OFF MARKET

Off Market Apr 2017 for $1.9M

$3,113,761

Est. refi paymentEst. refi $3,387/mo

•

5,758

sq ft

16 Winthrop Rd, Lexington, MA 02421

About this home

LEXINGTON CENTER AT ITS BEST! Located on a side street at the beginning of Munroe Hill, this exceptional find is just steps to shops,bike path,conservation, schools, library & all The Center offers. A stately, architect designed Shingle Style Colonial (2008 Renovation) impeccably updated to blend turn-of-the-century charm w modern amenities.Sited on over a half acre of lush, professionally landscaped property, the exterior boasts a covered front porch w beautiful views of other grand homes.The rear porch(es) offer sweeping views of mature trees & landscaped lawn w ample space for children to play and enjoy fresh air.The grilling veranda offers a birds eye view of the yard and a large area for parents to relax and entertain.Inside you'll find stained glass windows and window seats blended with newer baths and custom crafted wood finished. 5-6 large bedrooms, 4.5 baths,cathedral ceilinged family room (w gas fireplace),formal dining room,private study w custom woodwork & more. Hurry!

Single-familyProperty Type

1915Year Built

0.53 acresLot Size

$541Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Amie Pettengill • Coldwell Banker Residential Brokerage - Lexington

Bought with Amie Pettengill • Coldwell Banker Residential Brokerage - Lexington

Redfin checked: a minute ago

•Source:MLS PIN #72122438

Redfin Estimate

$3,113,761

$1.1M since sold in April 2017$119K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.6% higher than the average sale price ($2.79M) 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 APR 28, 2026
$2,878,000
C
5 beds4.5 baths5,254 sq ft
57 Colony Rd, Lexington, MA 02420
SOLD JUN 1, 2026
$3,165,000
D
5 beds6 baths5,688 sq ft
8 Dane, Lexington, MA 02421
BOUGHT WITH REDFIN JUL 16, 2026
$1,755,000
E
4 beds2.5 baths3,185 sq ft
30 Wachusett Dr, Lexington, MA 02421

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Earn from this home

Sell

$1,698,443

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

NEW 1 HR AGO
$2,395,000
4 beds4.5 baths4,376 sq ft
171 Lincoln St, Lexington, MA 02421
3D WALKTHROUGH
$999,000
3 beds1.5 baths1,372 sq ft
1 Constitution Rd, Lexington, MA 02421
See all

Provided by Redfin

Sale history for 16 Winthrop Rd

Date

Event

Price

MLS PIN #72122438

Apr 13, 2017

Sold

$1,965,000

$341/sq ft

Mar 8, 2017

Pending

—

Feb 23, 2017

Listed

$1,999,000

$347/sq ft

MLS PIN #50316248

Jun 4, 1996

Sold

$690,000

$120/sq ft

Feb 16, 1996

Listing Removed

—

Feb 9, 1996

Listed

$689,000

$120/sq ft

Public Records

Mar 16, 1995

Sold

$360,000

$63/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$34,973 (+5.2%)

$1,168,000 + $1,673,000

$2,841,000

2025

$33,253 (−6.9%)

$1,112,000 + $1,607,000

$2,719,000

2024

$35,709 (+8.1%)

$1,059,000 + $1,856,000

$2,915,000

2023

$33,020 (+0.4%)

$963,000 + $1,577,000

$2,540,000

2022

$32,885 (+4.8%)

$876,000 + $1,507,000

$2,383,000

2021

$31,370 (−0.1%)

$834,000 + $1,346,000

$2,180,000

2020

$31,416 (+4.3%)

$834,000 + $1,402,000

$2,236,000

2019

$30,118 (+16.8%)

$794,000 + $1,339,000

$2,133,000

2018

$25,783 (−2.1%)

$735,000 + $1,068,000

$1,803,000

2017

$26,328 (+0.8%)

$700,000 + $1,117,000

$1,817,000

2016

$26,119 (+22.3%)

$643,000 + $1,146,000

$1,789,000

2014

$21,357 (+3.8%)

$524,000 + $853,000

$1,377,000

2013

$20,581 (+0.2%)

$524,000 + $830,000

$1,354,000

2012

$20,539 (+0.9%)

$547,000 + $825,000

$1,372,000

2011

$20,362 (+3.9%)

$542,000 + $872,000

$1,414,000

2010

$19,598 (+4.8%)

$542,000 + $872,000

$1,414,000

2009

$18,703

$570,000 + $872,000

$1,442,000

Tax history for 16 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2026

$34,973 (+5.2%)

$1,168,000 + $1,673,000

$2,841,000

2025

$33,253 (−6.9%)

$1,112,000 + $1,607,000

$2,719,000

2024

$35,709 (+8.1%)

$1,059,000 + $1,856,000

$2,915,000

2023

$33,020 (+0.4%)

$963,000 + $1,577,000

$2,540,000

2022

$32,885 (+4.8%)

$876,000 + $1,507,000

$2,383,000

2021

$31,370 (−0.1%)

$834,000 + $1,346,000

$2,180,000

2020

$31,416 (+4.3%)

$834,000 + $1,402,000

$2,236,000

2019

$30,118 (+16.8%)

$794,000 + $1,339,000

$2,133,000

2018

$25,783 (−2.1%)

$735,000 + $1,068,000

$1,803,000

2017

$26,328 (+0.8%)

$700,000 + $1,117,000

$1,817,000

2016

$26,119 (+22.3%)

$643,000 + $1,146,000

$1,789,000

2014

$21,357 (+3.8%)

$524,000 + $853,000

$1,377,000

2013

$20,581 (+0.2%)

$524,000 + $830,000

$1,354,000

2012

$20,539 (+0.9%)

$547,000 + $825,000

$1,372,000

2011

$20,362 (+3.9%)

$542,000 + $872,000

$1,414,000

2010

$19,598 (+4.8%)

$542,000 + $872,000

$1,414,000

2009

$18,703

$570,000 + $872,000

$1,442,000

*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

5.5

Stories

Lot width

—

Lot depth

—

Lot size

0.53 Acres

Year renovated

—

Sq. Ft.

