Google street view image for 64 Windsor Rd

Off Market Aug 1995 for $316K

$1,958,694

Est. refi paymentEst. refi $1,828/mo

•

—

sq ft

64 Windsor Rd, Milton, MA

About this home

Single-familyProperty Type

1932Year Built

9,924 sq ftLot Size

2 car garageParking

Listed by Susan Dunton • Dewolfe-Milton

Bought with • Dewolfe-Milton

Redfin checked: a minute ago

•Source:MLS PIN #50290347

Redfin Estimate

$1,958,694

$1.6M since sold in August 1995$34K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20.3% higher than the average sale price ($1.63M) of 6 comparable homes.

SOLD JAN 6, 2026
$2,050,000
A
5 beds2.5 baths3,282 sq ft
32 Columbine Rd, Milton, MA 02186
SOLD APR 28, 2026
$1,570,000
B
4 beds2.5 baths2,782 sq ft
44 Allen Cir, Milton, MA 02186
SOLD JUN 12, 2026
$1,400,000
C
4 beds3.5 baths2,853 sq ft
424 Brook Rd, Milton, MA 02186
SOLD JUL 24, 2026
$1,280,000
D
4 beds1.5 baths2,486 sq ft
3 Windsor Rd, Milton, MA 02186
SOLD MAY 1, 2026
$1,570,000
E
4 beds2.5 baths2,544 sq ft
30 Ridge Rd, Milton, MA 02186
SOLD JUN 30, 2026
$1,895,000
F
4 beds3 baths2,620 sq ft
50 W Side Rd, Milton, MA 02186

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Earn from this home

Sell

$1,860,621

Est. take-home

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Est. cash available

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Rent

$6,005/mo

Redfin rental estimate

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Market trends in 02186, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.6%

+0.0% MoM

Median sale price

$1.0M

$25K MoM

Avg. days on market

21d

1 days MoM

Recently sold homes

11 MoM

New listings for sale

EARLY ACCESS
Unknown
4 beds2 baths2,644 sq ft
10 Hazel St, Milton, MA 02186
OPEN TODAY, 11AM TO 1PM
$1,195,000
4 beds2.5 baths3,275 sq ft
88 Elm St, Milton, MA 02186
$11,900,000
5 beds6 baths10,000 sq ft
540 Harland St, Milton, MA 02186
$1,100,000
7 beds3 baths3,500 sq ft
168 Brook, Milton, MA 02186
$1,050,000
3 beds2.5 baths1,946 sq ft
61 Elm St, Milton, MA 02186

Provided by Redfin

Sale history for 64 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$15,354 (+6.0%)

$515,700 + $831,100

$1,346,800

2022

$14,491 (+2.9%)

$515,700 + $646,400

$1,162,100

2021

$14,083 (+1.6%)

$457,000 + $615,600

$1,072,600

2020

$13,860 (+2.5%)

$452,600 + $603,800

$1,056,400

2019

$13,517 (+4.8%)

$439,400 + $586,200

$1,025,600

2018

$12,900 (+6.9%)

$358,100 + $576,000

$934,100

2017

$12,068 (+7.0%)

$341,100 + $548,900

$890,000

2016

$11,281 (+7.3%)

$298,400 + $537,200

$835,600

2015

$10,518 (−2.8%)

$255,800 + $498,700

$754,500

2014

$10,820 (+2.0%)

$255,800 + $466,000

$721,800

2013

$10,610 (+2.4%)

$255,800 + $466,000

$721,800

2012

$10,358 (+7.2%)

$255,800 + $466,000

$721,800

2011

$9,660 (+1.2%)

$255,800 + $430,800

$686,600

2010

$9,545 (+12.6%)

$284,200 + $430,800

$715,000

2009

$8,479

$284,200 + $438,000

$722,200

Tax history for 64 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$15,354 (+6.0%)

$515,700 + $831,100

$1,346,800

2022

$14,491 (+2.9%)

$515,700 + $646,400

$1,162,100

2021

$14,083 (+1.6%)

$457,000 + $615,600

$1,072,600

2020

$13,860 (+2.5%)

$452,600 + $603,800

$1,056,400

2019

$13,517 (+4.8%)

$439,400 + $586,200

$1,025,600

2018

$12,900 (+6.9%)

$358,100 + $576,000

$934,100

2017

$12,068 (+7.0%)

$341,100 + $548,900

$890,000

2016

$11,281 (+7.3%)

$298,400 + $537,200

$835,600

2015

$10,518 (−2.8%)

$255,800 + $498,700

$754,500

2014

$10,820 (+2.0%)

$255,800 + $466,000

$721,800

2013

$10,610 (+2.4%)

$255,800 + $466,000

$721,800

2012

$10,358 (+7.2%)

$255,800 + $466,000

$721,800

2011

$9,660 (+1.2%)

$255,800 + $430,800

$686,600

2010

$9,545 (+12.6%)

$284,200 + $430,800

$715,000

2009

$8,479

$284,200 + $438,000

$722,200

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

10,019 Sq. Ft.

