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Houses for Sale in Horseshoe Valley Oro-Medonte

Showing results 1 - 30 of 47

Uncover the perfect place to call home in Horseshoe Valley, Oro-Medonte with Square Yards Canada. Refine your search by filtering properties based on age, price trends, and other criteria to find your best pick. Choose from a wide range of properties across Horseshoe Valley, Oro-Medonte real estate, offering various square footage options for all needs. Explore a detailed brochure of all houses for sale in Horseshoe Valley, and pick from a range of popular amenities like swimming pools, parking facilities, gyms and more. With over 47 properties on offer, find various residential and commercial properties across Horseshoe Valley, Oro-Medonte. Navigate through MLS listings to know the top pick across Horseshoe Valley, Oro-Medonte.

Property Types Available in for Sale

Discover your dream property in Horseshoe Valley. We offer a comprehensive selection of properties for Sale, catering to various desires and needs. Choose from condo-townhouse, or explore other exciting options. Each property type promises a unique living or investment experience. Whether you're searching for an affordable starter home or a luxurious estate, with a price range of $518K to $518K, Horseshoe Valley's real estate market has the ideal match for you.

Property Type	Min Price	Max Price	Avg Listing Price	Property Count

Bedroom Types Available in for Sale

Uncover the rich selection of bedrooms available for Sale in Horseshoe Valley. Whether you seek a charming 1-bedroom haven or a sprawling residence with 5+ bedrooms, Horseshoe Valley's housing market caters to all. Explore a range of options, from 1-bedroom, 2-bedroom, 3-bedroom, and more. With prices starting at $518K and reaching up to $518K, you're sure to find the ideal home that aligns perfectly with your budget and lifestyle.

Unit Type	Min Price	Max Price	Avg Listing Price	Property Count
2-bedroom	$518K	$518K	$518K	17

Last Updated: November 10, 2026

44 Photos

5 Pine Point, Simcoe, ON , MLS #S14166588 , Image - 1

5 Pine Point Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14166588

Residential Freehold (Detached)

$899900.0

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

WOODLAND VIEWS, CHALET-STYLE CHARM, & YEAR-ROUND RECREATION IN HORSESHOE VALLEY! Tucked away on a quiet cul-de-sac in the sought-after Cathedral Pines

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

30 Photos

17 Fairway Court, Simcoe, ON , MLS #S14116238 , Image - 1

17 Fairway Court Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14116238

Residential Freehold (Detached)

$1449900.0

4 Beds
4 Baths
3500-5000 sq-ft

An Exceptional Luxury Retreat in Prestigious Horseshoe Highlands where refined elegance meets the beauty of nature! From the moment you step inside, y

28 Photos

50 Oakmont Avenue, Simcoe, ON , MLS #S14162190 , Image - 1

50 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14162190

Residential Freehold (Att/Row/Townhouse)

$899999.0

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

Top 5 Reasons You Will Love This Home: 1) Desirable bungalow townhome nestled within the sought-after Horseshoe Highlands neighbourhood, offering an i

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

46 Photos

16 Chestnut Lane, Simcoe, ON , MLS #S14093622 , Image - 1

16 Chestnut Lane Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14093622

Residential Freehold (Detached)

$1125000.0

2 +1 Beds
3 Baths
2000-2500 sq-ft

EXCLUSIVE COURT LOCATION | EXECUTIVE BUNGALOW | HORSESHOE VALLEY | Experience refined single-level living in one of Horseshoe Valley's most coveted lo

33 Photos

12 Nordic Trail, Simcoe, ON , MLS #S14153604 , Image - 1

12 Nordic Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14153604

Residential Freehold (Detached)

$1170000.0

3 Beds
3 Baths
2000-2500 sq-ft

Completely reimagined in the heart of the prestigious Horseshoe Highlands! Set on an impressive 190-foot-deep lot measuring just under half an acre, t

16 Photos

90 Highland Drive, Simcoe, ON , MLS #S14029628 , Image - 1

Unit-2290, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14029628

Residential Condo & Other (Condo Apartment)

$388500.0

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

Unique Two-Unit Condominium in Horseshoe Valley - 90 Highland Drive is an exceptional opportunity for investors or homeowners looking to generate rent

50 Photos

39 Landscape Drive, Simcoe, ON , MLS #S14027460 , Image - 1

39 Landscape Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14027460

Residential Freehold (Detached)

$989000.0

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

Ready for your next chapter? Discover the perfect blend of comfort, elegance and easy living at 39 Landscape Drive in the sought after Horseshoe Valle

50 Photos

34 Alpine Way, Simcoe, ON , MLS #S13737344 , Image - 1

34 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13737344

Residential Freehold (Detached)

$1395000.0

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

Live where other people come to recreate. This well-maintained square-log bungaloft with a post-and-beam interior captures the four-season Horseshoe V

Open House : Sun Nov 15, 10:00 AM to 04:00 PM

37 Photos

11 Oakmont Avenue, Simcoe, ON , MLS #S14081904 , Image - 1

11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14081904

Residential Freehold (Detached)

