1358 South Main Street

Cheshire, CT 06410

Don't miss this rare opportunity to own a truly one-of-a-kind property offering exceptional space, flexibility, and amenities. This 3,600+ SF home features 4 bedrooms, 4.5 baths, including a versatile in-law apartment, home gym, plus two garages with plenty of room for multiple cars. The original 1900 colonial main house blends classic charm with modern updates, offering three bedrooms, 1.5 baths, an updated eat-in kitchen, fireplace with pellet stove, and flexible living space. The attached in-law apartment has vaulted ceilings, a full bath, kitchen, office or workshop, and spacious living room. The spiral staircase leads to a private second-floor bedroom loft with another full bath and laundry area. With a separate entrance, this space is ideal for multi-generational living, guests, or a home office/business. A standout feature of the property is the detached building, currently a fully equipped home fitness center with endless pool, sauna, and full bath. Car enthusiasts will appreciate the additional 32-foot-deep two-car garage with tandem parking for up to four cars and ample storage. Conveniently located in prime southern Cheshire near shopping, dining, and everyday amenities. Schedule your showing today to see this amazing property!

Listing courtesy of Heidi Hoss of Coldwell Banker Realty Office Phone: (860) 434-8600 Broker Contact: (860) 575-5333



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.
Last checked: 2026-04-05 08:48 AM UTC.