OFF MARKET

Off Market Dec 2020 for $1.3M

$1,949,430

Est. refi paymentEst. refi $894/mo

•

2,967

sq ft

36 Hollywood Rd, Winchester, MA 01890

About this home

Welcome Home! This traditional center entrance colonial is nestled on a cul-de-sac in the desirable East Hill neighborhood & Lincoln school district. You’re sure to love this location so close to Winchester Center, Commuter Rail, Middlesex Fells trails, schools, & easy access to Rt. 93. With the perfect blend of inviting charm & fantastic location, this sun-filled home features a spacious eat-in kitchen which opens into a large family room w/ access to a private deck, perfect for outdoor entertaining. First floor also features an entertaining sized dining room & front to back fireplaced living room which leads to a private screened in porch overlooking mature plantings. Second floor offers 4 corner bedrooms, family bath & a master suite w/ plenty of closet space. Beautifully renovated lower level includes a recreation room w/ a walk-in closet, a bonus room, perfect for a home office, & a bathroom. Spacious yard complete with new shed & secret side garden. Don't miss out!

Single-familyProperty Type

1963Year Built

0.36 acresLot Size

$657Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Paula Sughrue • Better Homes and Gardens Real Estate - The Shanahan Group

Bought with Carolyn Vernaglia • Leading Edge Real Estate

Redfin checked: a few seconds ago

•Source:MLS PIN #72733943

Redfin Estimate

$1,949,430

$649K since sold in December 2020$29K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.4% higher than the average sale price ($1.72M) of 6 comparable homes.

SOLD NOV 14, 2025
$1,150,000
A
3 beds2.5 baths2,648 sq ft
89 Main St, Winchester, MA 01890
BOUGHT WITH REDFIN JUL 13, 2026
$2,150,000
B
5 beds3 baths3,136 sq ft
22 Hollywood Rd, Winchester, MA 01890
SOLD JUL 30, 2026
$2,255,000
C
4 beds3.5 baths3,494 sq ft
2 York Rd, Winchester, MA 01890
SOLD MAY 1, 2026
$1,755,000
D
4 beds4.5 baths3,906 sq ft
35 Hollywood Rd, Winchester, MA 01890
SOLD JUN 30, 2026
$1,399,000
E
3 beds3.5 baths2,936 sq ft
71 Sargent Rd, Winchester, MA 01890
SOLD JUN 1, 2026
$1,607,000
F
4 beds2.5 baths3,298 sq ft
6 Oakland Cir, Winchester, MA 01890

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Earn from this home

Sell

$927,816

Est. take-home

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Refinance

Est. cash available

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Rent

$5,870/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

OPEN SAT, 11AM TO 12PM
$619,000
3 beds3.5 baths1,225 sq ft
23 Shepard Ct #23, Winchester, MA 01890
OPEN SAT, 11AM TO 12PM
$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 SAT, 2PM TO 3PM
$2,849,000
5 beds4.5 baths5,058 sq ft
7 Viking Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 36 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2025

$19,911 (+10.0%)

$1,033,800 + $761,600

$1,795,400

2023

$18,094 (+16.3%)

$959,900 + $712,600

$1,672,500

2022

$15,555 (+11.0%)

$775,300 + $468,100

$1,243,400

2021

$14,008 (+7.2%)

$646,100 + $445,700

$1,091,800

2020

$13,070 (+10.0%)

$609,200 + $445,700

$1,054,900

2019

$11,880 (+3.9%)

$535,300 + $445,700

$981,000

2018

$11,434 (+5.4%)

$504,900 + $433,100

$938,000

2017

$10,846 (+6.7%)

$475,300 + $407,900

$883,200

2016

$10,167 (+4.3%)

$475,300 + $395,200

$870,500

2015

$9,747 (+6.1%)

$432,000 + $370,900

$802,900

2014

$9,190 (+0.5%)

$360,000 + $365,900

$725,900

2013

$9,142 (+1.7%)

$360,000 + $355,900

$715,900

2012

$8,985 (+3.7%)

$360,000 + $355,900

$715,900

2011

$8,662 (+1.5%)

$360,000 + $355,900

$715,900

2010

$8,537 (+2.1%)

$385,800 + $355,900

$741,700

2009

$8,359

$385,800 + $355,900

$741,700

Tax history for 36 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2025

$19,911 (+10.0%)

$1,033,800 + $761,600

$1,795,400

2023

$18,094 (+16.3%)

$959,900 + $712,600

$1,672,500

2022

$15,555 (+11.0%)

$775,300 + $468,100

$1,243,400

2021

$14,008 (+7.2%)

$646,100 + $445,700

$1,091,800

2020

$13,070 (+10.0%)

$609,200 + $445,700

$1,054,900

2019

$11,880 (+3.9%)

