Upcoming open house
Sat, Nov 7 · 11:00 AM–12:00 PM
Arrive prepared. Get the November 2026 Winchester Bean Group Buyer’s Guide before you tour.
About this home
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.
Listing last checked: Listing updated:
Listed by Andersen Group Realty · Keller Williams Realty Boston Northwest · MLS #73599772
Request property information
Select a document to start a request. You can add others in the form. Availability varies.
Details at a glance
Interior6 property facts
- Rooms
- 11
- Heating
- Steam, Oil
- Cooling
- Central Air
- Flooring
- Carpet, Hardwood, Flooring - Hardwood
- Basement
- Yes · Full, Partially Finished, Concrete
- Fireplaces
- 1
Building5 property facts
- Style
- Single Family Residence
- Year built
- 1924
- Parking
- 2
- Foundation
- Concrete Perimeter
- Roof
- Shingle
Land & utilities5 property facts
- Lot size
- 0.15 acres
- Water
- Public
- Sewer
- Public Sewer
- Pool
- Not reported
- Zoning
- RDB
Financial2 property facts
- Annual taxes
- $15,421
- Assessment year
- 2026
Location
Estimated monthly cost
Explore costs at the $1,449,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$8,612 / monthAdjust
- Principal & interest
- $7,327
- Property tax
- $1,285
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $15,421. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
More property insights
Automated value estimate $1,390,000
Estimated range $1,290,000–$1,530,000.
Automated estimates are not appraisals or guarantees of market value.
Request a professional market analysisPhoto-based condition insights
Overall presentation: above average
Explore more of Winchester
Continue your search in Winchester.
Need help making sense of this home?
About 15 Madison Ave W
Can I request a private showing?
Request a tour of 15 Madison Ave W and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.