Off Market Dec 2025 for $1.9M

$2,399,050

Est. refi paymentEst. refi $652/mo

•

6,232

sq ft

5 Azalea Rd, Winchester, MA 01890

About this home

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.

Single-familyProperty Type

1980Year Built

0.59 acresLot Size

$385Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Anthony Marino • The Marino Group Collection

Bought with The Mezini Team • Capital Realty Group

Redfin checked: a few seconds ago

•Source:MLS PIN #73442291

Redfin Estimate

$2,399,050

$400K since sold in December 2025$94K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 29.5% higher than the average sale price ($1.85M) of 6 comparable homes.

SOLD JUN 29, 2026
$2,549,000
A
4 beds4 baths5,674 sq ft
10 Viking Rd, Winchester, MA 01890
SOLD JUL 9, 2026
$1,899,000
B
5 beds2.5 baths3,278 sq ft
105 Thornberry Rd, Winchester, MA 01890
SOLD JUN 29, 2026
$1,700,000
C
5 beds3 baths3,271 sq ft
29 Pilgrim Dr, Winchester, MA 01890
SOLD OCT 31, 2025
$1,656,000
D
4 beds4 baths5,361 sq ft
4 Aricia Ln, Winchester, MA 01890
SOLD SEP 25, 2025
$1,950,000
E
5 beds3.5 baths4,378 sq ft
4 Fieldstone Dr, Winchester, MA 01890
SOLD JUL 29, 2026
$1,360,000
F
4 beds3 baths4,062 sq ft
15 Thornberry Rd, Winchester, MA 01890

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Sell

$699,153

Est. take-home

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Refinance

Est. cash available

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Rent

$5,736/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.1%

+0.0% MoM

Median sale price

$1.4M

$57K MoM

Avg. days on market

20d

0 days MoM

Recently sold homes

14 MoM

New listings for sale

OPEN THU, 5PM TO 6:30PM
$1,699,000
5 beds3.5 baths3,180 sq ft
30 Farrow St, Winchester, MA 01890
$1,098,000
3 beds1.5 baths1,657 sq ft
17 Russell Rd, Winchester, MA 01890
$1,999,000
4 beds2.5 baths3,757 sq ft
85 High St, Winchester, MA 01890
EARLY ACCESS
Unknown
3 beds3 baths5,127 sq ft
187 High St, Winchester, MA 01890
$949,999
4 beds2 baths2,326 sq ft
96 Loring Ave, Winchester, MA 01890
$3,199,000
5 beds4.5 baths5,406 sq ft
10 Rangeley Rd, Winchester, MA 01890
OPEN SAT, 12PM TO 1:30PM
$3,295,000
6 beds6.5 baths6,100 sq ft
2 Atherton Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 5 Azalea Rd

Year

Property tax

Land + Additions

Assessment*

2025

$19,385 (+2.0%)

$1,043,500 + $704,500

$1,748,000

2024

$18,996 (+6.9%)

$1,003,500 + $673,100

$1,676,600

2023

$17,774

$1,003,500 + $673,100

$1,676,600

2022

$17,787 (+4.9%)

$763,200 + $658,600

$1,421,800

2021

$16,959 (+3.6%)

$663,200 + $658,600

$1,321,800

2020

$16,377 (+2.3%)

$663,200 + $658,600

$1,321,800

2019

$16,007 (+1.0%)

$663,200 + $658,600

$1,321,800

2018

$15,845 (+8.5%)

$641,200 + $658,600

$1,299,800

2017

$14,610 (+11.3%)

$581,200 + $608,500

$1,189,700

2016

$13,121 (+4.9%)

$581,200 + $542,200

$1,123,400

2015

$12,513 (+0.8%)

$528,200 + $502,500

$1,030,700

2014

$12,414 (−0.9%)

$488,200 + $492,400

$980,600

2013

$12,522 (+1.7%)

$488,200 + $492,400

$980,600

2012

$12,307 (+3.7%)

$488,200 + $492,400

$980,600

2011

$11,865 (+5.6%)

$488,200 + $492,400

$980,600

2010

$11,237 (+2.1%)

$454,400 + $521,900

$976,300

2009

$11,003

$454,400 + $521,900

$976,300

Tax history for 5 Azalea Rd

Year

Property tax

Land + Additions

Assessment*

2025

$19,385 (+2.0%)

$1,043,500 + $704,500

$1,748,000

2024

$18,996 (+6.9%)

$1,003,500 + $673,100

$1,676,600

2023

$17,774

$1,003,500 + $673,100

$1,676,600

2022

$17,787 (+4.9%)

$763,200 + $658,600

$1,421,800

2021

$16,959 (+3.6%)

$663,200 + $658,600

$1,321,800

2020

$16,377 (+2.3%)

