56 Shepard Rd, Sturbridge, MA 01566
Property image
Property image
OFF MARKET

56 Shepard Rd
Sturbridge, MA 01566

  • 5 Beds
  • 3.5 Baths
  • 2,480 sqft (on 0.50 acres)

$530,400

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $3,330/mo*
Refinance Your Home

$530,400

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $3,330/mo*
Refinance Your Home
5 Beds
3.5 Baths
2,480 sqft
(on 0.50 acres)

Local Information

  • Map ViewExplore the area around 56 Shepard Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1953
Lot Size
0.5 acres
Living Area
2,480 sqft
Price/Sqft
$214

About this House

Amazing value! 2500 sf of renovated space with 3 full bathrooms and 1/2 bath. Minutes from Mass Pike and I 84. This is a spacious cape that had a legal in-law accessory apartment. The second kitchen has been removed but if needed could be easily added back. This home has too many updates to capture them all. Roof, windows, heating system just installed CENTRAL A/C, plumbing, electrical, kitchen, flooring and more. 1st floor master suite has hardwoods & updated bath with dual closets and custom closet storage solutions. Spacious second floor has a full bath, an additional 3 bedrooms & bonus room. Great to put back to an in-law if needed or use it as a master suite or game area. So many possibilities. All custom window shades will stay with the home. 2 car attached garage with openers large back yard. House has an ADA ramp at front door and a first floor master suite perfect for taking care of aging family.
56 Shepard Rd, Sturbridge, MA 01566 is a 5 bedroom, 4 bathroom, 2,480 sqft single-family home built in 1953. It last sold for $154,000 on Oct 23, 2017. It is currently off market. The Trulia Estimate is $530,400, with a rent estimate of $4,162/month.

Home Details for 56 Shepard Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 2

Lot Information

Lot Area: 0.50 acres

Price History for 56 Shepard Rd

DatePriceEventSource
08/26/2019$369,900ListingRemovedAgent Provided
06/26/2019$369,900PriceChange
Agent Provided
06/11/2019$382,900PriceChange
Agent Provided
05/07/2019$395,000Listed For SaleAgent Provided
10/23/2017$154,000Sold
N/A
08/17/2017$138,000Sold
N/A
03/24/2017$184,500Sold
N/A
03/15/2017$0Listed For SaleAgent Provided
05/07/2004$250,000Sold
N/A

Market trends in Sturbridge

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
6MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$6,914
Assessment$434,000
Home facts updated by county records

Comparable Sales for 56 Shepard Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
64 Shepard Rd, Sturbridge, MA
0.07
Single-Family Home
$220,000
11/18/25
3
1
2,042
10 Blueberry Ln, Sturbridge, MA
0.47
Single-Family Home
$600,000
06/29/26
4
3
2,040
10 Orchard Rd, Sturbridge, MA
0.38
Single-Family Home
$595,000
12/12/25
4
3.5
2,388
7 Orchard Rd, Sturbridge, MA
0.37
Single-Family Home
$487,500
11/21/25
3
2.5
2,607
8 Blueberry Ln, Sturbridge, MA
0.48
Single-Family Home
$545,000
03/12/26
4
2
2,367
42 McGregory Rd, Sturbridge, MA
0.47
Single-Family Home
$572,000
09/05/25
4
2.5
2,049
45 River Rd, Sturbridge, MA
0.52
Single-Family Home
$685,000
07/10/26
4
2.5
2,652
69 Farquhar Rd, Sturbridge, MA
0.43
Single-Family Home
$599,000
03/13/26
4
2.5
2,908
6 Hillside Dr, Sturbridge, MA
0.51
Single-Family Home
$555,000
10/29/25
3
2
2,263
51 Fiske Hill Rd, Sturbridge, MA
0.64
Single-Family Home
$607,500
01/30/26
4
3
2,520

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 56 Shepard Rd.
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
    Flag
  • 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
    Flag
  • Jfgannon1
    "Friendly families. Cup d sac. Well maintained yards. Rural. Wildlife abounds. Children in the neighborhood."
    0
    Flag
  • 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
    Flag
  • Robert d.
    "Incredibly high taxes & a generally snobby attitude from most of the townspeople. The town is not at all business friendly."
    0
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

6 pet-friendly rentals in Sturbridge, MA

Explore by feature - Air Conditioning

7 rentals with air conditioning in Sturbridge, MA

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Sturbridge, MA

Homes for sale near 56 Shepard Rd

Skip to last item
Skip to first item

Off Market Homes Near 56 Shepard Rd

Skip to last item
Skip to first item