Off Market Nov 2001 for $942K

$1,940,090

Est. refi paymentEst. refi $2,804/mo

•

2,624

sq ft

5 Hollywood Rd, Winchester, MA 01890

About this home

Single-familyProperty Type

1997Year Built

10,270 sq ftLot Size

$739Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Debbie Spencer • Re/max Walden Country, Inc.

Bought with Linda Sharpe • Carlson GMAC Real Estate

Redfin checked: a minute ago

•Source:MLS PIN #30555525

Redfin Estimate

$1,940,090

$998K since sold in November 2001$30K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6% higher than the average sale price ($1.83M) of 6 comparable homes.

SOLD APR 30, 2026
$1,560,000
A
4 beds2.5 baths2,578 sq ft
17 Cranston Rd, Winchester, MA 01890
SOLD JUN 30, 2026
$1,399,000
B
3 beds3.5 baths2,936 sq ft
71 Sargent Rd, Winchester, MA 01890
SOLD NOV 20, 2025
$1,355,000
C
4 beds2.5 baths2,865 sq ft
4 Sargent Rd, Winchester, MA 01890
SOLD JUL 31, 2026
$2,170,000
D
5 beds3.5 baths4,591 sq ft
21 Willowdale Rd, Winchester, MA 01890
BOUGHT WITH REDFIN JUL 13, 2026
$2,150,000
E
5 beds3 baths3,136 sq ft
22 Hollywood Rd, Winchester, MA 01890
SOLD AUG 12, 2026
$2,350,000
F
4 beds3.5 baths4,403 sq ft
50 Brooks St, Winchester, MA 01890

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,640,939

Est. take-home

List your home with Redfin and save $9,700

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$5,161/mo

Redfin rental estimate

List your home for rent

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

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
3D & VIDEO TOUR
$2,849,000
5 beds4.5 baths5,058 sq ft
7 Viking Rd, Winchester, MA 01890
3D WALKTHROUGH
$1,699,000
5 beds3.5 baths3,180 sq ft
30 Farrow St, Winchester, MA 01890
$1,098,000
3 beds1.5 baths1,657 sq ft
17 Russell Rd, Winchester, MA 01890
OPEN THU, 5PM TO 6PM
$1,999,000
4 beds2.5 baths3,757 sq ft
85 High St, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 5 Hollywood Rd

Date

Event

Price

MLS PIN #30555525

Nov 26, 2001

Sold

$942,000

$359/sq ft

Oct 25, 2001

Listed

$945,000

$360/sq ft

Public Records

Aug 13, 1998

Sold

$562,000

$214/sq ft

MLS PIN #50387104

Aug 12, 1998

Sold

$550,000

$210/sq ft

May 22, 1998

Listing Removed

—

Oct 21, 1997

Listed

$539,000

$205/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$18,893 (+9.0%)

$929,300 + $774,300

$1,703,600

2023

$17,337 (+0.2%)

$862,900 + $719,500

$1,582,400

2022

$17,299 (+6.5%)

$697,000 + $685,800

$1,382,800

2021

$16,250 (+6.3%)

$580,800 + $685,800

$1,266,600

2020

$15,282 (+8.1%)

$547,600 + $685,800

$1,233,400

2019

$14,132 (+3.4%)

$481,200 + $685,800

$1,167,000

2018

$13,670 (+4.4%)

$453,900 + $667,500

$1,121,400

2017

$13,095 (+7.0%)

$427,300 + $639,100

$1,066,400

2016

$12,243 (+2.2%)

$427,300 + $620,900

$1,048,200

2015

$11,981 (+3.5%)

$388,300 + $598,600

$986,900

2014

$11,581 (+0.8%)

$323,600 + $591,200

$914,800

2013

$11,489 (+1.8%)

$323,600 + $576,100

$899,700

2012

$11,291 (+3.7%)

$323,600 + $576,100

$899,700

2011

$10,886 (+1.9%)

$323,600 + $576,100

$899,700

2010

$10,685 (+2.1%)

$346,800 + $581,500

$928,300

2009

$10,462

$346,800 + $581,500

$928,300

Tax history for 5 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2025

$18,893 (+9.0%)

$929,300 + $774,300

$1,703,600

2023

$17,337 (+0.2%)

$862,900 + $719,500

$1,582,400

2022

$17,299 (+6.5%)

$697,000 + $685,800

$1,382,800

2021

$16,250 (+6.3%)

$580,800 + $685,800

$1,266,600

2020

$15,282 (+8.1%)

$547,600 + $685,800

$1,233,400

2019

$14,132 (+3.4%)

$481,200 + $685,800

$1,167,000

2018

$13,670 (+4.4%)

$453,900 + $667,500

$1,121,400

2017

$13,095 (+7.0%)

$427,300 + $639,100

$1,066,400

2016

$12,243 (+2.2%)

$427,300 + $620,900

$1,048,200

2015

$11,981 (+3.5%)

$388,300 + $598,600

$986,900

2014

$11,581 (+0.8%)

$323,600 + $591,200

$914,800

2013

$11,489 (+1.8%)

$323,600 + $576,100

$899,700

2012

$11,291 (+3.7%)

$323,600 + $576,100

$899,700

2011

$10,886 (+1.9%)

$323,600 + $576,100

$899,700

2010

$10,685 (+2.1%)

$346,800 + $581,500

$928,300

2009

$10,462

$346,800 + $581,500

$928,300

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

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

10,454 Sq. Ft.

Year renovated

—

Sq. Ft.

