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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: September 20, 2026

32 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S13801576 , Image - 1

Unit-107, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13801576

Residential Condo & Other (Condo Apartment)

$431000.0

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

**RARE GROUND-FLOOR MOUNTAIN-VIEW SUITE AT HORSESHOE RESORT!** Imagine waking up to beautiful ski hill views, stepping directly onto your private gard

12 Photos

3 Valleycrest Drive, Simcoe, ON , MLS #S13800950 , Image - 1

3 Valleycrest Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13800950

Residential Freehold (Vacant Land)

$475000.0

Top 5 Reasons You Will Love This Property: 1) Fully serviced building lot offering an exciting opportunity to bring your vision to life with essential

32 Photos

40 HORSESHOE Boulevard, Simcoe, ON , MLS #S13736152 , Image - 1

Unit-302, 40 HORSESHOE Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13736152

Residential Condo & Other (Condo Apartment)

$397900.0

Price drop by 0.3%

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

VACANT, PRICED TO SELL!**FOUR-SEASON GETAWAY WITH SKI HILL VIEWS, COVERED BALCONY, PARKING & LOCKER!** One-bedroom plus den layout in 756 sq. ft. with

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

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)

$403000.0

Price drop by 2.9%

2 Beds
2 Baths
1200-1399 sq-ft

Improved price! Live, work. play, profit! Welcome to resort style living at Horseshoe. This amazing unit in the Hansom building offers the rare abilit

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

32 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S13757232 , Image - 1

Unit-310, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13757232

Residential Condo & Other (Condo Apartment)

$439900.0

2 Beds
2 Baths
900-999 sq-ft

Welcome to Unit 310 at 40 Horseshoe Blvd., a bright and stylish 2-bedroom, 2-bathroom corner suite overlooking the 18th hole in the heart of Horseshoe

10 Photos

90 Highland Drive, Simcoe, ON , MLS #S13723826 , Image - 1

Unit-2014/15, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13723826

Residential Condo & Other (Condo Townhouse)

$406000.0

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.

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)

$399900.0

Price drop by 4.8%

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

11 Photos

90 Highland Drive, Simcoe, ON , MLS #S13701426 , Image - 1

Unit-2296-2297, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13701426

Residential Condo & Other (Condo Apartment)

$456000.0

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

25 Photos

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

Unit-BLOCK/CHALET 10, 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

14 Photos

80 Horseshoe Boulevard, Simcoe, ON , MLS #S13659946 , Image - 1

Unit-403, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13659946

Residential Condo & Other (Condo Apartment)

$459999.0

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. B

50 Photos

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

6 Photos

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

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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