Google street view image for 108 Flanagan Hill Rd, Sterling, MA 01564

Off market

$772,662

•

2.5 ba

•

2,570

sq ft

108 Flanagan Hill Rd, Sterling, MA 01564

About this home

108 Flanagan Hill Rd is a 2,570 square foot house on a 2.86 acre lot with 3 bedrooms and 2.5 bathrooms. Based on Redfin's Sterling data, we estimate the home's value is $772,662.

Single-familyProperty Type

1993Year Built

2.86 acresLot Size

$301Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$772,662

$6,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.1% higher than the average sale price ($722K) of 6 comparable homes.

SOLD SEP 18, 2026
$605,000
A
3 beds2 baths2,381 sq ft
96 Clinton Rd, Sterling, MA 01564
SOLD SEP 18, 2026
$782,500
B
3 beds2 baths2,241 sq ft
258 Nicholas Dr, Lancaster, MA 01523
SOLD JUL 24, 2026
$670,000
C
3 beds2.5 baths2,272 sq ft
32 Indian Ridge Dr, Leominster, MA 01453
SOLD SEP 17, 2026
$969,000
D
4 beds2.5 baths2,371 sq ft
1394 Main St, Lancaster, MA 01523
SOLD OCT 6, 2026
$638,000
E
3 beds2 baths2,380 sq ft
250 White Pond Rd, Lancaster, MA 01523
SOLD JUN 4, 2026
$665,000
F
3 beds2 baths2,703 sq ft
2237 Main St, Lancaster, MA 01523

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Earn from this home

Sell

$733,369

Est. take-home

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Rent

$6,790/mo

Redfin rental estimate

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Market trends in 01564, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.5%

0.2% MoM

Median sale price

$586K

$10K MoM

Avg. days on market

22d

1 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 27 HRS AGO
$500,000
4 beds2 baths1,666 sq ft
73 Justice Hill Rd, Sterling, MA 01564
3D WALKTHROUGH
$465,000
2 beds2.5 baths2,129 sq ft
1 Patriots Way Unit A, Sterling, MA 01564
OPEN SUN, 11:30AM TO 1PM
$465,000
2 beds2.5 baths1,440 sq ft
10 Patriots Way Unit A, Sterling, MA 01564
$619,900
2 beds2 baths2,175 sq ft
137 Princeton Rd, Sterling, MA 01564
See all

Provided by Redfin

Sale history for 108 Flanagan Hill Rd

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

Year

Property tax

Land + Additions

Assessment*

2023

$8,217 (+9.7%)

$172,900 + $401,700

$574,600

2022

$7,489 (−4.3%)

$151,600 + $339,500

$491,100

2020

$7,822 (+3.9%)

$162,000 + $303,300

$465,300

2019

$7,526 (+1.4%)

$162,000 + $273,800

$435,800

2018

$7,425 (+6.8%)

$155,700 + $267,600

$423,300

2017

$6,952 (+1.4%)

$142,900 + $242,700

$385,600

2016

$6,855 (+6.9%)

$142,900 + $231,100

$374,000

2015

$6,411 (+3.9%)

$142,400 + $228,400

$370,800

2014

$6,173 (+2.8%)

$142,400 + $222,200

$364,600

2013

$6,002 (+5.9%)

$142,400 + $224,700

$367,100

2012

$5,665 (+2.9%)

$140,600 + $221,400

$362,000

2011

$5,506

$140,600 + $228,900

$369,500

2010

$5,506 (−3.0%)

$150,000 + $235,300

$385,300

2009

$5,679

$154,900 + $273,700

$428,600

Tax history for 108 Flanagan Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,217 (+9.7%)

$172,900 + $401,700

$574,600

2022

$7,489 (−4.3%)

$151,600 + $339,500

$491,100

2020

$7,822 (+3.9%)

$162,000 + $303,300

$465,300

2019

$7,526 (+1.4%)

$162,000 + $273,800

$435,800

2018

$7,425 (+6.8%)

$155,700 + $267,600

$423,300

2017

$6,952 (+1.4%)

$142,900 + $242,700

$385,600

2016

$6,855 (+6.9%)

$142,900 + $231,100

$374,000

2015

$6,411 (+3.9%)

$142,400 + $228,400

$370,800

2014

$6,173 (+2.8%)

$142,400 + $222,200

$364,600

2013

$6,002 (+5.9%)

$142,400 + $224,700

$367,100

2012

$5,665 (+2.9%)

$140,600 + $221,400

$362,000

2011

$5,506

$140,600 + $228,900

$369,500

2010

$5,506 (−3.0%)

$150,000 + $235,300

$385,300

2009

$5,679

$154,900 + $273,700

$428,600

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

Property details

Interior

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 7

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 2,570
Gross Sq. Ft: 4,992
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 124,582
Municipality Name: STERLING
Acres: 2.86
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,570
Stories: 2.0
Lot Size: 2.86 acres
Style: Single Family Residential
Year Built: 1993
Year Renovated: —
County: Worcester County
APN: 3432011

Home facts updated by county records on Jul 21, 2023

Around this home

Schools

Chocksett Middle School

Public 5-8 • Assigned • 4.5mi

7/10

Wachusett Regional High School

Public 9-12 • Assigned • 11.1mi

7/10

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

4/10 Fire Factor

1% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 96° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Sterling, MA • 01564

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 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$735,000 – $889,000

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Nearby similar homes

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Land— sq ft

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4 beds2 baths1,343 sq ft

368 Litchfield St, Leominster, MA 01453

$694,999

4 beds2.5 baths3,292 sq ft

63 Jamestown Rd, Leominster, MA 01453

$649,000

4 beds3 baths2,662 sq ft

53 Hardy Dr, Leominster, MA 01453

$468,500

3 beds1 bath1,676 sq ft

1903 Main St, Lancaster, MA 01523

New listings for sale in 01564

NEW 27 HRS AGO

$500,000

4 beds2 baths1,666 sq ft

73 Justice Hill Rd, Sterling, MA 01564

3D WALKTHROUGH

$465,000

2 beds2.5 baths2,129 sq ft

1 Patriots Way Unit A, Sterling, MA 01564

OPEN SUN, 11:30AM TO 1PM

$465,000

2 beds2.5 baths1,440 sq ft

10 Patriots Way Unit A, Sterling, MA 01564

$619,900

2 beds2 baths2,175 sq ft

137 Princeton Rd, Sterling, MA 01564

Home values near 108 Flanagan Hill Rd

Data from public records.

Address	Redfin Estimate
114 Flanagan Hill Rd, Sterling, MA 3 Beds \| 2.5 Baths \| 2810 Sq. Ft.	$827,528
106 Flanagan Hill Rd, Sterling, MA 4 Beds \| 3.5 Baths \| 3180 Sq. Ft.	$868,273

Address	Redfin Estimate
112 Flanagan Hill Rd, Sterling, MA 4 Beds \| 2.5 Baths \| 2406 Sq. Ft.	$751,094
116 Flanagan Hill Rd, Sterling, MA 3 Beds \| 2.5 Baths \| 2316 Sq. Ft.	$755,853

Address	Redfin Estimate
110 Flanagan Hill Rd, Sterling, MA 4 Beds \| 3.5 Baths \| 1988 Sq. Ft.	$716,243
113 Flanagan Hill Rd, Sterling, MA 4 Beds \| 2.5 Baths \| 2428 Sq. Ft.	$695,166

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