Cheshire Real Estate

Newest Homes for Sale in Cheshire, CT

Welcome to your dedicated resource for newest homes for sale in Cheshire, CT. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Cheshire, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the newest properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Newest Homes for Sale in Cheshire, CT

368 Charles Dr, Cheshire
$749,000
4 Beds ⋅ 3 Baths ⋅ 24208525 MLS
Welcome to this completely remodeled home w/ a private In-law apartment in a highly desirable Cheshire neighborhood! Set on a spacious 1-acre lot, this truly move-in-ready property has been extensively renovated from top to bottom. The main living level features 3 BR & 2 full BA, offering comfortable & inviting living spaces throughout. The newly renovated kitchen is the heart of the home, featuring brand-new appliances, perfect for everyday living & entertaining. All new flooring throughout! Step outside through the DR onto the new deck, the perfect setting for family gatherings. The professionally landscaped, level yard is enhanced by a charming stone wall, an irrigation system, & a brand-new patio. Brand-New Handicap-Accessible in-law apt, a wonderful addition to this home offers its own private entrance & is thoughtfully designed for comfortable, accessible living. The spacious layout includes BR, full BA, living room, beautiful eat-in kitchen & washer dryer hookups. This private suite offers convenience, & endless possibilities. The extensive list of improvements includes a new roof, new windows, multiple new split-units heating & cooling system, new hot water heater, brand-new septic system, & solar panels. This is a rare opportunity to own a meticulously renovated Cheshire home with an in-law apartment that is set on a picturesque acre of land in a sought-after location. Simply unpack, settle in, and enjoy everything this extraordinary property has to offer!

368 Charles Dr, Cheshire
21 Berkshire Ct, Cheshire
$725,000
4 Beds ⋅ 3 Baths ⋅ 24210753 MLS
Welcome to 21 Berkshire Court, a beautifully updated 4-bedroom, 2.5-bath Colonial offering 2,373 square feet of living space plus approximately 500 additional square feet in the beautifully finished lower level. Set on a manicured .59-acre lot, this impressive home features thoughtfully designed renovations, wonderful living spaces, and exceptional curb appeal. The heart of the home is the gorgeous expanded kitchen featuring a breakfast bar, abundant cabinetry, and custom built-ins, all opening seamlessly to the inviting family room with additional custom built-ins and French doors leading to the large deck. Just off the kitchen is a highly functional laundry area with additional cabinetry and a convenient coffee bar, along with access to the half bath and attached two-car garage. A formal dining room, spacious living room, and beautiful entryway complete the main level, which features hardwood flooring throughout. Upstairs, the primary suite offers a walk-in closet and beautifully appointed full bath with double sinks and a walk-in shower. Three additional bedrooms and a second full bath complete the upper level. The beautifully finished lower-level rec room is perfect for entertaining, a home gym, playroom, media room, or home office, while still offering plenty of storage. Outside, enjoy the beautifully manicured yard and large deck overlooking the private backyard. Conveniently located close to the center of town with easy access to parks, restaurants & shopping!!

21 Berkshire Ct, Cheshire
295 Towpath Ln, Cheshire
$725,000
4 Beds ⋅ 3 Baths ⋅ 24208080 MLS
This desirable home offers large spacious living spaces to accommodate many living needs. Love a family room with a fireplace? This room also has built in shelves. Always wanted a kitchen with glass door cabinets to display your beautiful treasured glassware? This kitchen has that and a lot of workspace, counter space for your kitchen machines, as well as a nice dining area overlooking a bright window to the outdoors. A very large formal living room that maybe you want to use as a home office. All hardwood flooring on first floor offers a warm environment and easy maintenance. A sunporch off the back of the house is a treasure. Hang out here and head out to the built in pool- perfect for large gatherings all summer. The second floor bedrooms boast nice ceiling fans and good size rooms that can fit the bill for your personal needs. Guest rooms, home office, art room, playrooms.. the opportunities are endless. The lower level offers even more space... gym anyone? and storage areas too. The home is nicely updated with a classic style and appeal. The rear yard in addition to the in ground pool has a fenced in yard that appeals to many for their furry friends and more. Irrigation system. You will want to call this "home".

295 Towpath Ln, Cheshire
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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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