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39 Hillside Dr

Sturbridge, MA 01566

Offered at$599,900

Residential · Active · MLS #73520572
Listing Courtesy of Real Broker MA, LLC | Jim Black Group

4Bedrooms
3Bathrooms
2,851Square feet
1987Year built

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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

An informed starting point

Estimated value$668,486

Estimated range $619,883$717,089

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Sold Jul 21, 2026$552,000

15 Maple Rd

Sold Jun 8, 2026$650,000

28 Modoc Street

Sold Jul 13, 2026$628,000

35 Jennie Circle

Photo insights

Condition signals

Overall presentationaverage

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Sturbridge

MetricThis propertySturbridge
List price$599,900$490,00022% above local
Price / sq ft$210$28727% below local
Days on market1085789% above local
Explore homes 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.