OFF MARKET

Off market aug 2025 for $2.2M

$2,113,419

Est. refi paymentEst. refi $2,479/mo

•

3,607

sq ft

4 Winslow Rd, Winchester, MA 01890

About this home

Situated in a coveted Winchester neighborhood, this classical five-bedroom home unfolds across 3 levels above grade—boasting sunlit living & dining spaces framed by walls of windows overlooking lush greenery, a chef’s kitchen appointed with an expansive butcher-block island & dual fuel oven & a serene primary suite featuring a private bath & walk-in closet. 2 additional bedrooms occupy the second floor, while the top level offers two more bedrooms & a full bath—ideal for guests. Outside, entertain on the porch, rear deck or patio in the private, landscaped yard. A detached two-car garage complements the classical exterior. The mostly finished basement adds versatile living space, including a cozy family room, office with above-grade windows & a wine-cellar nook with storage. Mere moments from Wedgemere station, bike trails, golf club, Ginn Field playground, Mystic Lake, Shannon Beach, Winchester Center & I-93, this move-in-ready home delivers style, space & location—a rare opportunity!

Single-familyProperty Type

1895Year Built

5,998 sq ftLot Size

$586Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Anne Spry • Barrett Sotheby's International Realty

Bought with Kim Covino & Co. Team • Compass

Redfin checked: a minute ago

•Source:MLS PIN #73395357

Redfin Estimate

$2,113,419

$102K since sold in August 2025$152K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.8% higher than the average sale price ($1.91M) of 6 comparable homes.

SOLD MAR 30, 2026
$1,574,500
A
4 beds3 baths3,343 sq ft
263 Highland Ave, Winchester, MA 01890
SOLD MAR 26, 2026
$1,850,000
B
5 beds3.5 baths3,294 sq ft
20 Grove Pl, Winchester, MA 01890
SOLD MAY 5, 2026
$2,200,000
C
7 beds3.5 baths3,926 sq ft
10 Edgehill Rd, Winchester, MA 01890
SOLD AUG 28, 2026
$2,300,000
D
5 beds3.5 baths5,230 sq ft
78 Bacon St, Winchester, MA 01890
SOLD OCT 16, 2025
$1,700,000
E
5 beds3.5 baths2,718 sq ft
77 Washington St, Winchester, MA 01890
SOLD DEC 8, 2025
$1,825,000
F
6 beds3.5 baths3,521 sq ft
19 Glengarry 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

$270,678

Est. take-home

List your home with Redfin and save $10,567

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$5,376/mo

Redfin rental estimate

List your home for rent

Market trends in 01890, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.9% MoM

Median sale price

$1.7M

$39K MoM

Avg. days on market

21d

3 days MoM

Recently sold homes

7 MoM

New listings for sale

OPEN SUN, 11AM TO 12:30PM
$899,000
3 beds1 bath1,313 sq ft
39 Henry St, Winchester, MA 01890
$18,000,000
6 beds6.5 baths10,000 sq ft
15 Vinson Cir, Winchester, MA 01890
OPEN SUN, 1PM TO 2:30PM
$3,299,000
7 beds7.5 baths7,226 sq ft
1 Plymouth Rd, Winchester, MA 01890
OPEN SUN, 11AM TO 12:30PM
$1,299,000
6 beds2.5 baths3,910 sq ft
8 North Gtwy, Winchester, MA 01890
OPEN SUN, 12PM TO 1:30PM
$1,529,000
4 beds3.5 baths2,709 sq ft
25 Arlington St, Winchester, MA 01890
EARLY ACCESS
$2,150,000
5 beds4 baths4,063 sq ft
21 Amberwood Dr, Winchester, MA 01890
OPEN SUN, 11AM TO 12:30PM
$1,950,000
5 beds4 baths3,371 sq ft
26 Mayflower Rd, Winchester, MA 01890
OPEN SUN, 11AM TO 12:30PM
$1,195,000
3 beds1.5 baths2,239 sq ft
4 Stone Ave, Winchester, MA 01890
OPEN SUN, 12PM TO 1:30PM
$1,850,000
4 beds2.5 baths3,092 sq ft
1 Overlook Way, Winchester, MA 01890
$700,000
2 beds2 baths1,240 sq ft
666 Main St #217, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 4 Winslow Rd

