185 Glenholme Avenue, Toronto, ON
Oakwood Village, Toronto · MLS® C13547772
About this home
Why choose between a premium family home and an income property when you can have both? Live in a house-sized owner's residence while generating meaningful income from a separate legal suite. This rare, fully renovated legal duplex offers the scale, character, parking, outdoor living and flexibility of a substantial single-family home, with built-in rental income. The expansive owner's suite spans nearly 3,000 sq ft across the upper and lower levels, creating an impressive private home with multiple living zones, generous principal rooms, exposed brick, a striking spiral staircase, and a spectacular third-floor primary retreat with walk-out to an oversized private terrace. Ideal for buyers who want elevated everyday living, room to grow, and the ability to offset carrying costs without compromising their own space. The separate 2-bedroom main floor unit is currently leased at $2,950/month, providing immediate income from quality tenants already in place. The lower level is currently enjoyed as a substantial extension of the owner's residence, featuring impressive 8-ft ceiling heights, exposed structural steel beams and hydronic in-floor radiant heating. For buyers seeking additional income or multi-unit flexibility, permits are already available for triplex conversion, giving the next owner the choice to maintain the expansive primary suite or pursue the approved conversion plan. Steps from St. Clair Ave W, TTC, parks, shops & cafés, the property offers two separate entrances, rare dead-end street access, and 2.5 detached garages (Glenholme & Glenhurst Access).Outdoors, enjoy a private landscaped backyard designed for lounging, dining and entertaining. A rare opportunity to own a beautifully upgraded, character-filled home with the scale and comfort of a premium primary residence, the security of rental income, private outdoor space, excellent parking, and multiple ways to live, work and invest in a walkable, transit-connected Toronto neighborhood.
Key facts
- Property type
- Detached, 2 1/2 Storey
- MLS®
- C13547772
- Bedrooms
- 7 (5 + 2)
- Bathrooms
- 4
- Size
- 2500-3000
- Lot
- 36.5 × 124.28 ft
- Cross streets
- St. Clair/Oakwood/Dufferin
- Parking
- 25 garage (detached)
- Basement
- Separate Entrance
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Brick
- Foundation
- Concrete
- Roof
- Flat
- Sewer
- Sewer
- Property tax
- $10,704 / 2026
- Days on market
- 7
- Listing brokerage
- ORION REALTY CORPORATION
Rooms
large window · open concept · fireplace
Large Window
Double Closet
Spiral Stairs
large window · breakfast area
his and hers closets · open concept
B/I Closet
window · double closet
Above Grade Window
fireplace · hardwood floor
large closet · above grade window · access to garage
wet bar · spiral stairs · w/o to terrace
Large Window
stone counters · large window
closet · window
Above Grade Window
Listed at $2,495,000, this home is within the range of a wider set of listings, but with few close matches nearby, so worth confirming with a precise CMA. The number above is my independent estimate of value, not the asking price.
There are only a few closely comparable homes right here, so this is a broad read from wider listings in the area. Ask me for a precise CMA before relying on it.
Based on 18 similar homes nearby, adjusted for size, beds, and baths.Median of 18 comparable active listings, adjusted for size, beds, and baths. The city (MPAC) assessment points to about $2.44M, a close match.
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 $1.40M
- Size difference +$450K
- Bedrooms +$60K
- Adjusts to $1.91M
That comparable adjusts to $1.91M; the $2.62M estimate above is the median of all 18 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 Oakwood Collegiate Institute. 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 more car-dependent spot, so buyers here typically drive. Transit is limited nearby. Worth weighing if transit access matters to you.
Total price vs nearby homes. Fair value about $2.62M, median of 18 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.
- Separate entrance / basement suite: rental or in-law income potential, if it is legally registered and retrofit-compliant.
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled.
- Heated floors: comfort and a premium-finish signal.
- Currently tenanted: confirm the lease terms and vacant-possession timing before closing.
- Income potential
- Value driver
- Lifestyle
- Worth verifying
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 5 closest of 6 active listings nearby.
See all comparable homesThis home lists 7% below the area average of $971/sqft.
6 days longer than the Toronto average (1 days).
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
Oakwood Village, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
Getting around
Car-DependentA 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.
Almost all errands require a car.
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 17, 2026); conventional rates run a little higher.
Mortgage amount $1,996,000 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $10,651
- Property tax
- $892
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $11,543
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $48,850
- Toronto municipal land transfer tax
- $48,850
- Estimated closing costs
- $97,700
Plus your down payment of $499,000. 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
- $639,084
- Principal paid down
- $254,191
- Interest paid
- $384,893
- Balance remaining
- $1,741,809
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 ORION REALTY CORPORATION. MLS®/PropTx.