OFF MARKET

Off Market Dec 2016 for $729K

$1,337,562

•

3,817

sq ft

66 Osgood Rd, Sterling, MA 01564

About this home

How lucky you would be to own this spectacular home sited on over 6 acres of land bordered by stone walls with seasonal views. Remarkable custom-built contemporary colonial designed for extraordinary indoor and outdoor living. Features include 4 -5 bedrooms, 3 1/2 baths, dramatic 2 story great room with gas fireplace, formal dining room, stunning 2 story foyer, library and 1st floor master bedroom suite. The 2nd floor boasts 4 bedrooms and 2 full baths. If you need more space there is a finished family room in the basement! In addition to the 2 car side entry garage there is a 24 X 36 three car detached garage has a fabulous "man cave" above! Deck with hot tub, outdoor covered grilling station and gazebo overlooking the manicured lawn. These 6 acres of cleared level land would be a great place to keep your horse! Call for your appointment to view today!

Single-familyProperty Type

2004Year Built

6.13 acresLot Size

$350Est. Price/Sq.Ft.

5 garage spacesParking

Listed by Gail Bergeron • Keller Williams Realty North Central

Bought with Gail Bergeron • Keller Williams Realty North Central

Redfin checked: a minute ago

•Source:MLS PIN #72083796

Redfin Estimate

$1,337,562

$609K since sold in December 2016$11K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 39.9% higher than the average sale price ($956K) of 6 comparable homes.

SOLD JUN 25, 2026
$1,012,500
A
4 beds3 baths4,348 sq ft
39 Main St, Princeton, MA 01541
SOLD AUG 20, 2026
$758,000
B
3 beds3.5 baths3,984 sq ft
13 Country Club Rd, Sterling, MA 01564
SOLD JUL 25, 2026
$860,000
C
3 beds3.5 baths2,611 sq ft
25 Houghton Rd, Princeton, MA 01541
SOLD JUL 8, 2026
$884,800
D
4 beds2.5 baths2,700 sq ft
5 James Patten Dr, Sterling, MA 01564
SOLD DEC 30, 2025
$1,040,000
E
4 beds3.5 baths3,892 sq ft
19 Fitch Farm Rd, Sterling, MA 01564
SOLD APR 30, 2026
$1,180,000
F
4 beds4 baths3,587 sq ft
61 Boutelle Rd, Sterling, MA 01564

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Sell

$807,272

Est. take-home

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Rent

$7,589/mo

Redfin rental estimate

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Market trends in 01564, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.7%

1.4% MoM

Median sale price

$595K

$73K MoM

Avg. days on market

22d

2 days MoM

Recently sold homes

3 MoM

New listings for sale

OPEN SUN, 12PM TO 1:30PM
$1,195,000
4 beds3.5 baths3,492 sq ft
6 James Patten Dr, Sterling, MA 01564
$1,325,000
4 beds4.5 baths3,286 sq ft
35 Sandy Ridge Rd, Sterling, MA 01564
OPEN SUN, 11AM TO 1PM
$599,900
4 beds2.5 baths2,932 sq ft
31 Pikes Hill Rd, Sterling, MA 01564
VIDEO TOUR
$709,900
3 beds3 baths2,565 sq ft
6 Jewett Rd #2, Sterling, MA 01564
$725,000
3 beds2 baths1,498 sq ft
6 Pheasant Hill Ln, Sterling, MA 01564
See all

Provided by Redfin

Sale history for 66 Osgood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$13,784 (+0.8%)

$192,500 + $771,400

$963,900

2022

$13,681 (+0.4%)

$171,200 + $725,900

$897,100

2021

$13,629 (+5.9%)

$168,500 + $656,500

$825,000

2020

$12,866 (+5.0%)

$181,600 + $583,800

$765,400

2019

$12,253 (+0.9%)

$181,600 + $527,900

$709,500

2018

$12,138 (−1.4%)

$175,300 + $516,700

$692,000

2017

$12,307 (+2.1%)

$162,500 + $520,100

$682,600

2016

$12,057 (+9.8%)

$162,500 + $495,300

$657,800

2015

$10,983 (+4.2%)

$162,000 + $473,200

$635,200

2014

$10,542 (+2.8%)

$162,000 + $460,700

$622,700

2013

$10,255 (+3.8%)

$162,000 + $465,200

$627,200

2012

$9,881 (+2.7%)

$160,200 + $471,200

$631,400

2011

$9,618 (+3.1%)

$160,200 + $485,300

$645,500

2010

$9,329 (+0.1%)

$169,600 + $483,200

$652,800

2009

$9,317

$208,300 + $494,900

$703,200

Tax history for 66 Osgood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$13,784 (+0.8%)

$192,500 + $771,400

$963,900

2022

$13,681 (+0.4%)

$171,200 + $725,900

$897,100

2021

$13,629 (+5.9%)

$168,500 + $656,500

$825,000

2020

$12,866 (+5.0%)