Date

Event

Price

MLS PIN #73395357

Aug 12, 2025

Sold

$2,215,000

$614/sq ft

Jul 16, 2025

Contingent

—

Jul 9, 2025

Listed

$1,999,900

$554/sq ft

MLS PIN #30222208

Jul 17, 1998

Sold

$367,500

$102/sq ft

Jun 13, 1998

Listing Removed

—

May 11, 1998

Listed

$385,000

$107/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$16,095 (+1.2%)

$845,600 + $607,000

$1,452,600

2025

$15,909 (+7.1%)

$845,600 + $588,900

$1,434,500

2023

$14,861 (+4.1%)

$785,200 + $544,900

$1,330,100

2022

$14,276 (+2.2%)

$634,200 + $507,000

$1,141,200

2021

$13,964 (+3.6%)

$581,400 + $507,000

$1,088,400

2020

$13,485 (+9.9%)

$581,400 + $507,000

$1,088,400

2019

$12,266 (+3.2%)

$505,900 + $507,000

$1,012,900

2018

$11,884 (+2.1%)

$481,700 + $493,200

$974,900

2017

$11,634 (+6.7%)

$481,700 + $465,700

$947,400

2016

$10,904 (+2.9%)

$481,700 + $451,900

$933,600

2015

$10,601 (+6.3%)

$437,900 + $435,300

$873,200

2014

$9,971 (+0.5%)

$366,200 + $421,400

$787,600

2013

$9,917 (+1.8%)

$366,200 + $410,400

$776,600

2012

$9,746 (+3.7%)

$366,200 + $410,400

$776,600

2011

$9,397 (+8.7%)

$366,200 + $410,400

$776,600

2010

$8,645 (+2.1%)

$373,000 + $378,100

$751,100

2009

$8,465

$373,000 + $378,100

$751,100

Tax history for 4 Winslow Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,095 (+1.2%)

$845,600 + $607,000

$1,452,600

2025

$15,909 (+7.1%)

$845,600 + $588,900

$1,434,500

2023

$14,861 (+4.1%)

$785,200 + $544,900

$1,330,100

2022

$14,276 (+2.2%)

$634,200 + $507,000

$1,141,200

2021

$13,964 (+3.6%)

$581,400 + $507,000

$1,088,400

2020

$13,485 (+9.9%)

$581,400 + $507,000

$1,088,400

2019

$12,266 (+3.2%)

$505,900 + $507,000

$1,012,900

2018

$11,884 (+2.1%)

$481,700 + $493,200

$974,900

2017

$11,634 (+6.7%)

$481,700 + $465,700

$947,400

2016

$10,904 (+2.9%)

$481,700 + $451,900

$933,600

2015

$10,601 (+6.3%)

$437,900 + $435,300

$873,200

2014

$9,971 (+0.5%)

$366,200 + $421,400

$787,600

2013

$9,917 (+1.8%)

$366,200 + $410,400

$776,600

2012

$9,746 (+3.7%)

$366,200 + $410,400

$776,600

2011

$9,397 (+8.7%)

$366,200 + $410,400

$776,600

2010

$8,645 (+2.1%)

$373,000 + $378,100

$751,100

2009

$8,465

$373,000 + $378,100

$751,100

*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

6,098 Sq. Ft.

Year renovated

—

Sq. Ft.

