Google street view image for 32 Hollywood Rd, Winchester, MA 01890

Off market oct 2009 for $535K

$1,427,461

Est. refi paymentEst. refi $3,455/mo

•

2 ba

•

2,295

sq ft

32 Hollywood Rd, Winchester, MA 01890

About this home

32 Hollywood Rd is a 2,295 square foot house on a 0.34 acre lot with 3 bedrooms and 2 bathrooms. - it last sold on October 09, 2009 for $535,000. Based on Redfin's Winchester data, we estimate the home's value is $1,427,461.

Single-familyProperty Type

1963Year Built

0.34 acresLot Size

$622Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,427,461

$892K since sold in October 2009$30K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.1% higher than the average sale price ($1.23M) of 5 comparable homes.

SOLD AUG 14, 2026
$1,500,000
A
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD JUL 30, 2026
$1,160,000
B
3 beds1.5 baths1,996 sq ft
70 Grove St, Winchester, MA 01890
SOLD APR 22, 2026
$1,325,000
C
3 beds2.5 baths2,153 sq ft
6 Marchant Rd, Winchester, MA 01890
SOLD AUG 26, 2026
$890,000
D
3 beds2 baths1,714 sq ft
5 Jeremiah Cir, Medford, MA 02155
SOLD JUN 25, 2026
$1,275,000
E
3 beds2 baths1,511 sq ft
6 Alden Ln, Winchester, MA 01890

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Earn from this home

Sell

$1,109,716

Est. take-home

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Refinance

Est. cash available

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Rent

$4,582/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%

0.0% MoM

Median sale price

$1.8M

$87K MoM

Avg. days on market

22d

1 days MoM

Recently sold homes

14 MoM

New listings for sale

NEW 4 HRS AGO
$2,950,000
6 beds4 baths4,752 sq ft
18 Surrey Rd, Winchester, MA 01890
EARLY ACCESS
$4,199,000
6 beds6 baths7,175 sq ft
7 Aquinas Path, Winchester, MA 01890
VIDEO TOUR
$1,125,000
3 beds1.5 baths1,684 sq ft
8 Stone Ave, Winchester, MA 01890
$890,000
2 beds1 bath1,489 sq ft
80 Nelson St, Winchester, MA 01890
3D & VIDEO TOUR
$1,985,000
4 beds3.5 baths4,241 sq ft
30 Surrey Rd, Winchester, MA 01890
$1,399,000
3 beds2.5 baths1,975 sq ft
6 Aricia Ln, Winchester, MA 01890
EARLY ACCESS
$3,850,000
8 beds6 baths7,081 sq ft
15 Foxcroft Rd, Winchester, MA 01890
$1,399,000
5 beds1.5 baths2,071 sq ft
15 Lloyd St, Winchester, MA 01890
VIDEO TOUR
$2,049,000
5 beds3.5 baths4,063 sq ft
21 Amberwood Dr, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 32 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$14,821 (+2.2%)

$1,022,000 + $315,600

$1,337,600

2025

$14,508 (+11.3%)

$1,022,000 + $286,200

$1,308,200

2023

$13,040 (+1.4%)

$949,000 + $284,000

$1,233,000

2022

$12,860 (+11.3%)

$766,500 + $261,500

$1,028,000

2021

$11,551 (+7.9%)

$638,800 + $261,500

$900,300

2020

$10,702 (+11.7%)

$602,300 + $261,500

$863,800

2019

$9,577 (+4.1%)

$529,300 + $261,500

$790,800

2018

$9,196 (+3.2%)

$499,100 + $255,300

$754,400

2017

$8,907 (+7.9%)

$469,900 + $255,400

$725,300

2016

$8,255 (+2.4%)

$469,900 + $236,900

$706,800

2015

$8,061 (+8.7%)

$427,100 + $236,900

$664,000

2014

$7,414 (+0.6%)

$355,900 + $229,700

$585,600

2013

$7,370 (+1.8%)

$355,900 + $221,200

$577,100

2012

$7,243 (+3.7%)

