Winchester,
Connecticut

Properties, market intelligence and current real estate activity in Winchester.

Connecticut
Winchester Market Intelligence

Real estate market overview

Updated October 15, 2026 View Full Market Report →
$280,000 Median Sale Price
23 Available Inventory
8 Median Days on Market
100.1% Sale to List Ratio
3.8 Months of Inventory
6 Closed Sales — 30 Days

Source: SmartMLS®. Market statistics calculated by Motif from Winchester single-family, condominium and multi-family listing and closed-sale data. Updated daily.

Selected Properties Currently Available in Winchester
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752 Lake Drive, Winchester
Motif Concierge
$1,600,000

752 Lake Drive

Winchester, Connecticut

Colonial

4 Beds  |  2.1 Baths  |  2,129 SF

View Property → Active
469 Platt Hill Road, Winchester
Motif Concierge
$895,000

469 Platt Hill Road

Winchester, Connecticut

Colonial

4 Beds  |  2.0 Baths  |  3,088 SF

View Property → Active
119 Wakefield Boulevard, Winchester
Motif Concierge
$849,900

119 Wakefield Boulevard

Winchester, Connecticut

Colonial

4 Beds  |  2.0 Baths  |  1,781 SF

View Property → Active
Market Trends

Rolling 30-day median sale price · trailing 12 months

1 Year
$280,00030-Day Median Sale Price
100.1%Sale to List Ratio
8Median DOM
3.8Months Inventory
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Coming Soon in Winchester
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130 Riverton Road Winchester, CT 06098 3 Beds · 2.0 Baths · 1,430 Sq Ft
$450,000
94 Colony Drive Winchester, CT 06098 2 Beds · 2.0 Baths · 1,346 Sq Ft
$309,900
347 W. Wakefield Boulevard Winchester, CT 06098 2 Beds · 1.0 Baths · 596 Sq Ft
$289,000
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