37 Henry Street, Toronto, ON
Kensington-Chinatown, Toronto · MLS® C13428046
About this home
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.
Key facts
- Property type
- Semi-Detached, 2-Storey
- MLS®
- C13428046
- Bedrooms
- 3
- Bathrooms
- 2 (1 half)
- Size
- 1500-2000
- Lot
- 21 × 129 ft
- Cross streets
- College St. & Henry St.
- Parking
- 2 parking
- Driveway
- Lane
- Basement
- Unfinished, Separate Entrance
- Heating
- Forced Air
- A/C
- None
- Exterior
- Brick
- Foundation
- Unknown
- Roof
- Shingles
- Sewer
- Sewer
- Property tax
- $9,085 / 2025
- Days on market
- 37
- Listing brokerage
- ROYAL LEPAGE/J & D DIVISION
Rooms
2 Pc Bath
w/o to yard · stained glass · skylight
hardwood floor · window · closet
hardwood floor · double doors · window
hardwood floor · window · california shutters
tile floor · b/i appliances · combined w/sunroom
tile floor · window · eat-in kitchen
hardwood floor · window · closet
hardwood floor · picture window
hardwood floor · closed fireplace · stained glass
Listed at $1,625,000, this home is about 20% above what comparable homes suggest. The number above is my independent estimate of value, not the asking price.
Priced above comparable homes overall, but the price per square foot ($929/sqft) is in line with the area, so you are paying for extra space rather than a premium.
There were not many closely comparable homes right in Kensington-Chinatown, so I widened the search to the surrounding area.
Based on 33 similar homes nearby, adjusted for size, beds, and baths.Median of 33 comparable active listings, adjusted for size, beds, and baths. The city (MPAC) assessment points to about $1.94M, higher than the comparables and worth a second look.
How I got there
Here is the exact math behind the estimate. I start from the closest comparable listing and adjust for the real differences (size, beds, baths) to land on a like-for-like value for this home.
- Closest comparable, listed at $1.03M
- Bathrooms −$15K
- Adjusts to $1.01M
That comparable adjusts to $1.01M; the $1.35M estimate above is the median of all 33 comparables, which is steadier than any single home.This uses comparable active listings, not sold prices. Lot, condition, and finishes are my in-person call, and I can run a full CMA with recent solds.
The assigned public school is Orde Street Public School. EQAO is only one input, and families here also look at French Immersion, boundary, and private options, the full breakdown is below.
On location, this is a very walkable address with everyday errands close by. College St at McCaul St is about a 2-minute walk away. Walkable, transit-friendly spots tend to hold value and widen your resale pool.
Total price vs nearby homes. Fair value about $1.35M, median of 33 comparables.
What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled.
- Addition / added square footage: more space lifts value when it is permitted and well integrated, verify the permits.
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room.
- Hardwood floors: quality hardwood is durable and broadly desirable.
- Garden / laneway suite potential: extra-unit upside, but confirm zoning and feasibility with the city.
- Value driver
- Worth verifying
- Lifestyle
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 5 closest of 8 active listings nearby.
See all comparable homesThis home lists 0% above the area average of $928/sqft.
32 days longer than the Toronto average (5 days).
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
Kensington-Chinatown, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
Getting around
Very WalkableA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.
Most daily errands can be done on foot.
🚉 Nearest transit: College St at McCaul St, about 149 m away
Within a 15-minute (1.5 km) walk.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). Toronto.
Get the full neighbourhood report (schools, parks, transit & safety) →
The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).
School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.
Affordability & Mortgage
Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.
Calculate and customize your mortgage and other expenses
Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.
Your numbers
Homes over $1.5M can't be insured, so 20% down or more is required.
Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 18, 2026); conventional rates run a little higher.
Mortgage amount $1,300,000 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $6,937
- Property tax
- $757
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $7,694
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $28,975
- Toronto municipal land transfer tax
- $28,975
- Estimated closing costs
- $57,950
Plus your down payment of $325,000. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.
Over the full 25 years
At the end of your 5-year term
- Total paid over the term
- $416,237
- Principal paid down
- $165,555
- Interest paid
- $250,682
- Balance remaining
- $1,134,445
Talk to Team Asgarian about your options
Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.
Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.
Investor snapshot
Income potential: the basement has a separate entrance, which often supports a rentable in-law or second suite. That can lift real rent well above the figure above and help carry the mortgage. Ask us about permitted use in this area.
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersEstimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of ROYAL LEPAGE/J & D DIVISION. MLS®/PropTx.