Cheshire, CT Homes

• 

  $537,000 Sold Feb 24, 2025

  • 1,900 Sq Ft
  • $283/SF
  • 49 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  215 Robin Ln, Cheshire, CT 06410

  Welcome to your dream home. Stunningly remodeled 4 bedroom and 2.5 bathroom in Cheshire. This completely remodeled gem is located on a very quiet street in beautiful Cheshire. Step inside to discover a bright and airy space, freshly painted in modern tone. The beautiful living room stands out as the heart of the home boasting an elegant stone finished wood burning fireplace for those cold nights.

  Junior Sadler William Raveis Real Estate

  215 Robin Ln, Cheshire, CT 06410
• 

  Est $429,910 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,636 Sq Ft

  1068 Avon Blvd, Cheshire, CT 06410

  1068 Avon Blvd, Cheshire, CT 06410
• 

  

  

  /17

  $159,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft

  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
• 

  $2,510,000 Sold Feb 24, 2025

  • 12,576 Sq Ft
  • $200/SF
  • 9 Days On Market

  • 24 Beds
  • Built 1964

  165 Mansion Rd, Cheshire, CT 06410

  INVESTORS TAKE NOTICE! "The Roxbury Arms" .... Never to have hit the market, 165-195 Mansion Road is a 16 door, family owned & operated apartment building in Cheshire sitting on 16.5 acres! It is a fully occupied, 8 two bedroom and 8 single bedrooms, all one bath. One unit is occupied by an on site superintendent for maintenance emergencies/snow removal/etc. Every apartment has a separate storage

  Lauren Freedman Coldwell Banker Realty

  165 Mansion Rd, Cheshire, CT 06410
• 

  Est $425,697 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,322 Sq Ft

  1094 Avon Blvd, Cheshire, CT 06410

  1094 Avon Blvd, Cheshire, CT 06410
• 

  

  /39

  $1,030,000 Under Contract

  • 5 Beds
  • 7 Baths
  • 6,484 Sq Ft

  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
• 

  $703,500 Sold Feb 21, 2025

  • 3,200 Sq Ft
  • $220/SF
  • 37 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1988

  1292 Notch Rd, Cheshire, CT 06410

  This lovely Cape home is totally renovated and located on a truly beautiful and private 2-acre rear lot. It's better than new with nothing to do and features a classic Cape plan with 2 bedrooms up, 2 bedrooms down, a huge country kitchen/dining with lots of cabinetry, breakfast bar, all new appliances included. In addition to a living room, it has a family room with cathedral ceilings, and a

  Carolyne Sakonchick Calcagni Real Estate

  1292 Notch Rd, Cheshire, CT 06410
• 

  Est $388,892 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,281 Sq Ft

  55 Lewis Rd, Cheshire, CT 06410

  55 Lewis Rd, Cheshire, CT 06410
• 

  

  /35

  $419,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  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
• 

  $700,000 Sold Feb 21, 2025

  • 2,450 Sq Ft
  • $286/SF
  • 305 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  51 Soderman Way Unit 51, Cheshire, CT 06410

  Available in the Fall of 2024. 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 great room - perfect for movie nights and entertaining. Just

  Lori Civitillo EG Group Realty

  51 Soderman Way Unit 51, Cheshire, CT 06410
• 

  Est $414,388 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,592 Sq Ft

  75 Lewis Rd, Cheshire, CT 06410

  75 Lewis Rd, Cheshire, CT 06410
• 

  

  /40

  $439,900 Under Contract

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

  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
• 

  $280,000 Sold Feb 18, 2025

  • 1,814 Sq Ft
  • $154/SF
  • 182 Days On Market

  • 5 Beds
  • 1 Bath
  • Built 1890

  272 Academy Rd, Cheshire, CT 06410

  LOCATION LOCATION LOCATION Best piece of land in Cheshire. Walk to town, close to parks, flat home site, surrounded by million dollar homes and farms. Fixer upper or re-build....Attention DIY enthusiasts and investors! Take advantage of this amazing opportunity to add value and personalize this property to your liking. Windows, roof, boiler and hot water heater are newer. Electrical is

  Jody Lynn Berkshire Hathaway NE Prop.

