Google street view image for 27 Windsor Rd, Milford, MA 01757

Off Market Oct 1988 for $162K

$564,760

Est. refi paymentEst. refi $1,049/mo

•

2 ba

•

1,913

sq ft

27 Windsor Rd, Milford, MA 01757

About this home

27 Windsor Rd is a 1,913 square foot house on a 0.28 acre lot with 3 bedrooms and 2 bathrooms. - it last sold on October 07, 1988 for $162,000. Based on Redfin's Milford data, we estimate the home's value is $564,760.

Single-familyProperty Type

1975Year Built

0.28 acresLot Size

$295Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$564,760

$403K since sold in October 1988$0 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.5% lower than the average sale price ($598K) of 6 comparable homes.

SOLD AUG 14, 2026
$625,000
A
4 beds2.5 baths1,800 sq ft
6 Berkley Rd, Milford, MA 01757
SOLD AUG 20, 2026
$575,000
B
3 beds2 baths1,724 sq ft
16 Jionzo Rd, Milford, MA 01757
SOLD JUN 23, 2026
$580,000
C
3 beds1.5 baths1,916 sq ft
12 Fenway Dr, Milford, MA 01757
SOLD JUN 30, 2026
$710,000
D
3 beds2 baths2,298 sq ft
17 Robin Rd, Milford, MA 01757
SOLD AUG 6, 2026
$505,000
E
3 beds2.5 baths2,210 sq ft
12 Sunset Dr, Milford, MA 01757
SOLD JUL 15, 2026
$590,000
F
3 beds1.5 baths1,926 sq ft
4 Clearview Dr, Milford, MA 01757

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Earn from this home

Sell

$535,770

Est. take-home

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Est. cash available

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Rent

$4,278/mo

Redfin rental estimate

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Market trends in 01757, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.1%

0.2% MoM

Median sale price

$580K

$2K MoM

Avg. days on market

22d

2 days MoM

Recently sold homes

106

4 MoM

New listings for sale

OPEN SUN, 11AM TO 1PM
$839,000
4 beds2.5 baths2,284 sq ft
27 Field Pond Rd, Milford, MA 01757
OPEN SEP 19, 2PM TO 4PM
$360,000
3 beds1 bath912 sq ft
4 Prospect Hts #4, Milford, MA 01757
OPEN SUN, 11AM TO 12:30PM
$624,000
3 beds2 baths2,063 sq ft
6 Carp Rd, Milford, MA 01757
OPEN SEP 19, 2PM TO 4PM
$380,000
3 beds1 bath1,038 sq ft
3 Prospect Hts #3, Milford, MA 01757
$349,900
1 bed1 bath866 sq ft
43 Pond St, Milford, MA 01757
OPEN SUN, 1:30PM TO 3PM
$525,000
4 beds2 baths1,949 sq ft
15 Highland St, Milford, MA 01757
OPEN SUN, 1PM TO 3PM
$445,800
2 beds1.5 baths1,285 sq ft
41 Stallbrook Rd #41, Milford, MA 01757
OPEN SUN, 12PM TO 2PM
$729,000
2 beds2.5 baths2,337 sq ft
106 Walden Way #106, Milford, MA 01757
$245,000
1 bed1 bath754 sq ft
4 Kennedy Ln #6, Milford, MA 01757
$699,900
6 beds2 baths1,996 sq ft
1 E Main St, Milford, MA 01757
See all

Provided by Redfin

Sale history for 27 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,854 (+4.5%)

$151,000 + $254,100

$405,100

2022

$5,600 (+1.0%)

$138,200 + $225,700

$363,900

2021

$5,543 (+1.7%)

$138,200 + $208,700

$346,900

2020

$5,449 (+10.9%)

$138,200 + $203,200

$341,400

2018

$4,913 (+2.8%)

$133,300 + $163,400

$296,700

2017

$4,780 (+4.0%)

$133,300 + $151,400

$284,700

2016

$4,597 (+3.3%)

