
28 Hillside Drive
Orangeville, ON L9W 1P7
- 5Bedrooms
- 3Bathrooms
- 6Parking
- 700–1100Sq Ft
- $4,199Tax
- 31×120 ftLot Size
- Free EstimateSee Free Estimate Report

Sale & Price History for 28 Hillside Drive, Orangeville
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| No listing history available | ||||
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*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.
About 28 Hillside Drive, Orangeville
Summarized Description
- Legal triplex with three separate entrances.
- Recent updates including a new roof and water heaters.
- Flexible living options for investors or families.
- Located steps from downtown shops and restaurants.
- Clean, reliable tenant willing to stay.
- Opportunity to generate rental income.
- Multiple updates enhance property value.
- Great potential for building equity.
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.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $4,199
- Land Transfer Tax Fee
- $9,975
Rental Items
- Under Contract
- None
- Basement Type
- Apartment, Separate Entrance
Interior Features
- Laundry Level
- Main Level
- Interior Extras
- Separate Hydro Meter, Separate Heating Controls, Carpet Free
- Fireplace/Stove
- No
- Elevator
- No
Exterior Features
- Pool
- None
Building
- Building Type
- Multiplex
- Building Style
- Bungalow-Raised
Construction
- Exterior Finish
- Brick
- Roof
- Asphalt Shingle
- Foundation Details
- Poured Concrete
- Special Designation
- Unknown
Lot
- Lot Front
- 31.00 ft
- Lot Depth
- 120.00 ft
Inclusions
- Inclusions
- 3 Washer/ Dryer Units, 2 Fridges, 2 Stoves all Electronic Light Fixtures
Exclusions
- Exclusions
- Shower Curtain in 28B, decor items, tenants personal belongings and furniture
Parking & Garages
- Garage Type
- None
- Garage Spaces
- 0
- Parking Spaces
- 6
- Total Garage And Parking Spaces
- 6
Heating & Cooling
- Heat Source
- Electric
- Heat Type
- Baseboard
- Air Conditioning
- None
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 5
- Washrooms
- 3
- Kitchens
- 3
Washrooms
- 4-piece, Main
- 4-piece, Main
- 4-piece, Lower
- Municipality
- Orangeville
- Neighbourhood
- Orangeville
- Main cross streets
- Centennial Rd & Dawson Rd
- Zoning
- R5
- Directions
- From Hwy 10, head east on Broadway, turn right onto First Street, then left onto Hillside Drive. 28 Hillside Drive will be on your right.
- MLS® number
- W13860450
- Data source
- Toronto Regional Real Estate Board
- Listed on
- 2026-10-05
- Updated on
- 2026-10-22
- Days on market
- 17 days
- Possession date
- 2026-11-01
- Possession type
- Immediate
- Co-op commission
- 2%
- Seller
- Listed by
- REAL BROKER ONTARIO LTD.
Home Market Value
Current home valuation for 28 Hillside Drive, Orangeville, Orangeville, ON. Listed for $675,000
HOMEH Estimate
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Estimated Sales Range
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HOMEH Estimate for 28 Hillside Drive, Orangeville
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
5% on first $500K + 10% on $175,000 over $500K
$42,500
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $25,299 | $18,833 | $16,065 | $0 |
=Total mortgage | $657,774 | $626,333 | $589,815 | $540,000 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $3,212monthly | $3,058monthly | $2,880monthly | $2,637monthly |
Land Transfer Tax
$9,975
$9,975
Around this home
No schools found nearby
Data provided by OpenStreetMap & Fraser Institute School Rankings
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