Welcome to the Flats! Beautiful 1895 Colonial on a 12,000sqft lot, just 1mile from the town center. Private and serene back yard with a blue stone patio and new 6ft cedar fence located directly off the kitchen. Sprinkler system and NEW 2-car garage with a 22x14 2nd floor just waiting for your imagination to finish. An inviting front porch opens into the grand foyer with a classic staircase. Bright, sun-drenched double parlor with lovely built-in details. Formal dining room, kitchen with granite counters/island, gas stove, stainless steal appliances and half bath complete the 1st floor. The second floor offers a master bedroom with new wood floor, walk-in closet, beautifully updated master bath, three additional bedrooms and large family bath. Third floor is wonderful space with full bath, 2 bedrooms and ample storage. The partially finished lower level is great flex space with even more storage options. Great home in a fantastic location...come enjoy all Winchester has to offer!
Single-familyProperty Type
1895Year Built
0.28 acresLot Size
$545Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Catherine Albiani• Century 21 Commonwealth
Bought with Peggy Otis• Coldwell Banker Residential Brokerage - Winchester
The house sits on flat landscaped lot with cedar fence. The access to garage is from side street. House has been updated and checks off all required renovations. Spacious bedrooms on second floor. Potential to add in law suite above garage.
8 years ago• May not reflect the current state of the home
This Historical Colonial is next to Winter Pond and about 1/2 mile away from Horn Pond. It has many new updates like central air, sprinkler system, 2 car garage and landscaping. All good size rooms with plenty of hardwood floors and larger size...
windows give this home it's charm.
8 years ago• May not reflect the current state of the home
Randy Grassi
Redfin Associate agent
Large spacious house with newer kitchen , granite countertops. Formal living and dining room. Bedrooms are spacious. Master is big with walkin closet and newer bath.
8 years ago• May not reflect the current state of the home
Amit Garg
Redfin Associate agent
Sale history for 1 Woodside Rd
Date
Event
Price
MLS PIN #72349385
Oct 15, 2018
Sold
$1,300,000
$352/sq ft
Sep 4, 2018
Pending
—
Jun 20, 2018
Listed
$1,349,000
$366/sq ft
MLS PIN #72124619
May 5, 2017
Sold
$1,400,000
$379/sq ft
Mar 4, 2017
Pending
—
Mar 1, 2017
Listed
$1,399,000
$379/sq ft
+19
"YES you can have it all" cited on a large lot, within walking distance to the town center, train, schools, and tennis courts. Circa 1895 carefully maintained with many updates for todays comfortable lifestyle. Inviting front porch enters into a grand foyer with a classic staircase. Bright and sunny double parlor. Formal dining room with built-ins, newer kitchen with granite island, half bath complete the 1st floor living area. 4 Bedrooms, 2 Baths on second floor, 2 Bedrooms and a bath on 3rd. Ample Storage. A Bonus Recreation Room in Basement. Private outdoor patio ideal for cookouts overlooks a park like setting, a yard perfect for a game of ball or Croquet. A real find.
