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
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BEDS
5
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$2,198,000
FOR SALE
Rarely Offered Opportunity in Prestigious Denlow/BanburyNestled on a quiet, family-friendly street in the highly coveted Denlow/Banbury community, this exceptional property presents a rare opportunity to BUILD, RENOVATE, or enjoy as-is. Set on a premium 60 x 120 ft lot, this sun-filled residence offers timeless charm, generous living spaces, and outstanding potential in one of Toronto's most desirable neighbourhoods. A welcoming front porch, curb appeal, while the thoughtfully maintained interior is designed for comfortable family living and effortless entertaining. The bright, spacious eat-in kitchen features a walk-out to the private backyard, perfect for outdoor dining and summer gatherings. Elegant formal living and dining rooms provide refined spaces for hosting, while the warm and inviting family room adds functionality and comfort to the main level. The finished lower level offers a large recreation area ideal for family enjoyment, a home office, or guest accommodation. Additional highlights include updated windows (back of the house), a double car garage, private double driveway, and a roof replaced approximately six months ago. Ideally located close to top-ranked schools, parks, Shops at Don Mills, TTC, and major highways, this is a rare chance to own a premium property in an exceptional neighbourhood known for its strong community feel and enduring value.
396 Roxton Road, Toronto
5+2
BEDS
5
BATHS
$2,049,000
FOR SALE
A well-maintained detached fourplex in the heart of one of Toronto's most sought-after neighbourhoods, Palmerston Little Italy. This versatile property offers four self-contained units ideal for investors, co-ownership partners, or multi-generational living. The spacious main-floor 3-bed, 2-bath suite features ensuite laundry and direct access to a beautifully finished backyard with built-in seating and decking. The second level offers two bright 1-bedroom suites, each with private balconies, while the expansive lower level hosts a 2-bedroom suite spanning the full footprint of the home. All tenants month-to-month. The detached 2-car garage and laneway potential offer even more opportunity for future value. Perfectly situated steps to Harbord, Ossington, College, and Bloor - enjoy proximity to Little Italy, U of T, TTC, and all the amenities of downtown living. A rare opportunity to generate income, share ownership, or live together while maintaining independence.
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