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Semi-Detached for Sale in Downtown Toronto
New — Listed 2 days ago- MLS Number
- C12885568
- Property Type
- Semi-Detached
- Status
- active
- Days on Site
- 2
- Bedrooms
- 5
- Bathrooms
- 2
- Square Feet
- 1,500 - 1,999 sqft
- Neighbourhood
- Downtown Toronto / Waterfront
- Listing Brokerage
- RE/MAX ALL-STARS REALTY INC.
If you've been waiting for a real Victorian - the kind with the original details still intact and the bones to create something incredible - 271 Lisgar St is your moment. Loved by the same family for more than 50 years, this grand semi still has the character buyers search endlessly for: soaring ceilings, intricate crown mouldings, original woodwork and beautifully proportioned rooms that remind you how well these homes were built. Offering almost 1,700 square feet above grade, it's larger than most homes in the neighbourhood and sits on a lovely little curve of leafy, laid-back Lisgar just steps from Dundas West - close to Trinity Bellwoods, schools, and every great café, bar and restaurant that makes this pocket of the west end so loved.The main floor delivers the classic Victorian layout with generous principal rooms, tall windows and tons of natural light, plus an eat-in kitchen with the space to create the chef's kitchen you've been pinning on your mood board, with a walk-out to the back deck and yard. Upstairs are three spacious bedrooms (one currently configured as a kitchen) and an updated main bath. The third floor is where the fun begins - an incredible primary retreat, creative studio space, separate work from home offices, extra bedrooms, or perhaps a future rooftop deck moment. The "mostly finished" basement adds flexibility with a separate entrance, another bathroom and laundry area.This isn't a polished flip - and that's exactly the point. It's the kind of authentic Victorian canvas that rarely comes along anymore, in a location that only gets better with time. Bring your vision, your contractor and your inspo board - because the payoff here could be spectacular!
Estimate your monthly payments for this property
Estimated Payment
$5,750.34/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.
271 Lisgar Street, Downtown Toronto / Waterfront
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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 25+ years of GTA real estate experience
Fair Market Value
At $867/sqft, this property is priced in line with current Downtown Toronto market conditions. The pricing suggests the seller has done their homework. We may have modest room for negotiation, typically 2-4% in today's market.
Just Listed - Act Strategically
This property hit the market within the last week. In Downtown Toronto's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.
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.
Excellent Flexibility
With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Downtown Toronto.
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 $5,417 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.
Let's See It Together
Photos only tell part of the story. During our showing, I'll point out things the camera doesn't capture: neighbourhood feel, natural light quality, traffic noise, and overall condition. I'll also share what comparable homes have sold for and help you craft a winning strategy if you decide to move forward.