Google street view image for 75 Middlesex St, Winchester, MA 01890

Off market oct 1980 for $75K

$1,041,978

Est. refi paymentEst. refi $501/mo

•

1 ba

•

1,935

sq ft

75 Middlesex St, Winchester, MA 01890

About this home

75 Middlesex St is a 1,935 square foot house on a 10,454 square foot lot with 2 bedrooms and 1 bathroom. - it last sold on October 16, 1980 for $75,000. Based on Redfin's Winchester data, we estimate the home's value is $1,041,978.

Single-familyProperty Type

1940Year Built

10,454 sq ftLot Size

$538Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,041,978

$967K since sold in October 1980$33K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.7% lower than the average sale price ($1.22M) of 6 comparable homes.

SOLD DEC 22, 2025
$1,325,000
A
3 beds2.5 baths1,942 sq ft
12 Canterbury Rd, Winchester, MA 01890
SOLD AUG 14, 2026
$1,325,000
B
3 beds1.5 baths2,006 sq ft
3 Chesterford Ter, Winchester, MA 01890
SOLD OCT 1, 2026
$990,000
C
3 beds1.5 baths1,711 sq ft
150 Cambridge St, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
D
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD FEB 25, 2026
$1,156,000
E
3 beds1.5 baths1,608 sq ft
136 Sylvester Ave, Winchester, MA 01890
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

$989,338

Est. take-home

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Est. cash available

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Rent

$3,462/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.9% MoM

Median sale price

$1.7M

$40K MoM

Avg. days on market

21d

3 days MoM

Recently sold homes

9 MoM

New listings for sale

EARLY ACCESS
$3,850,000
8 beds6 baths7,081 sq ft
15 Foxcroft Rd, Winchester, MA 01890
$1,399,000
5 beds1.5 baths2,071 sq ft
15 Lloyd St, Winchester, MA 01890
$1,299,000
3 beds2 baths2,350 sq ft
39 Forest St, Winchester, MA 01890
$2,199,000
6 beds4 baths4,947 sq ft
42 Everett Ave, Winchester, MA 01890
VIDEO TOUR
$2,049,000
5 beds3.5 baths4,063 sq ft
21 Amberwood Dr, Winchester, MA 01890
VIDEO TOUR
$2,399,000
4 beds3 baths3,550 sq ft
63 Wedgemere Ave, Winchester, MA 01890
$899,000
3 beds1 bath1,313 sq ft
39 Henry St, Winchester, MA 01890
$18,000,000
6 beds6.5 baths10,000 sq ft
15 Vinson Cir, Winchester, MA 01890
$3,299,000
7 beds7.5 baths7,226 sq ft
1 Plymouth Rd, Winchester, MA 01890
$1,529,000
4 beds3.5 baths2,709 sq ft
25 Arlington St, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 75 Middlesex St

Year

Property tax

Land + Additions

Assessment*

2026

$10,556 (+4.3%)

$665,700 + $287,000

$952,700

2025

$10,117 (+5.2%)

$632,400 + $279,900

$912,300

2023

$9,617 (+0.5%)

$599,100 + $278,400

$877,500

2022

$9,571 (+8.1%)

$499,300 + $265,800

$765,100

2021

$8,855 (+3.5%)

$424,400 + $265,800

$690,200

2020

$8,552 (+16.3%)

$424,400 + $265,800

$690,200

2019

$7,351 (+3.7%)

$341,200 + $265,800

$607,000

2018

$7,086 (+5.5%)

$324,500 + $256,800

$581,300

2017

$6,716 (+6.9%)

$307,900 + $239,000

$546,900

2016

$6,283 (+3.9%)

$307,900 + $230,000

$537,900

2015

$6,047 (+5.4%)

$278,800 + $219,300

$498,100

2014

$5,739 (+4.6%)

$241,300 + $212,000

$453,300

2013

$5,486 (+5.6%)

$224,700 + $204,900

$429,600

2012

$5,193 (+3.7%)

$208,900 + $204,900

$413,800

2011

$5,007 (+3.9%)

$208,900 + $204,900

$413,800

2010

$4,819 (+2.1%)

$210,200 + $208,500

$418,700

2009

$4,719

$210,200 + $208,500

$418,700

Tax history for 75 Middlesex St

Year

Property tax

Land + Additions

Assessment*

2026

$10,556 (+4.3%)

$665,700 + $287,000

$952,700

2025

$10,117 (+5.2%)

$632,400 + $279,900

$912,300

2023

$9,617 (+0.5%)

$599,100 + $278,400

$877,500

2022

$9,571 (+8.1%)

