Cheshire Village, CT homes for sale & real estate

6 of 6 homes

Sort:

Recommended

View:

Photos

ABOUT THIS HOME
Cheshire Village, CT Homes for Sale
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, featuring a vaulted ceiling, light-filled windows, and an elegant granite-faced gas-burning fireplace. The kitchen is a culinary dream, complete with a breakfast bar peninsula, stainless steel appliances, a gas range, granite countertops, and a generous pantry closet. An inviting dining area seamles

$675,000

4 beds2.5 baths2,625 sq ft

104 Ridgeview Pl, Cheshire, CT 06410

0.63 acre lot • 2 garage spots • Car-dependent

ABOUT THIS HOME
Cheshire Village, CT Homes for Sale
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 of 10 rating. The first floor features an eat-in-kitchen with a breakfast nook, a stove & refrigerator, a dining room, a living room, an office/den, and a half bath. The 2nd floor features 3 bedrooms with wall to wall carpeting and 1 full bath. Other features include a walk out basement that'

$349,000

3 beds1.5 baths1,390 sq ft

41 Wallingford Rd, Cheshire, CT 06410

6,098 sq ft lot • Car-dependent

NEW CONSTRUCTION

ABOUT THIS HOME
Cheshire Village, CT Homes for Sale
Presenting 15 Melrose Drive! This beautiful, To Be Built, new construction home is the layout that you have been waiting for! At 4,011 square feet this house plan is the perfect size for any family. A very spacious home with 9 ft ceilings on the main level, and a beautiful cathedral ceiling in the Family Room that perfectly highlights the decorative propane fireplace. A very functional mudroom area right off the 3 car garage, with a 1/2 bath. The front foyer has a grand feel with the open ceiling and aesthetically pleasing split design stairs. Completing the first floor is a Dining Room, and a large Study/office. Additionally, this plan has the convenience of having both a first floor as we

$1,299,000

4 beds4.5 baths4,011 sq ft

15 Melrose Dr Lot 4, Cheshire, CT 06410

2.27 acre lot • 3 garage spots • Car-dependent

NEW CONSTRUCTION

ABOUT THIS HOME
Cheshire Village, CT Homes for Sale
Have you been searching for a new construction home that will provide you with one level living?? 6 Melrose Drive is the perfect solution to your search! This To Be Built Ranch plan is a spacious 2,731 sq ft of living space. It provides wonderful outdoor living spaces starting with a covered front porch welcoming you and your guests through the front entry and a screened porch at the back of the house to increase your "outdoor time". The interior of this home feels both Fresh and Modern! With 9 ft ceilings and a true open concept layout, the kitchen and dining area flow seamlessly to the great room. This thoughtfully designed plan has the primary suite secluded from the 3 addition

$1,120,000

4 beds2.5 baths2,731 sq ft

6 Melrose Dr Lot 10, Cheshire, CT 06410

1.54 acre lot • 2 garage spots • Car-dependent

ABOUT THIS HOME
Cheshire Village, CT Homes for Sale
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 entrance that opens to a cement patio, perfect for grilling and enjoying the serene, park-like half-acre yard. The attached two-car garage is a convenience. Situated on a corner lot along Route 10, this property features easy access to highways 691 and 84. The quiet backyard provides a peaceful retreat, creating the best of both worlds. Add

$449,900

3 beds1.5 baths1,512 sq ft

3 Cedar Ln, Cheshire, CT 06410

0.52 acre lot • 2 garage spots • Car-dependent

Property at 25 Church Dr, Cheshire, CT 06410, 7 beds, 5.5 baths

$620,000

7 beds5.5 baths3,204 sq ft

25 Church Dr, Cheshire, CT 06410

Viewing page 1 of 1 (Download All)

End of results

See more homes

Zoom out

Clear the map boundary

Save this search

to get updated when new homes hit the market.

