The charming town of Oakville, Ontario, is home to some of the most stunning and luxurious properties you will find anywhere in the world. Jaw-dropping architecture and clean design would make anyone daydream about experiencing part of it. Unfortunately, expensive houses in Oakville include a shocking number of zeros on the price, driving home the fact that luxury is, after all, reserved for only a few.
With this in mind, here are the top 10 most expensive homes for sale in Oakville.
Elegant Mansion in Old Oakville – 489 Lakeshore Road E
Asking Price: $27,850,000
- Size: 16,000+ square feet
- Bedrooms: 4+1
- Bathrooms: 8
- Property taxes: $113,541 per year
- Listing Details
Nestled along the shores of Lake Ontario, this stunning home on a one-acre property was crafted by the renowned designer Ferris Rafauli.
Over 16,000 square feet, the most expensive home in Oakville boasts five bedrooms, eight bathrooms, three kitchens, and a four-car garage. Moreover, eight fireplaces and large windows give each room a cozy, comfortable feel.
Every corner of this opulent home has been meticulously designed for comfort and elegance. For example, amenities include a Versace-inspired indoor pool, built-in spa, gym, and dry sauna.
Lakefront Estate in Morrison – 1092 Argyle Drive
Asking Price: $19,888,000
- Size: 14,000+ square feet
- Bedrooms: 5+1
- Bathrooms: 9
- Property taxes: $80,537 per year
- Listing Details
Designed by Bill Hicks, this majestic mansion is everything a lakefront property should be. The gated entrance and a circular driveway take you through the French gardens into the covered porch in front of the house.
When you enter through the high foyer with a barrel ceiling, you will be welcomed by spectacular polished marble floors that flow into the living room and connect it to the chef’s kitchen and dining room.
The interior is furnished with classical-era pieces and large floor-to-ceiling windows that provide excellent views of the lake from almost every room on the property. This remarkable lakefront residence is nestled among ancient trees and is, without a doubt, the peaceful paradise many aspire to own.
Contemporary Limestone Mansion in Old Oakville – 15 Chartwell Road
Asking Price: $13,770,000
- Size: 10,281 square feet
- Bedrooms: 4+1
- Bathrooms: 7
- Property taxes: $43,770 per year
- Listing Details
You’re greeted by luxury and grandeur when you step through the iron front doors. Stunning marble floors run throughout the home while soaring ceilings and full-height windows flood the house with light. The primary suite is a true oasis, offering nearly 13-foot ceilings, an ensuite, and two walk-in closets. In addition, a private balcony overlooks the resort-style yard, where you’ll find a gunite pool, covered terrace, outdoor kitchen, and fireplace.
Moreover, the lower level caters to family and guests of all ages, including a gym, golf simulator, home theatre, wine cellar, and games room complete with a second kitchen. Your four-legged family members will love the doggie spa and completely private backyard.
Desirable Waterfront Location in Old Oakville – 1044 Argyle Drive
Asking Price: $12,495,000
- Size: Unknown
- Bedrooms: 3+1
- Bathrooms: 3
- Property taxes: $32,780 per year
- Listing Details
If you’re searching for a waterfront lot to build your dream home, 1044 Argyle Drive may be for you! The existing home features four bedrooms, three bathrooms, and an inground pool. Moreover, this home is within walking distance of downtown Oakville and sits on a half-acre lot on one of Oakville’s most desirable streets.
In addition, designs by renowned architect Gren Weis are pending approval for this lakefront property for you to build one of the most expensive homes in Oakville.
Modern & Custom Built in Eastlake – 2250 Chancery Lane W
Asking Price: $10,998,000
- Size: 9,177 square feet
- Bedrooms: 4+1
- Bathrooms: 7
- Property taxes: $27,774 per year
- Listing Details
Walk through the custom-built front door, and you’ll be greeted by a beautiful, modern new build where no detail was overlooked.
The gourmet kitchen is an entertainer’s dream, with custom cabinetry and Gaggenau appliances. Spend time with your friends and family in the lower level bar area with a wine fridge and a 75” television. Additionally, you can relax in the spa or craft room, or head to the infinity pool overlooking Lake Ontario.
Virtually every room on the main and upper floors boasts beautiful lake views. The primary bedroom features a large walk-in closet with a centre island, a five-piece ensuite with a bidet, a soaker tub, dual sinks, a walk-in shower, and a private toilet area.
Finally, take the elevator down to the lower level, improve your golf game in the golf simulator, or watch a movie in your home theatre.