$825000.0

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

50 Photos

3 Nordic Trail, Simcoe, ON , MLS #S14149772 , Image - 1

3 Nordic Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14149772

Residential Freehold (Detached)

$1248000.0

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

30 Photos

13 Alpine Way, Simcoe, ON , MLS #S14141436 , Image - 1

13 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14141436

Residential Freehold (Detached)

$1199000.0

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

This exceptional property offers the perfect setting for an active family who loves to embrace the outdoors and enjoy the very best of the four-season

32 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S14151136 , Image - 1

Unit-310, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14151136

Residential Condo & Other (Condo Apartment)

$419900.0

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

49 Photos

2700 Line 4 N/A N, Simcoe, ON , MLS #S13854622 , Image - 1

2700 Line 4 N/A N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13854622

Residential Freehold (Detached)

$1349900.0

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

40 Photos

9 Bridle Path, Simcoe, ON , MLS #S13757332 , Image - 1

9 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13757332

Residential Freehold (Detached)

$1399900.0

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

SERENE COUNTRY LIVING - BEAUTIFULLY UPGRADED - EXQUISITE FINISHES - This home offers the rare combination of a country lifestyle and exceptional conve

50 Photos

44 HIGHLAND Drive, Simcoe, ON , MLS #S14084702 , Image - 1

44 HIGHLAND Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14084702

Residential Freehold (Detached)

$1599000.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

Welcome to your home in paradise with all the luxurious extras you'd put on your wish-list! Home inspected, thumbs up! This heavenly, one acre parcel

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

36 Photos

58 Highland Drive, Simcoe, ON , MLS #S14102764 , Image - 1

58 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14102764

Residential Freehold (Detached)

$1530000.0

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

Refined. Inviting. Elevated. Set in the sought-after community of Horseshoe Highlands, this custom-built bungalow pairs thoughtful design with quality

50 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S14120756 , Image - 1

Unit-224, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14120756

Residential Condo & Other (Condo Apartment)

$345000.0

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

27 Photos

90 Highland Drive, Simcoe, ON , MLS #S14104710 , Image - 1

Unit-2094-2095, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14104710

Residential Condo & Other (Condo Apartment)

$414750.0

2 Beds
2 Baths
1400-1599 sq-ft

Two living spaces. One unique opportunity in Horseshoe Valley. This spacious 2-bedroom, 2-bathroom condo offers a versatile two-residence configuratio

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)

$390000.0

Price drop by 6.0%

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

19 Photos

11 Pine Point, Simcoe, ON , MLS #S14093054 , Image - 1

11 Pine Point Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14093054

Residential Freehold (Detached)

$2599999.0

4 Beds
5 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Beautifully designed modern home by Thomas Tampold of Tampold Architects Inc. with interior design by Yorkvi

3 Photos

90 Highland Drive, Simcoe, ON , MLS #S14029576 , Image - 1

Unit-2494/95, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14029576

Residential Condo & Other (Condo Apartment)

$559900.0

2 Beds
2 Baths
1400-1599 sq-ft

Welcome to 90 Highland Dr, Units 2494 & 2495 - a truly unique opportunity in the sought-after Carriage Hills/Horseshoe Valley community of Oro-Medonte

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)

$415000.0

Price drop by 9.0%

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

14 Photos

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

Unit-2252-2253, 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 2252-53 90 Highland Dr in Carriage Hills, Horseshoe Valley-a fully furnished, turnkey four-season condo offering approximately 1,400 sq ft

37 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S14100118 , Image - 1

Unit-Suite 206, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14100118

Residential Condo & Other (Condo Apartment)

$399900.0

2 Beds
2 Baths
600-699 sq-ft

Welcome to Horseshoe Valley! Whether you're looking for a Year-Round Home or the Perfect Vacation Retreat, this inviting Condo in Copeland House offer

50 Photos

36 Highland Drive, Simcoe, ON , MLS #S14094654 , Image - 1

36 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14094654

Residential Freehold (Detached)

$1399900.0

3 Beds
3 Baths
2000-2500 sq-ft

Nestled in prestigious Horseshoe Valley, this spectacular custom-built bungalow sits on a private, beautifully landscaped 1.73-acre estate surrounded

39 Photos

17 Bridle Path, Simcoe, ON , MLS #S14093684 , Image - 1

17 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14093684

Residential Freehold (Detached)

$1199500.0

4 Beds
3 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Fall in love with the timeless charm of this stunning home in prestigious Horseshoe Valley Highlands, featur

26 Photos

90 Highland Drive, Simcoe, ON , MLS #S14089680 , Image - 1

Unit-2286, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14089680

Residential Condo & Other (Condo Townhouse)

$538000.0

2 Beds
2 Baths
1600-1799 sq-ft

Unit 2286 & 2287.... Welcome to 90 Highland Drive, an exceptional investment opportunity located in the picturesque location. This unique condo, compo

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

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