15 Madison Ave W Winchester, MA ^$ 1,449,000

15 Madison Ave W

^$ 1,449,000

Back to search

Recently Listed

Open House 11/14 11am - 12pm

15 Madison Ave W

Winchester, MA, 01890

^$ 1,449,000

Bedrooms4 Baths2.1 Sq 2,855

Monthly Estimate*

^$ 10,008

15 Madison Ave W, Winchester, MA 01890 - Image 1

15 Madison Ave W, Winchester, MA 01890 - Image 2

15 Madison Ave W, Winchester, MA 01890 - Image 3

15 Madison Ave W, Winchester, MA 01890 - Image 4

15 Madison Ave W, Winchester, MA 01890 - Image 5

15 Madison Ave W, Winchester, MA 01890 - Image 6

15 Madison Ave W, Winchester, MA 01890 - Image 7

15 Madison Ave W, Winchester, MA 01890 - Image 8

15 Madison Ave W, Winchester, MA 01890 - Image 9

15 Madison Ave W, Winchester, MA 01890 - Image 10

15 Madison Ave W, Winchester, MA 01890 - Image 11

15 Madison Ave W, Winchester, MA 01890 - Image 12

15 Madison Ave W, Winchester, MA 01890 - Image 13

15 Madison Ave W, Winchester, MA 01890 - Image 14

15 Madison Ave W, Winchester, MA 01890 - Image 15

15 Madison Ave W, Winchester, MA 01890 - Image 16

15 Madison Ave W, Winchester, MA 01890 - Image 17

15 Madison Ave W, Winchester, MA 01890 - Image 18

15 Madison Ave W, Winchester, MA 01890 - Image 19

15 Madison Ave W, Winchester, MA 01890 - Image 20

15 Madison Ave W, Winchester, MA 01890 - Image 21

15 Madison Ave W, Winchester, MA 01890 - Image 22

15 Madison Ave W, Winchester, MA 01890 - Image 23

15 Madison Ave W, Winchester, MA 01890 - Image 24

15 Madison Ave W, Winchester, MA 01890 - Image 25

15 Madison Ave W, Winchester, MA 01890 - Image 26

15 Madison Ave W, Winchester, MA 01890 - Image 27

15 Madison Ave W, Winchester, MA 01890 - Image 28

15 Madison Ave W, Winchester, MA 01890 - Image 29

15 Madison Ave W, Winchester, MA 01890 - Image 30

15 Madison Ave W, Winchester, MA 01890 - Image 31

15 Madison Ave W, Winchester, MA 01890 - Image 32

15 Madison Ave W, Winchester, MA 01890 - Image 33

15 Madison Ave W, Winchester, MA 01890 - Image 34

15 Madison Ave W, Winchester, MA 01890 - Image 35

15 Madison Ave W, Winchester, MA 01890 - Image 36

15 Madison Ave W, Winchester, MA 01890 - Image 37

15 Madison Ave W, Winchester, MA 01890 - Image 38

15 Madison Ave W, Winchester, MA 01890 - Image 39

15 Madison Ave W, Winchester, MA 01890 - Image 40

15 Madison Ave W, Winchester, MA 01890 - Image 41

15 Madison Ave W, Winchester, MA 01890 - Image 42

View a Virtual Tour

Single Family Home for sale in Winchester, MA

for $1,449,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,855 square foot home was built in 1924 on a lot size of 0.15.

Welcome to 15 Madison Avenue West, a classic 1924 Colonial on a 6,338-square-foot lot in Winchester’s Wedgemere neighborhood, just a short stroll from the Wedgemere commuter rail station and the shops and restaurants of Winchester Center. Wood shingle siding and a graceful hip roof offer timeless curb appeal. Inside, eleven rooms, four bedrooms, and 2.5 baths span approximately 2,855 square feet of living space, with hardwood floors and a fireplace for cozy New England evenings. The main level includes a living room, dining room, kitchen, and a den overlooking the picturesque backyard, while all four bedrooms and a full bath are upstairs. The partially finished lower level, included in the total living area, offers 735 square feet of flexible space, a second full bath, and a rare bomb shelter. Steam heat, central air, and a long driveway with ample off-street parking complete the home, all within the Lincoln Elementary School district. Offer deadline: Tuesday, November 17, 12 pm.

Open House

11/14/2026 11:00 AM - 12:00 PM

11/15/2026 11:00 AM - 12:00 PM

15 Madison Ave W Winchester, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 1,449,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 15,421

Style

Colonial

Lot Size

0.15

Year Built

1924

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73599772

List By

Andersen Group Realty

Listing Agent

Keller Williams Realty Boston Northwest

Broker

Affordability Calculator

$11,293

Per Month

Monthly Principal & Interest: $10,008
Monthly Property Taxes: $1,285
Monthly Home Insurance: --

Set your offer price

Down Payment

Loan Term

Interest Rate

Yearly Property Taxes

Yearly Home Insurance

Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

THE TIME TO SELL IS NOW! What's my home worth?

Nearby

Trends

Single family listings in Winchester, MA

Average List Price ^$2,452,664

Percent of Sale Price 69%

About Winchester, MA

22,228 Population

7% Since 2002

^$152,119 Median Income

45.68 Median Age

42% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

MLS Property Information Network, Inc rules require that you sign in here to see more detail on this property.

Pricing History

Date	Price	Price Change	Description
11/6/2026	$1,449,000		Listed Price

Map

More homes like this one

homes for you

See all

15 Madison Ave W, Winchester, MA, 01890 is a Single Family Home for sale at $1,449,000 with 2,855 sqft and a lot size of 0.15. 15 Madison Ave W has 4 bedrooms, 2.1 baths, and was built in 1924. The property's zip code is 01890 which is in Winchester, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 11/13/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

*Full Name

*Email

*Phone

I am interested in financing options

Get more info

By submitting the form, you agree that Weichert^® may contact you via phone or text about your inquiry, which may involve the use of automated means. You are not required to consent as a condition of purchasing any property, goods or services. For any other information please read our privacy policy.

Get more info

Looking for an Associate?

Already Working with an Associate?

15 Madison Ave W

Single Family Home for sale in Winchester, MA

Open House

Affordability Calculator

Neighborhood & Schools

Map

More homes like this one

Get more info about this home