10 Gorgeous Homes for Sale in Oakville, Ontario (Canada’s Best Place to Live in 2018)

This 3,230-square-foot Gothic Revival – known as “the Apothecary” – dates back to 1857, when the two-storey red-brick structure was known as the Robert Farley Apothecary. Given the home’s size and provenance, the asking price of $1.95 million is surprisingly modest.

Despite its historic provenance, the home is warm and homey. “It really is a family house. It has a lovely garden. There’s been weddings, birthday celebrations, christenings, happy and sad events,” the seller told the Toronto Star.

As the realtor tells the Star, the home is in extraordinarily good condition considering its age. “This one is on a very solid foundation. They’ve maintained the mechanicals and the bones of the building very well,” he said, but noted that some updates would not be out of order. “It doesn’t have the ensuite bathroom. it doesn’t have big closets, it doesn’t have a lot of big patio doors walking out to the terrace.”

The main level boasts “spacious principal rooms with high ceilings” and a wood-burning fireplace in the living room, while the formal dining room (pictured) features a gorgeous box bay window, and is connected to kitchen via a butler’s pantry.

The home has four bedrooms and three baths, and was previously home to a family of six.
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Described in the listing as being “like owning two properties for the price of one,” this 3-bedroom, 4-bathroom live/work space features a spacious ground-level storefront retail space as well as two levels of elegant living space above – priced at $1,198 million.

Currently used as a fitness studio, the spacious retail space (pictured) offers an open concept and features a separate entrance, so the retail space can be used by the owner or rented out. Win-win!

The sun-drenched living area is spacious and luxurious, featuring gorgeous wood flooring throughout.

The gourmet kitchen features stone countertops, under-mount sink and upgraded appliances and more.

The rooftop deck is expansive, offering an ideal space for al fresco entertaining or summertime relaxation.
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With five bedrooms, three baths and nearly 4,500 square feet of living space, this elegant Oakville century home is being offered at $2.388 million.

The home sits on a wooded .65-acre lot, with an in-ground pool, hot tub and multiple cedar decks.

The living room boasts a wood-burning fireplace and spiral staircase leading directly to the master suite.

Exposed wood beams, high ceilings, French doors and large windows are some of the key elements in this elegant dining room.

The multi-windowed sun room is flooded with natural light, and features heated flooring.
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With 4 bedrooms and 5 baths within 5,500+ square feet, this $2.498-million home features a beautiful backyard that centres around the large in-ground pool.
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Inside, states the listing, the home designed for “those who value luxury… no expense was spared in this professionally designed and meticulously decorated” home, including this expansive kitchen.

In this cozy family room, a triple set of French doors open to the backyard patio.

“This masterpiece exudes sophistication and warmth combined with timeless, luxurious design.”

The large master bedroom features gleaming hardwood floors and a spacious sitting room.
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Floor-to-ceiling windows capitalize on the spectacular lakefront views from this Nantucket-inspired home. According to the listing, the 5,986-square-foot home features 4 bedrooms, 4 baths and an asking price of $2,649,900.
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The gourmet chefs kitchen features a “massive island, duo wall ovens, subzero built-ins and fruit drawers.”

The spacious formal dining room boasts hardwood flooring and nine-foot ceilings.

The great room features a fireplace, and opens to the outdoor pool deck as well as a covered bar, pool house with out-door shower and hot tub.

In addition to the stunning backyard with inground pool, the home hosts numerous elevated decks with views of the lake.
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“Modern meets traditional in this stunning, custom-built home situated on a quiet crescent in trendy Bronte Village, set on a premium 208-foot-deep lot,” notes the listing for this 4-bedroom, 4-bath home boasting more than 3,500 square feet of interior living space. Price: $2,999,900.
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“No detail has been spared in the construction of this luxurious home,” adds the listing, “that has been completed top to bottom with fine finishes and features throughout.”

From the wide-plank hardwood flooring in the dining room to the marble floor in the entry foyer to the design of the coffered ceiling in the formal dining room, the emphasis is on style throughout.

The thoroughly updated kitchen features a bar-style island, and opens to a large informal dining area.

