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

Showing results 1 - 26 of 26

Looking for houses under $1.5m 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 $1.5m 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 $1.5m, including freehold properties, condos, and commercial spaces.

Last Updated: December 05, 2025

31 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S12472855 , Image - 1

Unit-311, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12472855

Residential Condo & Other (Condo Apartment)

$399900.0

2 Beds
1 Baths
1200-1399 sq-ft

39 Photos

26 Oakmont Avenue, Simcoe, ON , MLS #S12500518 , Image - 1

26 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12500518

Residential Freehold (Detached)

$939900.0

4 Beds
3 Baths
2000-2500 sq-ft

This beautiful 4-bedroom, 3-bathroom detached home is located just minutes away from Horseshoe Resort. The resort offers year-round activities such as

44 Photos

17 Highland Drive, Simcoe, ON , MLS #S12547666 , Image - 1

17 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12547666

Residential Freehold (Detached)

$1449000.0

3 +2 Beds
4 Baths
3000-3500 sq-ft

Nestled on prestigious Highland Drive in Oro-Medonte, this custom-built luxury home showcases exceptional design and upgrades throughout. Step into t

Open House : Sat Dec 06, 02:00 PM to 04:00 PM

38 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S12483387 , Image - 1

Unit-203, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12483387

Residential Condo & Other (Condo Apartment)

$429900.0

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

Looking for that perfect winter or summer getaway! This one has it all, This 2 Bedroom (Primary + Den - Has Double Closet & Could be 2nd bedroom), 2 F

37 Photos

11 Oakmont Avenue, Simcoe, ON , MLS #S12425533 , Image - 1

11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12425533

Residential Freehold (Detached)

$849000.0

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

LIVE LARGE IN HORSESHOE VALLEY WITH A CUSTOM BAR BUILT FOR ENTERTAINING, GORGEOUS GARDENS, IN-LAW SUITE POTENTIAL, & ENDLESS RECREATION AT YOUR DOORST

50 Photos

102 Highland Drive, Simcoe, ON , MLS #S12429219 , Image - 1

102 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12429219

Residential Freehold (Detached)

$1350000.0

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

SOPHISTICATED HORSESHOE VALLEY RETREAT WITH OVER 3,750 FIN SQ FT, IN-LAW POTENTIAL, TRIPLE CAR GARAGE & PRIVATE LOT! Prestigious Horseshoe Valley livi

13 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S12451947 , Image - 1

Unit-114, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12451947

Residential Condo & Other (Condo Apartment)

$351000.0

Price drop by 2.2%

1 Beds
1 Baths
500-599 sq-ft

Cozy Condo Retreat in he Hear of Horseshoe Valley! Experience four seasons of adventure with charming 1-bedroom ground-floor condo, ideally located ju

39 Photos

57 Highland Drive, Simcoe, ON , MLS #S12511204 , Image - 1

57 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12511204

Residential Freehold (Detached)

$1270000.0

3 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to this beautifully crafted family home, located in one of Horseshoe Valley's most prestigious and sought-after executive neighbourhoods. Offe

50 Photos

118 Highland Drive, Simcoe, ON , MLS #S12508372 , Image - 1

118 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12508372

Residential Freehold (Detached)

$1150000.0

2 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to 118 Highland Drive, Oro-Medonte. Discover the charm and craftsmanship of this stunning log home in the heart of Horseshoe Valley. Featured

49 Photos

57 High Vista Drive, Simcoe, ON , MLS #S12485671 , Image - 1

57 High Vista Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12485671

Residential Condo & Other (Condo Townhouse)

$698000.0

2 +1 Beds
3 Baths
1400-1599 sq-ft

Explore the epitome of built-in fun at 57 High Vista in the heart of Horseshoe Valley. This inviting end unit townhome boasts over 2300 square feet of

16 Photos

12 Valleycrest Drive, Simcoe, ON , MLS #S12275573 , Image - 1

12 Valleycrest Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12275573

Residential Freehold (Vacant Land)

$499999.0

< 700 sq-ft

Half-Acre Estate Lot in Horseshoe Highlands! Seize the opportunity to build your dream home on this cleared and rough-graded half-acre estate lot, loc

14 Photos

80 Horseshoe Boulevard, Simcoe, ON , MLS #S12148344 , Image - 1

Unit-403, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12148344

Residential Condo & Other (Condo Apartment)

$499000.0

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

30 Photos

90 Highland Drive, Simcoe, ON , MLS #S12148227 , Image - 1

Unit-2111/2110, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12148227

Residential Condo & Other (Condo Townhouse)

$599999.0

1 +1 Beds
2 Baths
1200-1399 sq-ft

Escape to this beautifully renovated (2023) forest townhouse, just 15 minutes north of Barrie, offering year-round enjoyment in a serene, nature-fille

