27 Hillside Dr, Sturbridge MA 01566

Sturbridge, MA 01566 • Shepard Hills Neighborhood

$479,900

Est. $3,192/month

3

Beds

2

Baths

2,209

Sq Ft

$217

Price/Sq Ft

0.95

Acres

1970

Year Built

Single Family Residence

Type

56 minutes

Time on Market

Active Open House Listed Jun 26, 2026 • MLS# 73536696 Copied!

About this home

Welcome home to this spacious 3 BR 2 BA Home located in the desirable Hillside Drive Neighborhood! Situated on a quiet cul-de-sac street, this home offers a convenient location for commuters while being just minutes to shopping, dining and everyday amenities. The main living level features all hardwood flooring and an inviting open-concept layout, including the FPLD Living Rm, with cozy pellet stove insert, Dining Area and Kitchen with a center island-perfect for entertaining. The Primary BR enjoys direct access to the recently renovated full Bath, while 2 additional Bedroms complete this floor. The finished lower level offers additional living area with a Family Rm, also with pellet stove, and the 2nd Full Bath, ideal for guests, at home office or recreation area. Double French Doors from the main living area lead to an expansive 14 x 24 Deck overlooking the large, sunny backyard and IG pool! Additional highlights include a brick walkway and a 2 car garage. Available now

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Property Overview

Property Type

Single Family Residence

Listing Type

For Sale

Year Built

1970

Bedrooms

3

Full Bathrooms

2

Living Area

2,209 sq ft

Total Rooms

7

Open House Schedule

28

Jun

Sunday, June 28

12:00 PM - 2:00 PM EDT

Facts & Features

2 Car Garage

Home Facts

Type Residential

Style Single Family Residence

Year Built 1970

Living Area 2,209 sq ft

Lot Size 0.95 acres

Bedrooms 3

Full Baths 2

Total Rooms 7

Interior

Heating Electric Baseboard, Electric, Pellet Stove

Cooling Window Unit(s)

Flooring Wood, Tile, Carpet, Hardwood

Appliances Electric Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Vacuum System

Fireplace Family Room, Living Room

Fireplaces 2

Basement Finished, Walk-out Access, Interior Entry, Garage Access, Concrete

Laundry In Basement, Electric Dryer Hookup, Washer Hookup

Features Central Vacuum

Exterior

Construction Frame

Architecture Split Entry

Roof Shingle

Features Deck, Pool - Inground, Rain Gutters, Screens, Fenced Yard

Pool In Ground

Spa None

Fencing Fenced

Patio/Porch Deck

Parking

Garage Spaces 2

Has Garage Yes

Features Under, Garage Door Opener, Paved Drive, Off Street, Paved

Total Spaces 8

Utilities

Electric Circuit Breakers

Water Private

Sewer Private Sewer

Gas None

Other For Electric Range, For Electric Dryer, Washer Hookup

Financial

Annual Tax $6,788

Assessed Value $435,100

Interior Features

Flooring: Wood, Tile, Carpet, Hardwood

Appliances: Electric Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Vacuum System

Interior Features: Central Vacuum

Windows: Insulated Windows, Screens

Basement: Finished, Walk-Out Access, Interior Entry, Garage Access, Concrete

Laundry: In Basement, Electric Dryer Hookup, Washer Hookup

Security:

Construction & Materials

Style: Split Entry

Year Built: 1970

Structure Type:

Exterior Materials: Frame

Roof: Shingle

Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Electric Baseboard, Electric, Pellet Stove

Cooling: Window Unit(s)

Hot Water:

Water Source: Private

Sewer: Private Sewer

Energy Features:

Exterior & Lot

Exterior Features: Deck, Pool - Inground, Rain Gutters, Screens, Fenced Yard

Patio & Porch: Deck

Fencing: Fenced

Other Structures:

Lot Features: Cul-De-Sac, Cleared

Road Frontage: 150.00 ft

Road Surface: Paved

Parking & Garage

Garage Spaces: 2

Garage Type: Attached

Total Parking Spaces: 8

Parking Features: Under, Garage Door Opener, Paved Drive, Off Street, Paved

Special Features

Fireplaces: 2

Fireplace Type: Family Room, Living Room

Pool: Private Pool

Pool Features: In Ground

Community Amenities:

Location

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Neighborhood

Shepard Hills Neighborhood

27 Hillside Dr, Sturbridge MA 01566

Sturbridge, MA 01566

Walkability

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Nearby Schools

School District

Sturbridge School District local

B

✓ School Safety 2024-25

0.0% Very Low (Safest)

↓ 5.5% below state avg

E

Elementary Schools

2 schools

C

Old Sturbridge Academy Charter Public School

2.4 mi | #284 of 352 | Score: 32.8

Improved 33 spots from last year

-25.4 below state avg

356 students Diverse

Rising School

Grades K-08

B+

Burgess Elementary School

2.7 mi | #330 of 824 | Score: 49.9

Improved 87 spots from last year

-8.4 below state avg

842 students Moderate

Rising School

Grades PK-06

M

Middle Schools

1 school

B+

Tantasqua Regional Junior High School

4.0 mi | #143 of 352 | Score: 44.9

Dropped 10 spots from last year

-13.3 below state avg

576 students Less Diverse

Grades 07-08

H

High Schools

2 schools

C+

Tantasqua Regional Vocational High School

6.5 mi | #231 of 346 | Score: 48.4

Improved 19 spots from last year

-9.8 below state avg

542 students Less Diverse

Strong AP Program Career Tech Programs

Grades 09-12

A

Tantasqua Regional Senior High School

6.5 mi | #40 of 346 | Score: 68.4

Improved 65 spots from last year

+10.2 above state avg

632 students Less Diverse

18 sports • 1,532 athletes

Strong AP Program Rising School College Ready Curriculum Strong Athletics

Grades 09-12

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Property History

Property Timeline

🏠

Listed for Sale

Jun 26, 2026

$479,900

Original listing

Agent: Lorraine Herbert Office: RE/MAX Prof Associates

Date	Event	Price	Change	$/sqft	Details
06/26/2026	🏠 Listed for Sale	$479,900	-	-	Original listing

Price & Status History

Date	Event	Price	Change
Jun 26, 2026	New Listing Added	$479,900	—

Market Statistics

Time on Market

56 minutes

Price per Sq Ft

$217

Tax History

Year	Taxes	Assessment
2026	$6,788	$435,100

Financial Details

Annual Property Tax

$6,788

Tax Year 2026

Assessed Value

$435,100

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27 Hillside Dr, Sturbridge MA 01566

About this home

Property Overview

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Home Facts

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Parking

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Interior Features

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Heating, Cooling & Utilities

Exterior & Lot

Parking & Garage

Special Features

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High Schools

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