Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

and narrow your search. If you have fewer than 200 results, you can save your search.

Cheshire CT Real Estate

Ranked among the 100 Best Places to Live in Money Magazine in 2009 and 2011, Cheshire is a highly desireable town to call home. With just under 30,000 residents, Cheshire is full of preserves, parks, and other outdoor recreational locations. Also notable in Cheshire is the Barket Character, Comic and Cartoon Museum, Cheshire Historic District, the Farmington Canal, and Roaring Brook Falls, Connecticut's tallest single drop waterfall. If you have kids, Cheshire's has numerous schools, including four public elementary schools, one public middle school and high school, and several private schools.

Below, find all homes currently on the market in Cheshire. Contact Coldwell Banker Realty 2000 for assistance purchasing your next property!

Search smarter: Register to save your favorite listings as you search, and receive notifications when similar listings hit the market.

539 Maple Ave, Cheshire, CT

Rental Price$875The price has recently decreased

InternalID N10239413

  • Rental
  • Bathroom 1
  • Address 539 Maple Ave
  • Date Available 07/31/2017
  • Bedrooms 1

Location! Location! Small 1 bedroom apartment with newer appliances, updated kitchen and bathroom. Unit is located on 2nd floor of 4 family residential home with off street parking, laundry hook ups and secured storage unit in basement. Beautiful private backyard can be used for BBQ. Walking distance to restaurants and shops. Small dog or cat welcome for additional security deposit.

Listed by Donna Pellegrino of Calcagni Real Estate

Torrington Office
257 Main Street
Torrington CT, 06790
Office: 860-482-5588

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

65 Crescent Cir, Cheshire, CT 06410

Price$289,901The price has recently decreased

Est. Mortgage: $/month

InternalID W10223382

  • Residential
  • Bathroom 2
  • Address 65 Crescent Cir
  • Bedrooms 4
  • Year Built 1954

This expansive ranch-style home offers a little of everything for any buyer! 4 large bedrooms and 2 baths make this property extra desirable. Hardwood flooring in living room and bedrooms. Fully finished lower level offers extra living space with an additional full bathroom/laundry room area and bedroom area. Fully updated main level bathroom. Light and bright kitchen with lots of cabinet and counter space opens up into great room with high ceilings and wood-burning fireplace. Sliders off this area lead you to a large deck that overlooks a privet lot and pool area where you can entertain and relax in your in-ground pool. Welcome home!

Listed by David Aurigemma, Broker/Partner, GRI, MBA of Dave Jones Realty, LLC

Torrington Office
257 Main Street
Torrington CT, 06790
Office: 860-482-5588

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

824 Moss Farms Rd, Cheshire, CT 06410

Price$325,000The price has recently decreased

Est. Mortgage: $/month

InternalID N10239398

  • Residential
  • Bathroom 3
  • Address 824 Moss Farms Rd
  • Bedrooms 3
  • Year Built 1950

Extremely well-built and cared for home in northwest cheshire. Large rooms w/ newly refinished hardwood throughout. Large eat-in kitchen, formal dining room, living room w/ stone fireplace, main level laundry room. Large master suite has vaulted ceiling and palladian window with a walk-in closet and large bathroom. 2nd bedroom has full bathroom, additional sitting room w/ cedar closet. Finished family room in lower level is additional sq footage. Lots of storage & workshop space too!! Lovely yard with deck off kitchen in a convenient location New septic tank recently installed. Easy to show and almost immediate occupancy possible.

Listed by Linda Teixeira-Ohr of Pearce Real Estate

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

58 Guinevere Rdg, Cheshire, CT 06410

Price$289,900The price has recently decreased

Est. Mortgage: $/month

InternalID W10239383

  • Residential
  • Bathroom 3
  • Address 58 Guinevere Rdg
  • Bedrooms 3
  • Year Built 1980

Nicely maintained Raised Ranch in great neighborhood!! Beautifully remodeled kitchen with Corian, tile and stainless appliances. Nice floor plan includes nice size master bedroom with walk-in closet, full bath and balcony overlooking large, flat back yard. Large family room in the lower level with fireplace and sliders. Laundry room and separate half bath in the lower level. Newer furnace and roof. Not to be missed!!!

Listed by Sarah Kolman of The Heritage Group, LLC

Torrington Office
257 Main Street
Torrington CT, 06790
Office: 860-482-5588

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

537 Greens Loop, Cheshire, CT 06410

Price$169,900The price has recently decreased

Est. Mortgage: $/month

InternalID N10239334

  • Condo
  • Bathroom 2
  • Unit Number 537
  • High School District Cheshire
  • Elementary School Chapman

Looking for a beautiful end unit condo with the work already done? Look no further!! Well maintained 2 bedroom townhouse freshly painted with new carpet. Spacious eat in kitchen with French door to deck overlooking a private wooded country setting. New furnace, new stove & dishwasher, a/c units, washer & dryer. Detached garage and assigned parking in front of unit for added convenience. Pool, tennis, basketball and clubhouse at your fingertips. FHA approved complex. Easy living!

Listed by Linda Conchado of Keller Williams Realty

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

84 Rita Ave, Cheshire, CT 06410

Price$189,000The price has recently decreased

Est. Mortgage: $/month

Under Agreement

InternalID W10235069

  • Residential
  • Bathroom 2
  • Address 84 Rita Ave
  • Bedrooms 3
  • Year Built 1950

Many updates in this conveniently located ranch. Your finishing touches will make it perfect!

