Google street view image for 5 Winslow Rd, Winchester, MA 01890

Off market sep 2000 for $569K

$1,640,463

Est. refi paymentEst. refi $3,632/mo

•

2.5 ba

•

2,615

sq ft

5 Winslow Rd, Winchester, MA 01890

About this home

5 Winslow Rd is a 2,615 square foot house on a 6,098 square foot lot with 5 bedrooms and 2.5 bathrooms. - it last sold on September 05, 2000 for $569,000. Based on Redfin's Winchester data, we estimate the home's value is $1,640,463.

Single-familyProperty Type

1910Year Built

6,098 sq ftLot Size

$627Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,640,463

$1.1M since sold in September 2000$7,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.4% higher than the average sale price ($1.53M) of 6 comparable homes.

SOLD AUG 14, 2026
$2,200,000
A
4 beds2.5 baths3,123 sq ft
15 Cabot St, Winchester, MA 01890
SOLD APR 30, 2026
$1,560,000
B
4 beds2.5 baths2,578 sq ft
17 Cranston Rd, Winchester, MA 01890
SOLD JUL 30, 2026
$1,170,000
C
5 beds1.5 baths2,688 sq ft
6 Hancock St, Winchester, MA 01890
SOLD OCT 16, 2025
$1,700,000
D
5 beds3.5 baths2,718 sq ft
77 Washington St, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
E
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD SEP 18, 2026
$1,035,000
F
4 beds1.5 baths1,777 sq ft
46 Clark St, Winchester, MA 01890

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Sell

$1,463,162

Est. take-home

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Est. cash available

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Rent

$5,104/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.9% MoM

Median sale price

$1.7M

$39K MoM

Avg. days on market

21d

3 days MoM

Recently sold homes

7 MoM

New listings for sale

OPEN SUN, 11AM TO 12:30PM
$899,000
3 beds1 bath1,313 sq ft
39 Henry St, Winchester, MA 01890
$18,000,000
6 beds6.5 baths10,000 sq ft
15 Vinson Cir, Winchester, MA 01890
OPEN SUN, 1PM TO 2:30PM
$3,299,000
7 beds7.5 baths7,226 sq ft
1 Plymouth Rd, Winchester, MA 01890
OPEN SUN, 11AM TO 12:30PM
$1,299,000
6 beds2.5 baths3,910 sq ft
8 North Gtwy, Winchester, MA 01890
OPEN SUN, 12PM TO 1:30PM
$1,529,000
4 beds3.5 baths2,709 sq ft
25 Arlington St, Winchester, MA 01890
EARLY ACCESS
$2,150,000
5 beds4 baths4,063 sq ft
21 Amberwood Dr, Winchester, MA 01890
OPEN SUN, 11AM TO 12:30PM
$1,950,000
5 beds4 baths3,371 sq ft
26 Mayflower Rd, Winchester, MA 01890
OPEN SUN, 11AM TO 12:30PM
$1,195,000
3 beds1.5 baths2,239 sq ft
4 Stone Ave, Winchester, MA 01890
OPEN SUN, 12PM TO 1:30PM
$1,850,000
4 beds2.5 baths3,092 sq ft
1 Overlook Way, Winchester, MA 01890
$700,000
2 beds2 baths1,240 sq ft
666 Main St #217, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 5 Winslow Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,049 (+1.2%)

$851,100 + $597,400

$1,448,500

2025

$15,863 (+7.8%)

$851,100 + $579,300

$1,430,400

2023

$14,722 (+4.3%)

$790,300 + $535,200

$1,325,500

2022

$14,121 (+2.3%)

$638,300 + $490,500

$1,128,800

2021

$13,800 (+3.5%)

$585,100 + $490,500

$1,075,600

2020

$13,327 (+10.1%)

$585,100 + $490,500

$1,075,600

2019

$12,105 (+3.3%)

$509,100 + $490,500

$999,600

2018

$11,721 (+2.2%)

$484,800 + $476,700

$961,500

2017

$11,470 (+10.9%)

