10 most expensive homes for sale in Oakville, Ontario

Oakville, a charming town located just west of Toronto on the shores of Lake Ontario, has some of the most opulent and desirable homes in the country. If you are looking for an expansive estate, start your search right here
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The charming town of Oakville is home to some of the most stunning luxurious properties you will find anywhere in the world. Jawdropping architecture and clean design that would make anyone daydream about experiencing part of it and a shocking number of zeros on the price that explains that luxury is, after all, reserved for only a few. 

With that in mind, here are the top 10 most expensive homes for sale in the Oakville real estate market.

1. 1150 Lakeshore Rd E, Oakville

Asking price: 49,995,000

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The Details

  • Property Taxes: $251,100
  • Size: 5,000+ sqft
  • Bedrooms: 6
  • Bathrooms: 14
  • # Days on the Market: 8

If this property doesn’t wow you with its exceptional design and the price, then nothing will. Surrounded by trees on all three sides, and the lake on one side, owning this stunning property is like owning a whole village. Not only do you get an indoor and outdoor pool, but you’ll also have a tennis court, a library, cinema and music room, private access to the lake and even your very own private chapel. The interior is as marvellous as the exterior. Six bedrooms and 14 bathrooms are spread across the whole property, all of them with soft-hued tunes to bring warmth to the grand space and high ceilings.

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2. 489 Lakeshore Road E, Oakville

Asking price: $21,999,000

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The Details

  • Property Taxes: $107,104
  • Size: 43,776 square feet (lot)
  • Bedrooms: 4+1
  • Bathrooms: 8
  • # Days on the Market: 247

The neoclassic design infused with contemporary amenities and carefully picked details are perfect for those looking for functionality, class and utter luxury. This five-bedroom, eight-bathroom house sits in one of Oakville’s most desirable locations – Lakeshore Road, boasting breathtaking lake views while enjoying privacy and isolation. Grand windows and doors provide unobstructed views of the surrounding nature, at the same time exposing the beautiful patterns, sophisticated furniture and handcrafted decor on the inside.

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3. 1 Birch Hill Lane. Oakville, Old Oakville

Asking price: $6,998,000

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The Details

  • Property Taxes: $50,407
  • Size: 33,176 square feet (lot)
  • Bedrooms: 6
  • Bathrooms: 8
  • # Days on the Market: 297

New on our list of the most expensive homes for sale in Oakville, you don’t want to miss out on your chance to own a luxury home in the prestigious Birch Hill Lane in Old Oakville. At just below $7 million, this lakefront estate is a custom-made masterpiece laying in front of the well-known Gold Coast of Lake Ontario. The custom design is tailored to take advantage of the superb positioning and provide spectacular, unobstructed views over the lake.

High ceilings and white marble floors and walls create an open space that is inviting and welcoming, while the wooden details and carefully picked art pieces add the touch of luxury. All six bedrooms have a unique colour and design, making everyone feel like they’re in their corner in this big mansion. The outdoor pool, wine room and spa are just some of the areas where you can sit back and relax with friends and family, or on your own and enjoy the unique privacy this house offers.

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4. 12 Raymar Place, Oakville, Old Oakville

Asking price: $6,490,000

expensive homes for sale in Oakville

The Details

  • Property Taxes: $32,716
  • Size: 9958.08 square feet (lot)
  • Bedrooms: 4
  • Bathrooms: 6
  • # Days on the Market: 40

This modern palace offers today’s luxury, like no other property. Bright tones and floor to ceiling windows enlighten the space and emphasize the details in every room. Every area has a unique, striking feature or piece of furniture that stands out and brings colour in every corner, so you will never feel bored while in the house. A big walk-in closet and a master suite with a private balcony will await the new owners along with a spa-like bath. All bedrooms have ensuites, so your guests can feel at home whenever they spend the night.

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5. 1116 Westdale Road, Oakville

Asking price: $8,500,000

The Details

  • Property Taxes: $46,873
  • Size: 19,497 square feet (lot)
  • Bedrooms: 4+1
  • Bathrooms: 7
  • # Days on the Market: 56

New, modern, luxurious and still waiting for its ideal owner! As one of the expensive homes for sale in Oakville, the design of this property is impeccable, featuring broad, open surfaces combined with soft-hued tones and contrasting details. Besides being located in the most prominent area of Oakville – Lake Ontario, this property houses practically every room imaginable: Downs view kitchens, champagne room, wine room, spa, theatre room, a massive garage, and a spacious basement. Each of the rooms is stacked with the latest, high-end appliances, sophisticated furniture, and carefully picked décor to create a stunning, jaw-dropping space worthy of the price tag.

