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Winchester Real Estate

19 homes for sale • Median price: $2,220,732

19 properties found in Winchester

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Winchester Market Overview

Real-time market statistics for homes for sale in Winchester Data as of Feb 25, 2026 at 2:32 AM

The Winchester real estate market currently offers 19 homes for sale with a median listing price of $2.2M. With a market heat index of 71, this is a competitive seller's market. Properties typically sell with more time for buyer consideration, averaging 57 days on market. Prices range from $375K to $3.6M, offering options for various budgets.

19

Active Listings

$2,220,732

Average Price

57 days

Avg. Days on Market

$375K - $3.6M

Price Range

4,409 sqft

Avg. Living Area

$537 /sqft

Avg. Price/Sqft

Property Types in Winchester

Single Family Residence 16

Condominium 3

12 Thornberry Road

3 bd 2.0 ba 2,087 sqft

12 Thornberry Road Winchester, MA 01890

Single Family Residence Built 1957

114 Johnson Rd

3 bd 3.0 ba 3,182 sqft

114 Johnson Rd Winchester, MA 01890

Single Family Residence Built 1880

149 Horn Pond Brook Road

5 bd 2.0 ba 2,331 sqft

149 Horn Pond Brook Road Winchester, MA 01890

Single Family Residence Built 1954

9 Charles Road #9

3 bd 1.5 ba 973 sqft

9 Charles Road #9 Winchester, MA 01890

Condominium Built 1963

200 Swanton St #T28

$375,000 $385,000

1 bd 1.0 ba 634 sqft

200 Swanton St #T28 Winchester, MA 01890

Condominium Built 1966

37 Mayflower Road

7 bd 7.5 ba 8,540 sqft

37 Mayflower Road Winchester, MA 01890

Single Family Residence Built 2009

200 Swanton St #228

1 bd 1.0 ba 606 sqft

200 Swanton St #228 Winchester, MA 01890

Condominium Built 1966

15 Mayflower Rd

7 bd 7.5 ba 7,226 sqft

15 Mayflower Rd Winchester, MA 01890

Single Family Residence Built 1959

54 Johnson Rd

5 bd 7.5 ba 6,899 sqft

54 Johnson Rd Winchester, MA 01890

Single Family Residence Built 2024

25 Myopia Road

4 bd 3.5 ba 4,847 sqft

25 Myopia Road Winchester, MA 01890

Single Family Residence Built 2005

1 Town Way

3 bd 3.5 ba 3,010 sqft

1 Town Way Winchester, MA 01890

Single Family Residence Built 2026

61 Grove Street

5 bd 4.5 ba 4,798 sqft

61 Grove Street Winchester, MA 01890

Single Family Residence Built 1942

Nearby Cities

Explore homes in communities near Winchester

Boston

1,195 listings 8.6 mi

Newton

138 listings 8.6 mi

Cambridge

121 listings 5.6 mi

Brookline

92 listings 8.1 mi

Somerville

80 listings 4.8 mi

Lynn

69 listings 10.5 mi

Medford

54 listings 3.5 mi

Concord

50 listings 11 mi

Frequently Asked Questions

Common questions about Winchester real estate

How many homes are for sale in Winchester?

There are currently 19 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 $2,220,732. 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 57 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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