720 Main Street Winchester, CT $ 395,000
720 Main Street
$ 395,000
Share Save

720 Main Street

Winchester, CT, 06098
$ 395,000
Bedrooms-- Baths1.1 Sq 1,909

Monthly Estimate*

$ 2,432

720 Main Street, Winchester, CT 06098 - Image 1
720 Main Street, Winchester, CT 06098 - Image 2
720 Main Street, Winchester, CT 06098 - Image 3
720 Main Street, Winchester, CT 06098 - Image 4
720 Main Street, Winchester, CT 06098 - Image 5
720 Main Street, Winchester, CT 06098 - Image 6
720 Main Street, Winchester, CT 06098 - Image 7
720 Main Street, Winchester, CT 06098 - Image 8
720 Main Street, Winchester, CT 06098 - Image 9
720 Main Street, Winchester, CT 06098 - Image 10
720 Main Street, Winchester, CT 06098 - Image 11
720 Main Street, Winchester, CT 06098 - Image 12
720 Main Street, Winchester, CT 06098 - Image 13
720 Main Street, Winchester, CT 06098 - Image 14
720 Main Street, Winchester, CT 06098 - Image 15
720 Main Street, Winchester, CT 06098 - Image 16
720 Main Street, Winchester, CT 06098 - Image 17
720 Main Street, Winchester, CT 06098 - Image 18
720 Main Street, Winchester, CT 06098 - Image 19
720 Main Street, Winchester, CT 06098 - Image 20
720 Main Street, Winchester, CT 06098 - Image 21
720 Main Street, Winchester, CT 06098 - Image 22
720 Main Street, Winchester, CT 06098 - Image 23
720 Main Street, Winchester, CT 06098 - Image 24
720 Main Street, Winchester, CT 06098 - Image 25
720 Main Street, Winchester, CT 06098 - Image 26
720 Main Street, Winchester, CT 06098 - Image 27
720 Main Street, Winchester, CT 06098 - Image 28
720 Main Street, Winchester, CT 06098 - Image 29
720 Main Street, Winchester, CT 06098 - Image 30
720 Main Street, Winchester, CT 06098 - Image 31
720 Main Street, Winchester, CT 06098 - Image 32
720 Main Street, Winchester, CT 06098 - Image 33
720 Main Street, Winchester, CT 06098 - Image 34
720 Main Street, Winchester, CT 06098 - Image 35
720 Main Street, Winchester, CT 06098 - Image 36
720 Main Street, Winchester, CT 06098 - Image 37
720 Main Street, Winchester, CT 06098 - Image 38

Commercial Property for sale in Winchester, CT

for $395,000 with 1 full bath, 1 half bath. This 1,909 square foot building was built in 1900 on a lot size of 0.07.

Prime Mixed-Use Opportunity in Downtown Winsted! High-visibility two-story building located on bustling Main Street, most recently home to "JT's Cafe," and previously known as "The Winning Ticket Cafe." The first-floor commercial space includes features such as an existing kitchen area with oven range vents, fridge, bathroom, and open seating area. Great potential for a new restaurant, cafe, retail, or service business! The second floor offers a spacious 3-bedroom apartment with many recent updates, a new roof, windows, a deck, a kitchen, and an on-demand hot water system. The unit was renovated down to the studs. Separate gas and electric meters make it ideal for owner-occupy or investment use. On-street parking only, but surrounded by other downtown businesses with strong walkability and visibility. Excellent location near Highland Lake, Route 44, and all downtown amenities. Great opportunity to live and work in the same building or generate dual rental income. Bring your vision and make this Main Street property shine again! Also listed under multi-family- MLS# 24138050

See more

Commercial Active

Price

$ 395,000

Full Bath

1

Half Bath

1

Property Type

Commercial

Taxes

$ 1,395

Style

Lot Size

0.07

Year Built

1900

Town/City

Winchester

MLS | Web ID

24138743

Features
General
Zoning CB-3
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Location Downtown
Property Type Commercial For Sale
Status Active
Acres 0.07
Directions GPS Friendly
City Winchester
Sq Ft Total 1909
DOM 41
Year Built 1900
See more
Interior
Utilities Available Gas
Cooling System None
Total Number of Units 2
Total Rooms 0
See more
Exterior
Water Source Public Water Connected
Lot Description Level Lot
See more
* Excluded Features
List By
Ryan Marconi

Listing Agent

The Washington Agency

Broker

ryan@thewashingtonagency.com

Email

Affordability Calculator

$2,548
Per Month
95%
5%
0%
Monthly Principal & Interest
$2,432
Monthly Property Taxes
$116
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
11/12/2025$395,000 Listed Price

Map


See all

720 Main Street, Winchester, CT, 06098 is a Commercial Property for sale at $395,000 with 1,909 sqft and a lot size of 0.07. 720 Main Street has 1.1 baths and was built in 1900. The property's zip code is 06098 which is in Winchester, CT