3,072

Year built

1895

Style

Single Family Residential

County

Middlesex County

APN

3781638S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

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

Interior

Virtural Tour Information
Virtual Tour 1 (External Link)

Master Bedroom Information
Area: 170.61
Length: 13.83
Width: 12.33
Level: Second
Features: Bathroom - Full,Ceiling Fan(s),Walk-In Closet(s),Flooring - Hardwood,Paints & Finishes - Low VOC,Recessed Lighting,Lighting - Sconce,Crown Molding

Bedroom #2 Information
Area: 160.27
Length: 13.08
Width: 12.25
Level: Second
Features: Ceiling Fan(s),Closet,Flooring - Hardwood,Paints & Finishes - Low VOC,Recessed Lighting,Crown Molding,Window Seat

Bedroom #3 Information
Area: 138.83
Length: 14
Width: 9.92
Level: Second
Features: Flooring - Hardwood,Paints & Finishes - Low VOC,Recessed Lighting,Closet - Double

Bedroom #4 Information
Area: 154.17
Length: 12.5
Width: 12.33
Level: Third
Features: Walk-In Closet(s),Flooring - Hardwood,Paints & Finishes - Low VOC,Lighting - Overhead

Bedroom #5 Information
Area: 166.67
Length: 16
Width: 10.42
Level: Third
Features: Closet,Flooring - Hardwood,Paints & Finishes - Low VOC,Lighting - Overhead

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

Bathroom #1 Information
Area: 77.44
Length: 11.33
Width: 6.83
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Paints & Finishes - Low VOC,Recessed Lighting,Lighting - Sconce,Crown Molding,Pedestal Sink

Bathroom #2 Information
Area: 68.06
Length: 10.08
Width: 6.75
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Paints & Finishes - Low VOC,Recessed Lighting,Lighting - Sconce,Beadboard,Crown Molding,Pedestal Sink

Bathroom #3 Information
Area: 116.38
Length: 12.25
Width: 9.5
Level: Third
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Paints & Finishes - Low VOC,Recessed Lighting,Lighting - Sconce

Living Room Information
Area: 301.28
Length: 19.33
Width: 15.58
Level: Main,First
Features: Ceiling Fan(s),Beamed Ceilings,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Deck - Exterior,Paints & Finishes - Low VOC,Recessed Lighting,Lighting - Overhead,Crown Molding

Family Room Information
Area: 561.17
Length: 30.33
Width: 18.5
Level: Basement
Features: Flooring - Wall to Wall Carpet,Open Floorplan,Paints & Finishes - Low VOC,Recessed Lighting

Dining Room Information
Area: 193.65
Length: 15.92
Width: 12.17
Level: Main,First
Features: Flooring - Hardwood,Paints & Finishes - Low VOC,Recessed Lighting,Lighting - Overhead,Crown Molding

Kitchen Information
Area: 292.88
Length: 20.08
Width: 14.58
Level: Main,First
Features: Skylight,Beamed Ceilings,Closet/Cabinets - Custom Built,Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Deck - Exterior,Exterior Access,Paints & Finishes - Low VOC,Recessed Lighting,Stainless Steel Appliances,Gas Stove,Crown Molding

Office Room Information
Area: 110.01
Length: 14.83
Width: 7.42
Level: Basement
Features: Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,Paints & Finishes - Low VOC,Recessed Lighting

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

Laundry Information
Laundry Dimen: 8'8X8'1
Laundry Features: Closet - Walk-in, Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Paints & Finishes - Low VOC, Washer Hookup, Sink, Second Floor

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

Interior Features
# of Rooms (Total): 10
Door Features: Pocket Door, Insulated Doors
Window Features: Insulated Windows, Screens
Flooring: Wood, Tile, Carpet, Flooring - Wall to Wall Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Closet/Cabinets - Custom Built, Recessed Lighting, Closet, Lighting - Overhead, Crown Molding, Window Seat, Bathroom - Half, Lighting - Sconce, Walk-In Closet(s), Office, Foyer, Bathroom, Mud Room, Wired for Sound

Exterior

Building Information
Building Area (Total): 3,607
Foundation Area: 1,140
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: Beige

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Exterior, Porch, Deck, Patio
Exterior Features: Balcony / Deck, Porch, Deck, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Stone Wall, Outdoor Gas Grill Hookup

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Green Indoor Air Quality: Contaminant Control, Paints & Finishes - Low VOC
Security Features: Security System

Lot Information
Lot Size (Acres): 0.14
Lot Features: Level
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $15,909
Tax Year: 2025

