2 Hillside Dr, Sturbridge, MA 01566
OFF MARKET

$509,200

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,808 sqft (on 0.77 acres)

2 Hillside Dr, Sturbridge, MA 01566

Est. Refi. Payment $3,262/mo*
Refinance Your Home
Currently Off Market - Sold May 6, 2016 for $287,858

Home Value

Trulia Estimate
$509K
Since last month
Decreased$37K (-6.7%)
Since last year
Decreased$3K (-0.5%)
Since last sale
Increased$222K (+77.3%)
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 +75% in the last 10 years
MonthEstimated value
2026
August 2026$510K
August 2026$510K
July 2026$547K
June 2026$550K
May 2026$542K
April 2026$540K
March 2026$529K
February 2026$522K
January 2026$511K
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
6 Hillside Dr, Sturbridge, MA
0.06
Single-Family Home
$555,000
10/29/25
3
2
2,263
7 Orchard Rd, Sturbridge, MA
0.11
Single-Family Home
$487,500
11/21/25
3
2.5
2,607
8 Shepard Pl, Sturbridge, MA
0.16
Single-Family Home
$545,000
10/27/25
3
1.5
2,160
10 Orchard Rd, Sturbridge, MA
0.15
Single-Family Home
$595,000
12/12/25
4
3.5
2,388
64 Shepard Rd, Sturbridge, MA
0.40
Single-Family Home
$220,000
11/18/25
3
1
2,042
89 River Rd, Sturbridge, MA
0.44
Single-Family Home
$474,900
12/18/25
3
3
1,840
170 Shepard Rd, Sturbridge, MA
0.55
Single-Family Home
$435,000
09/03/26
3
3
2,300
107 Wallace Rd, Sturbridge, MA
0.77
Single-Family Home
$455,000
02/20/26
3
2
2,237
45 River Rd, Sturbridge, MA
0.44
Single-Family Home
$685,000
07/10/26
4
2.5
2,652
62 River Rd, Sturbridge, MA
0.38
Single-Family Home
$375,000
07/30/26
3
1
1,280

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
6 Hillside Dr, Sturbridge, MA 01566
0.06
$572,100
3
2
2,263
Off Market
7 Orchard Rd, Sturbridge, MA 01566
0.11
$487,500
3
2.5
2,607
Recently Sold
10 Orchard Rd, Sturbridge, MA 01566
0.15
$595,000
4
3.5
2,388
Recently Sold
8 Shepard Pl, Sturbridge, MA 01566
0.16
$561,900
3
1.5
2,160
Off Market
7 Shepard Pl, Sturbridge, MA 01566
0.16
$413,000
3
1
1,250
Off Market
85 Shepard Rd, Sturbridge, MA 01566
0.28
$356,300
2
1
816
Off Market
39 Hillside Dr, Sturbridge, MA 01566
0.33
$599,900
4
2.5
2,851
For Sale
62 River Rd, Sturbridge, MA 01566
0.38
$375,000
3
1
1,280
Recently Sold
74 River Rd, Sturbridge, MA 01566
0.39
$400,000
5
1.5
1,634
Recently Sold
45 River Rd, Sturbridge, MA 01566
0.44
$685,000
4
2.5
2,652
Recently Sold
89 River Rd, Sturbridge, MA 01566
0.44
$474,900
3
3
1,840
Recently Sold
47 Shepard Rd, Sturbridge, MA 01566
0.53
$389,800
3
1
1,112
Off Market

Local Information

  • Map ViewExplore the area around 2 Hillside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1951
0.77 acre lot
1,808 sqft
$282/sqft

About this House

New construction benefits without new construction prices. Amazing renovated and restored home - inside and out. Ranch style home in a beautiful setting. Not too late to personalize kitchen, bath and colors including brand new stainless steel/granite kitchen with new cabinets. Original bath is being completely replaced, second bath being added to master bedroom. Operating systems replaced - new hot water tank, new central air, electric service and septic. New siding decks and roof. Wired for surround sound and wi-fi. Over of acre in desirable residential neighborhood with large flat back yard. Quiet, beautiful country setting - yet close to all amenities. Kids can go to school at Burgess elementary- brand new school! Easy commute to Worcester, Hartford, Springfield, Providence, and Boston. Turn- key property for a great value!
2 Hillside Dr, Sturbridge, MA 01566 is a 3 bedroom, 2 bathroom, 1,808 sqft single-family home built in 1951. It last sold for $287,858 on May 6, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $509,200, with a rent estimate of $3,223/month.

Home Details for 2 Hillside Dr

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other

Property Information

Year Built
Year Built: 1951
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.77 acres

Price and Tax history

DateEventPrice
May 6, 2016
Source: N/A
Sold
$287,858
Feb 10, 2016
Source: Agent Provided
Pending
$284,000
Jan 5, 2016
Source: Agent Provided
Listed For Sale
$284,000
May 30, 2014
Source: N/A
Sold
$110,000
May 7, 2013
Source: Agent Provided
ListingRemoved
$115,000

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
    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 2 Hillside Dr

  • What is 2 Hillside Dr estimated to be worth?
    Trulia's estimated value for 2 Hillside Dr in Sturbridge, MA is $509,200.
  • What is the price history for 2 Hillside Dr?
    2 Hillside Dr in Sturbridge, MA last sold for $287,858 in May 2016.
  • 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.
  • How big is the lot at 2 Hillside Dr?
    The lot at 2 Hillside Dr in Sturbridge, MA is about 0.77 acres (33,541 sq ft).

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

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 2 Hillside Dr

Skip to last item
Skip to first item

Homes for sale near 2 Hillside Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item