Last Sold Price
5 beds2,592 sqft$598/sqft
59 Woodside Rd, Winchester, MA 01890

Description

Welcome to your dream home located nearby picturesque Winter Pond. This remodeled 5 bed, 2.5 bath Colonial has all the features you've been looking for & more. From the moment you step inside, you'll be greeted by an inviting living area, featuring a cozy fireplace & windows that bathe the space in natural light. The open floor plan seamlessly flows into the dining area. The kitchen is a chef's delight, complete with SS appliances, granite countertops, & plenty of counter space for meal prep. The...Welcome to your dream home located nearby picturesque Winter Pond. This remodeled 5 bed, 2.5 bath Colonial has all the features you've been looking for & more. From the moment you step inside, you'll be greeted by an inviting living area, featuring a cozy fireplace & windows that bathe the space in natural light. The open floor plan seamlessly flows into the dining area. The kitchen is a chef's delight, complete with SS appliances, granite countertops, & plenty of counter space for meal prep. The primary bedroom is a tranquil retreat, with full bath & large closet space. The remaining 4 bedrooms are equally generous. But that's not all – this home also boasts a dedicated office space, mudroom, a finished basement perfect for a theater, gym, or family room. Large backyard with a patio area, plus, 2-car garage with plenty of room for your vehicles & additional storage. Located minutes away from top-rated schools, shops, restaurants, & all the amenities this vibrant community has to offer
LISTING CLOSED: 06/12/2023 12:00 AM

  1. Listed by Pirani & Wile Group • Leading Edge Real Estate
  2. Listed by Julie Wile Fish • Leading Edge Real Estate

Property Details for 59 Woodside Road

Status
MLS #
73102498
Days on Market
25
Taxes
$13,995 / year
HOA Fees
-
Property Type
MLS Type
Single Family / Detached
Year Built
1930
Town
Winchester
Area
MA-Winchester
Architectural Style
Colonial
Style
Colonial
Garage Spaces
2
Open Parking Spaces
4.00
Parking Spaces Total
4

Recent comparable sales

Median sold price

$1,550,000

Avg days on market

18

Sale-to-list ratio

101.9%

[Winchester, MA]

9 comparable properties found

$1,421,000 | 4 Albamont Road, Winchester, MA 01890
1/38
1

$1,421,000

Sold 10/30/24

5
Bedrooms
2,793
Square Feet
0.25
Acres
a view of house with a yard
1/36
2

$1,750,000

Sold 06/17/25

5
Bedrooms
2,597
Square Feet
0.12
Acres
a front view of a house with a yard
1/43
3

$1,550,000

Sold 10/31/25

5
Bedrooms
2,995
Square Feet
0.46
Acres
a kitchen with a sink a window stainless steel appliances and cabinets
1/36
4

$1,310,000

Sold 12/24/25

5
Bedrooms
3,033
Square Feet
0.35
Acres
a house view with a garden space
1/43
5

$1,805,000

Sold 09/13/24

5
Bedrooms
3,243
Square Feet
0.47
Acres
a front view of a house with a yard and potted plants
1/43
6

$1,330,000

Sold 04/14/26

4
Bedrooms
2,454
Square Feet
0.16
Acres
$1,540,000 | 21 Johnson Road, Winchester, MA 01890
1/43
7

$1,540,000

Sold 07/11/25

4
Bedrooms
2,814
Square Feet
0.52
Acres
$1,750,000 | 15 Westland Avenue, Winchester, MA 01890
1/43
8

$1,750,000

Sold 10/31/25

4
Bedrooms
2,397
Square Feet
0.18
Acres
a front view of a house with a yard
1/32
9

$1,700,000

Sold 10/16/25

5
Bedrooms
2,718
Square Feet
0.15
Acres

Location

Listing Courtesy of Leading Edge Real Estate, Pirani & Wile Group; Leading Edge Real Estate, Julie Wile Fish

