OFF MARKET

Off Market Dec 2020 for $302K

$435,193

Est. refi paymentEst. refi $913/mo

•

1,248

sq ft

21 Simpson St, Sturbridge, MA 01566

About this home

Move in and relax in this beautiful, well-maintained ranch-style home with many newer updates on a quiet Sturbridge Street. Gorgeous maple cabinets, quartz countertops, new LifeProof floor in kitchen, an updated bathroom, lots of closet space, and beautiful hardwood floors. Buderus furnace, new oil tank, and newer roof and windows. Relax with your morning coffee or tea in your peaceful screen-in porch or your sun-filled living room. The large walkout basement offers tons of storage, and is heated with its own zone, just waiting to be finished. A great yard for entertaining with a fire pit, lots of privacy, and a second driveway leading to a shed/workshop. Great commuter location; just minutes from major highways - Mass pike, Rt. 84 and Rt. 20. Sought after Tantasqua/Burgess school system! This house won’t last.

Single-familyProperty Type

1956Year Built

0.31 acresLot Size

$349Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Dave White • OwnerEntry.com

Bought with Mark Sullivan • Mark C. Sullivan Real Estate

Redfin checked: 3 minutes ago

•Source:MLS PIN #72750532

Redfin Estimate

$435,193

$133K since sold in December 2020$1,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.8% higher than the average sale price ($373K) of 6 comparable homes.

SOLD MAY 7, 2026
$380,000
A
3 beds1 bath1,244 sq ft
26 Roosevelt Dr, Southbridge, MA 01550
SOLD FEB 27, 2026
$395,000
B
3 beds1 bath1,232 sq ft
86 Old Sturbridge Rd, Southbridge, MA 01550
SOLD AUG 19, 2026
$370,000
C
3 beds1.5 baths944 sq ft
50 Roosevelt Dr, Southbridge, MA 01550
SOLD AUG 17, 2026
$270,000
D
3 beds1 bath840 sq ft
52 Crestwood, Southbridge, MA 01550
SOLD JUL 14, 2026
$435,000
E
3 beds1.5 baths1,735 sq ft
46 Willard Rd, Sturbridge, MA 01566
SOLD AUG 28, 2026
$385,000
F
3 beds1 bath2,184 sq ft
60 Pinedale St, Southbridge, MA 01550

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Earn from this home

Sell

$197,625

Est. take-home

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Refinance

Est. cash available

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Rent

$2,649/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

$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 21 Simpson St

Date

Event

Price

MLS PIN #72750532

Dec 23, 2020

Sold

$302,000

$242/sq ft

Nov 21, 2020

Contingent

—

Nov 21, 2020

Relisted

—

Nov 5, 2020

Contingent

—

Oct 29, 2020

Listed

$279,900

$224/sq ft

MLS PIN #71337225

May 10, 2012

Sold

$141,000

$113/sq ft

Apr 19, 2012

Contingent

—

Mar 12, 2012

Price Changed

$150,000

$120/sq ft

Feb 10, 2012

Listed

$159,900

$128/sq ft

+15

Nice ranch on corner lot with great screened in porch... shed in back was work shop..one car garage under goes into large basement great for finishing.. hardwoods throughout.. kitchen and bath vinyl floors... open kitchen & dining area large livingroom with large window.. this is a bright and sunny home. Please fill out attached form and send with all offers.This is a fannie mae homepath property approved for HomePath Renovation Mortgage Financing

Public Records

Aug 3, 1999

Sold

$95,500

$77/sq ft

MLS PIN #30043761

Jun 29, 1995

Sold

$106,500

$85/sq ft

May 1, 1995

Listing Removed

—

May 1, 1995

Listed

$105,900

$85/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$5,739 (+67.6%)

$55,200 + $262,400

$317,600

2021

$3,424

$50,200 + $237,900

$288,100

2020

$3,424 (+7.9%)

$47,800 + $132,200

$180,000

2019

$3,173 (+4.1%)

$49,300 + $116,400

$165,700

2018

$3,048 (+5.1%)

$46,900 + $109,900

$156,800

2017

$2,900 (+1.3%)

$45,100 + $104,400

$149,500

2015

$2,863 (+11.2%)

$43,800 + $105,000

$148,800

2014

$2,575 (−9.1%)

$43,800 + $90,300

$134,100

2013

$2,833 (+0.9%)

$51,100 + $106,700

$157,800

2012

$2,807 (+2.0%)

$51,100 + $108,100

$159,200

2011

$2,752 (+7.6%)

$51,100 + $118,900

$170,000

2010

$2,558 (+4.9%)

$56,900 + $118,900

$175,800

2009

$2,438

$66,900 + $125,700

$192,600

Tax history for 21 Simpson St

Year

Property tax

Land + Additions

Assessment*

2023

$5,739 (+67.6%)

