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Detached for Sale in High Park
45 days on marketNeighbourhood: High Park-Swansea
- MLS Number
- W13547838
- Property Type
- Detached
- Status
- active
- Days on Site
- 45
- Bedrooms
- 3
- Bathrooms
- 1
- Square Feet
- 700 - 1,099 sqft
- Neighbourhood
- High Park / Junction / Roncesvalles
- Listing Brokerage
- RE/MAX PREMIER INC.
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.
Estimate your monthly payments for this property
Estimated Payment
$4,617.46/mo
Includes CMHC insurance ($25,110)
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover High Park-Swansea
High Park-Swansea is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in High Park-Swansea
- •Convenient location in High Park / Junction / Roncesvalles
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
High Park-Swansea offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
269 Windermere Avenue, High Park / Junction / Roncesvalles
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Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Premium Pricing
At $1286/sqft, this property is priced above the High Park average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.
Market Position
At 45 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.
Detached Home Advantages
Detached homes in High Park are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Efficient Living
At 700 sqft, this is a more compact space. The upside: lower utility bills, less maintenance, and easier cleaning. Consider how you'll use the space - built-in storage, multi-functional furniture, and good organization become important. Great for singles, couples, or those who prefer a low-maintenance lifestyle.
Starter Home Potential
3 bedrooms works well for couples planning families or small families with one child. Consider whether you might outgrow the space in 5-7 years. If so, factor in potential moving costs when making your decision. Alternatively, some buyers convert a bedroom to an office and make it work long-term.
About High Park-Swansea
I know High Park-Swansea well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.