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

$540,800

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 1,570 sqft (on 0.75 acres)

105 Shepard Rd, Sturbridge, MA 01566

Est. Refi. Payment $3,524/mo*
Refinance Your Home
Currently Off Market - Sold Apr 6, 2020 for $336,000

Home Value

Trulia Estimate
$541K
Since last month
Decreased$4K (-0.8%)
Since last year
Increased$25K (+4.8%)
Since last sale
Increased$205K (+60.9%)
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 +94% in the last 10 years
MonthEstimated value
2026
September 2026$541K
August 2026$545K
July 2026$550K
June 2026$556K
May 2026$548K
April 2026$549K
March 2026$539K
February 2026$530K
January 2026$520K
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
8 Shepard Pl, Sturbridge, MA
0.10
Single-Family Home
$545,000
10/27/25
3
1.5
2,160
7 Orchard Rd, Sturbridge, MA
0.19
Single-Family Home
$487,500
11/21/25
3
2.5
2,607
6 Hillside Dr, Sturbridge, MA
0.25
Single-Family Home
$555,000
10/29/25
3
2
2,263
10 Orchard Rd, Sturbridge, MA
0.13
Single-Family Home
$595,000
12/12/25
4
3.5
2,388
170 Shepard Rd, Sturbridge, MA
0.39
Single-Family Home
$435,000
09/03/26
3
3
2,300
71 Shepard Rd, Sturbridge, MA
0.29
Single-Family Home
$260,000
09/21/26
3
1
1,069
107 Wallace Rd, Sturbridge, MA
0.57
Single-Family Home
$455,000
02/20/26
3
2
2,237
64 Shepard Rd, Sturbridge, MA
0.37
Single-Family Home
$220,000
11/18/25
3
1
2,042
89 River Rd, Sturbridge, MA
0.68
Single-Family Home
$474,900
12/18/25
3
3
1,840
45 River Rd, Sturbridge, MA
0.66
Single-Family Home
$685,000
07/10/26
4
2.5
2,652

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
8 Shepard Pl, Sturbridge, MA 01566
0.10
$561,300
3
1.5
2,160
Off Market
7 Shepard Pl, Sturbridge, MA 01566
0.12
$409,100
3
1
1,250
Off Market
10 Orchard Rd, Sturbridge, MA 01566
0.13
$595,000
4
3.5
2,388
Recently Sold
7 Orchard Rd, Sturbridge, MA 01566
0.19
$501,000
3
2.5
2,607
Off Market
85 Shepard Rd, Sturbridge, MA 01566
0.19
$354,900
2
1
816
Off Market
6 Hillside Dr, Sturbridge, MA 01566
0.25
$571,500
3
2
2,263
Off Market
27 Hillside Dr, Sturbridge, MA 01566
0.28
$479,900
3
2
2,209
For Sale
71 Shepard Rd, Sturbridge, MA 01566
0.29
$260,000
3
1
1,069
Recently Sold
39 Hillside Dr, Sturbridge, MA 01566
0.36
$599,900
4
2.5
2,851
For Sale
170 Shepard Rd, Sturbridge, MA 01566
0.39
$435,000
3
3
2,300
Recently Sold
36 Wallace Rd, Sturbridge, MA 01566
0.41
$299,100
2
1
1,248
Off Market
6 Belanger Ave, Sturbridge, MA 01566
0.44
$490,000
3
2
1,568
For Sale

Local Information

  • Map ViewExplore the area around 105 Shepard Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1997
0.75 acre lot
1,570 sqft
$344/sqft

About this House

This single-family home is located at 105 Shepard Rd, Sturbridge, MA. 105 Shepard Rd is in Sturbridge, MA and in ZIP code 01566. This property has 3 bedrooms, 3 bathrooms and approximately 1,570 sqft of floor space. This property has a lot size of 0.75 acres and was built in 1997.
105 Shepard Rd, Sturbridge, MA 01566 is a 3 bedroom, 3 bathroom, 1,570 sqft single-family home built in 1997. It last sold for $336,000 on Apr 6, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $540,800, with a rent estimate of $3,449/month.

Home Details for 105 Shepard Rd

Interior Features

Interior Details
BasementAdditional StorageNumber of Rooms: 7Storage
Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: WallHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPatioPorch
Parking & Garage
Parking Spaces: 4

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.75 acres

Price and Tax history

DateEventPrice
Apr 6, 2020
Source: N/A
Sold
$336,000
Feb 23, 2020
Source: Agent Provided
Pending
$329,900
Feb 18, 2020
Source: Agent Provided
Listed For Sale
$329,900
Jul 25, 1997
Source: N/A
Sold
$143,000

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
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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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 105 Shepard Rd

  • What is 105 Shepard Rd estimated to be worth?
    Trulia's estimated value for 105 Shepard Rd in Sturbridge, MA is $540,800.
  • What is the price history for 105 Shepard Rd?
    105 Shepard Rd in Sturbridge, MA last sold for $336,000 in April 2020.
  • 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 105 Shepard Rd have air conditioning?
    Yes, 105 Shepard Rd in Sturbridge, MA has air conditioning.
  • How big is the lot at 105 Shepard Rd?
    The lot at 105 Shepard Rd in Sturbridge, MA is about 0.75 acres (32,670 sq ft).

Explore by feature - Air Conditioning

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