Country properties for sale

15466 The Gore Rd. Photo by ReMax Realtron Barry Cohen Homes

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Rural retreat loaded with freedom and flexibility

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Caledon

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15466 The Gore Rd. (The Gore Road and Castlederg Side Road)

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Asking price: $16.8 million

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Taxes: $51,391 (2026)

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Bedrooms: 7

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Bathrooms: 9

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Square footage: 9,500

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Garage: 5

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Parking: 15

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MLS# W13078716

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“To me, what stands out about this property is the freedom and flexibility it gives you,” says listing agent Tyler Cohen. “You can be in the main house, take a walk through the forest, spend the afternoon by the pool or multiple ponds, relax at the spa, or escape to the beach house. Every part of the property offers a different experience, but it all feels connected. That combination of luxury, nature and privacy is what makes it so special.

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“It will appeal to someone who appreciates exceptional design and craftsmanship, but also wants the freedom, privacy and connection to nature.”

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The approximately 9,500-square-foot house was renovated from top to bottom four years ago. Cohen’s top three interior features include the great room. “It’s truly the heart of the home with its dramatic scale, beautiful architectural detailing, a two-way fireplace and a seamless connection to the terrace. From the moment you enter, there’s a feeling reminiscent of walking into an exceptional private country club or an elegant golf resort.”

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Cohen’s second favourite is the glass-domed conservatory, which is “perhaps the most distinctive feature. It creates a completely different experience from the rest of the house and is a beautiful example of how the design continually brings the outdoors in,” he says.

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“Another feature I love is the lower-level entertainment and wellness space. It feels like having a private club within the home, with a beautifully designed spa, a full gym and a state-of-the-art golf simulator room. You can work out, unwind, spend time with family or friends. It’s designed for someone who wants to enjoy a resort-like experience without having to leave home.”

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What also makes the property so unique is the flexibility of having multiple fully liveable spaces. In addition to the main residence, there’s a spacious suite above the garage, a gatehouse with its own living quarters and a fully functional beach house overlooking a private swimming pond with white sand. It gives the property an incredible versatility,” Cohen says.

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Luxury isn’t limited to finishes inside the home, he says. The 52.5 acres offer “a lifestyle that is both incredibly sophisticated and wonderfully relaxed.”

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Listing Broker: ReMax Realtron Barry Cohen Homes (Tyler Cohen and Barry Cohen)

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12800 8th Concession (King and Mill roads). Photo by Sotheby’s International Realty Canada

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Estate designed as an enclave for family enjoyment

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King

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12800 8^th Concession (King and Mill roads)

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Asking price: $18.8 million

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Taxes: $22,919 (2026)

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Bedrooms: 4

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Bathrooms: 5

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Square footage: 5,000

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Garage: 5

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Parking: 15

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MLS# N13415604

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This farm has been home to some exceptional competition horses, including Stuntman, who competed at Spruce Meadows, says listing agent Valerie Smith. “But what comes through most strongly is that Wingberry was created as a family property. Three generations were able to live here, and the homes, pool, great room and riding facilities all became places where they gathered.”