Bespoke Luxury Home in Old Oakville – 64 Brentwood Road
Asking Price: $8,499,000
- Size: 10,000+ square feet
- Bedrooms: 4+1
- Bathrooms: 8
- Property taxes: $35,119 per year
- Listing Details
This custom-built home seamlessly blends elegance with family-friendly design over the three levels. Inside, the custom gourmet eat-in kitchen opens to the large family room. Furthermore, the large separate dining room with a butler’s pantry makes entertaining a breeze. The primary bedroom suite boasts a sitting area, walk-through closet, and luxurious bathroom ensuite. In addition, double doors open to your beautiful balcony overlooking the backyard.
The walk-out lower level features a theatre room, exercise room, recreation room with bar, and walk-in wine cellar. Moreover, the extensively landscaped backyard is complemented by an inground pool, covered porch, outdoor kitchen, and wood-burning fireplace.
Modern Tudor in Morrison – 370 Poplar Drive
Asking Price: $7,989,000
- Size: 10,000+ square feet
- Bedrooms: 5+1
- Bathrooms: 5
- Property taxes: $29,191 per year
- Listing Details
Located on a quiet cul-de-sac in prestigious Southeast Oakville, John Willmott custom-built and designed this unique home for family life.
For instance, the main-level suite could be used as an in-law apartment or large primary suite, as it boasts a separate entrance, a second kitchen, and an ensuite bath. What’s more, an additional large primary suite features custom closets, a private balcony, and an ensuite bath.
Throughout the home, custom built-ins, hardwood floors, and large windows enhance the space’s elegance and functionality.
For sports lovers, the backyard is home to a multipurpose sports court with two NBA regulation basketball hoops. In addition, a saltwater pool with a waterfall will be a popular spot to spend hot summer days. At over an acre, this property is a rare find in Oakville, and it’s certainly easy to see why it’s one of the most expensive homes in Oakville
Luxury Smart Home in Old Oakville – 233 Lakewood Drive
Asking Price: $7,988,000
- Size: 6,500+ square feet
- Bedrooms: 4+1
- Bathrooms: 5
- Property taxes: $13,449 per year
- Listing Details
This new and modern home has all the features you’d expect from one of the most expensive houses in Oakville. The double-height ceilings in the foyer and living room with picture windows give you the feeling of living among the trees. Details such as the marble countertops, heated tile floors, and security system offer thoughtful touches of luxury.
Furthermore, the lower-level walk-out offers an office, gym, and large open space with a gas fireplace and wet bar. Open the large sliding doors to the expansive patio and heated saltwater pool.
Elegant Family Home in Eastlake – 1267 Cumnock Crescent
Asking Price: $7,699,000
- Size: 8,512 square feet
- Bedrooms: 5+1
- Bathrooms: 6
- Property taxes: $23,733 per year
- Listing Details
With its ideal location near parks and top-tier schools, this elegant home blends luxury with functionality. The large mudroom, dedicated laundry area, and gourmet kitchen offer convenience and practicality. In addition, you’ll love relaxing in the serene Muskoka room and spending time in the main floor family room.
What’s more, the backyard is a family-friendly haven, offering a sauna, saltwater pool, stone patio, and state-of-the-art BBQ.
Finally, the primary suite on the third floor boasts a spa-inspired ensuite, walk-in closet, and bay window views.
Opulent Condo in Old Oakville – 303 + 3 – 261 Church Street
Asking Price: $7,500,000
- Size: 5,750 square feet
- Bedrooms: 3
- Bathrooms: 4
- Property taxes: $38,577 per year
- Listing Details
Last on our list of the most expensive homes in Oakville is the largest condo in downtown Oakville. The Coventry was designed and built to look as though it’s been here for a hundred years. However, it offers modern amenities within walking distance of theatres, museums, cafes, restaurants, and the lake.
The 5,750 square feet include a large eat-in open kitchen, formal dining room, and lounge area with space for a grand piano.
A private suite with a separate entrance, kitchenette, ensuite bathroom, and walk-in closet could serve as an in-law or caregiver suite. In addition, each of the bedrooms boasts an ensuite bathroom and walk-in closet.
Finally, this condo includes four parking spaces and a double-sided storage locker.
Why Live in Oakville
Greenspaces, convenient public transportation, access to excellent healthcare, and proximity to Toronto are just some of the things that make Oakville, Ontario, a great place to live.
While the cost of living in Oakville is higher than in other areas of Ontario, there is an active job market in many industries, including advanced manufacturing, healthcare, professional services, and digital media.
Moreover, you can arrive in downtown Toronto in 45 minutes or less, perfect for those commuting to work or looking to spend a night out on the town.
Which Of The Most Expensive Homes in Oakville Caught Your Eye?
Owning a house in Oakville can be expensive, and these ten properties are at the top of the list, showing us the true meaning of luxury homes. While not everyone can buy these properties, a few lucky ones can soon call them their home.
