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$2,495,000Asking Price

185 Glenholme Avenue, Toronto, ON M6E 3C5

Oakwood Village, Toronto

Detached
5 + 2
Bedrooms
4
Baths
2.5
Parking
Days on Market

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.

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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 Info

  • 2.5-Storey Detached
  • 0-Car Driveway
  • 2.5-Car Detached Garage
  • St. Clair/Oakwood/Dufferin
  • 2500-3000 Approximate Sq Feet
  • 2 Kitchens
  • Forced Air Gas Heating
  • Central Air

Property

  • Lot Size 36.5 x 124.28 Feet
  • Brick Exterior
  • Taxes were $10,703 in 2026
  • Possession: See Remarks

Details

  • Fireplace
  • Family Room
  • Sewers
  • Municipal Water
  •  
  • MLS #C13547772
  • ORION REALTY CORPORATION

Extras

Room Floor Dimensions Details
1 Kitchen Ground 11.22' x 10.30' Large Window, Breakfast Area
Washroom1 3-Piece Bathroom
Washroom1 3-Piece Bathroom on Ground Floor
Washroom1 3-Piece Bathroom
Washroom1 3-Piece Bathroom

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.

Toronto  (1.2)
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.

Toronto  ($132K)
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

Philippines was once home to 8.2% of immigrants.
Caribbean 6.9%
Portugal 4.8%
Italy 4.3%
Jamaica 2.9%

8.2% from Philippines
All-time

Birthplace - Recent

Philippines was once home to 2.0% of immigrants.
Jamaica 0.3%
China 0.3%
India 0.2%
Other South America 0.2%

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.

Gta Avg (5.19)

Shelters

Shelters

0

Homeless shelters in
the neighbourhood.

Gta Avg (0.54)