1599 Woodbine Heights Boulevard, Toronto, ON
O'Connor-Parkview, Toronto · MLS® E13760142
About this home
In short
- The moment you arrive, the street is calm, the trees are tall, and the noise of the city simply disappears.
- Step inside to a timeless and elegant 4+1 bedroom, 5 bathroom home.
- The dining room walks out to the deck, and beyond it a private backyard wrapped in trees, the kind of place where you find yourself with a morning coffee, listening...
- The chef's kitchen deserves a second look.
- And when you are ready to leave, ravine trails are around the corner, a TTC stop is a short walk from your door, and the Don Valley Parkway gives you fast access to...
The moment you arrive, the street is calm, the trees are tall, and the noise of the city simply disappears. The layout alone is worth the visit. Step inside to a timeless and elegant 4+1 bedroom, 5 bathroom home. The foyer sets the tone right away, brand-new tile, a generous closet, and a conveniently placed powder room just around the corner. The living room, with a fireplace and a grand piano (yes, it can stay)is easy to settle into. The dining room walks out to the deck, and beyond it a private backyard wrapped in trees, the kind of place where you find yourself with a morning coffee, listening to the birds, in no rush to be anywhere. The chef's kitchen deserves a second look. Restaurant-grade stainless steel countertops, a brand-new fridge, and the kind of kitchen where people just end up gathered and talking. Upstairs, the primary bedroom delivers his and hers closets and a spa-inspired ensuite, two bedrooms share a bathroom, and a fourth has its own ensuite and walk-in closet. Enjoy the garage and a long private driveway. And when you are ready to leave, ravine trails are around the corner, a TTC stop is a short walk from your door, and the Don Valley Parkway gives you fast access to every corner of the city.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- E13760142
- Bedrooms
- 4+1 (5 total)
- Bathrooms
- 5 (1 half)
- Size
- 2500-3000 sq ft
- Lot
- 40 × 113 ft
- Cross streets
- St. Clair Ave E/ O'Connor Dr.
- Parking
- 1 garage · 2 parking (built-in)
- Driveway
- Private
- Basement
- Finished
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Stone, Stucco (Plaster)
- Foundation
- Concrete
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Property tax
- $10,466 / 2026
- Days on market
- 40
- Listing brokerage
- BOSLEY REAL ESTATE LTD.
Rooms
tile floor · large closet · overlooks living
combined w/living · hardwood floor · overlooks backyard
mirrored closet · window · broadloom
tile floor · laundry sink · separate room
4 pc bath · closet · hardwood floor
fireplace · hardwood floor · large window
mirrored closet · window · bamboo
5 pc ensuite · his and hers closets · panelled
tile floor · b/i ctr-top stove · stainless steel appl
3 pc ensuite · walk-in closet(s) · hardwood floor
4 pc bath · walk-in closet(s) · hardwood floor
Listed at $2,099,000. Going by how homes in O'Connor-Parkview and the wider GTA have actually closed against their asking prices (about 98%, 14 local closings in 90 days), the likely sale price is near $2.06M, if it sells. A realistic range is $1.93M to $2.32M.
Independent value check: $1.82M. Without looking at the asking price, our model values the home itself about 13% below the ask (homes like it typically land between $1.71M and $1.91M).
Why $1.82M. The typical detached home sold in O'Connor-Parkview over the past year went for about $1.02M (88 sales). What sets this one apart:
- ▲ Raises it stronglyIt is 2,500 to 3,000 sq ft; the typical home sold here is 1,100 to 1,500.
- ▲ Raises it stronglyIts tax bill, which follows the city's own assessment, is $10,466 a year; the typical home sold here pays about $5,100.
- ▲ Raises it4+1 bedrooms and 5 baths, against 3+1 and 2 typically.
- ▲ Raises it slightlyThe listing describes it as fully renovated or newly built.
Longer on the market than typical. 40 days on the market against about 26 for homes like it here, and asking 15% above where comparable closings put it.
Total price vs nearby homes. Likely closing about $2.06M, from 14 recent closings in this pocket.
The market behind the math:
About 2.1 months of inventory: 10 detached homes for sale in the area against 14 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $763/sqft against an area asking average of $859/sqft.
- Ravine / green setting. This home is described as backing onto a ravine or green setting. A premium that comparable-sales math under-prices, so read the estimate as a floor.
How this estimate is builtthe short version
This figure comes from a model built on about 44,000 recent GTA sales. It weighs this home’s tax assessment, size, age, location and features against what homes like it actually sold for, including sales in this neighbourhood.
It never sees the asking price. The 14 most comparable recent sales on their own, adjusted for size, beds, baths and lot, point to about $1.74M. Condition and finishes remain an in-person call.
What the listing highlights3 points to weigh
Claims from the listing, worth confirming in person. I can book you a private showing.
- Ravine lot: privacy and premium value, but confirm the buildable area and any conservation limits. Worth verifying
- Upscale kitchen: a genuine value driver, verify the appliances, stone, and finishes in person. Value driver
- 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 Presteign Heights Elementary 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
Priced above comparable homes overall, but the price per square foot ($763/sqft) is below the area, so you are paying for extra space rather than a premium.
Based on 14 comparable homes that sold in O'Connor-Parkview over the past two years, from 161 closings there.
For sale
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For saleThe closest active listings by size, beds, and price, so you can see what this home is up against.
Per square foot, these ask about $829/sqft; this home lists at $763/sqft. Size is part of the price story, not just the sticker.
The 5 closest of 8 active listings nearby.
See all comparable homesSold price trend
Median sold price for detached homes in O'Connor-Parkview: $1.25M in September 2026, up 28% from a year ago, on 76 closings in 9 months.
Line: median sold price, each month averaged with its neighbours and weighted by closings. Bars: closings that month.
Month by month
| Month | Median sold | Closings |
|---|---|---|
| October 2025 | $950K | 12 |
| December 2025 | $900K | 5 |
| February 2026 | $830K | 5 |
| March 2026 | $903K | 8 |
| April 2026 | $1.38M | 9 |
| May 2026 | $1.36M | 10 |
| June 2026 | $960K | 7 |
| July 2026 | $1.16M | 14 |
| September 2026 | $1.25M | 6 |
Neighbourhood & location
O'Connor-Parkview, 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 4.34% via Ratehub.ca (as of October 20, 2026); conventional rates run a little higher.
Mortgage amount $1,679,200 · 4.49% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $9,285
- Property tax
- $872
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $10,157
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $38,950
- Toronto municipal land transfer tax
- $38,950
- Estimated closing costs
- $77,900
Plus your down payment of $419,800. 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
- $557,075
- Principal paid down
- $205,167
- Interest paid
- $351,908
- Balance remaining
- $1,474,033
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
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 8 whole-home leases in O'Connor-Parkview signed at a median of $5,579 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $6,202. 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 BOSLEY REAL ESTATE LTD.. MLS®/PropTx.