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5 Luxury Ontario Homes with Breathtaking Views and Elegant Design

By edson alejandro

1 min read

Imagine owning a piece of history, where luxury meets breathtaking scenery in some of Ontario’s most coveted locales. From the serene waterfronts of Lake Simcoe and Lake Ontario to the commanding escarpment views of Dundas, these five extraordinary properties, priced between $4.48M and $4.999M, redefine exclusivity. Each home weaves together historical charm—think 1847 Classical Revival and 1907 Arts and Crafts—with modern sophistication, while offering unparalleled outdoor spaces for unforgettable gatherings. Discover estates that aren’t just homes, but legacies, blending timeless design with panoramic beauty across exceptional locations.

Kirkcaldy Cottage | $4,999,000

s12218246 1
153 Creighton St S, Ramara, ON L3V 0K8
marcicsumrik
LISTING AGENT:
Marci Csumrik

Set against the serene shores of Lake Simcoe, Kirkcaldy Cottage offers a rare waterfront escape in one of Orillia’s most coveted locations. Spanning 1.2 acres of meticulously landscaped grounds with 107 feet of west-facing shoreline, this estate captures breathtaking sunsets and effortless outdoor living. The 6,100-square-foot residence blends style and function, showcasing custom craftsmanship throughout. A vaulted great room with a walnut and marble gas fireplace, a chef’s kitchen with Miele appliances and quartzite countertops, and walnut cabinetry exude sophistication. With four bedrooms—each boasting lake views—an office, five bathrooms, and a fully finished lower level featuring a music room, wet bar, and recreational space, the home is an entertainer’s dream. Outside, a dry boathouse with marine railways, a cedar-lined gazebo, and fruit tree gardens enhance the idyllic lifestyle, all supported by smart home technology and a 30KW generator.

Size: – sf

Price:
$4,999,000
Contact:
Marci Csumrik, RE/MAX Right Move, 705.323.4915

A Rare & Enchanting Lakefront Property | $4,850,000

40717243 1
227 Green St, Burlington, ON L7R 0B1
tammyphinney
LISTING AGENT:
Tammy Phinney

Set against the shimmering waters of Lake Ontario, 227 Green Street in Central Burlington offers a rare chance to embrace waterfront living in one of the city’s most walkable and sought-after neighborhoods. This enchanting Arts and Crafts cottage, designed in 1907 by renowned Hamilton architect Stewart McPhie, spans over 100 feet of private shoreline, blending historic charm with modern updates. Inside, the 4+1-bedroom, 3-bathroom layout includes a finished in-law suite with a separate entry, ideal for guests or family. Architectural treasures abound, from the classic front gable and whimsical crescent-moon shutters to a sunroom with panoramic lake views through 18-paned windows. Outside, a south-facing landscaped yard with riparian rights creates a serene retreat. Just steps from downtown Burlington, parks, and the waterfront trail, this home effortlessly marries tranquility with urban convenience, promising a lifestyle of timeless beauty.

Price:
$4,850,000
Size:
3,518 sq ft
Contact:
Tammy Phinney, Royal Lepage Burloak Real Estate Services, 905.815.7791

50 South Street, W | $4,695,000

x12175157 1
50 South Street W, Hamilton, ON, L9H 4C6
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 its soaring ceilings, original hardwood floors, and intricate period details. The custom kitchen, thoughtfully designed with premium finishes and a spacious island, serves as a hub for gatherings, while the grand principal rooms, formal dining area, and elegant parlour evoke sophistication. Generous bedrooms, a dedicated home office, and a finished basement provide versatility for modern lifestyles. Outside, manicured gardens, stone walkways, and serene seating areas frame breathtaking escarpment views, offering a private retreat just steps from downtown Dundas. Mount Fairview embodies a rare blend of heritage and refinement, making it a true landmark in one of Ontario’s most treasured communities.

Size: 3,500 – 5,000 sf

Price:
$4,695,000
Contact:
Steve Roblin, Steve Roblin Real Estate, 905.962.2363

Historic Country Luxury | $4,688,000

w12156058 1
4075 The Grange Side Rd E, Caledon, ON L7C 0G2
sarahaston
LISTING AGENT:
Sarah Aston

Set against the tranquil backdrop of nearly 8 private acres, this waterfront estate offers a serene escape with a river gently winding through the property. Thoughtfully renovated, the charming two-story home blends its 1846 heritage with modern elegance, showcasing exposed logs and original wide-plank hardwood floors. The open-concept main floor flows effortlessly, where a striking stone fireplace anchors the Great Room, seamlessly connecting to the kitchen and dining spaces. A unique office in the modern addition, complete with another stone fireplace and patio access, transforms work into a delight. Upstairs, the primary suite exudes luxury with a spa-like ensuite and captivating views. The finished basement adds versatility with a fourth bedroom, gym, and wine cellar. Outside, elegant entertaining spaces and a peaceful riverside path promise soul-soothing moments, all just 35 minutes from Pearson International Airport.

Size: – sf

Price:
$4,688,000
Contact:
Sarah Aston, Sutton – Headwaters Realty Inc, 519.217.4884

127 Elgin Mills Rd W | $4,480,000

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127 Elgin Mills Rd W, Richmond Hill, ON L4C 4M1
gabrielamarcu
LISTING AGENT:
Gabriela Marcu

Positioned in a sought-after neighborhood, this striking 7,700 sq. ft. modern residence embodies timeless elegance and exceptional craftsmanship. Designed for today’s family, the home offers expansive living spaces ideal for both intimate gatherings and grand entertaining. A dramatic 16-ft high foyer and library greet you upon entry, flowing seamlessly into an open-concept main floor with 11-ft ceilings. Floating staircases and refined finishes define the aesthetic, while a chef’s dream kitchen—complete with high-end appliances, a pantry, and terrace access—serves as the heart of the home. The second-floor primary suite is a private retreat, boasting a lavish 6-pc ensuite, custom walk-in closet, and balcony. Generously sized secondary bedrooms ensure comfort for all. The walk-out lower level, with heated porcelain floors, a kitchen, and separate entrance, offers flexibility for a family suite or business space. Steps from Yonge Street, schools, and parks, this home blends luxury with convenience.

Size: – sf

Price:
$4,480,000
Contact:
Gabriela Marcu, Royal Lepage Your Community Realty, 416.568.3912