front
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Entry hall
Entry Hall
stairs
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family
family
family
kitchen
kitchen
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main floor laundry
dining
living
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office
master
master
master
master
ensuite
master ensuite
Bed2
Bed 3
family Bath
Bed 4
Basement bath
recroom
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Basement Bedroom
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2099 Helmsley Avenue photo 47

2099 Helmsley Avenue

Oakville, ON L6M 4R5

Sold
5 Beds
4 Baths
3,000 Sq Ft
10,193 Lot Sq Ft
Single Family Home
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About This Property

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.

Property Details

StatusSold
Property TypeSingle Family Home
Listing TypeSale
Interior Size3,000 sq ft
Lot Size10,193 sq ft
Bedrooms5
Bathrooms4
Postal CodeL6M 4R5
Last UpdatedOct 7, 2026 · 11:29 p.m.

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Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

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TRREB MLS® Attribution

MLS® W12810144

Listed by Century 21 Miller Real Estate Ltd.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

MLS®W12810144
TypeSingle Family Home
CityOakville

Team Filipe · RE/MAX · (647) 210-6070

Listed By

Century 21 Miller Real Estate Ltd.