Cheshire, CT Homes

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  /32

  $549,000

  • 4 Beds
  • 2 Baths
  • 2,548 Sq Ft

  689 S Meriden Rd, Cheshire, CT 06410

  Welcome to 689 S Meriden Rd, This stunning 4 bedrooms and 2 bathrooms colonial is located on Tranquille neighborhood. The main floor features an open concept eat-in kitchen, dining area, and a family room. cozy living room with an inviting fireplace. Custom kitchen with white shaker cabinetry, granite countertop and stainless-steel appliances. The upper level has four large bedrooms with multiple

  Naima Mazouzi Eagle Eye Realty PLLC

  689 S Meriden Rd, 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 $456,511 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,334 Sq Ft

  165 Rockview Dr, Cheshire, CT 06410

  165 Rockview Dr, Cheshire, CT 06410
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  /27

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  159 Birch Dr, Cheshire, CT 06410

  Built in 2004, this wonderful home offers a tranquil retreat with convenient access to I-84 and I-691. Step inside and be amazed by the beautiful interior, where gleaming hardwood floors extend throughout the main living areas. The heart of the home is the spacious kitchen, featuring ample white cabinetry, sleek granite countertops, and a practical L-shaped breakfast bar perfect for casual

  Michelle Grant Coldwell Banker Premier Real Estate

  159 Birch Dr, 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 Manigo Realty Group

  1848 Waterbury Rd, Cheshire, CT 06410
• 

  Est $503,218 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft

  195 Green Hill Ln, Cheshire, CT 06410

  195 Green Hill Ln, Cheshire, CT 06410
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  /12

  $100,000

  • 1 Bed
  • 1 Bath
  • 493 Sq Ft

  1125 Waterbury Rd Unit 1C, Cheshire, CT 06410

  Studio condo with endless potential! This one-room unit features a full bathroom and kitchen and is ready for updates-priced accordingly to reflect the work needed. The true highlight is the private walkout patio overlooking wooded surroundings, neighboring gardens, and visiting wildlife. With a little vision, this condo can be transformed into a charming retreat for a homeowner or an excellent

  Amber Fischer Lewis Real Estate Services

  1125 Waterbury Rd Unit 1C, 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 EG Group Realty

  112 Shea Cir Unit 112, Cheshire, CT 06410
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  Est $302,749 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,725 Sq Ft

  315 S Brooksvale Rd, Cheshire, CT 06410

  315 S Brooksvale Rd, Cheshire, CT 06410
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  /37

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,316 Sq Ft

  1325 Avon Blvd, Cheshire, CT 06410

  Welcome to this charming, updated 3-bedroom ranch located in one of Cheshire's most walkable and convenient neighborhoods. With 8' ceilings, a 1-car garage, central air, and a host of recent upgrades, this home is move-in ready and full of charm. Step inside to find refinished hardwood floors and a freshly painted interior that feels bright and inviting. The updated kitchen and bath offer modern

  Cindy Forlenzo Coldwell Banker Realty

  1325 Avon Blvd, 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 $257,880 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  311 S Brooksvale Rd, Cheshire, CT 06410

  311 S Brooksvale Rd, Cheshire, CT 06410
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  /40

  $599,900

  • 4 Beds
  • 4 Baths
  • 3,247 Sq Ft

  167 Spring St, Cheshire, CT 06410

  In the very heart of Cheshire, this 4-bedroom, 4-bath historic beauty (built in 1840) offers over 3,200 sq ft of character, charm, and modern updates. Sitting on a rare 3/4-acre lot with city water and sewer, you'll be just steps from shops, restaurants, the linear trail, parks-literally everything! Inside, a soaring cathedral-ceiling great room sets the stage for unforgettable gatherings. A

  Meagan Albert Tier 1 Real Estate

  167 Spring St, Cheshire, CT 06410
• 

  $490,000 Sold Jul 07, 2025

  • 1,824 Sq Ft
  • $269/SF
  • 39 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  18 Hawthorne Dr, Cheshire, CT 06410

