Last Sold Price
6 beds3,487 sqft$638/sqft
5 Woodside Rd, Winchester, MA 01890

Description

Introducing a captivating waterside home on a gorgeous 34,000 sf lot, located in a top location w/ expansive frontage on Little Winter Pond. This 6-bedroom, 2.5-bathroom home offers unparalleled access to the picturesque pond for activities such as ice skating, fishing, kayaking, & more. The home’s interior is highlighted by high ceilings, hardwood floors & an original fireplace for cozy winter nights. The thoughtfully designed layout ensures effortless flow, perfect for both entertaining & day-to-day...Introducing a captivating waterside home on a gorgeous 34,000 sf lot, located in a top location w/ expansive frontage on Little Winter Pond. This 6-bedroom, 2.5-bathroom home offers unparalleled access to the picturesque pond for activities such as ice skating, fishing, kayaking, & more. The home’s interior is highlighted by high ceilings, hardwood floors & an original fireplace for cozy winter nights. The thoughtfully designed layout ensures effortless flow, perfect for both entertaining & day-to-day living. the updated kitchen offers water views from the bay window. All 6 of the bedrooms are generously sized & offer potential for a 2nd floor primary suite. Outside, the oversized yard is a nature lovers dream w/water access providing a peaceful retreat all year round with plenty of space for outdoor activities & relaxation. Unlock the potential of this great home which offers the perfect canvas to create your dream home with your personal touch & vision. Don't miss this great home!
LISTING CLOSED: 04/11/2025 12:00 AM

Listing Agents

  1. Kim Covino and Co

    Kim Covino and Co

    Listing Agent

    Compass

    P: (781) 249-3854

  2. Kim Covino

    Kim Covino

    Alternative Listing Agent

    Compass

    P: (781) 249-3854

Property Details for 5 Woodside Road

Status
MLS #
73337800
Days on Market
11
Taxes
$20,776 / year
HOA Fees
-
Property Type
MLS Type
Single Family / Detached
Year Built
1910
Town
Winchester
Area
MA-Winchester
Architectural Style
Victorian
Style
Victorian
Garage Spaces
2
Open Parking Spaces
6.00
Parking Spaces Total
6

Recent comparable sales

Median sold price

$1,900,000

Avg days on market

36

Sale-to-list ratio

98.7%

[Winchester, MA]