$499,300 + $265,800

$765,100

2021

$8,855 (+3.5%)

$424,400 + $265,800

$690,200

2020

$8,552 (+16.3%)

$424,400 + $265,800

$690,200

2019

$7,351 (+3.7%)

$341,200 + $265,800

$607,000

2018

$7,086 (+5.5%)

$324,500 + $256,800

$581,300

2017

$6,716 (+6.9%)

$307,900 + $239,000

$546,900

2016

$6,283 (+3.9%)

$307,900 + $230,000

$537,900

2015

$6,047 (+5.4%)

$278,800 + $219,300

$498,100

2014

$5,739 (+4.6%)

$241,300 + $212,000

$453,300

2013

$5,486 (+5.6%)

$224,700 + $204,900

$429,600

2012

$5,193 (+3.7%)

$208,900 + $204,900

$413,800

2011

$5,007 (+3.9%)

$208,900 + $204,900

$413,800

2010

$4,819 (+2.1%)

$210,200 + $208,500

$418,700

2009

$4,719

$210,200 + $208,500

$418,700

*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: 1,282

Bathroom Information
# of Full Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 5

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Cape Cod
Construction Type: Frame
Exterior Wall: Vinyl
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 1,935
Gross Sq. Ft: 3,834
# of Units: 1
# of Stories: 2

Parking & Garage Information
Parking Type: Basement Garage
Garage / Carport Type: Basement

Lot Information
# of Buildings: 1
Land Sq. Ft: 10,454
Municipality Name: WINCHESTER
Acres: 0.24
Zoning Code: RG
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 1,935
Stories: 2.0
Lot Size: 10,454 square feet
Style: Single Family Residential
Year Built: 1940
Year Renovated: —
County: Middlesex County
APN: 3627245S

Home facts updated by county records on Sep 16, 2026

Around this home

Schools

Lynch Elementary School

Public PreK-5 • Assigned • 0.3mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.7mi

9/10

Winchester High School

Public 9-12 • Assigned • 0.6mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

7/10 Flood Factor

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

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 hot days expected this year, 15 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

Air Factor

We're working on getting current and accurate air risk information for this home.

Provided by First Street

Historical weather

Winchester, MA • 01890

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 9.2 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

$990,000 – $1.20M

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Nearby similar homes

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3 beds1.5 baths1,657 sq ft

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4 beds2.5 baths2,666 sq ft

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New listings for sale in 01890

EARLY ACCESSBHGRE® COMING SOON

$3,850,000

8 beds6 baths7,081 sq ft

15 Foxcroft Rd, Winchester, MA 01890

$1,399,000

5 beds1.5 baths2,071 sq ft

15 Lloyd St, Winchester, MA 01890

$1,299,000

3 beds2 baths2,350 sq ft

39 Forest St, Winchester, MA 01890

$2,199,000

6 beds4 baths4,947 sq ft

42 Everett Ave, Winchester, MA 01890

VIDEO TOUR

$2,049,000

5 beds3.5 baths4,063 sq ft

21 Amberwood Dr, Winchester, MA 01890

VIDEO TOUR

$2,399,000

4 beds3 baths3,550 sq ft

63 Wedgemere Ave, Winchester, MA 01890

$899,000

3 beds1 bath1,313 sq ft

39 Henry St, Winchester, MA 01890

$18,000,000

6 beds6.5 baths10,000 sq ft

15 Vinson Cir, Winchester, MA 01890

$3,299,000

7 beds7.5 baths7,226 sq ft

1 Plymouth Rd, Winchester, MA 01890

Home values near 75 Middlesex St

Data from public records.

Address	Redfin Estimate
52 Middlesex Street Unit 50, Winchester, MA 4 Beds \| 4 Baths \| 2424 Sq. Ft.	$1,127,304
66 Middlesex Street, Winchester, MA 3 Beds \| 1.5 Baths \| 1067 Sq. Ft.	$809,853

Address	Redfin Estimate
58 Middlesex Street, Winchester, MA 4 Beds \| 2 Baths \| 2016 Sq. Ft.	$1,261,991
70 Middlesex Street, Winchester, MA 3 Beds \| 1.5 Baths \| 1877 Sq. Ft.	$1,123,438

Address	Redfin Estimate
62 Middlesex Street, Winchester, MA 3 Beds \| 3.5 Baths \| 3090 Sq. Ft.	$1,415,433
74 Middlesex Street, Winchester, MA 4 Beds \| 3 Baths \| 1500 Sq. Ft.	$1,057,881

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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 01890, MA

Sale history for 75 Middlesex St

Tax history for 75 Middlesex St

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 75 Middlesex St

More real estate resources