Last Sold Price
4 beds3,452 sqft$132/sqft
55 Woodside Rd, Winchester, MA 01890

Description

1931 shingle tudor! Spacious 9 rooms; 4 bdrms, 3 full baths; huge master bdrm w hot tub,skylights,& balcony; huge family room off kitchen; hardwood floors; natural woodwork; sunroom/office off fp lvrm;a surprise inside! Not a drive by!1931 shingle tudor! Spacious 9 rooms; 4 bdrms, 3 full baths; huge master bdrm w hot tub,skylights,& balcony; huge family room off kitchen; hardwood floors; natural woodwork; sunroom/office off fp lvrm;a surprise inside! Not a drive by!
LISTING CLOSED: 12/28/1999 12:00 AM

  1. Listed by Laura Fitzgerald • Winchester Realty

Property Details for 55 Woodside Road

Status
MLS #
30341270
Days on Market
50
Taxes
$4,140 / year
HOA Fees
-
Property Type
MLS Type
Single Family / Detached
Year Built
1931
Town
Winchester
Area
MA-Winchester
Architectural Style
Colonial, Tudor
Style
Colonial, Tudor
Garage Spaces
2
Open Parking Spaces
4.00
Parking Spaces Total
4

Recent comparable sales

Median sold price

$2,000,000

Avg days on market

26

Sale-to-list ratio

97.8%

[Winchester, MA]

9 comparable properties found

$2,200,000 | 1 St Augustine Court, Winchester, MA 01890
1/40
1

$2,200,000

Sold 06/30/25

4
Bedrooms
3,818
Square Feet
0.46
Acres
$1,574,500 | 263 Highland Avenue, Winchester, MA 01890
1/43
2

$1,574,500

Sold 03/30/26

4
Bedrooms
3,343
Square Feet
0.13
Acres
a front view of a house with a yard
1/42
3

$1,335,000

Sold 02/04/26

4
Bedrooms
2,854
Square Feet
0.21
Acres
a front view of a house with a yard and garage
1/27
4

$1,725,000

Sold 12/18/24

4
Bedrooms
3,143
Square Feet
0.33
Acres
a view of a terrace with furniture
1/35
5

$2,000,000

Sold 06/02/25

4
Bedrooms
3,039
Square Feet
0.31
Acres
$1,360,000 | 15 Thornberry Road, Winchester, MA 01890
1/42
6

$1,360,000

Sold 07/29/26

4
Bedrooms
4,062
Square Feet
0.36
Acres
a front view of a house with a yard
1/35
7

$2,300,000

Sold 05/15/26

4
Bedrooms
3,283
Square Feet
0.24
Acres
a open kitchen with stainless steel appliances granite countertop a stove and chairs with wooden floor
1/40
8

$2,200,000

Sold 07/14/25

4
Bedrooms
3,896
Square Feet
0.15
Acres
a front view of a house with a garden
1/38
9

$2,150,000

Sold 12/18/24

4
Bedrooms
3,048
Square Feet
0.31
Acres

Location

Listing Courtesy of Winchester Realty, Laura Fitzgerald

Sold By Dewolfe N.e. - Lexington, Joyce Grief

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Building Information for 55 Woodside Road

Stories-Year Built1931Building Size-Lot Size0.26 AC / 11,384 SF

Payment Calculator

$2,658 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,313

Property Taxes

$345

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 55 Woodside Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Shopping, Walk/Jog Trails
  • Current Financing: Conv. Fixed
  • Living Area: 3452.0
  • Color: YELLOW
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Lynch
  • High School: Winchester
  • Middle School: Middle
Features
Interior Features
  • Appliances: Range, Dishwasher, Microwave, Gas Water Heater, Tankless Water Heater
  • Basement Features: Full, Partially Finished, Interior Access, Garage Access
  • Num of Baths: 3.0
  • Num of Full Baths: 3
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 3.00
  • Bathrooms Total Integer: 3
  • FireplaceFeatures: Family Room, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Wood, Tile, Flooring - Wall to Wall Carpet
  • Primary Bath: Yes
  • SpaYN: Yes
Exterior Features
  • Construction: Frame
  • Exterior Features: Balcony
  • Exterior Features: Balcony, Deck, Patio
  • Lot Description: Corner Lot
  • Patio And Porch Features: Deck, Patio
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Off-Street
  • Parking Features: Attached, Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Baseboard, Steam, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Water: Public, City/Town Water
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Skylight,Closet - Linen,Walk-In Closet(s),Flooring - Hardwood,Balcony / Deck,Hot Tub / Spa
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Flooring - Hardwood
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Flooring - Hardwood
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Flooring - Hardwood
  • Bedroom4 Level: Second
Bathroom 1
  • Bathroom1 Features: Bathroom - Full,Flooring - Stone/Ceramic Tile
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Flooring - Stone/Ceramic Tile
  • Bathroom2 Level: First
Bathroom 3
  • Bathroom3 Features: Bathroom - Full,Flooring - Stone/Ceramic Tile
  • Bathroom3 Level: First
Dining Room
  • Dining Room Features: Ceiling Fan(s),Flooring - Hardwood
  • Dining Room Level: First
Family Room
  • Family Room Features: Flooring - Hardwood,Balcony / Deck
  • Family Room Level: First
Kitchen
  • Kitchen Features: Flooring - Stone/Ceramic Tile,Dining Area
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Flooring - Hardwood
  • Room Living Room Level: First
Property Information
Property Info
  • UFFI: Unknown
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
Tax Information
  • Tax ID: 899880
  • Assessments: $282,800
  • Block: 216
  • Book: 974
  • Map: 19
  • Tax Year: 99
  • Zoning: RES
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter, Block
  • Foundation Area: 0.0
  • Frontage: 0.00
  • Cooling Zones: 1
  • Heat Zones: 2
Market and Agent Information
Sale Info
  • Buyer Broker Comp: 2.5
  • Selling Broker Comp: 2.5

Property History for 55 Woodside Road

DateEvent & SourcePriceAppreciation
Dec 28, 1999

Sold

MLS PIN #30341270

$455,000
Oct 29, 1999

Sold (Public Record)

Public Record #88240617

$445,000
Sep 15, 1999

Under Agreement

MLS PIN #30341270

DateEvent & SourcePrice
12/28/1999

Sold

MLS PIN #30341270

$455,000
10/29/1999

Sold (Public Record)

Public Record #88240617

$445,000
09/15/1999

Under Agreement

MLS PIN #30341270

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

Public Records for 55 Woodside Road

Taxable ValueLand$849,200Additions$499,000Total$1,348,200
Tax Record2025$14,952 ($1,246 / month)
Home Facts
Beds4Baths3Total Finished SqFt3,453 SqFtAbove Grade Finished SqFt3,453 SqFtUnfinished Basement SqFt337 SqFtStories2Lot Size11,382 SqFtStyleSingle Family ResidenceYear Built1931ZoningRDBCountyMIDDLESEXAPNWINC M:019 B:0216 L:0Fireplace TypeHas Fireplace

Schools near 55 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: 55 Woodside Road, Winchester, MA 01890
$455,000
4
3,452
11,384
$1,550,000
5
2,592
10,563
$608,200
3
1,878
13,649
$850,000
3
2,552
9,797
3
2,289
7,671
$930,000
3
2,610
10,007

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 Winchester Realty, Laura Fitzgerald

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.