  Wonderful ranch home in great neighborhood! Owners have lovingly maintained this house for the past 60 years. Lovely oversized eat-in kitchen with tons of counterspace. Formal living and dining rooms, screened 3 season porch and large family room in the lower level with full bath. Oversized two car garage, workshop and shed. Hardwood flooring under all carpet on the main level with exception of

  Sarah Kolman The Heritage Group, LLC

  18 Hawthorne Dr, Cheshire, CT 06410
• 

  Est $787,269 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  265 S Brooksvale Rd, Cheshire, CT 06410

  265 S Brooksvale Rd, Cheshire, CT 06410
• 

  

  /21

  $564,900

  • 3 Beds
  • 2.5 Baths
  • 1,901 Sq Ft

  50 Wintergreen Ln, Cheshire, CT 06410

  Location-Peace and Tranquility is offered with this beautiful well maintained home located in a quiet neighborhood at the end of a cul de sac with over 1 acre of land. The kitchen has granite countertops with stainless steel appliances and freshly painted oak cabinets with new hardware. It also has luxury wide plank vinyl flooring leading to a sitting area with a large whitewashed fireplace off

  Carol York For Sale By Owner Connecticut

  50 Wintergreen Ln, Cheshire, CT 06410
• 

  $260,000 Sold Jul 07, 2025

  • 1,202 Sq Ft
  • $216/SF
  • 47 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1968

  480 Radmere Rd Unit A, Cheshire, CT 06410

  Welcome to this well-maintained 2-bedroom, 1.5-bathroom condo offering a great blend of 1,474 square feet of living space, natural light, and comfort. Upon entering through the back door, you'll be greeted by a beautiful kitchen featuring ample cabinetry and counter space-perfect for everyday living and entertaining. The home features gorgeous hardwood flooring throughout and large windows that

  Courtney Angelicola Coldwell Banker Realty

  480 Radmere Rd Unit A, Cheshire, CT 06410
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  Est $552,893 Not Listed For Sale

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

  146 S Brooksvale Rd, Cheshire, CT 06410

  146 S Brooksvale Rd, Cheshire, CT 06410
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  /40

  $599,900

  • 5 Beds
  • 3.5 Baths
  • 2,783 Sq Ft

  1681 Orchard Hill Rd, Cheshire, CT 06410

  Expansive Cape on a quiet neighborhood street in the south end of Cheshire. Welcome to 1681 Orchard Hill Road - a beautifully expanded Cape Cod-style home nestled on a landscaped .45 acre lot. This exceptional property blends classic charm with modern updates offering the perfect balance of comfort, space, and privacy. Inside, the home features an updated kitchen with SS appliances, granite

  Julie Luchina Coldwell Banker Realty

  1681 Orchard Hill Rd, Cheshire, CT 06410
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  $1,075,000 Sold Jul 07, 2025

  • 8,558 Sq Ft
  • $126/SF
  • 133 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 1953

  1161 Sperry Rd, Cheshire, CT 06410

  Nestled on 6.5 serene acres next to the Fresh Meadows open space in Cheshire, CT, this worldclass property offers privacy, peace and elegance. The home boasts 4,896 sq ft of living space, complemented by an additional 4,400 sq ft dedicated to studios, a gym, garages, a woodshop, and ample storage - perfect for working from home or pursuing hobbies. Designed by Tom Pritchard and Edward Tufte, the

  Derek Greene Derek Greene

  1161 Sperry Rd, Cheshire, CT 06410
• 

  Est $442,323 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,508 Sq Ft

  1243 Avon Blvd, Cheshire, CT 06410

  1243 Avon Blvd, Cheshire, CT 06410
• 

  

  /30

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,955 Sq Ft

  248 Mountain Rd, Cheshire, CT 06410

  Step inside to discover a bright, open layout featuring gleaming hardwood floors, a cozy fireplace, and a cheerful sunroom-ideal for unwinding or working from home. The updated eat-in kitchen, complete with brand-new stainless steel appliances (2023), flows seamlessly into the adjoining dining area, perfect for everyday meals or entertaining. The primary bedroom includes a private en-suite bath

