Off Market Aug 2006 for $785K

$1,840,244

•

2,851

sq ft

33 Hollywood Rd, Winchester, MA 01890

About this home

SPACIOUS HOME ON QUIET CUL-DE-SAC IN LINCOLN SCHOOL DISTRICT. Large kitchen with adjacent family room. Two car garage. Four really generous bedrooms, partially finished basement with fireplace and ample storage space. Master suite has large (14x21) bedroom, private bath and walk in closet. Beautiful level lot in wonderful East Hill neighborhood. Brand new furnace, fresh paint throughout. Come see!

Single-familyProperty Type

1963Year Built

0.36 acresLot Size

$645Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Elizabeth Darby • Century 21 Fortin

Bought with Jenny Splaine • Century 21 Fortin

Redfin checked: 2 minutes ago

•Source:MLS PIN #70254925

Redfin Estimate

$1,840,244

$1.1M since sold in August 2006$68K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.2% higher than the average sale price ($1.65M) of 6 comparable homes.

BOUGHT WITH REDFIN JUL 13, 2026
$2,150,000
A
5 beds3 baths3,136 sq ft
22 Hollywood Rd, 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 JUN 1, 2026
$1,607,000
C
4 beds2.5 baths3,298 sq ft
6 Oakland Cir, Winchester, MA 01890
SOLD OCT 9, 2025
$1,500,000
D
3 beds2.5 baths2,283 sq ft
17 Dennett Rd, Winchester, MA 01890
SOLD MAY 1, 2026
$1,755,000
E
4 beds4.5 baths3,906 sq ft
35 Hollywood Rd, Winchester, MA 01890
SOLD NOV 20, 2025
$1,355,000
F
4 beds2.5 baths2,865 sq ft
4 Sargent Rd, Winchester, MA 01890

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

Earn from this home

Sell

$1,455,042

Est. take-home

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Rent

$5,355/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 33 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2025

$19,034 (+9.9%)

$1,037,700 + $678,600

$1,716,300

2023

$17,326 (+1.6%)

$963,600 + $629,900

$1,593,500

2022

$17,046 (+7.8%)

$778,300 + $584,300

$1,362,600

2021

$15,818 (+6.8%)

$648,600 + $584,300

$1,232,900

2020

$14,816 (+9.1%)

$611,500 + $584,300

$1,195,800

2019

$13,584 (+3.6%)

$537,400 + $584,300

$1,121,700

2018

$13,107 (+5.3%)

$506,800 + $568,400

$1,075,200

2017

$12,452 (+6.8%)

$477,200 + $536,800

$1,014,000

2016

$11,658 (+2.7%)

$477,200 + $520,900

$998,100

2015

$11,357 (+4.6%)

$433,600 + $501,900

$935,500

2014

$10,855 (+0.7%)

$361,300 + $496,100

$857,400

2013

$10,783 (+1.8%)

$361,300 + $483,100

$844,400

2012

$10,597 (+3.7%)

$361,300 + $483,100

$844,400

2011

$10,217 (+2.0%)

$361,300 + $483,100

$844,400

2010

$10,018 (+21.0%)

$387,300 + $483,100

$870,400

2009

$8,276

$387,300 + $347,000

$734,300

Tax history for 33 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2025

$19,034 (+9.9%)

$1,037,700 + $678,600

$1,716,300

2023

$17,326 (+1.6%)

$963,600 + $629,900

$1,593,500

2022

$17,046 (+7.8%)

$778,300 + $584,300

$1,362,600

2021

$15,818 (+6.8%)

$648,600 + $584,300

$1,232,900

2020

$14,816 (+9.1%)

$611,500 + $584,300

$1,195,800

2019

$13,584 (+3.6%)

$537,400 + $584,300

$1,121,700

2018

$13,107 (+5.3%)

$506,800 + $568,400

$1,075,200

2017

$12,452 (+6.8%)

$477,200 + $536,800

$1,014,000

2016

$11,658 (+2.7%)

$477,200 + $520,900

$998,100

2015

$11,357 (+4.6%)

$433,600 + $501,900

$935,500

2014

$10,855 (+0.7%)

$361,300 + $496,100

$857,400

2013

$10,783 (+1.8%)

$361,300 + $483,100

$844,400

2012

$10,597 (+3.7%)

$361,300 + $483,100

$844,400

2011

$10,217 (+2.0%)

$361,300 + $483,100

$844,400

2010

$10,018 (+21.0%)

$387,300 + $483,100

$870,400

2009

$8,276

$387,300 + $347,000

$734,300

*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

0.36 Acres

Year renovated

—

Sq. Ft.

3,466

Year built

1963

Style

Single Family Residential

County

Middlesex County

APN

2991889S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Under, Garage Door Opener, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 294
Length: 14
Width: 21
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Area: 121
Length: 11
Width: 11
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 168
Length: 12
Width: 14
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Area: 209
Length: 11
Width: 19
Level: Second
Features: Flooring - Hardwood

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

Bathroom #1 Information
Level: Second
Features: Bathroom - Full

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

Bathroom #3 Information
Level: First
Features: Bathroom - Half

Living Room Information
Area: 286
Length: 13
Width: 22
Level: First
Features: Flooring - Hardwood

Family Room Information
Area: 168
Length: 12
Width: 14
Level: First
Features: Flooring - Wall to Wall Carpet

Dining Room Information
Area: 154
Length: 11
Width: 14
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 209
Length: 11
Width: 19
Level: First
Features: Flooring - Stone/Ceramic Tile,Dining Area

Basement Information
Basement: Full, Partially Finished, Interior Entry, Bulkhead, Concrete

Laundry Information
Laundry Dimen: 7X7
Laundry Features: In Basement, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 8
Door Features: Storm Door(s)
Window Features: Storm Window(s), Screens
Flooring: Wood, Tile, Carpet
Interior Features: Game Room

Exterior

Building Information
Building Area (Total): 2,851
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Gray

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Rain Gutters, Professional Landscaping, Screens

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.36
Lot Features: Cul-De-Sac
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $7,226.85
Tax Year: 2006

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Oil, Fireplace(s)
Cooling: Wall Unit(s)

Location

Location Information
Directions: Highland to Pierrepont to Hollywood
UnparsedAddress: 33 Hollywood Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 3,466
Stories: 2.0
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: —
County: Middlesex County
APN: 2991889S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

5/10 Heat Factor

6 days above 97° expected this year, 13 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

$1.75M – $2.12M

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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 33 Hollywood Rd

Data from public records.

Address	Redfin Estimate
35 Hollywood Rd, Winchester, MA 4 Beds \| 4.5 Baths \| 3906 Sq. Ft.	$2,211,161
32 Hollywood Rd, Winchester, MA 3 Beds \| 2 Baths \| 2295 Sq. Ft.	$1,396,195

Address	Redfin Estimate
38 Hollywood Rd, Winchester, MA 3 Beds \| 3 Baths \| 2512 Sq. Ft.	$1,718,789
34 Hollywood Rd, Winchester, MA 3 Beds \| 2.5 Baths \| 2772 Sq. Ft.	$1,696,491

Address	Redfin Estimate
30 Hollywood Rd, Winchester, MA 3 Beds \| 2.5 Baths \| 2273 Sq. Ft.	$1,545,844
36 Hollywood Rd, Winchester, MA 4 Beds \| 3.5 Baths \| 2967 Sq. Ft.	$1,886,252

Property information provided by MLS PIN when last listed in 2005. This data may not match . Learn more.

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