  272 Academy Rd, Cheshire, CT 06410
• 

  Est $447,554 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,896 Sq Ft

  70 Lewis Rd, Cheshire, CT 06410

  70 Lewis Rd, Cheshire, CT 06410
• 

  

  /38

  $549,900 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 2,239 Sq Ft

  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
• 

  $182,000 Sold Feb 13, 2025

  • 900 Sq Ft
  • $202/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  478 Oak Ave Unit 66, Cheshire, CT 06410

  All contracts to be submitted by Sunday Jan. 26 5PM. Two bedroom ranch condo that has been totally renovated! New stainless appliances, bathroom vanity and hardwood floors recently refinished! HOA covers heat and hot water! The shared basement has coin operated laundry and a private storage area! Condo is on the second floor. Don't wait as this one will go fast!

  Marilyn Rock Lamacchia Realty

  478 Oak Ave Unit 66, Cheshire, CT 06410
• 

  Est $435,303 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,608 Sq Ft

  36 Lewis Rd, Cheshire, CT 06410

  36 Lewis Rd, Cheshire, CT 06410
• 

  

  /40

  $300,000 Under Contract

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

  148 Fairway Dr Unit 148, Cheshire, CT 06410

  This sunny, 2 bedroom, 1.5 bath townhouse condo built 1986 in leafy Cheshire is well-updated and ready for you! Country Village Condos in Cheshire is a gem: a secluded, quiet, and orderly 80-unit condo complex of cute townhouses with an outdoor pool, clubhouse, basketball court, and oodles of parking. This bright and sunny unit's first floor offers a large living room, half bath and kitchen with

  Amy Lapierre Coldwell Banker Realty

  148 Fairway Dr Unit 148, Cheshire, CT 06410
• 

  $127,500 Sold Feb 13, 2025

  • Land
  • 2.50 Acres
  • $51,000 per Acre

  • 151 Days On Market

  0 Main St S Unit LOT 163 24047078, Cheshire, CT 06410

  2.5 Acre treed and level lot on South Main Street, Cheshire. Located in a community of fine homes. Close to shops, restaurants, schools and recreation. Convenient location, Easy access to RT 40, RT 15 and I-91. Just 2 hours to NYC/Boston, only 15 minutes to Downtown New Haven, Yale University, Yale New Haven Hospital, and Quinnipiac University. This property allows for a tranquil rural

  Mark Foreman Press/Cuozzo Realtors

  0 Main St S Unit LOT 163 24047078, Cheshire, CT 06410
• 

  Est $463,012 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,706 Sq Ft

  136 Crescent Cir, Cheshire, CT 06410

  136 Crescent Cir, Cheshire, CT 06410
• 

  

  /39

  $259,000 Under Contract

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

  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
• 

  $530,000 Sold Feb 12, 2025

  • 1,860 Sq Ft
  • $285/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1955

  100 Lynwood Drive Extension, Cheshire, CT 06410

  This fabulous remodeled ranch seamlessly blends modern upgrades with exceptional living spaces, perfect for both relaxation and entertaining. The updated eat-in kitchen features a 6-burner Viking gas range, granite counters, tiled floors, and a breakfast bar adjacent to a charming nook with a wet bar, wine cooler, and extra cabinetry. Living room hardwood floors, a bay window, and a cozy

  Julie Corrado Coldwell Banker Realty

  100 Lynwood Drive Extension, Cheshire, CT 06410
• 

  Est $922,113 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,098 Sq Ft

  30 Winding Trail, Cheshire, CT 06410

  30 Winding Trail, Cheshire, CT 06410
• 

  

  /36

  $409,900 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,077 Sq Ft

  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
• 

  $441,500 Sold Feb 03, 2025

  • 1,924 Sq Ft
  • $229/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  269 Greenbriar Dr, Cheshire, CT 06410

  Welcome to Cheshire! This 3-bedroom, 2-bathroom house is cozy and full of charm. The bright living room has plenty of space to relax or gather with friends, while the kitchen provides counter space and plenty of storage to make cooking a breeze. The primary bedroom is complete with its own bathroom and closet. A unique feature is the soundproof music room-perfect for hobbies, work, or simply

  Maurice Underwood RE/MAX One

  269 Greenbriar Dr, Cheshire, CT 06410
• 

  Est $855,543 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,773 Sq Ft

  25 Winding Trail, Cheshire, CT 06410

  25 Winding Trail, Cheshire, CT 06410
• 

  

  /5

  $60,000 Under Contract

  • Land
  • 0.77 Acre
  • $77,922 per Acre

  0 Old Lane Rd, Cheshire, CT 06410

  This is a beautiful residential lot of land on the Cheshire/Hamden border. This corner lot receives a lot of sunlight during the day and has a beautiful river running in the back of the lot. Please reach out to Planning and Zoning about wetlands approval required on this lot as well as setback building requirements.

