OFF MARKET

Off Market Dec 2012 for $2M

$3,092,537

Est. refi paymentEst. refi $14,518/mo

•

5,343

sq ft

21 Winthrop Rd, Lexington, MA 02421

About this home

Stately turn of the century English Revival w/Arts & Crafts influence in desirable Munroe Hill area. Beautifully renovated and nicely expanded w/exquisite and meticulous attention to authentic, historic detail. Designed by renowned architect Willard D. Brown, this home offers 15 rms on 4 lvls of living space featuring a cook’s kitchen, butlers pantry, lge family rm, billiard room, spa, 3 car garage and in-law suite. Near Lexington Center, the home is surrounded by lush landscaping, stone patio.

Single-familyProperty Type

1912Year Built

0.46 acresLot Size

$579Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Dee Brissenden • Hammond Residential

Bought with Bruce Irving • Hammond Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #71343980

Redfin Estimate

$3,092,537

$1.1M since sold in December 2012$2,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.7% higher than the average sale price ($2.87M) of 5 comparable homes.

SOLD JUL 23, 2026
$3,450,000
A
6 beds5.5 baths7,427 sq ft
27 Slocum Rd, Lexington, MA 02421
SOLD JUN 29, 2026
$2,705,000
B
5 beds4.5 baths4,559 sq ft
16 Hastings Rd, Lexington, MA 02421
SOLD MAY 1, 2026
$2,156,500
C
6 beds2.5 baths3,162 sq ft
51 Bloomfield St, Lexington, MA 02421
SOLD JUN 1, 2026
$3,165,000
D
5 beds6 baths5,688 sq ft
8 Dane, Lexington, MA 02421
SOLD APR 28, 2026
$2,878,000
E
5 beds4.5 baths5,254 sq ft
57 Colony Rd, Lexington, MA 02420

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Earn from this home

Sell

$1,833,271

Est. take-home

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Refinance

Est. cash available

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Rent

$7,796/mo

Redfin rental estimate

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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 21 Winthrop Rd

Date

Event

Price

MLS PIN #71343980

Dec 19, 2012

Sold

$2,025,000

$379/sq ft

Nov 19, 2012

Contingent

—

Sep 6, 2012

Price Changed

$2,099,000

$393/sq ft

Jun 21, 2012

Relisted

—

Jun 4, 2012

Contingent

—

Mar 23, 2012

Price Changed

$2,249,000

$421/sq ft

Feb 28, 2012

Listed

$2,399,000

$449/sq ft

MLS PIN #70574717

Jun 20, 2007

Sold

$2,400,000

$449/sq ft

Jun 19, 2007

Listing Removed

—

May 9, 2007

Listed

$2,490,000

$466/sq ft

Chance to own one-of-a-kind English Revival in desirable Munroe Hill! This sun-filled showcase home will exceed your expectations w/exquisite architectural details, Old World craftsmanship & charm. Renovated w/integrity, imagination & elegance, this Circa 1912 beauty has every amenity: cook's kitchen, lg fam. rm, master suite, spa, 3 car garage & in-law suite. Mature trees, gardens, slate patio, pergola & rock fountain provide peaceful, private surroundings while only steps to Lexington Center

MLS PIN #70090389

Jan 18, 2005

Sold

$2,000,000

$374/sq ft

Nov 17, 2004

Listing Removed

—

Sep 14, 2004

Listed

$2,499,000

$468/sq ft

Stately turn-of-the-century English Revival beautifully renovated w/exquisite Arts & Crafts influence & meticulous attention to authentic, historic detail. Designed by renowned architect Willard D. Brown offering 15 rooms on four levels of living space featuring billiard room, spa & numerous period details. Steps to Lexington Center & surrounded by lush landscaping & complimented by award winning patio & vine draped pergola.

Public Records

Sep 24, 1985

Sold

$410,000

$77/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$29,495 (+5.2%)

$1,151,000 + $1,245,000

$2,396,000

2025

$28,043 (−20.5%)

$1,096,000 + $1,197,000

$2,293,000

2024

$35,280 (+0.9%)

$1,044,000 + $1,836,000

$2,880,000

2023

$34,957 (+4.2%)

$949,000 + $1,740,000

$2,689,000

2022

$33,548 (+2.2%)

$863,000 + $1,568,000

$2,431,000

2021

$32,838

$822,000 + $1,460,000

$2,282,000

2020

$32,863 (+4.7%)

$822,000 + $1,517,000

$2,339,000

2019

$31,389 (+0.6%)

$783,000 + $1,440,000

$2,223,000

2018

$31,188 (−4.5%)

$725,000 + $1,456,000

$2,181,000

2017

$32,660 (+1.3%)

$690,000 + $1,564,000

$2,254,000

2016

$32,251 (+9.6%)

$634,000 + $1,575,000

$2,209,000

2014

$29,438 (−11.5%)

$516,000 + $1,382,000

$1,898,000

2013

$33,273 (+0.7%)

$516,000 + $1,673,000

$2,189,000

2012

$33,039 (+9.0%)

$539,000 + $1,668,000

$2,207,000

2011

$30,298 (+3.9%)

$673,000 + $1,431,000

$2,104,000

2010

$29,161 (+5.1%)

$673,000 + $1,431,000

$2,104,000

2009

$27,743

$708,000 + $1,431,000

$2,139,000

Tax history for 21 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2026

$29,495 (+5.2%)

$1,151,000 + $1,245,000

$2,396,000

2025

$28,043 (−20.5%)

$1,096,000 + $1,197,000

$2,293,000

2024

$35,280 (+0.9%)

$1,044,000 + $1,836,000

$2,880,000

2023

$34,957 (+4.2%)