Listed by David Jones of Dave Jones Realty, LLC

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

701 South Main St #701, Cheshire, CT

Rental Price$1,650The price has recently decreased

InternalID N10236513

  • Rental
  • Bathroom 3
  • Date Available 08/01/2017
  • Bedrooms 2

Fabulous South Cheshire, 1, 611 sq ft, 2 bed, 2½ bath condo in Brookshire complex. One of the largest units in the complex. Perfect kitchen space and separate breakfast room. Living room with BRAND NEW laminate flooring has slider access to private deck. 1/2 bath convenient main level location. Large 2nd level master bedroom complete with 2 large closets (1 walk-in) and full bath. Additional nice-sized bedroom. Full bath and laundry ideal 2nd level hall location. Finished lower level with 537 sq ft (included in total sq footage) has slider access to patio. Plenty of storage; single ATTACHED garage; natural gas; central air; new hot water heater and more! Ideal location to all town amenities. Commuter friendly! Two months security + one month rent; credit/background check; pets at discretion of owner. Also for sale MLS #10239204

Listed by Jessica Danard of Coldwell Banker Res Brokerage

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

701 South Main Street, Cheshire, CT 06410

Price$177,900The price has recently decreased

Est. Mortgage: $/month

InternalID N10239204

  • Condo
  • Bathroom 3
  • Unit Number 701
  • High School District Cheshire
  • Elementary School Norton

Fabulous South Cheshire location for one of the largest units in the lovely Brookshire complex. 1, 611 sq ft, 2 bed, 2½ bath condo set back for privacy. This nicely-maintained condo features a perfect kitchen space complete with newer counter tops, ceiling fan, tile flooring and separate breakfast room for quiet dining. Living room enhanced by laminate flooring with slider access to relax and enjoy private deck area. Half bath convenient main level location. Nice views of private wooded area from expansive second level master bedroom which features two large closets (1 walk-in) and full bath. Additional nice-sized bedroom with plenty of natural light. Full bath and laundry ideal second level hall location. Fantastic finished lower level with 537 sq ft (included in total sq footage) ideal for family/recreation room has slider access to patio. Plenty of storage; pet friendly; possible future rental; single ATTACHED garage; natural gas; central air; new hot water heater; new laminate in living and breakfast rooms and more! Ideal location to all town amenities. Commuter friendly! Also for rent MLS#N10236513.

Listed by Jessica Danard of Coldwell Banker Res Brokerage

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

35 Hall Dr, Cheshire, CT 06410

Price$140,000The price has recently decreased

Est. Mortgage: $/month

InternalID P10239309

  • Residential
  • Bathroom 1
  • Address 35 Hall Dr
  • Bedrooms 3
  • Year Built 1935

Check out this cute cape nestled on a quiet cul-de-sac in Cheshire. Amazing backyard perfect for entertaining. Offers 3 bedrooms, 1 car garage, large deck. Convenient location close to highways for an easy commute.

Listed by Eryen Lalonde of Perrella Realty

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1424 Byam Rd, Cheshire, CT

Rental Price$1,475The price has recently decreased

InternalID N10239292

  • Rental
  • Bathroom 1
  • Address 1424 Byam Rd
  • Date Available 09/01/2017
  • Bedrooms 2

2 Bed 1 bath Ranch. Beautiful hardwood floors . Quaint lightly wooded lot.The driveway is located off Mayview ave. At end of cul-de-sac.No egres from Byam rd. Convenient location easy access to i84, i691, i91, stores, and restaurants. A pet allowed at the discretion of the Landlord.

Listed by Philip Giampietro of Coldwell Banker Res Brokerage

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

577 Jarvis St, Cheshire, CT 06410

Price$495,000The price has recently decreased

Est. Mortgage: $/month

InternalID N10238611

  • Residential
  • Bathroom 3
  • Address 577 Jarvis St
  • Bedrooms 4
  • Year Built 1964

Coming back from vacation to this spectacular home that amazes you with every detail while your eyes travel through the impressive interior with open floor plan at its best! Stunning kitchen with grand island, high end stainless appliances and charming breakfast nook with built-in bench is always ready for your delicious home-made meals. Spectacular light filled family room with amazing two story fireplace and wall of windows with venetian blinds awaits your visiting crowd. Elegant dining room with timeless arches and warm lighting can comfortably accommodate your holidays events. Beautiful open stair case leads to your own private retreat, a dream master suite with spa inspired spectacular bathroom with jetted tub and glass shower. Family visits? A separate entrance brings your family members to a comfortable three bedroom part of the house with another master suite. All on absolutely gorgeous grands, tucked away from the street, with spectacular stone walls and lavish, mature landscaping. Welcome home!

Listed by Lynne Zielski of Calcagni Real Estate

Naugatuck Office
774 New Haven Road
Naugatuck CT, 06770
Office: 203-723-4461

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5 Farmers Ct, Cheshire, CT 06410

Price$539,900The price has recently decreased

Est. Mortgage: $/month

InternalID G10239102

  • Residential
  • Bathroom 4
  • Address 5 Farmers Ct
  • Bedrooms 4
  • Year Built 1978

Totally remodeled house in up scale neighborhood. New Kitchen, bathrooms, floors, plumbing, electrical, appliances, etc. Must see.

Listed by Jorge Zea of Blue Lighthouse Realty, Inc

Torrington Office
257 Main Street
Torrington CT, 06790
Office: 860-482-5588

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-07-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Let's talk!

  • Naugatuck Office
  • 2037234461 Email Us
  • 774 New Haven Road
  • Naugatuck, CT 06770
  • Torrington Office
  • 860.482.5588 Email Us
  • 257 Main Street
  • Torrington, CT 06790
Agent Login