
Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of Bridle Path-Sunnybrook-York Mills. Expertly crafted featuring premium stucco (plaster) and stone construction, this residence presents an exceptional opportunity offered at $5,750,000 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.
This exceptional residence embodies refined contemporary luxury, seamlessly blending sophisticated design with impeccable craftsmanship. Situated on one of Lawrence Park's premier streets, the home captivates immediately with its striking curb appeal & timeless architectural presence. A distinctive custom-built home by Den Bosch & Finchley, the grand foyer opens to expansive principal rooms, including an elegant formal living room with fireplace & Juliette balcony & a spectacular dining room designed for sophisticated entertaining.The Bellini chef's kitchen is both functional & beautifully appointed, featuring an oversized island w/seating, spacious eat-in dining area overlooking the rear gardens, separate servery & a walkout to the upper flagstone terrace. The adjoining family room, complete w/fireplace & custom built-ins, offers the perfect setting for relaxed everyday living. A private office, two powder rooms, a storage closet plus a "rough-in" for elevator complete this level. The serene primary suite is a private sanctuary with his-and-hers walk-in closets & a sumptuous 5-pc ensuite. Three additional bedrooms each feature beautifully appointed ensuite baths, custom walk-in closets, built-ins & integrated desks. A well-appointed second-floor laundry room provides exceptional convenience & functionality for modern family living. The naturally bright, above-grade lower level w/heated floors throughout further expands the living space & is designed for relaxation & entertaining. A spacious media room overlooks the rear gardens & features a fireplace, wet bar w/sink & a fridge, large games room w/walkout to the spectacular private fenced-in yard, a versatile 5th bdrm or gym, a 4-pc washroom & a mudroom w/direct access to a rare heated 3-car garage complete this space. Exceptional storage solutions are thoughtfully incorporated thruout. Set on an exquisitely landscaped 50' x 150' lot in coveted Lawrence Park, this home totals 6,125 sq ft of exceptional living space.
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This detached home located at 108 Cheltenham Avenue, Toronto is currently for sale and has been available on SousaSells for 0 days. This property is listed at $5,750,000 with an estimated mortgage of $19,140* per month. It has 5 beds, 7 bathrooms, and is 3500-5000 square feet. 108 Cheltenham Avenue, Toronto is in the Bridle Path-Sunnybrook-York Mills neighborhood.
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* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Yes! Featuring 5 bedrooms and 7 bathrooms, this home offers ample space and comfort for growing families in Bridle Path-Sunnybrook-York Mills, Toronto.
Growing families needing multi-bedroom flexibility and space in Bridle Path-Sunnybrook-York Mills, Toronto.
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No historical data available for this property.
This could be the first listing for this address.
If you are looking for a house in Toronto or researching Toronto real estate for sale, this 5-bedroom detached at 108 Cheltenham Avenue, Toronto, ON offers an exceptional opportunity to buy a home in Toronto, Ontario. Whether you are a first-time Toronto home buyer or comparing active Toronto MLS® homes for sale, working with a dedicated Toronto buyer agent ensures you receive priority showing access, unrepresented buyer protection, and aggressive price negotiation.
Browse all verified Toronto real estate listings, compare active Toronto houses for sale, and view brand new MLS® inventory before it hits the open market.
Under Ontario REBBA/TRESA regulations, the listing brokerage is legally bound to the seller's financial interests. Work with an experienced Toronto realtor & real estate broker who represents you 100%—at zero cost to you as a buyer.
Estimated mortgage: $19,140*/month*. Estimated Ontario Land Transfer Tax: $260,450. First-time Toronto home buyers may qualify for up to $8,475 in rebates.
The current listing price for 108 Cheltenham Avenue, Toronto, ON in Bridle Path-Sunnybrook-York Mills, Toronto is $5,750,000.
This property features 5 bedrooms and 7 bathrooms across approximately 3500-5000 sqft.
108 Cheltenham Avenue, Toronto, ON is a Detached (2-Storey) featuring a Walk-Out, Finished basement.
Key property features include: Fenced Yard, Hospital, Park, Public Transit, School.
Interior highlights include: Central Vacuum.
Security features include: Alarm System, Monitored.
Yes, this property offers parking space for 6.0 vehicles (Built-In).
Heating is provided via Gas and cooling via Central Air.
Bridle Path-Sunnybrook-York Mills, Toronto
41 assaults (356.6/100k)
72 B&E (626.2/100k)
36 thefts (313.1/100k)
Improving vs previous year
Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.
Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.
Data-driven valuation for 108 Cheltenham Avenue, Toronto, ON M4N 1P9
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 $5,750,000 in Toronto, the legal minimum down payment is $1,150,000 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 $130,225 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $130,225 also applies, bringing the total estimated land transfer taxes to $260,450.
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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.
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