SOLD MAY 1, 2026

Sold on May 2026

$1,755,000

•

3,906

sq ft

35 Hollywood Rd, Winchester, MA 01890

Track this home’s value and nearby sales activity

About this home

Tucked at the end of a cul-de-sac and bordering the Fells, this classic brick-and-wood Colonial blends generous living spaces with comfortable, easy flow. The fireplaced living room and spacious dining room are filled with natural light and framed by peaceful woodland views. The kitchen features stone counters, stainless appliances, and a peninsula that connects to the dining area and opens to a vaulted, beamed family room with fireplace and French doors to the outdoors. A home office offers added flexibility. Upstairs, four inviting bedrooms include a tranquil primary suite with walk-in, cedar closet and private bath, and a second bedroom with its own ensuite bath. The walk-out lower level offers additional living space with a playroom, wet bar, and full bath. Porch, patio, and fenced yard create welcoming outdoor areas, complemented by central air and an attached 2 car garage. With its thoughtful layout and cul-de-sac setting near the Fells, this home offers enduring appeal.

Single-familyProperty Type

1963Year Built

0.37 acresLot Size

$449Price/Sq.Ft.

2 garage spacesParking

Listed by Anne Spry • Barrett Sotheby's International Realty

Listed by • Barrett Sotheby's International Realty

Bought with The Elite Team • Phoenix Real Estate Partners, LLC

Redfin checked: 2 minutes ago

•Source:MLS PIN #73485418

Redfin Estimate

$2,211,161

$456K since sold in May 2026$198K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.3% higher than the average sale price ($2.16M) 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 JUL 30, 2026
$2,255,000
B
4 beds3.5 baths3,494 sq ft
2 York Rd, Winchester, MA 01890
SOLD JUN 30, 2026
$1,399,000
C
3 beds3.5 baths2,936 sq ft
71 Sargent Rd, Winchester, MA 01890
SOLD AUG 12, 2026
$2,350,000
D
4 beds3.5 baths4,403 sq ft
50 Brooks St, Winchester, MA 01890
SOLD MAY 29, 2026
$2,649,000
E
4 beds3.5 baths4,255 sq ft
2 Priscilla Ln, Winchester, MA 01890
SOLD JUL 31, 2026
$2,170,000
F
5 beds3.5 baths4,591 sq ft
21 Willowdale Rd, Winchester, MA 01890

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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

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

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Rental estimate

Est. $5,984 per month, based on comparable rentals

Sale and tax history for 35 Hollywood Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$19,405 (+10.6%)

$1,043,600 + $706,200

$1,749,800

2023

$17,553 (+1.6%)

$969,000 + $654,400

$1,623,400

2022

$17,278 (+7.7%)

$782,700 + $598,400

$1,381,100

2021

$16,045 (+6.7%)

$652,200 + $598,400

$1,250,600

2020

$15,034 (+9.0%)

$615,000 + $598,400

$1,213,400

2019

$13,791 (+3.6%)

$540,400 + $598,400

$1,138,800

2018

$13,310 (+5.3%)

$509,700 + $582,200

$1,091,900

2017

$12,643 (+6.8%)

$479,900 + $549,700

$1,029,600

2016

$11,837 (+2.6%)

$479,900 + $533,500

$1,013,400

2015

$11,534 (+4.7%)

$436,100 + $514,000

$950,100

2014

$11,019 (+0.7%)

$363,400 + $507,000

$870,400

2013

$10,946 (+1.7%)

$363,400 + $493,800

$857,200

2012

$10,758 (+3.7%)

$363,400 + $493,800

$857,200

2011

$10,372 (+2.0%)

$363,400 + $493,800

$857,200

2010

$10,167 (+2.1%)

$389,500 + $493,800

$883,300

2009

$9,955

$389,500 + $493,800

$883,300

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

0.37 Acres

Year renovated

—

Sq. Ft.

3,906

Year built

1963

Style

Single Family Residential

County

Middlesex County

APN

595211S

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
Open Parking Spaces: 4
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Garage Faces Side, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 299.92
Length: 19.67
Width: 15.25
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Cedar Closet(s),Closet,Flooring - Wall to Wall Carpet,Window(s) - Picture,Laundry Chute,Closet - Double

Bedroom #2 Information
Area: 263.72
Length: 18.08
Width: 14.58
Level: Second
Features: Bathroom - Full,Flooring - Wall to Wall Carpet,Window(s) - Picture,Closet - Double

Bedroom #3 Information
Area: 194.82
Length: 14.08
Width: 13.83
Level: Second
Features: Flooring - Wall to Wall Carpet,Window(s) - Picture,Closet - Double

