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Winchester Real Estate

33 homes for sale • Median price: $1,769,342

33 properties found in Winchester

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Winchester Market Overview

Real-time market statistics for homes for sale in Winchester Data as of Dec 8, 2025 at 12:19 PM

The Winchester real estate market currently offers 33 homes for sale with a median listing price of $1.8M. With a market heat index of 70, this is a competitive seller's market. Properties typically sell with more time for buyer consideration, averaging 85 days on market. Prices range from $380K to $4.2M, offering options for various budgets.

33

Active Listings

$1,769,342

Average Price

85 days

Avg. Days on Market

$380K - $4.2M

Price Range

3,594 sqft

Avg. Living Area

$526 /sqft

Avg. Price/Sqft

Property Types in Winchester

Single Family Residence 22

Condominium 8

Commercial 1

Multi Family 1

Condex 1

200 Swanton St #228

1 bd 1.0 ba 606 sqft

200 Swanton St #228 Winchester, MA 01890

Condominium Built 1966

32 Oak St.

4 bd 3.0 ba 2,652 sqft

32 Oak St. Winchester, MA 01890

Single Family Residence Built 1963

237 Swanton Street

5 bd 4.0 ba 4,334 sqft

237 Swanton Street Winchester, MA 01890

Single Family Residence Built 2020

6 Ivy Cir

6 bd 4.0 ba 3,728 sqft

6 Ivy Cir Winchester, MA 01890

Single Family Residence Built 1966

6 Wyman Court #6

3 bd 4.5 ba 2,722 sqft

6 Wyman Court #6 Winchester, MA 01890

Condominium Built 2025

257 High Street

$3,299,000 $3,499,000

5 bd 6.0 ba 7,101 sqft

257 High Street Winchester, MA 01890

Single Family Residence Built 1994

139 High Street

$969,000 $999,000

3 bd 1.5 ba 1,302 sqft

139 High Street Winchester, MA 01890

Single Family Residence Built 1949

571 Washington St

$898,000 $959,000

3 bd 1.0 ba 1,425 sqft

571 Washington St Winchester, MA 01890

Single Family Residence Built 1920

666 Main St #315

2 bd 2.0 ba 1,025 sqft

666 Main St #315 Winchester, MA 01890

Condominium Built 1982

8 Felsdale Close

$1,990,000 $2,075,000

4 bd 2.5 ba 3,658 sqft

8 Felsdale Close Winchester, MA 01890

Single Family Residence Built 1935

95 Irving Street #95

4 bd 3.5 ba 2,490 sqft

95 Irving Street #95 Winchester, MA 01890

Condominium Built 2017

95 Irving Street #95

4 bd 3.5 ba 2,490 sqft

95 Irving Street #95 Winchester, MA 01890

Single Family Residence Built 2017

Nearby Cities

Explore homes in communities near Winchester

Boston

1,360 listings 8.9 mi

Newton

174 listings 8.6 mi

Cambridge

147 listings 5.7 mi

Somerville

111 listings 4.8 mi

Brookline

109 listings 8.2 mi

Lynn

84 listings 10.1 mi

Medford

74 listings 3.2 mi

Revere

70 listings 8 mi

Frequently Asked Questions

Common questions about Winchester real estate

How many homes are for sale in Winchester?

There are currently 33 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 $1,769,342. 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 85 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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