OFF MARKET

Off Market Dec 2014 for $889K

$1,773,770

Est. refi paymentEst. refi $2,662/mo

•

2,646

sq ft

25 Hollywood Rd, Winchester, MA 01890

About this home

Lovely Cape style home has wonderful curb appeal and is nicely sited on a beautiful 15,900 square foot lot. Thoughtfully updated, this meticulous home features spacious rooms, formal living room with fireplace, dining room with dutch door, updated kitchen, mud room, 2 full baths and attached 2 car garage. There are 4 bedrooms plus additional sitting room/office on 2nd floor and family room with fireplace on lower level. Many amenities, including: gleaming hardwood floors throughout, recessed lighting, 4 zone heat, central air and sprinkler system. Outdoor living space features patios at side entrance and back door. This home's versatile floor plan, location near The Fells and easy access to town/schools and I93/Boston will appeal to growing families as well as empty nesters.

Single-familyProperty Type

1963Year Built

0.37 acresLot Size

$670Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Ann Basmaji • Waterfield Sotheby's International Realty

Bought with Caroline Staudt • Better Homes and Gardens Real Estate - The Shanahan Group

Redfin checked: 2 minutes ago

•Source:MLS PIN #71763646

Redfin Estimate

$1,773,770

$885K since sold in December 2014$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.3% higher than the average sale price ($1.58M) 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 AUG 14, 2026
$1,500,000
D
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD JUL 30, 2026
$1,160,000
E
3 beds1.5 baths1,996 sq ft
70 Grove St, Winchester, MA 01890
SOLD OCT 9, 2025
$1,500,000
F
3 beds2.5 baths2,283 sq ft
17 Dennett Rd, Winchester, MA 01890

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Sell

$1,158,862

Est. take-home

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Refinance

Est. cash available

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Rent

$5,300/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 25 Hollywood Rd

Date

Event

Price

MLS PIN #71763646

Dec 17, 2014

Listing Removed

—

Dec 17, 2014

Sold

$889,000

$336/sq ft

Nov 7, 2014

Contingent

—

Oct 31, 2014

Listed

$889,000

$336/sq ft

MLS PIN #30269452

Jan 14, 1999

Sold

$420,000

$159/sq ft

Nov 5, 1998

Listing Removed

—

Oct 20, 1998

Listed

$425,000

$161/sq ft

Public Records

Apr 30, 1992

Sold

$299,000

$113/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$17,819 (+19.0%)

$1,039,600 + $567,200

$1,606,800

2023

$14,972 (+0.2%)

$965,400 + $439,800

$1,405,200

2022

$14,943 (+9.4%)

$779,700 + $414,800

$1,194,500

2021

$13,659 (+7.3%)

$649,800 + $414,800

$1,064,600

2020

$12,729 (+10.3%)

$612,600 + $414,800

$1,027,400

2019

$11,543 (+4.1%)

$538,400 + $414,800

$953,200

2018

$11,089 (+5.7%)

$507,800 + $401,900

$909,700

2017

$10,487 (+6.8%)

$478,000 + $376,000

$854,000

2016

$9,823 (+3.5%)

$478,000 + $363,000

$841,000

2015

$9,492 (+6.2%)

$434,400 + $347,500

$781,900

2014

$8,934 (+0.7%)

$362,000 + $343,700

$705,700

2013

$8,876 (+1.7%)

$362,000 + $333,100

$695,100

2012

$8,724 (+3.7%)

$362,000 + $333,100

$695,100

2011

$8,411 (+0.6%)

$362,000 + $333,100

$695,100

2010

$8,361 (+2.1%)

$388,000 + $338,400

$726,400

2009

$8,187

$388,000 + $338,400

$726,400

Tax history for 25 Hollywood Rd

Year

Property tax

Land + Additions

Assessment*

2025

$17,819 (+19.0%)

$1,039,600 + $567,200

$1,606,800

2023

$14,972 (+0.2%)

$965,400 + $439,800

$1,405,200

2022

$14,943 (+9.4%)

$779,700 + $414,800

$1,194,500

2021

$13,659 (+7.3%)

$649,800 + $414,800

$1,064,600

2020

$12,729 (+10.3%)

$612,600 + $414,800

$1,027,400

2019

$11,543 (+4.1%)

$538,400 + $414,800

$953,200

2018

$11,089 (+5.7%)

$507,800 + $401,900

$909,700

2017

$10,487 (+6.8%)

