50 Hillside Dr, Sturbridge MA 01566

Sturbridge, MA 01566
$1,100,000
$1,075,000
Est. $6,976/month
4
Beds
2.5
Baths
2,688
Sq Ft
$400
Price/Sq Ft
26.80
Acres
2025
Year Built
8
Garage Spaces
45
Days on Market
For Sale Price Drop -$25,000 Listed Jul 20, 2026 • MLS# 73552284 Copied! • Updated Sep 1, 2026

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About this home

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!

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Recently Sold Nearby

Property History

Market Insights

1
Price Changes
2.3%
Price Range

Property Timeline

Price Reduced
Sep 1, 2026
$1,075,000 $25,000 (-2.27%)
From $1,100,000 to $1,075,000 (-2.3%)
👁️
Showing Instructions Updated
Jul 23, 2026
New showing requirements
👁️
Showing Instructions Updated
Jul 20, 2026
New showing requirements
🏠
Listed for Sale
Jul 20, 2026
$1,100,000
Original listing
Agent: Jim Black Group Office: Real Broker MA, LLC

Tax History

Year Taxes Assessment
2026 $16,077 $1,030,600

Financial Details

Annual Property Tax
$16,077
Tax Year 2026
Assessed Value
$1,030,600

Facts & Features

8 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 2025
Living Area 2,688 sq ft
Lot Size 26.80 acres
Bedrooms 4
Full Baths 2
Half Baths 1
Total Rooms 8

Interior

Heating Forced Air, Propane, Leased Propane Tank
Cooling Central Air
Flooring Vinyl, Carpet
Appliances Water Heater, Range, Dishwasher, Disposal, Refrigerator
Fireplace None
Basement Full, Walk-out Access, Concrete, Unfinished
Laundry Flooring - Vinyl, Second Floor
Features None

Exterior

Construction Frame
Architecture Colonial
Roof Metal
Features Deck
Pool None
Spa None
Fencing None
Patio/Porch Deck
Garage Spaces 8
Has Garage Yes
Features Attached, Oversized, Off Street
Total Spaces 10
Electric None
Water Private
Sewer Private Sewer
Gas None
Other None
Annual Tax $16,077
Assessed Value $1,030,600
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint None
Seller Disclosures 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.
Possession None
Accepted Financing None
Structure Type []
House Color Black
Sq Ft Source Public Record
Documents None
County Worcester
Total market time (incl. prior listings) 45 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2025
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,688 sq ft
Total Rooms
8

Floor Layout

Interior Features

Flooring: Vinyl, Carpet
Appliances: Water Heater, Range, Dishwasher, Disposal, Refrigerator
Interior Features:
Windows:
Basement: Full, Walk-Out Access, Concrete, Unfinished
Laundry: Flooring - Vinyl, Second Floor
Security:

Construction & Materials

Style: Colonial
Year Built: 2025
Structure Type:
Exterior Materials: Frame
Roof: Metal
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Propane, Leased Propane Tank
Heating Zones: 2
Cooling: Central Air
Cooling Zones: 2
Hot Water:
Water Source: Private
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck
Patio & Porch: Deck
Fencing:
Other Structures:
Lot Features: Wooded, Cleared
Road Surface: Paved

Parking & Garage

Garage Spaces: 8
Garage Type: Attached
Total Parking Spaces: 10
Parking Features: Attached, Oversized, Off Street

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

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After down payment
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,340
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

50 Hillside Dr, Sturbridge MA 01566

Sturbridge, MA 01566

Listing Information

Listing Agent Jim Black Group
Listing Office Real Broker MA, LLC
Office Phone 508-365-3532
Agent MLS ID TM305063
Office MLS ID AN8443
Listing Data Updated Sep 1, 2026 1:21 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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