OFF MARKET

Off market apr 2016 for $743K

$1,250,969

Est. refi paymentEst. refi $2,737/mo

•

2,102

sq ft

19 Middlesex St, Winchester, MA 01890

About this home

Charming Cape within 1 mile of the Winchester commuter rail, coffee shops, restaurants and boutique stores. Newly painted and move in ready. Many updates including a kitchen edition, bathrooms and a dormer on the 2nd level. Convenient 1st floor bedroom and full bath for those who don't want to manage stairs. Large and level backyard, perfect for your outdoor entertaining during those warm summer months. Become a part of the Winchester community and enjoy all this town has to offer, including: A tennis club, boat club and multiple community events like Town Day (with an amazing fireworks display), the Enka Fair and Midnight Madness (a Winchester Christmas tradition). Ideally located just 7 miles north of Boston, but still boasts that small New England village feel. Easy access to routes 93 and 95. Come on in and welcome home!

Single-familyProperty Type

1952Year Built

8,079 sq ftLot Size

$595Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Monte Marrocco • RE/MAX Leading Edge

Bought with Patricia McTague • Hammond Residential Real Estate

Redfin checked: 3 minutes ago

•Source:MLS PIN #71960861

Redfin Estimate

$1,250,969

$508K since sold in April 2016$32K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.3% higher than the average sale price ($1.02M) of 6 comparable homes.

SOLD AUG 7, 2026
$1,660,000
A
4 beds3.5 baths2,768 sq ft
10 Farrow St, Winchester, MA 01890
SOLD OCT 30, 2026
$760,000
B
4 beds2 baths2,083 sq ft
84 Oak St, Winchester, MA 01890
SOLD JUL 28, 2026
$860,000
C
4 beds3 baths2,200 sq ft
92 Garfield Ave, Woburn, MA 01801
SOLD BY REDFIN JUN 5, 2026
$1,020,000
D
5 beds2 baths2,331 sq ft
149 Horn Pond Brook Rd, Winchester, MA 01890
SOLD SEP 29, 2026
$800,000
E
4 beds2 baths2,016 sq ft
2 Sonrel St, Woburn, MA 01801
SOLD SEP 18, 2026
$1,035,000
F
4 beds1.5 baths1,777 sq ft
46 Clark St, Winchester, MA 01890

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Earn from this home

Sell

$728,971

Est. take-home

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Refinance

Est. cash available

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Rent

$4,688/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.0%

0.9% MoM

Median sale price

$1.7M

$51K MoM

Avg. days on market

28d

6 days MoM

Recently sold homes

11 MoM

New listings for sale

OPEN TODAY, 12PM TO 1:30PM
$3,499,000
6 beds5.5 baths6,327 sq ft
25 Canterbury Rd, Winchester, MA 01890
$1,599,000
3 beds2.5 baths1,920 sq ft
9 Watson Pl, Winchester, MA 01890
OPEN TODAY, 11AM TO 12PM
$1,449,000
4 beds2.5 baths2,855 sq ft
15 Madison Ave W, Winchester, MA 01890
OPEN SUN, 11AM TO 12PM
$649,000
3 beds1 bath1,422 sq ft
421 Washington St #421, Winchester, MA 01890
OPEN SUN, 11AM TO 12PM
$675,000
3 beds1 bath1,524 sq ft
419 Washington St #419, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 19 Middlesex St

Year

Property tax

Land + Additions

Assessment*

2026

$11,001 (+5.0%)

$633,100 + $359,800

$992,900

2025

$10,478 (+4.9%)

$601,500 + $343,300

$944,800

2023

$9,990

$569,800 + $342,200

$912,000

2022

$9,997 (+7.0%)

$474,800 + $324,300

$799,100

2021

$9,339 (+3.5%)

$403,600 + $324,300

$727,900

2020

$9,019 (+14.8%)

$403,600 + $324,300

$727,900

2019

$7,857 (+3.3%)

