2

Winsted, CT Homes for Sale under $100,000

Section Image Section Image
  • 124 Rockwell St, Winsted, CT 06098
    124 Rockwell St, Winsted, CT 06098
    /2

    $24,900

    • Land
    • 0.44 Acre
    • $56,591 per Acre

    124 Rockwell St, Winsted, CT 06098

    124 Rockwell St. - Versatile .44-Acre Lot Near Downtown This .44-acre lot offers a prime location close to downtown with city water and sewer available in the street. The previous home sat at street level, while the majority of the lot slopes below, creating a unique landscape with plenty of potential. With a little imagination and the right site contractor, this property presents endless

    Agent Photo

    David Sartirana

    Northwest CT Realty

    (860) 891-6121

    124 Rockwell St, Winsted, CT 06098
  • 99 Hubbard St, Winsted, CT 06098
    99 Hubbard St, Winsted, CT 06098
    /2

    $49,000

    • Land
    • 0.37 Acre
    • $132,432 per Acre

    99 Hubbard St, Winsted, CT 06098

    99 Hubbard St. - Private Lot Near Downtown & Highland Lake. Tucked away at the end of a quiet dead-end street, this .37-acre lot offers both privacy and convenience. While enjoying a peaceful setting, you're still just minutes from downtown with easy access to shopping, dining, and entertainment. Plus, Highland Lake is just a short distance away, providing endless opportunities for boating,

    Agent Photo

    David Sartirana

    Northwest CT Realty

    (860) 946-4468

    99 Hubbard St, Winsted, CT 06098
Connecticut Litchfield County Winsted

Real Estate & Homes in Winsted, CT under $100,000

Home Trends in Winsted, CT

On average, homes in Winsted, CT sell after 59 days on the market compared to the national average of 55 days. The median sale price for homes in Winsted, CT over the last 12 months is $288,557, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$288,557
Median Single Family Sale Price
$317,450
Median Townhouse Sale Price
$160,000
Median 2 Bedroom Sale Price
$224,000
Median 1 Bedroom Sale Price
$127,900
Average Price Per Sq Ft
$242
Number of Homes for Sale
7
Last 12 months Home Sales
109
Months of Supply
0.80
Median List Price
$296,500
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home

In Winsted, there are currently 2 homes for sale priced under $100,000, providing budget-friendly options for prospective buyers. Whether you're in search of houses for sale under 100k or other property types, there are opportunities to discover your ideal home within your budget in Winsted, CT. From cozy starter homes to properties awaiting your personal touch, these affordable residences offer an entry point into the housing market or an opportunity for real estate investment without stretching your finances.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group