$479,900
27 Hillside Dr
Sturbridge, MA, 01566
Pool Opening Soon! 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 main living level features all hardwood flooring and an inviting open-concept layout, including the FPLD Living Rm, with cozy pellet stove insert, 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, also with pellet stove, 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 large, sunny backyard and IG pool! Additional highlights include a fire pit, brick walkway & a 2 car garage.
Property Details
Price:
$479,900
MLS #:
73536696
Status:
Pending
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Shepard Hills Neighborhood
Listed Date:
Jun 26, 2026
Finished Sq Ft:
2,209
Total Sq Ft:
2,209
Lot Size:
41,382 sqft / 0.95 acres (approx)
Year Built:
1970
Schools
Elementary School:
Burgess
Middle School:
Tantasqua Jr Hi
High School:
Tantasqua Sr Hi
Interior
Above Grade Finished Area
1397
Appliances
Electric Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Vacuum System
Bathrooms
2 Full Bathrooms
Below Grade Finished Area
812
Cooling
Window Unit(s)
Fireplaces Total
2
Flooring
Wood, Tile, Carpet, Hardwood
Heating
Electric Baseboard, Electric, Pellet Stove
Interior Features
Central Vacuum
Laundry Features
In Basement, Electric Dryer Hookup, Washer Hookup
Main Level Bathrooms
1
Exterior
Accessibility Features
No
Architectural Style
Split Entry
Attached Garage YN
1
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Deck, Pool – Inground, Rain Gutters, Screens, Fenced Yard
Fencing
Fenced
Garage Spaces
2
Lot Features
Cul-De-Sac, Cleared
Open Parking Spaces
6
Open Parking YN
1
Parking Features
Under, Garage Door Opener, Paved Drive, Off Street, Paved
Parking Spots
8
Parking Total
8
Patio And Porch Features
Deck
Roof
Shingle
Window Features
Insulated Windows, Screens
Financial
Tax Year
2026
Taxes
$6,788
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Sturbridge as of Jul 18, 2026
39
Single Family Listed
92
Avg DOM
285
Avg $ / SqFt
$589,144
Avg List Price
Community
- Address27 Hillside Dr Sturbridge MA
- SubdivisionShepard Hills Neighborhood
- CitySturbridge
- CountyWorcester
- Zip Code01566
Subdivisions in Sturbridge
Similar Listings Nearby
Property Summary
- Located in the Shepard Hills Neighborhood subdivision, 27 Hillside Dr Sturbridge MA is a Single Family for sale in Sturbridge, MA, 01566. It is listed for $479,900 and features 3 beds, 2 baths, and has approximately 2,209 square feet of living space, and was originally constructed in 1970. The current price per square foot is $217. The average price per square foot for Single Family listings in Sturbridge is $285. The average listing price for Single Family in Sturbridge is $589,144. To schedule a showing of MLS#73536696 at 27 Hillside Dr in Sturbridge, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of RE/MAX Prof Associates. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
27 Hillside Dr
Sturbridge, MA