Bedroom #4 Information
Area: 130.21
Length: 12.5
Width: 10.42
Level: Second
Features: Flooring - Hardwood,Window(s) - Picture,Closet - Double

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 80.25
Length: 9
Width: 8.92
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Closet - Linen,Flooring - Stone/Ceramic Tile,Recessed Lighting

Bathroom #2 Information
Area: 84
Length: 9.33
Width: 9
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Lighting - Sconce

Bathroom #3 Information
Area: 31.06
Length: 7.17
Width: 4.33
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Lighting - Sconce

Living Room Information
Area: 389.25
Length: 27
Width: 14.42
Level: Main,First
Features: Flooring - Wall to Wall Carpet,Window(s) - Picture,Recessed Lighting,Lighting - Sconce,Crown Molding

Family Room Information
Area: 232.56
Length: 15.33
Width: 15.17
Level: Main,First
Features: Beamed Ceilings,Vaulted Ceiling(s),Flooring - Hardwood,Window(s) - Picture,French Doors,Exterior Access,Recessed Lighting,Crown Molding

Dining Room Information
Area: 217.53
Length: 15.92
Width: 13.67
Level: Main,First
Features: Flooring - Wall to Wall Carpet,Window(s) - Picture,Recessed Lighting,Lighting - Overhead,Crown Molding

Kitchen Information
Area: 193.61
Length: 14.17
Width: 13.67
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,French Doors,Exterior Access,Open Floorplan,Recessed Lighting,Stainless Steel Appliances,Peninsula,Crown Molding

Office Room Information
Width: 8.92
Level: Main
Features: Flooring - Hardwood,Recessed Lighting,Crown Molding

Basement Information
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Concrete

Laundry Information
Laundry Dimen: 15'3"X13'8"
Laundry Features: Laundry Chute, Flooring - Vinyl, Electric Dryer Hookup, Washer Hookup, Lighting - Overhead, Sink, In Basement

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

Appliances
Appliances: Electric Water Heater, Water Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer

Interior Features
# of Rooms (Total): 10
Window Features: Screens
Flooring: Tile, Vinyl, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Vinyl
Interior Features: Wet Bar, Closet/Cabinets - Custom Built, Dining Area, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Recessed Lighting, Peninsula, Crown Molding, Bathroom - Half, Lighting - Sconce, Closet, Lighting - Overhead, Bathroom - Full, Bathroom - Tiled With Shower Stall, Play Room, Living/Dining Rm Combo, Home Office, Bathroom, Foyer

Exterior

Building Information
Building Area (Total): 3,906
Foundation Details: Block, Brick/Mortar, Granite
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: Brick Blue

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Porch, Patio
Exterior Features: Porch, Patio, Rain Gutters, Storage, Screens, Fenced Yard, Stone Wall

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence
Above Grade Finished Area: 3084
Below Grade Finished Area: 822
ADU: N

Lot Information
Lot Size (Acres): 0.37
Lot Features: Cul-De-Sac, Level
ViewYN: Has View
View: Scenic View(s)
Waterfront Features: Lake/Pond, 1 to 2 Mile To Beach, Beach Ownership(Public)
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $19,624
Tax Year: 2026

Utilities

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

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

Location

School Information
Elementary School: Lincoln
Middle Or Junior School: Mccall
High School: Winchester Hs

Location Information
Directions: Pierrepont to Hollywood - end of cul-de-sac
UnparsedAddress: 35 Hollywood Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship, Public School, T-Station

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 3,906
Stories: 2.0
Lot Size: 0.37 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: —
County: Middlesex County
APN: 595211S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 3

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 • 1.3mi

10/10

Provided by GreatSchools

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

4/10 Fire Factor

0.93% 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

74/ 100

Good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.5 hrs

2.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.10M – $2.54M

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Home values near 35 Hollywood Rd

Data from public records.

Address	Redfin Estimate
33 Hollywood Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 2851 Sq. Ft.	$1,805,290
32 Hollywood Rd, Winchester, MA 3 Beds \| 2 Baths \| 2295 Sq. Ft.	$1,427,317

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.	$1,763,866

Address	Redfin Estimate
30 Hollywood Rd, Winchester, MA 3 Beds \| 2.5 Baths \| 2273 Sq. Ft.	$1,558,977
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 2026. This data may not match . Learn more.

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About this home

Redfin Estimate

Market trends in 01890, MA

Homeowner tools

Sale and tax history for 35 Hollywood Rd

Public record

Property details

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01890

Home values near 35 Hollywood Rd

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