OFF MARKET

Off Market Aug 2023 for $480K

$566,624

Est. refi paymentEst. refi $796/mo

•

2,543

sq ft

20 Shepard Rd, Sturbridge, MA 01566

About this home

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.

Single-familyProperty Type

1946Year Built

0.57 acresLot Size

$223Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Nathan Daniel • Lamacchia Realty, Inc.

Bought with Dori Brewster • Lamacchia Realty, Inc.

Redfin checked: a minute ago

•Source:MLS PIN #73125639

Redfin Estimate

$566,624

$87K since sold in August 2023$0 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.6% lower than the average sale price ($576K) of 6 comparable homes.

SOLD JUN 29, 2026
$600,000
A
4 beds3 baths2,040 sq ft
10 Blueberry Ln, Sturbridge, MA 01566
SOLD MAR 12, 2026
$545,000
B
4 beds2 baths2,367 sq ft
8 Blueberry Ln, Sturbridge, MA 01566
SOLD JAN 30, 2026
$607,500
C
4 beds3 baths2,520 sq ft
51 Fiske Hill Rd, Sturbridge, MA 01566
SOLD JUL 10, 2026
$685,000
D
4 beds2.5 baths2,652 sq ft
45 River Rd, Sturbridge, MA 01566
SOLD JUL 14, 2026
$435,000
E
3 beds1.5 baths1,735 sq ft
46 Willard Rd, Sturbridge, MA 01566
SOLD JUN 30, 2026
$582,900
F
3 beds2.5 baths2,183 sq ft
76 Fiske Hill Rd, Sturbridge, MA 01566

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Earn from this home

Sell

$175,542

Est. take-home

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Refinance

Est. cash available

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Rent

$3,301/mo

Redfin rental estimate

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Market trends in 01566, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.6%

0.0% MoM

Median sale price

$520K

$15K MoM

Avg. days on market

21d

0 days MoM

Recently sold homes

2 MoM

New listings for sale

$375,000
2 beds2 baths1,788 sq ft
92 Colonial Dr #92, Sturbridge, MA 01566
OPEN TODAY, 12PM TO 2PM
$564,900
2 beds2.5 baths2,590 sq ft
36 Betsy Ross Cir #36, Sturbridge, MA 01566
$1,199,000
5 beds3.5 baths2,546 sq ft
11 Cove Dr, Sturbridge, MA 01566
See all

Provided by Redfin

Sale history for 20 Shepard Rd

Date

Event

Price

RENTALBEAST #1

Feb 29, 2024

Rental Removed

$1,550

$1/sq ft

Jan 19, 2024

Listed for Rent

$1,550

$1/sq ft

MLS PIN #73125639

Aug 14, 2023

Sold

$480,000

$189/sq ft

Jun 29, 2023

Listing Removed

—

Jun 15, 2023

Listed

$479,900

$189/sq ft

MLS PIN #72939270

Apr 28, 2022

Sold

$439,900

$173/sq ft

Mar 2, 2022

Contingent

—

Feb 2, 2022

Listed

$439,900

$173/sq ft

+34

Sturbridge - Welcome home. Recently remodeled home with lots of space and room to roam. This large cape has a wonderful layout and an in-law apartment on the first floor for an extended family member or some rental income to help pay the bills. The yard is just waiting for those wonderful gatherings of guests during the warmer months. The large deck and gazebo offer great entertainment areas. The Kitchen is centrally located, making it convenient when entertaining a crowd. The large living room has a fireplace surrounded by built ins and shiny refinished hardwood floors. The large mudroom offers tons of space for all those Winter shoes and coats. The first floor is rounded off with a guest bedroom and full bath. The second floor has two large bedrooms with walk in closets. There is plenty of space in the yard for a garden to raise your own vegetables and fresh flowers. The dry basement offers great space for storage.

