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2099 Helmsley Avenue
1019 - WM Westmount Oakville L6M 4R5

$2,450,000
Residential Freehold beds: 4+1 baths: 4.0

front
Photo 1: 2099 Helmsley Avenue in Oakville: 1019 - WM Westmount House for sale : MLS®# W12810144
Photo 2: 2099 Helmsley Avenue in Oakville: 1019 - WM Westmount House for sale : MLS®# W12810144
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Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
W12810144
Bedrooms:
4+1
Bathrooms:
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 Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Approx. Age:
16-30
Total Approx Floor Area:
3000-3500
Lot Depth:
140'4"
Lot Frontage:
35'3¼"
Lot Shape:
Pie
Topography:
Flat
Direction Faces:
East
Bedrooms:
4+1
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
10
Rooms Below Grade:
2
Fractional Ownership:
No
Zoning:
RL6
Assignment:
No
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
1
Foundation:
Poured Concrete
Roof:
Asphalt Shingle
Basement:
Finished
Fireplace Features:
Natural Gas
Fireplace/Stove:
Yes
Garage:
Built-In
Garage Spaces:
2.0
Other Structures:
Garden Shed, Gazebo
Parking Features:
Private Double
Parking Spaces:
3
Total Parking Spaces:
5.0
Family Room:
Yes
Possession Details:
Flexible
Lot Irregularities:
Large Pie Lot
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Assessment:
$1,172,000
Assessment Year:
2025
Taxes:
$9,782 / 2026
Assessment:
$1,172,000.00 / 2025
Halton
Oakville
1019 - WM Westmount
Fenced Yard, Golf, Hospital, Marina, Public Transit
Auto Garage Door Remote
Landscape Lighting, Lawn Sprinkler System, Patio, Landscaped
Fridge, stove, washer, dryer, dishwasher, microwave, beverage fridge, ceiling lights, window coverings, GDO & Remotes, pool equipment and accessories
Backyard Flag Pole and sauna
Brick
No
Pool
Utilities Cable:
Yes
Utilities Telephone:
Yes
Utilities Gas:
Yes
Utilities Hydro:
Yes
Utilities Water:
Yes
Sewers:
Yes
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Main Level
Date Listed:
Feb 22, 2026
Original Price:
Previous Price:
  • Photo 1: 2099 Helmsley Avenue in Oakville: 1019 - WM Westmount House for sale : MLS®# W12810144
    front
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    Entry hall
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    Entry Hall
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    stairs
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    family
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    family
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    family
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    kitchen
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    kitchen
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    main floor laundry
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    dining
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    living
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    office
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    master
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    master
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    master
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    master
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    ensuite
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    master ensuite
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    Bed2
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    Bed 3
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    family Bath
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    Bed 4
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    Basement bath
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    recroom
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    Basement Bedroom
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Listed by Century 21 Miller Real Estate Ltd.
Data was last updated February 22, 2026 at 09:15 PM (UTC)
Area Statistics
Listings on market:
21
Avg list price:
$1,759,000
Min list price:
$1,155,000
Max list price:
$2,349,900
Avg days on market:
19
Min days on market:
1
Max days on market:
548
These statistics are generated based on the current listing's property type and located in 1019 - WM Westmount. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.