20 Simpson St, Sturbridge, MA 01566
OFF MARKET

20 Simpson St
Sturbridge, MA 01566

  • 3 Beds
  • 2 Baths
  • 1,330 sqft

$444,800

Trulia Estimate
as of Jul 6, 2026

$444,800

Trulia Estimate
as of Jul 6, 2026
3 Beds
2 Baths
1,330 sqft

Local Information

  • Map ViewExplore the area around 20 Simpson St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 20 Simpson St, Sturbridge, MA. 20 Simpson St is in Sturbridge, MA and in ZIP code 01566. This property has 3 bedrooms, 2 bathrooms and approximately 1,330 sqft of floor space. This property has a lot size of 10018 sqft and was built in 2003.
20 Simpson St, Sturbridge, MA 01566 is a 3 bedroom, 2 bathroom, 1,330 sqft single-family home built in 2003. It last sold for $237,000 on Aug 22, 2003. It is currently off market. The Trulia Estimate is $444,800, with a rent estimate of $2,974/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 20 Simpson St

Interior Features

Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 4

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price History for 20 Simpson St

DatePriceEventSource
08/22/2003$237,000Sold
N/A

Market trends in Sturbridge

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
33
2MoM
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Property Tax and Assessment

Year2025
Tax$5,496
Assessment$345,000
Home facts updated by county records

Comparable Sales for 20 Simpson St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3 Gedeon Ave, Sturbridge, MA
0.08
Single-Family Home
$425,000
07/09/25
4
2
1,980
85 Idlewood St, Southbridge, MA
0.59
Single-Family Home
$378,500
06/02/26
3
2
1,092
6 Berry Farms Rd #1, Sturbridge, MA
0.49
Single-Family Home
$434,900
08/25/25
2
2
1,440
6 Berry Farms Rd #2, Sturbridge, MA
0.49
Single-Family Home
$441,700
09/18/25
2
2
1,493
6 Berry Farms Rd #64, Sturbridge, MA
0.49
Single-Family Home
$449,900
05/07/26
2
2
1,493
1 Leslie Ln, Sturbridge, MA
0.36
Single-Family Home
$425,000
12/31/25
3
1
1,341
38 Glenwood Ave, Southbridge, MA
0.69
Single-Family Home
$395,000
11/19/25
3
2
1,960
64 Shepard Rd, Sturbridge, MA
0.45
Single-Family Home
$220,000
11/18/25
3
1
2,042
86 Old Sturbridge Rd, Southbridge, MA
0.72
Single-Family Home
$395,000
02/27/26
3
1
1,232
26 Roosevelt Dr, Southbridge, MA
0.75
Single-Family Home
$380,000
05/07/26
3
1
1,244

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Simpson St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Sturbridge

At least 52 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 88 % Say parking is easy

  • 83 % Say there's holiday spirit

  • 82 % Say it's dog friendly

  • 79 % Say yards are well-kept

  • 75 % Say it's quiet

  • 72 % Say there's wildlife

  • 67 % Say people would walk alone at night

  • 61 % Say kids play outside

  • 52 % Say they plan to stay for at least 5 years

  • 51 % Say neighbors are friendly

  • 44 % Say streets are well-lit

  • 38 % Say there are community events

  • 35 % Say it's walkable to restaurants

  • 28 % Say there are sidewalks

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Pbbw9dhf4k
    "Farmers markets and social family events. Fun competitions. Music bingo. Trivia nights. Holiday events. "
    0
    Flag
  • Jim Meskauskas
    "You have to drive everywhere. There is no public transportation. I also work from home. There’s nothing else to say."
    0
    Flag
  • James Esterbrook
    "It’s an upper middle class area where people have pets and they walk them….nothing more, nothing less."
    0
    Flag
  • Betsy L.
    "Good town to raise kids in, school system is top notch. Been here for 25 years, never regretted our decision to move here."
    0
    Flag
  • Jfclancey
    "Excellent highway access. Can get to the Pike and i-84 in minutes. Easy to get to Hartford, Worcester, Marlboro, Boston and Springfield. "
    2
    Flag
  • Eyren L.
    "Very quiet, but close to the highway for the commuters. No public transportation beyond school buses, which isn't good for anyone who doesn't drive. Mainly restaurants and hotels are what keep the town thriving, but there are some great hole in the wall shops."
    2
    Flag
  • James E.
    "I love living here, moving here was one of the best decisions I’ve made. Great schools, restaurants, sense of community and lots of young families moving to the area. Excellent amenities like farmers market, farms, outdoor recreation spaces..... "
    0
    Flag
  • Jfgannon1
    "I don’t commute anymore. Work from home. Is an ideal location, though, at the junction of 2 interstate highways, 1US Route 20, SR 131."
    0
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  • Eva G.
    "Farmers market every Sunday on the Common during the Summer through early Fall. Senior Center on Main Street is well organized and offers daily exercise classes at minimal cost, linch everyday and a fantastic newsletter which outlines the month’s events."
    0
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  • Jfgannon1
    "Friendly families. Cup d sac. Well maintained yards. Rural. Wildlife abounds. Children in the neighborhood."
    0
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  • Elizabethlouisepotter
    "There’s a dance studio and a paint-and-sip. The school district is competitive and well-run. Great commuter town."
    0
    Flag
  • Carrina G.
    "Great school, and friendly people. Lots of walking trails. And amazing restaurants. And lots of history "
    1
    Flag
  • Carrina G.
    "Not much Francisco during the day. But a little bit of Traffic during morning and afternoon hours. Busses can be an issue during commute to work. "
    0
    Flag
  • Robert d.
    "Great restaurants. Extremely high taxes and very business unfriendly community. I think maintaining a high tax rate with little to no business opportunities helps to ensure that only the right type of demographic lives here!"
    0
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  • Robert d.
    "Incredibly high taxes & a generally snobby attitude from most of the townspeople. The town is not at all business friendly."
    0
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  • skiross
    "This area, known as Walker Pond, is an "association" development centered on one side of a lake with a state park on the other side. The neighborhood is the greatest around for several reasons. The association dues are approx. $200/year and includes resident use of two beaches with playground equipment for children, boat docks, dedicated swimming areas, volleyball, a ball field, tennis courts, and a horse stable. The area has approx 125 homes and is extremely safe for chidren playing outside. (Cars do not pass through to get to anywhere else.) It is a wonderful family neighborhood! The association is also quite active with 4th of July events, lobster bakes, children's Christmas parties and last day of school picnics, neighborhood yard sales, etc. It is quiet, idyllic, friendly, and happy!"
    0
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11 rentals with air conditioning in Sturbridge, MA

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Homes for sale near 20 Simpson St

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Off Market Homes Near 20 Simpson St

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