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50 Hillside Dr, Sturbridge, MA 01566

$1,100,000
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New to the Market Active
BEDS4 BATHS2 full 1 partial SQUARE FEET2,688 MLS#73552284
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

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!

50 Hillside Dr | MLS# 73552284

This single family home located at 50 Hillside Dr, Sturbridge, MA 01566 is currently listed for sale with an asking price of $1,100,000. This property was built in 2025 and has 4 bedrooms and 2 full and 1 partial baths with 2688 sq. ft. Search Sturbridge real estate on dubeteam.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Walk-Out Access, Concrete, Unfinished
Basement: Yes
Cooling: Central Air
Garage: 8 car attached
Heating: Forced Air, Propane, Leased Propane Tank
Home Style: Colonial
Lot Size: 26.80 Acres
Roof Type: Metal
Taxes: $16,077
Year Built: 2025

Amenities

Deck

Feature Descriptions

Appliances: Water Heater, Range, Dishwasher, Disposal, Refrigerator
Building Area Total: 2688
Community Features: Walk/Jog Trails, Medical Facility, Highway Access, House of Worship
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 1
Dining Room: Flooring - Vinyl, Lighting - Pendant
Exterior: Frame
Flooring: Vinyl, Carpet
GarageY/N: Yes
HeatingY/N: 1
Kitchen: Closet/Cabinets - Custom Built, Flooring - Vinyl, Dining Area, Pantry, Countertops - Upgraded, Kitchen Island, Open Floorplan, Recessed Lighting, Lighting - Pendant
Laundry: Flooring - Vinyl, Second Floor
Living Room: Ceiling Fan(s), Flooring - Vinyl, Open Floorplan, Recessed Lighting
Lot Features: Wooded, Cleared
Master Bathroom: Yes
Master Bedroom: Bathroom - Full, Bathroom - Double Vanity/Sink, Ceiling Fan(s), Flooring - Wall to Wall Carpet, Closet - Double
Parcel Number: M:0340 B:3855 L:0050,5060503
Parking Features: Attached, Oversized, Off Street
Parking Total: 10
Patio And Porch: Deck
Rooms Total: 8
Sewer: Private Sewer
Water: Private
Wooded: Yes

Room Sizes

Bathroom 1: 8.00 X 7.00 Level - First
Bathroom 2: 23.00 X 10.00 Level - Second
Bathroom 3: 13.00 X 7.00 Level - Second
Bedroom 2: 12.00 X 12.00 Level - Second
Bedroom 3: 12.00 X 10.00 Level - Second
Bedroom 4: 11.00 X 10.00 Level - Second
Dining Room: 16.00 X 15.00 Level - Main,First
Kitchen: 22.00 X 14.00 Level - Main,First
Living Room: 26.00 X 16.00 Level - Main,First
Primary Bedroom: 14.00 X 12.00 Level - Second

Local Schools

High School: Tantasqua Hs
Middle School: Tantasqua Ms
Elementary School: Burgess Elem

Listed By / Shown By

Listed By

Agency Name: Real Broker MA, LLC
Agent Name: Jim Black Group
Agency Phone: 508-365-3532

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Estimated Payment

$ 4,108.71 per month $2,448.12 Principal & Interest $1,339.75 Property Tax $320.83 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/21/2026. The listing information on this page last changed on 07/21/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 07/21/2026 9:10:06 AM EST) or MLSPIN MLS (last updated Tue 07/21/2026 9:04:17 AM EST) or Prime MLS (last updated Tue 07/21/2026 9:04:29 AM EST) or MREIS (last updated Tue 07/21/2026 9:05:19 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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