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Houses for Sale in Horseshoe Valley Oro-Medonte Under $1.5 Million - P2

Showing results 31 - 47 of 47

Last Updated: September 26, 2026

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11 Oakmont Avenue, Simcoe, ON , MLS #S13475644 , Image - 1

11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13475644

Residential Freehold (Detached)

$829000.0

3 +2 Beds
4 Baths
1500-2000 sq-ft

MULTI-GENERATIONAL LIVING MEETS FOUR-SEASON HORSESHOE VALLEY ADVENTURE! Nearly 2,500 finished sq. ft. is only the beginning, with a finished lower lev

49 Photos

2700 Line 4 N/A N, Simcoe, ON , MLS #S13223608 , Image - 1

2700 Line 4 N/A N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13223608

Residential Freehold (Detached)

$1399900.0

2 +2 Beds
3 Baths
2000-2500 sq-ft

Welcome To Your Private Hillside Retreat In The Heart Of Horseshoe Valley. Set On Over 6 Acres And Perched Beautifully Above The Surrounding Landscape

1 Photos

15 Birch Grove Drive, Simcoe, ON

15 Birch Grove Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13709216

Residential Freehold (Detached)

$978000.0

2 +2 Beds
2 Baths
1500-2000 sq-ft

Walk to the chairlifts! Walk to the tee box! Walk to the trails! Walk to the restaurants! Luxe resort style living in this beautiful four bedroom chal

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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.

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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

50 Photos

90 Highland Drive, Simcoe, ON , MLS #S13695108 , Image - 1

Unit-2494/2495, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13695108

Residential Condo & Other (Condo Apartment)

$569900.0

2 Beds
2 Baths
1400-1599 sq-ft

RARE INVESTMENT & FOUR-SEASON GETAWAY! Welcome to 90 Highland Dr, Units 2494 & 2495, in the sought-after Carriage Hills/Horseshoe Valley community. Th

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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

18 Bridle Path, Simcoe, ON , MLS #S13632620 , Image - 1

18 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13632620

Residential Freehold (Detached)

$1249900.0

3 +1 Beds
3 Baths
2000-2500 sq-ft

Discover refined bungalow living in the heart of prestigious Horseshoe Valley. With over 2,000 sq. ft. on the main level, this exceptional all brick c

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

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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

18 Photos

90 Highland Drive, Simcoe, ON , MLS #S13550534 , Image - 1

Unit-2120, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13550534

Residential Condo & Other (Condo Townhouse)

$550000.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to beautiful Highland Estates! This fully furnished 2-bedroom, 2-bathroom home is located in a family friendly, resort style neighbourhood and

32 Photos

80 HORSESHOE Boulevard, Simcoe, ON , MLS #S13517812 , Image - 1

Unit-302, 80 HORSESHOE Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13517812

Residential Condo & Other (Condo Apartment)

$500000.0

2 +0 Beds
2 Baths
1000-1199 sq-ft

Year-Round Adventure Meets Modern Comfort in Horseshoe Valley! Discover the ultimate blend of relaxation and recreation in this beautifully appointed,

34 Photos

1 Pine Spring Road, Simcoe, ON , MLS #S13448576 , Image - 1

1 Pine Spring Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13448576

Residential Freehold (Detached)

$929000.0

3 Beds
4 Baths
2000-2500 sq-ft

Welcome to Horseshoe Valley living, where space, privacy, and four-season recreation come together beautifully. Set on a premium double lot surrounded

50 Photos

16 Highland Drive, Simcoe, ON , MLS #S13417362 , Image - 1

16 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13417362

Residential Freehold (Detached)

$1348000.0

1 +3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 16 Highland Drive in the sought-after Horseshoe Highlands of Oro-Medonte. This is a rare opportunity on the Highland Drive ridge, one of ju

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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