Public Records
Nov 30, 1990
Sold
$370,000
$100/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$21,227 (+10.0%)
$964,500 + $949,600
$1,914,100
2023
$19,291 (+3.5%)
$895,600 + $846,300
$1,741,900
2022
$18,635 (+1.6%)
$723,400 + $766,200
$1,489,600
2021
$18,338 (+20.6%)
$663,100 + $766,200
$1,429,300
2020
$15,211 (+7.6%)
$663,100 + $564,600
$1,227,700
2019
$14,140 (−2.0%)
$577,000 + $590,600
$1,167,600
2018
$14,427 (+4.5%)
$618,300 + $565,200
$1,183,500
2017
$13,806 (+5.7%)
$618,300 + $506,000
$1,124,300
2016
$13,064 (+3.1%)
$618,300 + $500,200
$1,118,500
2015
$12,668 (+6.9%)
$562,100 + $481,400
$1,043,500
2014
$11,847 (+0.5%)
$470,000 + $465,800
$935,800
2013
$11,791 (+1.8%)
$470,000 + $453,300
$923,300
2012
$11,587 (+3.7%)
$470,000 + $453,300
$923,300
2011
$11,172 (+5.1%)
$470,000 + $453,300
$923,300
2010
$10,628 (+2.1%)
$478,700 + $444,700
$923,400
2009
$10,407
$478,700 + $444,700
$923,400
Tax history for 1 Woodside Rd
Year
Property tax
Land + Additions
Assessment*
2025
$21,227 (+10.0%)
$964,500 + $949,600
$1,914,100
2023
$19,291 (+3.5%)
$895,600 + $846,300
$1,741,900
2022
$18,635 (+1.6%)
$723,400 + $766,200
$1,489,600
2021
$18,338 (+20.6%)
$663,100 + $766,200
$1,429,300
2020
$15,211 (+7.6%)
$663,100 + $564,600
$1,227,700
2019
$14,140 (−2.0%)
$577,000 + $590,600
$1,167,600
2018
$14,427 (+4.5%)
$618,300 + $565,200
$1,183,500
2017
$13,806 (+5.7%)
$618,300 + $506,000
$1,124,300
2016
$13,064 (+3.1%)
$618,300 + $500,200
$1,118,500
2015
$12,668 (+6.9%)
$562,100 + $481,400
$1,043,500
2014
$11,847 (+0.5%)
$470,000 + $465,800
$935,800
2013
$11,791 (+1.8%)
$470,000 + $453,300
$923,300
2012
$11,587 (+3.7%)
$470,000 + $453,300
$923,300
2011
$11,172 (+5.1%)
$470,000 + $453,300
$923,300
2010
$10,628 (+2.1%)
$478,700 + $444,700
$923,400
2009
$10,407
$478,700 + $444,700
$923,400
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
6
Baths
3.5
Stories
3
Lot width
—
Lot depth
—
Lot size
0.28 Acres
Year renovated
—
Sq. Ft.
4,710
Year built
1895
Style
Single Family Residential
County
Middlesex County
APN
1619551S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 11, 2026.
Property details
Parking
Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 2
Parking Features: Detached, Garage Door Opener, Storage, Workshop in Garage, Garage Faces Side, Paved Drive, Off Street, Paved
Exterior Features: Porch, Patio, Rain Gutters, Professional Landscaping, Sprinkler System
Property Information
Accessibility Features: No
PropertySubType: Single Family Residence
Lot Information
Lot Size (Acres): 0.28
Lot Features: Corner Lot, Level
Road Frontage Type: Public, Private Road, Dead End
Road Responsibility: Public Maintained Road
Financial
Tax Information
Tax Annual Amount: $13,806
Tax Year: 2017
Utilities
Utility Information
Utilities: for Gas Range, for Gas Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers
Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air
Location
Location Information
Directions: GPS - Corner of Woodside and Wickford. Driveway on Wickford
UnparsedAddress: 1 Woodside Road, Winchester MA 01890
Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station
Public facts
Beds: 6
Baths: 3.5
Sq. Ft.: 4,710
Stories: 3.0
Lot Size: 0.28 acres
Style: Single Family Residential
Year Built: 1895
Year Renovated: —
County: Middlesex County
APN: 1619551S
Home facts updated by county records on Sep 11, 2026
Other
Listing Information
StandardStatus: Closed
Around this home
Schools
Lynch Elementary School
Public PreK-5 • Assigned • 0.4mi
9/10
McCall Middle School
Public 6-8 • Assigned • 0.8mi
9/10
Winchester High School
Public 9-12 • Assigned • 0.8mi
10/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 98° expected this year, 15 days in 30 years
6/10 Wind Factor
54% chance of strong winds in next 30 years
3/10 Air Factor
2 unhealthy days expected this year, 3 days in 30 years
Provided by First Street
Historical weather
Winchester, MA • 01890
Average low and high temperatures (°F)
34
20
36
21
51
32
60
40
69
51
80
61
85
67
80
60
75
57
64
46
53
36
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9.2 hours in
June and 4.4 hours in December, placing it below the
U.S. average for solar exposure.
9.2 hrs
4.4 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.91M – $2.31M
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