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Detached for Sale in Downtown Toronto
66 days on market- MLS Number
- C12990402
- Property Type
- Detached
- Status
- active
- Days on Site
- 66
- Bedrooms
- 3
- Bathrooms
- 4
- Square Feet
- 2,500 - 2,999 sqft
- Neighbourhood
- Downtown Toronto / Waterfront
- Listing Brokerage
- PSR
Discover an extraordinary architectural residence on Palmerston Avenue, one of Trinity Bellwoods' most sought-after streets. With history dating back to the 1860s, the home has gone through an extensive transformation, including a remarkable custom addition crafted by Whitaker Construction, a firm widely regarded as one of the city's leading builders, elevating it into a true design landmark. Featured earlier this year in the Toronto Star in an article titled "Is this the coolest living room in Toronto?" the answer is, yes. The main living space showcases striking 20-foot ceilings anchored by a sprawling sunken lounge, designed with a clean aesthetic that blends warmth with modern design. With east and west exposure, the combination of floor-to-ceiling glass and two large skylights allows natural light to pour through the entire home. The property features meticulous millwork in natural oak, micro-cement walls, heated concrete floors, and recessed lighting that together create a sense of calm sophistication. A beautifully designed mezzanine level, part of the custom addition overlooks the main living space and features a serene library with arched custom shelving, creating an inspiring, light-filled vantage point with views of the city skyline. This thoughtfully planned 3-bedroom residence includes an entire third level dedicated to the primary retreat, featuring a spa-like ensuite that extends to an expansive private rooftop terrace, partially covered and perfectly positioned for Toronto skyline and CN Tower views. An oversized double-sided 1.5 car garage provides exceptional functionality, accommodating two smaller vehicles or offering ample additional space. The lower level includes a washroom and a dedicated area ideal for storage. Celebrating craftsmanship and innovation at every turn, every element has been curated with exceptional intention, resulting in a home that is both artful and livable, an inspired piece of architecture rarely found in the city.
Estimate your monthly payments for this property
Estimated Payment
$17,228.90/mo
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 Downtown Toronto / Waterfront
Downtown Toronto / Waterfront 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 Downtown Toronto / Waterfront
- •Convenient location in Downtown Toronto / Waterfront
- •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
Downtown Toronto / Waterfront 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.
53 Palmerston Avenue, Downtown Toronto / Waterfront
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Rental income estimator & ROI calculator
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 $1558/sqft, this property is priced above the Downtown Toronto 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.
Negotiation Opportunity
At 66 days on site, this property has exceeded the typical selling timeline for Downtown Toronto. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.
Detached Home Advantages
Detached homes in Downtown Toronto 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.
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.
Bathroom Count Matters
With 4 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.
Investment Perspective
Looking at this as an investment: Downtown Toronto properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $16,229 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.