosadino Berkshire Hathaway NE Prop.

  10 Arrowleaf Ct, Cheshire, CT 06410
• 

  Est $496,843 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,112 Sq Ft

  53 Elmwood Dr, Cheshire, CT 06410

  53 Elmwood Dr, Cheshire, CT 06410
• 

  $325,000 Sold Jul 14, 2025

  • 936 Sq Ft
  • $347/SF
  • 56 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1954

  36 Mayview Ave, Cheshire, CT 06410

  Welcome to 36 Mayview Avenue - a charming ranch-style bungalow nestled in a quiet Cheshire neighborhood that makes commuting a breeze with easy access to I-84 and I-691. This 2-bedroom, 1-bath home packs thoughtful updates and cozy vibes into a smart 936-square-foot layout. Step inside to a light-filled living and dining room combo, with warm hardwood floors underfoot & sleek recessed lighting

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  36 Mayview Ave, Cheshire, CT 06410
• 

  Est $615,629 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,180 Sq Ft

  202 Sharon Dr, Cheshire, CT 06410

  202 Sharon Dr, Cheshire, CT 06410
• 

  $655,000 Sold Jul 14, 2025

  • 2,368 Sq Ft
  • $277/SF
  • 81 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1998

  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
• 

  Est $455,875 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,502 Sq Ft

  18 Blueberry Place, Cheshire, CT 06410

  18 Blueberry Place, Cheshire, CT 06410
• 

  $550,000 Sold Jul 14, 2025

  • 2,239 Sq Ft
  • $246/SF
  • 42 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1942

  85 Ridgeview Place, Cheshire, CT 06410

  Charming Center Hall Colonial on Quiet Dead End St in Cheshire- 3 bedrooms 1.5 baths, 2,239 SqFt. Welcome to this well- loved, center-hall Colonial ideally located just minutes from Cheshire's charming town center, walking paths and only 20 minutes from downtown New Haven. Nestled on a peaceful dead end street, this 2239 square-foot home offers timeless character and thoughtful updates

  Nea Lisboa William Raveis Real Estate

  85 Ridgeview Place, Cheshire, CT 06410
• 

  Est $716,469 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,236 Sq Ft

  9 Newbridge Cir, Cheshire, CT 06410

  9 Newbridge Cir, Cheshire, CT 06410
• 

  $345,000 Sold Jul 14, 2025

  • 1,706 Sq Ft
  • $202/SF
  • 57 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1977

  47 Currier Place, Cheshire, CT 06410

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhouse nestled in one of Cheshire's most desirable communities. This spacious and sun-filled home features hardwood floors, a cozy fireplace in the living room, and an updated kitchen complete with stainless steel appliances and modern finishes.Enjoy a low-maintenance lifestyle with access to amenities including a swimming pool, tennis

  Sara Tufano Real Broker CT, LLC

  47 Currier Place, Cheshire, CT 06410
• 

  Est $658,281 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,847 Sq Ft

  82 Jinny Hill Rd, Cheshire, CT 06410

  82 Jinny Hill Rd, Cheshire, CT 06410
• 

  $485,000 Sold Jul 12, 2025

  • 1,305 Sq Ft
  • $372/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  816 Moss Ln, Cheshire, CT 06410

  Welcome to this beautifully cared-for 3-bedroom, 2-bath ranch home, where pride of ownership shines through every detail. Nestled on a cul-de-sac, this home offers the perfect blend of comfort, functionality, and peace of mind. From the moment you arrive, you'll notice the immaculate landscaping -just the beginning of the thoughtful upkeep this property has received. Step inside to find a bright

  Krystal Harrison Coldwell Banker Realty

  816 Moss Ln, Cheshire, CT 06410
• 

  Est $608,504 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,854 Sq Ft

  175 Sharon Dr, Cheshire, CT 06410

  175 Sharon Dr, Cheshire, CT 06410
• 

  $295,000 Sold Jul 11, 2025

  • 1,390 Sq Ft
  • $212/SF
  • 146 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1887

  41 Wallingford Rd, Cheshire, CT 06410

  Here is your chance to live in one of the highest rated school systems in the state for less than what it would cost you for private school tuition or to rent a home in Cheshire. Not to mention, homes in a great school system tend to retain their value. Per Great Schools, Highland Elementary has a 10 out of 10 rating, Dodd Middle School has an 8 out of 10 rating, and Cheshire High School an 8 out