  Emily Lovejoy William Raveis Real Estate

  248 Mountain Rd, Cheshire, CT 06410
• 

  $690,000 Sold Jul 01, 2025

  • 2,804 Sq Ft
  • $246/SF
  • 32 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  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
• 

  Est $636,121 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,305 Sq Ft

  1290 Lilac Ct, Cheshire, CT 06410

  1290 Lilac Ct, Cheshire, CT 06410
• 

  

  /40

  $1,200,000

  • 4 Beds
  • 4.5 Baths
  • 4,791 Sq Ft

  1 Mountaincrest Dr, Cheshire, CT 06410

  PREMIUM WOOD FLOORS JUST INSTALLED in this Mountaincrest custom colonial showcasing luxurious living & elegant entertaining. A dramatic two-story foyer sets a grand tone, leading to a private office. A stunning kitchen exudes sophistication-highlighting a massive center island seating 5, imported granite countertops, opulent backsplash, & top-tier Bosch appliances & Sub-Zero. The opulent kitchen

  Susan Santoro William Pitt Sotheby's Int'l

  1 Mountaincrest Dr, Cheshire, CT 06410
• 

  $381,000 Sold Jul 01, 2025

  • 1,198 Sq Ft
  • $318/SF
  • 39 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  48 Warren St, Cheshire, CT 06410

  Welcome to 48 Warren Street - With good bones and plenty of potential, this home is ready for your updates and personal touch. This solidly built 3-bedroom, 1-bath ranch is set on over half an acre with large Two car garage in the heart of Cheshire! Offering 1,198 sq ft of living space with the potential for more. This home features a spacious living room with a cozy fireplace, an eat-in kitchen

  Kelly Ryan William Raveis Real Estate

  48 Warren St, Cheshire, CT 06410
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  Est $470,325 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,592 Sq Ft

  1169 Long Hill Rd, Cheshire, CT 06410

  1169 Long Hill Rd, Cheshire, CT 06410
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  /8

  $449,900

  • 3 Beds
  • 3 Baths
  • 2,704 Sq Ft

  25 Hidden Place, Cheshire, CT 06410

  UNIQUE OPPORTUNITY! Improved price...Contractors, Investors, flippers or DIY persons, take notice. Here is your opportunity to purchase a home in Cheshire, in a desired neighborhood, on a cul-de-sac, for half the value cost. Unfortunately this home suffered a fire in April. Return this home to its original beauty, but you will need to be patient and put the time and money into this project. At

  Laura Maturo William Raveis Real Estate

  25 Hidden Place, Cheshire, CT 06410
• 

  $195,000 Sold Jul 01, 2025

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

  • 2 Beds
  • 1 Bath
  • Built 1966

  486 Oak Ave Unit 50, Cheshire, CT 06410

  Location, Location, Location! Nestled in the heart of town, this bright corner ranch-style condo on the second floor offers the perfect blend of convenience and comfort with easy walking distance to Farmington Canal Heritage Trail, schools, as well as only minutes from Route 10, 68, & shopping at Maplecroft Plaza. Enjoy one-floor living within a private complex that features serene courtyard

  Dawn Siedlarz-Aponte Coldwell Banker Realty

  486 Oak Ave Unit 50, Cheshire, CT 06410
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  Est $393,545 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  200 Bates Dr, Cheshire, CT 06410

  200 Bates Dr, Cheshire, CT 06410
• 

  

  /35

  $534,900 Open Sun 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,236 Sq Ft

  791 Ives Row, Cheshire, CT 06410

  Opportunity is knocking!! Don't miss out. This Classic Colonial is located in the heart of Cheshire. Discover timeless elegance in this beautifully maintained 4 / 5 bedroom, 3 full bath Colonial. This spacious home offers the perfect blend of character and comfort with a traditional layout, sun-filled rooms, and hardwood floors throughout. The updated kitchen (with a walk in pantry) opens to a