2,624

Year built

1997

Style

Single Family Residential

County

Middlesex County

APN

1708194S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 30, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Under, Garage Door Opener, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 221
Length: 17
Width: 13
Level: Second
Features: Bathroom - Full,Cathedral Ceiling(s),Walk-In Closet(s),Flooring - Wall to Wall Carpet

Bedroom #2 Information
Area: 156
Length: 13
Width: 12
Level: Second
Features: Flooring - Wall to Wall Carpet

Bedroom #3 Information
Area: 156
Length: 13
Width: 12
Level: Second
Features: Flooring - Wall to Wall Carpet

Bedroom #4 Information
Area: 80
Length: 10
Width: 8
Level: Second
Features: Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: Second
Features: Bathroom - Full

Bathroom #3 Information
Level: Second
Features: Bathroom - Full

Living Room Information
Area: 221
Length: 17
Width: 13
Level: First
Features: Flooring - Hardwood

Family Room Information
Area: 368
Length: 23
Width: 16
Level: First
Features: Cathedral Ceiling(s),Flooring - Hardwood

Dining Room Information
Area: 169
Length: 13
Width: 13
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 304
Length: 19
Width: 16
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box

Basement Information
Basement: Full, Partially Finished

Laundry Information
Laundry Features: First Floor, Electric Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Interior Features
# of Rooms (Total): 9
Window Features: Window(s) - Bay/Bow/Box, Insulated Windows
Flooring: Wood, Carpet, Flooring - Hardwood

Exterior

Building Information
Building Area (Total): 2,624
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: GREY
Lead Paint: None

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Deck
Exterior Features: Deck, Rain Gutters, Storage, Sprinkler System, Fenced Yard

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.23
Lot Features: Corner Lot
Road Surface Type: Paved

Financial

Tax Information
Tax Annual Amount: $7,570
Tax Year: 2001

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water
Electric: Circuit Breakers, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Oil
Cooling: Central Air

Location

Location Information
Directions: PIERREPONT TO HOLLYWOOD, CNR. WILLOWDALE
UnparsedAddress: 5 Hollywood Road, Winchester MA 01890

Community Information
Senior CommunityYN: No

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,624
Stories: 2.0
Lot Size: 10,454 square feet
Style: Single Family Residential
Year Built: 1997
Year Renovated: —
County: Middlesex County
APN: 1708194S

Home facts updated by county records on Jul 30, 2026

Other

Miscellaneous Information
Heat Zones: 4

Listing Information
Exclusions: Wash,Dryer, Refrig. & Front Hall Fixture
StandardStatus: Closed

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.8mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.7mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.1mi

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 97° expected this year, 14 days in 30 years

6/10 Wind Factor

50% 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

$1.82M – $2.21M

Reach more buyers when you sell with Redfin. Save up to $19,401 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

3D WALKTHROUGH

$1,079,000

5 beds3 baths2,350 sq ft

259 Forest St, Medford, MA 02155

$2,695,000

4 beds4.5 baths5,233 sq ft

18 Middlesex St, Winchester, MA 01890

OPEN THU, 5PM TO 6PM

$3,295,000

6 beds6.5 baths6,100 sq ft

2 Atherton Rd, Winchester, MA 01890

$2,100,000

6 beds4 baths3,403 sq ft

6 Ivy Cir, Winchester, MA 01890

3D WALKTHROUGH

$1,699,000

5 beds3.5 baths3,180 sq ft

30 Farrow St, Winchester, MA 01890

$1,050,000

4 beds2.5 baths2,086 sq ft

94 Grove St, Medford, MA 02155

New listings for sale in 01890

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$675,000

2 beds2 baths1,124 sq ft

60 Lake St Unit E, Winchester, MA 01890

EARLY ACCESSCOMPASS COMING SOON

$1,699,000

3 beds2 baths2,327 sq ft

4 Churchill Rd, Winchester, MA 01890

3D & VIDEO TOUR

$2,849,000

5 beds4.5 baths5,058 sq ft

7 Viking Rd, Winchester, MA 01890

3D WALKTHROUGH

$1,699,000

5 beds3.5 baths3,180 sq ft

30 Farrow St, Winchester, MA 01890

$1,098,000

3 beds1.5 baths1,657 sq ft

17 Russell Rd, Winchester, MA 01890

OPEN THU, 5PM TO 6PM

$1,999,000

4 beds2.5 baths3,757 sq ft

85 High St, Winchester, MA 01890

Home values near 5 Hollywood Rd

Data from public records.

Address	Redfin Estimate
16 Hollywood Rd, Winchester, MA 4 Beds \| 3 Baths \| 2550 Sq. Ft.	$1,826,435
2 Hollywood Rd, Winchester, MA 2 Beds \| 1.5 Baths \| 1574 Sq. Ft.	$1,263,831

Address	Redfin Estimate
10 Hollywood Rd, Winchester, MA 3 Beds \| 1.5 Baths \| 1921 Sq. Ft.	$1,350,222
17 Hollywood Rd, Winchester, MA 5 Beds \| 4 Baths \| 4557 Sq. Ft.	$1,993,755

Address	Redfin Estimate
4 Hollywood Rd, Winchester, MA 4 Beds \| 3.5 Baths \| 5000 Sq. Ft.	$2,218,320
19 Hollywood Rd, Winchester, MA 4 Beds \| 3 Baths \| 2127 Sq. Ft.	$1,493,256

Property information provided by MLS PIN when last listed in 2001. This data may not match . Learn more.

More real estate resources

Minor Civil Divisions
Cities
Neighborhoods
Zip Codes
Popular Searches

Pelham homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02155 homes for sale
02474 homes for sale
01890 homes for sale
01801 homes for sale
02180 homes for sale

Houses for rent in Winchester	Agents near me	Quincy, MA homes for sale	Winchester Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Winchester Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Cambridge homes for sale
Boston homes for sale
Newton homes for sale