
Active
39 Hillside Dr
Sturbridge, MA 01566
Residential · Active · MLS #73520572
Listing Courtesy of Real Broker MA, LLC | Jim Black Group
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MLS PIN data
About this home
Nestled on 1.05 acres in Sturbridge's desirable Westville neighborhood, this beautifully maintained single-family home offers the perfect blend of privacy, natural beauty, and everyday convenience! Set within a picturesque cul-de-sac, enjoy peaceful surroundings ideal for daily walks and a nature-inspired lifestyle, all while remaining just minutes from local amenities. Step inside to a fireplaced living room that flows into a formal dining room and an expansive, sun-filled family room. An eat-in kitchen with granite countertops provides direct access to the deck, creating an easy indoor-outdoor connection, along with a convenient half bath on the main level. Upstairs features a spacious primary suite with an ensuite bathroom, additional generously sized bedrooms, and a tastefully remodeled full bath. A partially finished basement adds versatile living space, while the private, level backyard is ideal for relaxing or entertaining. Notable upgrades include a newer boiler, storm doors, garage doors (2026), a new septic system (2025), and select Harvey replacement windows. An ideal commuter location with easy access to I-90, I-84, and Route 20. Welcome Home!
Property information
Details at a glance
Interior
- Rooms
- 9
- Heating
- Baseboard, Oil, Electric, Wood
- Cooling
- None
- Flooring
- Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
- Fireplaces
- 1
Building
- Style
- Single Family Residence
- Year built
- 1987
- Garage
- 2
- Parking
- 6
- Foundation
- Concrete Perimeter
- Roof
- Shingle
Land & utilities
- Lot size
- 1.05 acres
- Water
- Private
- Sewer
- Private Sewer
- Zoning
- .
Financial
- Annual taxes
- $7,978
- Assessment year
- 2025
Listing history
Price and status timeline
No additional public listing history was supplied for this property.
Property value estimate
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Comparable sales
Recent properties for context


28 Modoc Street

35 Jennie Circle
Photo insights
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Generated from listing photography; not a substitute for an inspection.
Local market context
How this home compares in Sturbridge
Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.
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Common questions
About 39 Hillside Dr
Can I schedule a private showing?
Yes. Request a tour of 39 Hillside Dr and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.




