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CA > Ontario > Orangeville > Orangeville > 28 Hillside Drive

28 Hillside Drive, Orangeville, ON

Orangeville, Orangeville Hood
Centennial Rd & Dawson Rd
5 Br | 3 Bath | 700-1100 Sqft
$675,000 For Sale

Property Overview

  • Triplex — Bungalow-Raised
  • SqFt: | 700-1100 Sqft
  • Lot Size: 31.00 x 120.00 Feet
  • Age: n/a
  • Basement: Apartment, Separate Entrance
  • Exterior: Brick
  • Taxes: 4,199 / 2026
  • Zoning: n/a
  • MLS #: W13860450
  • Sewer: Sewer
  • Heat Source: Electric , Baseboard

Property Description

Welcome to 28 Hillside Drive, a legal triplex in a fantastic Orangeville location, just steps from downtown shops, restaurants, public transit and everyday amenities.

With three separate entrances and three separate hydro meters, this property offers flexibility for investors, multi-generational living, or an owner-occupier looking to build equity while generating rental income.The property has seen numerous recent updates, including a new roof (2026), 2 new water heaters (2026), new washer/dryer units, updated bathroom, new vinyl flooring, new electric heaters, new drywall, fresh paint, new interior doors, a new stove (2026) and more!

Large windows bring plenty of natural light into the units.The property also offers front and rear parking, freshly painted stairs, and a clean, reliable tenant who is willing to stay. A great opportunity to live in one unit and have rental income help with your monthly carrying costs, or simply add a well-positioned, triplex to your investment portfolio. With downtown Orangeville right at your doorstep and many of the major updates already completed, this is an opportunity worth exploring.

3 Washer/ Dryer Units, 2 Fridges, 2 Stoves all Electronic Light Fixtures

Property Details

  • For: For Sale
  • Type: Triplex
  • Style: Bungalow-Raised
  • Lot: 31.00 x 120.00 Feet
  • Region: Dufferin
  • Hood: Orangeville
  • Zoning: n/a
  • Lot Irreg: Fronting on: South
  • Fronting On: South

Building Details

  • Age: n/a
  • Exterior: Brick
  • Heat: Electric , Baseboard
  • A/C: None
  • Interior Features: Separate Hydro Meter, Separate Heating Controls, Carpet Free
  • Pool: None
  • Sewer: Sewer
  • Garage: None
  • Total Parking: 6.00
  • Driveway: Private

Property Interior

  • Sqft: 700-1100 Sqft
  • Bed: 5
  • Bath: 3
  • Kitchen: 3
  • Family Room: No
  • Basement: Apartment, Separate Entrance
Property Listed by: REAL BROKER ONTARIO LTD.
Virtual Tour: https://pumpkinhousephotography.hd.pics/28-Hillside-Dr/idx

Home Valuation Estimate

What is 28 Hillside Drive, Orangeville, ON worth in today’s Orangeville, Orangeville market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 5-bedroom Triplex with 700-1100 sq. ft. in Orangeville, Orangeville. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

Property-specific estimate See a valuation range built around this listing’s local profile.
Comparable market context Review how similar nearby homes help frame value.
Buyer and seller guidance Use the estimate as a starting point before an offer or pricing decision.
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Location

  • Address: 28 Hillside Drive
  • Neighborhood: Orangeville
  • Zip/Postal Code: L9W 1P7
  • Nearby Amenities:
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Kazi Hossain

Kazi Hossain

Kazi — Serving the Community for 19 Years!
REALTOR®

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About 28 Hillside Drive, Orangeville, ON L9W 1P7, Orangeville

Located at 28 Hillside Drive, Orangeville, ON in Orangeville (Orangeville neighbourhood), near Centennial Rd & Dawson Rd. This freehold home offers Triplex, ["Bungalow-Raised"], 5 bedrooms, 3 bathrooms and 700-1100 sq.ft. (approx.) in a layout suited to everyday family living. Basement: Apartment, Separate Entrance • 6 parking spots • Garage: None • Heating: Electric Baseboard • Cooling: None. Property taxes are approximately $4,199 for 2026. Welcome to 28 Hillside Drive, a legal triplex in a fantastic Orangeville location, just steps from downtown shops, restaurants, public transit and everyday amenities. With three separate entrances and three separate hydro meters, this property offers flexibility for investors, multi-generational living, or an owner-occupier looking to build equity while generating rental income.The property has seen numerous recent updates, including a new roof (2026), 2 new water heaters (2026), new washer/dryer units, updated bathroom, new vinyl flooring, new electric heaters, new drywall, fresh paint, new interior doors, a new stove (2026) and more! Large windows bring plenty of natural light into the units.The property also offers front.

FAQs for 28 Hillside Drive, Orangeville, ON , Orangeville , Orangeville

What are the listing details for 28 Hillside Drive, Orangeville, ON?
28 Hillside Drive, Orangeville, ON is a Triplex for sale in Orangeville, in the Orangeville neighbourhood, Dufferin. The current list price is $675,000. MLS number: W13860450.
How many bedrooms and bathrooms does this home have?
28 Hillside Drive, Orangeville, ON is listed as a Triplex with a ["Bungalow-Raised"] style, featuring 5 bedroom(s) and 3 bathroom(s). The listed interior size range is 700-1100 sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 31.00 x 120.00 Feet. The basement is listed as: Apartment, Separate Entrance. Garage type: None. Total parking: 6 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Electric, Baseboard. Cooling is listed as: None. Exterior/construction materials are listed as: Brick.
Where is this property located?
28 Hillside Drive, Orangeville, ON is located in the Orangeville neighbourhood of Orangeville. The listed cross street is Centennial Rd & Dawson Rd.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $4,199 / 2026. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.