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MLS 24159711 Sold Updated August 16, 2026
1358 South Main Street

Cheshire, Connecticut 06410

$760,000
On market 3 days
1358 South Main Street

About This Property

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!

Property Details

Interior

Heat
Gas on Gas,Zoned
Cooling
Central Air,Wall Unit,Zoned
Fireplaces
1
Basement
Partial,Storage,Partially Finished,Concrete Floor
In-Law Apartment
Yes
Interior Features
Sauna

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Pool
Vinyl,Indoor Pool
Lot Description
Treed Level Lot
Garage & Parking
Attached Garage Detached Garage

Utilities & Systems

Water Source
Public Water Connected
Sewer
Public Sewer Connected

Community & Schools

Elementary
Per Board of Ed
High
Per Board of Ed
Nearby Amenities
Basketball Court Medical Facilities Park Public Rec Facilities

Appliances

Included
Gas Range Oven/Range Microwave Refrigerator Dishwasher Washer Dryer

1358 South Main Street

Cheshire , Connecticut 06410

$760,000

On market 3 days

Beds
4
Baths
6
SqFt
3,610
Type
Single Family
County New Haven
Garage 4
Rooms -
Lot Size 0.60 Acres
Property Tax $10,957
Assessed Value $368,410
Year Built 1900
Style Cape Cod,Colonial
Zoning R-20

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: CBRB54. Off-market listing media is limited to one photo per MLS display rules.

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