
Welcome to this remarkable 2 1/2 Storey duplex located in the coveted neighborhood of Oakwood Village. Expertly crafted featuring premium brick construction, this residence presents an exceptional opportunity offered at $2,495,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.
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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This duplex located at 185 Glenholme Avenue, Toronto is currently for sale and has been available on SousaSells for 27 days. This property is listed at $2,495,000 with an estimated mortgage of $8,305* per month. It has 7 beds, 4 bathrooms, and is 2500-3000 square feet. 185 Glenholme Avenue, Toronto is in the Oakwood Village neighborhood.
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* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Yes! Featuring 7 bedrooms and 4 bathrooms, this home offers ample space and comfort for growing families in Oakwood Village, Toronto.
Growing families needing multi-bedroom flexibility and space in Oakwood Village, Toronto.
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The current listing price for 185 Glenholme Avenue, Toronto, ON in Oakwood Village, Toronto is $2,495,000.
This property features 7 bedrooms and 4 bathrooms across approximately 2500-3000 sqft.
185 Glenholme Avenue, Toronto, ON is a Duplex (2 1/2 Storey) featuring a Separate Entrance basement.
Interior highlights include: Auto Garage Door Remote, Carpet Free, On Demand Water Heater, Sump Pump, Water Heater Owned.
Yes, this property offers parking space for 2.5 vehicles (Detached).
Heating is provided via Gas and cooling via Central Air.
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No historical data available for this property.
This could be the first listing for this address.
Data-driven valuation for 185 Glenholme Avenue, Toronto, ON M6E 3C5
Based on 0 recent similar sales in the pocket.
Properties in this area are selling at a steady pace.
Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Toronto.
About Purchasing a Home in Toronto, ON
For a property listed at $2,495,000 in Toronto, the legal minimum down payment is $499,000 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.
Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $48,850 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $48,850 also applies, bringing the total estimated land transfer taxes to $97,700.
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Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.