185 Glenholme Avenue

FOR SALE
$2,495,000
185 Glenholme Avenue, Toronto
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
185 Glenholme Avenue
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5 + 2
BEDROOMS
4
BATHROOMS
2
KITCHENS
16
ROOMS
C13547772
MLSID
Contact Us
Property Description
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.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2016-11-14 2017-01-13 60 $1,499,000 $1,350,000
Nearby Intersections
Property Features
Auto Garage Door Remote, Carpet Free, On Demand Water Heater, Sump Pump, Water Heater Owned
Property Details
Address
185 Glenholme Avenue
Postal Code
M6E 3C5
Property Type
Detached, Duplex
Lot Size
36' x 124'
Taxes
$10,704 (2026
Basement
Separate Entrance
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Garage Type
Detached
Listing contracted with Orion Realty Corporation
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BEDS
4
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Ravine living in the heart of Bloor West Village. Offering the rare combination of exceptional privacy, beautiful natural surroundings and one of Toronto's most sought-after neighbourhoods-all just steps from fantastic shopping, cafés, top schools and transit. Backing directly onto the ravine, this beautifully renovated home is filled with style and character, featuring hardwood floors, soaring ceilings, a chef-inspired kitchen and luxurious bathrooms. Completely move-in ready, there is nothing left to do but unpack and enjoy. Adding incredible versatility is a two-bedroom in-law suite on the lower ground level, complete with its own separate entrance and additional kitchen-ideal for extended family, guests, a nanny or flexible living space. Outside, the private backyard feels like an escape from the city, with scenic ravine views and a newly finished stone patio creating the perfect setting for summer entertaining, dinner parties or simply relaxing surrounded by nature. Privacy. Location. Versatility. Ravine views. A rare Bloor West Village gem that truly offers the best of city living and nature.
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$1,899,000
FOR SALE
Welcome to this exceptional quality custom-built home in Bayview Woods-Steeles, surrounded by mature trees, ravine trails and parks, yet close to TTC, GO, Hwy 404, shopping and everyday amenities. Offering over 4000sf of Finished Living Space, this thoughtfully designed home features 4+2 generous bedrooms, clean architectural lines, oversized windows and 2 walk-outs to the garden, filling the home with natural light and bringing the beauty of every season indoors. The striking exterior blends brick, modern siding and large windows in perfect harmony with its natural setting. Bringing the exterior into the home showcasing exposed bricks, warm wood, minimalist fixtures and meticulous attention to detail. A dramatic curved custom open staircase spans all levels, creating a stunning architectural focal point, while the unique rooftop design brings additional natural light throughout the home. Extensively renovated in late 2025, including natural stone front steps and railing, front entrance door, porcelain flooring on the main level, designer two-tone kitchen with lighted display cabinetry, quartz counters and backsplash, top-of-the-line built-in appliances, NEW Front and South windows, kitchen patio door, garage door, and second-floor flooring. The finished lower level offers a recreation room with dry bar, guest room with 3-pc bath, additional bedroom/playroom and walk-in cedar closet. Top School zone - Steelesview PS, Zion Heights MS and A.Y. Jackson SS, plus ravine trails, parks, plazas, supermarkets, library and community centre. A rare opportunity to own a distinctive home where refined design, natural surroundings and modern upgrades come together.
27 Annis Road, Toronto
6+2
BEDS
4
BATHS
$1,890,000
FOR SALE
Rare opportunity in the heart of the Bluffs! Exceptional 100 x 250 ft lot with approved plans &permits for an ultra-modern custom home with 9172 sqft of living space. Skip the approvalprocess and start building right away. Perfect for builders, investors, or end-users looking tocreate a luxury custom residence tailored to their vision. Prime location just 10 mins to theBeach & 25 mins to Downtown Toronto, surrounded by parks, trails & natural beauty. A uniquechance to secure a premium lot and build a high-end home in a prestigious neighbourhood. Offersanytime with 24 hr irrevocable. Sellers are R.R.E.A.
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