Winchester Real Estate

37 homes for sale • Median price: $1,736,603

37 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 6, 2025 at 8:30 AM

The Winchester real estate market currently offers 37 homes for sale with a median listing price of $1.7M. With a market heat index of 69, this is a balanced market. Properties typically sell with more time for buyer consideration, averaging 83 days on market. Prices range from $269K to $4.2M, offering options for various budgets.

37

Active Listings

$1,736,603

Average Price

83 days

Avg. Days on Market

$269K - $4.2M

Price Range

3,532 sqft

Avg. Living Area

$530 /sqft

Avg. Price/Sqft

Property Types in Winchester

Single Family Residence 25

Condominium 9

Commercial 1

Multi Family 1

Condex 1

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

200 Swanton St #228

1 bd 1.0 ba 606 sqft

200 Swanton St #228 Winchester, MA 01890

Condominium Built 1966

200 Swanton St #T28

$380,000 $385,000

1 bd 1.0 ba 634 sqft

200 Swanton St #T28 Winchester, MA 01890

Condominium Built 1966

41 Squire Road

$949,000 $989,000

4 bd 1.5 ba 2,162 sqft

41 Squire Road Winchester, MA 01890

Single Family Residence Built 1958

666 Main St #315

2 bd 2.0 ba 1,025 sqft

666 Main St #315 Winchester, MA 01890

Condominium Built 1982

6 Wyman Court #6

3 bd 4.5 ba 2,722 sqft

6 Wyman Court #6 Winchester, MA 01890

Condominium Built 2025

46 Church St

4 bd 3.5 ba 3,475 sqft

46 Church St Winchester, MA 01890

Single Family Residence Built 1960

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

Nearby Cities

Explore homes in communities near Winchester

Boston

1,415 listings 8.9 mi

Newton

181 listings 8.5 mi

Cambridge

150 listings 5.7 mi

Somerville

117 listings 4.8 mi

Brookline

112 listings 8.2 mi

Lynn

87 listings 10.1 mi

Medford

74 listings 3.3 mi

Revere

69 listings 8 mi

Frequently Asked Questions

Common questions about Winchester real estate

How many homes are for sale in Winchester?

There are currently 37 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 $1,736,603. 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 83 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) 955-2224

Steven Novak

Steven Novak Real Estate Agent