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

$527,500

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

56 Shepard Rd, Sturbridge, MA 01566

Est. Refi. Payment $3,438/mo*
Refinance Your Home
Currently Off Market - Sold Oct 23, 2017 for $154,000

Home Value

Trulia Estimate
$528K
Since last month
Increased$5K (+0.9%)
Since last year
Increased$20K (+4%)
Since last sale
Increased$374K (+242.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +130% in the last 10 years
MonthEstimated value
2026
September 2026$528K
August 2026$523K
July 2026$530K
June 2026$534K
May 2026$527K
April 2026$523K
March 2026$521K
February 2026$510K
January 2026$498K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
71 Shepard Rd, Sturbridge, MA
0.16
Single-Family Home
$260,000
09/21/26
3
1
1,069
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 home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
47 Shepard Rd, Sturbridge, MA 01566
0.07
$389,800
3
1
1,112
Off Market
71 Shepard Rd, Sturbridge, MA 01566
0.16
$260,000
3
1
1,069
Recently Sold
20 Shepard Rd, Sturbridge, MA 01566
0.27
$617,500
4
3
2,543
Off Market
85 Shepard Rd, Sturbridge, MA 01566
0.26
$354,900
2
1
816
Off Market
5 Fairview Park Rd #10, Sturbridge, MA 01566
0.31
$231,300
2
1
800
Off Market
5 Fairview Park Rd #12, Sturbridge, MA 01566
0.31
$256,100
2
1
800
Off Market
6 Fairview Park Rd, Sturbridge, MA 01566
0.34
$396,600
2
1
1,344
Off Market
3 Gedeon Ave, Sturbridge, MA 01566
0.35
$441,300
4
2
1,980
Off Market
6 Plimpton Ave, Sturbridge, MA 01566
0.37
$396,700
3
1.5
1,120
Off Market
42 Fairview Park Rd, Sturbridge, MA 01566
0.38
$533,600
4
2.5
1,938
Off Market
7 Orchard Rd, Sturbridge, MA 01566
0.37
$501,000
3
2.5
2,607
Off Market
10 Orchard Rd, Sturbridge, MA 01566
0.38
$595,000
4
3.5
2,388
Recently Sold

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

Single-Family Home
Built in 1953
0.5 acre lot
2,480 sqft
$213/sqft

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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $527,500, with a rent estimate of $4,326/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 and Tax history

DateEventPrice
Aug 26, 2019
Source: Agent Provided
ListingRemoved
$369,900
Jun 26, 2019
Source: Agent Provided
PriceChange
$369,900
Price decreased by 3%
Jun 11, 2019
Source: Agent Provided
PriceChange
$382,900
Price decreased by 3%
May 7, 2019
Source: Agent Provided
Listed For Sale
$395,000
Oct 23, 2017
Source: N/A
Sold
$154,000

Market trends in Sturbridge

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
38
9MoM

Around this home

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
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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
    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

Frequently asked questions about 56 Shepard Rd

  • What is 56 Shepard Rd estimated to be worth?
    Trulia's estimated value for 56 Shepard Rd in Sturbridge, MA is $527,500.
  • What is the price history for 56 Shepard Rd?
    56 Shepard Rd in Sturbridge, MA last sold for $154,000 in October 2017.
  • Is Sturbridge a buyer's or seller's market?
    Sturbridge is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Sturbridge?
    Residents describe Sturbridge, MA as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Sturbridge, MA.
  • Does 56 Shepard Rd have air conditioning?
    Yes, 56 Shepard Rd in Sturbridge, MA has air conditioning.
  • How big is the lot at 56 Shepard Rd?
    The lot at 56 Shepard Rd in Sturbridge, MA is about 0.50 acres (21,780 sq ft).

Explore by feature - Air Conditioning

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Off Market Homes Near 56 Shepard Rd

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