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

$617,500

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,543 sqft (on 0.57 acres)

20 Shepard Rd, Sturbridge, MA 01566

Est. Refi. Payment $4,013/mo*
Refinance Your Home
Currently Off Market - Sold Aug 14, 2023 for $480,000

Home Value

Trulia Estimate
$618K
Since last month
Increased$13K (+2.1%)
Since last year
Increased$91K (+17.2%)
Since last sale
Increased$138K (+28.6%)
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 +132% in the last 10 years
MonthEstimated value
2026
September 2026$618K
August 2026$605K
July 2026$616K
June 2026$619K
May 2026$602K
April 2026$612K
March 2026$596K
February 2026$596K
January 2026$594K
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
10 Blueberry Ln, Sturbridge, MA
0.25
Single-Family Home
$600,000
06/29/26
4
3
2,040
8 Blueberry Ln, Sturbridge, MA
0.27
Single-Family Home
$545,000
03/12/26
4
2
2,367
51 Fiske Hill Rd, Sturbridge, MA
0.52
Single-Family Home
$607,500
01/30/26
4
3
2,520
69 Farquhar Rd, Sturbridge, MA
0.43
Single-Family Home
$599,000
03/13/26
4
2.5
2,908
7 Orchard Rd, Sturbridge, MA
0.63
Single-Family Home
$487,500
11/21/25
3
2.5
2,607
10 Turner Ln, Sturbridge, MA
0.49
Single-Family Home
$790,000
07/22/26
4
3
2,762
55 Fiske Hill Rd, Sturbridge, MA
0.51
Single-Family Home
$615,000
02/27/26
3
2.5
2,305
45 River Rd, Sturbridge, MA
0.62
Single-Family Home
$685,000
07/10/26
4
2.5
2,652
10 Orchard Rd, Sturbridge, MA
0.65
Single-Family Home
$595,000
12/12/25
4
3.5
2,388

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
10 Blueberry Ln, Sturbridge, MA 01566
0.25
$600,000
4
3
2,040
Recently Sold
137 Fairview Park Rd, Sturbridge, MA 01566
0.24
$443,200
3
2
1,550
Off Market
8 Blueberry Ln, Sturbridge, MA 01566
0.27
$545,000
4
2
2,367
Recently Sold
47 Shepard Rd, Sturbridge, MA 01566
0.22
$389,800
3
1
1,112
Off Market
75 Fairview Park Rd, Sturbridge, MA 01566
0.32
$412,000
2
1
1,404
Recently Sold
42 McGregory Rd, Sturbridge, MA 01566
0.35
$591,500
4
2.5
2,049
Off Market
38 McGregory Rd, Sturbridge, MA 01566
0.36
$606,800
4
3.5
2,016
Off Market
5 Woodside Cir, Sturbridge, MA 01566
0.40
$660,000
4
2.5
2,816
Off Market
42 Fairview Park Rd, Sturbridge, MA 01566
0.38
$533,600
4
2.5
1,938
Off Market
69 Farquhar Rd, Sturbridge, MA 01566
0.43
$599,000
4
2.5
2,908
Recently Sold
200 Main St, Sturbridge, MA 01566
0.44
$385,000
3
2
1,440
Recently Sold

Local Information

  • Map ViewExplore the area around 20 Shepard Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1946
0.57 acre lot
2,543 sqft
$243/sqft
1 Car Garage

