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Home Cottage

9 of the Most Expensive Waterfront Homes You Can Buy in Ontario

Kimmie Nguyen by Kimmie Nguyen
August 21, 2025
in Cottage, Ontario
Reading Time: 11 mins read
A waterfront home.
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Few experiences match the beauty of waking up to endless lake views and private shoreline access. For those seeking the very best waterfront homes for sale Ontario offers, these nine estates represent the pinnacle of luxury. Think sprawling properties, custom designs, and million-dollar views you won’t find anywhere else.

Bellagio Waterfront Estate

Listed by: RE/MAX Escarpment Realty Inc.
Listed by: RE/MAX Escarpment Realty Inc.
Listed by: RE/MAX Escarpment Realty Inc.

Property Details

  • Location: Oakville, ON
  • 12,066 sqft
  • Specs: 7 beds, 12 baths, 19 parking

Set on 1.6 acres with 164 ft. of shoreline, this 7-bedroom, 12-bath Oakville estate offers uncompromising luxury across five levels. From grand entertaining rooms and gourmet kitchen to a theatre, gym, wine cellar, and infinity pool, every detail defines elevated waterfront living.

View the listing.

The Waterfront at Shanty Bay

Listed by: re/max hallmark york group realty ltd. brokerage
Listed by: re/max hallmark york group realty ltd. brokerage
Listed by: re/max hallmark york group realty ltd. brokerage

Property Details

  • Location: Oro Medonte, ON
  • Specs: 8 beds, 11 baths, 40 parking

This 10-acre waterfront estate on Lake Simcoe’s Kempenfelt Bay offers 385 ft. of shoreline, a private pier, and breathtaking views. The home features an indoor and outdoor pool, spa, tennis court, boathouse with a loft, and a 3-bedroom gatehouse, just one hour from Toronto.

View the listing.

“The Picasso” on Lake Rosseau

Listed by: corcoran horizon realty
Listed by: corcoran horizon realty
Listed by: corcoran horizon realty

Property Details

  • Location: Rosseau, ON
  • Specs: 6 beds, 8 baths, 10 parking

Designed by Ferris Rafauli, The Picasso is a one-of-a-kind Muskoka castle on Lake Rosseau with over 500 ft. of waterfront. This gated estate features an infinity pool, boathouse, sports courts, and $5M in custom furnishings sourced from around the world.

View the listing.

The Haliburton Hideaway

Listed by: re/max professionals north
Listed by: re/max professionals north
Listed by: re/max professionals north

Property Details

  • Location: Haliburton, ON
  • Specs: 5 beds, 5 baths, 20 parking

This 1,449-acre private retreat in Ontario’s Haliburton Highlands features a 108-acre stocked lake, multiple ponds, and frontage on three separate lakes. A luxurious 8,800 sq. ft. residence and seven outbuildings provide refined living, guest accommodations, and endless recreation opportunities.

View the listing.

Lake Joseph Luxury Retreat

Listed by: cayman marshall international realty inc.
Listed by: cayman marshall international realty inc.
Listed by: cayman marshall international realty inc.

Property Details

  • Location: Port Carling, ON
  • 6,888 sqft
  • Specs: 6 beds, 7 baths. 12 parking

Set on Lake Joseph, this custom-built estate by Tamarack North and Madison Taylor Design offers refined finishes, a boathouse guest suite, multiple gathering spaces, and wellness-inspired amenities. It’s a move-in-ready Muskoka retreat.

View the listing.

The Joseph Bay Estate

Listed by: cayman marshall international realty inc.
Listed by: cayman marshall international realty inc.
Listed by: cayman marshall international realty inc.

Property Details

  • Location: Mactier, ON
  • Specs: 5 beds, 8 baths, 10 parking

A rare Lake Joseph retreat with 483 ft. of pristine shoreline, a modern six-bedroom residence, sandy beach, and endless potential for a true luxury compound.

View the listing.

The Muskoka Sanctuary

Listed by: PSR
Listed by: PSR
Listed by: PSR

Property Details

  • Location: Gravenhurst, ON
  • Specs: 7 beds, 8 baths, 2 parking

This 2.83-acre Lake Muskoka estate offers 270 ft. of pristine shoreline plus 420 ft. of additional waterfront. Featuring a grand main residence, 4-slip boathouse with living quarters, a luxury bunkie, and world-class amenities, it’s a fully furnished turnkey retreat designed for year-round enjoyment.

View the listing.

Villa Vue Estate in Mississauga

Listed by: RE/MAX WEST REALTY INC.
Listed by: RE/MAX WEST REALTY INC.
Listed by: RE/MAX WEST REALTY INC.

Property Details

  • Location: Mississauga, ON
  • 7,700 sqft
  • Specs: 4 beds, 5 baths. 6 parking

Anchored on over half an acre of shoreline, this estate pairs Toronto-skyline views with resort-style living. Highlights include a rooftop driving range and outdoor living spaces. Inside, refined craftsmanship meets modern luxury with a gourmet kitchen, wine cellar, cinema lounge, and a private owners’ wing.

View the listing.

Lakeside Living on Lake Rosseau

Listed by: chestnut park real estate
Listed by: chestnut park real estate
Listed by: chestnut park real estate

Property Details

  • Location: Muskoka, ON
  • Specs: 5 beds, 4 baths, 10 parking

This nearly 4-acre Lake Rosseau retreat offers 450 ft. of shoreline, a renovated five-bedroom cottage, and unmatched outdoor living. With a gazebo, putting green, sports courts, gym, and multiple entertaining spaces, it’s designed for recreation and relaxation in every season.

View the listing.

Luxury at a Glance

From Muskoka to Lake Simcoe, these estates highlight the very best waterfront homes for sale in Ontario have to offer. Each one combines architectural excellence with stunning natural beauty, creating a lifestyle that’s as rare as it is refined.

Looking for your own slice of lakefront luxury? Explore exclusive listings with Zoocasa and find the best waterfront homes for sale Ontario has to offer. Start your search today.

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Kimmie Nguyen

Kimmie Nguyen

Kimmie Nguyen is the Data Analyst Assistant at Zoocasa where she plays a pivotal role in intertwining the intricacies of data analysis with the dynamic world of real estate. With a genuine passion for applying scientific insights into the realm of business, Kimmie brings a fresh perspective to the intersection of technology and real estate. Kimmie enjoys uncovering valuable insights in the ever-changing real estate market through the dynamic usage of data trends.

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