37 Woodlawn Avenue, Toronto, ON
Rosedale-Moore Park, Toronto · MLS® C13758458
About this home
In short
- Rarely available in one of Summerhill's most coveted residential enclaves, 37 Woodlawn Ave.
- E. is a captivating family home thoughtfully renovated by renowned Cindy Rendely Architexture.
- With Commanding Curb Appeal, Stately 3-Storey Home Offers Abundance Of Renovations & Superb Floor Plan For Growing Families Or Downsizers.
- Open-concept 1st floor designed for effortless family living & entertaining, with a superbly appointed kitchen featuring Caesarstone countertops, premium appliances...
- Serene primary suite offers private balcony & 6-piece ensuite.
Rarely available in one of Summerhill's most coveted residential enclaves, 37 Woodlawn Ave. E. is a captivating family home thoughtfully renovated by renowned Cindy Rendely Architexture. With Commanding Curb Appeal, Stately 3-Storey Home Offers Abundance Of Renovations & Superb Floor Plan For Growing Families Or Downsizers. Offering more than 3,000 sq. ft. of total living space, 3+1 bedrooms and 4 baths, the home seamlessly blends timeless character with contemporary refinement. Corten steel defines the exterior, while walnut brings warmth throughout the interiors-from custom millwork to the feature staircase with leather-inlaid walnut treads. Expansive floor-to-ceiling windows fill the home with natural light, complemented by dramatic open-riser staircase beneath 3rd-level skylight. Open-concept 1st floor designed for effortless family living & entertaining, with a superbly appointed kitchen featuring Caesarstone countertops, premium appliances, & walkout to expansive backyard. The bay-windowed living room features a wood-burning fireplace, while custom built-in cabinetry throughout adds warmth & elevated detail. Heated floors in all bathrooms provide additional comfort. Serene primary suite offers private balcony & 6-piece ensuite. Light-filled, generously sized bdrms provide welcoming spaces for family & guests. Lower level features impressive entertainment retreat with100-inch projection screen, surround sound & Sonos throughout. Beautifully landscaped 31 x 129 ft. lot features irrigation, landscape lighting, 2-car permitted pad parking & Level 2 EV charger. Ideally positioned in heart of the city, 37 Woodlawn Ave. E. is within easy reach of some of Toronto's finest private & public schools, along with the best restaurants, boutiques & private clubs. Rare opportunity to experience thoughtful architecture, exceptional craftsmanship and refined city living in one of Toronto's most desirable residential enclaves-where homes of this calibre are seldom offered.
Key facts
- Property type
- Detached, 3-Storey
- MLS®
- C13758458
- Bedrooms
- 3+1 (4 total)
- Bathrooms
- 4 (1 half)
- Size
- 2000-2500 sq ft
- Lot
- 31 × 129 ft
- Cross streets
- East Of Yonge
- Parking
- 2 parking
- Driveway
- Front Yard Parking
- Basement
- Finished
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Brick
- Foundation
- Concrete
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Property tax
- $20,303 / 2026
- Days on market
- 3
- Listing brokerage
- HARVEY KALLES REAL ESTATE LTD.
Rooms
hardwood floor · vaulted ceiling(s) · 4 pc bath
hardwood floor · w/o to deck · built-in speakers
hardwood floor · b/i desk · halogen lighting
hardwood floor · centre island · breakfast bar
hardwood floor · overlooks garden · vaulted ceiling(s)
hardwood floor · fireplace · bay window
heated floor · halogen lighting · b/i shelves
hardwood floor · w/o to balcony · 6 pc ensuite
heated floor · murphy bed · 3 pc ensuite
Listed at $4,150,000. My estimate lands at $2.84M, so the ask sits about 46% above what comparable sales suggest. A gap that wide can point to premium finishes, a bigger lot, or simply an ambitious ask, so it is worth a close look at what justifies it before you offer. Treat the figure as a starting point: tell me you are interested and I will pull the most comparable recent sales and give you a straight answer on what it will really take.
Second read, from the city assessment: $4.19M. That is about 47% above the comparable-sales figure. When my two methods disagree this much, the answer usually sits between them and something about this home is not in the comparables (the lot, the condition, a rebuild). I would want to see it before leaning on either number.
Total price vs nearby homes. Fair value about $2.84M, median of 51 comparables.
The market behind the math:
About 1.8 months of inventory: 11 detached homes for sale in the area against 18 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $1,844/sqft against an area asking average of $1,459/sqft. Size and $/sqft both feed the estimate above.
How this estimate is builtthe short version
I take the 51 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 $4.19M, higher than the comparables and worth a second look.
What the listing highlights4 points to weigh
Claims from the listing, worth confirming in person. I can book you a private showing.
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled. Value driver
- Heated floors: comfort and a premium-finish signal. Lifestyle
- Primary suite: a key comfort and resale feature. Lifestyle
- Open-concept layout: modern, sought-after flow. Lifestyle
Schools & getting aroundcatchment and transit
Its public catchment (Deer Park Junior and Senior Public School) tests around the provincial average, a steady, family-friendly draw. The full EQAO breakdown is below.
Read this with carewhy it’s an estimate, not an appraisal
There were not many closely comparable homes right in Rosedale-Moore Park, so I widened the search to the surrounding area.
Based on 51 comparable homes that sold in Rosedale-Moore Park over the past two years, from 151 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 $2.84M, which is where my estimate comes from.
Per square foot, these ask about $1,128/sqft; this home lists at $1,844/sqft. Size is part of the price story, not just the sticker.
The 5 closest active listings nearby.
See all comparable homesNeighbourhood & location
Rosedale-Moore Park, 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 11, 2026); conventional rates run a little higher.
Mortgage amount $3,320,000 · 4.24% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $17,898
- Property tax
- $1,692
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $19,590
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $90,225
- Toronto municipal land transfer tax
- $103,225
- Estimated closing costs
- $193,450
Plus your down payment of $830,000. 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
- $1,073,910
- Principal paid down
- $417,848
- Interest paid
- $656,062
- Balance remaining
- $2,902,152
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 20 whole-home leases in Rosedale-Moore Park signed at a median of $9,895 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $9,338. 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 HARVEY KALLES REAL ESTATE LTD.. MLS®/PropTx.