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Winchester, CT
Market Report

Current market conditions, pricing, inventory and transaction velocity for Winchester.

Updated October 15, 2026
← Full Connecticut Market Report
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Active Inventory 30 • 0.0% vs prior 30 days
Coming Soon 3 • 0.0% vs prior 30 days
Pending Sales 11 • 0.0% vs prior 30 days
Closed Sales — 30 Days 6 ▲ 20.0% vs prior 30 days
Median Sale Price $280,000 ▼ 58.2% vs prior 30 days
Median DOM 8 ▼ 46.4% vs prior 30 days
Months Inventory 5.5 ▼ 16.7% vs prior 30 days
Market Summary

Winchester

Winchester is operating in a comparatively balanced range, with supply and recent sales activity closer to equilibrium.

Sale to List Ratio100.1%
Months of Inventory5.5
Median Days on Market8
Closed Sales — 30 Days6
Rolling 30-Day Median Sale Price

$280,000

Nov Dec Jan Feb Mar Apr May Jun Jul Aug Sep Oct

Rolling 30-day median sale price, sampled weekly over the last 12 months.

Sale to List Price Ratio

100.1%

Compares closed sale price with original list price for the trailing 30-day period.

Market Temperature

Balanced

5.5 Months of Inventory
Seller Favorable< 4 mo Balanced4–6 mo Buyer Favorable> 6 mo

Months of inventory compares available homes with the recent pace of closed sales. Lower supply favors sellers; higher supply gives buyers more leverage.

Inventory by Property Type
Single Family 22 67%
Lots and Land 10 30%
Condo/Co-Op 1 3%
Inventory by Price Range
$0–$499K 34
$500K–$749K 5
$750K–$999K 5
$1M–$1.49M 0
$1.5M+ 1
What Changed
Active Inventory • 0.0%
Coming Soon • 0.0%
Pending Sales • 0.0%
Closed Sales ▲ 20.0%
Median Sale Price ▼ 58.2%
Median DOM ▼ 46.4%
Selected Properties

Winchester

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130 Riverton Road, Winchester
Motif Concierge
$450,000

130 Riverton Road

Winchester, Connecticut

Ranch

3 Beds  |  2.0 Baths  |  1,430 SF

View Property → Coming Soon
94 Colony Drive, Winchester
Motif Concierge
$309,900

94 Colony Drive

Winchester, Connecticut

Cape Cod

2 Beds  |  2.0 Baths  |  1,346 SF

View Property → Coming Soon
347 W. Wakefield Boulevard, Winchester
Motif Concierge
$289,000

347 W. Wakefield Boulevard

Winchester, Connecticut

Cottage

2 Beds  |  1.0 Baths  |  596 SF

View Property → Coming Soon
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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
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