$355,900 + $221,200

$577,100

2011

$6,983 (−2.9%)

$355,900 + $221,200

$577,100

2010

$7,189 (+2.1%)

$381,400 + $243,200

$624,600

2009

$7,039

$381,400 + $243,200

$624,600

Tax history for 32 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$14,821 (+2.2%)

$1,022,000 + $315,600

$1,337,600

2025

$14,508 (+11.3%)

$1,022,000 + $286,200

$1,308,200

2023

$13,040 (+1.4%)

$949,000 + $284,000

$1,233,000

2022

$12,860 (+11.3%)

$766,500 + $261,500

$1,028,000

2021

$11,551 (+7.9%)

$638,800 + $261,500

$900,300

2020

$10,702 (+11.7%)

$602,300 + $261,500

$863,800

2019

$9,577 (+4.1%)

$529,300 + $261,500

$790,800

2018

$9,196 (+3.2%)

$499,100 + $255,300

$754,400

2017

$8,907 (+7.9%)

$469,900 + $255,400

$725,300

2016

$8,255 (+2.4%)

$469,900 + $236,900

$706,800

2015

$8,061 (+8.7%)

$427,100 + $236,900

$664,000

2014

$7,414 (+0.6%)

$355,900 + $229,700

$585,600

2013

$7,370 (+1.8%)

$355,900 + $221,200

$577,100

2012

$7,243 (+3.7%)

$355,900 + $221,200

$577,100

2011

$6,983 (−2.9%)

$355,900 + $221,200

$577,100

2010

$7,189 (+2.1%)

$381,400 + $243,200

$624,600

2009

$7,039

$381,400 + $243,200

$624,600

*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: 1,530

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 7

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Ranch
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Subdivision Name: HOLLYWOOD ROAD
Living Sq. Ft: 2,295
Gross Sq. Ft: 3,264
# of Units: 1
# of Stories: 1

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

Lot Information
# of Buildings: 1
Land Sq. Ft: 14,810
Municipality Name: WINCHESTER
Acres: 0.34
Zoning Code: RDC
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,295
Stories: 1.0
Lot Size: 0.34 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: —
County: Middlesex County
APN: 3572959S

Home facts updated by county records on Sep 16, 2026

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.9mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.9mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.2mi

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

4/10 Fire Factor

1% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 97° expected this year, 14 days in 30 years

6/10 Wind Factor

53% 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

$1.36M – $1.64M

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New listings for sale in 01890

NEW 4 HRS AGO

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18 Surrey Rd, Winchester, MA 01890

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3D & VIDEO TOUR

$1,985,000

4 beds3.5 baths4,241 sq ft

30 Surrey Rd, Winchester, MA 01890

$1,399,000

3 beds2.5 baths1,975 sq ft

6 Aricia Ln, Winchester, MA 01890

EARLY ACCESSBHGRE® COMING SOON

$3,850,000

8 beds6 baths7,081 sq ft

15 Foxcroft Rd, Winchester, MA 01890

$1,399,000

5 beds1.5 baths2,071 sq ft

15 Lloyd St, Winchester, MA 01890

VIDEO TOUR

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Home values near 32 Hollywood Rd

Data from public records.

Address	Redfin Estimate
33 Hollywood Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2851 Sq. Ft.	$1,714,608
30 Hollywood Road, Winchester, MA 3 Beds \| 2.5 Baths \| 2273 Sq. Ft.	$1,476,064

Address	Redfin Estimate
35 Hollywood Road, Winchester, MA 4 Beds \| 4.5 Baths \| 3906 Sq. Ft.	$2,216,187
34 Hollywood Road, Winchester, MA 3 Beds \| 2.5 Baths \| 2772 Sq. Ft.	$1,733,024

Address	Redfin Estimate
38 Hollywood Road, Winchester, MA 3 Beds \| 3 Baths \| 2512 Sq. Ft.	$1,669,564
36 Hollywood Road, Winchester, MA 4 Beds \| 3.5 Baths \| 2967 Sq. Ft.	$1,896,707

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