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.
Address
185 Glenholme Avenue
List Price
$2,245,000
MLS® Status
New
Property Type
Residential Freehold
Type of Dwelling
Duplex
Style of Home
2 1/2 Storey
Transaction Type
Sale
Area
Toronto C03
Sub-Area
Oakwood Village
Region
Toronto
Bedrooms
5 + 2
Bedrooms (Total)
7
Rooms Above Grade
16
Bathrooms
4
Floor Area
2500-3000 Sq. Ft.
Lot Depth
124.28
Lot Size Units
Feet
Lot Width
36.5
Occupant Type
Owner+Tenant
Cross Street
St. Clair/Oakwood/Dufferin
MLS® Number
C13867018
Listing Brokerage
ORION REALTY CORPORATION
Basement Area
Separate Entrance
Postal Code
M6E 3C5
Posession Details
See Remarks
Parking Places (Total)
2.5
Tax Amount
$10,703.99
Tax Year
2026
Interior Features
Auto Garage Door Remote, Carpet Free, On Demand Water Heater, Sump Pump, Water Heater Owned
Central Vacuum
No
Family Room
Yes
Ensuite Laundry
No
Special Designation
Unknown
Standard Status
Active
Board Or Association
Toronto Regional Real Estate Board
Heat Source
Gas
Heat Type
Forced Air
Cooling Features
Central Air
Construction Materials
Brick
Direction Faces
East
Fireplace
Yes
Foundation Details
Concrete
Garage
Yes
Garage Type
Detached
Covered Spaces
2.5
Kitchens Total
2
Kitchens Above Grade
2
Pool Features
None
Roof
Flat
Tax Legal Description
PLAN 1529 PT LOT 15 PLAN 1574 PT LOT 18
Waterfront
No
Waterfront
None
Sewer
Sewer
Rooms
| Floor | Type | Dimensions | Features |
|---|---|---|---|
| Ground | Living Room | 4.14 x 3.65 | Fireplace, Large Window, Open Concept |
| Ground | Dining Room | 3.15 x 4.11 | Large Window |
| Ground | Kitchen | 3.42 x 3.14 | Breakfast Area, Large Window |
| Ground | Bedroom | 2.97 x 2.47 | Double Closet |
| Ground | Bedroom 2 | 3.22 x 4.06 | Double Closet, Window |
| Second | Living Room | 4.33 x 3.73 | Fireplace, Hardwood Floor |
| Second | Family Room | 3.17 x 9.08 | Spiral Stairs |
| Second | Kitchen | 3.17 x 4.58 | Large Window, Stone Counters |
| Second | Dining Room | 3.32 x 4.44 | B/I Closet |
| Second | Bedroom | 3.23 x 3.16 | Closet, Window |
| Second | Play | 6.49 x 2.38 | Large Window |
| Third | Primary Bedroom | 4.45 x 4.75 | His and Hers Closets, Open Concept |
| Third | Den | 4.57 x 4.06 | Spiral Stairs, W/O To Terrace, Wet Bar |
| Basement | Exercise Room | 6.19 x 4.39 | Above Grade Window |
| Basement | Recreation | 6.18 x 3.7 | Above Grade Window, Access To Garage, Large Closet |
| Basement | Bedroom | 3.04 x 3.08 | Above Grade Window |