OFF MARKET
Google street view image for 38 Windsor Rd, Milton, MA 02186
OFF MARKET
$1,296,535
4
bd
•
1.5 ba
•
2,226
sq ft

38 Windsor Rd, Milton, MA 02186

map-entry

About this home

38 Windsor Rd is a 2,226 square foot house on a 10,019 square foot lot with 4 bedrooms and 1.5 bathrooms. Based on Redfin's Milton data, we estimate the home's value is $1,296,535.
Single-familyProperty Type
1929Year Built
10,019 sq ftLot Size
$582Est. Price/Sq.Ft.
Source:Public Records

Redfin Estimate

$1,296,535
$11K since July

This home's estimate is 5.7% higher than the average sale price ($1.23M) of 6 comparable homes.

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Earn from this home

Sell
$1,231,279
Est. take-home

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Rent
$3,780/mo
Redfin rental estimate

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Market trends in 02186, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price
104.6%

0.5% MoM

Median sale price
$1.0M

$40K MoM

Avg. days on market
20d

0 days MoM

Recently sold homes
66

17 MoM

New listings for sale

Provided by Redfin

Sale history for 38 Windsor Rd

As the MLS and public records start to fill up, we'll list the details here.

Tax history for 38 Windsor Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

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 • 0.7mi

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

64% 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 • 02186
Average low and high temperatures (°F)
33
19
36
21
50
32
58
40
68
50
80
61
84
66
80
61
74
57
64
45
52
36
39
24
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
$1.23M – $1.49M

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Nearby similar homes

OPEN FRI, 11:30AM TO 12:30PM
$1,050,000
3 beds2.5 baths1,946 sq ft
61 Elm St, Milton, MA 02186
$4,495,000
6 beds7.5 baths8,764 sq ft
650 Canton Ave, Milton, MA 02186
OPEN FRI, 11AM TO 12:30PM
$1,225,000
3 beds3 baths3,182 sq ft
355 Brush Hill Rd, Milton, MA 02186
$749,999
4 beds2.5 baths1,378 sq ft
37 Itasca St, Mattapan, MA 02126
OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$1,995,000
8 beds4.5 baths4,500 sq ft
147 Canton Ave, Milton, MA 02186
$700,000
3 beds1.5 baths1,124 sq ft
15 Churchill St, Milton, MA 02186

New listings for sale in 02186

OPEN FRI, 11:30AM TO 12:30PM
$1,050,000
3 beds2.5 baths1,946 sq ft
61 Elm St, Milton, MA 02186
OPEN FRI, 5:30PM TO 7PM
$1,100,000
3 beds2.5 baths2,000 sq ft
785 Brook Rd, Milton, MA 02186
OPEN SAT, 12PM TO 1:30PM
$950,000
4 beds2.5 baths1,641 sq ft
45 Adanac Rd, Milton, MA 02186
OPEN SAT, 11AM TO 1PM
$699,000
3 beds1.5 baths1,350 sq ft
66 Ferncroft Rd, Milton, MA 02186
OPEN FRI, 11AM TO 12:30PM
$1,225,000
3 beds3 baths3,182 sq ft
355 Brush Hill Rd, Milton, MA 02186
$1,099,000
4 beds1.5 baths2,100 sq ft
45 Wendell Park, Milton, MA 02186
OPEN SUN, 1PM TO 2:30PM
$839,000
3 beds1.5 baths1,248 sq ft
37 Nahanton Ave, Milton, MA 02186

Home values near 38 Windsor Rd

Data from public records.

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