$949,000 + $1,740,000

$2,689,000

2022

$33,548 (+2.2%)

$863,000 + $1,568,000

$2,431,000

2021

$32,838

$822,000 + $1,460,000

$2,282,000

2020

$32,863 (+4.7%)

$822,000 + $1,517,000

$2,339,000

2019

$31,389 (+0.6%)

$783,000 + $1,440,000

$2,223,000

2018

$31,188 (−4.5%)

$725,000 + $1,456,000

$2,181,000

2017

$32,660 (+1.3%)

$690,000 + $1,564,000

$2,254,000

2016

$32,251 (+9.6%)

$634,000 + $1,575,000

$2,209,000

2014

$29,438 (−11.5%)

$516,000 + $1,382,000

$1,898,000

2013

$33,273 (+0.7%)

$516,000 + $1,673,000

$2,189,000

2012

$33,039 (+9.0%)

$539,000 + $1,668,000

$2,207,000

2011

$30,298 (+3.9%)

$673,000 + $1,431,000

$2,104,000

2010

$29,161 (+5.1%)

$673,000 + $1,431,000

$2,104,000

2009

$27,743

$708,000 + $1,431,000

$2,139,000

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

0.46 Acres

Year renovated

—

Sq. Ft.

3,460

Year built

1912

Style

Single Family Residential

County

Middlesex County

APN

872001S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 3
# of Covered Spaces: 3
Parking Spaces: 10
Parking Features: Detached, Garage Door Opener, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 208
Length: 16
Width: 13
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Flooring - Wall to Wall Carpet

Bedroom #2 Information
Area: 143
Length: 11
Width: 13
Level: Second
Features: Bathroom - Full,Flooring - Hardwood

Bedroom #3 Information
Area: 144
Length: 12
Width: 12
Level: Second
Features: Flooring - Hardwood,Flooring - Wall to Wall Carpet

Bedroom #4 Information
Area: 276
Length: 23
Width: 12
Level: Third
Features: Walk-In Closet(s),Flooring - Hardwood,Flooring - Wall to Wall Carpet

Bedroom #5 Information
Area: 209
Length: 19
Width: 11
Level: Third
Features: Fireplace,Flooring - Hardwood,Balcony / Deck

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: Second
Features: Bathroom - Full

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

Living Room Information
Area: 260
Length: 20
Width: 13
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box

Family Room Information
Area: 238
Length: 17
Width: 14
Level: First
Features: Flooring - Hardwood

Dining Room Information
Area: 234
Length: 18
Width: 13
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 156
Length: 13
Width: 12
Level: First
Features: Flooring - Stone/Ceramic Tile,Dining Area,Pantry,Countertops - Stone/Granite/Solid

Basement Information
Basement: Full, Finished, Walk-Out Access, Interior Entry

Laundry Information
Laundry Dimen: 7X6
Laundry Features: Flooring - Hardwood, First Floor, Gas Dryer Hookup, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 15
Window Features: Storm Window(s), Screens
Flooring: Wood, Tile, Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Dining Area, Bathroom - Full, Game Room, Sun Room, Foyer, Kitchen, Bedroom, Den, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 5,343
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Green

Exterior Features
Roof: Shingle, Slate, Rubber
Patio And Porch Features: Porch, Porch - Enclosed, Deck, Patio
Exterior Features: Balcony / Deck, Porch, Porch - Enclosed, Deck, Patio, Balcony, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens

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

Lot Information
Lot Size (Acres): 0.45
Frontage Length: 217
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Private Maintained Road

Financial

Tax Information
Tax Annual Amount: $33,038
Tax Year: 2012

Utilities

Utility Information
Utilities: for Gas Range, for Gas Dryer, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Radiant, Natural Gas, Electric
Cooling: Central Air

Location

Location Information
Directions: Mass. Ave. to Winthrop Road
UnparsedAddress: 21 Winthrop Road, Lexington MA 02421

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Sidewalks

Public facts

Beds: 6
Baths: 4.5
Sq. Ft.: 3,460
Stories: 3.0
Lot Size: 0.46 acres
Style: Single Family Residential
Year Built: 1912
Year Renovated: —
County: Middlesex County
APN: 872001S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 7

Listing Information
StandardStatus: Closed

Around this home

Schools

Maria Hastings Elementary School

Public K-5 • Assigned • 1.5mi

10/10

Wm Diamond Middle School

Public 6-8 • Assigned • 1.4mi

9/10

Lexington High School

Public 9-12 • Assigned • 0.4mi

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 96° expected this year, 15 days in 30 years

6/10 Wind Factor

50% 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

$2.94M – $3.56M

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Home values near 21 Winthrop Rd

Data from public records.

Address	Redfin Estimate
25 Winthrop Road, Lexington, MA 6 Beds \| 2.5 Baths \| 2499 Sq. Ft.	$2,139,219
18 Winthrop Road, Lexington, MA 6 Beds \| 2.5 Baths \| 2874 Sq. Ft.	$2,662,464

Address	Redfin Estimate
17 Winthrop Road, Lexington, MA 5 Beds \| 4.5 Baths \| 4065 Sq. Ft.	$2,999,758
20 Winthrop Road, Lexington, MA 6 Beds \| 3.5 Baths \| 4678 Sq. Ft.	$2,745,777

Address	Redfin Estimate
16 Winthrop Road, Lexington, MA 5 Beds \| 4.5 Baths \| 5758 Sq. Ft.	$3,113,761
28 Winthrop Road, Lexington, MA 3 Beds \| 2.5 Baths \| 2561 Sq. Ft.	$1,944,052

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

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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 21 Winthrop Rd

Tax history for 21 Winthrop Rd

Public record

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 21 Winthrop Rd

More real estate resources