$133,300 + $134,300

$267,600

2015

$4,452 (+1.8%)

$126,100 + $127,600

$253,700

2014

$4,375 (−1.3%)

$118,900 + $128,400

$247,300

2013

$4,434 (+4.5%)

$131,500 + $130,100

$261,600

2012

$4,243 (+2.7%)

$131,500 + $130,900

$262,400

2011

$4,131 (+0.8%)

$140,500 + $130,900

$271,400

2010

$4,100 (+3.2%)

$155,000 + $136,200

$291,200

2009

$3,971

$182,000 + $134,900

$316,900

Tax history for 27 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,854 (+4.5%)

$151,000 + $254,100

$405,100

2022

$5,600 (+1.0%)

$138,200 + $225,700

$363,900

2021

$5,543 (+1.7%)

$138,200 + $208,700

$346,900

2020

$5,449 (+10.9%)

$138,200 + $203,200

$341,400

2018

$4,913 (+2.8%)

$133,300 + $163,400

$296,700

2017

$4,780 (+4.0%)

$133,300 + $151,400

$284,700

2016

$4,597 (+3.3%)

$133,300 + $134,300

$267,600

2015

$4,452 (+1.8%)

$126,100 + $127,600

$253,700

2014

$4,375 (−1.3%)

$118,900 + $128,400

$247,300

2013

$4,434 (+4.5%)

$131,500 + $130,100

$261,600

2012

$4,243 (+2.7%)

$131,500 + $130,900

$262,400

2011

$4,131 (+0.8%)

$140,500 + $130,900

$271,400

2010

$4,100 (+3.2%)

$155,000 + $136,200

$291,200

2009

$3,971

$182,000 + $134,900

$316,900

*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: 1,104

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 1
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 6

Exterior

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

Property Information
Subdivision Name: SARKISIAN REALTY TRUST
Living Sq. Ft: 1,913
Gross Sq. Ft: 2,408
# of Units: 1
# of Stories: 1

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

Lot Information
# of Buildings: 1
Land Sq. Ft: 12,197
Municipality Name: MILFORD
Acres: 0.28
Zoning Code: RC
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,913
Stories: 1.0
Lot Size: 0.28 acres
Style: Single Family Residential
Year Built: 1975
Year Renovated: —
County: Worcester County
APN: 1610945

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Woodland Elementary School

Public 3-5 • Assigned • 1.7mi

6/10

Stacy Middle School

Public 6-8 • Assigned • 2.7mi

4/10

Milford High School

Public 9-12 • Assigned • 2.1mi

4/10

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Milford, MA • 01757

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 8.9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$537,000 – $650,000

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Nearby similar homes

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OPEN SUN, 11AM TO 1PM

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OPEN SUN, 11AM TO 12:30PM

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OPEN SEP 19, 2PM TO 4PM

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OPEN SUN, 1PM TO 3PM

$445,800

2 beds1.5 baths1,285 sq ft

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OPEN SUN, 12PM TO 2PM

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Home values near 27 Windsor Rd

Data from public records.

Address	Redfin Estimate
22 Windsor Rd, Milford, MA 3 Beds \| 2 Baths \| 1300 Sq. Ft.	$482,815
20 Windsor Rd, Milford, MA 3 Beds \| 1.5 Baths \| 1626 Sq. Ft.	$529,767

Address	Redfin Estimate
24 Windsor Rd, Milford, MA 3 Beds \| 1 Baths \| 1380 Sq. Ft.	$506,188
25 Windsor Rd, Milford, MA 3 Beds \| 1.5 Baths \| 2072 Sq. Ft.	$558,745

Address	Redfin Estimate
26 Windsor Rd, Milford, MA 4 Beds \| 2 Baths \| 2800 Sq. Ft.	$604,897
23 Windsor Rd, Milford, MA 3 Beds \| 1.5 Baths \| 1626 Sq. Ft.	$532,474

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