Imagine owning a slice of Ontario’s most coveted landscapes, where luxury meets unparalleled design in homes priced between $4.48M and $4.95M. From the vast 116-acre wilderness of Manitoulin Island to the waterfront elegance of the St. Lawrence River and the urban sophistication near Toronto’s elite golf courses, these five extraordinary estates redefine exclusivity. Each is a bespoke masterpiece, blending state-of-the-art amenities, architectural brilliance, and a profound connection to nature—whether through panoramic views, private estates, or secluded serenity. Discover what makes these properties the pinnacle of high-end living.
The Estate On Michael’s Bay | $4,950,000


Bryan Coxworth

Bryan Coxworth
Situated on the serene shores of Manitoulin Island, “The Estate on Michael’s Bay” stands as a remarkable 116-acre waterfront retreat, boasting 928 feet of pristine shoreline along the crystal-clear waters of Lake Huron. This expansive property offers an unparalleled sense of privacy with a gated entrance, a private 2,500-foot airstrip, and even a secluded lake. The heart of the estate is a stunning 9,000-square-foot log home, where timeless craftsmanship meets modern comfort through concrete floors and radiant in-floor heating. A striking four-sided wood-burning stone fireplace defines the vaulted great room, seamlessly connecting living, music, study, and sitting spaces. The gourmet kitchen impresses with a waterfall island, hidden pantry, and beamed ceilings, while a cozy breakfast nook invites relaxation by another fireplace. With a 3,000-square-foot guest house and a 3,600-square-foot heated workshop, this haven redefines rural luxury just 85 minutes by plane from Toronto.
- Price:
- $4,950,000
- Size:
- 9,000 sq ft
- Contact:
- Bryan Coxworth, Sotheby’s International Realty Canada, 705.790.7629
Stunning St Lawrence River Retreat | $4,650,000


Hugh Mosaheb

Hugh Mosaheb
Anchored along the serene shores of the St. Lawrence River, this architectural gem redefines waterfront living with over 6,000 square feet of meticulously crafted space. Boasting 4+1 bedrooms and 5 bathrooms, the custom-built residence captures panoramic south-facing views that bathe the interiors in natural light. Multiple terraces and balconies extend the living space outdoors, while professionally landscaped grounds—complete with stone walkways, tiered gardens, and accent lighting—create a private, resort-like oasis for relaxation or entertaining. Inside, the open-concept main level impresses with soaring ceilings, a chef’s kitchen equipped with premium Viking, Wolf, Miele, and Fisher & Paykel appliances, and elegant living areas warmed by three fireplaces. An elevator ensures effortless access to all levels, including a luxurious primary suite with river vistas and a spa-inspired ensuite. With a soundproof music room, fitness area, and proximity to Treasure Island Marina, this home offers an unparalleled lifestyle.
- Price:
- $4,650,000
- Size:
- 5,000 sq ft
- Contact:
- Hugh Mosaheb, Royal Lepage Proalliance Realty, Brokerage, 613.531.2500
Breathtakingly Modern Home | $4,650,000


Listing agents: Ana Santos & Sara Branco

Listing agents: Ana Santos & Sara Branco
Rising above the prestigious Edenbridge-Humber Valley, this striking modern home claims a coveted spot on one of the neighborhood’s finest streets. With panoramic views over St. George’s Golf Course, it stands as an architectural masterpiece, blending exceptional design with unparalleled craftsmanship. Inside, a thoughtfully designed layout offers 3+1 bedrooms and 3 bathrooms, each with heated floors for ultimate comfort. White oak engineered hardwood flows seamlessly throughout, while floor-to-ceiling Pella windows flood the space with natural light. The gourmet kitchen impresses with premium Gaggenau appliances, quartz countertops, and custom cabinetry. Modern conveniences abound, from home automation with three independent climate zones to a heated driveway and steps. Outside, mature Serbian pine trees create a private, shaded retreat. This residence redefines luxury living in a serene, elevated setting, perfect for those who value style and tranquility.
Size: 2,500 – 3,000 sf
- Price:
- $4,650,000
- Contact:
- Ana Santos & Sara Branco, Harvey Kalles Real Estate Ltd., 647.232.7317 , 416.575.7317
Avenue Manor | $4,600,000


Lorenzo Digianfelice

Lorenzo Digianfelice
Perched atop an elevated vantage point in the prestigious Forest Hill neighborhood, Avenue Manor offers a rare blend of mountain serenity and urban convenience. This well-maintained 8-plex, with an additional unregistered basement unit, sits just 600 feet from an LRT entrance, ensuring effortless access to the city. Surrounded by exclusive schools and prime shopping, the location is unparalleled. Five of the suites have been meticulously renovated to condo-quality standards, featuring modern appliances like dishwashers, fridges, and stoves. With three one-bedroom units (400-650 sq ft) and six two-bedroom units (800-1200 sq ft), the property caters to diverse lifestyles. Four units boast gas fireplaces, and four offer in-suite laundry. A beautifully landscaped front entrance welcomes residents, while security cameras provide peace of mind. The two top owner-occupied units can be vacated, presenting a unique opportunity for personal use.
Size: – sf
- Price:
- $4,600,000
- Contact:
- Lorenzo Digianfelice, CFRealty, 416.417.9098
253 Rossmore Boulevard | $4,480,000


Michael Brejnik

Michael Brejnik
Situated just steps from the serene shores of Lake Ontario in Roseland, this custom waterfront home embodies elegance across nearly 6,000 square feet of refined living space. With 3+1 bedrooms and 4+2 bathrooms, it offers ample room for family and guests. The heart of the home is a breathtaking 22-foot great room, anchored by a stone fireplace and complemented by a walnut wet bar, seamlessly connecting to a chef’s kitchen and a sunlit dining area. A four-season sunroom invites year-round relaxation, while the landscaped backyard serves as a private retreat for outdoor gatherings. The primary suite stands as a sanctuary, complete with a spa-like ensuite for ultimate comfort. This property captures the essence of waterfront living, where every detail enhances a lifestyle of tranquility and sophistication by the lake.
- Price:
- $4,480,000
- Size:
- 3,976 sq ft
- Contact:
- Michael Brejnik, Royal LePage Burloak Real Estate Services, 905.317.3272















