OFF MARKET

Off Market Aug 2019 for $400K

$762,717

Est. refi paymentEst. refi $2,460/mo

•

6,478

sq ft

55 Whittemore Rd, Sturbridge, MA 01566

About this home

Neslted on an acre with PREVIOUS EASEMENT REMOVED. Vaulted open living spaces with window stacks beyond belief. Great room overlooking the grand stairway and fireplace as its focal points. The board room, library and in home office are private areas giving the busy business person places to work. Teen suite or au-pair quarters located on the third floor is vaulted and expansive. In-law suite is strategically located on the first floor. This is a must see property with too many upgrades to mention here. Make an appointment....come and view this iconic porperty and use your imagination to see if you could be its next owner. Very easy highway access to Ma. Pike and Interstate 84.

Single-familyProperty Type

1957Year Built

1 acresLot Size

$118Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Lucie Lemke • Coldwell Banker Residential Brokerage - Worcester - Park Ave.

Bought with Nicole Vadnais • Keller Williams Realty

Redfin checked: 2 minutes ago

•Source:MLS PIN #72448289

Redfin Estimate

$762,717

$363K since sold in August 2019$15K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.1% higher than the average sale price ($663K) of 6 comparable homes.

SOLD AUG 26, 2026
$710,000
A
6 beds4.5 baths4,579 sq ft
14 Maple St, Sturbridge, MA 01566
SOLD JAN 30, 2026
$607,500
B
4 beds3 baths2,520 sq ft
51 Fiske 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 10, 2026
$685,000
D
4 beds2.5 baths2,652 sq ft
45 River Rd, Sturbridge, MA 01566
SOLD JUL 22, 2026
$790,000
E
4 beds3 baths2,762 sq ft
10 Turner Ln, Sturbridge, MA 01566
SOLD JUN 29, 2026
$600,000
F
4 beds3 baths2,040 sq ft
10 Blueberry Ln, Sturbridge, MA 01566

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Earn from this home

Sell

$449,917

Est. take-home

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Refinance

Est. cash available

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Rent

$3,957/mo

Redfin rental estimate

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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 55 Whittemore Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,863 (+15.1%)

$89,900 + $400,600

$490,500

2021

$7,699 (+0.3%)

$81,200 + $364,000

$445,200

2020

$7,675 (+5.0%)

$76,100 + $327,400

$403,500

2019

$7,310 (+4.5%)

$78,400 + $303,300

$381,700

2018

$6,995 (+4.5%)

$74,600 + $285,200

$359,800

2017

$6,691 (+5.1%)

$71,800 + $273,100

$344,900

2015

$6,367 (+5.0%)

$69,800 + $261,100

$330,900

2014

$6,063 (+11.8%)

$69,800 + $246,000

$315,800

2013

$5,423 (+0.9%)

$77,300 + $224,800

$302,100

2012

$5,374 (+4.9%)

$77,300 + $227,500

$304,800

2011

$5,121 (−53.9%)

$77,300 + $239,000

$316,300

2010

$11,119 (+12.7%)

$85,900 + $678,300

$764,200

2009

$9,865

$100,900 + $678,300

$779,200

Tax history for 55 Whittemore Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,863 (+15.1%)

$89,900 + $400,600

$490,500

2021

$7,699 (+0.3%)

$81,200 + $364,000

$445,200

2020

$7,675 (+5.0%)

$76,100 + $327,400

$403,500

2019

$7,310 (+4.5%)

$78,400 + $303,300

$381,700

2018

$6,995 (+4.5%)

$74,600 + $285,200

$359,800

2017

$6,691 (+5.1%)

$71,800 + $273,100

$344,900

2015

$6,367 (+5.0%)

$69,800 + $261,100

$330,900

2014

$6,063 (+11.8%)

$69,800 + $246,000

$315,800

2013

$5,423 (+0.9%)

$77,300 + $224,800

$302,100

2012

$5,374 (+4.9%)

$77,300 + $227,500

$304,800

2011

$5,121 (−53.9%)

$77,300 + $239,000

$316,300

2010

$11,119 (+12.7%)

$85,900 + $678,300

$764,200

2009

$9,865

$100,900 + $678,300

$779,200

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

1.04 Acres

Year renovated

—

Sq. Ft.

