OPEN TODAY, 11:30AM TO 12:30PM

For sale

$1,699,000

Est. $10,272/mo —

•

2,421

sq ft

4 Churchill Rd, Winchester, MA 01890

About this home

Extensively rebuilt and expanded, this impeccably maintained 3/4 Bed 2 BA home offers a spacious and versatile floor plan. The impressive 28’ x 20’ great room features vaulted ceilings, bay window, and a gas fireplace which flows nicely from the updated kitchen. Step outside to a new oversized Azek deck with plenty of room for grilling, dining, and relaxing. The main level also includes formal living and dining rooms, plus a bedroom & full bath. The formal dining room offers flexibility to serve as a fourth bedroom, if desired. Upstairs are two generously sized bedrooms with hardwood floors and ample closet space, along with a spacious hall bath featuring a skylight. Additional highlights include a finished lower level, laundry and storage areas, and direct access to a two-car garage. Beautifully landscaped grounds feature perennial gardens, flowering trees, natural stone walls, and exceptional privacy—nestled into one of Winchester’s most desired neighborhoods, all just 7 miles from Boston with convenient access to the town center, Fells trails, major routes and highways. Please see feature/ update list attached.

Single-familyProperty Type

1954Year Built

10,001 sq ftLot Size

$702Price/Sq.Ft.

2 garage spacesParking

Listed by Kim Covino & Co. Team • Compass

Listed by Kim Covino • Compass

Listing updated: Sep 7, 2026 at 08:28pm

Redfin checked: a minute ago

•Source:MLS PIN #73572661

Payment calculator

$10,272 per month

Principal and interest$8,929

Property taxes

$1,116

HOA dues

Home insurance

$227

Utilities

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Open houses

Tuesday, Sep 8

11:30am - 12:30pm

Nearby open houses (10)

OPEN TODAY, 5PM TO 6PM
$998,000
3 beds2.5 baths2,204 sq ft
12 Old Stagecoach Rd, Bedford, MA 01730
OPEN THU, 11:30AM TO 12:30PM
$3,995,000
5 beds4.5 baths6,045 sq ft
93 Beethoven Ave, Waban, MA 02468
OPEN THU, 4:30PM TO 6:30PM
$949,000
4 beds2.5 baths2,039 sq ft
9 Algonquin Rd, Danvers, MA 01923
OPEN THU, 5PM TO 6:30PM
$669,000
3 beds1.5 baths1,310 sq ft
9 Tappan St #9, Melrose, MA 02176
OPEN THU, 5PM TO 6:30PM3D WALKTHROUGH
$1,299,000
3 beds2.5 baths2,321 sq ft
57 Glendale Ave, Melrose, MA 02176
OPEN FRI, 4:30PM TO 6PM
$649,000
2 beds1.5 baths948 sq ft
37 Pond St #1, Waltham, MA 02451
OPEN SAT, 11AM TO 12:30PM
$799,900
3 beds3.5 baths3,190 sq ft
78 Waterhill St #78, Lynn, MA 01905
OPEN SAT, 11AM TO 12:30PM
$1,239,000
4 beds2.5 baths3,696 sq ft
38 Concord Rd, Billerica, MA 01821
OPEN SAT, 1PM TO 2:30PM
$1,599,000
4 beds3.5 baths3,318 sq ft
5 Green Meadow Dr, Lynnfield, MA 01940
OPEN SUN, 11AM TO 1PM3D WALKTHROUGH
$799,000
3 beds1.5 baths2,141 sq ft
23 Fisher Ter, Woburn, MA 01801

Around this home

Schools

K - 12
Preschool & daycare

Muraco Elementary School

Public K-5 • Assigned • 1.0mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.7mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.4mi

10/10

Provided by GreatSchools

About Winchester

Highlands

Winchester Highlands, located between the Middlesex Fells Reservation and Winchester Center, is a residential and wooded Winchester neighborhood with hillside streets and pocket parks. The neighborhood’s character concentrates around the Cambridge Street and Main Street junction, where small storefronts, cafés, and everyday errands cluster in a compact, walkable strip. Book Ends and the Winchester Community Music School act as cultural touchstones, with Wright-Locke Farm adding a seasonal, local-food rhythm nearby. Housing reads as classic New England—Colonial and Cape silhouettes, mature trees, and stone walls along curving roads. Trails and overlooks in the Fells shape the daily backdrop, while the town center’s civic buildings and shops keep the pace grounded.

