One of the most prevalent Canadian real estate trends over the past 18 months has been the migration of urban homeowners into smaller towns, rural and recreational property markets. In the Ontario real estate market, regions from Windsor to Sudbury to Kingston, and all points in between, have experienced an influx of activity by buyers from the Greater Toronto Area – many of them leveraging their impressive home equity and newfound ability to work from home to buy up properties in these smaller, more affordable markets. Add record-low interest rates into the mix, and this increased purchasing power is giving many markets an even bigger boost. The hot ticket? Waterfront. In fact, some of these once-sleepy Ontario housing markets have absolutely exploded, with average waterfront prices in some regions rising 70 per cent or more between 2019 and 2021.

If you’re looking to leave the Big Smoke and money is no object, or if you just like to dream, here are 10 incredible luxury Ontario real estate listings that you’ll want to check out.

Luxury Ontario Real Estate For Sale

$19,900,000  •  Shanty Bay, Ont.

8 + 1 BED | 10 BATH | 5,000 SQ FT
2831 RIDGE RD W, SIMCOE, SHANTY BAY, ON, L0L 2L0
LISTED BY STEVEN LIAMBAS, RE/MAX NOBLECORP REAL ESTATE

$19,500,000  •  King City, Ont.

6 + 1 BED | 8 BATH |  OVER 14,000 SQ FT
14600 WESTON RD, YORK, KING CITY, ON, L7B 1K4
LISTED BY BARRY COHEN, RE/MAX REALTRON BARRY COHEN HOMES INC.

$12,888,000  •  Schomberg, Ont.

4 + 1 BED | 6 BATH | 5,000 SQ FT
14855 HWY 27, YORK, SCHOMBERG, ON, L0G 1N0
LISTED BY IRENE SETTINO, RE/MAX PREMIER INC

$8,395,000  •  Muskoka Lakes, Ont.

4 BED | 4 BATH | 7,000 SQ FT
1 HEYDON ISLAND, MUSKOKA, MUSKOKA LAKES, ON, P1P 1R2
LISTED BY KAI PETER TUKUMS, RE/MAX HALLMARK REALTY LTD

$6,999,999  •  Essa, Ont.

5 BED | 3 FULL BATH | 1 HALF BATH | 3,700 SQ FT
6925 SIDEROAD 10, ESSA, ON, L9R 1V2
LISTED BY TREVOR SHAW, RE/MAX HALLMARK CHAY REALTY

$4,200,000  •  Honey Harbour, Ont.

5 BED | 2 FULL BATH | 1 HALF BATH | 2,474 SQ FT
2 ISLAND 1930, GEORGIAN BAY, HONEY HARBOUR, ON, P0E 1E0
LISTED BY ARMIN RICHARD GRIGAITIS, RE/MAX BAYWATCH LTD., BROKERAGE

$3,790,000  •  Windsor, Ont.

4 BED | 3 FULL BATH | 2 HALF BATH
13158 RIVERSIDE DR E, WINDSOR-ESSEX, WINDSOR, ON, N8N 2M6
LISTED BY RYAN HUGHES, RE/MAX PREFERRED REALTY LTD

$3,775,000  •  Brechin, Ont.

6 BED | 7 BATH | 5,000 SQ FT
1332 SPYGLASS POINT RD, SIMCOE, BRECHIN, ON, L0K 1B0
LISTED BY REINHOLD W. SCHICKEDANZ, RE/MAX ALL-STARS REALTY INC

$3,499,900  •  Blue Mountains, Ont.

7 BED | 5 FULL BATH | 1 HALF BATH | 6,932 SQ FT
122 ARROWHEAD CRES, BLUE MOUNTAINS, THE BLUE MOUNTAINS, ON, L9Y 0R9
LISTED BY MARY RIOPELLE, RE/MAX FOUR SEASONS REALTY LTD

$3,198,000  •  Kawartha Lakes, Ont.

5 + 2 BED | 5 BATH | N/A SQ FT
50 LAMBS LANE, KAWARTHA LAKES, ON, K0M 1N0
LISTED BY DAVID SCHNARR, RE/MAX REALTY SPECIALISTS INC

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*RE/MAX, LLC, 5075 S. Syracuse St., Denver CO, 80237; RE/MAX Western Canada and RE/MAX Ontario-Atlantic, 639 Queen Street West, Toronto, ON M5V 2B7, 905-542-2400