  Robert Clermont Clermont Real Estate

  41 Wallingford Rd, Cheshire, CT 06410
• 

  Est $714,782 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,344 Sq Ft

  35 Sorghum Mill Dr, Cheshire, CT 06410

  35 Sorghum Mill Dr, Cheshire, CT 06410
• 

  $470,000 Sold Jul 11, 2025

  • 1,563 Sq Ft
  • $301/SF
  • 8 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1957

  26 Williams Rd, Cheshire, CT 06410

  Charming wood shake and brick craftsman style ranch located in an established family neighborhood. Enjoy the "Cheshire Village" location which allows for short walks to the library, post office, dining, the Farmington Heritage Linear Park or a cafe for your daily caffeine pleasure. This home's roof was replaced in October 2021 along with solar panels in 2022, the brick chimney waterproofed in

  Phil Pedros Philips Real Estate

  26 Williams Rd, Cheshire, CT 06410
• 

  Est $843,761 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,209 Sq Ft

  221 Towpath Ln, Cheshire, CT 06410

  221 Towpath Ln, Cheshire, CT 06410
• 

  $415,000 Sold Jul 10, 2025

  • 1,955 Sq Ft
  • $212/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  1848 Waterbury Rd, Cheshire, CT 06410

  Welcome to 1848 Waterbury Road, a beautifully maintained 3-bedroom, 2-bathroom home nestled in one of Cheshire's most sought-after neighborhoods. This inviting property offers the perfect blend of comfort, convenience, and classic New England charm. Step inside to discover a spacious and sunlit living area, ideal for entertaining or relaxing with family. The updated kitchen features ample

  Tamikque Escourse Coldwell Banker Realty

  1848 Waterbury Rd, Cheshire, CT 06410
• 

  Est $621,418 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,034 Sq Ft

  28 Iris Ct, Cheshire, CT 06410

  28 Iris Ct, Cheshire, CT 06410
• 

  $517,800 Sold Jul 10, 2025

  • 1,902 Sq Ft
  • $272/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  24 Poplar Dr, Cheshire, CT 06410

  Come see this well-cared-for ranch-style home in a prime Cheshire location. Built in 1989, this 3-bedroom, 2.5 bath home offers a perfect blend of charm, modern updates, and easy upkeep, thanks to its durable brick exterior. The living room is warm and inviting, featuring a cozy fireplace, while the formal dining room provides an elegant space for hosting celebrations. The kitchen is nicely

  Kathleen Turner Property Choices Real Estate

  24 Poplar Dr, Cheshire, CT 06410
• 

  Est $650,901 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,079 Sq Ft

  20 Arrowleaf Ct, Cheshire, CT 06410

  20 Arrowleaf Ct, Cheshire, CT 06410
• 

  $533,230 Sold Jul 10, 2025

  • 1,850 Sq Ft
  • $288/SF
  • 6 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2024

  112 Shea Cir Unit 112, 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,

  Robin Lawson William Pitt Sotheby's Int'l

  112 Shea Cir Unit 112, Cheshire, CT 06410
• 

  Est $798,499 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,178 Sq Ft

  10 Autumn Ct, Cheshire, CT 06410

  10 Autumn Ct, Cheshire, CT 06410
• 

  $530,000 Sold Jul 09, 2025

  • 1,850 Sq Ft
  • $286/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  259 Redwood Ln, Cheshire, CT 06410

  ****Sellers have requested that all - "Highest and Best Offers" be submitted by 6PM - Saturday April 26th, 2025 Who will be the first to find #259 and begin their "new life" in this perfect home...sitting pretty on .47 Acres with nearby neighbor pond perfect for winter ice skating! This home has been well maintained with many upgrades. Spacious formal living room with hardwood floors. Nice sized

  Edward Siebert Century 21 AllPoints Realty

  259 Redwood Ln, Cheshire, CT 06410
• 

  Est $323,300 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  237 Elmwood Cir, Cheshire, CT 06410

  237 Elmwood Cir, Cheshire, CT 06410

Showing Results 361 - 400, Page 10 of 18