$663,200 + $658,600

$1,321,800

2019

$16,007 (+1.0%)

$663,200 + $658,600

$1,321,800

2018

$15,845 (+8.5%)

$641,200 + $658,600

$1,299,800

2017

$14,610 (+11.3%)

$581,200 + $608,500

$1,189,700

2016

$13,121 (+4.9%)

$581,200 + $542,200

$1,123,400

2015

$12,513 (+0.8%)

$528,200 + $502,500

$1,030,700

2014

$12,414 (−0.9%)

$488,200 + $492,400

$980,600

2013

$12,522 (+1.7%)

$488,200 + $492,400

$980,600

2012

$12,307 (+3.7%)

$488,200 + $492,400

$980,600

2011

$11,865 (+5.6%)

$488,200 + $492,400

$980,600

2010

$11,237 (+2.1%)

$454,400 + $521,900

$976,300

2009

$11,003

$454,400 + $521,900

$976,300

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.59 Acres

Year renovated

—

Sq. Ft.

4,959

Year built

1980

Style

Single Family Residential

County

Middlesex County

APN

2843464S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Open Parking Spaces: 4
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Driveway, Stone/Gravel

Interior

Master Bedroom Information
Area: 237.24
Length: 18.11
Width: 13.1
Level: Second

Bedroom #2 Information
Area: 151.96
Length: 11.6
Width: 13.1
Level: Second

Bedroom #3 Information
Area: 151.96
Length: 11.6
Width: 13.1
Level: Second

Bedroom #4 Information
Area: 180.78
Length: 13.8
Width: 13.1
Level: Second

Bedroom #5 Information
Area: 274.56
Length: 17.6
Width: 15.6
Level: First

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 64.32
Length: 13.4
Width: 4.8
Level: Second

Bathroom #2 Information
Area: 70
Length: 10
Width: 7
Level: Second

Bathroom #3 Information
Area: 25
Length: 5
Width: 5
Level: First

Living Room Information
Area: 376
Length: 23.5
Width: 16
Level: First

Family Room Information
Area: 329.4
Length: 21.8
Width: 15.11
Level: First

Dining Room Information
Area: 182.98
Length: 12.11
Width: 15.11
Level: First

Kitchen Information
Area: 329.8
Length: 16.4
Width: 20.11
Level: First

Basement Information
Basement: Full

Laundry Information
Laundry Features: In Basement

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Appliances
Appliances: Water Heater

Interior Features
# of Rooms (Total): 12
Door Features: French Doors
Flooring: Tile, Laminate, Hardwood
Interior Features: Game Room, Bonus Room, High Speed Internet

Exterior

Building Information
Building Area (Total): 6,232
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: White

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Composite, Patio
Exterior Features: Deck - Composite, Patio, Rain Gutters, Professional Landscaping

Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 4959
Below Grade Finished Area: 1273
Security Features: Security System

Lot Information
Lot Size (Acres): 0.59
Lot Features: Cul-De-Sac, Gentle Sloping
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $19,385
Tax Year: 2025

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Oil, Propane
Cooling: Central Air

Location

School Information
Elementary School: Vinson Owen
Middle Or Junior School: Mccall
High School: Winchester High School

Location Information
Directions: Coolidge Road to Azalea Road
UnparsedAddress: 5 Azalea Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Pool, Tennis Court(s), Golf, Medical Facility, Bike Path, Conservation Area, House of Worship, Public School, T-Station

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 4,959
Stories: 1.0
Lot Size: 0.59 acres
Style: Single Family Residential
Year Built: 1980
Year Renovated: —
County: Middlesex County
APN: 2843464S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 5

Listing Information
Exclusions: All Staging Not Included.
StandardStatus: Closed

Around this home

Schools
Places
Transit

Vinson-Owen Elementary School

Public PreK-5 • Assigned • 0.3mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.9mi

9/10

Winchester High School

Public 9-12 • Assigned • 2.1mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 14 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winchester, MA • 01890

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.28M – $2.76M

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EARLY ACCESS

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Home values near 5 Azalea Rd

Data from public records.

Address	Redfin Estimate
2 Azalea Road, Winchester, MA 3 Beds \| 3 Baths \| 3247 Sq. Ft.	$1,797,590
4 Azalea Road, Winchester, MA 5 Beds \| 3.5 Baths \| 4809 Sq. Ft.	$2,064,328

Address	Redfin Estimate
3 Azalea Road, Winchester, MA 5 Beds \| 4 Baths \| 4658 Sq. Ft.	$2,434,731
9 Azalea Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2831 Sq. Ft.	$1,804,536

Address	Redfin Estimate
7 Azalea Road, Winchester, MA 5 Beds \| 2.5 Baths \| 5101 Sq. Ft.	$2,016,741
11 Azalea Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3648 Sq. Ft.	$2,015,285

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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