OFF MARKET

Off Market Jul 2020 for $358K

$582,205

Est. refi paymentEst. refi $1,863/mo

•

2,250

sq ft

49 Whittemore Rd, Sturbridge, MA 01566

About this home

Location Location Location. Located in the highly sought after Fiske Hill neighborhood. Walk through the front door of this completely move in ready home and to the right you have a great bonus room, to the left is a large living room. Up the middle is a nice half bath then into your huge open concept kitchen and dining area. Upstairs you'll find 3 large bedrooms and large bathroom. As well as your own master suite that has a huge closet and attached bath with convenient laundry area. Back downstairs in basement you have a beautifully finished basement with storage area and oversized garage and just outside garage door is a huge open shed for all your yard toys. out back you have the best part of the home the enormous screened in porch to enjoy the beautiful summer nights without the pesky bugs, yard is very big with loads privacy that makes for a very peaceful setting. Home is set way back off the road. Hurry this one wont last long....

Single-familyProperty Type

1984Year Built

1.17 acresLot Size

$259Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Martin Legacy Group • Keller Williams Realty Greater Worcester

Bought with The Riel Estate Team • Keller Williams Realty Greater Worcester

Redfin checked: a minute ago

•Source:MLS PIN #72661366

Redfin Estimate

$582,205

$224K since sold in July 2020$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.1% lower than the average sale price ($627K) of 6 comparable homes.

SOLD JUL 10, 2026
$685,000
A
4 beds2.5 baths2,652 sq ft
45 River Rd, Sturbridge, MA 01566
SOLD JAN 12, 2026
$564,000
B
4 beds2.5 baths2,466 sq ft
6 Apple Hill Rd, Sturbridge, MA 01566
SOLD JUN 30, 2026
$582,900
C
3 beds2.5 baths2,183 sq ft
76 Fiske Hill Rd, Sturbridge, MA 01566
SOLD JUL 22, 2026
$790,000
D
4 beds3 baths2,762 sq ft
10 Turner Ln, Sturbridge, MA 01566
SOLD JUN 29, 2026
$600,000
E
4 beds3 baths2,040 sq ft
10 Blueberry Ln, Sturbridge, MA 01566
SOLD MAY 29, 2026
$540,000
F
4 beds2.5 baths2,080 sq ft
13 Woodlawn Dr, Sturbridge, MA 01566

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$300,351

Est. take-home

List your home with Redfin and save $2,911

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,090/mo

Redfin rental estimate

List your home for rent

Market trends in 01566, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.6%

0.0% MoM

Median sale price

$520K

$15K MoM

Avg. days on market

21d

0 days MoM

Recently sold homes

2 MoM

New listings for sale

NEW 32 HRS AGO
$375,000
2 beds2 baths1,788 sq ft
92 Colonial Dr #92, Sturbridge, MA 01566
OPEN TODAY, 12PM TO 2PM
$564,900
2 beds2.5 baths2,590 sq ft
36 Betsy Ross Cir #36, Sturbridge, MA 01566
$1,199,000
5 beds3.5 baths2,546 sq ft
11 Cove Dr, Sturbridge, MA 01566
See all

Provided by Redfin

Sale history for 49 Whittemore Rd

Date

Event

Price

MLS PIN #72661366

Jul 31, 2020

Sold

$358,000

$159/sq ft

Jun 16, 2020

Pending

—

Jun 2, 2020

Contingent

—

May 25, 2020

Listed

$349,999

$156/sq ft

MLS PIN #72000987

Jul 19, 2016

Sold

$295,000

$131/sq ft

May 7, 2016

Pending

—

May 6, 2016

Listed

$289,900

$129/sq ft

+24

Do not miss out on this opportunity to own a true FOUR BEDROOM Colonial for under $300,000! This home has been updated throughout and features a recently renovated eat-in kitchen with SS appliances, hardwood floors, and island! The open floorplan you are seeking awaits you in this house; the flexible main level layout will work for almost any buyer. Formal dining room and living room. Access to the large screened porch makes enjoying summer evenings so easy! The second floor offers a master suite (with walk-in closet and laundry room) and three other spacious bedrooms and an updated full bath. Recent neutral paint throughout. Spacious mudroom off garage makes coming home easy, plus the basement features a finished playroom / workout area with new flooring. Expanded flat backyard. New roof! Exterior just painted a beautiful fresh grey, and a new garage door was added. Heat with a ducted wood stove for maximum efficiency or choose zoned electric. 5 mins. to 90/84/20. Don't wait!

