OFF MARKET

Off Market Jul 2012 for $1.5M

$2,961,681

Est. refi paymentEst. refi $4,375/mo

•

3,705

sq ft

20 Leslie Rd, Winchester, MA 01890

About this home

Complete renovation in 2006 created this Shingle style home nestled on nearly a half acre, wooded lot in prestigious neighborhood. Vaulted/beamed ceiling over custom kitchen & fam rm w/fireplace.Master suite, 2 bedrooms & shared bath plus nursery, laundry or office added w/addition of 2nd floor. 2 additional bedrooms or office on 1st with nearby full bath. 1st & 2nd floors: all new in 2006:windows, electrical, trim, sound system, fixtures, kit, baths. Heating & H20 too. Bsmt playroom & bath.

Single-familyProperty Type

1955Year Built

0.46 acresLot Size

$799Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Elizabeth Darby • Century 21 Commonwealth

Bought with Theuer, Pirani & Wile • RE/MAX Leading Edge

Redfin checked: 2 minutes ago

•Source:MLS PIN #71377703

Redfin Estimate

$2,961,681

$1.4M since sold in July 2012$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 35.1% higher than the average sale price ($2.19M) of 6 comparable homes.

SOLD JUL 30, 2026
$2,255,000
A
4 beds3.5 baths3,494 sq ft
2 York Rd, 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 MAY 1, 2026
$1,755,000
C
4 beds4.5 baths3,906 sq ft
35 Hollywood Rd, Winchester, MA 01890
SOLD APR 28, 2026
$2,120,000
D
5 beds3.5 baths2,860 sq ft
4 Leslie Rd, Winchester, MA 01890
SOLD JUN 16, 2026
$2,575,000
E
4 beds4.5 baths3,945 sq ft
2 Edgewater Pl, Winchester, MA 01890
SOLD JUL 21, 2026
$2,300,000
F
5 beds3.5 baths4,744 sq ft
30 Rangeley Rd, Winchester, MA 01890

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Sell

$1,983,900

Est. take-home

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Est. cash available

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Rent

$6,184/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

100.0%

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 FRI, 4PM TO 6PM
$769,000
2 beds2 baths1,170 sq ft
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OPEN SAT, 11:30AM TO 1PM
$775,000
3 beds2 baths1,643 sq ft
189 Washington St #2, Winchester, MA 01890
OPEN SAT, 1PM TO 2PM
$1,599,000
5 beds2 baths2,944 sq ft
143 Arlington St, Winchester, MA 01890
OPEN FRI, 1PM TO 2PM
$4,299,000
5 beds5.5 baths6,526 sq ft
4 Dartmouth, Winchester, MA 01890
OPEN FRI, 11:30AM TO 12:30PM
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St, Winchester, MA 01890
OPEN FRI, 11:30AM TO 12:30PM
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St #465, Winchester, MA 01890
OPEN FRI, 11AM TO 12PM
$1,299,000
4 beds1.5 baths3,307 sq ft
253 Pond St, Winchester, MA 01890
OPEN SAT, 1:30PM TO 3:30PM
$2,995,000
5 beds5.5 baths6,500 sq ft
8 Priscilla Ln, Winchester, MA 01890
OPEN SAT, 1:30PM TO 3PM
$3,149,000
7 beds7.5 baths8,540 sq ft
37 Mayflower Rd, Winchester, MA 01890
OPEN FRI, 11AM TO 12PM
$1,650,000
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See all

Provided by Redfin

Sale history for 20 Leslie Rd

Date

Event

Price

MLS PIN #71377703

Jul 16, 2012

Sold

$1,550,000

$418/sq ft

May 10, 2012

Contingent

—

May 3, 2012

Listed

$1,495,000

$404/sq ft

MLS PIN #30508411

Aug 17, 2001

Sold

$745,000

$201/sq ft

May 28, 2001

Listing Removed

—

May 24, 2001

Listed

$729,900

$197/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$27,392 (+6.3%)

$1,120,100 + $1,349,900

$2,470,000

2023

$25,770 (+12.8%)

$1,040,100 + $1,261,600

$2,301,700

2022

$22,853 (+1.4%)

$840,100 + $986,700

$1,826,800

2021

$22,540 (+5.4%)

$770,100 + $986,700

$1,756,800

2020

$21,386 (+8.6%)

$770,100 + $956,000

$1,726,100

2019

$19,692 (+2.8%)

$670,100 + $956,000

$1,626,100

2018

$19,160 (+1.3%)

$638,100 + $933,700

$1,571,800

2017

$18,906 (+6.8%)

$638,100 + $901,500

$1,539,600

2016

$17,695 (+1.9%)

$638,100 + $876,900

$1,515,000

2015

$17,361 (+3.3%)

$580,100 + $850,000

$1,430,100

2014

$16,802 (+16.5%)

$485,100 + $842,100

$1,327,200

2013

$14,421 (+1.7%)

$485,100 + $644,200

$1,129,300

2012

$14,173 (+3.7%)

$485,100 + $644,200

$1,129,300

2011

$13,665 (+2.8%)

