27 Hillside Dr Sturbridge — Photo 1 of 37
$479,900
27 Hillside Dr, Sturbridge, MA 01566
Sturbridge, MA 01566 — Shepard Hills Neighborhood
Beds
3
Baths
2
SqFt
2,209
Style
Single Family
Built
1970
Check out this gorgeous large sunny back yard with inviting IG pool! 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 spacious main living level features all hardwood flooring and an inviting open-concept layout, for the Living Rm, 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 Bedrooms complete this floor. The finished lower level offers additional living area with a Family Rm, 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 amazing level backyard. Additional highlights include a fire pit, brick walkway & a 2 car garage.
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Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Sturbridge, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Electric Water Heater • Range • Dishwasher • Microwave • Refrigerator • Washer • Dryer
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl Main,FirstFlooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Recessed Lighting
Dining Room
Lvl Main,FirstFlooring - Hardwood, French Doors, Deck - Exterior, Exterior Access, Open Floorplan
Kitchen
Lvl Main,FirstFlooring - Hardwood, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Open Floorplan, Recessed Lighting
Family Room
Lvl BasementBathroom - Full, Flooring - Wall to Wall Carpet
Primary Bedroom
Lvl FirstBathroom - Full, Cedar Closet(s), Closet, Flooring - Hardwood
Bedroom 2
Lvl FirstBedroom 3
Lvl FirstCloset, Flooring - Hardwood
Bathroom 1
Lvl Main,FirstBathroom - Full, Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Remodeled
Bathroom 2
Lvl BasementBathroom - Full, Flooring - Stone/Ceramic Tile, Countertops - Upgraded
Population
7,362
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$138K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
7.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Worcester County
1,805 housing units permitted in the last 12 months (+1% vs the prior 12 months) — 1,007 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
ADU Potential
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 2,209 sq ft principal dwelling). Lot size: 41,382 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: Lorraine Herbert
Listing Office: RE/MAX Prof Associates
MLS® Number: 73536696
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