Home Homes for Sale Cheshire, CT 1358 South Main Street

1358 South Main Street, Cheshire, CT 06410

Single Family For Sale

$749,000
$207/sqft
1358 South Main Street, Cheshire, CT Coming Soon
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4
Bedrooms
6
Bathrooms
3,610
Sq Ft
0.6
Acres
1900
Year Built

About This Home

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!

Listed by Heidi Hoss (860) 575-5333 with Coldwell Banker Realty (860) 434-8600

Listing Snapshot

Price $749,000 Days on Market
Property Tax $10,957/yr Style Cape Cod,Colonial
Year Built 1900 Total Sq Ft 3,610
Lot Size 0.6 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 4
Total Rooms 10 Half Baths 2

Key Features

Interior
  • Sauna
Appliances
  • Gas Range
  • Oven/Range
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Vinyl
  • Indoor Pool
Nearby
  • Basketball Court
  • Medical Facilities
  • Park
  • Public Rec Facilities

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 4
Garage Type Attached Garage, Detached Garage
Below Grade 272 sq ft

Systems & Utilities

Heat Gas on Gas, Zoned
Cooling Central Air, Wall Unit, Zoned
Hot Water Natural Gas, Tankless Hotwater
Water Public Water Connected
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $913/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Mar 31, 2026 Listed $749,000

Frequently Asked Questions

How much does 1358 South Main Street in Cheshire, CT cost?
This property is listed at $749,000, which works out to $207 per square foot.
How many bedrooms does 1358 South Main Street have?
This home has 4 bedrooms and 6 bathrooms.
What is the square footage of 1358 South Main Street?
The home is 3,610 square feet, situated on 0.6 acres.
When was 1358 South Main Street in Cheshire built?
This property was built in 1900.
Is 1358 South Main Street, Cheshire, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 1358 South Main Street, Cheshire in?
This home is served by the Cheshire public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 1358 South Main Street, Cheshire, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Heidi Hoss · (860) 575-5333

Coldwell Banker Realty · (860) 434-8600

MLS# 24159711 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Mar 31, 2026 3:07 PM UTC