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$649,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,851 Sq. Ft.
  • 1.05 Acres
  • 2 Car Garage
  • Updated 17 hours ago

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Open House: 1:00 PM - 2:30 PM

Saturday 5/23 1:00 PM - 2:30 PM

39 Hillside Dr,Sturbridge, MA 01566

39 Hillside DrSturbridgeMA01566

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Nestled on 1.05 acres in a cul-de-sac neighborhood in Sturbridge, this beautifully maintained single-family home offers comfort, space, & thoughtful updates throughout! Step inside to a fireplaced living room that flows into a formal dining room & an expansive, sun-filled family room. An eat-in kitchen w/ granite countertops provides direct access to the deck, creating an easy indoor-outdoor connection, along w/ a convenient half bath on the main level. Upstairs features a spacious primary suite w/ ensuite bathroom, add'l great-sized bedrooms, & a tastefully-remodeled full bath. A partially finished basement adds versatile living space, while the private, flat backyard is ideal for outdoor enjoyment. Notable upgrades & features include a newer boiler, storm doors, garage doors (2026), new septic system (2025) & some windows have been updated w/ Harvey replacement windows. Ideal commuter location w/ ready access to I-90, I-84 and Rt 20 + minutes away from amenities! Home Sweet Home!

Full Property Details for 39 Hillside Dr

General

  • Price: $649,900
  • Taxes: $7,978 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73520572
  • Updated: 5/18/2026
  • Added to Site: 1 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Bathroom 1: 11.00 x 5.00, Second
  • Bathroom 2: 9.00 x 6.00, Second
  • Bathroom 3: 6.00 x 5.00, First

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 15.00 x 15.00, Second
  • Bedroom 2: 15.00 x 13.00, Second
  • Bedroom 3: 15.00 x 12.00, Second
  • Bedroom 4: 11.00 x 10.00, Second

Other Rooms

  • Living Room: 15.00 x 13.00, First
  • Family Room: 21.00 x 15.00, First
  • Kitchen: 14.00 x 12.00, First
  • Dining Room: 14.00 x 10.00, First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Garage Door Opener, Storage, Garage Faces Side, Off Street, Paved

Location

  • County: Worcester

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 2,851
  • Year Built: 1987

Lot Features

  • Lot Size (Acres): 1.05

Financial Considerations

  • Tax Amount: $7,978
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: Washer, Dryer And Refrigerator
  • Disclosures/Rstr.: All measurements are approximate, buyer agent to confirm. Contingent upon sellers moving into new housing (new construction - almost finished, closing by end of July)
  • Property ID: M:340 B:000 L:3856039, 1703078

Listed by Real Broker MA, LLC, Jim Black Group and Richard Jenkins

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Listing agents

— 39 Hillside Dr —

  • Jim Black Group

    Real Broker MA, LLC

  • Richard Jenkins

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 39 Hillside Dr

School Districts:Sturbridge School District, Tantasqua School District
NameGradesDistance
Burgess Elementary School
45 Burgess School Road, Sturbridge, MA 01566
PK-62.7 mi
Tantasqua Regional Jr High School
320 Brookfield Rd, Sturbridge, MA 01518
7-86.3 mi
Tantasqua Regional Sr High School
319 Brookfield Rd, Sturbridge, MA 01518
9-126.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 39 Hillside Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/18/2026
Listed
$649,900
238.49%
MLS
10/28/1994
Sold
$192,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 39 Hillside Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,978
2%
$500,800
6%
2024
$7,825
3%
$474,500
13%
2023
$7,595
4%
$420,300
10%
2022
$7,304
10%
$381,400
9%
2021
$6,655
—
$349,900
—
2020
$6,655
5%
$349,900
5%
2019
$6,358
2%
$332,000
3%
2018
$6,264
4%
$322,200
4%
2017
$5,997
5%
$309,100
4%
2015
$5,703
5%
$296,400
5%
2014
$5,441
—
$283,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Real Broker MA, LLC, Jim Black Group and Richard Jenkins

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39 Hillside Dr, Sturbridge, MA 01566 (MLS# 73520572) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 39 Hillside Dr is currently listed for $649,900 and was received on May 18, 2026. Want to learn more about 39 Hillside Dr? Do you have questions about finding other Single Family real estate for sale in Sturbridge? You can browse all Sturbridge real estate or contact a Coldwell Banker agent to request more information.

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