The master bath boasts a large glass-walled walk-in shower and deep soaker tub.
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Condo luxury doesn’t get more luxurious than this 4,900-square-foot, 4-bedroom, 2-bath condo that, states the listing, “was designed for the buyer who wants security and maintenance-free living but doesn’t want or need to compromise on space or luxury.”
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The expansive kitchen opens to an informal eating area and spacious family room, which boasts a double-sided fireplace, with hardwood flooring throughout.

The principal rooms in this condo feature “stunning lakefront views,” while a large den can easily be converted to a third bedroom.

The emphasis is on elegance and sophistication, with a sense of openness that one doesn’t often association with condo living.

In addition to the spectacular view, the master suite features a fireplace, separate his-and-hers dressing rooms and his-and-her bathrooms joined by an oversized steam shower.
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Described in the listing as “one of Olde Oakville’s most stunning Victorian grande mansions,” this 6,739-square-foot local landmark boasts 6 bedrooms, 7 bathrooms and an asking price of $5.888 million.
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Original stained-glass windows can be found throughout, including in the stairwell spectacular four-level estate featuring “contemporary finishes and features for modern day living.”

“The elegant great/music room with an oversized bay window and built in wet bar adjoins a spectacular conservatory/dining room with stained glass transom windows, Victorian lantern skylight and French doors, bathing the home in an abundance of natural light,” notes the listing of this spectacular space.

While the home may date from the Victorian era, the kitchen does not, described as “a stunning gourmet chef’s kitchen with an oversized island and top-of-the-line appliances adjoining a large family room with views of the lake.”

One of the most fascinating details of this home is the elevator, a meticulous reproduction of a Victorian-era lift that provides stylish access to all four levels of the home.
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Described in the listing as a “spectacular modern, contemporary estate home on one of the most coveted locations in highly desired south-east Oakville,” this this 5-bedroom, 4-bathroom home is “nestled amongst mature towering trees and exquisitely landscaped gardens, designed to blend seamlessly into the natural ravine-Morrison Creek setting.” Boasting a whopping 9,000 square feet of living space, this stunning home was recently sold for $6,988,800.
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“This spectacular West Coast-inspired contemporary residence exudes sophistication and warmth combined with timeless, luxurious design elements presenting a harmonious confluence of pristine natural elements, unprecedented craftsmanship, bespoke details and a European sensibility that offers you the elevated and artful lifestyle experience you have been looking for,” adds the listing.

“This property raises the bar for architecture, design and location,” notes the listing, including such features as “radiant in-floor heating throughout” and “incredible application of the most luxurious materials from around the globe, top to bottom.”

In addition to this spectacular master bathroom with walk-in shower and deep soaker tub, other amenities include a home theatre, customized wine cellar and more.

“Train like an athlete in the glassed-in fitness studio that walks out to the private, zen-like lounge areas, lush backyard and pool.”
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Relaxation awaits in this cedar-lined sauna.

With a price tag of $59 million, the opulent Oakville mansion known as Chester Hall is described in its listing “an irreplaceable crown jewel” that is “without question, one of Canada’s finest estates.” With 6 bedrooms, 13 bathrooms and more amenities than you could even imagine and comprising nearly 44,000 square feet of living space, Chester Hall is “made for grand parties and entertaining.”
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Completed in 2006, Chester Hall may look like it’s a century old but is actually the result of “five years of careful contemplation, planning and construction… evocative of the great country castles of England… classic, timeless, and balanced architecture. Voluminous space. Old World craftsmanship by predominantly local artisans.”

What, your house doesn’t have a two-storey library? That’s one of the many unbelievable amenities offered by this “world-class residence,” which also boasts A dance floor, bowling alley, state-of-the-art home cinema and even an English pub-style wet bar that will make sports fans drool.

As you can see from the double-height great room, Chester Hall is meant to emulate the great palaces of Europe, yet there’s also a distinctive warmth and attention to detail at play throughout. As if more incentive was needed, the home also sits on a nine-acre waterfront lot fronting Lake Ontario.

Feel free to grab a bite in this massive, fully equipped gourmet kitchen, one of the home’s many “sublime and exquisitely proportioned principal rooms. That’s custom cabinetry, but you probably already figured that out.
You can find more information right here.