5 Azalea Road

Off Market

5 Azalea Road

Winchester MA 01890

6232 sq. ft.

25535 sq. ft.

Single-Family

Last sold for $1,999,000

Anthony Marino, last sold this property on 12 December 2025 after 249 days on market.

Overview

NEW PRICE & UPDATES BEAUTIFULLY REIMAGINED!Welcome home to this stunning brick ranch tucked on a quiet cul-de-sac in Winchester’s coveted West Side. Every space has been thoughtfully designed, blending classic craftsmanship with distinct elegance. The bright open layout invites you in with a chef’s granite and stainless kitchen, sun-filled family room framed by floor-to-ceiling windows, and French doors opening to a new composite deck and tranquil backyard. Gather in the elegant dining room and sunken living room with fireplace, or retreat to the serene primary suite with sitting area and spa-inspired bath. A flexible fifth bedroom or office with private entrance is perfect for guests or in-laws. The finished lower level offers a game room, gym, wine storage, cedar closet, and more. Spectacular & unbeatable location and neighborhood awaits you! Move-in ready, moments to Winchester Center, top schools, and commuter access—where timeless style meets effortless living.

Features

5 bedrooms

4 bathrooms

6 carspaces

4 open car spaces

2 garage spaces

6232 sq. ft. floor area

25535 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Winchester over the last 12 months, the estimated median property value of 5 Azalea Road is $2.16m.

Median value

$2.16m

Estimated value range

$1.02m - $4.45m

Median days on market

Estimated value trend

-5%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Winchester. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 5 Azalea Road

2025

Sold

$1,999,000

12 Dec 2025 by Anthony Marino, of The Marino Group Collection

Happy sellers in Winchester

We have insufficient information to provide an overview of customer satisfaction for Winchester. Viewing the agent profiles, reviews and sales for Winchester can provide insights for this location.

Local market activity for 5 bedroom single-family properties in Winchester

In the last 12 months, 42 five-bedroom single-family properties similar to 5 Azalea Road, have been sold.

This represents a 13% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Winchester for a market analysis.

Danny Zheng

(59 reviews)

Get a market analysis

Peter Rooney

at Compass

(47 reviews)

Get a market analysis

Paula Sughrue

at Better Homes and Gardens Real Estate - The Shanahan Group

Get a market analysis

McGlynn Splaine & Nigro Team

at Berkshire Hathaway HomeServices Commonwealth Real Estate

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winchester

Danny Zheng

Danny Zheng is a recommended agent for Winchester. They have 1 local sale and collected 1 local review across the last 12 months.

5 (59 reviews)
1 Review in Winchester
1 Sale in Winchester

View profile

Peter Rooney

Sellers who recommend Peter Rooney have praised them for being local expert, responsive, clear communication, supportive, well-prepared, friendly, and hard-working