Utilities

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

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Bacon to Winslow or Madison Ave West to Winslow
UnparsedAddress: 4 Winslow Rd, Winchester MA 01890

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

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 3,072
Stories: 2.0
Lot Size: 6,098 square feet
Style: Single Family Residential
Year Built: 1895
Year Renovated: —
County: Middlesex County
APN: 3781638S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: See Attached Inclusion & Exclusion List
StandardStatus: Closed

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.5mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.4mi

9/10

Winchester High School

Public 9-12 • Assigned • 0.9mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

3/10 Flood Factor

Estimated 16-24% chance of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 15 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

$2.01M – $2.43M

Reach more buyers when you sell with Redfin. Save up to $21,134 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$799,000

3 beds1.5 baths1,340 sq ft

15 Clark St #15, Winchester, MA 01890

$1,870,000

5 beds3.5 baths3,210 sq ft

79 Grove St, Winchester, MA 01890

OPEN SUN, 2PM TO 3:30PM3D WALKTHROUGH

$949,900

3 beds1.5 baths1,740 sq ft

203 Woburn St, Medford, MA 02155

$1,295,000

5 beds3 baths2,333 sq ft

114 South Border Rd, Medford, MA 02155

OPEN SUN, 11AM TO 12:30PM3D WALKTHROUGH

$1,150,000

3 beds1.5 baths1,583 sq ft

33 Stowecroft Rd, Arlington, MA 02474

$899,000

3 beds1.5 baths1,356 sq ft

47 Water St, Winchester, MA 01890

New listings for sale in 01890

OPEN SUN, 11AM TO 12:30PM

$899,000

3 beds1 bath1,313 sq ft

39 Henry St, Winchester, MA 01890

$18,000,000

6 beds6.5 baths10,000 sq ft

15 Vinson Cir, Winchester, MA 01890

OPEN SUN, 1PM TO 2:30PM

$3,299,000

7 beds7.5 baths7,226 sq ft

1 Plymouth Rd, Winchester, MA 01890

OPEN SUN, 11AM TO 12:30PM

$1,299,000

6 beds2.5 baths3,910 sq ft

8 North Gtwy, Winchester, MA 01890

OPEN SUN, 12PM TO 1:30PM

$1,529,000

4 beds3.5 baths2,709 sq ft

25 Arlington St, Winchester, MA 01890

EARLY ACCESSCOMPASS COMING SOON

$2,150,000

5 beds4 baths4,063 sq ft

21 Amberwood Dr, Winchester, MA 01890

OPEN SUN, 11AM TO 12:30PM

$1,950,000

5 beds4 baths3,371 sq ft

26 Mayflower Rd, Winchester, MA 01890

OPEN SUN, 11AM TO 12:30PM

$1,195,000

3 beds1.5 baths2,239 sq ft

4 Stone Ave, Winchester, MA 01890

OPEN SUN, 12PM TO 1:30PMVIDEO TOUR

$1,850,000

4 beds2.5 baths3,092 sq ft

1 Overlook Way, Winchester, MA 01890

Home values near 4 Winslow Rd

Data from public records.

Address	Redfin Estimate
1 Winslow Road, Winchester, MA 5 Beds \| 3.5 Baths \| 3747 Sq. Ft.	$1,849,940
8 Winslow Road, Winchester, MA 4 Beds \| 1.5 Baths \| 2416 Sq. Ft.	$1,393,631

Address	Redfin Estimate
7 Winslow Road, Winchester, MA 5 Beds \| 2.5 Baths \| 3757 Sq. Ft.	$1,934,301
5 Winslow Road, Winchester, MA 5 Beds \| 2.5 Baths \| 2615 Sq. Ft.	$1,640,463

Address	Redfin Estimate
10 Winslow Road, Winchester, MA 5 Beds \| 2.5 Baths \| 2226 Sq. Ft.	$1,637,965
6 Winslow Road, Winchester, MA 6 Beds \| 1.5 Baths \| 2104 Sq. Ft.	$1,566,445

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

More real estate resources

Minor Civil Divisions
Neighborhoods
Cities
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
02420 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