269 Windermere Avenue, Toronto, ON
High Park-Swansea, Toronto · MLS® W13547838
About this home
Rare Opportunity in Toronto's Desirable High Park Swansea. Welcome to 269 Windermere Avenue, a detached home, offered for the first time in years, this property is a blank canvas awaiting your vision. Situated on a desirable lot in a mature, tree-lined neighbourhood, this is your chance to invest in one of Toronto's most sought-after communities. Just minutes from the Iconic High Park, residents have access to over 400 acres of green space featuring walking and cycling trails, sports facilities, playgrounds, a zoo, beautiful gardens, and year-round community events. Spend weekends exploring nature, enjoying a picnic, or taking in the famous cherry blossoms each spring. Take in Bloor West Village, The Junction, and Roncesvalles Village and enjoy easy access to boutique shopping, cafés, restaurants, parks, recreation centres, highly rated schools, and everyday conveniences. Excellent TTC service, nearby subway stations, GO Transit, and quick access to major highways make commuting throughout the city effortless. A truly exceptional opportunity for renovators, builders, investors, or families looking to create a custom home in an outstanding location. Don't miss your chance to unlock the potential of this classic Toronto property.
Key facts
- Property type
- Detached, 1 1/2 Storey
- MLS®
- W13547838
- Bedrooms
- 3 (2 + 1)
- Bathrooms
- 1
- Size
- 700-1100
- Lot
- 18 × 129.54 ft
- Cross streets
- S Kingsway/Morningside Ave
- Parking
- 0 parking
- Driveway
- None
- Basement
- Full, Partially Finished
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Shingle , Wood
- Foundation
- Stone
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Property tax
- $5,839 / 2026
- Days on market
- 7
- Listing brokerage
- RE/MAX PREMIER INC.
Rooms
hardwood floor · window · closet
window · closet · vinyl floor
hardwood floor · window · his and hers closets
broadloom · combined w/dining · window
vinyl floor · window
broadloom · combined w/living · open concept
unfinished · open concept
Listed at $899,999, this home is within the range of a wider set of listings, but with few close matches nearby, so worth confirming with a precise CMA. The number above is my independent estimate of value, not the asking price.
There are only a few closely comparable homes right here, so this is a broad read from wider listings in the area. Ask me for a precise CMA before relying on it.
Based on 10 similar homes nearby, adjusted for size, beds, and baths.Median of 10 comparable active listings, adjusted for size, beds, and baths. The city (MPAC) assessment points to about $1.23M, higher than the comparables and worth a second look. The comparable range is wide here, so treat this as a rough read until I run a full CMA.
How I got there
Here is the exact math behind the estimate. I start from the closest comparable listing and adjust for the real differences (size, beds, baths) to land on a like-for-like value for this home.
- Closest comparable, listed at $1.20M
- Bathrooms −$75K
- Adjusts to $1.12M
That comparable adjusts to $1.12M; the $957K estimate above is the median of all 10 comparables, which is steadier than any single home.This uses comparable active listings, not sold prices. Lot, condition, and finishes are my in-person call, and I can run a full CMA with recent solds.
On schools, this address is zoned for Humberside Collegiate Institute, 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.
On location, this is a very walkable address with everyday errands close by. Morningside Ave at Windermere Ave is about a 2-minute walk away. Walkable, transit-friendly spots tend to hold value and widen your resale pool.
Total price vs nearby homes. Fair value about $957K, median of 10 comparables.
What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled.
- Development potential: upside only if zoning permits, verify with the city before relying on it.
- Value driver
- Worth verifying
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 3 closest active listings nearby.
See all comparable homesThis home lists 15% below the area average of $1,173/sqft.
6 days longer than the Toronto average (1 days).
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
High Park-Swansea, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
Getting around
Very WalkableA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.
Most daily errands can be done on foot.
🚉 Nearest transit: Morningside Ave at Windermere Ave, about 132 m away
Within a 15-minute (1.5 km) walk.
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.
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
Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 17, 2026); conventional rates run a little higher.
Mortgage amount $719,999 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $3,842
- Property tax
- $487
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $4,329
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $14,475
- Toronto municipal land transfer tax
- $14,475
- Estimated closing costs
- $28,950
Plus your down payment of $180,000. 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
- $230,531
- Principal paid down
- $91,692
- Interest paid
- $138,839
- Balance remaining
- $628,307
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 numbersEstimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of RE/MAX PREMIER INC.. MLS®/PropTx.