Skip to main content

Back

Top Areas

Other Areas

Sell Your Home

Shortlisted Properties

New Homes
For Sale
For Rent

Danger! Indicates a dangerous or potentially negative action.

Error

Maximum 4 project can be compared at one go.

Houses for Sale in Horseshoe Valley Oro-Medonte Under $5 Million - P2

Showing results 31 - 47 of 47

Last Updated: November 10, 2026

30 Photos

46 Pine Ridge Trail, Simcoe, ON , MLS #S13839158 , Image - 1

46 Pine Ridge Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13839158

Residential Freehold (Detached)

$1185000.0

Price drop by 1.1%

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

Welcome to 46 Pine Ridge Trail in beautiful Horseshoe Valley. Located on one of the most sought after streets for mountain biking, cross country skiin

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

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

44 Photos

16 Oakmont Avenue, Simcoe, ON , MLS #S14009106 , Image - 1

16 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14009106

Residential Freehold (Detached)

$899000.0

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

A Masterpiece Renovation in the Heart of Horseshoe Valley. Every inch of this home has been meticulously reimagined from top to bottom and is truly mo

41 Photos

90 Highland Drive, Simcoe, ON , MLS #S13876096 , Image - 1

Unit-2328/2329, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13876096

Residential Condo & Other (Condo Apartment)

$431750.0

2 Beds
2 Baths
1400-1599 sq-ft

Some properties offer a getaway. This one offers options. Set within Highland Estate in the heart of Horseshoe Valley, this furnished residence combin

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)

$449000.0

Price drop by 8.2%

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

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)

$505000.0

Price drop by 8.2%

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

43 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13862678 , Image - 1

Unit-312, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13862678

Residential Condo & Other (Condo Townhouse)

$369000.0

2 Beds
2 Baths
1200-1399 sq-ft

Updated condo in the heart of the Horseshoe Valley. Across the street from Horseshoe Resort and The Heights ski hill. Siding onto Copeland forest over

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.

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)

$439999.0

Price drop by 4.3%

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

26 Photos

90 Highland Drive, Simcoe, ON , MLS #S13812672 , Image - 1

Unit-2072, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13812672

Residential Condo & Other (Condo Townhouse)

$530000.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to beautiful Highland Estates, one of Oro-Medonte's most desirable four-season communities! This fully furnished, move-in-ready two-bedroom, t

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

25 Photos

80 Horseshoe Boulevard, Simcoe, ON , MLS #S13736476 , Image - 1

Unit-501, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13736476

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

3439 Line 7 North N/A, Simcoe, ON , MLS #S13682460 , Image - 1

3439 Line 7 North N/A Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13682460

Residential Freehold (Farm)

$1899000.0

4 Beds
2 Baths
2500-3000 sq-ft

A rare opportunity to own a versatile 50+ acre farm property in a desirable Oro-Medonte location, set on a paved road just minutes from Horseshoe Vall

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

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

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,

1
2

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Related to your search

Tell us a Little about yourself!