2099 Helmsley Avenue, Oakville, ON L6M 4R5, Oakville, ON
Bed 5
Bath 4
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 Highlights
For Sale
MLS NO.
W12810144
Type
Residential Freehold
Sub Type
Detached
Bedrooms
5
Bathrooms
4
Parking
5.0
Garage
Yes
Complete Property Details
Property Type
Residential Freehold
Sub Type
Detached
Transaction Type
For Sale
Status
Closed
Contract Status
Unavailable
MLS® Number
W12810144
Living Area Range
3000-3500
Total Bedrooms
5
Bedrooms Above Grade
4
Bedrooms Below Grade
1
Total Bathrooms
4
Total Kitchens
1
Kitchens Above Grade
1
Rooms Above Grade
10
Rooms Below Grade
2
Interior Features
Auto Garage Door Remote
Fireplace
Yes
Fireplace Features
Natural Gas
Central Vacuum Yn
No
Construction
Brick
Roof
Asphalt Shingle
Lot Width
35.27
Lot Size
10193.41
Lot Size Units
SquareFeet
Parking Features
Private Double
Parking Total
5.0
Covered Spaces
2.0
Garage Type
Built-In
Garage
Yes
Pool
Inground
Direction Facing
East
Cooling
Central Air
Heat Source
Gas
Heat Type
Forced Air
Internet Address Display Yn
Yes
Internet Entire Listing Display Yn
Yes
Full Address
2099 Helmsley Avenue, Oakville, ON L6M 4R5
City
Oakville
Neighbourhood
1019 - WM Westmount
County / Region
Halton
Province / State
ON
Postal Code
L6M 4R5
Cross Street
Upper Middle & Bronte
Directions
Upper Middle to Grand Oak Trail
Country
CA
List Price
$2,450,000
Annual Taxes
$9,782
Tax Year
2025
Legal Description
LOT 72, PLAN 20M802, OAKVILLE. T/W ROW 76926 OVER PTS 6 TO 9, 20R13607. S/T RIGHT HR126124.
Possession Type
Flexible
Possession Details
Flexible
Listing Office
Century 21 Miller Real Estate Ltd.
Board
Oakville, Milton & District Real Estate Board
Original Entry
2026-02-22T19:05:43Z
Media Updated
2026-02-23T19:06:50Z
Photos Updated
2026-02-23T19:05:52Z
Last Modified
2026-03-23T14:34:55Z
System Modified
2026-03-23T14:34:55.585356Z
MLS Status
Sold
Architectural Style
2-Storey
Basement
Finished
Ddfyn
Yes
Expiration Date
2026-09-30
Foundation Details
Poured Concrete
Heat Source Multi
Gas
Heat Type Multi
Forced Air
Hstapplication
Included In
Link Yn
No
Occupant Type
Owner
Originating System Id
A00001796
Parcel Number
249254470
Parking Spaces
3
Property Features
Fenced Yard, Golf, Hospital, Marina, Public Transit
Public Remarks
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.