  Kay Thomas William Pitt Sotheby's Int'l

  0 Old Lane Rd, Cheshire, CT 06410
• 

  $971,054 Sold Feb 03, 2025

  • 2,821 Sq Ft
  • $344/SF
  • 297 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2023

  1 Lexington Ct, Cheshire, CT 06410

  Farmhouse style colonial to be built on 1 of 2 lots at Lexington Court in desirable Cheshire!! Private setting but proximity to the Linear Trail system, tennis courts, grocery and highway access. Plan is fully customizable, and builder has other plans available if need be. Both lots to be walk-out basements and could support an in-law apartment if need be. **Seller is offering a mortgage rate

  Phillip Bowman Pinnacle Real Estate, LLC

  1 Lexington Ct, Cheshire, CT 06410
• 

  Est $619,905 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,192 Sq Ft

  540 N Brooksvale Rd, Cheshire, CT 06410

  540 N Brooksvale Rd, Cheshire, CT 06410
• 

  

  /25

  $323,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,706 Sq Ft

  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
• 

  $530,000 Sold Jan 31, 2025

  • 2,478 Sq Ft
  • $214/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  160 Round Hill Rd, Cheshire, CT 06410

  Highest, best and final offers due 12/30/24 at 6PM. Elegant and lovingly maintained, this 3 bedroom, 2 bath home has been tastefully updated. Remodeled white kitchen with granite counter tops, breakfast nook opens to an inviting family room with a cozy gas fireplace surrounded by custom built-in bookshelves creating an ideal space to relax. The sophisticated living room and formal dining room are

  Norinne Byrne Calcagni Real Estate

  160 Round Hill Rd, Cheshire, CT 06410
• 

  Est $430,478 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  921 Farmington Dr, Cheshire, CT 06410

  921 Farmington Dr, Cheshire, CT 06410
• 

  

  /35

  $339,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,198 Sq Ft

  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
• 

  $325,000 Sold Jan 31, 2025

  • 1,507 Sq Ft
  • $216/SF
  • 81 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  52 Cherry St, Cheshire, CT 06410

  3 bedroom cape with 1 full bathroom, eat in kitchen, living room, family room, 2 car garage, hot air heating, central air, nice private yard, city water, close to highways, lots of potential

  Mike Grady Brass City Homes Real Est. LLC

  52 Cherry St, Cheshire, CT 06410
• 

  Est $451,375 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  879 Farmington Dr, Cheshire, CT 06410

  879 Farmington Dr, Cheshire, CT 06410
• 

  

  /31

  $239,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,202 Sq Ft

  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
• 

  $150,000 Sold Jan 31, 2025

  • 853 Sq Ft
  • $176/SF
  • 115 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1986

  463 E Mitchell Ave Unit 463, Cheshire, CT 06410

  Cheshire Hillside Village condo, 62 plus restricted community. This end unit offers 4 rooms with a large living room with a Cathedral ceiling. One bedroom with a den for possible 2nd bedroom (no Closet). The bedroom offers a large walk-in closet. All appliance staying with the property. Close to shopping, restaurants, walking trails and public transportation.

  Rick Floyd Laz Real Estate, LLC

  463 E Mitchell Ave Unit 463, Cheshire, CT 06410
• 

  Est $463,966 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,620 Sq Ft

  499 Sharon Dr, Cheshire, CT 06410

  499 Sharon Dr, Cheshire, CT 06410
• 

  

  /33

  $445,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft

  1813 Peck Ln, Cheshire, CT 06410

  Stunning Renovated Contemporary Ranch in Prime Commuter Location Welcome to this beautifully renovated contemporary ranch, ideally situated on a level corner lot directly across from the scenic Farmington Canal Rail-to-Trail. Perfectly blending style and functionality, this home offers exceptional convenience and sophisticated living. Step inside to discover engineered hardwood floors throughout

  Beth Santos Showcase Realty, Inc.

  1813 Peck Ln, Cheshire, CT 06410
• 

  $575,000 Sold Jan 31, 2025

  • 3,507 Sq Ft
  • $164/SF
  • 1 Day On Market

  • 4 Beds
  • 3 Baths
  • Built 1979

  447 Wood Hill Rd, Cheshire, CT 06410

  Welcome to 447 Wood Hill Rd. This 4 bed 3 bath cape cod home is located in one of Cheshires most desirable neighborhoods (Strathmore). The house is nestled into a wooded lot which borders open space. A babbling brook is visible from the home. The lot is elevated above the brook which does not impede onto the home. The house has been remodeled on the main level, making the floor plan an open space

  Robert Vignola Coldwell Banker Realty

  447 Wood Hill Rd, Cheshire, CT 06410

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