Listed by Century 21 Miller Real Estate Ltd..

2099 Helmsley Avenue is a Detached, 2-Storey and is currently for Sale @ $2,450,000. Taxes in 2025 were $9,782.00.

More homes for sale under 2.5M in Oakville

Your Private Summer Oasis in Westmount! Stop scrolling! 2099 Helmsley Ave has officially hit the market, and it's the definition of "turn-key. The 2-Storey on 2099 Helmsley Avenue has 4 bedrooms, 4 bathrooms, and is located on a 140.35 x 35.27 ft lot in the community of Westmount ." 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.

Fridge, stove, washer, dryer, dishwasher, microwave, beverage fridge, ceiling lights, window coverings, GDO & Remotes, pool equipment and accessories

The address 2099 Helmsley Avenue was listed for sale (MLS# W12810144) on Saturday, February 21, 2026.