Google satellite image for 106 Flanagan Hill Rd, Sterling, MA 01564

Off market

$868,254

•

3.5 ba

•

3,180

sq ft

106 Flanagan Hill Rd, Sterling, MA 01564

About this home

106 Flanagan Hill Rd is a 3,180 square foot house on a 1.53 acre lot with 4 bedrooms and 3.5 bathrooms. Based on Redfin's Sterling data, we estimate the home's value is $868,254.

Single-familyProperty Type

1991Year Built

1.53 acresLot Size

$273Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$868,254

$20K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.8% higher than the average sale price ($806K) of 6 comparable homes.

SOLD AUG 20, 2026
$758,000
A
3 beds3.5 baths3,984 sq ft
13 Country Club Rd, Sterling, MA 01564
SOLD AUG 18, 2026
$1,150,000
B
4 beds3.5 baths4,131 sq ft
228 Devonshire Way, Lancaster, MA 01523
SOLD MAY 15, 2026
$700,000
C
4 beds3 baths2,223 sq ft
111 Goss Ln, Lancaster, MA 01523
SOLD SEP 18, 2026
$605,000
D
3 beds2 baths2,381 sq ft
96 Clinton Rd, Sterling, MA 01564
SOLD SEP 18, 2026
$782,500
E
3 beds2 baths2,241 sq ft
258 Nicholas Dr, Lancaster, MA 01523
SOLD AUG 24, 2026
$839,000
F
3 beds3.5 baths3,225 sq ft
148 Mary Catherine Dr, Lancaster, MA 01523

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Earn from this home

Sell

$824,223

Est. take-home

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Rent

$7,759/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

$458,900
2 beds2.5 baths1,564 sq ft
7 Patriots Way Unit D, Sterling, MA 01564
$799,000
4 beds2.5 baths2,362 sq ft
4 Brookside Ln, Sterling, MA 01564
$500,000
4 beds2 baths1,666 sq ft
73 Justice Hill Rd, Sterling, MA 01564
See all

Provided by Redfin

Sale history for 106 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

$9,963 (+5.8%)

$182,300 + $514,400

$696,700

2022

$9,417 (−4.1%)

$167,400 + $450,100

$617,500

2020

$9,822 (+6.8%)

$179,300 + $405,000

$584,300

2019

$9,196 (+11.1%)

$179,300 + $353,200

$532,500

2018

$8,277 (−0.3%)

$153,900 + $318,000

$471,900

2017

$8,306 (+1.2%)

$141,300 + $319,400

$460,700

2016

$8,205 (+9.0%)

$141,300 + $306,300

$447,600

2015

$7,530 (+3.7%)

$160,700 + $274,800

$435,500

2014

$7,258 (+2.9%)

$160,700 + $268,000

$428,700

2013

$7,053 (+5.4%)

$160,700 + $270,700

$431,400

2012

$6,692 (+3.1%)

$158,400 + $269,200

$427,600

2011

$6,492 (−2.1%)

$158,400 + $277,300

$435,700

2010

$6,628 (−4.2%)

$169,700 + $294,100

$463,800

2009

$6,920

$183,100 + $339,200

$522,300

Tax history for 106 Flanagan Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$9,963 (+5.8%)

$182,300 + $514,400

$696,700

2022

$9,417 (−4.1%)

$167,400 + $450,100

$617,500

2020

$9,822 (+6.8%)

$179,300 + $405,000

$584,300

2019

$9,196 (+11.1%)

$179,300 + $353,200

$532,500

2018

$8,277 (−0.3%)

$153,900 + $318,000

$471,900

2017

$8,306 (+1.2%)

$141,300 + $319,400

$460,700

2016

$8,205 (+9.0%)

$141,300 + $306,300

$447,600

2015

$7,530 (+3.7%)

$160,700 + $274,800

$435,500

2014

$7,258 (+2.9%)

$160,700 + $268,000

$428,700

2013

$7,053 (+5.4%)

$160,700 + $270,700

$431,400

2012

$6,692 (+3.1%)

$158,400 + $269,200

$427,600

2011

$6,492 (−2.1%)

$158,400 + $277,300

$435,700

2010

$6,628 (−4.2%)

$169,700 + $294,100

$463,800

2009

$6,920

$183,100 + $339,200

$522,300

*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: 3

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 9

Exterior

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

Property Information
Subdivision Name: STERLING
Living Sq. Ft: 3,180
Gross Sq. Ft: 5,638
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 66,647
Municipality Name: STERLING
Acres: 1.53
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,180
Stories: 2.0
Lot Size: 1.53 acres
Style: Single Family Residential
Year Built: 1991
Year Renovated: —
County: Worcester County
APN: 3432010

Home facts updated by county records on Jul 21, 2023

Around this home

Schools

Houghton Elementary School

Public K-4 • Assigned • 4.5mi

6/10

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

$825,000 – $999,000

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Nearby similar homes

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Land— sq ft

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81 Nicholas Dr, Lancaster, MA 01523

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39 Lakeview Dr, Leominster, MA 01453

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$468,500

3 beds1 bath1,676 sq ft

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New listings for sale in 01564

$458,900

2 beds2.5 baths1,564 sq ft

7 Patriots Way Unit D, Sterling, MA 01564

$799,000

4 beds2.5 baths2,362 sq ft

4 Brookside Ln, Sterling, MA 01564

$500,000

4 beds2 baths1,666 sq ft

73 Justice Hill Rd, Sterling, MA 01564

Home values near 106 Flanagan Hill Rd

Data from public records.

Address	Redfin Estimate
99 Flanagan Hill Road, Sterling, MA 3 Beds \| 2.5 Baths \| 1900 Sq. Ft.	$717,369
110 Flanagan Hill Road, Sterling, MA 4 Beds \| 3.5 Baths \| 1988 Sq. Ft.	$713,139

Address	Redfin Estimate
114 Flanagan Hill Road, Sterling, MA 3 Beds \| 2.5 Baths \| 2810 Sq. Ft.	$825,744
108 Flanagan Hill Road, Sterling, MA 3 Beds \| 2.5 Baths \| 2570 Sq. Ft.	$773,069

Address	Redfin Estimate
112 Flanagan Hill Road, Sterling, MA 4 Beds \| 2.5 Baths \| 2406 Sq. Ft.	$751,748
116 Flanagan Hill Road, Sterling, MA 3 Beds \| 2.5 Baths \| 2316 Sq. Ft.	$755,849

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GreatSchools Ratings provided by GreatSchools.org.

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