$1,999,000
OPEN SAT 12PM - 1:30PM $126K PRICE DROP

5 Azalea Rd Winchester, MA 01890

West Side Neighborhood

Estimated payment $12,078/month

Total Views 6,391
5 Beds
3.5 Baths
6,232 Sq Ft
$321 Price per Sq Ft

Highlights

  • Golf Course Community
  • Medical Services
  • Deck
  • Vinson-Owen Elementary School Rated A+
  • Landscaped Professionally
  • Contemporary Architecture

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.

Listing Agent

Anthony Marino

The Marino Group Collection Listed on: 10/10/2025

Open House Schedule

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $19,385

Year Built

  • Built in 1980

Lot Details

  • 0.59 Acre Lot
  • Near Conservation Area
  • Cul-De-Sac
  • Landscaped Professionally
  • Gentle Sloping Lot
  • Property is zoned GR

Parking

  • 2 Car Attached Garage
  • Heated Garage
  • Garage Door Opener
  • Stone Driveway
  • Open Parking
  • Off-Street Parking

Home Design

  • Contemporary Architecture
  • Ranch Style House
  • Frame Construction
  • Shingle Roof
  • Concrete Perimeter Foundation

Interior Spaces

  • 2 Fireplaces
  • French Doors
  • Bonus Room
  • Game Room
  • Home Security System

Flooring

  • Wood
  • Laminate
  • Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Primary bedroom located on second floor

Basement

  • Basement Fills Entire Space Under The House
  • Laundry in Basement

Outdoor Features

  • Deck
  • Patio
  • Rain Gutters

Location

  • Property is near public transit
  • Property is near schools

Schools

  • Vinson Owen Elementary School
  • Mccall Middle School
  • Winchester High School

Utilities

  • Central Air
  • 5 Heating Zones
  • Heating System Uses Oil
  • Heating System Uses Propane
  • Baseboard Heating
  • Water Heater
  • High Speed Internet

Listing and Financial Details

  • Assessor Parcel Number M: 024 B: 0128 L: 0,900814

Community Details

Recreation

  • Golf Course Community
  • Tennis Courts
  • Community Pool
  • Bike Trail

Additional Features

  • No Home Owners Association
  • Medical Services

Home Details

Home Type

Single Family

Est. Annual Taxes

$19,385

Year Built

Built in 1980

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Contemporary, Ranch
  • Year Built: 1980
  • Year Built Details: Actual
  • Year Round: Yes
  • Special Features: OpenHouse

Interior Features

  • Flooring: Tile, Laminate, Hardwood
  • Interior Amenities: Game Room, Bonus Room, High Speed Internet
  • Door Features: French Doors
  • Fireplace YN: Yes
  • Fireplaces: 2
  • Appliances: Water Heater
  • Total Bedrooms: 5
  • Room Bedroom2 Level: Second
  • Room Bedroom3 Level: Second
  • Room Bedroom4 Level: Second
  • Room Bedroom5 Level: First
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Total Bathrooms: 4
  • Room Master Bedroom Level: Second
  • Master Bathroom Features: Yes
  • Bathroom 1 Level: Second
  • Bathroom 2 Level: Second
  • Bathroom 3 Level: First
  • Room Dining Room Level: First
  • Room Family Room Level: First
  • Room Kitchen Level: First
  • Laundry Features: In Basement
  • Room Living Room Level: First
  • Basement: Full
  • Above Grade Finished Sq Ft: 4959
  • Below Grade Sq Ft: 1273
  • Living Area: 6232
  • Spa YN: No
  • MAIN LO: AN8078

Exterior Features

  • Exterior Features: Deck - Composite, Patio, Rain Gutters, Professional Landscaping
  • Construction Materials: Frame
  • Foundation Details: Concrete Perimeter
  • Home Warranty YN: No
  • Patio And Porch Features: Deck - Composite, Patio
  • Road Frontage Type: Public
  • Road Surface Type: Paved
  • Roof: Shingle
  • Waterfront YN: No
  • Waterview Flag: No

Garage/Parking

  • Garage Spaces: 2
  • Attached Garage YN: Yes
  • Carport Y N: No
  • Covered Parking Spaces: 2
  • Garage YN: Yes
  • Open Parking YN: Yes
  • Parking Features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Driveway, Stone/Gravel
  • Total Parking Spaces: 4

Utilities

  • Sewer: Public Sewer
  • Utilities: for Gas Range
  • Cooling: Central Air
  • Heating: Baseboard, Oil, Propane
  • Cooling Y N: Yes
  • Heating YN: Yes
  • Security Features: Security System
  • Water Source: Public
  • HEAT ZONES: 5

Condo/Co-op/Association

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

Lot Info

  • Parcel Number: M: 024 B: 0128 L: 0,900814
  • Zoning: GR
  • Farm Land Area Units: Square Feet
  • Lot Features: Cul-De-Sac, Gentle Sloping
  • Lot Size Acres: 0.59
  • Lot Size Sq Ft: 25535
  • Lot Size Units: Acres
  • Property Attached YN: No

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 19385

Multi Family

  • Basement Included Sq Ft: Yes

MLS Schools

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

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $194 $1,748,000 $1,043,500 $704,500
2024 $18,996 $1,676,600 $1,003,500 $673,100
2023 $17,774 $1,506,300 $883,500 $622,800
2022 $17,787 $1,421,800 $763,200 $658,600
2021 $16,959 $1,321,800 $663,200 $658,600
2020 $16,377 $1,321,800 $663,200 $658,600
2019 $16,007 $1,321,800 $663,200 $658,600
2018 $15,845 $1,299,800 $641,200 $658,600
2017 $14,610 $1,189,700 $581,200 $608,500
2016 $13,121 $1,123,400 $581,200 $542,200
2015 $12,513 $1,030,700 $528,200 $502,500
2014 $12,414 $980,600 $488,200 $492,400
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
10/29/2025 10/29/25 Price Changed $1,999,000 -5.9% $321 / Sq Ft
10/10/2025 10/10/25 For Sale $2,125,000 +181.7% $341 / Sq Ft
06/13/2014 06/13/14 Sold $754,393 +6.3% $285 / Sq Ft View Prior Sale
10/24/2013 10/24/13 Price Changed $709,900 -6.6% $268 / Sq Ft
06/24/2013 06/24/13 Pending -- -- --
06/21/2013 06/21/13 For Sale $759,900 -- $287 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

Purchase History

Date Type Sale Price Title Company
Quit Claim Deed -- None Available
Deed $754,393 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $550,000 Purchase Money Mortgage
Source: Public Records

Source: MLS Property Information Network (MLS PIN)

MLS Number: 73442291

MLS Property Information Network (MLS PIN)

APN: WINC-000024-000128

Massachusetts Middlesex County Winchester 01890 West Side

5 Azalea Rd, Winchester, MA

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MLS Property Information Network (MLS PIN) 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.

Nearby Homes
Anthony Marino
Listing Agent
Anthony Marino
Section Image
The Marino Group Collection
(781) 971-8302