$324,500 + $324,300

$648,800

2018

$7,605 (+9.7%)

$308,600 + $315,300

$623,900

2017

$6,933 (+6.8%)

$292,800 + $271,800

$564,600

2016

$6,491 (+14.9%)

$292,800 + $262,900

$555,700

2015

$5,649 (+5.4%)

$265,100 + $200,200

$465,300

2014

$5,360 (+4.6%)

$229,500 + $193,900

$423,400

2013

$5,126 (+5.7%)

$213,700 + $187,700

$401,400

2012

$4,848 (+3.7%)

$198,600 + $187,700

$386,300

2011

$4,674 (+3.9%)

$198,600 + $187,700

$386,300

2010

$4,497 (+2.1%)

$199,900 + $190,800

$390,700

2009

$4,403

$199,900 + $190,800

$390,700

Tax history for 19 Middlesex St

Year

Property tax

Land + Additions

Assessment*

2026

$11,001 (+5.0%)

$633,100 + $359,800

$992,900

2025

$10,478 (+4.9%)

$601,500 + $343,300

$944,800

2023

$9,990

$569,800 + $342,200

$912,000

2022

$9,997 (+7.0%)

$474,800 + $324,300

$799,100

2021

$9,339 (+3.5%)

$403,600 + $324,300

$727,900

2020

$9,019 (+14.8%)

$403,600 + $324,300

$727,900

2019

$7,857 (+3.3%)

$324,500 + $324,300

$648,800

2018

$7,605 (+9.7%)

$308,600 + $315,300

$623,900

2017

$6,933 (+6.8%)

$292,800 + $271,800

$564,600

2016

$6,491 (+14.9%)

$292,800 + $262,900

$555,700

2015

$5,649 (+5.4%)

$265,100 + $200,200

$465,300

2014

$5,360 (+4.6%)

$229,500 + $193,900

$423,400

2013

$5,126 (+5.7%)

$213,700 + $187,700

$401,400

2012

$4,848 (+3.7%)

$198,600 + $187,700

$386,300

2011

$4,674 (+3.9%)

$198,600 + $187,700

$386,300

2010

$4,497 (+2.1%)

$199,900 + $190,800

$390,700

2009

$4,403

$199,900 + $190,800

$390,700

*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

8,276 Sq. Ft.

Year renovated

—

Sq. Ft.

2,102

Year built

1952

Style

Single Family Residential

County

Middlesex County

APN

3743290S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 5
Parking Features: Detached, Heated Garage, Storage, Paved Drive, Off Street, Tandem

Interior

Master Bedroom Information
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #2 Information
Level: First
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Level: First
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

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

Bathroom #1 Information
Level: First
Features: Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: Second
Features: Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: Basement
Features: Bathroom - Half

Living Room Information
Level: First

Dining Room Information
Level: First

Kitchen Information
Level: First

Basement Information
Basement: Full, Finished, Sump Pump

Laundry Information
Laundry Features: In Basement, Electric Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Interior Features
# of Rooms (Total): 8
Door Features: Storm Door(s)
Window Features: Insulated Windows
Flooring: Tile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Mud Room

Exterior

Building Information
Building Area (Total): 2,102
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: LIGHT GREY

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Composite
Exterior Features: Deck - Composite, Rain Gutters, Professional Landscaping

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat

Lot Information
Lot Size (Acres): 0.19
Lot Features: Wooded, Level
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $6,490
Tax Year: 2016

Utilities

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

Heating & Cooling
Has Heating
Heating: Baseboard, Oil

Location

Location Information
Directions: Main St to Lake St to Middlesex Street.
UnparsedAddress: 19 Middlesex Street, Winchester MA 01890

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

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,102
Stories: 2.0
Lot Size: 8,276 square feet
Style: Single Family Residential
Year Built: 1952
Year Renovated: —
County: Middlesex County
APN: 3743290S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
Exclusions: Washer / Dryer
StandardStatus: Closed

