Bonnie Greene
Bean Group Agent
Winchester, MA homes for sale
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Homes for sale in Winchester
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Winchester market stats
These figures describe all properties matching this search and its filters, across every results page. Asking prices are not closed sale prices.
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Market update
Winchester Housing Market Update
August 2026 · Single-family residences
$1,750,000
Median sale price
Year to date
−7.2%
121
Homes sold
Year to date
+6.1%
119
Under contract
Year to date
−8.5%
34
Homes for sale
August 2026
+9.7%
Changes compare with the same period one year earlier.
In August 2026, Winchester recorded 12 single-family closings, compared with 17 in August 2025. The median sale price was $1,950,000, compared with $1,775,000 a year earlier.
Through August 2026, Winchester recorded 121 closings and a $1,750,000 median sale price, compared with 114 closings and $1,885,950 through August 2025.
At the end of August, Winchester had 34 single-family homes for sale, compared with 31 a year earlier, and 2.3 months of inventory.
Source: Massachusetts Association of REALTORS® Local Market Update — August 2026, Winchester, Single Family Residence. Data from Berkshire County MLS and Cape Cod & Islands Association of REALTORS®, Inc. and MLS Property Information Network, Inc.. View the Winchester report or browse the Massachusetts Association of REALTORS® report library.
Median sales price and percent of original list price received do not account for seller concessions.
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The community
Living in Winchester
Winchester is a township in Middlesex County, Massachusetts. Winchester blends local character with the broader appeal of Massachusetts living. Browse current homes for sale above and connect with a Bean Group agent who knows this market inside and out — from neighborhood pricing trends to the practical realities of moving here.
Local expertise
Bean Group agents in Winchester
Kristin Sullivan
Bean Group Agent
FAQ
Winchester real estate questions
What is the median home price in Winchester?
Median home prices in Winchester, Massachusetts shift with the season and inventory mix. A Bean Group agent can pull current comparable sales for any neighborhood within Winchester.
How competitive is the Winchester real estate market?
Buyer demand in Winchester, Massachusetts varies by price band and property type. A Bean Group agent can review current listing and sales activity with you before you write an offer.
How long do homes take to sell in Winchester?
Days-on-market in Winchester fluctuates seasonally. A Bean Group agent can review the most recent sales activity with you.
What are property taxes like in Winchester, Massachusetts?
Property taxes in Winchester are set locally and reassessed periodically. Current rates are published by the municipality; a Bean Group agent can point you to the official figures for any home you're considering.
How do I get my Winchester home's value?
Request a free, no-obligation home valuation from a Bean Group agent. We combine recent sales data with an in-person walk-through to give you a defensible number — not an algorithmic guess.
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How can we help in Winchester?
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