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

$391,700

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,040 sqft (on 0.56 acres)

206 Shepard Rd, Sturbridge, MA 01566

Est. Refi. Payment $2,573/mo*
Refinance Your Home

Home Value

Trulia Estimate
$392K
Since last month
$100 (0%)
Since last year
Increased$23K (+6.1%)
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 +90% in the last 10 years
MonthEstimated value
2026
September 2026$392K
August 2026$392K
July 2026$393K
June 2026$389K
May 2026$382K
April 2026$381K
March 2026$384K
February 2026$374K
January 2026$379K
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
107 Wallace Rd, Sturbridge, MA
0.23
Single-Family Home
$455,000
02/20/26
3
2
2,237
584 Dennison Dr, Southbridge, MA
0.50
Single-Family Home
$404,000
07/17/26
3
1.5
1,144
170 Shepard Rd, Sturbridge, MA
0.28
Single-Family Home
$435,000
09/03/26
3
3
2,300
567 Dennison Dr, Southbridge, MA
0.51
Single-Family Home
$330,000
02/13/26
3
1.5
1,368
444 Dennison Dr, Southbridge, MA
0.57
Single-Family Home
$450,000
11/28/25
3
1.5
2,011
370 South St, Southbridge, MA
0.81
Single-Family Home
$365,000
09/24/25
2
1.5
1,548
43 Servant Way, Southbridge, MA
0.75
Single-Family Home
$425,000
09/04/26
2
1.5
2,030
40 Dennison Ln, Southbridge, MA
0.74
Single-Family Home
$295,000
09/23/25
3
1.5
1,365
14 Servant Way, Southbridge, MA
0.81
Single-Family Home
$459,000
07/16/26
3
2
1,277
32 Willow Ln, Southbridge, MA
0.65
Single-Family Home
$445,000
10/09/25
3
3
1,872

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
122 Wallace Rd, Sturbridge, MA 01566
0.09
$538,100
3
2.5
2,107
Off Market
99 Breakneck Rd, Southbridge, MA 01550
0.23
$572,600
4
3
2,688
Off Market
107 Wallace Rd, Sturbridge, MA 01566
0.23
$455,000
3
2
2,237
Recently Sold
170 Shepard Rd, Sturbridge, MA 01566
0.28
$435,000
3
3
2,300
Recently Sold
130 Mashapaug Rd, Sturbridge, MA 01566
0.33
$458,100
3
2
1,630
Off Market
6 Belanger Ave, Sturbridge, MA 01566
0.38
$490,000
3
2
1,568
For Sale
757 South St, Southbridge, MA 01550
0.42
$449,800
4
2.5
2,634
For Sale
50 Hillside Dr, Sturbridge, MA 01566
0.42
$1,075,000
4
2.5
2,688
For Sale
86 Harwood Farm Rd, Southbridge, MA 01550
0.46
$498,100
3
2.5
2,343
Off Market
17 Old South Rd #17, Southbridge, MA 01550
0.48
-
2
1
960
Off Market
7-7 Old South Rd, Southbridge, MA 01550
0.50
-
6
4
2,694
Off Market
584 Dennison Dr, Southbridge, MA 01550
0.50
$404,000
3
1.5
1,144
Recently Sold

Local Information

  • Map ViewExplore the area around 206 Shepard Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1952
0.56 acre lot
1,040 sqft
$377/sqft
Garage

About this House

This single-family home is located at 206 Shepard Rd, Sturbridge, MA. 206 Shepard Rd is in Sturbridge, MA and in ZIP code 01566. This property has 2 bedrooms, 2 bathrooms and approximately 1,040 sqft of floor space. This property has a lot size of 0.56 acres and was built in 1952.
206 Shepard Rd, Sturbridge, MA 01566 is a 2 bedroom, 2 bathroom, 1,040 sqft single-family home built in 1952. More recently, it was listed as a rental in November 2019 with an asking price of $850 per month. That rental listing was removed on March 24, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $391,700, with a rent estimate of $2,770/month.

Home Details for 206 Shepard Rd

Interior Features

Interior Details
BasementAdditional StorageAtticIn-law unitNumber of Rooms: 4Types of Rooms: Recreation Room, WorkshopStorageCeiling Fan
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Other, Carpet, Concrete, Hardwood, Laminate, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDryerMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stucco, Vinyl, Cement ConcreteGardenLawnPatioPorch
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 0.56 acres

Price and Tax history

DateEventPrice
Mar 24, 2021
Source: N/A
ListingRemoved
Dec 11, 2019
Source: N/A
ListingRemoved
$800
Dec 7, 2019
Source: N/A
PriceChange
$800
Price decreased by 6%
Nov 13, 2019
Source: N/A
Listed For Rent
$850
Sep 25, 2015
Source: N/A
ListingRemoved
$209,450

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
    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

Frequently asked questions about 206 Shepard Rd

  • What is 206 Shepard Rd estimated to be worth?
    Trulia's estimated value for 206 Shepard Rd in Sturbridge, MA is $391,700.
  • 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.
  • What are the closest schools to 206 Shepard Rd?
    The closest schools to 206 Shepard Rd in Sturbridge, MA are Burgess Elementary School (Pre-K, rated 7/10), Tantasqua Regional Jr High School (rated 5/10), Tantasqua Regional Sr High School (rated 8/10).
  • Does 206 Shepard Rd have laundry facilities?
    Yes, 206 Shepard Rd in Sturbridge, MA has in-unit laundry.
  • How big is the lot at 206 Shepard Rd?
    The lot at 206 Shepard Rd in Sturbridge, MA is about 0.56 acres (24,393 sq ft).

Explore by feature - Air Conditioning

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