27 Madison Avenue, Orangeville, ON L9W 1R9
Orangeville · Near Madison and Dawson · View map
About this home
This semi detached, 4 level back split may be the opportunity you've been looking for. Priced as one of the cheapest freehold homes in Orangeville, this could be your chance as a first time buyer to enter the market. Maybe you're an investor looking for a flip? Perhaps you'd like to earn some rental income? Maybe you're looking for a place to raise a family? The open concept main floor has an updated kitchen, while the upper level has 3 bedrooms and an updated 4 piece washroom. The ground floor has a spacious rec room with a kitchenette, 3 piece washroom and walk out to the back yard, while the basement has it's own entrance from the foyer, with a large rec room, a second kitchenette and another 3 piece washroom. Live upstairs and rent the lower level! Rent it all out! Live in the whole house yourself! With the right due diligence, the possibilities with this home are endless. Walking distance to both public and catholic elementary schools, as well as public high school.
The home
- Type
- Semi-detached home
- Style
- Backsplit 4
- Square footage
- 1500-2000 sq ft
- Bedrooms
- 3
- Bathrooms
- 3
- Kitchens
- 3
- Rooms
- 8
- Basement
- Finished, Separate Entrance
- Lot size
- 30 x 150 ft
- Faces
- North
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Exterior
- Brick, Aluminum Siding
Heating & cooling
- Heating fuel
- Gas
- Heating type
- Forced Air
- Air conditioning
- Central Air
- Fireplace
- No
Garage & parking
- Driveway spaces
- 3
- Total parking
- 3
- Parking features
- Private Triple
Taxes & other
- Property taxes
- $4,441/yr
- Tax year
- 2026
- Occupancy
- Owner+Tenant
- Possession
- 60 days.
- Cross street
- Madison and Dawson
- Neighbourhood
- Orangeville
More
- Price per sq ft
- ~$331 (at 1,750 sq ft)
- MLS® number
- W14152568
No matching details. Ask Will instead
The home and its surroundings
- In-Law Capability
- Fenced Yard
- Hospital
- Park
- Place Of Worship
- Rec./Commun.Centre
- School
- Mortgage
- Property tax
- Maintenance fee
Cash needed to close
Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.
27 Madison Avenue, Orangeville, ON L9W 1R9
Orangeville · Near Madison and Dawson
Get directionsWhat’s nearbySchools nearby
Open this tab to load nearby schools.
Your commute
Enter where you go every day to see real drive times:
Listing history for 27 Madison Avenue
See what this home and others at the same address were listed for, what they sold for, and how long it took.
Sold prices are for members. It’s free, takes a few seconds, and unlocks the sale history on every listing.
Frequently asked questions about 27 Madison Avenue
Answers come straight from this home’s MLS® listing.
How much is 27 Madison Avenue listed for, and what would it cost each month?
27 Madison Avenue is listed for $580,000. With 20% down ($116,000), the mortgage payment would be roughly $2,340 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $2,710 a month, all in. That figure is an illustration, not a quote.
Is 27 Madison Avenue freehold or a condo, and is there a monthly fee?
27 Madison Avenue is a semi-detached home in Orangeville. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.
How many bedrooms and bathrooms does 27 Madison Avenue have?
27 Madison Avenue has 3 bedrooms and 3 bathrooms. The listing gives the style as backsplit 4.
Does 27 Madison Avenue have a garage and parking?
The listing does not show a garage. The driveway adds 3 spaces. In total the listing counts 3 parking spaces.
Does 27 Madison Avenue have a finished basement?
The listing describes the basement as finished, separate entrance. Finished basement space is usually not counted in the square footage shown. A listing description is not proof of a legal second unit, so confirm zoning and permits with the municipality before counting on rental income.
What style of home is 27 Madison Avenue?
27 Madison Avenue is a semi-detached home. A semi-detached home shares one side wall with the home next door.
How big is 27 Madison Avenue, and what is the lot size?
The listing puts the home between 1,500 and 2,000 sq ft. The board reports a range rather than an exact figure, and it usually leaves out the basement. The lot is listed as 30 x 150 ft.
How is 27 Madison Avenue heated and cooled?
Heating is forced air (gas). Cooling is central air.
What are the property taxes for 27 Madison Avenue?
Property taxes are $4,441 a year (2026), or about $370 a month.
Where is 27 Madison Avenue?
27 Madison Avenue is in Orangeville. The nearest main intersection is Madison and Dawson. The postal code is L9W 1R9.
Is 27 Madison Avenue still for sale?
Yes. It is an active listing (MLS® W14152568). Listings here update from the board through the day and come down once a home sells.
What are similar properties near 27 Madison Avenue asking?
Similar properties for sale nearby right now include 41 Madison Avenue at $619,900 (3+2 bed), 139 Town Line at $599,000 (3+3 bed) and 14 Carlton Drive at $629,000 (3 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 27 Madison Avenue sold for?
Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.
How do I book a showing at 27 Madison Avenue?
Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-931-3923.
Have a different question? Ask about this home and get an answer, usually within the hour.
Similar properties nearby
More properties for sale near Orangeville, picked by style, size and price.
Semi-detached home$619,90041 Madison Avenue, Orangeville3+2 bed · 2 bath · OrangevilleCourtesy of: ROYAL LEPAGE RCR REALTYView home →
Semi-detached home$599,000139 Town Line, Orangeville3+3 bed · 2 bath · OrangevilleCourtesy of: CENTURY 21 MILLENNIUM INC.View home →
Semi-detached home$629,00014 Carlton Drive, Orangeville3 bed · 2 bath · OrangevilleCourtesy of: ROYAL LEPAGE CREDIT VALLEY REAL ESTATEView home →Courtesy of: CENTURY 21 MILLENNIUM INC.
Listing information comes from the Toronto Regional Real Estate Board through PropTx and is deemed reliable but is not guaranteed accurate. It is provided for consumers' personal, non-commercial use. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.