Around this home

Schools

K - 12
Preschool & daycare

Lynch Elementary School

Public PreK-5 • Assigned • 0.5mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.6mi

9/10

Winchester High School

Public 9-12 • Assigned • 0.4mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

3/10 Flood Factor

Estimated 10-14% 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

54% 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

Winchester, MA • 01890

Average low and high temperatures (°F)

34°

20°

36°

21°

51°

32°

60°

40°

69°

51°

80°

61°

84°

66°

80°

60°

75°

56°

63°

46°

53°

36°

39°

24°

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

$1.19M – $1.44M

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18 Middlesex St, Winchester, MA 01890

Curved staircase • Chef kitchen • Landscaped grounds

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OPEN SUN, 11AM TO 12PM

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Home values near 19 Middlesex St

Data from public records.

Address	Redfin Estimate
3 Middlesex St, Winchester, MA 3 Beds \| 2 Baths \| 1232 Sq. Ft.	$907,511
15 Middlesex St, Winchester, MA 6 Beds \| 2.5 Baths \| 2511 Sq. Ft.	$1,135,306
45 Middlesex St, Winchester, MA 4 Beds \| 2 Baths \| 2610 Sq. Ft.	$1,198,201
27 Middlesex St, Winchester, MA 3 Beds \| 1.5 Baths \| - Sq. Ft.	$958,222
30 Middlesex St, Winchester, MA 4 Beds \| 3 Baths \| 2734 Sq. Ft.	$1,345,845
38 Middlesex St Apt 38, Winchester, MA 4 Beds \| 3.5 Baths \| 2075 Sq. Ft.	$1,294,466
46 Middlesex St, Winchester, MA 5 Beds \| 2 Baths \| 2392 Sq. Ft.	$1,162,664

Address	Redfin Estimate
57 Middlesex St, Winchester, MA 4 Beds \| 2.5 Baths \| 2002 Sq. Ft.	$890,249
18 Middlesex St, Winchester, MA 4 Beds \| 4.5 Baths \| 5233 Sq. Ft.	$2,593,374
41 Middlesex St, Winchester, MA 3 Beds \| 1 Baths \| 1572 Sq. Ft.	$1,016,746
23 Middlesex St, Winchester, MA 4 Beds \| 1.5 Baths \| 1804 Sq. Ft.	$1,050,147
36 Middlesex St Apt 36, Winchester, MA 4 Beds \| 3.5 Baths \| 2259 Sq. Ft.	$1,333,339
36 Middlesex St, Winchester, MA 4 Beds \| 3.5 Baths \| 2092 Sq. Ft.	$1,227,232
36 Middlesex St, Winchester, MA 4 Beds \| 3.5 Baths \| 2092 Sq. Ft.	$1,264,975

Address	Redfin Estimate
11 Middlesex St, Winchester, MA 4 Beds \| 2 Baths \| 2294 Sq. Ft.	$1,328,204
36 Middlesex St, Winchester, MA 8 Beds \| 7 Baths \| 5820 Sq. Ft.	$2,128,282
31 Middlesex St, Winchester, MA 4 Beds \| 2 Baths \| 2330 Sq. Ft.	$1,368,823
39 Middlesex St Apt 37, Winchester, MA 4 Beds \| 3 Baths \| 2355 Sq. Ft.	$1,063,738
38 Middlesex St, Winchester, MA 4 Beds \| 3.5 Baths \| 2092 Sq. Ft.	$1,182,917
37-39 Middlesex St, Winchester, MA 6 Beds \| 3 Baths \| 2355 Sq. Ft.	$1,185,037
7 Middlesex St, Winchester, MA 4 Beds \| 2.5 Baths \| 2002 Sq. Ft.	$992,950

Property information provided by MLS PIN when last listed in 2016. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01890, MA

Sale history for 19 Middlesex St

Tax history for 19 Middlesex St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01890

Home values near 19 Middlesex St

More real estate resources