9 comparable properties found

$2,100,000 | 15 Wildwood Street, Winchester, MA 01890
1/43
1

$2,100,000

Sold 06/09/26

6
Bedrooms
4,104
Square Feet
0.31
Acres
a front view of a house with a yard
1/2
2

$1,430,000

Sold 07/10/25

6
Bedrooms
3,543
Square Feet
0.18
Acres
a front view of a house with garden
1/43
3

$1,900,000

Sold 10/17/25

7
Bedrooms
3,413
Square Feet
0.32
Acres
a front view of a house with a yard
1/43
4

$1,900,000

Sold 10/11/24

5
Bedrooms
3,746
Square Feet
0.16
Acres
a front view of a house with a yard and garage
1/38
5

$2,200,000

Sold 07/09/25

6
Bedrooms
3,901
Square Feet
0.28
Acres
$1,825,000 | 19 Glengarry Road, Winchester, MA 01890
1/43
6

$1,825,000

Sold 12/08/25

6
Bedrooms
3,521
Square Feet
0.25
Acres
a front view of a house with yard porch and furniture
1/33
7

$1,865,000

Sold 12/30/25

7
Bedrooms
2,998
Square Feet
0.30
Acres
a house view with a garden space
1/43
8

$1,805,000

Sold 09/13/24

5
Bedrooms
3,243
Square Feet
0.47
Acres
$2,200,000 | 7 Herrick Street, Winchester, MA 01890
1/43
9

$2,200,000

Sold 11/21/24

6
Bedrooms
3,969
Square Feet
0.33
Acres

Location

Add your commute

Building Information for 5 Woodside Road

Stories-Year Built1910Building Size-Lot Size0.79 AC / 34,521 SF

Payment Calculator

$13,036 per month

30 year fixed, 6.55% Interest

Principal and Interest

$11,304

Property Taxes

$1,731

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 5 Woodside Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Park, Medical Facility, Highway Access, Public School
  • Current Financing: Conv. Fixed
  • Living Area: 3487.0
  • Color: White
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: Yes
  • Water View: Yes
  • Year Built Details: Approximate,Renovated Since
  • Year Built Source: Public Records
Location/School
  • Grade School: Lynch
  • High School: Whs
  • Middle School: Mccall
Features
Interior Features
  • Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
  • Basement Features: Full
  • 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: Tile, Hardwood, Flooring - Stone/Ceramic Tile
  • Interior Features: Lighting - Pendant, Closet/Cabinets - Custom Built, Ceiling Fan(s), Bonus Room, Foyer, Mud Room, Bedroom
  • Laundry Features: Ceiling Fan(s), Flooring - Hardwood, Second Floor
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch
  • Exterior Features: Porch
  • Patio And Porch Features: Porch
  • Roof Material: Shingle
  • Waterfront Features: Waterfront, Beach Front, Pond, Frontage, Walk to, Access, Private, 1/2 to 1 Mile To Beach
  • Waterview Features: Pond
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Detached, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Detached, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 169.0
  • Room Primary Bedroom Features: Closet,Flooring - Hardwood
  • Room Primary Bedroom Length: 13.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 13.0
Bedroom 2
  • Bedroom2 Area: 154.0
  • Bedroom2 Features: Ceiling Fan(s),Closet,Flooring - Hardwood
  • Bedroom2 Length: 14.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 11.0
Bedroom 3
  • Bedroom3 Area: 169.0
  • Bedroom3 Features: Closet,Flooring - Hardwood
  • Bedroom3 Length: 13.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 13.0
Bedroom 4
  • Bedroom4 Area: 165.0
  • Bedroom4 Features: Closet,Flooring - Hardwood
  • Bedroom4 Length: 15.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 11.0
Bedroom 5
  • Bedroom5 Area: 312.0
  • Bedroom5 Features: Ceiling Fan(s)
  • Bedroom5 Length: 24.0
  • Bedroom5 Level: Third
  • Bedroom5 Width: 13.0
Bathroom 1
  • Bathroom1 Area: 20.0
  • Bathroom1 Features: Bathroom - Half,Flooring - Stone/Ceramic Tile
  • Bathroom1 Length: 5.0
  • Bathroom1 Level: First
  • Bathroom1 Width: 4.0
Bathroom 2
  • Bathroom2 Area: 56.0
  • Bathroom2 Features: Bathroom - Full,Flooring - Stone/Ceramic Tile
  • Bathroom2 Length: 8.0
  • Bathroom2 Level: Second
  • Bathroom2 Width: 7.0
Bathroom 3
  • Bathroom3 Area: 56.0
  • Bathroom3 Features: Bathroom - Full,Flooring - Stone/Ceramic Tile
  • Bathroom3 Length: 8.0
  • Bathroom3 Level: Third
  • Bathroom3 Width: 7.0
Dining Room
  • Dining Room Area: 182.0
  • Dining Room Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,French Doors,Lighting - Pendant
  • Dining Room Length: 14.0
  • Dining Room Level: Main,First
  • Dining Room Width: 13.0
Family Room
  • Family Room Area: 182.0
  • Family Room Features: Closet/Cabinets - Custom Built,Flooring - Hardwood
  • Family Room Length: 14.0
  • Family Room Level: First
  • Family Room Width: 13.0
Kitchen
  • Kitchen Area: 210.0
  • Kitchen Features: Ceiling Fan(s),Window(s) - Bay/Bow/Box,Lighting - Pendant
  • Kitchen Length: 15.0
  • Kitchen Level: First
  • Kitchen Width: 14.0
Laundry
  • Laundry Dimen: 14X11
Living Room
  • Room Living Room Area: 216.0
  • Room Living Room Features: Flooring - Hardwood
  • Room Living Room Length: 18.0
  • Room Living Room Level: First
  • Room Living Room Width: 12.0
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:0256 L:0,899919
  • Assessments: $1,833,700
  • Book: 000
  • Tax Year: 2024
  • Zoning: RDB
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Stone
  • Cooling Zones: 2
  • Heat Zones: 2
Complex & Association Information
  • Adult Community: No

Property History for 5 Woodside Road

DateEvent & SourcePriceAppreciation
Apr 11, 2025

Sold

MLS PIN #73337800

$2,224,000
Mar 7, 2025

Under Agreement

MLS PIN #73337800

Mar 4, 2025

Contingent

MLS PIN #73337800

DateEvent & SourcePrice
04/11/2025

Sold

MLS PIN #73337800

$2,224,000
03/07/2025

Under Agreement

MLS PIN #73337800

03/04/2025

Contingent

MLS PIN #73337800

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

Public Records for 5 Woodside Road

Taxable ValueLand$1,369,200Additions$551,200Total$1,920,400
Tax Record2025$21,297 ($1,775 / month)
Home Facts
Beds6Baths1.5Total Finished SqFt3,401 SqFtAbove Grade Finished SqFt3,401 SqFtUnfinished Basement SqFt576 SqFtStories3Lot Size34,521 SqFtStyleSingle Family ResidenceYear Built1910ZoningRDBCountyMIDDLESEXAPNWINC M:019 B:0256 L:0Fireplace TypeHas Fireplace

Schools near 5 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
Rating
School
Distance
Lynch Elementary School
PublicPK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

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: 5 Woodside Road, Winchester, MA 01890
$2,224,000
6
3,487
34,521
$425,000
5
3,233
20,395
5
4,530
22,085
$1,300,000
6
3,690
12,066
$389,500
3
2,220
$1,144,000
6
4,809
16,646

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

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.