Google street view image for 37 Winthrop Rd, Lexington, MA 02421

OFF MARKET

$1,693,201

•

3 ba

•

2,356

sq ft

37 Winthrop Rd, Lexington, MA 02421

About this home

37 Winthrop Rd is a 2,356 square foot multi-family home on a 0.46 acre lot with 4 bedrooms and 3 bathrooms. Based on Redfin's Lexington data, we estimate the home's value is $1,693,201.

Multi-familyProperty Type

1965Year Built

0.46 acresLot Size

$719Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,693,201

$224K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.2% higher than the average sale price ($1.67M) of 6 comparable homes.

SOLD JUL 28, 2026
$1,860,000
A
4 beds3 baths3,528 sq ft
32 Baskin Rd, Lexington, MA 02421
SOLD JUN 3, 2026
$1,925,000
B
4 beds3 baths1,950 sq ft
6 Wachusett Dr, Lexington, MA 02421
BOUGHT WITH REDFIN JUL 16, 2026
$1,755,000
C
4 beds2.5 baths3,185 sq ft
30 Wachusett Dr, Lexington, MA 02421
SOLD MAY 14, 2026
$1,575,000
D
3 beds2.5 baths2,194 sq ft
18 Baskin Rd, Lexington, MA 02421
SOLD JUN 2, 2026
$1,520,000
E
4 beds3 baths2,795 sq ft
30 Fairbanks Rd, Lexington, MA 02421
SOLD JUN 15, 2026
$1,400,000
F
4 beds3 baths2,284 sq ft
40 Spring St, Lexington, MA 02421

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Earn from this home

Sell

$1,608,286

Est. take-home

List your home with Redfin and save $8,466

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 37 Winthrop Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2026

$22,503 (+4.5%)

$1,153,000 + $675,000

$1,828,000

2025

$21,537 (+3.0%)

$1,098,000 + $663,000

$1,761,000

2024

$20,911 (+2.4%)

$1,045,000 + $662,000

$1,707,000

2023

$20,423 (+5.6%)

$950,000 + $621,000

$1,571,000

2022

$19,334 (+2.1%)

$864,000 + $537,000

$1,401,000

2021

$18,937 (+3.2%)

$823,000 + $493,000

$1,316,000

2020

$18,349 (+4.4%)

$823,000 + $483,000

$1,306,000

2019

$17,579 (+4.2%)

$783,000 + $462,000

$1,245,000

2018

$16,874 (+2.4%)

$726,000 + $454,000

$1,180,000

2017

$16,475 (+4.0%)

$691,000 + $446,000

$1,137,000

2016

$15,841 (+12.9%)

$635,000 + $450,000

$1,085,000

2014

$14,037 (+3.6%)

$517,000 + $388,000

$905,000

2013

$13,543 (−0.4%)

$517,000 + $374,000

$891,000

2012

$13,593 (+1.5%)

$540,000 + $368,000

$908,000

2011

$13,392 (+3.9%)

$540,000 + $390,000

$930,000

2010

$12,890 (+3.7%)

$540,000 + $390,000

$930,000

2009

$12,425

$568,000 + $390,000

$958,000

Tax history for 37 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2026

$22,503 (+4.5%)

$1,153,000 + $675,000

$1,828,000

2025

$21,537 (+3.0%)

$1,098,000 + $663,000

$1,761,000

2024

$20,911 (+2.4%)

$1,045,000 + $662,000

$1,707,000

2023

$20,423 (+5.6%)

$950,000 + $621,000

$1,571,000

2022

$19,334 (+2.1%)

$864,000 + $537,000

$1,401,000

2021

$18,937 (+3.2%)

$823,000 + $493,000

$1,316,000

2020

$18,349 (+4.4%)

$823,000 + $483,000

$1,306,000

2019

$17,579 (+4.2%)

$783,000 + $462,000

$1,245,000

2018

$16,874 (+2.4%)

$726,000 + $454,000

$1,180,000

2017

$16,475 (+4.0%)

$691,000 + $446,000

$1,137,000

2016

$15,841 (+12.9%)

$635,000 + $450,000

$1,085,000

2014

$14,037 (+3.6%)

$517,000 + $388,000

$905,000

2013

$13,543 (−0.4%)

$517,000 + $374,000

$891,000

2012

$13,593 (+1.5%)

$540,000 + $368,000

$908,000

2011

$13,392 (+3.9%)

$540,000 + $390,000

$930,000

2010

$12,890 (+3.7%)

$540,000 + $390,000

$930,000

2009

$12,425

$568,000 + $390,000

$958,000

*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: 1,197

Bathroom Information
# of Full Baths: 3

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 9

Exterior

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

Property Information
Living Sq. Ft: 2,356
Gross Sq. Ft: 4,176
Ground Floor Sq. Ft: 1,213
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 20,038
Municipality Name: LEXINGTON
Acres: 0.46
Zoning Code: RS
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,356
Stories: 2.0
Lot Size: 0.46 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1965
Year Renovated: —
County: Middlesex County
APN: 2354047S

Home facts updated by county records on Jul 29, 2026

Around this home

Schools
Places
Transit

Maria Hastings Elementary School

Public K-5 • Assigned • 1.4mi

10/10

Wm Diamond Middle School

Public 6-8 • Assigned • 1.4mi

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

1/10 Flood Factor

Minimal risk 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

Provided by Shadowmap

Estimated sale price

$1.61M – $1.95M

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Nearby similar homes

$929,000

3 beds1 bath1,299 sq ft

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7 beds6.5 baths6,800 sq ft

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3 beds2 baths2,179 sq ft

25 Kendall Rd, Lexington, MA 02421

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3D WALKTHROUGH

$1,099,000

4 beds4 baths2,687 sq ft

6 Fairlawn, Burlington, MA 01803

$5,495,000

5 beds7 baths9,357 sq ft

16 Solomon Pierce Rd, Lexington, MA 02420

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 37 Winthrop Rd

Data from public records.

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

Address	Redfin Estimate
25 Winthrop Road, Lexington, MA 6 Beds \| 2.5 Baths \| 2499 Sq. Ft.	$2,139,219
38 Winthrop Road, Lexington, MA 4 Beds \| 3 Baths \| 2645 Sq. Ft.	$1,784,850

Address	Redfin Estimate
39 Winthrop Road, Lexington, MA 4 Beds \| 2.5 Baths \| 2619 Sq. Ft.	$1,982,237
40 Winthrop Road, Lexington, MA 5 Beds \| 4 Baths \| 4775 Sq. Ft.	$2,502,684

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02421, MA

Sale history for 37 Winthrop Rd

Tax history for 37 Winthrop Rd

Property details

Around this home

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02421

Home values near 37 Winthrop Rd

More real estate resources