20 Wellesbourne Crescent, Toronto, ON
Hillcrest Village, Toronto · MLS® C13755788
About this home
In short
- First time on the market.
- Proudly owned and cared for by the same family for decades, this well-loved home offers a rare combination of backing onto a ravine, a private swimming pool, and a...
- The private backyard is a true urban retreat, surrounded by mature greenery with a beautiful ravine backdrop and featuring a swimming pool with newly completed pool...
- The walk-out basement extends the living space and features a wet bar with direct access to the backyard, offering excellent potential for family living and entertaining.
- A rare opportunity to own a first-time-on-market home combining a ravine setting, private swimming pool, walk-out lower level, excellent schools and decades of family...
First time on the market! Proudly owned and cared for by the same family for decades, this well-loved home offers a rare combination of backing onto a ravine, a private swimming pool, and a walk-out basement in one of the area's most established and popular neighbourhoods.The private backyard is a true urban retreat, surrounded by mature greenery with a beautiful ravine backdrop and featuring a swimming pool with newly completed pool decking (2026) an ideal setting for relaxing, entertaining, and enjoying exceptional privacy.The walk-out basement extends the living space and features a wet bar with direct access to the backyard, offering excellent potential for family living and entertaining.The home has been thoughtfully maintained and improved over the years, including a roof replacement. Hot water tank is owned. No sump pump and no rental equipment. Plumbing is believed to be original.Located in a highly sought-after school zone, within the Hillmount, Highland and A.Y. Jackson school catchments. Convenient access to Hwy 404, 407, 401 and DVP, as well as nearby shops, parks, library and everyday amenities.A rare opportunity to own a first-time-on-market home combining a ravine setting, private swimming pool, walk-out lower level, excellent schools and decades of family history in an established Toronto community.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- C13755788
- Bedrooms
- 4
- Bathrooms
- 4 (1 half)
- Size
- 2000-2500 sq ft
- Lot
- 43.58 × 110.5 ft
- Cross streets
- Don Mills And Mcnicoll
- Parking
- 2 garage · 4 parking (attached)
- Driveway
- Private Double
- Basement
- Finished with Walk-Out
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Brick Veneer
- Foundation
- Poured Concrete
- Roof
- Shingles
- Sewer
- Sewer
- Pool
- Outdoor
- Property tax
- $8,664 / 2025
- Listing brokerage
- ROYAL LEPAGE SIGNATURE REALTY
Listed at $1,595,000 with no offer date, so the ask is the seller’s number, and homes priced this way sell close to it. My read is $1.53M, typically $1.34M to $1.67M. Comparable closings on their own put this home around $1.36M, so the ask carries a premium over the comparables: the seller is pricing in the finishes, the lot, or room to negotiate. That gap is your negotiating room.
Second read, from the city assessment: $1.43M. Similar homes sold in line with their assessments, and this one lands close to the comparable-sales figure, which is what a firm read looks like.
Total price vs nearby homes. Fair value about $1.53M, median of 25 comparables.
The market behind the math:
About 5 months of inventory: 10 detached homes for sale in the area against 6 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $709/sqft against an area asking average of $876/sqft. Size and $/sqft both feed the estimate above.
- Ravine / green setting. This home is described as backing onto a ravine or green setting. The ravine backing is priced into the comparison. How much it is really worth depends on whether the house sits on table land with the slope well behind it, or drops away right behind it, and that part is my in-person call.
- Walk-out basement. Extra light, usable space, and income potential, so the estimate is a conservative floor for it.
How this estimate is builtthe short version
I take the 25 most comparable recent sales nearby and adjust each one to this home for the real differences (size, beds, baths, garage, lot frontage, a ravine backing, an inground pool), then use the median, which is steadier than leaning on any single sale.
It’s grounded in recent closing prices, not asking prices. Lot, condition, and finishes are my in-person call, and the city (MPAC) assessment points to about $1.43M, a close match.
What the listing highlights4 points to weigh
Claims from the listing, worth confirming in person. I can book you a private showing.
- Walk-out basement: natural light and strong in-law or income potential. Income potential
- Ravine lot: privacy and premium value, but confirm the buildable area and any conservation limits. Worth verifying
- Pool: lifestyle appeal, but adds maintenance, insurance, and resale is mixed. Weigh carefully
- Premium lot / gardens: lot size and privacy hold value and cannot be changed, verify frontage, depth, and any easements. Value driver
Schools & getting aroundcatchment and transit
On schools, this address is zoned for Hillmount Public School, one of the higher-rated public schools in the area. A strong catchment tends to hold value and widen your resale pool, especially with family buyers.
Read this with carewhy it’s an estimate, not an appraisal
There were not many closely comparable homes right in Hillcrest Village, so I widened the search to the surrounding area.
Based on 25 comparable homes that sold in Hillcrest Village over the past two years, from 70 closings there.
Nothing closely matching this home is listed nearby right now, so these are the nearest detached listings on the market. Homes like this one have recently closed around $1.36M, which is where my estimate comes from.
Per square foot, these ask about $799/sqft; this home lists at $709/sqft. Size is part of the price story, not just the sticker.
The 5 closest active listings nearby.
See all comparable homesNeighbourhood & location
Hillcrest Village, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). Toronto.
Get the full neighbourhood report (schools, parks, transit & safety) →
The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).
School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.
Also nearby: 12 more schools within 2.5 km
Not the assigned catchment: schools a family here could reach, with EQAO results where published.
Affordability & Mortgage
Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.
Calculate and customize your mortgage and other expenses
Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.
Your numbers
Homes over $1.5M can't be insured, so 20% down or more is required.
Conventional (20%+ down). Best insured 5-year fixed 4.09% via Ratehub.ca (as of September 8, 2026); conventional rates run a little higher.
Mortgage amount $1,276,000 · 4.24% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $6,879
- Property tax
- $722
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $7,601
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $28,375
- Toronto municipal land transfer tax
- $28,375
- Estimated closing costs
- $56,750
Plus your down payment of $319,000. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.
Over the full 25 years
At the end of your 5-year term
- Total paid over the term
- $412,744
- Principal paid down
- $160,594
- Interest paid
- $252,149
- Balance remaining
- $1,115,406
Talk to Team Asgarian about your options
Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.
Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.
Investor snapshot
The suite is real income here: basements rent in Hillcrest Village (23 of 79 recent detached leases were basement units, around $1,650 a month). The figure above is the whole house on one lease; rented as two units, the suite alone brings about $1,650 a month on top of the upper floors. Permitted use is worth confirming with the city.
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersThe last 15 whole-home leases in Hillcrest Village signed at a median of $4,207 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $4,573. The gross yield above is on the asking price, before taxes and upkeep; the cap rate is after them. A finished basement or second suite can push real rent above it. Taxes, fees, and vacancy vary by property, and cap rate is before financing.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY. MLS®/PropTx.