2099 HELMSLEY AVENUE - Photo 1 of 47, Oakville (WM Westmount), Ontario
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$2,450,000

2099 HELMSLEY AVENUE — Oakville (WM Westmount), Ontario

L6M4R5

5Beds
4Baths
5Parking

Listed by Century 21 Miller Real Estate Ltd.

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. (id:63357)

Property Details

Property Type
Detached
Bedrooms
5
Bathrooms
4
Half Baths
1
Stories
2.0
Status
Active

Location & Neighborhood

What's nearby 2099 HELMSLEY AVENUE

Transit Access

Local Amenities

Dining

Coffee & Cafes

Pharmacy

POI data updated 2/22/2026

Oakville (WM Westmount) Market Snapshot

63

Active Listings

$750K

Median Price

0

Avg Days on Market

Last updated: Feb 25, 2026

Listed by

Century 21 Miller Real Estate Ltd.

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$2,450,000