$2,749,000Asking Price
185 Glenholme Avenue, Toronto C03, ON M6E 3C5
Oakwood Village, Toronto
Renovated top-to-bottom with exceptional care, this rare legal duplex offers incredible scale, flexibility and income potential in one of Toronto's most connected midtown pockets. Floor plans show approx. 3,732 sq ft of measured interior floor area across all levels, including approx. 2,800 sq ft above grade plus a substantial 932 sq ft lower level, with additional structural, outdoor and auxiliary areas further enhancing the overall footprint. Ideal for multi-generational living, owner-occupancy with income, or a turn-key investment. Steps from St. Clair Ave W, TTC, parks, shops, cafés and everyday amenities, this character-filled 4+2 bedroom home features two separate property entrances, including rare dead-end street access, creating uniquely convenient access, privacy and parking with 2.5 detached garage spaces. The sun-filled interior blends historic charm with extensive modern upgrades, anchored by exposed brick and a striking spiral staircase and generous principal rooms. The 2-bedroom main floor unit provides immediate income potential with high-quality tenants already in place. The expansive two-level owner's suite offers generous living space, with a spectacular third-floor principal retreat with walk-out to an oversized private terrace - a rare elevated outdoor escape in the heart of the city.Outdoors, enjoy a private backyard oasis with beautifully landscaped space for lounging, dining and entertaining. The underpinned lower level is a true extension of the home, featuring impressive 8-ft ceiling heights, exposed structural steel beams, a 20 x 14.5 ft home gym, 20 x 12 ft recreation room, finished storage/flex space, 3-piece bath, dedicated mechanical room and premium hydronic in-floor radiant heating throughout. A rare offering with legal income, exceptional living space, major structural upgrades, private outdoor space, exceptional access, parking, and multiple ways to live, work and invest in a walkable, transit-connected Toronto neighbourhood.
Renovated top-to-bottom with exceptional care, this rare legal duplex offers incredible scale, flexibility and income potential in one of Toronto's most connected midtown pockets. Floor plans show approx. 3,732 sq ft of measured interior floor area across all levels, including approx. 2,800 sq ft above grade plus a substantial 932 sq ft lower level, with additional structural, outdoor and auxiliary areas further enhancing the overall footprint. Ideal for multi-generational living, owner-occupancy with income, or a turn-key investment. Steps from St. Clair Ave W, TTC, parks, shops, cafés and everyday amenities, this character-filled 4+2 bedroom home features two separate property entrances, including rare dead-end street access, creating uniquely convenient access, privacy and parking with 2.5 detached garage spaces. The sun-filled interior blends historic charm with extensive modern upgrades, anchored by exposed brick and a striking spiral staircase and generous principal rooms. The 2-bedroom main floor unit provides immediate income potential with high-quality tenants already in place. The expansive two-level owner's suite offers generous living space, with a spectacular third-floor principal retreat with walk-out to an oversized private terrace - a rare elevated outdoor escape in the heart of the city.Outdoors, enjoy a private backyard oasis with beautifully landscaped space for lounging, dining and entertaining. The underpinned lower level is a true extension of the home, featuring impressive 8-ft ceiling heights, exposed structural steel beams, a 20 x 14.5 ft home gym, 20 x 12 ft recreation room, finished storage/flex space, 3-piece bath, dedicated mechanical room and premium hydronic in-floor radiant heating throughout. A rare offering with legal income, exceptional living space, major structural upgrades, private outdoor space, exceptional access, parking, and multiple ways to live, work and invest in a walkable, transit-connected Toronto neighbourhood.
See MoreKey Info
- 2.5-Storey Duplex
- 2.5 Parking
- Detached Garage
- St. Clair/Oakwood/Dufferin
- 2500-3000 Approximate Sq Feet
- No Ensuite Laundry
- Forced Air Gas Heating
- Central Air
Property
- Excludes: Heat, Hydro, Water, Cable TV, Central A/C, Common Elements, Building Insurance, Parking
- Taxes were $10,709 in 2026
- Possession: See Remarks
Details
- Brick Exterior
- Fireplace
- 2 Kitchens
- MLS #C13427712
- ORION REALTY CORPORATION
Extras
Rooms
| Room | Floor | Dimensions | Details | |
|---|---|---|---|---|
| 1 | Kitchen | Ground | 11.22' x 10.30' | Window |
 | 1 3-Piece Bathroom | |||
| 1 3-Piece Bathroom on Ground Floor | |||
| 1 3-Piece Bathroom | |||
| 1 3-Piece Bathroom | |||
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Who lives here?
Oakwood Village, Toronto is a central Toronto neighbourhood notable for its singles, education, law & public sector professionals, salespeople and tradespeople. It has a higher than average population of immigrants from the Philippines, and Italian, Spanish, Tagalog and Portuguese speakers. Residents tend to be older with a significant number of babies and adults aged 35 to 54.
Families
Kids Per Family
1.1
kids per family
in the neighbourhood.
Gta ({{ '1.29999995231628' | number: 1 }})
Singles
52%
of residents are
single and loving it.
52% singles
Toronto (50%)Gta ({{ '44.8800010681152' | number: 0 }}%)
Renters
47%
of residents
are renters.
47% renters
Toronto (47%)Gta ({{ '33.0200004577637' | number: 0 }}%)
Education
41%
of residents are
university grads.
41% university grads
Toronto (48%)Gta ({{ '43.6699981689453' | number: 0 }}%)
Income
Average Household Income
$102K
is the average household
income in the neighbourhood.
Gta ({{ '135056.828125' | minifiedCurrency }})
Professions
Professions
| Sales | 17% |
| Government | 11% |
| Business | 9% |
| Trades | 7% |
| Management | 7% |
Immigrants
48%
of residents were
born outside of Canada.
48% immigrants
Toronto (48%)Gta ({{ '45.4300003051758' | number: 0 }}%)
Birthplace - All
8.2% from Philippines
All-time
Birthplace - Recent
2.0% from Philippines
Recent
Foreign Languages
Foreign Languages
| Portuguese | 8% |
| Spanish | 7% |
| Italian | 6% |
| Tagalog | 5% |
| Greek | 2% |
Religions
Religions
| Christian | 67% |
| Jewish | 5% |
| Muslim | 3% |
| Buddhist | 2% |
| Hindu | 2% |
Social Housing
Social Housing Buildings
2
Social housing buildings
in the neighbourhood.
Shelters
Shelters
0
Homeless shelters in
the neighbourhood.
