Simcoe County, with its unique blend of urban centres, small-town feel and picturesque rural landscapes, is an increasingly popular destination for luxury homebuyers. While many are drawn to the region’s stunning waterfront properties along the shores of Lake Simcoe and Georgian Bay, there’s a growing interest in luxury homes that offer exceptional luxurious living without the waterfront price tag.

From large acreage estates to exclusive planned communities to urban centre pockets of prestige, Simcoe County offers a range of opulent options for those seeking high-end living. There are so many areas of luxurious homes and we cannot mention them all, but we will mention some of the most notable and the busy regions for luxury sales in which the Weeks Group has recently bought or sold. We would also like to explore the benefits of owning a luxury home in Simcoe County long-term, and what luxury buyers truly value when searching for the perfect property.

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Simcoe County: Where Dreams of Luxury Come to Life

The demand for luxury homes in Simcoe County continues to rise, particularly among buyers from the GTA looking to escape the hustle, bustle, hassle and risks of big city urban life. Buyers from Toronto and surrounding areas are attracted by the natural beauty, recreational opportunities, safety, smaller community feel and the chance to invest in high-end properties at relatively much lower prices compared to the GTA.

The increase in remote work options has also contributed to the appeal of Simcoe County, particularly in the last few years. More individuals and families are prioritizing lifestyle and leisure, prompting them to seek homes that offer both luxury and a connection to the natural surroundings.

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Thinking of investing in Simcoe County real estate? The posts below will open up some possibilities:

• Benefits of Owning Revenue Properties
• How Can Real Estate Investing Help Grow Your Wealth Long-Term?
• How Does BRRRR Work for Barrie Real Estate Investors?

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Explore the Upscale Communities of Simcoe County

Simcoe County spans a vast area north of Toronto, and it’s home to a wide variety of luxury real estate options. From quiet rural retreats to more urban-style luxury homes, here are some of the top spots we have recently been active where buyers are looking for luxury homes:

Barrie

As the largest city in Simcoe County, Barrie is becoming a hotspot for those seeking luxury properties with access to all the urban amenities where getting around is not a huge time commitment. Barrie has almost everything people could look for in their lifestyle as the hub for Simcoe County, just on a smaller scale than Toronto. For example, we have high-end competitive hockey to watch with the OHL Barrie Colts, but not the Maple Leafs. Or, we have live theatre, but it’s not the Princess of Wales theatre.

We have concerts and music festivals, but Taylor Swift isn’t making an appearance. That being said, Toronto is less than an hour away. High-end homes in Barrie can be found in established neighbourhoods like the Ardagh Bluffs, North Shore and Tollendale areas, to name a few, which offer spacious properties with modern and also classic designs and easy access to downtown and Highway 400.

Barrie is known for its waterfront parks and festivals, a vibrant arts scene, great school options, both public and private, and proximity to a variety of outdoor recreation, not to mention being known as the gateway to Muskoka, making it a desirable location for affluent families. In more urban areas like Barrie, you can find luxurious modern homes that blend urban convenience with high-end living.

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Curious about the luxury real estate market in Barrie? The posts below will give you some insights:

• 5 Tips When Buying A Waterfront Home
• Why Buy a Home in Snow Valley?
• What to Look for in a Waterfront Home in Barrie

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Innisfil

This town offers a serene, picturesque setting while being just a short drive from Toronto. Innisfil is seeing a surge in luxury home development, especially in areas like Alcona and around Cook’s Bay. While these areas are not waterfront, they offer plenty of opportunities for spacious homes with large lots, many of which feature premium finishes, modern designs, and private settings.

Innisfil’s close proximity to both nature and the city makes it a perfect choice for those seeking a blend of tranquillity and convenience.

Collingwood and Blue Mountains

Though just outside the immediate borders of Simcoe County, the town of Collingwood and its proximity to Blue Mountain make it a popular area for luxury buyers. This area is particularly attractive for those seeking a luxury mountain retreat or vacation home.

While traditionally known for its outdoor and ski resort culture, Collingwood offers year-round amenities and upscale developments, including large estates with panoramic mountain views like renowned Sunset Point and many areas like Lora Bay with access to elite golf courses.

Orillia

Orillia, located on the shores of Lake Couchiching, offers a blend of small-town charm and luxurious living. While much of Orillia’s luxury real estate is tied to the lake, there are also many properties on larger lots away from the water, offering both privacy and prestige.

Exclusive areas like Sugarbush Hill, the North Ward and the surrounding countryside offer breathtaking views, expansive properties, and modern amenities. With a mix of historic homes and newer builds, Orillia is a prime destination for luxury buyers looking for rural serenity with urban accessibility.

Springwater

Springwater Township is ideal for those who want to live in an upscale rural environment. With large estates and high-end homes nestled in the countryside, Springwater offers privacy, exclusivity, and ample green space.

Areas such as Snow Valley, Midhurst and Anten Mills provide homes that are tucked away in nature but are still within a short distance from Barrie and other urban centers. Buyers can find expansive properties with private driveways, extensive gardens, and room for custom outdoor amenities.

Oro-Medonte

Oro-Medonte, nestled in the heart of Simcoe County, offers an idyllic blend of rural charm and luxury living. This township has always been known for its waterfront estates and properties. Some very famous celebrities calling it home, but it is also known for its expansive waterfront landscapes, rolling hills, and proximity to both natural beauty and urban amenities.

Oro-Medonte is increasingly becoming a top choice for those seeking luxury homes – without the premium price tag of waterfront properties. Yet you’re still living in a luxury lakeside house with access and convenience to Lake Simcoe! Whether you’re in search of a sprawling estate with acreage, a secluded hilltop retreat, or a high-end home within a private community, Oro-Medonte offers a wide range of luxury options.

Horseshoe Valley remains a popular destination for outdoor enthusiasts. Easy access to both Mount St. Louis Moonstone and Horseshoe Resort makes it an attractive option for those seeking a balance of nature, luxury, and an active lifestyle in luxury a waterside community. Shanty Bay, located on the western shores of Lake Simcoe, is a quiet and prestigious area known for its high-end homes set back from the waterfront with large private lots.

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Why consider living in Barrie or the surrounding areas? Discover just a few of the reasons in the posts below:

• Is Barrie a Good Place to Live With a Young Family?
• What Are the Best Retirement Communities in Barrie?
• Is Barrie, Ontario, a Safe Place to Live?

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Rural Estates

For those seeking privacy and tranquillity, rural estates in Simcoe County offer acreage properties often situated on more expansive plots of land. Features include:

• Ample Space: Homes with several acres of land, perfect for equestrian pursuits or gardening.
• Unique Architecture: Many rural estates showcase distinctive designs, from modern contemporary to rustic charm.
• Sustainability: Some properties come equipped with features like solar panels, greenhouses, and sustainable landscaping.
• Unique uses: we have seen wineries, MX tracks, equestrian centres, organic farms for specialty produce, hobby farms, family compounds, and more.

One of the first steps to realizing your dream of luxury living in Simcoe County is to connect with a local real estate agent who knows the market and the neighbourhoods. As long-term residents ourselves, the Weeks Group can help you find your community!

Are you ready to begin the search for your dream home in beautiful Simcoe County? Connect with us today at hello@weeksgroup.ca or call 705.305.4174 to explore the possibilities.