Off Market
4 beds3 baths2,722 sqft
29 Woodside Rd, Winchester, MA 01890

Recent comparable sales

Median sold price

$1,425,000

Avg days on market

17

Sale-to-list ratio

101.2%

Winchester, MA

9 comparable properties found

a front view of a house with a yard
1/42
1

$1,335,000

Sold 02/04/26

4
Bedrooms
2,854
Square Feet
0.21
Acres
a view of a street in front of house
1/36
2

$1,375,000

Sold 01/23/26

4
Bedrooms
2,652
Square Feet
0.14
Acres
a front view of a house with a yard and potted plants
1/16
3

$930,000

Sold 06/20/25

4
Bedrooms
2,333
Square Feet
0.21
Acres
a view of a house with a yard
1/43
4

$2,450,000

Sold 12/16/25

4
Bedrooms
2,519
Square Feet
0.50
Acres
$1,425,000 | 9 Thornberry Road, Winchester, MA 01890
1/40
5

$1,425,000

Sold 06/25/25

4
Bedrooms
2,496
Square Feet
0.38
Acres
$1,655,000 | 11 Carriage Lane, Winchester, MA 01890
1/39
6

$1,655,000

Sold 08/13/26

4
Bedrooms
2,707
Square Feet
0.35
Acres
$1,750,000 | 24 Hinds Road, Winchester, MA 01890
1/43
7

$1,750,000

Sold 07/09/26

4
Bedrooms
2,814
Square Feet
0.30
Acres
front view of a house
1/41
8

$1,200,000

Sold 08/27/25

4
Bedrooms
2,566
Square Feet
0.15
Acres
$1,660,000 | 10 Farrow Street, Winchester, MA 01890
1/36
9

$1,660,000

Sold 08/07/26

4
Bedrooms
2,768
Square Feet
0.17
Acres

Location

Add your commute

Property Information for 29 Woodside Road

Property Details
Building Information
  • Stories: 2
  • Year Built: 1910
  • Lot Size: 0.51 AC / 22,002 SF

Public Records for 29 Woodside Road

Taxable ValueLand$1,045,300Additions$439,600Total$1,484,900
Tax Record2025$165 ($14 / month)
Home Facts
Beds4Baths3Total Finished SqFt2,722 SqFtAbove Grade Finished SqFt2,722 SqFtUnfinished Basement SqFt2,160 SqFtStories2Lot Size22,002 SqFtStyleSingle Family ResidenceYear Built1910Year Renovated1910ZoningRDBCountyMIDDLESEXAPNWINC M:019 B:0254 L:0

Schools near 29 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: 29 Woodside Road, Winchester, MA 01890
4
3
2,722
22,002
1
1
1,140
8,398
3
1.5
1,613
23,501
4
3,172
26,223
$1,549,000
3
2,587
18,117
$5,000
3
3
2,596
10,799

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.

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.