OPEN SUN, 11:30AM TO 1PM

For sale

$499,900

Est. $3,361/mo —

•

2,347

sq ft

51 Whittemore Rd, Sturbridge, MA 01566

About this home

**Price Reduction-MOTIVATED SELLERS looking to relocate asap**Welcome home to this beautiful 3-4 bedroom Cape nestled in the highly desirable Fiske Hill neighborhood. Offering just under 2,400 square feet of thoughtfully designed living space, this flexible floor plan features an oversized main-floor bedroom along with an additional first-floor room that can serve as a second bedroom or the perfect home office. Upstairs, you'll find two generously sized bedrooms with exceptional closet space, including a spacious primary suite complete with a private ensuite bath.The bright and inviting tiled laundry room is filled with natural light, making everyday tasks a pleasure. The updated kitchen features new appliances and flows seamlessly into the living spaces, while the screened-in porch offers the perfect spot to enjoy your morning coffee or unwind on warm summer evenings overlooking the backyard.Situated on a generous half-acre lot, this property also includes a walk-up loft above the garage for abundant storage, a new garage door and motor, new appliances, and a new hot water tank for added peace of mind. End your day relaxing on the charming front porch patio with a good book.This is the perfect blend of space and neighborhoodcharm in one of the area's most sought-after neighborhoods. Don't miss your opportunity to make it yours! *

Single-familyProperty Type

1965Year Built

0.46 acresLot Size

$213Price/Sq.Ft.

1 garage spacesParking

Listed by Lexi O'Brien • RE/MAX Prof Associates

Listed by • RE/MAX Prof Associates

Listing updated: Sep 10, 2026 at 12:50pm

Redfin checked: 2 minutes ago

•Source:MLS PIN #73556523

Payment calculator

$3,361 per month

Principal and interest$2,694

Property taxes

$591

HOA dues

Home insurance

$75

Utilities

Add

5 minutes to get started. No credit impact.

Mortgage resources

See this home in person

Open houses

Sunday, Sep 13

11:30am - 1:00pm

Nearby open houses (10)

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2 beds1 bath832 sq ft
4 Fawn Rdg #4, Woodstock, CT 06281
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3 beds2 baths1,813 sq ft
144 Baldwin St, Leicester, MA 01524
OPEN SUN, 11AM TO 1PM
$390,000
2 beds1 bath960 sq ft
320 Mason Rd Ext, Dudley, MA 01571
OPEN SUN, 11AM TO 1PM
$375,000
4 beds1.5 baths1,666 sq ft
24 Litchfield Ave, Southbridge, MA 01550
OPEN SUN, 12PM TO 2PM3D WALKTHROUGH
$438,500
4 beds1.5 baths2,100 sq ft
43 Klebart Ave, Webster, MA 01570
OPEN SUN, 12PM TO 1:30PM
$365,000
2 beds1 bath1,165 sq ft
82 Waite St, Leicester, MA 01524
OPEN SUN, 12PM TO 1:30PM
$229,900
2 beds1 bath1,173 sq ft
91-R Chase Ave #3, Webster, MA 01570
OPEN SUN, 12PM TO 2PM
$589,900
3 beds2.5 baths2,257 sq ft
27 Tannery Rd, Fiskdale, MA 01518
OPEN SUN, 12PM TO 2PM
$529,900
3 beds2 baths2,163 sq ft
2 Highland Ave, Charlton, MA 01507
OPEN SUN, 12:30PM TO 2PM
$499,900
3 beds2 baths2,301 sq ft
18 Old Dudley Rd, Oxford, MA 01540

Around this home

Schools

K - 12
Preschool & daycare

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

Offer insights

51 Whittemore Rd · $499,900

Strong offer

$500K and above

75% chance or better to win

Why $500K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 26 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Wood / Coal / Pellet stove
Open floorplan
Pantry
Stone/granite/solid countertops
Kitchen island
Insulated windows with screens
Six total rooms

Bedrooms
Main level: 2 bedrooms
Primary bedroom (second floor) with cathedral ceilings, ceiling fan, full bathroom access and closet
Bedroom 2 (second floor) with closet
Bedroom 3 (main/first) with closet and hardwood flooring
Bedroom 4 (main/first) with closet and hardwood flooring

Bathrooms
Three full bathrooms
Main/first level bathroom tiled with tub and shower
Second floor bathroom tiled with tub and shower
Second floor bathroom with double vanity and shower stall

Kitchen
Pantry
Stone/granite/solid countertops
Kitchen island
Range
Microwave
ENERGY STAR qualified refrigerator
ENERGY STAR qualified dishwasher
Water heater

Laundry & utility
Main level laundry room with washer hookup and electric dryer hookup

Flooring
Hardwood flooring
Tile flooring
Stone/ceramic tile in bathrooms

Heating & cooling
Baseboard heating
Oil heating
Pellet stove
Window air conditioning units
Thermostat (energy-efficient)

Sale and tax history for 51 Whittemore Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73556523

