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$1,100,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,688 Sq. Ft.
  • 26.8 Acres
  • 8 Car Garage
  • Updated 9 hours ago
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Behind a quiet cul-de-sac lies a custom-built retreat where luxury & nature exist in perfect balance! Built in 2025 & set on 26.8 private acres, this exceptional home blends refined craftsmanship w/ modern design. An open-concept layout features a chef's kitchen w/ custom cabinetry, quartzite countertops,14x6 island, walk-in pantry, & seamless flow into the living & dining area. The luxurious primary suite offers dual walk-in closets & a spa-inspired bath w/ an oversized wet room & soaking tub, complemented by three spacious bedrooms. Enjoy a 900+ sq. ft. deck, Alaskan white cedar porch, and an impressive 8-car garage w/ a 14-foot RV bay & 20-foot ceilings. Built with SIP construction, sound-insulated walls, dual-zone HVAC, & Super Stretch Code standards, this home delivers exceptional comfort & efficiency. Surrounded by protected woodland w/ direct access to the Grand Trunk Trail & easy access to Rt. 84 & the Mass Pike, this custom estate offers a truly exceptional living experience!

Full Property Details for 50 Hillside Dr

General

  • Price: $1,100,000
  • Taxes: $16,077 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73552284
  • Updated: 7/20/2026
  • Added to Site: 1 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Bathroom 1: 8.00 x 7.00, First
  • Bathroom 2: 23.00 x 10.00, Second
  • Bathroom 3: 13.00 x 7.00, Second

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 14.00 x 12.00, Second
  • Bedroom 2: 12.00 x 12.00, Second
  • Bedroom 3: 12.00 x 10.00, Second
  • Bedroom 4: 11.00 x 10.00, Second

Other Rooms

  • Living Room: 26.00 x 16.00, Main, First
  • Kitchen: 22.00 x 14.00, Main, First
  • Dining Room: 16.00 x 15.00, Main, First

Parking

  • Garage: Yes
  • Garage Spaces: 8
  • Parking Features: Attached, Oversized, Off Street

Location

  • County: Worcester

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 2,688
  • Year Built: 2025

Lot Features

  • Lot Size (Acres): 26.8

Financial Considerations

  • Tax Amount: $16,077
  • Tax Year: 2026

Disclosures and Reports

  • Disclosures/Rstr.: All measurements are approximate, buyer agent to confirm. Contingent on seller securing suitable housing. Please see attached home features list for a complete overview of the property’s features, upgrades, and details. Propane unground tank leased with Charlton oil.
  • Property ID: M:0340 B:3855 L:0050, 5060503

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

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Listing agents

— 50 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 50 Hillside Dr

School Districts:Sturbridge School District, Tantasqua School District
NameGradesDistance
Burgess Elementary School
45 Burgess School Road, Sturbridge, MA 01566
PK-62.9 mi
Tantasqua Regional Jr High School
320 Brookfield Rd, Sturbridge, MA 01518
7-86.5 mi
Tantasqua Regional Sr High School
319 Brookfield Rd, Sturbridge, MA 01518
9-126.6 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 50 Hillside Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/20/2026
Listed
$1,100,000
511.11%
MLS
2/26/2021
Sold
$180,000
—
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 50 Hillside Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,658
94%
$355,200
101%
2024
$2,912
-11%
$176,600
-2%
2023
$3,272
-1%
$181,100
5%
2022
$3,301
3%
$172,400
2%
2021
$3,207
—
$168,600
—
2020
$3,207
—
$168,600
—
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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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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

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Listed by Ingrid Helena Karp

50 Hillside Dr, Sturbridge, MA 01566 (MLS# 73552284) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 50 Hillside Dr is currently listed for $1,100,000 and was received on July 20, 2026. Want to learn more about 50 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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