About this House

What's unique:Large backyard
Introducing a stunning sprawling cape with in-law apartment, perfect for those seeking a spacious & versatile home. Upon entering, you are greeted by a warm & inviting living room adorned w/ a fireplace & built-in cabinets, creating a cozy ambiance. Connected to the living room is the dining room, ideal for hosting a dinner party. The well-appointed kitchen showcases modern s/s appliances, granite counters & white cabinets - a delightful space to cook those homestyle meals. First-floor laundry rm! The upstairs bedrooms are equipped w/ mini-split heating & cooling system. Outside the tranquil backyard w/ gazebo is a sanctuary for nature lovers w/ endless possibilities for gardening. An oversized back deck awaits, providing an ideal setting for enjoying the serenity of the surroundings. New roof & new gutter system (2023). This home offers an an exceptional feature—a 1 bedroom in-law suite w/ living area, kitchenette & full bath. A true gem for those seeking a serene and inviting home.
20 Shepard Rd, Sturbridge, MA 01566 is a 4 bedroom, 3 bathroom, 2,543 sqft single-family home built in 1946. It last sold for the $479,900 asking price on Aug 14, 2023. More recently, it was listed as a rental in February 2026 with an asking price of $1,800 per month. That rental listing was removed on March 28, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $617,500, with a rent estimate of $1,845/month.
Last check for updates: about 2 hours ago
Listed by Nathan Stewart, (413) 387-8608
Lamacchia Realty, Inc., (508) 425-7372
Bought with: Dori Brewster, (857) 260-9532, Lamacchia Realty, Inc., (339) 645-9300
Source: MLS PIN, MLS#73125639

Home Details for 20 Shepard Rd

Interior Features

Interior Details
Basement: Full,Walk-Out Access,Interior Entry,Concrete,UnfinishedNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2543 Square Feet
Appliances & Utilities
Utilities: for Electric Dryer, Washer HookupAppliances: Electric Water Heater, Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer, OtherDishwasherDryerLaundry: Dryer Hookup - Electric,Washer Hookup,Electric Dryer HookupRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Electric Baseboard,Oil,Electric,DuctlessHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living Room, Wood / Coal / Pellet StoveHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 100 Amp Service
Windows, Doors, Floors & Walls
Window: Insulated WindowsDoor: Insulated Doors, Storm Door(s)Flooring: Vinyl, Carpet, Hardwood, Flooring - Vinyl
Levels, Entrance, & Accessibility
Floors: Vinyl, Carpet, Hardwood, Flooring Vinyl

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - Exterior, Deck - CompositeExterior: Deck - Composite, Rain GuttersFoundation: Block, Stone
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 7Parking: Attached,Garage Door Opener,Insulated,Paved Drive,Off Street,Paved
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1946
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Flat Screen Tv, Moveable Island.Parcel Number: M:575 B:000 L:3437020, 1704624

Price & Status

Price
List Price: $479,900
Status Change & Dates
Off Market Date: Thu Aug 10 2023

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: Sturbridge
School Information
Elementary School: BurgessJr High / Middle School: TantasquaHigh School: Tantasqua

Building

Building Area
Building Area: 2543 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.57 acres

Miscellaneous

BasementMls Number: 73125639

Additional Information

Public TransportationShoppingParkWalk/Jog TrailsGolfMedical FacilityLaundromatBike PathConservation AreaHighway AccessHouse of WorshipPublic School

Price and Tax history

DateEventPrice
Mar 28, 2026
Source: Zillow Rentals
ListingRemoved
$1,800
Feb 11, 2026
Source: Zillow Rentals
Listed For Rent
$1,800
Jan 4, 2025
Source: Zillow Rentals
ListingRemoved
$1,550
Jan 3, 2025
Source: Zillow Rentals
Listed For Rent
$1,550
Jan 17, 2024
Source: Zillow Rentals
ListingRemoved

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
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  • 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
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LGBTQ Local Legal Protections

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 20 Shepard Rd

  • What is 20 Shepard Rd estimated to be worth?
    Trulia's estimated value for 20 Shepard Rd in Sturbridge, MA is $617,500.
  • What is the price history for 20 Shepard Rd?
    20 Shepard Rd in Sturbridge, MA last sold for $480,000 in August 2023.
  • 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 20 Shepard Rd have air conditioning?
    Yes, 20 Shepard Rd in Sturbridge, MA has air conditioning.
  • Does 20 Shepard Rd have laundry facilities?
    Yes, 20 Shepard Rd in Sturbridge, MA has in-unit laundry.

Explore by feature - Air Conditioning

9 rentals with air conditioning in Sturbridge, MA

Explore by feature - Washer/dryer

8 rentals with a washer/dryer in Sturbridge, MA

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Off Market Homes Near 20 Shepard Rd

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