Provided by Walk Score and Local Logic

Market insights

4 Churchill Rd · $1,699,000

DAYS ON MARKET

The average home goes pending in 20 days.

SALE-TO-LIST

Most homes are selling 3% above list price.

LIST PRICE

Median sale price in this area is $917,465. (46% lower than this home)

PRICE DROP

19% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Living/dining room combo
Insulated doors
Insulated windows with screens
Recessed lighting
Sconce lighting
Overhead lighting

Bedrooms
Primary bedroom on second floor with hardwood flooring, closet, and overhead lighting
Second bedroom on second floor with hardwood flooring, closet, and overhead lighting
Third bedroom on first floor with hardwood flooring, closet, and overhead lighting

Bathrooms
Two full bathrooms (one on first floor, one on second floor)

Kitchen
Hardwood floors
Stone/granite/solid countertops
Pantry
Breakfast bar / nook
Peninsula
Exterior access
Stainless steel appliances
Gas stove
Recessed lighting

Laundry & utility
Washer hookup in basement
Laundry area approximately 20 x 10 in basement

Flooring
Hardwood flooring throughout main living areas and bedrooms

Heating & cooling
Baseboard heating (natural gas)
Central air conditioning

Sale and tax history for 4 Churchill Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$13,397 (+11.2%)

$759,000 + $449,000

$1,208,000

2023

$12,049 (−0.9%)

$660,000 + $447,600

$1,107,600

2022

$12,155 (+2.7%)

$544,500 + $427,100

$971,600

2021

$11,831 (+3.6%)

$495,000 + $427,100

$922,100

2020

$11,425 (+11.7%)

$495,000 + $427,100

$922,100

2019

$10,228 (+1.9%)

$417,500 + $427,100

$844,600

2018

$10,041 (+2.6%)

$410,000 + $413,700

$823,700

2017

$9,788 (+9.7%)

$410,000 + $387,100

$797,100

2016

$8,922 (+3.1%)

$390,200 + $373,700

$763,900

2015

$8,650 (+2.2%)

$354,800 + $357,700

$712,500

2014

$8,467 (+6.8%)

$321,800 + $347,000

$668,800

2013

$7,930 (+1.7%)

$284,600 + $336,400

$621,000

2012

$7,794 (+3.7%)

$284,600 + $336,400

$621,000

2011

$7,514 (+2.8%)

$284,600 + $336,400

$621,000

2010

$7,312 (+2.1%)

$300,100 + $335,200

$635,300

2009

$7,160

$300,100 + $335,200

$635,300

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

10,019 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

2,327

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,327

Year built

1954

Style

Single Family Residential

County

Middlesex County

APN

2786819S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

Climate risks

1/10 Flood Factor

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

3/10 Fire Factor

0.15% 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

2 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

84/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in Winchester. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.8 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 4 Churchill Rd

$1,723,714

$25K over list price of $1.70M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.0M to $1.8M.

SOLD JUL 6, 2026
$1,620,000 Last sold price
4 beds2.5 baths2,233 sq ft
10 Bonad Rd, Winchester, MA 01890
$23/sq ft
smaller lot
24 years older
SOLD JUL 28, 2026
$1,738,000 Last sold price
3 beds2.5 baths2,992 sq ft
18 Grayson Rd, Winchester, MA 01890
$121/sq ft
smaller lot
23 years older
SOLD JUL 10, 2026
$1,040,000 Last sold price
3 beds2.5 baths2,126 sq ft
20 Murdock Rd, Stoneham, MA 02180
$213/sq ft
larger lot
30 years newer
SOLD MAY 7, 2026
$1,425,000 Last sold price
4 beds3 baths1,903 sq ft
15 Englewood Rd, Winchester, MA 01890
$47/sq ft
smaller lot
26 years older
SOLD JUL 9, 2026
$1,750,000 Last sold price
4 beds3 baths2,814 sq ft
24 Hinds Rd, Winchester, MA 01890
$80/sq ft
larger lot
1 year newer
SOLD MAY 21, 2026
$1,400,000 Last sold price
3 beds2 baths2,355 sq ft
205 Washington St, Winchester, MA 01890
$108/sq ft
smaller lot
74 years older

Rental earnings

Est. $4,661 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

(617) 206-1761

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Details provided by MLS PIN and may not match the public record. Learn more.

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