Google satellite image for 20 Wagon Wheel Rd, Winchester, MA 01890

Off Market Oct 1981 for $50K

$1,481,132

Est. refi paymentEst. refi $317/mo

•

2 ba

•

2,693

sq ft

20 Wagon Wheel Rd, Winchester, MA 01890

About this home

20 Wagon Wheel Rd is a 2,693 square foot house on a 0.68 acre lot with 3 bedrooms and 2 bathrooms. - it last sold on October 20, 1981 for $50,000. Based on Redfin's Winchester data, we estimate the home's value is $1,481,132.

Single-familyProperty Type

1984Year Built

0.68 acresLot Size

$550Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,481,132

$1.4M since sold in October 1981$1,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 24.4% higher than the average sale price ($1.19M) of 6 comparable homes.

SOLD AUG 31, 2026
$1,135,000
A
5 beds2 baths2,634 sq ft
12 Heritage Dr, Woburn, MA 01801
SOLD AUG 14, 2026
$1,345,000
B
3 beds2.5 baths2,694 sq ft
41 Fairway Dr, Woburn, MA 01801
SOLD SEP 26, 2025
$1,713,000
C
3 beds2.5 baths3,002 sq ft
44 Amberwood Dr, Winchester, MA 01890
SOLD JUL 30, 2026
$770,000
D
3 beds1.5 baths1,498 sq ft
31 Hiawatha Rd, Woburn, MA 01801
SOLD AUG 11, 2026
$782,000
E
3 beds3 baths2,102 sq ft
38 Waltham St, Woburn, MA 01801
SOLD MAR 6, 2026
$1,400,000
F
3 beds2.5 baths2,316 sq ft
26 Berkshire Dr, Winchester, MA 01890

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Earn from this home

Sell

$1,406,727

Est. take-home

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Est. cash available

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Rent

$4,987/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.9%

0.2% MoM

Median sale price

$1.6M

$175K MoM

Avg. days on market

19d

0 days MoM

Recently sold homes

17 MoM

New listings for sale

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$1,325,000
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3 beds3.5 baths1,225 sq ft
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3D & VIDEO TOUR
$1,099,000
4 beds2.5 baths2,411 sq ft
24 Richardson St, Winchester, MA 01890
$1,050,000
5 beds2.5 baths2,801 sq ft
257 Cross St, Winchester, MA 01890
EARLY ACCESS
$675,000
2 beds2 baths1,124 sq ft
60 Lake St Unit E, Winchester, MA 01890
EARLY ACCESS
$1,699,000
3 beds2 baths2,327 sq ft
4 Churchill Rd, Winchester, MA 01890
OPEN TODAY, 12:30PM TO 1:30PM
$2,849,000
5 beds4.5 baths5,058 sq ft
7 Viking Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 20 Wagon Wheel Rd

Year

Property tax

Land + Additions

Assessment*

2025

$16,178 (+15.3%)

$906,000 + $552,800

$1,458,800

2023

$14,027 (−0.4%)

$834,000 + $508,100

$1,342,100

2022

$14,084 (+6.0%)

$635,500 + $490,300

$1,125,800

2021

$13,289 (+3.5%)

$545,500 + $490,300

$1,035,800

2020

$12,834 (+6.0%)

$545,500 + $490,300

$1,035,800

2019

$12,108 (+5.1%)

$509,500 + $490,300

$999,800

2018

$11,520 (+2.5%)

$469,000 + $476,000

$945,000

2017

$11,234 (+6.8%)

$469,000 + $445,800

$914,800

2016

$10,519 (+5.1%)

$469,000 + $431,600

$900,600

2015

$10,005 (−1.7%)

$409,600 + $414,500

$824,100

2014

$10,179 (+5.4%)

$392,500 + $411,500

$804,000

2013

$9,658 (+1.7%)

$356,500 + $399,800

$756,300

2012

$9,492 (+3.7%)

$356,500 + $399,800

$756,300

2011

$9,151 (+4.0%)

$356,500 + $399,800

$756,300

2010

$8,803 (+2.1%)

$356,000 + $408,800

$764,800

2009

$8,619

$356,000 + $408,800

$764,800

Tax history for 20 Wagon Wheel Rd

Year

Property tax

Land + Additions

Assessment*

2025

$16,178 (+15.3%)

$906,000 + $552,800

$1,458,800

2023

$14,027 (−0.4%)

$834,000 + $508,100

$1,342,100

2022

$14,084 (+6.0%)

$635,500 + $490,300

$1,125,800

2021

$13,289 (+3.5%)

$545,500 + $490,300

$1,035,800

2020

$12,834 (+6.0%)

$545,500 + $490,300

$1,035,800

2019

$12,108 (+5.1%)

$509,500 + $490,300

$999,800

2018

$11,520 (+2.5%)

$469,000 + $476,000

$945,000

2017

$11,234 (+6.8%)

$469,000 + $445,800

$914,800

2016

$10,519 (+5.1%)

$469,000 + $431,600

$900,600

2015

$10,005 (−1.7%)

$409,600 + $414,500

$824,100

2014

$10,179 (+5.4%)

$392,500 + $411,500

$804,000

2013

$9,658 (+1.7%)

$356,500 + $399,800

$756,300

2012

$9,492 (+3.7%)

$356,500 + $399,800

$756,300

2011

$9,151 (+4.0%)

$356,500 + $399,800

$756,300

2010

$8,803 (+2.1%)

$356,000 + $408,800

$764,800

2009

$8,619

$356,000 + $408,800

$764,800

*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: 1,040

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 8

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Construction Type: Frame
Roof Shape Type: Gambrel

Property Information
Subdivision Name: PLAN 23938-H
Living Sq. Ft: 2,693
Gross Sq. Ft: 5,336
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 29,621
Municipality Name: WINCHESTER
Acres: 0.68
Zoning Code: RDA
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,693
Stories: 2.0
Lot Size: 0.68 acres
Style: Single Family Residential
Year Built: 1984
Year Renovated: —
County: Middlesex County
APN: 3782950S

Home facts updated by county records on Jul 29, 2026

Around this home

Schools

Vinson-Owen Elementary School

Public PreK-5 • Assigned • 0.8mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.3mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.3mi

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)

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

$1.41M – $1.70M

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Home values near 20 Wagon Wheel Rd

Data from public records.

Address	Redfin Estimate
16 Wagon Wheel Road, Winchester, MA 3 Beds \| 3.5 Baths \| 3612 Sq. Ft.	$2,016,003
11 Wagon Wheel Road, Winchester, MA 4 Beds \| 3 Baths \| 3898 Sq. Ft.	$2,367,312

Address	Redfin Estimate
18 Wagon Wheel Road, Winchester, MA 4 Beds \| 3 Baths \| 5006 Sq. Ft.	$1,980,880
15 Wagon Wheel Road, Winchester, MA 5 Beds \| 3 Baths \| 3072 Sq. Ft.	$2,300,935

Address	Redfin Estimate
17 Wagon Wheel Road, Winchester, MA 5 Beds \| 5 Baths \| 3940 Sq. Ft.	$2,374,015
261 Cambridge Street, Winchester, MA 3 Beds \| 2.5 Baths \| 2483 Sq. Ft.	$1,312,656

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