$478,000 + $376,000

$854,000

2016

$9,823 (+3.5%)

$478,000 + $363,000

$841,000

2015

$9,492 (+6.2%)

$434,400 + $347,500

$781,900

2014

$8,934 (+0.7%)

$362,000 + $343,700

$705,700

2013

$8,876 (+1.7%)

$362,000 + $333,100

$695,100

2012

$8,724 (+3.7%)

$362,000 + $333,100

$695,100

2011

$8,411 (+0.6%)

$362,000 + $333,100

$695,100

2010

$8,361 (+2.1%)

$388,000 + $338,400

$726,400

2009

$8,187

$388,000 + $338,400

$726,400

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.36 Acres

Year renovated

—

Sq. Ft.

3,050

Year built

1963

Style

Single Family Residential

County

Middlesex County

APN

3759546S

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: 6
AttachedGarageYN: Yes
Parking Features: Attached, Storage, Paved Drive, Off Street, Paved

Interior

Bedroom Information
Main Level Bedrooms: 2

Master Bedroom Information
Area: 192
Length: 12
Width: 16
Level: Second
Features: Closet,Flooring - Hardwood,Recessed Lighting

Bedroom #2 Information
Area: 192
Length: 16
Width: 12
Level: Main,First
Features: Closet,Flooring - Hardwood,Cable Hookup,Recessed Lighting

Bedroom #3 Information
Area: 165
Length: 15
Width: 11
Level: Main,First
Features: Closet,Flooring - Hardwood,Cable Hookup,Recessed Lighting

Bedroom #4 Information
Area: 176
Length: 16
Width: 11
Level: Second
Features: Flooring - Hardwood,Recessed Lighting

Bathroom Information
# of Bathrooms (Full): 2
Main Level Bathrooms: 1

Bathroom #1 Information
Area: 49
Length: 7
Width: 7
Level: Main,First
Features: Bathroom - 3/4,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Area: 56
Length: 8
Width: 7
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid

Living Room Information
Area: 280
Length: 20
Width: 14
Level: First
Features: Flooring - Hardwood,Cable Hookup,Recessed Lighting

Family Room Information
Area: 312
Length: 24
Width: 13
Level: Basement
Features: Flooring - Wall to Wall Carpet,Cable Hookup

Dining Room Information
Area: 121
Length: 11
Width: 11
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 130
Length: 13
Width: 10
Level: First
Features: Flooring - Hardwood

Basement Information
Basement: Full, Partially Finished, Interior Entry, Bulkhead, Radon Remediation System

Laundry Information
Laundry Features: In Basement, Electric Dryer Hookup, Washer Hookup

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

Interior Features
# of Rooms (Total): 8
Door Features: Storm Door(s)
Window Features: Insulated Windows, Storm Window(s), Screens
Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Closet, Recessed Lighting, Sitting Room, Sun Room, Mud Room

Exterior

Building Information
Building Area (Total): 2,646
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Yellow

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Fenced Yard

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.37
Lot Features: Corner Lot
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $8,934
Tax Year: 2014

Utilities

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

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

Location

Location Information
Directions: Highland Ave to Pierrepont Rd to Hollywood Rd
UnparsedAddress: 25 Hollywood Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 3,050
Stories: 2.0
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: —
County: Middlesex County
APN: 3759546S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 4

Listing Information
Exclusions: Please See Inclusion/Exclusion Sheet
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

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

$1.69M – $2.04M

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New listings for sale in 01890

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 12PM3D & VIDEO TOUR

$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 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

OPEN SAT, 2PM TO 3PM3D & VIDEO TOUR

$2,849,000

5 beds4.5 baths5,058 sq ft

7 Viking Rd, Winchester, MA 01890

Home values near 25 Hollywood Rd

Data from public records.

Address	Redfin Estimate
19 Hollywood Road, Winchester, MA 4 Beds \| 3 Baths \| 2127 Sq. Ft.	$1,488,933
30 Hollywood Road, Winchester, MA 3 Beds \| 2.5 Baths \| 2273 Sq. Ft.	$1,554,154

Address	Redfin Estimate
33 Hollywood Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2851 Sq. Ft.	$1,805,279
32 Hollywood Road, Winchester, MA 3 Beds \| 2 Baths \| 2295 Sq. Ft.	$1,411,346

Address	Redfin Estimate
35 Hollywood Road, Winchester, MA 4 Beds \| 4.5 Baths \| 3906 Sq. Ft.	$2,156,334
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 2014. This data may not match . Learn more.

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