7,553

Year built

1957

Style

Single Family Residential

County

Worcester County

APN

1705295

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: 3
# of Covered Spaces: 3
Parking Spaces: 10
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Workshop in Garage, Garage Faces Side, Oversized, Paved Drive, Off Street, Driveway, Paved

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #3 Information
Level: Second
Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet

Bedroom #4 Information
Level: First
Features: Skylight,Cathedral Ceiling(s),Flooring - Hardwood

Bedroom #5 Information
Level: First
Features: Bathroom - Full,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 4
Master Bathroom Features: Yes

Living Room Information
Level: Main,First
Features: Flooring - Hardwood,Exterior Access,Open Floorplan

Family Room Information
Level: Third
Features: Cathedral Ceiling(s),Flooring - Wall to Wall Carpet,Recessed Lighting

Dining Room Information
Level: First
Features: Flooring - Wall to Wall Carpet,Window(s) - Picture,French Doors,Open Floorplan

Kitchen Information
Level: Main,First
Features: Flooring - Stone/Ceramic Tile,Dining Area

Basement Information
Basement: Full, Finished, Walk-Out Access, Interior Entry, Sump Pump, Concrete

Laundry Information
Laundry Features: In Basement, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Interior Features
# of Rooms (Total): 12
Door Features: Insulated Doors, French Doors
Window Features: Skylight, Insulated Windows, Screens
Flooring: Wood, Tile, Carpet, Hardwood, Flooring - Wood
Interior Features: Open Floorplan, Countertops - Stone/Granite/Solid, Wet Bar, Cathedral Ceiling(s), Living/Dining Rm Combo, Gallery, Media Room, Kitchen, Sauna/Steam/Hot Tub, Wet Bar, Walk-Up Attic, Internet Available - Broadband, Other

Exterior

Building Information
Building Area (Total): 6,478
Foundation Details: Concrete Perimeter, Irregular
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate,Renovated Since
Color: White

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Screens, Stone Wall

Property Information
PropertySubType: Single Family Residence
Levels: Multi/Split

Lot Information
Lot Size (Acres): 1
Lot Features: Wooded, 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: $7,308.56
Tax Year: 2019

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Heating: Baseboard, Electric Baseboard, Oil, Electric

Location

Location Information
Directions: Route 20 to Fiske Hill Road to Whittemore
UnparsedAddress: 55 Whittemore Road, Sturbridge MA 01566

Community Information
Senior CommunityYN: No
Community Features: Shopping, Pool, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Private School, Public School, T-Station, University

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 7,553
Stories: 3.0
Lot Size: 1.04 acres
Style: Single Family Residential
Year Built: 1957
Year Renovated: —
County: Worcester County
APN: 1705295

Home facts updated by county records on Jul 21, 2023

Other

Miscellaneous Information
Heat Zones: 6

Listing Information
StandardStatus: Closed

Around this home

Schools

Burgess Elementary School

Public PreK-6 • Assigned • 1.6mi

7/10

Tantasqua Regional Junior High School

Public 7-8 • Assigned • 5.0mi

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

$725,000 – $878,000

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Home values near 55 Whittemore Rd

Data from public records.

Address	Redfin Estimate
62 Whittemore Road, Sturbridge, MA 3 Beds \| 1 Baths \| 1144 Sq. Ft.	$368,866
52 Whittemore Road, Sturbridge, MA 2 Beds \| 1 Baths \| 770 Sq. Ft.	$341,253

Address	Redfin Estimate
56 Whittemore Road, Sturbridge, MA 2 Beds \| 1 Baths \| 1054 Sq. Ft.	$326,238
51 Whittemore Road, Sturbridge, MA 4 Beds \| 3 Baths \| 2347 Sq. Ft.	$497,207

Address	Redfin Estimate
53 Whittemore Road, Sturbridge, MA 4 Beds \| 2.5 Baths \| 1976 Sq. Ft.	$537,992
49 Whittemore Road, Sturbridge, MA 4 Beds \| 2.5 Baths \| 2250 Sq. Ft.	$582,205

Property information provided by MLS PIN when last listed in 2019. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01566, MA

Sale history for 55 Whittemore Rd

Tax history for 55 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 55 Whittemore Rd

More real estate resources