Sep 10, 2026

Price Changed

$499,900

$213/sq ft

Sep 8, 2026

Price Changed

$519,900

$222/sq ft

Aug 15, 2026

Price Changed

$535,000

$228/sq ft

Jul 29, 2026

Listed

$549,000

$234/sq ft

MLS PIN #72033070

Sep 23, 2016

Sold

$298,000

$127/sq ft

Jul 14, 2016

Pending

—

Jul 5, 2016

Listed

$289,900

$124/sq ft

+25

Refreshing Cape located in one of Sturbridge's most established neighborhoods. This well loved home offers 2347 sqft with 4 Bedrooms & 3 Full Bathrooms. The open first floor layout offers a cozy feel with great flow between kitchen, living room and dining. You'll love the light from the front and back picture windows, hardwood floors and the glow of the pellet stove. Picture perfect kitchen with large butcher block island, white double bowl farmhouse sink, subway tile backsplash, 4 piece stainless appliance set & pantry. The first floor laundry room is absolutely adorable, you'll forget you're doing laundry! Large master bedroom with cathedral ceiling and double vanity en-suite. With 3 additional bedrooms you have plenty of room for everyone or great space for an office or guest suite. The basement is currently set up for an action packed recreation room and also offers a great workshop space. Private tree lined yard with screen room, patio & fully fenced back yard. .

MLS PIN #70418029

Oct 27, 2006

Sold

$285,000

$121/sq ft

Sep 14, 2006

Listing Removed

—

Jul 6, 2006

Listed

$289,900

$124/sq ft

Public Records

Apr 16, 2004

Sold

$295,000

$126/sq ft

MLS PIN #30225149

Jun 30, 1998

Sold

$144,000

$61/sq ft

Jun 7, 1998

Listing Removed

—

May 21, 1998

Listed

$144,900

$62/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,218 (+14.1%)

$75,600 + $268,500

$344,100

2021

$5,451

$68,600 + $243,900

$312,500

2020

$5,451 (+4.8%)

$65,400 + $221,200

$286,600

2019

$5,201 (+4.1%)

$67,400 + $204,200

$271,600

2018

$4,996 (+5.1%)

$64,200 + $192,800

$257,000

2017

$4,755 (+1.0%)

$61,800 + $183,300

$245,100

2016

$4,710 (+1.5%)

$59,900 + $185,300

$245,200

2015

$4,641 (+7.0%)

$59,900 + $181,300

$241,200

2014

$4,339 (−4.5%)

$59,900 + $166,100

$226,000

2013

$4,543 (−1.7%)

$68,300 + $184,800

$253,100

2012

$4,621 (+6.9%)

$68,300 + $193,800

$262,100

2011

$4,321 (+14.7%)

$68,300 + $198,600

$266,900

2010

$3,768 (+4.2%)

$75,800 + $183,200

$259,000

2009

$3,617

$89,000 + $196,700

$285,700

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.46 Acres

Year renovated

—

Finished Sq. Ft.

2,347

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,347

Year built

1965

Style

Single Family Residential

County

Worcester County

APN

1705291

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

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

90/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Sturbridge. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.7 hrs

5.5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 51 Whittemore Rd

$496,560

$3,340 under list price of $500K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $482K to $615K.

BOUGHT WITH REDFIN FEB 27, 2026
$615,000 Last sold price
3 beds2.5 baths2,305 sq ft
55 Fiske Hill Rd, Sturbridge, MA 01566
$54/sq ft
larger lot
35 years older
SOLD MAY 29, 2026
$540,000 Last sold price
4 beds2.5 baths2,080 sq ft
13 Woodlawn Dr, Sturbridge, MA 01566
$47/sq ft
larger lot
8 years newer
SOLD JUL 15, 2026
$559,000 Last sold price
4 beds2.5 baths2,388 sq ft
37 Woodlawn Dr, Sturbridge, MA 01566
$21/sq ft
4 years newer
SOLD JUN 24, 2026
$482,000 Last sold price
3 beds2 baths1,840 sq ft
8 Old Farm Rd, Sturbridge, MA 01566
$49/sq ft
larger lot
SOLD MAR 12, 2026
$545,000 Last sold price
4 beds2 baths2,367 sq ft
8 Blueberry Ln, Sturbridge, MA 01566
$17/sq ft
larger lot
5 years newer
SOLD JUN 30, 2026
$582,900 Last sold price
3 beds2.5 baths2,183 sq ft
76 Fiske Hill Rd, Sturbridge, MA 01566
$54/sq ft
larger lot
3 years older

Rental earnings

Est. $3,053 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

(508) 503-6760

Early Access listings

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Details provided by MLS PIN and may not match the public record. Learn more.

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About this home

Payment calculator

Mortgage resources

See this home in person

Nearby open houses (10)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 51 Whittemore Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 51 Whittemore Rd

Early Access listings

Nearby similar homes

New listings for sale in 01566

More real estate resources