MLS PIN #30690153

Jul 3, 2003

Sold

$249,000

$111/sq ft

May 22, 2003

Listing Removed

—

Feb 15, 2003

Listed

$249,900

$111/sq ft

MLS PIN #19048781

Dec 10, 1993

Sold

$151,300

$67/sq ft

Aug 31, 1993

Listed

$154,900

$69/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,420 (+20.7%)

$90,400 + $264,900

$355,300

2021

$5,318

$81,700 + $241,000

$322,700

2020

$5,318 (+4.1%)

$77,900 + $201,700

$279,600

2019

$5,111 (+4.4%)

$80,100 + $186,800

$266,900

2018

$4,897 (+4.4%)

$76,300 + $175,600

$251,900

2017

$4,691 (+1.6%)

$73,600 + $168,200

$241,800

2016

$4,616 (+0.7%)

$71,400 + $168,900

$240,300

2015

$4,585 (+4.4%)

$71,400 + $166,900

$238,300

2014

$4,391 (−1.0%)

$71,400 + $157,300

$228,700

2013

$4,437 (+1.0%)

$79,000 + $168,200

$247,200

2012

$4,395 (+5.3%)

$79,000 + $170,300

$249,300

2011

$4,175 (+5.1%)

$79,000 + $178,900

$257,900

2010

$3,972 (+8.8%)

$87,900 + $185,100

$273,000

2009

$3,651

$103,300 + $185,100

$288,400

Tax history for 49 Whittemore Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,420 (+20.7%)

$90,400 + $264,900

$355,300

2021

$5,318

$81,700 + $241,000

$322,700

2020

$5,318 (+4.1%)

$77,900 + $201,700

$279,600

2019

$5,111 (+4.4%)

$80,100 + $186,800

$266,900

2018

$4,897 (+4.4%)

$76,300 + $175,600

$251,900

2017

$4,691 (+1.6%)

$73,600 + $168,200

$241,800

2016

$4,616 (+0.7%)

$71,400 + $168,900

$240,300

2015

$4,585 (+4.4%)

$71,400 + $166,900

$238,300

2014

$4,391 (−1.0%)

$71,400 + $157,300

$228,700

2013

$4,437 (+1.0%)

$79,000 + $168,200

$247,200

2012

$4,395 (+5.3%)

$79,000 + $170,300

$249,300

2011

$4,175 (+5.1%)

$79,000 + $178,900

$257,900

2010

$3,972 (+8.8%)

$87,900 + $185,100

$273,000

2009

$3,651

$103,300 + $185,100

$288,400

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.17 Acres

Year renovated

—

Sq. Ft.

2,052

Year built

1984

Style

Single Family Residential

County

Worcester County

APN

1705290

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: 1
# of Covered Spaces: 1
Parking Spaces: 7
AttachedGarageYN: Yes
Parking Features: Attached, Under, Garage Door Opener, Workshop in Garage, Paved Drive, Off Street, Driveway, Paved

Interior

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Basement Information
Basement: Full, Finished, Walk-Out Access, Interior Entry, Garage Access

Laundry Information
Laundry Features: Electric Dryer Hookup, Washer Hookup

Interior Features
# of Rooms (Total): 7
Door Features: Insulated Doors
Window Features: Insulated Windows
Flooring: Tile, Hardwood

Exterior

Building Information
Building Area (Total): 2,250
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Lead Paint: None

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch - Enclosed, Enclosed
Exterior Features: Porch - Enclosed, Patio - Enclosed

