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You are here:
Home Massachusetts Winchester Homes for Sale

5 Azalea Road Winchester, MA 01890

56 Days on Boston Pads
Price Reduced $126,000
42 Photos
$1,999,000
5 Beds
4 Baths
6232 SQFT
0.59 Acre
HOA: N/A
5 Azalea Road
Winchester, MA 01890

Property Description

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.

Property Overview

Kitchen, Dining, and Appliances

  • Kitchen Dimensions: 16'5"X20'1"
  • Kitchen Level: First Floor
  • Dining Room Dimensions: 12'1"X15'1"
  • Dining Room Level: First Floor

Bedrooms

  • Bedrooms: 5
  • Master Bedroom Dimensions: 18'1"X13'1"
  • Master Bedroom Level: Second Floor
  • Bedroom 2 Dimensions: 11'7"X13'1"
  • Bedroom 2 Level: Second Floor
  • Bedroom 3 Dimensions: 11'7"X13'1"
  • Bedroom 3 Level: Second Floor

Other Rooms

  • Total Rooms: 12
  • Living Room Dimensions: 23'6"X16
  • Living Room Level: First Floor
  • Family Room Dimensions: 21'10"X15'1"
  • Family Room Level: First Floor
  • Laundry Room Features: Full

Bathrooms

  • Full Baths: 3
  • Half Baths 1
  • Master Bath: 1
  • Bathroom 1 Dimensions: 13'5"X4'10"
  • Bathroom 1 Level: Second Floor
  • Bathroom 2 Dimensions: 10X7
  • Bathroom 2 Level: Second Floor
  • Bathroom 3 Dimensions: 5X5
  • Bathroom 3 Level: First Floor

Amenities

  • Bike Path
  • Conservation Area
  • Golf Course
  • House of Worship
  • Medical Facility
  • Public School
  • Swimming Pool
  • T-Station
  • Tennis Court

Utilities

  • Heating: Hot Water Baseboard, Oil, Propane
  • Heat Zones: 5
  • Hot Water: Other (See Remarks)
  • Cooling: Central Air
  • Utility Connections: for Gas Range
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Attached, Garage Door Opener, Heated
  • Garage Spaces: 2
  • Parking Features: Improved Driveway, Off-Street, Stone/Gravel
  • Parking Spaces: 4

Interior Features

  • Square Feet: 6232
  • Fireplaces: 2
  • Interior Features: French Doors, Internet Available - Fiber-Optic, Security System
  • Accessability Features: Unknown

Construction

  • Year Built: 1980
  • Type: Detached
  • Style: Contemporary, Ranch
  • Construction Type: Frame
  • Foundation Info: Poured Concrete
  • Roof Material: Asphalt/Fiberglass Shingles
  • Flooring Type: Hardwood, Laminate, Tile
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Lot Description: Gentle Slope, Paved Drive
  • Exterior Features: Deck - Composite, Gutters, Patio, Professional Landscaping
  • Road Type: Cul-De-Sac, Paved, Public, Publicly Maint.

Other Information

  • MLS ID# 73442291
  • Last Updated: 11/02/25
  • HOA: No
  • Reqd Own Association: Unknown
  • Terms: Contract for Deed

Date Event Price Price/Sq Ft Source
11/02/2025Active$1,999,000$321MLSPIN
10/29/2025Price Change$1,999,000$321MLSPIN
10/14/2025Active$2,125,000$341MLSPIN
10/10/2025New$2,125,000$341MLSPIN
10/01/2025Canceled$2,199,000$353MLSPIN
09/08/2025Active$2,199,000$353MLSPIN
09/04/2025Extended$2,199,000$353MLSPIN
09/01/2025Active$2,199,000$353MLSPIN
08/28/2025New$2,199,000$353MLSPIN
08/28/2025Canceled$2,299,000$369MLSPIN
08/01/2025Active$2,299,000$369MLSPIN
07/28/2025Extended$2,299,000$369MLSPIN
07/18/2025Active$2,299,000$369MLSPIN
07/14/2025Price Change$2,299,000$369MLSPIN
06/04/2025Active$2,349,000$377MLSPIN
05/31/2025Price Change$2,349,000$377MLSPIN
04/08/2025Active$2,449,000$393MLSPIN
04/04/2025New$2,449,000$393MLSPIN

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Map & Resources

Vinson-Owen Elementary School

Public Elementary School, Grades: PK-5

0.26mi

West Side Fire Station

Fire Station

0.29mi

Winchester Swim and Tennis Club

Swimming Pool. Sports: Tennis

0.27mi

Smith Pond Conservation Area

Municipal Park

0.11mi

Addition To Sachem Swamp

Municipal Park

0.11mi

Sachem Swamp

Municipal Park

0.12mi

Mount Pisgah

Municipal Park

0.29mi

Locke Farm Conservation Area

Municipal Park

0.33mi

Sucker Brook Conservation Area

Nature Reserve

0.37mi

Mullen Park

Municipal Park

0.28mi

Winchester Country Club

Golf Course

0.28mi

Real Estate Resources

BayCoast Mortgage As a full-service lender providing industry-best solutions, BayCoast Mortgage can help make homeownership a reality for you. Want to get preapproved? Start today!
Mark's Moving & Storage With an unmatched team of professionals dedicated to customer service and responsiveness, you can trust Mark’s to handle every aspect of your move. Get an Estimate!

Seller's Representative: Anthony Marino, The Marino Group Collection
MLS ID#: 73442291

© 2025 MLS Property Information Network, Inc.. All rights reserved.

The property listing data and information 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 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 set forth herein.

MLS PIN data last updated at 2025-11-02 04:05:00

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