269 Windermere Avenue, Toronto W01

Price: $899,999

3 bedrooms, 1 bathrooms

700 - 1,099 sqft

Property Type: Detached

MLS#: W13547838

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.

269 Windermere Avenue - Detached photo 1 of 36 in High Park / Junction / Roncesvalles, Ontario
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$899,999 - 269 Windermere Avenue, High Park

Detached for Sale in High Park

45 days on market

Neighbourhood: High Park-Swansea

3Beds
1Baths
700 - 1,099Sq Ft
Detached
Property Details
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.
Description

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.

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$4,617.46/mo

Includes CMHC insurance ($25,110)

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5-yr fixed avg.

Principal: $809,999Interest: $550,129
Mortgage Amount$835,109
Total Interest$550,129
Est. Property Tax$637/mo
Total Cost$1,385,238

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.

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Neighbourhood Guide: High Park-Swansea

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

Local Elementary SchoolPublic Elementary
Local Secondary SchoolPublic High School

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.

70
Walk Score
Varies
Price Range

269 Windermere Avenue, High Park / Junction / Roncesvalles

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$2,800/mo
Range: $2,380 - $3,220
Cap Rate (ROI)
2.6%
Fair

Monthly Cash Flow Breakdown

Rental Income+$2,800
Maintenance Fees-$0
Property Tax (est.)-$637
Insurance (est.)-$187
Net Cash Flow+$1,976

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 Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

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.

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    269 Windermere Avenue | $899,999 | Battaglia Team