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Winchester Real Estate

42 homes for sale • Median price: $2,139,705

42 properties found in Winchester

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Winchester Market Overview

Real-time market statistics for homes for sale in Winchester Data as of May 18, 2026 at 5:43 AM

The Winchester real estate market currently offers 42 homes for sale with a median listing price of $2.1M. With a market heat index of 64, this is a balanced market. Properties typically sell at a moderate pace, averaging 34 days on market. Prices range from $365K to $4.4M, offering options for various budgets.

42

Active Listings

$2,139,705

Average Price

34 days

Avg. Days on Market

$365K - $4.4M

Price Range

4,214 sqft

Avg. Living Area

$537 /sqft

Avg. Price/Sqft

Property Types in Winchester

Single Family Residence 30

Condominium 10

Multi Family 1

2 Family - 2 Units Up/Down 1

1 Town Way

$1,799,000 $1,899,000

3 bd 3.5 ba 3,010 sqft

1 Town Way Winchester, MA 01890

Single Family Residence Built 2026

2 Atherton Rd

6 bd 6.5 ba 7,400 sqft

2 Atherton Rd Winchester, MA 01890

Single Family Residence Built 2025

53 Lake Street

3 bd 2.5 ba 2,235 sqft

53 Lake Street Winchester, MA 01890

Single Family Residence Built 1864

18 Middlesex St

4 bd 4.5 ba 4,319 sqft

18 Middlesex St Winchester, MA 01890

Single Family Residence Built 2004

276 High Street

$2,195,000 $2,299,000

5 bd 3.5 ba 5,006 sqft

276 High Street Winchester, MA 01890

Single Family Residence Built 1992

40 Lake Street #I

2 bd 1.5 ba 1,315 sqft

40 Lake Street #I Winchester, MA 01890

Condominium Built 1976

465 Washington St

4 bd 2.5 ba 2,666 sqft

465 Washington St Winchester, MA 01890

Single Family Residence Built 2017

47 Yale Street

6 bd 4.0 ba 4,540 sqft

47 Yale Street Winchester, MA 01890

Single Family Residence Built 1920

465 Washington St #465

4 bd 2.5 ba 2,666 sqft

465 Washington St #465 Winchester, MA 01890

Condominium Built 2017

2 Everett Ave

$3,475,000 $3,747,000

7 bd 4.5 ba 7,043 sqft

2 Everett Ave Winchester, MA 01890

Single Family Residence Built 1916

10 Rangeley Road

5 bd 4.5 ba 5,406 sqft

10 Rangeley Road Winchester, MA 01890

Single Family Residence Built 1911

74 Wedgemere Avenue

$2,950,000 $3,299,000

5 bd 4.5 ba 5,202 sqft

74 Wedgemere Avenue Winchester, MA 01890

Single Family Residence Built 1938

Nearby Cities

Explore homes in communities near Winchester

Boston

2,190 listings 8.7 mi

Newton

280 listings 8.8 mi

Cambridge

226 listings 5.7 mi

Brookline

210 listings 8.3 mi

Somerville

194 listings 4.9 mi

Quincy

140 listings 15 mi

Lynn

117 listings 10 mi

Medford

111 listings 3.3 mi

Frequently Asked Questions

Common questions about Winchester real estate

How many homes are for sale in Winchester?

There are currently 42 homes for sale in Winchester, MA. Our listings are updated daily with the latest properties from the MLS.

What is the median home price in Winchester?

The median listing price for homes in Winchester is $2,139,705. Home prices can vary based on size, condition, and specific location within the area.

How long do homes stay on the market in Winchester?

Homes in Winchester typically sell within 34 days on average. Market conditions can affect how quickly homes sell.

Is Winchester a good place to buy a home?

Winchester offers a variety of housing options in MA. Contact our team for personalized recommendations based on your needs and budget.

Ready to Find Your Home in Winchester?

Get expert guidance on buying or selling in Winchester. Schedule a consultation to discuss your real estate goals.

Schedule Consultation Call (617) 800 - 9008

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