Sign In
❮ Back to Search

2099 HELMSLEY AVENUE, Oakville (WM Westmount), Ontario, L6M4R5

MLS: W12810144 | House (Freehold)

$2,450,000

❮ Back to Properties

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. (id:64974)

Directions: Cross Streets: Upper Middle & Bronte. ** Directions: Upper Middle to Grand Oak Trail.

Quick Facts

  • Property Type: House (Freehold)
  • Bedrooms: 5 (4 above, 1 below)
  • Bathrooms: 4 (1 half)
  • Ownership: Freehold
  • Attached: No
  • Fireplaces: 1
  • Parking: 5 spaces (Garage)
  • Frontage: 35 ft (10.8 m)

Costs

  • Annual Taxes: $9,782.00 (2025)

Listing Provided by: Century 21 Miller Real Estate Ltd.
Board: The Oakville, Milton & District Real Estate Board
Data provided via CREA DDF®.

Detailed Features

Interior & Systems

  • Heating: Forced air, Natural gas
  • Cooling: Central air conditioning
  • Basement: Finished, N/A
  • Appliances: Washer, Refrigerator, Water meter, Dishwasher, Stove, Dryer, Microwave, Window Coverings, Garage door opener remote(s)
  • Utilities: Sewer, Electricity, Cable

Exterior & Construction

  • Exterior: Brick
  • Foundation: Poured Concrete
  • Fencing: Fenced yard
  • Sewer: Sanitary sewer
  • Water: Municipal water

Lot & Land

  • Frontage: 35 ft (10.8 m)
  • Features: Flat site, Gazebo
  • Pool: Inground pool
  • Zoning: RL6

Community & Neighbourhood

  • Building: Fireplace(s)
  • Neighbourhood: 1019 - WM Westmount

Listing Information

MLS® NumberW12810144
BoardOakville-Milton
Originating SystemThe Oakville, Milton & District Real Estate Board
BrokerageCentury 21 Miller Real Estate Ltd.
Date ListedFebruary 22, 2026
Last UpdatedFebruary 25, 2026

Listing History

Buy/Sell/Terminated/Expired listing history for 2099 HELMSLEY AVENUE, Oakville (WM Westmount), Ontario, L6M4R5

DateDays on MarketPriceEventListing ID
🔄2/25/20262Status ChangedW12810144
2/22/20260$2,450,000For SaleW12810144
2/22/20260$2,450,000ListedW12810144

Location & Neighborhood

📍2099 HELMSLEY AVENUE, Oakville, Ontario, L6M4R5
🗺️ Open in Google Maps🚶‍♂️ Launch Street View

🚗 Travel times

Neighborhood Walkability

Mortgage & Cost Calculators

Nearby Homes (Within 2km)

Similar Homes

Similar Properties

Active Comparables
Rent Comparables
Sold Comparables
Rented Comparables

No rental comparables found in this area.

Sold Comparables

Access to sold property data requires a registered and verified account with TRREB DDF integration.

Coming Soon

Rented Comparables

Access to rented property data requires a registered and verified account with TRREB DDF integration.

Coming Soon