2099 Helmsley Avenue
Oakville
L6M 4R5
$2,450,000
Residential Freehold
beds: 4+1
baths: 4.0
- Status:
- Active
- Prop. Type:
- Residential Freehold
- MLS® Num:
- W12810144
- Bedrooms:
- 4+1
- Bathrooms:
- 4
- Photos (47)
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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
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front -
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
-
living
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office
-
master
-
master
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master
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master
-
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 23, 2026 at 04:15 AM (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.
- SUE HEDDLE
- CENTURY 21 MILLER REAL ESTATE LTD., BROKERAGE
- 1 (416) 9067998
- Contact by Email
Sue Heddle
sue.heddle@century21.ca
Direct:
416-906-7998
Century 21 Miller Real Estate Ltd., Brokerage
9-209 Speers Rd
Oakville
ON
L6K 0H9
CA
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Century 21 Miller Real Estate Ltd.