$181,600 + $583,800

$765,400

2019

$12,253 (+0.9%)

$181,600 + $527,900

$709,500

2018

$12,138 (−1.4%)

$175,300 + $516,700

$692,000

2017

$12,307 (+2.1%)

$162,500 + $520,100

$682,600

2016

$12,057 (+9.8%)

$162,500 + $495,300

$657,800

2015

$10,983 (+4.2%)

$162,000 + $473,200

$635,200

2014

$10,542 (+2.8%)

$162,000 + $460,700

$622,700

2013

$10,255 (+3.8%)

$162,000 + $465,200

$627,200

2012

$9,881 (+2.7%)

$160,200 + $471,200

$631,400

2011

$9,618 (+3.1%)

$160,200 + $485,300

$645,500

2010

$9,329 (+0.1%)

$169,600 + $483,200

$652,800

2009

$9,317

$208,300 + $494,900

$703,200

*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

6.13 Acres

Year renovated

—

Sq. Ft.

3,565

Year built

2004

Style

Single Family Residential

County

Worcester County

APN

4461611

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: 5
# of Covered Spaces: 5
Parking Spaces: 20
AttachedGarageYN: Yes
Parking Features: Attached, Detached, Garage Door Opener, Heated Garage, Storage, Workshop in Garage, Garage Faces Side, Oversized, Paved Drive, Off Street, Driveway, Paved

Interior

Master Bedroom Information
Level: First

Bedroom #2 Information
Level: Second

Bedroom #3 Information
Level: Second

Bedroom #4 Information
Level: Second

Bedroom #5 Information
Level: Second

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

Bathroom #1 Information
Level: First

Bathroom #2 Information
Level: Second

Bathroom #3 Information
Level: Second

Living Room Information
Level: First

Family Room Information
Level: Basement

Dining Room Information
Level: First

Kitchen Information
Level: First

Basement Information
Basement: Full, Partially Finished, Interior Entry, Bulkhead, Concrete

Laundry Information
Laundry Features: First Floor, Electric Dryer Hookup, Washer Hookup

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

Interior Features
# of Rooms (Total): 9
Door Features: Storm Door(s)
Window Features: Insulated Windows, Screens
Flooring: Wood, Tile, Vinyl, Carpet, Hardwood, Stone / Slate
Interior Features: Bathroom, Library, Game Room, Central Vacuum, Walk-Up Attic, Wired for Sound

Exterior

Building Information
Building Area (Total): 3,817
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Gray

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Deck, Patio, Covered
Exterior Features: Porch, Deck, Patio, Covered Patio/Deck, Rain Gutters, Hot Tub/Spa, Storage, Professional Landscaping, Sprinkler System, Screens, Gazebo, Garden, Horses Permitted, Stone Wall

Pool Information
Has Spa
Spa Features: Private

Property Information
PropertySubType: Single Family Residence
Security Features: Security System
Other Structures: Gazebo

Lot Information
Lot Size (Acres): 6.13
Lot Features: Cleared, Level
ViewYN: Has View
View: Scenic View(s)
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $12,057
Tax Year: 2016

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
Sewer: Private Sewer
Water Source: Private
Electric: Circuit Breakers, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Oil
Cooling: Central Air

Location

Location Information
Directions: Off Beaman Road or Rowley Hill Road
UnparsedAddress: 66 Osgood Road, Sterling MA 01564

Community Information
Senior CommunityYN: No
Community Features: Tennis Court(s), Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, Highway Access, Public School
HorseYN: Yes

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,565
Stories: 2.0
Lot Size: 6.13 acres
Style: Single Family Residential
Year Built: 2004
Year Renovated: —
County: Worcester County
APN: 4461611

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Chocksett Middle School

Public 5-8 • Assigned • 2.6mi

7/10

Wachusett Regional High School

Public 9-12 • Assigned • 8.4mi

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

3/10 Fire Factor

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

3/10 Heat Factor

7 days above 94° 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

$1.27M – $1.54M

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Home values near 66 Osgood Rd

Data from public records.

Address	Redfin Estimate
85 Osgood Road, Sterling, MA 3 Beds \| 3.5 Baths \| 1835 Sq. Ft.	$679,854
101 Osgood Road, Sterling, MA 4 Beds \| 2.5 Baths \| 2880 Sq. Ft.	$851,787

Address	Redfin Estimate
81 Osgood Road, Sterling, MA 3 Beds \| 2.5 Baths \| 2400 Sq. Ft.	$725,224
99 Osgood Road, Sterling, MA 4 Beds \| 4 Baths \| 6194 Sq. Ft.	$1,606,128

Address	Redfin Estimate
103 Osgood Road, Sterling, MA 3 Beds \| 2.5 Baths \| 2256 Sq. Ft.	$716,060
89 Osgood Road, Sterling, MA 4 Beds \| 2.5 Baths \| 3592 Sq. Ft.	$841,721

Property information provided by MLS PIN when last listed in 2016. This data may not match . Learn more.

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