Off Market Dec 2010 for $823K

$1,892,658

Est. refi paymentEst. refi $4,842/mo

•

2,895

sq ft

29 Leslie Rd, Winchester, MA 01890

About this home

Nestled on nearly a half acre in the attractive Highlands area, this home welcomes you with its cobblestone driveway, perennial plantings, & tranquil setting. The 1st floor has an open feel & easy flow for entertaining. With tasteful millwork throughout, this home features a spacious kitchen w/granite counters, fireplaced living room, pretty dining room, & family room w/built-ins. A glass sunroom overlooks an incredible backyard with a beautiful heated gunite pool. Lots of space for outdoor fun!

Single-familyProperty Type

1953Year Built

0.43 acresLot Size

$654Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Lorrie Parajeckas • Coldwell Banker Residential Brokerage - Winchester

Bought with Non Member • Non Member Office

Redfin checked: 2 minutes ago

•Source:MLS PIN #71090938

Redfin Estimate

$1,892,658

$1.1M since sold in December 2010$39K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19% higher than the average sale price ($1.59M) of 6 comparable homes.

SOLD SEP 2, 2026
$2,250,000
A
4 beds3 baths4,210 sq ft
6 Davey Ln, Winchester, MA 01890
SOLD JAN 9, 2026
$1,392,500
B
3 beds2.5 baths2,865 sq ft
53 Bacon St, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
C
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD JUN 1, 2026
$1,607,000
D
4 beds2.5 baths3,298 sq ft
6 Oakland Cir, Winchester, MA 01890
SOLD APR 22, 2026
$1,325,000
E
3 beds2.5 baths2,153 sq ft
6 Marchant Rd, Winchester, MA 01890
SOLD MAR 25, 2026
$1,470,000
F
3 beds2.5 baths2,370 sq ft
2 Canterbury Rd, Winchester, MA 01890

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Earn from this home

Sell

$1,390,858

Est. take-home

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Est. cash available

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Rent

$5,390/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

EARLY ACCESS
$495,000
2 beds1 bath822 sq ft
200 Swanton St #303, Winchester, MA 01890
3D WALKTHROUGH
$974,900
4 beds2.5 baths1,719 sq ft
258 Cross St, Winchester, MA 01890
$769,000
2 beds2 baths1,170 sq ft
666 Main St #310, Winchester, MA 01890
VIDEO TOUR
$775,000
3 beds2 baths1,643 sq ft
189 Washington St #2, Winchester, MA 01890
$1,599,000
5 beds2 baths2,944 sq ft
143 Arlington St, Winchester, MA 01890
$4,299,000
5 beds5.5 baths6,526 sq ft
4 Dartmouth, Winchester, MA 01890
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St, Winchester, MA 01890
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St #465, Winchester, MA 01890
$1,299,000
4 beds1.5 baths3,307 sq ft
253 Pond St, Winchester, MA 01890
$2,995,000
5 beds5.5 baths6,500 sq ft
8 Priscilla Ln, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 29 Leslie Rd

Year

Property tax

Land + Additions

Assessment*

2025

$18,391 (+7.5%)

$1,095,500 + $562,800

$1,658,300

2023

$17,101 (+11.3%)

$1,017,300 + $520,400

$1,537,700

2022

$15,366 (+3.3%)

$821,700 + $406,600

$1,228,300

2021

$14,880 (+3.5%)

$753,200 + $406,600

$1,159,800

2020

$14,370 (+11.7%)

$753,200 + $406,600

$1,159,800

2019

$12,861 (+3.5%)

$655,400 + $406,600

$1,062,000

2018

$12,428 (+1.3%)

$624,100 + $395,400

$1,019,500

2017

$12,265 (+6.3%)

$624,100 + $374,700

$998,800

2016

$11,536 (+3.6%)

$624,100 + $363,600

$987,700

2015

$11,138 (+8.2%)

$567,300 + $350,200

$917,500

2014

$10,296 (+0.2%)

$474,400 + $338,900

$813,300

2013

$10,272 (+1.8%)

$474,400 + $330,000

$804,400

2012

$10,095 (+3.7%)

$474,400 + $330,000

$804,400

2011

$9,733 (+3.8%)

$474,400 + $330,000

$804,400

2010

$9,378 (+2.1%)

$483,200 + $331,600

$814,800

2009

$9,183

$483,200 + $331,600

$814,800

Tax history for 29 Leslie Rd

Year

Property tax

Land + Additions

Assessment*

2025

$18,391 (+7.5%)

$1,095,500 + $562,800

$1,658,300

2023

$17,101 (+11.3%)

$1,017,300 + $520,400

$1,537,700

2022

$15,366 (+3.3%)

$821,700 + $406,600

$1,228,300

2021

$14,880 (+3.5%)

$753,200 + $406,600

$1,159,800

2020

$14,370 (+11.7%)