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6. 1441 Lakeshore Rd E, Oakville

Asking price: $7,950,000

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The Details

  • Property Taxes: $37,144
  • Size: 97,460 square feet (lot)
  • Bedrooms: 5
  • Bathrooms: 8
  • # Days on the Market: 324

Stonehaven is a name that truly represents this house. Spanning to over 10,000 square feet of living space, Stonehaven has everything you need, and then some. When you enter the iron gates decorated with a stone fence, you will be welcomed by a marvellous garden filled with pine trees, grass and carefully picked plants. You will catch a glimpse of the outdoor pool where there is an outdoor shower, a cedar dressing room, bathroom and a full kitchenette, perfect for organizing barbeque parties and gatherings.

The exterior design merges with the interior, where stone walls and pillars are combined with refined wood details and high-end furniture to create real heaven made of stone.

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7. 1021 Lakeshore Road E, Oakville

Asking price: $6,500,000

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The Details

  • Property Taxes: $43,549
  • Size: 35,860 square feet (lot)
  • Bedrooms: 4
  • Bathrooms: 6
  • # Days on the Market: 35

Originally designed by renowned architect Gren Wies, this magnificent home is secluded heaven in the charming Old Oakville. The previous owners invested more than $3 million to add to the quality of the house and make it even more stunning than before. The Georgian style interior has antique pieces, vintage furniture, and artwork that make you feel like you’re in a different era. However, you will still enjoy the latest modern features, such as a spa, a wine cellar, pool, and a magnificent patio where you can enjoy one of the most beautiful gardens in the neighbourhood.

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8. 9 Lambert Common, Oakville, Old Oakville

Asking price: $6,000,000

The Details

  • Property Taxes: $21,731
  • Size: 16,361 square feet (lot)
  • Bedrooms: 4
  • Bathrooms: 6
  • # Days on the Market: 143

At the number eight spot in our list of the most expensive homes for sale in Oakville, is this new luxury property. Wide, open space is what you will get on 9 Lambert Common in Old Oakville. This limestone modern house’s interior is represented by elegant, advanced features and soft-hued tones combined with contrasting dark elements. The home is an entertainer’s paradise, and there is a wine cellar, a pool table & bar, a media room and your very own private gym. A house you definitely wouldn’t want to leave.

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9. 531 Esplanade, Oakville

Asking price: $6,398,000

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The Details

  • Property Taxes: $24,519
  • Size: 11,200 square feet (lot)
  • Bedrooms: 4+1
  • Bathrooms: 5
  • # Days on the Market: 84

If you’ve always dreamed of roasting marshmallows in front of the lake while being in your private garden, then your dream can come true with this marvellous Old Oakville home. Clean finishes and white tones are in every room, so everything is in the minimalist details in this house. The main highlight of this magnificent property is the unobstructed lake views you get to enjoy from every part of the house, thanks to the windows placed all around it. With forest-like surroundings, this house will give you complete privacy so that you can enjoy the breathtaking lake views from both the inside and the outside of the house.

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10. 2386 Carrington Place, Oakville, Eastlake

Asking price: $5,999,900

The Details

  • Property Taxes: $26,495
  • Size: 15,362 square feet (lot)
  • Bedrooms: 4
  • Bathrooms: 5
  • # Days on the Market: 77

Last, but not least on our list of the most expensive homes for sale in Oakville is this idyllic lakefront property. Set on more than 5,500 square feet in one of Oakville’s most prominent neighbourhoods, this 2-storey detached house features some unique architectural details, gracious rooms, and refined details all around. The Georgian style decorated living room with a beautiful fireplace is a perfect place to sit back and relax on a Sunday night. In contrast, the beautiful gardens set the stage to enjoy some of the most stunning Oakville sunsets over the lake.

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As we can see from this list, Lake Ontario is what makes Oakville one of the most sought-after locations for home buyers. The stunning lake views, natural sights, and fresh air provide the ideal setup for luxury properties to be built, bringing more and more people in search of the perfect house.

Whether you like castle-like properties or modern designs, you can’t deny that every single one of these houses is spectacular. While we sit in awe looking at the lavish luxury they offer, a handful of people get to enjoy it, and you or someone you know may be one of them. Whoever the next proud owner is, I’m sure they will enjoy living in these architectural and interior design wonders.

Angela Manevska
Angela Manevska

Angela is a freelancer who writes and specializes in article and blog writing. Her experience in finance has allowed her to write about a variety of topics including finance, business planning, and real estate.

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