$535,300 + $445,700

$981,000

2018

$11,434 (+5.4%)

$504,900 + $433,100

$938,000

2017

$10,846 (+6.7%)

$475,300 + $407,900

$883,200

2016

$10,167 (+4.3%)

$475,300 + $395,200

$870,500

2015

$9,747 (+6.1%)

$432,000 + $370,900

$802,900

2014

$9,190 (+0.5%)

$360,000 + $365,900

$725,900

2013

$9,142 (+1.7%)

$360,000 + $355,900

$715,900

2012

$8,985 (+3.7%)

$360,000 + $355,900

$715,900

2011

$8,662 (+1.5%)

$360,000 + $355,900

$715,900

2010

$8,537 (+2.1%)

$385,800 + $355,900

$741,700

2009

$8,359

$385,800 + $355,900

$741,700

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.36 Acres

Year renovated

—

Sq. Ft.

2,967

Year built

1963

Style

Single Family Residential

County

Middlesex County

APN

3078929S

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: 4
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Storage, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 195
Length: 15
Width: 13
Level: Second
Features: Ceiling Fan(s),Closet,Flooring - Hardwood

Bedroom #2 Information
Area: 143
Length: 13
Width: 11
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #3 Information
Area: 180
Length: 15
Width: 12
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet,Attic Access

Bedroom #4 Information
Area: 156
Length: 13
Width: 12
Level: Second
Features: Flooring - Hardwood,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 49
Length: 7
Width: 7
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Dryer Hookup - Electric,Washer Hookup

Bathroom #2 Information
Area: 48
Length: 8
Width: 6
Level: Second
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Area: 40
Length: 8
Width: 5
Level: Second
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile

Living Room Information
Area: 338
Length: 26
Width: 13
Level: First
Features: Ceiling Fan(s),Flooring - Hardwood

Family Room Information
Area: 288
Length: 18
Width: 16
Level: First
Features: Ceiling Fan(s),Flooring - Hardwood,Exterior Access,Slider

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

Kitchen Information
Area: 260
Length: 20
Width: 13
Level: First
Features: Closet,Flooring - Hardwood,Dining Area

Office Room Information
Area: 144
Length: 12
Width: 12
Level: Basement
Features: Closet,Flooring - Wall to Wall Carpet,Exterior Access

Basement Information
Basement: Full, Partially Finished, Bulkhead

Laundry Information
Laundry Dimen: 7X7
Laundry Features: First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 8
Flooring: Wood, Tile, Marble, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Interior Features: Bathroom - Full, Closet, Bathroom, Home Office, Play Room

Exterior

Building Information
Building Area (Total): 2,967
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: White

Exterior Features
Roof: Shingle
Patio And Porch Features: Screened, Deck
Exterior Features: Porch - Screened, Deck, Storage, Professional Landscaping

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

Lot Information
Lot Size (Acres): 0.36
Lot Features: Cul-De-Sac, Easements
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $13,070
Tax Year: 2020

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard
Cooling: Wall Unit(s), Whole House Fan

Location

Location Information
Directions: Highland Ave to Pierrepont Rd to Hollywood Rd
UnparsedAddress: 36 Hollywood Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Shopping, Park, Walk/Jog Trails, Highway Access, Public School, T-Station

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 2,967
Stories: 2.0
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: —
County: Middlesex County
APN: 3078929S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 4

Listing Information
StandardStatus: Closed

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 1.0mi

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

2/10 Fire Factor

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

5/10 Heat Factor

6 hot days expected this year, 13 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

Air Factor

We're working on getting current and accurate air risk information for this home.

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

$1.85M – $2.24M

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New listings for sale in 01890

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OPEN SAT, 11AM TO 12PM3D & VIDEO TOUR

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OPEN SAT, 2PM TO 3PM3D & VIDEO TOUR

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Home values near 36 Hollywood Rd

Data from public records.

Address	Redfin Estimate
33 Hollywood Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2851 Sq. Ft.	$1,805,279
30 Hollywood Road, Winchester, MA 3 Beds \| 2.5 Baths \| 2273 Sq. Ft.	$1,554,154

Address	Redfin Estimate
35 Hollywood Road, Winchester, MA 4 Beds \| 4.5 Baths \| 3906 Sq. Ft.	$2,156,334
32 Hollywood Road, Winchester, MA 3 Beds \| 2 Baths \| 2295 Sq. Ft.	$1,411,346

Address	Redfin Estimate
38 Hollywood Road, Winchester, MA 3 Beds \| 3 Baths \| 2512 Sq. Ft.	$1,740,025
34 Hollywood Road, Winchester, MA 3 Beds \| 2.5 Baths \| 2772 Sq. Ft.	$1,735,579

Property information provided by MLS PIN when last listed in 2020. This data may not match . Learn more.

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