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Houses for Sale in Horseshoe Valley Oro-Medonte Under $2 Million - P2

Showing results 31 - 48 of 48

Last Updated: August 12, 2026

42 Photos

47 Cathedral Pines Road, Simcoe, ON , MLS #S13249470 , Image - 1

47 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13249470

Residential Freehold (Detached)

$774900.0

Price drop by 3.0%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to Cathedral Pines, a sought after subdivision in Horseshoe Valley. Enjoy a fantastic view of the Valley from the back of this timber framed h

50 Photos

23 Country Club Lane, Simcoe, ON , MLS #S13020196 , Image - 1

23 Country Club Lane Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13020196

Residential Freehold (Detached)

$1178000.0

Price drop by 0.8%

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

Exceptional home backing onto a prestigious golf course and cross-country ski trails, offering a unique year-round lifestyle. Extensively renovated wi

44 Photos

16 Oakmont Avenue, Simcoe, ON , MLS #S13485848 , Image - 1

16 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13485848

Residential Freehold (Detached)

$929900.0

2 +2 Beds
3 Baths
1100-1500 sq-ft

Fully Renovated From Top To Bottom In The Heart Of Horseshoe Valley! This Turnkey Home Features New Hardwood Flooring, Designer Lighting, Custom Featu

7 Photos

90 Highland Drive, Simcoe, ON , MLS #S13485084 , Image - 1

Unit-35, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13485084

Residential Condo & Other (Condo Apartment)

$599000.0

2 Beds
2 Baths
1400-1599 sq-ft

Welcome to 90 Highland Dr #2334/2335 - a well-maintained 1,400 sq ft property offering excellent flexibility and income potential. Only one hour north

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

50 Photos

3 Nordic Trail, Simcoe, ON , MLS #S13465652 , Image - 1

3 Nordic Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13465652

Residential Freehold (Detached)

$1362000.0

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

Exceptional space, exceptional privacy, and an exceptional location in the heart of one of Ontario's premier recreational communities. Welcome to 3 No

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

39 Photos

57 Highland Drive, Simcoe, ON , MLS #S13219996 , Image - 1

57 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13219996

Residential Freehold (Detached)

$1150000.0

Price drop by 4.2%

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

Welcome to refined four-season living in the heart of Horseshoe Valley - one of Ontario's emerging Blue Zone inspired communities, where residents of

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

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.

30 Photos

13 Alpine Way, Simcoe, ON , MLS #S12948998 , Image - 1

13 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12948998

Residential Freehold (Detached)

$1270000.0

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

Found in the heart of Horseshoe Valley, within an enclave of exclusive homes, this property offers an exceptional lifestyle in what many consider a t

25 Photos

80 Horseshoe Boulevard, Simcoe, ON , MLS #S13041810 , Image - 1

Unit-501, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13041810

Residential Condo & Other (Condo Apartment)

$549900.0

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

This top-floor corner penthouse in Slopeside Condos at Horseshoe Resort will wow you with its exceptional 2-bed plus custom bunk suite, 2-bath layout

26 Photos

4 Boville Court, Simcoe, ON , MLS #S12927128 , Image - 1

4 Boville Court Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12927128

Residential Freehold (Detached)

$892000.0

Price drop by 8.5%

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 4 Boville Court-where comfort, space, and nature come together to create the perfect year-round retreat. Ideally located just minutes from

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

42 Photos

90 HIGHLAND Drive, Simcoe, ON , MLS #S12274527 , Image - 1

Unit-2042, 90 HIGHLAND Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12274527

Residential Condo & Other (Condo Apartment)

$605000.0

2 Beds
2 Baths
1400-1599 sq-ft

Discover the perfect blend of luxury, flexibility, and location in this beautifully updated 2-bedroom, 2-bathroom Copeland model condo, offering 1,200

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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