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Houses for Sale in Horseshoe Valley Oro-Medonte Under $1 Million

Showing results 1 - 30 of 33

Looking for houses under $1m 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 $1m 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 $1m, including freehold properties, condos, and commercial spaces.

Last Updated: September 26, 2026

44 Photos

5 Pine Point, Simcoe, ON , MLS #S13521792 , Image - 1

5 Pine Point Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13521792

Residential Freehold (Detached)

$949000.0

1 +2 Beds
2 Baths
1100-1500 sq-ft

Quick closing opportunity!! Nestled on a quiet cul-de-sac in the sought-after Cathedral Pines community of Horseshoe Valley, this custom-built chalet-

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

36 Photos

6 BOVILLE Court, Simcoe, ON , MLS #S13792898 , Image - 1

6 BOVILLE Court Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13792898

Residential Freehold (Detached)

$949000.0

4 +0 Beds
3 Baths
2000-2500 sq-ft

Live the Horseshoe Valley lifestyle in this beautifully positioned family home, tucked away on a quiet cul-de-sac with a private wooded backdrop and n

14 Photos

90 Highland Drive, Simcoe, ON , MLS #S13739786 , Image - 1

90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13739786

Residential Condo & Other (Condo Apartment)

$449000.0

Price drop by 18.4%

2 Beds
2 Baths
1400-1599 sq-ft

Welcome to 90 Highland Dr in Carriage Hills, Horseshoe Valley-a fully furnished, turnkey four-season condo offering approximately 1,400 sq ft of flexi

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

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)

$430000.0

Price drop by 5.7%

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

42 Photos

47 Cathedral Pines Road, Simcoe, ON , MLS #S13767640 , Image - 1

47 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13767640

Residential Freehold (Detached)

$749900.0

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

32 Valleycrest Drive, Simcoe, ON , MLS #S13765630 , Image - 1

32 Valleycrest Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13765630

Residential Freehold (Detached)

$938000.0

2 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to 32 Valleycrest Drive in Horseshoe Valley, a custom-built walkout bungalow nestled in the heart of the sought-after Highlands neighbourhood.

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

41 Photos

7 Pine Spring N/A, Simcoe, ON , MLS #S13786340 , Image - 1

7 Pine Spring N/A Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13786340

Residential Freehold (Detached)

$749900.0

3 Beds
3 Baths
1500-2000 sq-ft

Calling outdoor enthusiasts! Mountain biking trails, hiking, snowshoeing, snowmobiling, skiing and golf right at your door step with this spectacular

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

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

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

4 Boville Court, Simcoe, ON , MLS #S13731876 , Image - 1

4 Boville Court Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13731876

Residential Freehold (Detached)

$892000.0

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

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

45 Photos

12 Oakmont Avenue, Simcoe, ON , MLS #S13636814 , Image - 1

12 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13636814

Residential Freehold (Detached)

$839900.0

2 +1 Beds
3 Baths
700-1100 sq-ft

PRESENTING 12 Oakmont Avenue in the exceptional community of Horseshoe Valley, nestled in Simcoe County's Oro-Medonte - the perfect blend of recreatio

22 Photos

90 Highland Drive, Simcoe, ON , MLS #S13729284 , Image - 1

Unit-2442-43, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13729284

Residential Condo & Other (Condo Apartment)

$650000.0

2 Beds
2 Baths
1400-1599 sq-ft

Luxurious townhouse condominium nestled in the vibrant and picturesque heart of Horseshoe Valley! This delightful and spacious 2-bedroom unit comes fu

37 Photos

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

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

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

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

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

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

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