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5 Exquisite Ontario Estates Showcasing Luxury Design and Expansive Private Grounds

By edson alejandro

1 min read

In Southern Ontario, a rare collection of five extraordinary properties awaits, each a testament to luxury, exclusivity, and a profound connection to their surroundings. From the resort-style elegance of a Lorne Park estate to the historic grandeur of Dundas’ Mount Fairview and the serene 98-acre expanse near Elora, these homes redefine high-end living. Whether through architectural heritage, sprawling natural landscapes, or modern amenities for entertaining, they offer unparalleled lifestyles—blending urban sophistication, timeless charm, and rural tranquility. Discover what makes these residences truly one-of-a-kind in the realm of elite real estate.

Luxurious Estate In Prestigious Lorne Park | $4,990,000

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1199 Whiteoaks Ave, Mississauga, ON L5J 3B6
remaxrealty
LISTING AGENT:
Jorie Presswood & Cody Degiovanni

Set amidst the serene beauty of Lorne Park, this custom-built estate offers a tranquil escape on a sprawling 90 x 190 ft lot, enveloped by mature trees for ultimate privacy. Spanning over 7,400 square feet of refined living space, the home boasts six spacious bedrooms and an array of thoughtfully designed features. Step outside to discover a resort-like oasis, complete with a saltwater pool featuring a cascading waterfall, lush gardens, a charming gazebo, and a built-in BBQ ideal for al fresco gatherings. Inside, indulge in luxurious touches like a dedicated theater room, a well-equipped exercise space, a pub-style bar, and an impressive 900-bottle wine cellar. A walk-out basement enhances versatility, while a triple tandem garage adds practicality. This rare gem seamlessly blends sophistication with comfort, creating an idyllic setting for both relaxation and entertaining.

Size: 3,500 – 5,000 sf

Price:
$4,990,000
Contact:
Jorie Presswood & Cody Degiovanni, RE/MAX Realty Specialist Inc, 416.417.8402 , 647.244.2639

50 South Street W | $4,695,000

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50 South Street W, Hamilton, ON L9H4C6
steveroblin
LISTING AGENT:
Steve Roblin

Rising above the charming town of Dundas, Mount Fairview stands as a testament to timeless elegance and historical grandeur. Built in 1847, this Classical Revival estate captures the essence of a bygone era with soaring ceilings, original hardwood floors, and intricate period details that adorn its grand principal rooms. The custom kitchen, thoughtfully designed with premium finishes and a spacious island, serves as a hub for gatherings, while the formal dining room and elegant parlour evoke sophistication. Generous bedrooms, a dedicated home office, and a finished basement provide versatility for modern lifestyles. Outside, manicured gardens and stone walkways lead to serene seating areas, where escarpment views offer a peaceful retreat. Just steps from downtown Dundas, Mount Fairview blends historic charm with the convenience of town life, embodying a rare legacy in one of Ontario’s most treasured communities.

Price:
$4,695,000
Size:
6,211 sq ft
Contact:
Steve Roblin, Steve Roblin Real Estate Broker, 905.962.2363

Rare 98-Acre Riverfront Estate Near Elora | $4,600,000

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7306 Wellington Road 21, Elora, ON N0B 1S0
stevebailey
LISTING AGENT:
Steve Bailey

Set against the serene backdrop of the Grand River, this extraordinary 98-acre estate just outside the charming village of Elora offers a rare blend of rural beauty and natural wonder. Spanning 68 acres of fertile farmland and 28 acres of untouched landscape, the property boasts over 2,700 feet of waterfront, inviting exploration along private trails that meander through wooded areas to the river’s edge. A historic 4-bedroom post-and-beam farmhouse, dating back to the 1850s, anchors the estate with its timeless charm and modern updates, while its secluded position ensures utmost privacy. Additional structures, including a spacious bank barn and a detached triple-car garage, provide ample utility. Steps from the home, a tranquil swimming pond with a sandy beach and patio creates an idyllic spot for relaxation. Moments away, the Elora Conservation Area beckons with even more opportunities to embrace the region’s stunning outdoors.

Price:
$4,600,000
Size:
3,721 sq ft
Contact:
Steve Bailey, The Agency, 519.740.0001

2485 Fire Route 51 | $4,500,000

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2485 Fire Route 51, Apsley, ON, K0L 1A0
grantgilmour
LISTING AGENT:
Grant Gilmour

Set against the serene backdrop of Jack Lake, just north of Apsley, this exquisite 4-season cottage embodies the perfect blend of luxury and natural splendor. Completed in spring 2023, the waterfront retreat welcomes you with modern elegance and unparalleled comfort, making it an ideal haven for both weekend escapes and year-round living. Expansive windows frame breathtaking lake views, inviting the outdoors in, while the thoughtfully designed interior offers a seamless flow for relaxation and entertainment. Step outside to enjoy direct access to the water, perfect for morning swims or leisurely boat rides. Surrounded by the tranquil beauty of the region, this property provides a rare opportunity to embrace a lakeside lifestyle, where every day feels like a getaway. Whether seeking solace or hosting loved ones, this cottage promises a life of serenity and connection to nature.

Size: 3,500 – 5,000 sf

Price:
$4,500,000
Contact:
Grant Gilmour, RE/MAX Realty Specialist Inc, 416.409.0325

Lorne Park Private Beach And Parks | $4,498,000

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905 Sangster Avenue, Lorne Park Estates, Mississauga, ON L5H 2Y3
royallepage1
LISTING AGENT:
Royal LePage Real Estate Services Phinney Real Estate

Positioned within the prestigious Lorne Park Estates, this remarkable 6,000+ square foot residence, crafted by renowned architect W. Hicks, seamlessly blends modern sophistication with a timeless exterior. Honored with Toronto Life’s Best New House award and a City of Mississauga design accolade, the home stands as a testament to exceptional craftsmanship and innovative vision. Inside, expansive living spaces invite natural light through thoughtfully placed windows, creating an airy ambiance perfect for both intimate gatherings and grand entertaining. The design prioritizes functionality, with flowing layouts that cater to a contemporary lifestyle. Outside, the property offers a serene escape, surrounded by the lush greenery and tranquility of this sought-after community. Ideal for those who value privacy and prestige, this estate embodies a rare balance of architectural brilliance and everyday comfort in one of Mississauga’s most coveted enclaves.

Price:
$4,498,000
Size:
100,100 sq ft
Contact:
Royal LePage Real Estate Services Phinney Real Estate, Royal LePage Real Estate Services Phinney Real Estate Brokerage, 905.466.8888