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$2,749,000
Ontario,Toronto (Oakwood Village)
For Sale Active
185 GLENHOLME AVENUE, Toronto (Oakwood Village), Ontario M6E3C5
  • 6
  • 4
  • 2500 - 3000Square Feet
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Basic Details
Description

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. (id:62783)

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Basic Details
  • Property Type: Residential
  • Listing Type: For Sale
  • Listing ID: C13427712
  • Price: $2,749,000
  • Bedrooms: 6
  • Bathrooms: 4
  • Square Footage: 2500 - 3000 Sqft
  • Status: Active
  • Property Sub Type: Single Family
  • Office Key: 275745
Features & Appliances
Features
  • Heating System: Forced air, Natural gas, Radiant heat, Wood
  • Cooling System: Central air conditioning
  • Basement: N/A, Separate entrance
  • Parking: Detached Garage, Garage
  • Exterior Features: Brick
  • Flooring: Hardwood
  • Sewer: Sanitary sewer
Address Map
  • Location: CA, Ontario, Toronto (Oakwood Village), M6E3C5
  • Street: Glenholme
  • Street Number: 185
  • Street Suffix: Avenue
  • Longitude: W80° 33' 37.8''
  • Latitude: N43° 40' 52.6''
Additional Information
  • Water Source:
  • Foundation Details:
  • Lot Features:
  • Lot Size Dimensions: 36.5 x 124.3 FT
  • Stories: 2.5
Financial
  • Tax Annual Amount: 10709.99
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Listing updated: 2026-06-18 08:55:41
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Listing Information
  • List Agent Key: 2014915
  • List Office Key: 275745
  • Modification Timestamp: 2026-06-11T21:50:09Z
  • Originating System Name: Toronto Regional Real Estate Board
  • Status Change Timestamp: 2026-06-11T21:39:15Z
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Listing updated: 2026-06-18 08:55:41
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