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Winchester Real Estate

41 homes for sale • Median price: $2,145,456

41 properties found in Winchester

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Winchester Market Overview

Real-time market statistics for homes for sale in Winchester Data as of Apr 11, 2026 at 7:24 AM

The Winchester real estate market currently offers 41 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 36 days on market. Prices range from $289K to $4.7M, offering options for various budgets.

41

Active Listings

$2,145,456

Average Price

36 days

Avg. Days on Market

$289K - $4.7M

Price Range

3,850 sqft

Avg. Living Area

$591 /sqft

Avg. Price/Sqft

Property Types in Winchester

Single Family Residence 31

Condominium 10

12 Salisbury Street

6 bd 4.5 ba 5,107 sqft

12 Salisbury Street Winchester, MA 01890

Single Family Residence Built 1918

10 Dartmouth Street

5 bd 3.0 ba 4,028 sqft

10 Dartmouth Street Winchester, MA 01890

Single Family Residence Built 1964

200 Swanton St #538

1 bd 1.0 ba 394 sqft

200 Swanton St #538 Winchester, MA 01890

Condominium Built 1966

237 Swanton Street

5 bd 4.0 ba 4,334 sqft

237 Swanton Street Winchester, MA 01890

Single Family Residence Built 2020

11 Ridge Street

3 bd 2.0 ba 1,888 sqft

11 Ridge Street Winchester, MA 01890

Single Family Residence Built 1956

31 Mystic Ave #31

4 bd 2.0 ba 2,129 sqft

31 Mystic Ave #31 Winchester, MA 01890

Single Family Residence Built 1890

1 Town Way

$1,874,000 $1,899,000

3 bd 3.5 ba 3,010 sqft

1 Town Way Winchester, MA 01890

Single Family Residence Built 2026

31 Mystic Ave #31

4 bd 2.0 ba 2,129 sqft

31 Mystic Ave #31 Winchester, MA 01890

Condominium Built 1890

257 High Street

5 bd 6.0 ba 7,101 sqft

257 High Street Winchester, MA 01890

Single Family Residence Built 1994

1 Plymouth Rd

7 bd 7.5 ba 7,226 sqft

1 Plymouth Rd Winchester, MA 01890

Single Family Residence Built 2025

74 Wedgemere Avenue

5 bd 4.5 ba 5,202 sqft

74 Wedgemere Avenue Winchester, MA 01890

Single Family Residence Built 1938

65 High Street

6 bd 3.0 ba 2,658 sqft

65 High Street Winchester, MA 01890

Single Family Residence Built 1949

Nearby Cities

Explore homes in communities near Winchester

Boston

1,799 listings 8.7 mi

Newton

236 listings 8.6 mi

Cambridge

193 listings 5.6 mi

Somerville

164 listings 4.9 mi

Brookline

160 listings 8.3 mi

Lynn

90 listings 10.4 mi

Lexington

82 listings 3.8 mi

Medford

73 listings 3.6 mi

Frequently Asked Questions

Common questions about Winchester real estate

How many homes are for sale in Winchester?

There are currently 41 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 $2,145,456. 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 36 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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