185 Glenholme Avenue
Oakwood Village, Toronto, M6E 3C5
$2,245,000
- 5+2 bedrooms
- 4 bathrooms
- 3 parking
- 2500-3000 sq ft
Listed 14 days ago · MLS® C13867018
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 ground 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. 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.
Details
- Type
- Duplex
- Style
- 2 1/2 Storey
- Size
- 2500-3000 sq ft
- Lot
- 36.5 × 124.28 ft
- Basement
- Separate Entrance
- Garage
- Detached
- Kitchens
- 2
- Property tax
- $10,704 (2026)
- Neighbourhood
- Oakwood Village
- Municipality
- Toronto C03
Interior
- Bedrooms
- 5 above ground + 2 below
- Bathrooms
- 1 × 3-piece (basement), 1 × 3-piece (ground), 1 × 3-piece (second), 1 × 3-piece (third)
- Rooms
- 16 above ground
- Family room or den
- Yes
- Fireplace
- Yes
- Features
- Auto Garage Door Remote, Carpet Free, On Demand Water Heater, Sump Pump, Water Heater Owned
Heating, cooling and services
- Heating
- Forced Air, Gas
- Air conditioning
- Central Air
- Water and sewer
- Sewer
Building and exterior
- Style
- 2 1/2 Storey
- Exterior
- Brick
- Roof
- Flat
- Foundation
- Concrete
- Faces
- East
Parking
- Garage spaces
- 2.5
- Total parking
- 2.5
Lot
- Size
- 36.5 × 124.28 ft
More
- Possession
- See Remarks
- Cross street
- St. Clair/Oakwood/Dufferin
Rooms
| Room | Level | Size | Features |
|---|---|---|---|
| Living Room | Ground | 4.14 × 3.65 m (13'7" × 12') | Large Window, Open Concept, Fireplace |
| Dining Room | Ground | 3.15 × 4.11 m (10'4" × 13'6") | Large Window |
| Kitchen | Ground | 3.42 × 3.14 m (11'3" × 10'4") | Large Window, Breakfast Area |
| Bedroom | Ground | 2.97 × 2.47 m (9'9" × 8'1") | Double Closet |
| Bedroom 2 | Ground | 3.22 × 4.06 m (10'7" × 13'4") | Window, Double Closet |
| Living Room | Second | 4.33 × 3.73 m (14'2" × 12'3") | Fireplace, Hardwood Floor |
| Family Room | Second | 3.17 × 9.08 m (10'5" × 29'9") | Spiral Stairs |
| Kitchen | Second | 3.17 × 4.58 m (10'5" × 15') | Stone Counters, Large Window |
| Dining Room | Second | 3.32 × 4.44 m (10'11" × 14'7") | B/I Closet |
| Bedroom | Second | 3.23 × 3.16 m (10'7" × 10'4") | Closet, Window |
| Play | Second | 6.49 × 2.38 m (21'4" × 7'10") | Large Window |
| Primary Bedroom | Third | 4.45 × 4.75 m (14'7" × 15'7") | His and Hers Closets, Open Concept |
| Den | Third | 4.57 × 4.06 m (15' × 13'4") | Wet Bar, Spiral Stairs, W/O To Terrace |
| Exercise Room | Basement | 6.19 × 4.39 m (20'4" × 14'5") | Above Grade Window |
| Recreation | Basement | 6.18 × 3.7 m (20'3" × 12'2") | Large Closet, Above Grade Window, Access To Garage |
| Bedroom | Basement | 3.04 × 3.08 m (10' × 10'1") | Above Grade Window |
History of this address
4 earlier listings at this address, with sold and leased prices. Create a free account or sign in to see them.
Location
Location is approximate. See nearby homes on the map
Recent sales nearby
See what similar homes within 1 km sold for in the last year. Create a free account or sign in to see them.
The neighbourhood
Getting around Very walkable
- 🚇 Oakwood LRT1.8 km
- 🚇 Fairbank LRT1.8 km
- 🚆 Mount Dennis GO4.0 km
Within a 10-minute walk: 8 grocery stores, 95 cafés and restaurants, 7 parks, 12 pharmacies. Nearest grocery: Imperial Fruit Market (300 m). Nearest park: Santa Chiara Parkette (300 m).