$484,800 + $449,200

$934,000

2016

$10,347 (+3.3%)

$484,800 + $401,100

$885,900

2015

$10,018 (+7.1%)

$440,700 + $384,500

$825,200

2014

$9,357 (+0.6%)

$368,500 + $370,600

$739,100

2013

$9,298 (+1.8%)

$368,500 + $359,600

$728,100

2012

$9,138 (+3.7%)

$368,500 + $359,600

$728,100

2011

$8,810 (+5.1%)

$368,500 + $359,600

$728,100

2010

$8,382 (+2.1%)

$375,400 + $352,800

$728,200

2009

$8,207

$375,400 + $352,800

$728,200

Tax history for 5 Winslow Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,049 (+1.2%)

$851,100 + $597,400

$1,448,500

2025

$15,863 (+7.8%)

$851,100 + $579,300

$1,430,400

2023

$14,722 (+4.3%)

$790,300 + $535,200

$1,325,500

2022

$14,121 (+2.3%)

$638,300 + $490,500

$1,128,800

2021

$13,800 (+3.5%)

$585,100 + $490,500

$1,075,600

2020

$13,327 (+10.1%)

$585,100 + $490,500

$1,075,600

2019

$12,105 (+3.3%)

$509,100 + $490,500

$999,600

2018

$11,721 (+2.2%)

$484,800 + $476,700

$961,500

2017

$11,470 (+10.9%)

$484,800 + $449,200

$934,000

2016

$10,347 (+3.3%)

$484,800 + $401,100

$885,900

2015

$10,018 (+7.1%)

$440,700 + $384,500

$825,200

2014

$9,357 (+0.6%)

$368,500 + $370,600

$739,100

2013

$9,298 (+1.8%)

$368,500 + $359,600

$728,100

2012

$9,138 (+3.7%)

$368,500 + $359,600

$728,100

2011

$8,810 (+5.1%)

$368,500 + $359,600

$728,100

2010

$8,382 (+2.1%)

$375,400 + $352,800

$728,200

2009

$8,207

$375,400 + $352,800

$728,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Basement Information
Basement Sq. Ft: 1,102

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 11

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gambrel

Property Information
Subdivision Name: GEORGE C OGDEN
Living Sq. Ft: 2,615
Gross Sq. Ft: 4,905
# of Units: 1
# of Stories: 2

Parking & Garage Information
Parking Type: Detached Garage
Garage / Carport Type: Detached

Lot Information
# of Buildings: 1
Land Sq. Ft: 6,098
Municipality Name: WINCHESTER
Acres: 0.14
Zoning Code: RDB
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 2,615
Stories: 2.0
Lot Size: 6,098 square feet
Style: Single Family Residential
Year Built: 1910
Year Renovated: —
County: Middlesex County
APN: 1880947S

Home facts updated by county records on Sep 16, 2026

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.5mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.5mi

9/10

Winchester High School

Public 9-12 • Assigned • 0.9mi

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

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° 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

3 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)

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

$1.56M – $1.89M

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Home values near 5 Winslow Rd

Data from public records.

Address	Redfin Estimate
1 Winslow Road, Winchester, MA 5 Beds \| 3.5 Baths \| 3747 Sq. Ft.	$1,849,940
8 Winslow Road, Winchester, MA 4 Beds \| 1.5 Baths \| 2416 Sq. Ft.	$1,393,631

Address	Redfin Estimate
7 Winslow Road, Winchester, MA 5 Beds \| 2.5 Baths \| 3757 Sq. Ft.	$1,934,301
4 Winslow Road, Winchester, MA 5 Beds \| 3.5 Baths \| 3607 Sq. Ft.	$2,113,419

Address	Redfin Estimate
10 Winslow Road, Winchester, MA 5 Beds \| 2.5 Baths \| 2226 Sq. Ft.	$1,637,965
6 Winslow Road, Winchester, MA 6 Beds \| 1.5 Baths \| 2104 Sq. Ft.	$1,566,445

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