32 Photos

80 HORSESHOE Boulevard, Simcoe, ON , MLS #S12377696 , Image - 1

Unit-302, 80 HORSESHOE Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12377696

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,

50 Photos

118 Highland Drive, Simcoe, ON , MLS #40730425 , Image - 1

118 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40730425

Residential (Single Family Residence)

$1299000

Price drop by 7.1%

3 Beds
4 Baths
3712 sq-ft

Welcome to 118 Highland Drive, Oro-Medonte. Discover the charm and craftsmanship of this stunning log home in the heart of Horseshoe Valley. Featured

23 Photos

20 Cathedral Pines Road, Simcoe, ON , MLS #40752351 , Image - 1

20 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40752351

Residential (Single Family Residence)

$849000

3 Beds
2 Baths
2056 sq-ft

DESIGNED FOR RELAXATION, SURROUNDED BY NATURE, ELEVATED BY LUXURY - CHALET-STYLE ESCAPE IN THE HEART OF HORSESHOE VALLEY! Welcome to chalet-style livi

33 Photos

11 Oakmont Avenue, Simcoe, ON , MLS #40723928 , Image - 1

11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40723928

Residential (Single Family Residence)

$899000

5 Beds
4 Baths
1854 sq-ft

Stunning home in Horseshoe Valley. Unique features make this one stand out. Lower level has a separate private entrance from garage to a 2 bedroom stu

30 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #40739202 , Image - 1

Unit-216, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40739202

Residential (Condo/Apartment Unit)

$389000

1 Beds
1 Baths
685 sq-ft

Great location in the heart of Horseshoe Valley. Front balcony with a great view of Horseshoe Ski Hill, across the street, close proximity to Heights.

50 Photos

29 Nordic Trail, Simcoe, ON , MLS #40733715 , Image - 1

29 Nordic Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40733715

Residential (Single Family Residence)

$1269000

Price drop by 2.3%

5 Beds
3 Baths
3004 sq-ft

*Overview* Welcome To 29 Nordic Trail, A Spacious And Versatile 5-Bedroom, 3-Bathroom Home Tucked Into The Heart Of Sought-After Horseshoe Valley. Bac

49 Photos

11 Bunker Place, Simcoe, ON , MLS #40745597 , Image - 1

11 Bunker Place Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40745597

Residential (Single Family Residence)

$1439000

3 Beds
3 Baths
3447 sq-ft

An exceptionally spacious home, large private yard, grand interior spaces, making a true forever home in the heart of one of Ontario’s premier active-

50 Photos

25 Cathedral Pines Road, Simcoe, ON , MLS #40745262 , Image - 1

25 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40745262

Residential (Single Family Residence)

$1085000

3 Beds
3 Baths
1788 sq-ft

Welcome to 25 Cathedral Pines, a beautiful family home nestled in the heart of Horseshoe Valley—one of Ontario’s most sought-after destinations for ac

22 Photos

80 Horseshoe Boulevard, Simcoe, ON , MLS #40738137 , Image - 1

Unit-503, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40738137

Residential (Condo/Apartment Unit)

$540000

2 Beds
2 Baths
1188 sq-ft

EXPERIENCE THE BEST OF HORSESHOE VALLEY LIVING! Experience year-round adventure and luxury living in this spectacular top-floor penthouse suite, perfe

50 Photos

102 Highland Drive, Simcoe, ON , MLS #40734662 , Image - 1

102 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40734662

Residential (Single Family Residence)

$1399999

5 Beds
3 Baths
4096 sq-ft

Luxury Living in a Coveted Location Welcome to 102 Highland Drive, Horseshoe Valley Nestled in one of Simcoe Countys most sought-after communities, t

49 Photos

90 Highland Dr Drive, Simcoe, ON , MLS #40729880 , Image - 1

Unit-2250, 90 Highland Dr Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40729880

Residential (Condo/Apartment Unit)

$694900

2 Beds
2 Baths
1400 sq-ft

Welcome to your all-season retreat in the heart of Horseshoe Valley! This exceptional, fully furnished condo offers not just a place to stay but a com

32 Photos

80 Horseshoe Valley Boulevard, Simcoe, ON , MLS #40724694 , Image - 1

Unit-302, 80 Horseshoe Valley Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40724694

Residential (Condo/Apartment Unit)

$500000

Price drop by 4.8%

2 Beds
2 Baths
1188 sq-ft

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

43 Photos

90 Highland Drive, Simcoe, ON , MLS #40703325 , Image - 1

Unit-2264, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40703325

Residential (Condo/Apartment Unit)

$479000

Price drop by 4.0%

2 Beds
2 Baths
1281 sq-ft

Experience the perfect blend of comfort, adventure, and investment potential with this fully upgraded, furnished property. Whether you're looking for

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