4,393

Year built

1915

Style

Single Family Residential

County

Middlesex County

APN

3026159S

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: 2
# of Covered Spaces: 2
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Storage, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 210
Length: 15
Width: 14
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood

Bedroom #2 Information
Area: 240
Length: 20
Width: 12
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 322
Length: 23
Width: 14
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Area: 336
Length: 24
Width: 14
Level: Second
Features: Flooring - Hardwood

Bedroom #5 Information
Area: 165
Length: 15
Width: 11
Level: Third
Features: Flooring - Hardwood

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

Bathroom #1 Information
Area: 100
Length: 10
Width: 10
Level: Second
Features: Bathroom - Tiled With Shower Stall,Bathroom - With Tub,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Recessed Lighting

Bathroom #2 Information
Area: 20
Length: 5
Width: 4
Level: First
Features: Flooring - Hardwood

Bathroom #3 Information
Area: 64
Length: 8
Width: 8
Level: Second
Features: Flooring - Hardwood

Living Room Information
Area: 280
Length: 20
Width: 14
Level: First
Features: Flooring - Hardwood,Recessed Lighting

Family Room Information
Area: 432
Length: 24
Width: 18
Level: First
Features: Cathedral Ceiling(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Exterior Access,Recessed Lighting

Dining Room Information
Area: 182
Length: 14
Width: 13
Level: First
Features: Flooring - Hardwood,Exterior Access

Kitchen Information
Area: 280
Length: 20
Width: 14
Level: First
Features: Flooring - Hardwood,Dining Area,Breakfast Bar / Nook,Open Floorplan,Recessed Lighting,Gas Stove

Basement Information
Basement: Full, Partially Finished, Walk-Out Access

Laundry Information
Laundry Dimen: 9X5
Laundry Features: Laundry Closet, Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Washer Hookup, First Floor

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

Interior Features
# of Rooms (Total): 18
Window Features: Insulated Windows, Screens
Flooring: Wood, Tile, Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Closet/Cabinets - Custom Built, Recessed Lighting, Closet, Wainscoting, Study, Foyer, Mud Room, Sitting Room, Bedroom, Bathroom, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 5,758
Foundation Details: Concrete Perimeter, Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Renovated Since
Color: Sand

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Deck, Covered
Exterior Features: Porch, Deck, Covered Patio/Deck, Rain Gutters, 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): 0.53
Lot Features: Gentle Sloping
ViewYN: Has View
View: Scenic View(s)
Frontage Length: 107
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $26,119
Tax Year: 2016

Utilities

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

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air, Dual

Location

Location Information
Directions: Mass Ave to Winthrop Rd. #16 is at the top of the hill on the left just beyond Vinebrook Rd.
UnparsedAddress: 16 Winthrop Rd, Lexington MA 02421

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

Public facts

Beds: 5
Baths: 5.5
Sq. Ft.: 4,393
Stories: 3.0
Lot Size: 0.53 acres
Style: Single Family Residential
Year Built: 1915
Year Renovated: —
County: Middlesex County
APN: 3026159S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 5

Listing Information
StandardStatus: Closed

Around this home

Schools
Places
Transit

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 • 0.5mi

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

$2.96M – $3.58M

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Nearby similar homes

NEW 1 HR AGO

$2,395,000

4 beds4.5 baths4,376 sq ft

171 Lincoln St, Lexington, MA 02421

$2,688,000

5 beds5.5 baths4,973 sq ft

19 Cottage St, Lexington, MA 02420

$2,750,000

6 beds5 baths6,940 sq ft

55-B Hancock St, Lexington, MA 02420

$929,000

3 beds1 bath1,299 sq ft

242 Lincoln St, Lexington, MA 02421

OPEN SAT, 11:30AM TO 1:30PM3D WALKTHROUGH

$1,325,000

6 beds4 baths2,577 sq ft

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$5,495,000

5 beds7 baths9,357 sq ft

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New listings for sale in 02421

NEW 1 HR AGO

$2,395,000

4 beds4.5 baths4,376 sq ft

171 Lincoln St, Lexington, MA 02421

3D WALKTHROUGH

$999,000

3 beds1.5 baths1,372 sq ft

1 Constitution Rd, Lexington, MA 02421

Home values near 16 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
21 Winthrop Road, Lexington, MA 6 Beds \| 4.5 Baths \| 5343 Sq. Ft.	$3,092,537
20 Winthrop Road, Lexington, MA 6 Beds \| 3.5 Baths \| 4678 Sq. Ft.	$2,745,777

Address	Redfin Estimate
17 Winthrop Road, Lexington, MA 5 Beds \| 4.5 Baths \| 4065 Sq. Ft.	$2,999,758
9 Winthrop Road, Lexington, MA 4 Beds \| 2.5 Baths \| 3071 Sq. Ft.	$2,039,857

Property information provided by MLS PIN when last listed in 2017. 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 16 Winthrop Rd

Tax history for 16 Winthrop Rd

Public record

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 16 Winthrop Rd

More real estate resources