
39 Hillside Dr Sturbridge — Photo 1 of 41
Recent Drop: $50,000
$599,900
Sturbridge, MA 01566 — Westville
Beds
4
Baths
2.5
SqFt
2,851
Style
Single Family
Built
1987
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!
* Analysis is based on 18 actively listed and recently sold comparable properties strictly within Sturbridge, MA.
Water Heater • Range • Dishwasher • Microwave • Plumbed For Ice Maker
Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails • Stable(s)
15 x 13
Flooring - Hardwood, Open Floorplan
14 x 10
Flooring - Hardwood
14 x 12
Flooring - Stone/Ceramic Tile, Balcony / Deck, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Exterior Access, Open Floorplan
21 x 15
Flooring - Hardwood, Open Floorplan
15 x 15
Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet
15 x 13
15 x 12
Closet, Flooring - Wall to Wall Carpet
11 x 10
Closet, Flooring - Wall to Wall Carpet
11 x 5
Bathroom - Full, Bathroom - With Shower Stall, Closet - Linen, Flooring - Stone/Ceramic Tile
9 x 6
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Remodeled
6 x 5
Bathroom - Half, Closet, Flooring - Stone/Ceramic Tile
Was $624,900
Aug 12, 2026
MLS® 73520572
Was $644,900
Jul 11, 2026
MLS® 73520572
Was $649,900
Jun 8, 2026
MLS® 73520572
May 18, 2026
MLS® 73520572
7,362
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$138K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
7.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
1,806 housing units permitted in the last 12 months (-4% vs the prior 12 months) — 1,006 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,851 sq ft principal dwelling). Lot size: 45,738 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Jim Black Group
Listing Office: Provided by MLS PIN
MLS® Number: 73520572
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