MLS PIN #72700580

Sep 18, 2020

Sold

$375,000

$147/sq ft

Aug 6, 2020

Contingent

—

Jul 29, 2020

Listed

$375,000

$147/sq ft

+31

WOW, Vacant Easy to Show, check out this fantastic Cape with in-law Apartment boasting well over 2000 total sqft of fresh paint, flooring, updates and great yard space. Walking in the main house you're greeted with tons of natural light, fresh paint throughout and refinished hardwood floors with large stone fireplace. The kitchen has had a facelift with painted cabinets, new stainless appliances and granite countertop. There is first floor laundry hookups, a vestibule perfect for office space or oversized mudroom. Large first floor bedroom, dining room and a full bath. The 2nd floor boasts 2 large bedrooms with tons of storage space and walk-in closets. The in-law Apt. has vinyl plank flooring, fresh paint and a large floor plan for open living concept with living dining and kitchen and additional bonus of a pellet stove. Separate Bedroom with new carpet and private bath with sliding barn door. Separate entrance and utilities make this a perfect scenario for family or income property.

MLS PIN #30722641

Oct 30, 2003

Sold

$180,000

$71/sq ft

Sep 3, 2003

Listing Removed

—

May 16, 2003

Listed

$184,900

$73/sq ft

Public Records

Oct 17, 1986

Sold

$122,900

$48/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$7,217 (+3.8%)

$79,900 + $319,500

$399,400

2022

$6,955 (+24.8%)

$72,300 + $290,900

$363,200

2021

$5,571

$72,300 + $290,900

$363,200

2020

$5,571 (+6.9%)

$69,000 + $223,900

$292,900

2019

$5,211 (+4.0%)

$71,100 + $201,000

$272,100

2018

$5,012 (+5.0%)

$67,700 + $190,100

$257,800

2017

$4,774 (+18.7%)

$65,100 + $181,000

$246,100

2015

$4,023 (+6.6%)

$63,200 + $145,900

$209,100

2014

$3,775 (−3.6%)

$63,200 + $133,400

$196,600

2013

$3,915 (−1.3%)

$70,800 + $147,300

$218,100

2012

$3,967 (+6.0%)

$70,800 + $154,200

$225,000

2011

$3,742 (+2.5%)

$70,800 + $160,300

$231,100

2010

$3,652 (+6.0%)

$78,600 + $172,400

$251,000

2009

$3,445

$92,700 + $179,400

$272,100

Tax history for 20 Shepard Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,217 (+3.8%)

$79,900 + $319,500

$399,400

2022

$6,955 (+24.8%)

$72,300 + $290,900

$363,200

2021

$5,571

$72,300 + $290,900

$363,200

2020

$5,571 (+6.9%)

$69,000 + $223,900

$292,900

2019

$5,211 (+4.0%)

$71,100 + $201,000

$272,100

2018

$5,012 (+5.0%)

$67,700 + $190,100

$257,800

2017

$4,774 (+18.7%)

$65,100 + $181,000

$246,100

2015

$4,023 (+6.6%)

$63,200 + $145,900

$209,100

2014

$3,775 (−3.6%)

$63,200 + $133,400

$196,600

2013

$3,915 (−1.3%)

$70,800 + $147,300

$218,100

2012

$3,967 (+6.0%)

$70,800 + $154,200

$225,000

2011

$3,742 (+2.5%)

$70,800 + $160,300

$231,100

2010

$3,652 (+6.0%)

$78,600 + $172,400

$251,000

2009

$3,445

$92,700 + $179,400

$272,100

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.57 Acres

Year renovated

—

Sq. Ft.

2,543

Year built

1946

Style

Single Family Residential

County

Worcester County

APN

1704624

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Insulated, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 192
Length: 16
Width: 12
Level: Second
Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet

Bedroom #2 Information
Area: 208
Length: 16
Width: 13
Level: Second
Features: Walk-In Closet(s),Closet,Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet

Bedroom #3 Information
Area: 168
Length: 14
Width: 12
Level: First
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 132
Length: 12
Width: 11
Level: First
Features: Bathroom - Full,Ceiling Fan(s),Closet,Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 3

Bathroom #1 Information
Area: 56
Length: 8
Width: 7
Level: First
Features: Bathroom - Full,Bathroom - With Tub & Shower,Flooring - Vinyl,Countertops - Stone/Granite/Solid

