2099 Helmsley Avenue, Oakville, ON
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Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of Westmount. Expertly crafted featuring premium brick construction, this residence presents an exceptional opportunity offered at $2,450,000 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.
- 5 Bedrooms and 4 Bathrooms
- Generous living space spanning 3000-3500 sqft on a premium 35.27 x 140.35 ft lot
- Features a finished basement, adding superb versatility for recreation, a home gym, or extra storage
- 5.0 total parking spaces available with a convenient built-in configuration
- Notable attributes: Auto Garage Door Remote
- equipped with central air central cooling and highly efficient forced air heating via gas
Description
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Your Private Summer Oasis in Westmount! Stop scrolling! 2099 Helmsley Ave has officially hit the market, and it's the definition of "turn-key." This isn't just a house; it's a 3,300+ sq. ft. lifestyle upgrade in one of Oakville's most coveted pockets. Why you'll fall in love: Fully Renovated: Brand-new kitchen and spa-like baths. No carpet on the main or upper floors-just sleek, clean lines. Room for Everyone: 4+1 Bedrooms plus a separate office on the main floor, 4 Baths, and a massive finished basement for gym/office/play. The Backyard (The Real MVP): A massive, sun-drenched lot with an in-ground pool, gazebo, and still tons of grass for the kids/pups to run. It is the spot for summer 2026. Meticulously Maintained: Extended driveway and oversized rooms that actually fit your furniture. The Neighborhood Perks: Top-ranked schools (Captain R. Wilson & Garth Webb) Minutes to the Oakville Trafalgar Memorial Hospital, Shops, Oakville Transit, and easy Hwy 407/QEW access are right around the corner.
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Property Summary
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This detached home located at 2099 Helmsley Avenue, Oakville is currently for sale and has been available on SousaSells for 208 days. This property is listed at $2,450,000 with an estimated mortgage of $8,155* per month. It has 5 beds, 4 bathrooms, and is 3000-3500 square feet. 2099 Helmsley Avenue, Oakville is in the Westmount neighborhood.
* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Yes! Featuring 5 bedrooms and 4 bathrooms, this home offers ample space and comfort for growing families in Westmount, Oakville.
- •5 spacious bedroom layout offering versatile living space
- •4 well-appointed bathrooms
- •3000-3500 sqft of generous functional square footage
Growing families needing multi-bedroom flexibility and space in Westmount, Oakville.
Key Features
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Additional Details
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Property Details
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Parking & Garage
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Heating & Cooling
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Features
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Property Features
- Fenced Yard
- Golf
- Hospital
- Marina
- Public Transit
Interior Features
- Auto Garage Door Remote
Security Features
None listed
Community Features
None listed
Property History
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No historical data available for this property.
This could be the first listing for this address.
What is your house worth in Oakville?
This property at 2099 Helmsley Avenue, Oakville, ON has closed. If you own a home on this street or nearby in Oakville, recent market trends and verified sold prices directly determine your home equity.
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Frequently Asked Questions about 2099 Helmsley Avenue, Oakville, ON
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Q.What is the asking price for 2099 Helmsley Avenue, Oakville, ON ?
The current listing price for 2099 Helmsley Avenue, Oakville, ON in Westmount, Oakville is $2,450,000.
Q.How many bedrooms and bathrooms does this property have?
This property features 5 bedrooms and 4 bathrooms across approximately 3000-3500 sqft.
Q.What property type and architectural style is 2099 Helmsley Avenue, Oakville, ON ?
2099 Helmsley Avenue, Oakville, ON is a Detached (2-Storey) featuring a Finished basement.
Q.What key property features does 2099 Helmsley Avenue, Oakville, ON offer?
Key property features include: Fenced Yard, Golf, Hospital, Marina, Public Transit.
Q.What interior features are included in this home?
Interior highlights include: Auto Garage Door Remote.
Q.Is parking available at this property?
Yes, this property offers parking space for 5.0 vehicles (Built-In).
Q.What heating and cooling systems are installed?
Heating is provided via Gas and cooling via Central Air.
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Location
Neighborhood Safety & Crime Analytics
Westmount, Oakville
8 assaults (45.0/100k)
8 B&E (40.0/100k)
12 thefts (45.0/100k)
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.
Pricing & Value Insights
Data-driven valuation for 2099 Helmsley Avenue, Oakville, ON L6M 4R5
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Based on 0 recent similar sales in the pocket.
Properties in this area are selling at a steady pace.
Westmount, Oakville Neighborhood Guide
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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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