Google street view image for 44 Winthrop Rd, Lexington, MA 02421

Off Market May 1984 for $331K

—

Est. refi paymentEst. refi $2,014/mo

•

2.5 ba

•

4,774

sq ft

44 Winthrop Rd, Lexington, MA 02421

About this home

44 Winthrop Rd is a 4,774 square foot multi-family home on a 1.06 acre lot with 5 bedrooms and 2.5 bathrooms. - it last sold on May 15, 1984 for $331,500.

Multi-familyProperty Type

1983Year Built

1.06 acresLot Size

$69Price/Sq.Ft.

Source:Public Records

Redfin Estimate

Unfortunately, we don't have enough data to generate an accurate Estimate at this time.

Market trends in 02421, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.4%

0.7% MoM

Median sale price

$1.7M

$12K MoM

Avg. days on market

22d

3 days MoM

Recently sold homes

26 MoM

New listings for sale

3D WALKTHROUGH
$999,000
3 beds1.5 baths1,372 sq ft
1 Constitution Rd, Lexington, MA 02421
3D WALKTHROUGH
$3,195,000
7 beds5 baths5,114 sq ft
16 Middleby Rd, Lexington, MA 02421
See all

Provided by Redfin

Sale history for 44 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2026

$35,280 (+3.8%)

$1,228,000 + $1,638,000

$2,866,000

2025

$33,987 (+0.5%)

$1,170,000 + $1,609,000

$2,779,000

2024

$33,822 (+1.6%)

$1,115,000 + $1,646,000

$2,761,000

2023

$33,293 (+6.8%)

$1,016,000 + $1,545,000

$2,561,000

2022

$31,160 (+20.6%)

$925,000 + $1,333,000

$2,258,000

2021

$25,844 (+3.5%)

$882,000 + $914,000

$1,796,000

2020

$24,967 (+3.0%)

$882,000 + $895,000

$1,777,000

2019

$24,244 (+3.5%)

$841,000 + $876,000

$1,717,000

2018

$23,423 (+10.0%)

$778,000 + $860,000

$1,638,000

2017

$21,286 (+16.5%)

$741,000 + $728,000

$1,469,000

2016

$18,265 (+13.0%)

$681,000 + $570,000

$1,251,000

2014

$16,161 (+3.8%)

$554,000 + $488,000

$1,042,000

2013

$15,565

$554,000 + $470,000

$1,024,000

2012

$15,569 (+5.0%)

$580,000 + $460,000

$1,040,000

2011

$14,832 (+3.9%)

$561,000 + $469,000

$1,030,000

2010

$14,276 (+3.0%)

$561,000 + $469,000

$1,030,000

2009

$13,865

$589,000 + $480,000

$1,069,000

Tax history for 44 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2026

$35,280 (+3.8%)

$1,228,000 + $1,638,000

$2,866,000

2025

$33,987 (+0.5%)

$1,170,000 + $1,609,000

$2,779,000

2024

$33,822 (+1.6%)

$1,115,000 + $1,646,000

$2,761,000

2023

$33,293 (+6.8%)

$1,016,000 + $1,545,000

$2,561,000

2022

$31,160 (+20.6%)

$925,000 + $1,333,000

$2,258,000

2021

$25,844 (+3.5%)

$882,000 + $914,000

$1,796,000

2020

$24,967 (+3.0%)

$882,000 + $895,000

$1,777,000

2019

$24,244 (+3.5%)

$841,000 + $876,000

$1,717,000

2018

$23,423 (+10.0%)

$778,000 + $860,000

$1,638,000

2017

$21,286 (+16.5%)

$741,000 + $728,000

$1,469,000

2016

$18,265 (+13.0%)

$681,000 + $570,000

$1,251,000

2014

$16,161 (+3.8%)

$554,000 + $488,000

$1,042,000

2013

$15,565

$554,000 + $470,000

$1,024,000

2012

$15,569 (+5.0%)

$580,000 + $460,000

$1,040,000

2011

$14,832 (+3.9%)

$561,000 + $469,000

$1,030,000

2010

$14,276 (+3.0%)

$561,000 + $469,000

$1,030,000

2009

$13,865

$589,000 + $480,000

$1,069,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Basement Information
Basement Sq. Ft: 2,122

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Room Information
# of Rooms: 12

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Duplex
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Subdivision Name: LEXINGTON
Living Sq. Ft: 4,774
Gross Sq. Ft: 8,658
Ground Floor Sq. Ft: 2,245
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 46,174
Municipality Name: LEXINGTON
Acres: 1.06
Zoning Code: RS
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 4,774
Stories: 2.0
Lot Size: 1.06 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1983
Year Renovated: —
County: Middlesex County
APN: 2561181S

Home facts updated by county records on Jul 29, 2026

Around this home

Schools

Maria Hastings Elementary School

Public K-5 • Assigned • 1.4mi

10/10

Wm Diamond Middle School

Public 6-8 • Assigned • 1.5mi

9/10

Lexington High School

Public 9-12 • Assigned • 0.3mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Lexington continues to be a competitive Seller's market driven by its historic appeal & location. With buildable land exhausted, true inventory growth is very constrained; development mostly replaces existing homes. New zoning laws will eventually...
2 months ago • Lexington
Benjamin Ginsburg
Redfin Premier agent
151 deals
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Climate risks

7/10 Flood Factor

Estimated 72-80% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

27% 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

Lexington, MA • 02421

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 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

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Nearby similar homes

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3D WALKTHROUGH

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New listings for sale in 02421

3D WALKTHROUGH

$999,000

3 beds1.5 baths1,372 sq ft

1 Constitution Rd, Lexington, MA 02421

3D WALKTHROUGH

$3,195,000

7 beds5 baths5,114 sq ft

16 Middleby Rd, Lexington, MA 02421

Home values near 44 Winthrop Rd

Data from public records.

Address	Redfin Estimate
51 Winthrop Rd, Lexington, MA 4 Beds \| 3.5 Baths \| 3222 Sq. Ft.	$2,161,806
39 Winthrop Rd, Lexington, MA 4 Beds \| 2.5 Baths \| 2619 Sq. Ft.	$1,982,237

Address	Redfin Estimate
45 Winthrop Rd, Lexington, MA 4 Beds \| 3 Baths \| 2414 Sq. Ft.	$1,679,941
36 Winthrop Rd, Lexington, MA 5 Beds \| 5 Baths \| 6444 Sq. Ft.	$3,370,619

Address	Redfin Estimate
37 Winthrop Rd, Lexington, MA 4 Beds \| 3 Baths \| 2356 Sq. Ft.	$1,693,201
38 Winthrop Rd, Lexington, MA 4 Beds \| 3 Baths \| 2645 Sq. Ft.	$1,784,850

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Market trends in 02421, MA

Sale history for 44 Winthrop Rd

Tax history for 44 Winthrop Rd

Property details

Around this home

Schools

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02421

Home values near 44 Winthrop Rd

More real estate resources