For Sale

2099 Helmsley Avenue, Oakville, Ontario L6M 4R5

$2,450,000

2099 Helmsley Avenue, Oakville, Ontario L6M 4R5 is For Sale and has a listing price of 2,450,000. The property is located in the Oakville . It's been on the website for 1 Day.

  • Detached
    Property Type
  • 5
    Bedrooms
  • 4
    Bathrooms
  • Parking
  • MLS ID: W12810144
  • Office Name Century 21 Miller Real Estate Ltd.
Property Description

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
  • Bedrooms: 5
  • MLS ID: W12810144
  • Bathrooms: 4
  • Price: $2,450,000
  • Lot Depth: 140.35
  • Transaction Types: For Sale
  • Ref ID: W12810144
  • View: Unobstructed Water View, River View, View Of Water
  • Year Built: N/A
  • Approx Sqft: 3000-3500
  • Dir / Cross St: Upper Middle & Bronte
  • Status: Active
  • Tax Year: 2026
  • Approx Age: 16-30
  • Property Type: Detached
  • Property Type: All Houses
  • Property Sub Category: Detached
Price History
List Date MLS ID List Price Status End Date Closed Price
02/22/2026 W12810144 $2,450,000 For Sale - -
Market Temperature
  • Buyer's Market
  • Balanced
  • Seller's Market
Neighborhood Stats
Oakville
  • $1,639,640 Average List Price
    based on 1 year
  • 957 New Listings
    based on 30 days
  • 43 Median Days on Market
    based on 1 year
  • List vs. Selling Price 217.31 % Up
  • Sold (12mo) 1,532
  • Rented (12mo) 2,115

  • 1 Month Change +49.4%
  • 3 Month Change -23.0%
  • 6 Month Change -22.5%
Walkscore
  • 48 Walk Score
    Car-Dependent
  • 36 Transit Score
    Some Transit
  • 64 Bike Score
    Bikeable
Additional Details
  • Heat Type Forced Air
  • Heat Source Gas
  • Style 2-storey
  • Washroom Type1: 1
  • Garage Type Built-in
  • Parking Spaces: 3
  • Exterior Brick
  • Kitchen Y
  • Fireplace Y
  • Parking Y
  • Family Room: 1
  • Washrooms Type 1 # Pcs: 2
  • Washrooms Type 2 # Pcs: 3
  • Washrooms Type 3 # Pcs: 4
  • Washrooms Type 4 # Pcs: 5
  • Washrooms Type 2: 1
  • Washrooms Type 3: 1
  • Washrooms Type 4: 1
  • Taxes: $9,782
  • Last Status New
  • Original Price: $0
  • Sold Price: $0
  • Addl Monthly Fees: $0
  • Possession Remarks: Flexible
  • Listing Entry Date: 22/02/2026 19:05:43
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