Schools nearby
Elementary
- St. Clare Catholic School Catholic
EQAO: Gr 6 reading 70%, math 40%4 min walk - Rawlinson Community School
EQAO: Gr 6 reading 82%, math 39%5 min walk - Stella Maris Catholic School Catholic
EQAO: Gr 6 reading 87%, math 60%7 min walk - St. Alphonsus Catholic School Catholic
EQAO: Gr 6 reading 96%, math 50%10 min walk
Secondary
- Oakwood Collegiate Institute
EQAO: Gr 9 math 44%, literacy test 88%6 min walk - Loretto College School Catholic11 min walk
- Winona Drive Senior Public School13 min walk
EQAO: share of students meeting the provincial standard (2024–25). Ontario average: Gr 6 reading 86%, math 51%; Gr 9 math 55%; literacy test 83%.
Closest schools, not school zones. Check which school serves this address with the school board before relying on it.
Who lives here postal area M6E
- Owners / renters
- 55% / 45%
- Median household income
- $82,000
- Average age
- 42
- Children under 15
- 14%
- Homes
- 35% detached, 10% high-rise
- Commute by transit
- 34%
- Population
- 37,684
Languages spoken most at home besides English: Portuguese 10.7%, Spanish 5.2%, Italian 3.5%, Tagalog (Pilipino, Filipino) 3.2%.
Flood and conservation No mapped hazard
Not inside a mapped flood plain or regulated area.
Screening maps only. Ask the conservation authority for a property inquiry before relying on this.
Safety
Major crime per resident in Oakwood Village (2025): 26% below the Toronto average, down 10% from the year before.
- Assaultabout average
- Break and enter44% below average
- Auto theftabout average
- Robbery84% below average
- Theft from vehicles34% below average
- Shootings48% below average
Crime Severity Index for Toronto police: 60 vs 57 for Ontario (2025).
Police-reported figures for the whole neighbourhood, not this street. Rates use the area’s resident population.
Development nearby 1 active
-
916 ST CLAIR AVE W · 450 mPlan of Condominium · Draft Plan Approved · applied 2021Draft Plan of Standard Condominium for 173 units.Application details
-
900 ST CLAIR AVE W · 500 mPlan of Condominium · Closed · applied 2022Draft Plan of Standard Condominium for a 12 storey mixed-use building with 118 residential units.Application details
Rezoning, site plan, subdivision and condominium applications filed with the city.
Distances are approximate. Places © OpenStreetMap contributors. Neighbourhood figures: Statistics Canada, 2021 Census. School results: EQAO via Ontario Data Catalogue (Open Government Licence – Ontario). Neighbourhood crime: Toronto Police Service Public Safety Data Portal (Open Government Licence – Toronto Police Service). Crime Severity Index: Statistics Canada. Planning applications: City of Toronto open data.
Living here
Commute
To Union Station (downtown Toronto): 6 km. Transit times · Driving times
Noise Nothing major nearby
No highway within 500 m, rail line within 300 m, or airport flight path nearby.
Distances from the map, not noise measurements. Visit at rush hour to judge for yourself.
What can be built RM
Residential Multiple Dwelling (with a site-specific exception).
- ✅ Up to 6 homes on the lot (multiplex): a sixplex ward
- ✅ Garden suite in the backyard
- ✅ Laneway suite, if the lot backs onto a lane
From Toronto’s Zoning By-law 569-2013 map. Lot size, setbacks and trees decide what actually fits; check with a planner before you buy.
Building permits
- Interior Alterations · 2026 · Permit IssuedConverting a duplex into a triplex
- Interior Alterations · 2026 · CancelledProposal for 3 Unit-Detached
- Multiple Projects · 2018 · ClosedProposal for underpinning, basement finishing, and interior alterations to existing detached single family dwelling.
2 permits on this block of the street in the last 2 years, including 1 new home.
Permits filed with the City of Toronto. A permit doesn’t mean the work passed final inspection.
Trees
72 City street trees within 100 m. That’s more than the Toronto average of 42.
Trees on City boulevards only, not private yards or parks.
Internet High-speed
50/10 Mbps or faster available here by cable, fibre or DSL (the federal high-speed target).
From the federal broadband map. Check exact speeds and providers for the address.
Short-term rentals
Only in your principal residence (where you live). The entire home can be rented up to 180 nights a year; renting up to 3 bedrooms while you live there has no limit. Hosts register with the City and collect the 6% accommodation tax.
Zoning, heritage, building permits and street trees: City of Toronto open data (Open Government Licence – Toronto). Roads, rail, airports and planned stations © OpenStreetMap contributors. Internet: Innovation, Science and Economic Development Canada, National Broadband Data.
Listed by ORION REALTY CORPORATION.
Listing information provided by PropTx Innovations Inc. and TRREB; deemed reliable but not guaranteed accurate by PropTx.
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