Nearby homes that match your criteria

Within 1 mile

COMING SOON

ABOUT THIS HOME
Cheshire Village, CT Homes for Sale
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 gleaming hardwood floors flow throughout, adding warmth and elegance. Major updates provide peace of mind including a new primary bathroom, newer central air, propane gas furnace, well pump, engineered septic system, roof & windows. Step outside to a sprawling yard backing up to serene woodlands, offering privacy and a picturesque setting for outdoor rela

$579,000

4 beds2.5 baths1,854 sq ft

376 Sir Walter Dr, Cheshire, CT 06410

0.92 acre lot • 2 garage spots • Car-dependent

COMING SOON

ABOUT THIS HOME
Cheshire Village, CT Homes for Sale
Location, Location, Location! Nestled in the heart of town, this bright ranch-style condo offers the perfect blend of convenience and comfort, with easy walking distance to trails, schools, and shopping. Enjoy one-floor living in a cheerful, sun-filled home set within a private complex, featuring serene courtyard views and abundant natural light. Remodeled, this gem boasts two spacious bedrooms, one bathroom, and a bright, open living/dining area with engineered hardwood flooring and a ceiling fan. The kitchen shines with beautiful white cabinets and granite countertops, perfect for both everyday living and entertaining. HOA fee includes HEAT AND HOT WATER! The shared basement provides coin

$199,900

2 beds1 bath900 sq ft

490 Oak Ave Apt 44, Cheshire, CT 06410

$495 HOA • Car-dependent

OPEN SUN, 12PM TO 3PM

ABOUT THIS HOME
Cheshire Village, CT Homes for Sale
Welcome to Pond's Edge, a planned unit development of 6 exquisite waterfront and water view homes. Sitting on its own private water nature sanctuary, this new construction opportunity with upgraded finishes throughout is ready for immediate occupancy. Boasting an open kitchen/ living area concept with exquisite finishes, along with first floor primary suite this home provides no lack of space. With an additional 3 bedrooms, oversized dining area, sunroom, office, study you can entertain a gathering of any size. Come enjoy this unique location full of nature and serenity, combine it with timeless finishes and taste make this your forever home. Ask about other waterfront lot opportunities. Ag

$1,025,900

4 beds2.5 baths3,394 sq ft

3 Waterside Way, Cheshire, CT 06410

0.49 acre lot • $250 HOA • 2 garage spots

NEW CONSTRUCTION

ABOUT THIS HOME
Cheshire Village, CT Homes for Sale
Carriage home complete with designer appointed finishes! Available in the Summer of 2025. 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 off the great room, the primary suite features a walk-in closet and luxury bath with walk-in shower and dual vanity. The upstairs features two bedrooms, a full bath, private study, loft space, and laundry room. Includes option for a fourth be

$804,735

3 beds2.5 baths2,450 sq ft

65 Soderman Way #65, Cheshire, CT 06410

$275 HOA • 2 garage spots • Car-dependent

NEW CONSTRUCTION

ABOUT THIS HOME
Cheshire Village, CT Homes for Sale
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 Summer 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 snow removal during winter. Step into a welcoming foyer leading to an open floor plan. Entertain gue

$558,685

2 beds2.5 baths1,850 sq ft

115 Shea Cir #115, Cheshire, CT 06410

$275 HOA • 2 garage spots • Car-dependent

NEW CONSTRUCTION

ABOUT THIS HOME
Cheshire Village, CT Homes for Sale
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, as well as myriad shopping options & easy commuting routes. Our Zero Energy Ready homes boast combustion-free water heating and space conditioning, rapid hot water delivery through an on-demand recirculation loop, induction cooking, and spray foam insulation. Our Indoor airPLUS certification

$573,570

2 beds2.5 baths1,850 sq ft

116 Shea Cir #116, Cheshire, CT 06410

$275 HOA • 2 garage spots • Car-dependent

Property at 45 Colton Ln, Cheshire, CT 06410, 4 beds, 3.5 baths

$1,175,000

4 beds3.5 baths3,048 sq ft

45 Colton Ln, Cheshire, CT 06410

Property at 5 Waterside Way, Cheshire, CT 06410, 4 beds, 3.5 baths

$1,129,900

4 beds3.5 baths3,483 sq ft

5 Waterside Way, Cheshire, CT 06410

Property at 6 Waterside Way, Cheshire, CT 06410

$335,000

— beds— baths— sq ft

6 Waterside Way, Cheshire, CT 06410

Average home prices near Cheshire Village, CT

Cities

Zip Codes
Minor Civil Divisions

Cheshire Village, CT real estate trends

All Home Types trends in Cheshire Village, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$530,000

+24.7% YoY | Jan 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jan 2025

Growth

% YoY

Cheshire Village, CT

$530,000

+24.7%

See more Cheshire Village, CT market insights

More to explore in Cheshire Village, CT

Featured
Price

How to buy a house in Cheshire Village, CT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Connecticut

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Become a Lender Partner

Subsidiaries

Rent.

ApartmentGuide

Bay Equity Home Loans

Title Forward

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.