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27 Hillside DriveSturbridge, MA 01566

For Sale

$449,900

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Welcome home to this inviting split-entry home, where hardwood floors, sun-filled living spaces, and a backyard oasis come together to create the perfect place to call home! Enter inside to discover a bright, open-concept living area featuring hardwood floors and a bay window that fills the space with natural light. The adjoining dining area offers sliding glass doors leading to the back deck, creating a seamless flow for indoor-outdoor entertaining. The spacious kitchen features crisp white cabinetry, ample countertop space, stainless steel appliances, and a center island perfect for everyday gatherings. Down the hall, you'll find three generously sized bedrooms, all boasting hardwood floors, and a full bath. The finished lower level offers even more room to spread out with a versatile bonus room featuring a picture window, perfect for a family room, home office, or recreation space—the choice is yours! A second full bath and direct access to the attached garage complete this level. Get ready to fall in love with the backyard! Step outside onto the spacious deck overlooking an expansive lawn framed by mature trees, complete with an inground pool that's sure to be the highlight of your summer! Whether you're hosting gatherings, soaking up the sunshine, or simply relaxing poolside, this outdoor retreat has something for everyone! A convenient storage shed adds the finishing touch. Don't miss your opportunity to make this wonderful property your own. Unpack and start making memories in your new home today!

Listed by AJ Bruce

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Lamacchia Realty, Inc.

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6176469613

Last updated October 30, 2026

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Source: MLSPin #73596518

Listing Facts

  • TypeSingle-family
  • NeighborhoodSturbridge
  • Bedrooms3
  • Bathrooms2
  • Days on Prevu2
  • Taxes$6,788/year
  • Size1,869 sqft
  • Price per sqft$241

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Parking
  • Swimming Pool

Location

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Listing History

10/29/2026
Listed by Lamacchia Realty, Inc.
$449,900
  1. 10/29/2026$449,900
    Listed by Lamacchia Realty, Inc.

Property Details for 27 Hillside Drive

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows
  • Year Built: 1970
  • Year Built Details: Actual
  • Architectural Style: Split Entry
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters, Storage

Features

  • Other Structures: Storage
  • Patio And Porch Features: Deck
  • Pool Features: In Ground, Private
  • Pool Private: Yes

Measurements

  • Building Area Total: 1,869
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.95
  • Lot Size Area: 0
  • Lot Size Square Feet: 41,382
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:0340 B:3846 L:0027,1703070
  • Tax Annual Amount: $6,788.00
  • Tax Assessed Value: $435,100.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Electric Water Heater, Water Heater, Range, Dishwasher, Refrigerator
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Tile, Carpet, Hardwood
  • Interior Features: Central Vacuum, Master Downstairs, Recessed Lighting

Measurements

  • Living Area: 1,869
  • Living Area Source: Public Records

Rooms

  • Basement: Full, Finished, Interior Entry
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Rooms Total: 6

Other

Location

  • Tax Block: 3846
  • Tax Lot: 27

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 8
  • Open Parking: Yes
  • Parking Features: Paved, Attached, Garage Door Opener, Garage
  • Parking Total: 10

Utilities

Equipment

  • Cooling: None, Whole House Fan
  • Electric: Circuit Breakers
  • Heating: Baseboard, Electric
  • Has Heating: Yes
  • Laundry Features: Electric Dryer Hookup, Washer Hookup, In Basement
  • Sewer: Private Sewer
  • Water Source: Private

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 2 bathrooms in this single-family home at 27 Hillside Drive.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 27 Hillside Drive.

What are the annual taxes for 27 Hillside Drive?

Annual taxes for this single-family home are estimated at $6,788.

How does 27 Hillside Drive compare to other single-family homes in Sturbridge?

This single-family home is listed 21% below the average price for single-family homes in Sturbridge and has been on the market for 94 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,869 sqft.

27 Hillside Drive is a 3-bedroom, 2-bath single-family home for sale in Sturbridge MA 01566. On Prevu for 2 days at $449,900. This residence features 1,869 square feet of living space, located in Sturbridge. The median listing price for single-family homes in this area is $465,000. Additional amenities include private outdoor space, dishwasher, parking, and swimming pool. Explore more single-family home listings in Worcester County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.