$55,200 + $262,400

$317,600

2021

$3,424

$50,200 + $237,900

$288,100

2020

$3,424 (+7.9%)

$47,800 + $132,200

$180,000

2019

$3,173 (+4.1%)

$49,300 + $116,400

$165,700

2018

$3,048 (+5.1%)

$46,900 + $109,900

$156,800

2017

$2,900 (+1.3%)

$45,100 + $104,400

$149,500

2015

$2,863 (+11.2%)

$43,800 + $105,000

$148,800

2014

$2,575 (−9.1%)

$43,800 + $90,300

$134,100

2013

$2,833 (+0.9%)

$51,100 + $106,700

$157,800

2012

$2,807 (+2.0%)

$51,100 + $108,100

$159,200

2011

$2,752 (+7.6%)

$51,100 + $118,900

$170,000

2010

$2,558 (+4.9%)

$56,900 + $118,900

$175,800

2009

$2,438

$66,900 + $125,700

$192,600

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.31 Acres

Year renovated

—

Sq. Ft.

1,248

Year built

1956

Style

Single Family Residential

County

Worcester County

APN

1704740

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: 4
AttachedGarageYN: Yes
Parking Features: Under, Paved Drive, Paved, Unpaved

Interior

Master Bedroom Information
Area: 152.4
Length: 12.7
Width: 12
Level: First
Features: Ceiling Fan(s),Closet,Flooring - Hardwood,Cable Hookup

Bedroom #2 Information
Area: 115
Length: 11.5
Width: 10
Level: First
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 156
Length: 12
Width: 13
Level: First
Features: Ceiling Fan(s),Closet,Flooring - Hardwood,Cable Hookup

Bathroom Information
# of Bathrooms (Full): 1

Bathroom #1 Information
Area: 63
Length: 9
Width: 7
Level: First
Features: Bathroom - Full,Bathroom - With Tub & Shower,Ceiling Fan(s),Closet - Linen,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Remodeled

Living Room Information
Area: 186
Length: 15.5
Width: 12
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Cable Hookup

Kitchen Information
Area: 212.5
Length: 12.5
Width: 17
Level: First
Features: Ceiling Fan(s),Dining Area,Countertops - Stone/Granite/Solid,Cabinets - Upgraded,Cable Hookup,Remodeled

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

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

Interior Features
# of Rooms (Total): 5
Door Features: Insulated Doors
Window Features: Insulated Windows
Flooring: Tile, Hardwood, Flooring - Hardwood
Interior Features: Closet, Entry Hall, Finish - Sheetrock

Exterior

Building Information
Building Area (Total): 1,248
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Porch - Enclosed
Exterior Features: Porch, Porch - Enclosed, Rain Gutters, Storage, Stone Wall

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.31
Lot Features: Corner Lot, Cleared, Level

Financial

Tax Information
Tax Annual Amount: $3,532
Tax Year: 2021

Utilities

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

Heating & Cooling
Has Heating
Heating: Baseboard, Oil

Location

Location Information
Directions: GPS to 21 Simpson St
UnparsedAddress: 21 Simpson St, Sturbridge MA 01566

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

Public facts

Beds: 3
Baths: 1.0
Sq. Ft.: 1,248
Stories: 1.0
Lot Size: 0.31 acres
Style: Single Family Residential
Year Built: 1956
Year Renovated: —
County: Worcester County
APN: 1704740

Home facts updated by county records on Jul 21, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Burgess Elementary School

Public PreK-6 • Assigned • 2.3mi

7/10

Tantasqua Regional Junior High School

Public 7-8 • Assigned • 5.8mi

5/10

Tantasqua Regional Senior High School

Public 9-12 • Assigned • 6.0mi

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

$414,000 – $501,000

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Home values near 21 Simpson St

Data from public records.

Address	Redfin Estimate
12 Simpson St, Sturbridge, MA 5 Beds \| 2 Baths \| 2300 Sq. Ft.	$493,776
42 Fairview Park Rd, Sturbridge, MA 4 Beds \| 2.5 Baths \| 1938 Sq. Ft.	$517,350

Address	Redfin Estimate
11 Simpson St, Sturbridge, MA 3 Beds \| 2 Baths \| 1586 Sq. Ft.	$396,470
22 Plimpton Ave, Sturbridge, MA 3 Beds \| 1 Baths \| 1250 Sq. Ft.	$399,215

Address	Redfin Estimate
24 Simpson St, Sturbridge, MA 3 Beds \| 1 Baths \| 1254 Sq. Ft.	$374,143
21 Plimpton Ave, Sturbridge, MA 3 Beds \| 2.5 Baths \| 1231 Sq. Ft.	$386,515

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

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About this home

Redfin Estimate

Earn from this home

Market trends in 01566, MA

Sale history for 21 Simpson St

Tax history for 21 Simpson St

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 21 Simpson St

More real estate resources