Bathroom #2 Information
Area: 48
Length: 8
Width: 6
Level: Second
Features: Bathroom - Full,Bathroom - With Shower Stall,Flooring - Vinyl,Countertops - Stone/Granite/Solid

Bathroom #3 Information
Area: 45
Length: 9
Width: 5
Level: First
Features: Bathroom - Full,Bathroom - With Shower Stall,Flooring - Vinyl,Countertops - Stone/Granite/Solid

Living Room Information
Area: 364
Length: 26
Width: 14
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Exterior Access

Dining Room Information
Area: 120
Length: 12
Width: 10
Level: First
Features: Flooring - Vinyl

Kitchen Information
Area: 252
Length: 21
Width: 12
Level: First
Features: Flooring - Vinyl,Countertops - Stone/Granite/Solid,Stainless Steel Appliances

Basement Information
Basement: Full, Walk-Out Access, Interior Entry, Concrete, Unfinished

Laundry Information
Laundry Features: Dryer Hookup - Electric, Washer Hookup, Electric Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room, Wood / Coal / Pellet Stove

Interior Features
# of Rooms (Total): 10
Door Features: Insulated Doors, Storm Door(s)
Window Features: Insulated Windows
Flooring: Vinyl, Carpet, Hardwood, Flooring - Vinyl
Interior Features: In-Law Floorplan, Inlaw Apt., Mud Room

Exterior

Building Information
Building Area (Total): 2,543
Foundation Details: Block, Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual,Renovated Since
Color: Blue
Lead Paint: Yes

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Exterior, Deck - Composite
Exterior Features: Deck - Composite, Rain Gutters

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.57
Lot Features: Cleared, Level
Road Surface Type: Paved

Financial

Tax Information
Tax Annual Amount: $7,217
Tax Year: 2023

Utilities

Utility Information
Utilities: for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Private
Electric: Circuit Breakers, 100 Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Electric Baseboard, Oil, Electric, Ductless
Cooling: Ductless

Location

Location Information
Directions: Main St (Rt 131) to Shepard Rd
UnparsedAddress: 20 Shepard Road, Sturbridge MA 01566

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Public School

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,543
Stories: 2.0
Lot Size: 0.57 acres
Style: Single Family Residential
Year Built: 1946
Year Renovated: —
County: Worcester County
APN: 1704624

Home facts updated by county records on Jul 21, 2023

Other

Miscellaneous Information
Heat Zones: 8

Listing Information
Exclusions: Flat Screen Tv, Moveable Island.
StandardStatus: Closed

Around this home

Schools

Burgess Elementary School

Public PreK-6 • Assigned • 1.9mi

7/10

Tantasqua Regional Junior High School

Public 7-8 • Assigned • 5.4mi

5/10

Tantasqua Regional Senior High School

Public 9-12 • Assigned • 5.6mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 93° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Sturbridge, MA • 01566

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$539,000 – $652,000

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Home values near 20 Shepard Rd

Data from public records.

Address	Redfin Estimate
19 Shepard Rd, Sturbridge, MA 3 Beds \| 2 Baths \| 2137 Sq. Ft.	$579,427
41 Shepard Rd, Sturbridge, MA 3 Beds \| 2 Baths \| 1658 Sq. Ft.	$440,306

Address	Redfin Estimate
44 Shepard Rd, Sturbridge, MA 3 Beds \| 1 Baths \| 1806 Sq. Ft.	$433,255
40 Shepard Rd, Sturbridge, MA 3 Beds \| 2 Baths \| 912 Sq. Ft.	$349,787

Address	Redfin Estimate
42 Shepard Rd, Sturbridge, MA 3 Beds \| 1 Baths \| 912 Sq. Ft.	$377,919
39 Shepard Rd, Sturbridge, MA 2 Beds \| 1.5 Baths \| 1341 Sq. Ft.	$408,915

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01566, MA

Sale history for 20 Shepard Rd

Tax history for 20 Shepard Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01566

Home values near 20 Shepard Rd

More real estate resources