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 1.17
Lot Features: Wooded, Cleared
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $5,318
Tax Year: 2020

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Electric, Pellet Stove
Cooling: Window Unit(s)

Location

Location Information
Directions: Fiske hill rd to Whittemore rd
UnparsedAddress: 49 Whittemore Rd, Sturbridge MA 01566

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, University

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,052
Stories: 2.0
Lot Size: 1.17 acres
Style: Single Family Residential
Year Built: 1984
Year Renovated: —
County: Worcester County
APN: 1705290

Home facts updated by county records on Jul 21, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Burgess Elementary School

Public PreK-6 • Assigned • 1.5mi

7/10

Tantasqua Regional Junior High School

Public 7-8 • Assigned • 4.9mi

5/10

Tantasqua Regional Senior High School

Public 9-12 • Assigned • 5.1mi

8/10

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

3/10 Heat Factor

7 days above 93° 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

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

Provided by First Street

Historical weather

Sturbridge, MA • 01566

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

$554,000 – $670,000

Reach more buyers when you sell with Redfin. Save up to $5,822 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

OPEN TODAY, 11AM TO 1PM

$375,000

4 beds1.5 baths1,666 sq ft

24 Litchfield Ave, Southbridge, MA 01550

OPEN TODAY, 11:30AM TO 1PM

$499,900

4 beds3 baths2,347 sq ft

51 Whittemore Rd, Sturbridge, MA 01566

$549,900

2 beds1 bath704 sq ft

79 7th St, Brimfield, MA 01010

$344,900

2 beds1 bath864 sq ft

25 Pinedale St, Southbridge, MA 01550

3D WALKTHROUGH

$489,900

3 beds2.5 baths1,723 sq ft

31 Servant Way, Southbridge, MA 01550

OPEN TODAY, 12:30PM TO 2PM

$299,900

2 beds1 bath889 sq ft

83 New Boston Rd, Sturbridge, MA 01566

New listings for sale in 01566

NEW 32 HRS AGO

$375,000

2 beds2 baths1,788 sq ft

92 Colonial Dr #92, Sturbridge, MA 01566

OPEN TODAY, 12PM TO 2PM

$564,900

2 beds2.5 baths2,590 sq ft

36 Betsy Ross Cir #36, Sturbridge, MA 01566

$1,199,000

5 beds3.5 baths2,546 sq ft

11 Cove Dr, Sturbridge, MA 01566

Home values near 49 Whittemore Rd

Data from public records.

Address	Redfin Estimate
62 Whittemore Rd, Sturbridge, MA 3 Beds \| 1 Baths \| 1144 Sq. Ft.	$368,866
53 Whittemore Rd, Sturbridge, MA 4 Beds \| 2.5 Baths \| 1976 Sq. Ft.	$537,992

Address	Redfin Estimate
56 Whittemore Rd, Sturbridge, MA 2 Beds \| 1 Baths \| 1054 Sq. Ft.	$326,238
52 Whittemore Rd, Sturbridge, MA 2 Beds \| 1 Baths \| 770 Sq. Ft.	$341,253

Address	Redfin Estimate
55 Whittemore Rd, Sturbridge, MA 6 Beds \| 4 Baths \| 6478 Sq. Ft.	$762,717
51 Whittemore Rd, Sturbridge, MA 4 Beds \| 3 Baths \| 2347 Sq. Ft.	$497,207

Property information provided by MLS PIN when last listed in 2020. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Ellington homes for sale
Coventry homes for sale
Thompson homes for sale
Woodstock homes for sale
Tolland homes for sale

01550 homes for sale
01507 homes for sale
01566 homes for sale
01518 homes for sale

Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Sturbridge Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings
Agents near me	Quincy, MA homes for sale	Sturbridge Housing Market

Shrewsbury homes for sale
Worcester homes for sale
Holden homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 01566, MA

Sale history for 49 Whittemore Rd

Tax history for 49 Whittemore Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01566

Home values near 49 Whittemore Rd

More real estate resources