Sold By Four Points Real Estate, LLC, Candor Realty Group

Add your commute

Building Information for 59 Woodside Road

Stories-Year Built1930Building Size-Lot Size0.24 AC / 10,563 SF

Payment Calculator

$9,045 per month

30 year fixed, 6.55% Interest

Principal and Interest

$7,878

Property Taxes

$1,166

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 59 Woodside Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Walk/Jog Trails, Golf Course, Medical Facility, Bike Path, Conservation Area, Highway Access, Public School
  • Current Financing: Conv. Fixed
  • Living Area: 2592.0
  • Color: White
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Lynch
  • High School: Whs
  • Middle School: Mccall
Features
Interior Features
  • Appliances: Range, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Washer, Dryer, Utility Connections for Electric Range, Utility Connections for Electric Dryer
  • Basement Features: Partially Finished
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Wood, Tile, Carpet, Flooring - Hardwood
  • Interior Features: Recessed Lighting, Home Office
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Sprinkler System
  • Exterior Features: Invisible Fence, Sprinkler System, Patio
  • Fencing: Invisible
  • Patio And Porch Features: Patio
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: 200+ Amp Service
  • Heating: Forced Air, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range, for Electric Dryer
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 280.0
  • Room Primary Bedroom Features: Closet,Flooring - Hardwood,Recessed Lighting
  • Room Primary Bedroom Length: 14.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 20.0
Bedroom 2
  • Bedroom2 Area: 110.0
  • Bedroom2 Features: Closet,Flooring - Hardwood,Recessed Lighting
  • Bedroom2 Length: 10.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 11.0
Bedroom 3
  • Bedroom3 Area: 121.0
  • Bedroom3 Features: Closet,Flooring - Hardwood,Recessed Lighting
  • Bedroom3 Length: 11.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 11.0
Bedroom 4
  • Bedroom4 Area: 99.0
  • Bedroom4 Features: Closet,Flooring - Hardwood,Recessed Lighting
  • Bedroom4 Length: 9.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 11.0
Bedroom 5
  • Bedroom5 Area: 88.0
  • Bedroom5 Features: Closet,Flooring - Hardwood,Recessed Lighting
  • Bedroom5 Length: 8.0
  • Bedroom5 Level: Second
  • Bedroom5 Width: 11.0
Bathroom 1
  • Bathroom1 Area: 80.0
  • Bathroom1 Features: Bathroom - Half
  • Bathroom1 Length: 8.0
  • Bathroom1 Level: First
  • Bathroom1 Width: 10.0
Bathroom 2
  • Bathroom2 Area: 35.0
  • Bathroom2 Features: Bathroom - Full,Bathroom - With Tub & Shower
  • Bathroom2 Length: 5.0
  • Bathroom2 Level: Second
  • Bathroom2 Width: 7.0
Bathroom 3
  • Bathroom3 Area: 80.0
  • Bathroom3 Features: Bathroom - Full,Bathroom - With Tub & Shower
  • Bathroom3 Length: 8.0
  • Bathroom3 Level: Second
  • Bathroom3 Width: 10.0
Dining Room
  • Dining Room Area: 121.0
  • Dining Room Features: Flooring - Hardwood,Open Floorplan,Recessed Lighting,Lighting - Pendant
  • Dining Room Length: 11.0
  • Dining Room Level: First
  • Dining Room Width: 11.0
Family Room
  • Family Room Area: 273.0
  • Family Room Features: Flooring - Wall to Wall Carpet,Recessed Lighting
  • Family Room Length: 13.0
  • Family Room Level: Basement
  • Family Room Width: 21.0
Kitchen
  • Kitchen Area: 121.0
  • Kitchen Features: Flooring - Hardwood,Kitchen Island,Open Floorplan,Recessed Lighting,Lighting - Pendant
  • Kitchen Length: 11.0
  • Kitchen Level: Main,First
  • Kitchen Width: 11.0
Living Room
  • Room Living Room Area: 567.0
  • Room Living Room Features: Flooring - Hardwood,Open Floorplan,Recessed Lighting
  • Room Living Room Length: 21.0
  • Room Living Room Level: Main,First
  • Room Living Room Width: 27.0
Other Room 1
  • Room Office Area: 48.0
  • Room Office Features: Flooring - Hardwood,Recessed Lighting
  • Room Office Length: 6.0
  • Room Office Level: Second
  • Room Office Width: 8.0
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: M:019 B:0215 L:0,899879
  • Assessments: $1,097,100
  • Book: 1246
  • Tax Year: 2023
  • Zoning: RDB
Building / Association Information
Living Characteristics
  • Beds Total: 5
Other Building Characteristics
  • Foundation: Block
Complex & Association Information
  • Adult Community: No
Market and Agent Information
Sale Info
  • Buyer Broker Comp: 2.5%
  • Other Agent Compensation: 0

Property History for 59 Woodside Road

DateEvent & SourcePriceAppreciation
Jun 12, 2023

Sold

MLS PIN #73102498

$1,550,000
May 19, 2023

Under Agreement

MLS PIN #73102498

May 2, 2023

Contingent

MLS PIN #73102498

DateEvent & SourcePrice
06/12/2023

Sold

MLS PIN #73102498

$1,550,000
05/19/2023

Under Agreement

MLS PIN #73102498

05/02/2023

Contingent

MLS PIN #73102498

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 59 Woodside Road

Taxable ValueLand$834,800Additions$496,200Total$1,331,000
Tax Record2025$14,761 ($1,230 / month)
Home Facts
Beds5Baths2.5Total Finished SqFt2,546 SqFtAbove Grade Finished SqFt2,546 SqFtUnfinished Basement SqFt504 SqFtStories2Lot Size10,563 SqFtStyleSingle Family ResidenceYear Built1930ZoningRDBCountyMIDDLESEXAPNWINC M:019 B:0215 L:0Fireplace TypeHas Fireplace

Schools near 59 Woodside Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Private - K to 10
Rating
School
Distance
Lynch Elementary School
PublicPK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

Acera School
PrivateK to 10

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 59 Woodside Road, Winchester, MA 01890
$1,550,000
5
2,592
10,563
$455,000
4
3,452
11,384
$930,000
3
2,610
10,007
$1,100,000
5
3,116
10,047
$395,000
3
1,235
11,740
3
2,289
7,671

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Leading Edge Real Estate, Pirani & Wile Group; Leading Edge Real Estate, Julie Wile Fish

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.