50 Hillside Dr Sturbridge — Photo 1 of 41
Recent Drop: $25,000
$1,075,000
Investment Analysis — 50 Hillside Dr
Sturbridge, MA 01566
Based on HUD Small Area Fair Market Rent for Worcester, MA HUD Metro FMR Area, a 4-bedroom in 01566 carries an estimated $3,160/mo in gross rent — about a 1.19% cap rate and $12,742/yr in estimated NOI at the $1,075,000 list price. Adjust every assumption in the calculator below.
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!
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.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Water Heater • Range • Dishwasher • Disposal • Refrigerator
Neighborhood
Walk/Jog Trails • Medical Facility • Highway Access • House of Worship
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl Main,First26 x 16
Ceiling Fan(s), Flooring - Vinyl, Open Floorplan, Recessed Lighting
Dining Room
Lvl Main,First16 x 15
Flooring - Vinyl, Lighting - Pendant
Kitchen
Lvl Main,First22 x 14
Closet/Cabinets - Custom Built, Flooring - Vinyl, Dining Area, Pantry, Countertops - Upgraded, Kitchen Island, Open Floorplan, Recessed Lighting, Lighting - Pendant
Master Bedroom
Lvl Second14 x 12
Bathroom - Full, Bathroom - Double Vanity/Sink, Ceiling Fan(s), Flooring - Wall to Wall Carpet, Closet - Double
Bedroom 2
Lvl Second12 x 12
Bedroom 3
Lvl Second12 x 10
Ceiling Fan(s), Flooring - Wall to Wall Carpet, Closet - Double
Bedroom 4
Lvl Second11 x 10
Ceiling Fan(s), Closet, Flooring - Wall to Wall Carpet
Bathroom 1
Lvl First8 x 7
Bathroom - Half, Flooring - Vinyl
Bathroom 2
Lvl Second23 x 10
Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - With Tub & Shower, Flooring - Vinyl
Bathroom 3
Lvl Second13 x 7
Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - With Tub & Shower, Flooring - Vinyl
Property History
$1,075,000
Was $1,100,000
Sep 1, 2026
MLS® 73552284
$1,100,000
Jul 20, 2026
MLS® 73552284
Listing Agent: Jim Black Group
Listing Office: Real Broker MA, LLC
MLS® Number: 73552284