$753,200 + $406,600

$1,159,800

2019

$12,861 (+3.5%)

$655,400 + $406,600

$1,062,000

2018

$12,428 (+1.3%)

$624,100 + $395,400

$1,019,500

2017

$12,265 (+6.3%)

$624,100 + $374,700

$998,800

2016

$11,536 (+3.6%)

$624,100 + $363,600

$987,700

2015

$11,138 (+8.2%)

$567,300 + $350,200

$917,500

2014

$10,296 (+0.2%)

$474,400 + $338,900

$813,300

2013

$10,272 (+1.8%)

$474,400 + $330,000

$804,400

2012

$10,095 (+3.7%)

$474,400 + $330,000

$804,400

2011

$9,733 (+3.8%)

$474,400 + $330,000

$804,400

2010

$9,378 (+2.1%)

$483,200 + $331,600

$814,800

2009

$9,183

$483,200 + $331,600

$814,800

*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

0.43 Acres

Year renovated

—

Sq. Ft.

2,895

Year built

1953

Style

Single Family Residential

County

Middlesex County

APN

3448419S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 11, 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, Garage Door Opener, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 196
Length: 14
Width: 14
Level: Second
Features: Bathroom - Full,Flooring - Hardwood

Bedroom #2 Information
Area: 130
Length: 13
Width: 10
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 121
Length: 11
Width: 11
Level: Second
Features: Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Closet/Cabinets - Custom Built,Flooring - Marble

Bathroom #3 Information
Level: Second
Features: Bathroom - Full

Living Room Information
Area: 264
Length: 22
Width: 12
Level: First
Features: Flooring - Hardwood,Window(s) - Picture

Family Room Information
Area: 180
Length: 12
Width: 15
Level: First
Features: Flooring - Wall to Wall Carpet,Closet/Cabinets - Custom Built

Dining Room Information
Area: 168
Length: 12
Width: 14
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box

Kitchen Information
Area: 280
Length: 20
Width: 14
Level: First
Features: Flooring - Stone/Ceramic Tile,Dining Area,Countertops - Stone/Granite/Solid

Basement Information
Basement: Full, Partially Finished

Laundry Information
Laundry Dimen: 9X7
Laundry Features: Closet/Cabinets - Custom Built, First Floor, Electric Dryer Hookup, Washer Hookup

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

Interior Features
# of Rooms (Total): 9
Window Features: Insulated Windows
Flooring: Wood, Tile, Laminate, Marble, Flooring - Stone/Ceramic Tile
Interior Features: Ceiling Fan(s), Wet Bar, Closet/Cabinets - Custom Built, Sun Room, Media Room, Wet Bar, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 2,895
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Taupe

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Patio, Enclosed
Exterior Features: Patio, Patio - Enclosed, Pool - Inground, Rain Gutters, Storage, Fenced Yard

Pool Information
Has Private Pool
Pool Features: In Ground

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.43
Lot Features: Level
Road Surface Type: Paved
Road Frontage Type: Private Road
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $9,378
Tax Year: 2010

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water
Electric: 150 Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Oil, Electric, Fireplace
Cooling: Window Unit(s)

Location

Location Information
Directions: From downtown take Mt Vernon St, Right onto Highland Ave, Left onto Lawson Rd then left onto Leslie.
UnparsedAddress: 29 Leslie Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Conservation Area, Highway Access, House of Worship

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,895
Stories: 2.0
Lot Size: 0.43 acres
Style: Single Family Residential
Year Built: 1953
Year Renovated: —
County: Middlesex County
APN: 3448419S

Home facts updated by county records on Sep 10, 2026

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
Exclusions: Wood Stove In Livingroom Fireplace
StandardStatus: Closed

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.7mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.7mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.0mi

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

2/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 hot days expected this year, 14 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

Air Factor

We're working on getting current and accurate air risk information for this home.

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

$1.80M – $2.18M

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Home values near 29 Leslie Rd

Data from public records.

Address	Redfin Estimate
17 Leslie Road, Winchester, MA 7 Beds \| 6 Baths \| 6881 Sq. Ft.	$2,782,633
27 Leslie Road, Winchester, MA 3 Beds \| 3.5 Baths \| 3399 Sq. Ft.	$1,908,397

Address	Redfin Estimate
21 Leslie Road, Winchester, MA 4 Beds \| 4 Baths \| 3750 Sq. Ft.	$2,373,830
31 Leslie Road, Winchester, MA 2 Beds \| 2 Baths \| 2281 Sq. Ft.	$1,668,780

Address	Redfin Estimate
23 Leslie Road, Winchester, MA 5 Beds \| 2 Baths \| 3191 Sq. Ft.	$1,771,425
35 Leslie Road, Winchester, MA 4 Beds \| 3 Baths \| 2734 Sq. Ft.	$1,790,756

Property information provided by MLS PIN when last listed in 2010. This data may not match . Learn more.

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