27 Hillside Drive, Sturbridge MA 01566

Sturbridge, MA 01566
$449,900
Est. $3,041/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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3
Beds
2
Baths
1,869
Sq Ft
$241
Price/Sq Ft
0.95
Acres
1970
Year Built
2
Garage Spaces
New today
Time on Market
For Sale Listed Oct 29, 2026 • MLS# 73596518 Copied! • Updated Oct 29, 2026

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About this home

Welcome home to this inviting split-entry home, where hardwood floors, sun-filled living spaces, and a backyard oasis come together to create the perfect place to call home! Enter inside to discover a bright, open-concept living area featuring hardwood floors and a bay window that fills the space with natural light. The adjoining dining area offers sliding glass doors leading to the back deck, creating a seamless flow for indoor-outdoor entertaining. The spacious kitchen features crisp white cabinetry, ample countertop space, stainless steel appliances, and a center island perfect for everyday gatherings. Down the hall, you'll find three generously sized bedrooms, all boasting hardwood floors, and a full bath. The finished lower level offers even more room to spread out with a versatile bonus room featuring a picture window, perfect for a family room, home office, or recreation space—the choice is yours! A second full bath and direct access to the attached garage complete this level. Get ready to fall in love with the backyard! Step outside onto the spacious deck overlooking an expansive lawn framed by mature trees, complete with an inground pool that's sure to be the highlight of your summer! Whether you're hosting gatherings, soaking up the sunshine, or simply relaxing poolside, this outdoor retreat has something for everyone! A convenient storage shed adds the finishing touch. Don't miss your opportunity to make this wonderful property your own. Unpack and start making memories in your new home today!

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Price & Status History

Property Timeline

🏠
Listed for Sale
Oct 29, 2026
$449,900
Original listing
Agent: AJ Bruce Office: Lamacchia Realty, Inc.

Tax History

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

Financial Details

Annual Property Tax
$6,788
Tax Year 2026
Assessed Value
$435,100

Facts & Features

2 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1970
Living Area 1,869 sq ft
Lot Size 0.95 acres
Bedrooms 3
Full Baths 2
Total Rooms 6

Interior

Heating Electric Baseboard, Electric
Cooling None, Whole House Fan
Flooring Tile, Carpet, Hardwood, Flooring - Wall To Wall Carpet
Appliances Electric Water Heater, Water Heater, Range, Dishwasher, Refrigerator
Fireplace None
Fireplaces 2
Basement Full, Finished, Interior Entry, Garage Access
Laundry Electric Dryer Hookup, Washer Hookup, In Basement
Features Bonus Room, Central Vacuum

Exterior

Construction Frame
Architecture Split Entry
Roof Shingle
Features Deck - Wood, Pool - Inground, Rain Gutters, Storage
Pool In Ground
Spa None
Fencing None
Patio/Porch Deck - Wood
Garage Spaces 2
Has Garage Yes
Features Attached, Garage Door Opener, Paved Drive, Paved
Total Spaces 10
Electric Circuit Breakers
Water Private
Sewer Private Sewer
Gas None
Other For Electric Range, For Electric Dryer, Washer Hookup
Annual Tax $6,788
Assessed Value $435,100
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures Buyers And Buyers Agents To Perform Due Diligence. Some Photos May Be Virtually Enhanced. Both Pellet Stove Inserts Are Nonfunctional. Bom Due To Previous Buyers Losing Financing!
Possession None
Accepted Financing None
Structure Type []
House Color Tan/Brick
Sq Ft Source Public Record
Sq Ft Disclosures Measurements are approx.
Documents None
County Worcester

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1970
Bedrooms
3
Full Bathrooms
2
Living Area
1,869 sq ft
Total Rooms
6

Floor Layout

Interior Features

Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
Appliances: Electric Water Heater, Water Heater, Range, Dishwasher, Refrigerator
Interior Features: Bonus Room, Central Vacuum
Windows: Window(s) - Picture, Insulated Windows
Basement: Full, Finished, Interior Entry, Garage Access
Laundry: Electric Dryer Hookup, Washer Hookup, In Basement
Security:

Construction & Materials

Style: Split Entry
Year Built: 1970
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Utilities & Systems

Heating: Electric Baseboard, Electric
Cooling: None, Whole House Fan
Hot Water:
Water Source: Private
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck - Wood, Pool - Inground, Rain Gutters, Storage
Patio & Porch: Deck - Wood
Fencing:
Other Structures:
Lot Features:
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 10
Parking Features: Attached, Garage Door Opener, Paved Drive, Paved

Special Features

Fireplaces: 2
Fireplace Type:
Pool: Private Pool
Pool Features: In Ground
Community Amenities: Public Transportation, Shopping, Walk/Jog Trails
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 | #278 of 352 | Score: 34.1
Improved 39 spots from last year
-24.1 below state avg
358 students Diverse
Rising School
Grades K-08
B+
Burgess Elementary School
2.7 mi | #322 of 825 | Score: 49.9
Improved 95 spots from last year
-8.3 below state avg
795 students Moderate
Rising School Strong Attendance
Grades PK-06
M

Middle Schools

1 school
B+
Tantasqua Regional Junior High School
4.0 mi | #142 of 352 | Score: 45.1
Dropped 9 spots from last year
-13.1 below state avg
528 students Less Diverse
Grades 07-08
H

High Schools

2 schools
C+
Tantasqua Regional Vocational High School
6.5 mi | #224 of 346 | Score: 50.1
Improved 26 spots from last year
-8.1 below state avg
525 students Moderate
Strong AP Program High Graduation Rate Rising School Career Tech Programs
Grades 09-12
A
Tantasqua Regional Senior High School
6.5 mi | #41 of 346 | Score: 68.6
Improved 64 spots from last year
+10.4 above state avg
609 students Less Diverse
18 sports • 1,532 athletes
Strong AP Program High Graduation Rate Rising School College Ready Curriculum
Grades 09-12
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Monthly Payment Calculator

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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $566
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

27 Hillside Drive, Sturbridge MA 01566

Sturbridge, MA 01566

Listing Information

Listing Agent AJ Bruce
Listing Office Lamacchia Realty, Inc.
Office Phone 508-290-0303
Agent MLS ID CN213896
Office MLS ID AN7364
Listing Data Updated Oct 29, 2026 11:19 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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