Luxury Homes For Sale

A Rare Waterfront Estate on Gloucester Pool

Some luxury properties impress on paper.

A few feel extraordinary the moment you understand the full setting.

Set on the exclusive southeast tip of Pilkington Island, this custom-built waterfront estate offers more than 10,000 square feet of combined living space, over 550 feet of pristine shoreline, and a private peninsula setting on Gloucester Pool, part of the historic Trent-Severn Waterway. With rare year-round road access, sweeping sunset views, and a layout designed for large-scale family living and entertaining, this luxury property feels both grand and deeply personal.

For buyers searching for luxury homes for sale, this listing stands out for one simple reason: it delivers the full experience of Ontario waterfront estate living at a truly exceptional level.

2249 Pilkington Lane: The Property Itself

This is not simply a large house on the water.

It is a fully realized estate retreat designed around privacy, comfort, entertaining, and the beauty of the waterfront setting.

• 10,000+ sq. ft. of combined custom living space
• 9 bedrooms
• 10 bathrooms
• A private peninsula setting
• Over 550 feet of shoreline
• Rare year-round road access
• An oversized attached double garage
• A detached garage with a nanny or in-law suite above
• Newly paved driveway
• Fresh landscaping

From the beginning, the property sets a different tone. It feels substantial, private, and intentional, the kind of home designed not only to impress, but to be lived in fully.

A Setting That Defines the Estate

The setting is one of the strongest features of this property.

Positioned on the southeast tip of Pilkington Island, the estate enjoys panoramic views over Gloucester Pool and the kind of shoreline presence that gives a property lasting distinction. The water is described as deep and clean, ideal for swimming, boating, and waterfront relaxation.

• A rare double-slip steel boat port
• A separate floating dock
• Expansive water access
• Breathtaking sunset views
• A sense of privacy that is increasingly hard to find

This is the kind of waterfront that does more than complete the home. It elevates the entire ownership experience.

Interiors Designed For Scale and Comfort

Inside, the estate is built to handle both quiet family life and large gatherings with ease.

At the center of the home is a dramatic Great Room with a floor-to-ceiling granite fireplace, creating a sense of warmth and scale that feels perfectly suited to luxury cottage living. The formal dining room is designed to host 16 guests, while the gourmet kitchen offers professional-grade function with high-end appliances and a walk-in pantry.

These spaces are not just beautiful. They are practical at a very high level.

• A serene Muskoka Room
• A main-floor primary suite
• A main-floor VIP suite

That layout immediately adds flexibility, comfort, and convenience for owners and guests alike.

Bedroom Design That Supports Multigenerational Living

One of the most compelling aspects of this estate is how well it supports large families and long guest stays.

• Two more suites
• A granite fireplace
• A wet bar
• Games room
• Exercise room

This is a property designed for people to gather without ever feeling crowded. Every level offers purpose, privacy, and space to relax.

• Multigenerational family ownership
• Long summer stays
• Holiday entertaining
• Guest hosting on a true estate scale

Why the Lower Level Matters

In luxury estate properties, the lower level often decides whether the home feels complete.

The walk-out lower level transforms the property from a beautiful waterfront home into a much more complete lifestyle retreat. The combination of guest suites, entertainment space, fireplaces, wet bar, and fitness area creates a resort-like experience within the house itself.

It is the kind of space that makes rainy days, winter weekends, and extended stays just as compelling as peak summer afternoons on the dock.

A Rare Road-Access Island Estate

One of the most remarkable features of this listing is its year-round road access.

For a property on Pilkington Island, this is a rare and valuable advantage. It means the estate can function not just as a seasonal destination, but as a true four-season retreat with easier access for family, guests, service providers, and long-term ownership.

Combined with the fact that the property is just 90 minutes from Toronto and only minutes from Highway 400, the result is a luxury waterfront estate that feels private without feeling remote.

That balance is difficult to find, and it adds meaningful practical value to an already exceptional offering.

The Boating Lifestyle is a Major Part of the Appeal

This property is clearly built for buyers who take waterfront living seriously.

The combination of Gloucester Pool frontage, deep water, the double-slip steel boat port, and a separate floating dock creates a boating lifestyle that feels effortless and elevated. Whether the vision is long days on the Trent-Severn Waterway, swimming off the dock, sunset cruising, or simply enjoying the movement of the water from your own private shoreline, this property delivers a premium version of that experience.

For boating-focused buyers, the waterfront infrastructure alone is a standout.

What Makes This Luxury Home Truly Special

Many luxury homes offer size.

• A private peninsula setting
• 10,000+ sq. ft. of custom space
• 550+ ft. of shoreline
• Rare road-access island living
• Premium docking infrastructure
• A fully developed multigenerational layout
• Strong proximity to Toronto
• A setting that still feels cottage country, unmistakably

That is what makes 2249 Pilkington Lane feel so rare.

It is not just a luxury house. It is a complete waterfront estate with the scale, privacy, and emotional impact that true high-end buyers are often searching for.

Who This Property is Ideal For

This estate may be especially attractive to:

Multigenerational families

With nine bedrooms, ten bathrooms, multiple suites, and expansive common areas, the home is built for shared ownership and long-term family use.

Luxury waterfront buyers

Those who want deep water, premium docking, privacy, and a setting that feels impossible to replicate will immediately understand the appeal here.

Buyers seeking a landmark retreat

This is a property with a true sense of arrival, scale, and identity.

Toronto-area buyers want convenience.

The proximity to Highway 400 and approximately 90-minute drive time adds real-world practicality to the exclusivity.

Final Thoughts

Some properties are luxurious because of what they include.

2249 Pilkington Lane belongs in the second category.

This is a rare opportunity to own an extraordinary waterfront estate on Gloucester Pool with scale, privacy, beauty, and year-round accessibility, all wrapped into one of the most compelling luxury offerings in Ontario cottage country. From the peninsula setting and premium shoreline to the expansive custom home and full guest accommodations, every part of the property feels designed to support a remarkable ownership experience.

If you are exploring exceptional luxury homes for sale in Muskoka & Simcoe County, connect with Realtor Jeffrey Braun through JeffreyBraun.ca and Corcoran Horizon Realty. In luxury real estate, the most special properties are the ones that feel unforgettable from the start.