37 Toboggan Hill Drive, Orillia, ON L3V 7R1
Orillia · Near Westmount Dr to Rosemary to Toboggan Hill · View map
About this home
Welcome to 37 Toboggan Hill Drive, an immaculately maintained home on one of Orillia's most highly desired streets. From the moment you step into the large entryway with convenient inside entry to the oversized 2 car garage, you'll feel the pride of ownership throughout. The main floor features hardwood and laminate flooring, creating a warm, cohesive feel from room to room. The huge kitchen is the true heart of the home, offering plenty of space to cook and gather while overlooking the beautifully landscaped yard. Step outside to enjoy two decks, ideal for morning coffee, summer barbecues, and evenings with family and friends. The fully fenced yard offers privacy and security for kids and pets and the newer garden shed provides plenty of room for tools and toys. Upstairs, you'll find three generously sized bedrooms, including a primary bedroom with a semi ensuite for added convenience. There's room here for the whole family to spread out comfortably. The lower level adds even more living space, with a rec room anchored by a cozy gas fireplace, perfect for movie nights and relaxing weekends. The bonus room is a versatile space which would make a great office, gym, or playroom to suit your needs. A 3 piece bath, a large storage room, and a laundry room make this level as practical as it is inviting. The oversized 2 car garage is a standout feature & includes a workshop for the hobbyist or handyman, plus a handy side door for easy access to the yard. Recent updates include a newer roof, furnace, and A/C, so the big-ticket updates are already done. Move-in ready & in a sought-after location, this house is ready for a new family to call it home.
The home
- Type
- Sidesplit
- Style
- Sidesplit
- Square footage
- 1100-1500 sq ft
- Bedrooms
- 3
- Bathrooms
- 2
- Kitchens
- 1
- Rooms
- 9
- Basement
- Full, Finished
- Lot size
- 50 x 100.1 ft
- Faces
- South
- Approximate age
- 31-50 years
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Exterior
- Brick Front
Heating & cooling
- Heating fuel
- Gas
- Heating type
- Forced Air
- Air conditioning
- Central Air
- Fireplace
- Yes
Garage & parking
- Garage
- Attached
- Garage spaces
- 2
- Driveway spaces
- 4
- Total parking
- 6
- Parking features
- Inside Entry, Private Double
Taxes & other
- Property taxes
- $4,505/yr
- Tax year
- 2025
- Occupancy
- Vacant
- Possession
- TBD
- Cross street
- Westmount Dr to Rosemary to Toboggan Hill
- Neighbourhood
- Orillia
More
- Price per sq ft
- ~$523 (at 1,300 sq ft)
- Listed
- Oct 14, 2026 · today
- MLS® number
- S14031846
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The home and its surroundings
- Auto Garage Door Remote
- Sump Pump
- Storage
- Beach
- Golf
- Hospital
- Marina
- Park
- Public Transit
- Deck
- Landscaped
- Year Round Living
- 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.
37 Toboggan Hill Drive, Orillia, ON L3V 7R1
Orillia · Near Westmount Dr to Rosemary to Toboggan Hill
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Listing history for 37 Toboggan Hill Drive
See what this home and others at the same address were listed for, what they sold for, and how long it took.
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Frequently asked questions about 37 Toboggan Hill Drive
Answers come straight from this home’s MLS® listing.
How much is 37 Toboggan Hill Drive listed for, and what would it cost each month?
37 Toboggan Hill Drive is listed for $679,900. With 20% down ($135,980), the mortgage payment would be roughly $2,743 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $3,118 a month, all in. That figure is an illustration, not a quote.
Is 37 Toboggan Hill Drive freehold or a condo, and is there a monthly fee?
37 Toboggan Hill Drive is a sidesplit in Orillia. 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 37 Toboggan Hill Drive have?
37 Toboggan Hill Drive has 3 bedrooms and 2 bathrooms.
Does 37 Toboggan Hill Drive have a garage and parking?
Yes. The listing shows the garage as attached, with room for 2 cars. The driveway adds 4 spaces. In total the listing counts 6 parking spaces.
Does 37 Toboggan Hill Drive have a finished basement?
The listing describes the basement as full, finished. Finished basement space is usually not counted in the square footage shown.
What style of home is 37 Toboggan Hill Drive?
37 Toboggan Hill Drive is a sidesplit. A sidesplit has its levels staggered side to side, with a few steps between the living area, the bedrooms and the lower level.
How big is 37 Toboggan Hill Drive, and what is the lot size?
The listing puts the home between 1,100 and 1,500 sq ft. The board reports a range rather than an exact figure, and it usually leaves out the basement. The lot is listed as 50 x 100.1 ft.
How is 37 Toboggan Hill Drive heated and cooled?
Heating is forced air (gas). Cooling is central air.
What are the property taxes for 37 Toboggan Hill Drive?
Property taxes are $4,505 a year (2025), or about $375 a month.
Where is 37 Toboggan Hill Drive?
37 Toboggan Hill Drive is in Orillia. The nearest main intersection is Westmount Dr to Rosemary to Toboggan Hill. The postal code is L3V 7R1.
How long has 37 Toboggan Hill Drive been on the market?
37 Toboggan Hill Drive was listed on October 14, 2026. It came on the market today. It is an active listing (MLS® S14031846). Listings here update from the board through the day and come down once a home sells.
What are similar bungalows near 37 Toboggan Hill Drive asking?
Similar bungalow-style homes for sale nearby right now include 396 Mary Street at $674,999 (3+2 bed), 82 Fourth Street at $649,900 (3 bed) and 10 Andrea Crescent at $649,900 (3+1 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 37 Toboggan Hill Drive 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 37 Toboggan Hill Drive?
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 647-619-2256.
Have a different question? Ask about this home and get an answer, usually within the hour.
Similar bungalows nearby
More bungalow-style homes for sale near Orillia, picked by style, size and price.
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Sidesplit$649,90010 Andrea Crescent, Orillia3+1 bed · 2 bath · OrilliaCourtesy of: CENTURY 21 B.J. ROTH REALTY LTD.View home →Courtesy of: RE/MAX REALTRON REALTY INC.
PropTx MLS® assumes no responsibility for the accuracy of any information shown. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.