$485,100 + $644,200

$1,129,300

2010

$13,299 (+2.1%)

$494,100 + $661,300

$1,155,400

2009

$13,021

$494,100 + $661,300

$1,155,400

Tax history for 20 Leslie Rd

Year

Property tax

Land + Additions

Assessment*

2025

$27,392 (+6.3%)

$1,120,100 + $1,349,900

$2,470,000

2023

$25,770 (+12.8%)

$1,040,100 + $1,261,600

$2,301,700

2022

$22,853 (+1.4%)

$840,100 + $986,700

$1,826,800

2021

$22,540 (+5.4%)

$770,100 + $986,700

$1,756,800

2020

$21,386 (+8.6%)

$770,100 + $956,000

$1,726,100

2019

$19,692 (+2.8%)

$670,100 + $956,000

$1,626,100

2018

$19,160 (+1.3%)

$638,100 + $933,700

$1,571,800

2017

$18,906 (+6.8%)

$638,100 + $901,500

$1,539,600

2016

$17,695 (+1.9%)

$638,100 + $876,900

$1,515,000

2015

$17,361 (+3.3%)

$580,100 + $850,000

$1,430,100

2014

$16,802 (+16.5%)

$485,100 + $842,100

$1,327,200

2013

$14,421 (+1.7%)

$485,100 + $644,200

$1,129,300

2012

$14,173 (+3.7%)

$485,100 + $644,200

$1,129,300

2011

$13,665 (+2.8%)

$485,100 + $644,200

$1,129,300

2010

$13,299 (+2.1%)

$494,100 + $661,300

$1,155,400

2009

$13,021

$494,100 + $661,300

$1,155,400

*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

0.46 Acres

Year renovated

2005

Sq. Ft.

4,341

Year built

1955

Style

Single Family Residential

County

Middlesex County

APN

2414824S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 10, 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: Under, Paved Drive

Interior

Master Bedroom Information
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Level: Second
Features: Flooring - Hardwood,Attic Access

Bedroom #3 Information
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Level: First
Features: Flooring - Hardwood

Bedroom #5 Information
Level: First
Features: Flooring - Hardwood

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

Bathroom #1 Information
Level: First
Features: Bathroom - 3/4,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Bathroom - Tiled With Tub

Living Room Information
Level: First
Features: Flooring - Hardwood

Family Room Information
Level: First
Features: Ceiling Fan(s),Beamed Ceilings

Dining Room Information
Level: First
Features: Flooring - Hardwood

Kitchen Information
Level: First
Features: Beamed Ceilings,Flooring - Hardwood,Breakfast Bar / Nook

Office Room Information
Level: Second
Features: Flooring - Hardwood,Dryer Hookup - Electric,Washer Hookup

Basement Information
Basement: Partially Finished

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

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 11
Window Features: Insulated Windows, Screens
Flooring: Wood, Tile, Carpet, Marble, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
Interior Features: Bathroom - 3/4, Office, Play Room, 3/4 Bath, Mud Room

Exterior

Building Information
Building Area (Total): 3,705
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Renovated Since
Color: Cedar

Exterior Features
Roof: Shingle, Wood
Patio And Porch Features: Porch, Patio, Enclosed
Exterior Features: Porch, Patio, Patio - Enclosed, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.46
Lot Features: Wooded
Road Frontage Type: Private Road

Financial

Tax Information
Tax Annual Amount: $14,172.72
Tax Year: 2012

Utilities

Utility Information
Utilities: for Gas Range, for Electric Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

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

Location

Location Information
Directions: Highland Avenue to Lawson Rd Ext, fork left onto Leslie
UnparsedAddress: 20 Leslie Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Walk/Jog Trails, Medical Facility, T-Station

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 4,341
Stories: 2.0
Lot Size: 0.46 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: 2005
County: Middlesex County
APN: 2414824S

Home facts updated by county records on Sep 10, 2026

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.6mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.6mi

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

8/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.62% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 14 days in 30 years

6/10 Wind Factor

50% 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

$2.81M – $3.41M

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Home values near 20 Leslie Rd

Data from public records.

Address	Redfin Estimate
11 Leslie Rd, Winchester, MA 4 Beds \| 3 Baths \| 4300 Sq. Ft.	$3,116,736
23 Leslie Rd, Winchester, MA 5 Beds \| 2 Baths \| 3191 Sq. Ft.	$1,795,604

Address	Redfin Estimate
17 Leslie Rd, Winchester, MA 7 Beds \| 6 Baths \| 6881 Sq. Ft.	$2,907,725
27 Leslie Rd, Winchester, MA 3 Beds \| 3.5 Baths \| 3399 Sq. Ft.	$1,897,931

Address	Redfin Estimate
21 Leslie Rd, Winchester, MA 4 Beds \| 4 Baths \| 3750 Sq. Ft.	$2,408,044
29 Leslie Rd, Winchester, MA 3 Beds \| 2.5 Baths \| 2895 Sq. Ft.	$1,875,283

Property information provided by MLS PIN when last listed in 2012. This data may not match . Learn more.

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