Active
51 Days on market
50 Hillside Dr Sturbridge — Photo 1 of 41

50 Hillside Dr Sturbridge — Photo 1 of 41

Recent Drop: $25,000

$1,100,000
$1,075,000

$1,075,000

50 Hillside Dr, Sturbridge, MA 01566

Sturbridge, MA 01566

Beds

4

Baths

2.5

SqFt

2,688

Style

Single Family

Built

2025

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!

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$400/sqft
Local Avg (Sturbridge)$305/sqft
31% AboveMarket Average

* Analysis is based on 21 actively listed and recently sold comparable properties strictly within Sturbridge, MA.

Property Details

Financials

Original Price$1,100,000
Annual Taxes$16,077

Parking

Garage8
Off-Street10

Interior Specifications

Total Rooms8
FireplacesNone
FlooringVinyl, Carpet
BasementFull, Walk-Out Access, Concrete, Unfinished

Climate & Utilities

HeatingForced Air, Propane, Leased Propane Tank
CoolingCentral Air
WaterPrivate
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofMetal
FoundationConcrete Perimeter
ZoningRES

Property & Lot

Acres26.8
SqFt Lot1,167,582
Lot FeaturesWooded, Cleared

Amenities & Appliances

Water Heater • Range • Dishwasher • Disposal • Refrigerator

Neighborhood

Walk/Jog Trails • Medical Facility • Highway Access • House of Worship

Geography

Floorplan Breakdown

Structural Layout

Second
Master BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 2Bathroom 3
First
Bathroom 1
Main,First
Living RoomDining RoomKitchen
Living Room
Lvl Main,First

26 x 16

Ceiling Fan(s), Flooring - Vinyl, Open Floorplan, Recessed Lighting

Dining Room
Lvl Main,First

16 x 15

Flooring - Vinyl, Lighting - Pendant

Kitchen
Lvl Main,First

22 x 14

Closet/Cabinets - Custom Built, Flooring - Vinyl, Dining Area, Pantry, Countertops - Upgraded, Kitchen Island, Open Floorplan, Recessed Lighting, Lighting - Pendant

Master Bedroom
Lvl Second

14 x 12

Bathroom - Full, Bathroom - Double Vanity/Sink, Ceiling Fan(s), Flooring - Wall to Wall Carpet, Closet - Double

Bedroom 2
Lvl Second

12 x 12

Bedroom 3
Lvl Second

12 x 10

Ceiling Fan(s), Flooring - Wall to Wall Carpet, Closet - Double

Bedroom 4
Lvl Second

11 x 10

Ceiling Fan(s), Closet, Flooring - Wall to Wall Carpet

Bathroom 1
Lvl First

8 x 7

Bathroom - Half, Flooring - Vinyl

Bathroom 2
Lvl Second

23 x 10

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - With Tub & Shower, Flooring - Vinyl

Bathroom 3
Lvl Second

13 x 7

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - With Tub & Shower, Flooring - Vinyl

Property History

Price Drop
$1,075,000

Was $1,100,000

Sep 1, 2026

MLS® 73552284

Listed
$1,100,000

Jul 20, 2026

MLS® 73552284

Population

7,362

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$138K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

7.7%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Worcester County

1,806 housing units permitted in the last 12 months (-4% vs the prior 12 months) — 1,006 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,688 sq ft principal dwelling). Lot size: 1,167,582 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Full Sturbridge, MA market report ZIP 01566 market data
Listing Provided By

Listing Agent: Jim Black Group

Listing Office: Real Broker MA, LLC

MLS® Number: 73552284

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