Year renovated

—

Sq. Ft.

3,363

Year built

1930

Style

Single Family Residential

County

Norfolk County

APN

129648

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
AttachedGarageYN: Yes
Parking Features: Under, Paved Drive

Interior

Master Bedroom Information
Level: Second

Bedroom #2 Information
Level: Second

Bedroom #3 Information
Level: Second

Bedroom #4 Information
Level: Second

Bedroom #5 Information
Level: Third

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1

Bathroom #1 Information
Level: Second

Bathroom #2 Information
Level: Second

Bathroom #3 Information
Level: Third

Living Room Information
Level: First

Family Room Information
Level: First

Dining Room Information
Level: First

Kitchen Information
Level: First

Basement Information
Basement: Full

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 12

Exterior

Building Information
Foundation Details: Stone

Exterior Features
Roof: Slate
Exterior Features: Professional Landscaping

Property Information
Security Features: Security System

Lot Information
Lot Size (Acres): 0.22

Financial

Tax Information
Tax Annual Amount: $4,066

Utilities

Utility Information
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water

Heating & Cooling
Has Heating
Heating: Baseboard, Natural Gas

Location

Location Information
Directions: HINCKLEY
UnparsedAddress: 64 Windsor Road, Milton MA

Community Information
Senior CommunityYN: No

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,363
Stories: 2.0
Lot Size: 10,019 square feet
Style: Single Family Residential
Year Built: 1930
Year Renovated: —
County: Norfolk County
APN: 129648

Home facts updated by county records on Jul 21, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

Around this home

Schools

Tucker Elementary School

Public PreK-5 • Assigned • 0.5mi

6/10

Charles S Pierce Middle School

Public 6-8 • Assigned • 0.3mi

8/10

Milton High School

Public 9-12 • Assigned • 0.8mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 14 days in 30 years

6/10 Wind Factor

60% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Milton, MA • undefined

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

$1.86M – $2.25M

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Nearby similar homes

$1,050,000

3 beds2.5 baths1,946 sq ft

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3 beds1.5 baths1,275 sq ft

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6 beds4.5 baths5,077 sq ft

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New listings for sale in 02186

EARLY ACCESSCOMPASS COMING SOON

Unknown

4 beds2 baths2,644 sq ft

10 Hazel St, Milton, MA 02186

OPEN TODAY, 11AM TO 1PM

$1,195,000

4 beds2.5 baths3,275 sq ft

88 Elm St, Milton, MA 02186

$11,900,000

5 beds6 baths10,000 sq ft

540 Harland St, Milton, MA 02186

$1,100,000

7 beds3 baths3,500 sq ft

168 Brook, Milton, MA 02186

$1,050,000

3 beds2.5 baths1,946 sq ft

61 Elm St, Milton, MA 02186

Home values near 64 Windsor Rd

Data from public records.

Address	Redfin Estimate
54 Windsor Rd, Milton, MA 6 Beds \| 3.5 Baths \| 4008 Sq. Ft.	$1,914,045
44 Windsor Rd, Milton, MA 5 Beds \| 3.5 Baths \| 2353 Sq. Ft.	$1,712,316

Address	Redfin Estimate
32 Windsor Rd, Milton, MA 4 Beds \| 1.5 Baths \| 2068 Sq. Ft.	$1,406,326
48 Windsor Rd, Milton, MA 4 Beds \| 1.5 Baths \| 1850 Sq. Ft.	$1,291,617

Address	Redfin Estimate
38 Windsor Rd, Milton, MA 4 Beds \| 1.5 Baths \| 2226 Sq. Ft.	$1,302,869
41 Windsor Rd, Milton, MA 4 Beds \| 3.5 Baths \| 3135 Sq. Ft.	$1,702,774

Property information provided by MLS PIN when last listed in 1995. 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 02186, MA

Sale history for 64 Windsor Rd

Tax history for 64 Windsor Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02186

Home values near 64 Windsor Rd

More real estate resources