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Houses for Sale in Horseshoe Valley Oro-Medonte Under $500K

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Looking for houses under $500k for sale in Horseshoe Valley, Oro-Medonte? With Square Yards Canada, discover a vast range of properties within your budget in Horseshoe Valley across Toronto. If you plan to buy houses under $500k in Horseshoe Valley, Oro-Medonte, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Horseshoe Valley houses for sale under $500k, including freehold properties, condos, and commercial spaces.

Last Updated: August 06, 2026

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1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13634756 , Image - 1

Unit-224, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13634756

Residential Condo & Other (Condo Apartment)

$355000.0

1 +0 Beds
1 Baths
500-599 sq-ft

Whether you're seeking a full-time home, weekend retreat, recreational getaway, or investment property, this turnkey condo chalet offers an exceptiona

37 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S13621532 , Image - 1

Unit-Suite 206, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13621532

Residential Condo & Other (Condo Apartment)

$420000.0

2 Beds
2 Baths
600-699 sq-ft

Welcome to your Four Seasons Get-Away in Fabulous Horseshoe Valley! Live and Play here all year or simply use this as your Vacation Destination! Th

32 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S13206706 , Image - 1

Unit-310, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13206706

Residential Condo & Other (Condo Apartment)

$469900.0

Price drop by 6.0%

2 Beds
2 Baths
900-999 sq-ft

Welcome to Unit 310 at 40 Horseshoe Blvd., a bright and stylish corner unit condo facing the 18th hole, located in the heart of the Horseshoe Resort c

43 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13600950 , Image - 1

Unit-312, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13600950

Residential Condo & Other (Condo Townhouse)

$398900.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to 1102 Horseshoe Valley Rd W, Unit 312. Enjoy four-season living in this prime Horseshoe Valley location, directly across from Horseshoe Reso

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90 Highland Drive, Simcoe, ON , MLS #S13158842 , Image - 1

Unit-2296-2297, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13158842

Residential Condo & Other (Condo Apartment)

$466900.0

Price drop by 7.4%

2 Beds
2 Baths
1400-1599 sq-ft

Whether you're searching for a place to call home or a smart addition to your investment portfolio, this versatile property offers exceptional flexibi

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1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13234932 , Image - 1

Unit-309, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13234932

Residential Condo & Other (Condo Apartment)

$364999.0

Price drop by 2.7%

2 Beds
1 Baths
1200-1399 sq-ft

A Place To Get Away Or Stay. Welcome To The Heart Of Horseshoe Valley, Where Four-Season Recreation, Natural Beauty, And Resort-Style Amenities Come

20 Photos

90 Highland Drive, Simcoe, ON , MLS #S12893774 , Image - 1

Unit-2244/45, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12893774

Residential Condo & Other (Condo Townhouse)

$429900.0

2 Beds
2 Baths
1400-1599 sq-ft

Discover this fully furnished turnkey condo w/over 1,400sqft space at Carriage Country Resort, perfectly situated in the picturesque Horseshoe Valley.

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40 Horseshoe Boulevard, Simcoe, ON , MLS #S13557582 , Image - 1

Unit-107, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13557582

Residential Condo & Other (Condo Apartment)

$431000.0

1 +1 Beds
2 Baths
700-799 sq-ft

Rarely offered ground floor Mountain View suite in sought-after Copeland House at Horseshoe Resort offering the ultimate four-season lifestyle. This d

24 Photos

90 Highland Drive, Simcoe, ON , MLS #S13519786 , Image - 1

Unit-2010/2011, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13519786

Residential Condo & Other (Condo Apartment)

$415000.0

2 Beds
2 Baths
1200-1399 sq-ft

Live, work. play, profit! Welcome to resort style living at Horseshoe. This amazing unit in the Hansom building offers the rare ability to have two se

18 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13480864 , Image - 1

Unit-108, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13480864

Residential Condo & Other (Condo Townhouse)

$319999.0

1 Beds
1 Baths
500-599 sq-ft

Welcome to easy living in the heart of Horseshoe Valley. This main floor walk-in unit with no stairs offers an ideal opportunity for retirees, first-t

25 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13148776 , Image - 1

Unit-119, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13148776

Residential Condo & Other (Condo Townhouse)

$319900.0

Price drop by 3.0%

1 Beds
1 Baths
500-599 sq-ft

This main floor walk in unit without stairs is a great retirement condo for seniors, first time buyer or ski chalet for skiers. Located beside Copelan

19 Photos

80 Horseshoe Boulevard, Simcoe, ON , MLS #S12920618 , Image - 1

Unit-102, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12920618

Residential Condo & Other (Condo Apartment)

$424900.0

Price drop by 5.6%

2 Beds
2 Baths
1000-1199 sq-ft

HERE'S WHY 102-80 HORSESHOE VALLEY ROAD COULD BE YOUR NEXT MOVE:- Room to live and breathe. With nearly 1,200 sq ft, 2 bedrooms plus a den, and 2 full

10 Photos

90 Highland Drive, Simcoe, ON , MLS #S13234964 , Image - 1

Unit-2014/15, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13234964

Residential Condo & Other (Condo Townhouse)

$439000.0

2 Beds
2 Baths
1200-1399 sq-ft

Tucked away in the heart of Horseshoe Valley, this unique property at 90 Highland Drive delivers the ultimate blend of lifestyle and income potential.

38 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S12501128 , Image - 1

Unit-416, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12501128

Residential Condo & Other (Condo Apartment)

$359000.0

1 Beds
1 Baths
500-599 sq-ft

Year Round Entertainment & Relaxation in the Heart of Horseshoe Valley Resort. This Cozy, Upgraded 1 Bed 1 Bath has the Perfect Blend of Modern Amenit

17 Photos

19 Birch Grove Drive, Simcoe, ON , MLS #S12995486 , Image - 1

19 Birch Grove Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12995486

Residential Freehold (Vacant Land)

$489000.0

Have you ever dreamed of living in a place where you can walk to the tee-box or the chairlifts? Welcome to 19 Birch Grove Drive, a rare opportunity to

25 Photos

80 Horseshoe Boulevard, Simcoe, ON , MLS #S12891498 , Image - 1

Unit-101, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12891498

Residential Condo & Other (Condo Apartment)

$458888.0

2 +1 Beds
2 Baths
1000-1199 sq-ft

Breathtaking Views At The Heart of Horseshoe Resort. Ideal For Year Round Residence, Vacation Home Or Option To Be Apart of Resort's Rental Program. U

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Houses for Sale in Horseshoe Valley Oro-Medonte Under $500K

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