  Vincent Masotta Pearce Real Estate

  791 Ives Row, Cheshire, CT 06410
• 

  $310,000 Sold Jun 30, 2025

  • 1,052 Sq Ft
  • $295/SF
  • 39 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  529 Greens Loop Unit 529, Cheshire, CT 06410

  Welcome to Country Village! This Townhouse style unit is move in ready. It offers two story living, with 2 generous size bedrooms on the second floor. The basement offers ample storage or the option to fully finish for extra living space. This unit has a detached garage and ample parking. The complex offers a beautiful pool and basketball court. Both opened and ready for use this Summer! Cheshire

  Jeannine Peterson Peterson Realty, LLC

  529 Greens Loop Unit 529, Cheshire, CT 06410
• 

  Est $605,539 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,418 Sq Ft

  215 Bates Dr, Cheshire, CT 06410

  215 Bates Dr, Cheshire, CT 06410
• 

  

  /21

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  264 Timber Ln, Cheshire, CT 06410

  Charming ranch with endless potential! Welcome to this delightful ranch-style home nestled in a desirable Cheshire location! Offering comfortable one-level living, this property boasts 3 spacious bedrooms and 2 full bathrooms with living and dining room. You'll love the convenience of the attached 2-car garage, providing ample parking and storage. Step outside and discover a large, level yard -

  Michael Maynard New Neighbors Real Estate

  264 Timber Ln, Cheshire, CT 06410
• 

  $505,000 Sold Jun 30, 2025

  • 1,503 Sq Ft
  • $336/SF
  • 26 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  153 Mountain Rd, Cheshire, CT 06410

  Welcome to this inviting 3-bedroom, 2-bath ranch nestled in one of Connecticut's most sought-after neighborhoods. This cozy home offers comfortable single-level living with a warm and welcoming atmosphere. The living room is filled with natural light and features beautiful hardwood floors and a fireplace creating the perfect spot to relax and unwind. A true gem of the home, the sunroom features

  Nakita Montagno Showcase Realty, Inc.

  153 Mountain Rd, Cheshire, CT 06410
• 

  Est $456,641 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  1244 Long Hill Rd, Cheshire, CT 06410

  1244 Long Hill Rd, Cheshire, CT 06410
• 

  

  /6

  $394,900

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  3 Cedar Ln, Cheshire, CT 06410

  Recently reduced!!! Motivated seller!!! Welcome to this spacious 8-room, multifunctional ranch, featuring 3 bedrooms and perfectly designed for a home-based office or business. The inviting living room, complete with a wet bar and fireplace, is ideal for entertaining. A doorway leads to the business wing, consisting of three rooms, a kitchen nook, and a half bath. This area also has a separate

  Colleen Caron Barrieau Realty Signature Prop

  3 Cedar Ln, Cheshire, CT 06410
• 

  $702,750 Sold Jun 30, 2025

  • 3,192 Sq Ft
  • $220/SF
  • 40 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  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
• 

  Est $470,096 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  1222 Long Hill Rd, Cheshire, CT 06410

  1222 Long Hill Rd, Cheshire, CT 06410
• 

  

  /3

  $249,900

  • Land
  • 4.61 Acres
  • $54,208 per Acre

  0 Waterbury Rd Unit 24047391, Cheshire, CT 06410

  4.61-Acre Lot on Waterbury Road, Cheshire. Discover the perfect blend of privacy and convenience with this stunning 4.61-acre lot located on Waterbury Road. This treed and rolling lot features a small stream in one corner, offering a serene and picturesque setting. Currently a single lot, it may be subdividable, providing potential for future development. Ideal for those seeking privacy and a

  Mark Foreman Press/Cuozzo Realtors

  0 Waterbury Rd Unit 24047391, Cheshire, CT 06410

Showing Results 201 - 240, Page 6 of 18