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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!

Highlights

  • Residential
  • Single Family Residence
  • Built in 2025
  • 26.8 Acre Lot
  • 8 Car Garage
  • 112 days on Market

  • Bedrooms
    4
  • Bathrooms
    2 full · 1 half
  • Year Built
    2025
  • Architectural Style
    Colonial
  • Construction Materials
    Frame
  • Foundation
    Concrete Perimeter
  • Garage Spaces
    8.0
  • Parking Features
    Attached, Oversized, Garage, Off Street
  • Living Area
    2688.0
  • Interior Features
    Ceiling Fan(s), Pantry, Recessed Lighting, Open Floorplan
  • Appliances
    Dishwasher, Refrigerator, Range, Disposal, Water Heater
  • Flooring
    Vinyl, Carpet
  • Patio And Porch
    Deck
  • Cooling
    Central Air, Zoned
  • Heating
    Forced Air, Zoned, Propane
  • Basement
    Full, Walk-Out Access, Unfinished, Concrete

  • Acres
    26.8
  • Lot Features
    Wooded, Cleared
  • Water
    Private

  • County
    Worcester
  • City
    Sturbridge
  • Zip Code
    01566
  • High School
    Tantasqua Hs
  • Middle School
    Tantasqua Ms
  • Elementary School
    Burgess Elem

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Frequently Asked Questions

How do I schedule a tour of 50 Hillside Dr?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 50 Hillside Dr.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 50 Hillside Dr?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 2 bath, listed for $1,050,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Sturbridge, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 50 Hillside Dr?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 50 Hillside Dr at around $7,315. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 50 Hillside Dr?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Worcester County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 50 Hillside Dr?

In most cases, yes. Whether 50 Hillside Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Sturbridge's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 50 Hillside Dr?

We can handle that for you. Our preferred local agent specializes in residentials in Sturbridge and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $1,050,000 with 2,688 sqft of space—that comes out to approximately $391 per square foot.

How long has this property been on the market?

50 Hillside Dr was listed on July 20, 2026, which means it's been on the market for 112 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 2025, making it approximately 1 years old.

What is the lot size of this property?

50 Hillside Dr sits on a 26.8-acre lot, which is 1,167,408 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

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

Want to see how these schools compare? Check out our Worcester County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 50 Hillside Dr?

The most recent public record shows annual property taxes for 50 Hillside Dr were approximately $16,077. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 50 Hillside Dr still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively 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 deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, MLS Property Information Network (MLS PIN). All rights reserved.

Last Updated: November 09, 2026 at 02:03PM | Source: MLS Property Information Network (MLS PIN) | MLS#: 73552284