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Winchester Real Estate

45 homes for sale • Median price: $1,966,871

45 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 29, 2026 at 11:02 AM

The Winchester real estate market currently offers 45 homes for sale with a median listing price of $2.0M. With a market heat index of 64, this is a balanced market. Properties typically sell at a moderate pace, averaging 31 days on market. Prices range from $365K to $4.4M, offering options for various budgets.

45

Active Listings

$1,966,871

Average Price

31 days

Avg. Days on Market

$365K - $4.4M

Price Range

3,984 sqft

Avg. Living Area

$525 /sqft

Avg. Price/Sqft

Property Types in Winchester

Single Family Residence 31

Condominium 11

2 Family - 2 Units Up/Down 2

Multi Family 1

18 Grayson Rd

3 bd 2.5 ba 2,992 sqft

18 Grayson Rd Winchester, MA 01890

Single Family Residence Built 1931

78 Bacon Street

5 bd 3.5 ba 5,230 sqft

78 Bacon Street Winchester, MA 01890

Single Family Residence Built 1910

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

303 Washington Street

6 bd 2.0 ba 5,047 sqft

303 Washington Street Winchester, MA 01890

2 Family - 2 Units Up/Down Built 1916

30 Rangeley Road

5 bd 3.5 ba 4,744 sqft

30 Rangeley Road Winchester, MA 01890

Single Family Residence Built 1929

94 Johnson Road

4 bd 3.0 ba 3,366 sqft

94 Johnson Road Winchester, MA 01890

Single Family Residence Built 1971

1 Plymouth Rd

$3,299,000 $3,399,000

7 bd 7.5 ba 7,226 sqft

1 Plymouth Rd Winchester, MA 01890

Single Family Residence Built 2025

200 Swanton St #303

2 bd 1.0 ba 822 sqft

200 Swanton St #303 Winchester, MA 01890

Condominium Built 1966

9 Albamont Road

6 bd 5.5 ba 6,100 sqft

9 Albamont Road Winchester, MA 01890

Single Family Residence Built 2026

8 Hawthorne

5 bd 3.0 ba 3,315 sqft

8 Hawthorne Winchester, MA 01890

Single Family Residence Built 1959

50 Brooks Street

4 bd 3.5 ba 4,403 sqft

50 Brooks Street Winchester, MA 01890

Single Family Residence Built 1988

7 Sherman Place

4 bd 2.5 ba 2,605 sqft

7 Sherman Place Winchester, MA 01890

Single Family Residence Built 2005

Nearby Cities

Explore homes in communities near Winchester

Boston

2,242 listings 8.7 mi

Newton

274 listings 8.9 mi

Cambridge

213 listings 5.7 mi

Somerville

211 listings 4.9 mi

Brookline

208 listings 8.4 mi

Lynn

123 listings 10 mi

Medford

118 listings 3.3 mi

Lexington

107 listings 4.1 mi

Frequently Asked Questions

Common questions about Winchester real estate

How many homes are for sale in Winchester?

There are currently 45 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 $1,966,871. 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 31 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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