$1,625,000 - 37 Henry Street, Downtown Toronto
Semi-Detached for Sale in Downtown Toronto
New — Listed 3 days ago- MLS Number
- C13428046
- Property Type
- Semi-Detached
- Status
- active
- Days on Site
- 3
- Bedrooms
- 3
- Bathrooms
- 2
- Square Feet
- 1,500 - 1,999 sqft
- Neighbourhood
- Downtown Toronto / Waterfront
- Listing Brokerage
- ROYAL LEPAGE/J & D DIVISION
Attention builders, renovators & savvy investors! Opportunities like this are increasingly rare. Substantial (almost 2000 sq. ft. above ground), this semi-detached Victorian (circa 1883), has been cherished by the same family for nearly 75 years and is now ready for its next chapter. Set on a 21' x 129' lot, this property offers exceptional scale, character, and endless potential. Step inside and discover soaring 10-foot ceilings on the main floor, original hardwood floors, crown mouldings, a decorative marble mantel fireplace, and exquisite stained-glass windows. The signature "Bay-and Gable" façade adds undeniable curb appeal. Bonus 2 car laneway parking! Great proportions, and a footprint that gives you multiple options. Renovate it back to the grand Victorian single family home it once was - Or reconfigure it and create an income property with lower level renovation & 3rd floor addition... This prime location has strong rental appeal... Or take it one step further - The deep lot opens the door to expansion, with a potential Laneway Suite (See neighbouring Laneway properties.) Walk Score Of 100 - Steps to U Of T, major hospitals, Kensington Market, Queen West, The AGO, Grange Park, and Transit. Rich in period charm with solid bones, this is a standout opportunity to transform a historic residence in one of downtown Toronto's most vibrant and sought-after neighbourhoods.
Estimate your monthly payments for this property
Estimated Payment
$7,187.92/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.
37 Henry Street, 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
Fair Market Value
At $1083/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.
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.
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 $6,771 (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.