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

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Looking for houses under $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 $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 $5m, including freehold properties, condos, and commercial spaces.

Last Updated: November 21, 2024

40 Photos

54 PINE RIDGE TRAIL, Simcoe, Ontario , MLS #S10439636 , Image - 1

54 PINE RIDGE TRAIL Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S10439636

Residential (Detached)

$1999900.0

Price drop by 7.0%

5 +0 Beds
3 Baths

Lifestyle upgrade! Stunning custom-built home in Horseshoe Valley! With a footprint of nearly 9,000 sq. ft., you will have space for all of your lif

35 Photos

32 PINE RIDGE TRAIL, Simcoe, Ontario , MLS #S10439586 , Image - 1

32 PINE RIDGE TRAIL Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S10439586

Residential (Detached)

$699900.0

Price drop by 10.3%

4 +0 Beds
2 Baths

Lifestyle Upgrade! Good vibes only! Charming Chalet Retreat in the heart of Horseshoe Valley with 4 bedrooms & 2 baths is ready to welcome you home!

40 Photos

90 Highland Dr, Simcoe, Ontario , MLS #S10433392 , Image - 1

90 Highland Dr

Unit-2014/15, 90 Highland Dr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S10433392

Condo (Condo Townhouse)

$520000.0

2 Beds
2 Baths
1400-1599 sq-ft

This Fully Upgraded Renovated Furnished Property Can Be Your Permanent Home Or A Combination Of Vacation Home & Investment Property With All Season Ye

48 Photos

12 Birch Grove Drive, Simcoe, ON , MLS #40669181 , Image - 1

12 Birch Grove Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40669181

Residential (Single Family Residence)

$997000

6 Beds
5 Baths
4129 sq-ft

Imagine living in the heart of Horseshoe Valley's vibrant and active lifestyle community where you can be steps away (literally) from the chair lifts,

50 Photos

31 Maplecrest Crt, Simcoe, ON , MLS #40659947 , Image - 1

31 Maplecrest Crt Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40659947

Residential (Single Family Residence)

$839000

3 Beds
2 Baths
2688 sq-ft

WELCOME HOME TO 31 MAPLECREST COURT LOCATED IN THE SOUGHT AFTER HORSESHOE VALLEY COMMUNITY - THIS RANCH BUNGALOW SITS ON A PRIVATE WOODED LOT NEAR THE

40 Photos

12 Birch Grove Dr, Simcoe, Ontario , MLS #S10205953 , Image - 1

12 Birch Grove Dr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S10205953

Residential (Detached)

$997000.0

6 Beds
5 Baths
3500-5000 sq-ft

Imagine living in the heart of Horseshoe Valley's vibrant and active lifestyle community where you can be steps away (literally) from the chair lifts,

40 Photos

31 MAPLECREST Crt, Simcoe, Ontario , MLS #S9507626 , Image - 1

31 MAPLECREST Crt Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9507626

Residential (Detached)

$839000.0

3 Beds
2 Baths

WELCOME HOME TO 31 MAPLECREST COURT LOCATED IN THE SOUGHT AFTER HORSESHOE VALLEY COMMUNITY - THIS RANCH BUNGALOW SITS ON A PRIVATE WOODED LOT NEAR THE

27 Photos

22 Pine Ridge Tr, Simcoe, Ontario , MLS #S9367097 , Image - 1

22 Pine Ridge Tr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9367097

Residential (Detached)

$1089999.0

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

EXPERIENCE LUXURY LIVING AMIDST NATURE'S SPLENDOR: SPECTACULAR HOME WITH RESORT-LIKE AMENITIES AND STUNNING VIEWS! Nestled on a 77 x 267 ft private lo

23 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #40652678 , Image - 1

Unit-220, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40652678

Residential (Condo/Apartment Unit)

$418000

1 Beds
1 Baths
585 sq-ft

Great chalet in the heart of Horseshoe Valley across the street from Horseshoe Resort and The Heights Ski Hill. This bright updated condo has a gourme

23 Photos

1102 Horseshoe Valley Rd W, Simcoe, Ontario , MLS #S9367137 , Image - 1

1102 Horseshoe Valley Rd W

Unit-220, 1102 Horseshoe Valley Rd W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9367137

Condo (Condo Apartment)

$418000.0

1 Beds
1 Baths
500-599 sq-ft

Great chalet in the heart of Horseshoe Valley across the street from Horseshoe Resort and The Heights Ski Hill. This bright updated condo has a gourme

8 Photos

40 Horseshoe Blvd, Simcoe, Ontario , MLS #S9696052 , Image - 1

40 Horseshoe Blvd

Unit-405, 40 Horseshoe Blvd Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9696052

Condo (Condo Apartment)

$430000.0

Price drop by 1.1%

1 Beds
1 Baths
500-599 sq-ft

You will love this turnkey Slope Side Furnished Condo in the new modern building. Welcome Home to Horseshoe Resort & Copeland House. This lovely condo

35 Photos

46 Alpine Way, Simcoe, Ontario , MLS #S10407630 , Image - 1

46 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S10407630

Residential (Detached)

$1199000.0

3 Beds
5 Baths

Nestled atop the picturesque Horseshoe Valley Ski Resort, in the exclusive Highlands community, lies a truly enchanting residence that effortlessly bl

48 Photos

17 Bridle Path, Simcoe, ON , MLS #40657212 , Image - 1

17 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40657212

Residential (Single Family Residence)

$1324777

Price drop by 1.9%

3 Beds
3 Baths
2996 sq-ft

Welcome to your dream home in the prestigious Horseshoe Valley Highlands community, where outdoor living meets an active lifestyle! This stunning esta

19 Photos

3322 4 Line N, Simcoe, Ontario , MLS #S10416877 , Image - 1

Unit-PART 2, 3322 4 Line N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S10416877

Residential (Vacant Land)

$649900.0

Investment Opportunity at 3322 Line 4 North Prime Residential Building Lot! Calling all investors & dream home builders! Don't miss out on this chan

16 Photos

3326 4 Line N, Simcoe, Ontario , MLS #S10416876 , Image - 1

Unit-PART 1, 3326 4 Line N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S10416876

Residential (Vacant Land)

$679900.0

Investment Opportunity at 3326 Line 4 North Prime Residential Building Lot! Calling all investors & dream home builders! Don't miss out on this chan

34 Photos

11 Oakmont Avenue, Simcoe, ON , MLS #40651108 , Image - 1

11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40651108

Residential (Single Family Residence)

$929000

Price drop by 6.1%

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

90 Highland Dr, Simcoe, Ontario , MLS #S10408690 , Image - 1

90 Highland Dr

Unit-2200, 90 Highland Dr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S10408690

Condo (Condo Apartment)

$639000.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to the beautiful Highland Estates. This fantastic corner unit, 2-bedroom, 2-bathroom condo features resort style living. Spacious, top floor c

40 Photos

3328 4 Line N, Simcoe, Ontario , MLS #S10408643 , Image - 1

3328 4 Line N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S10408643

Residential (Detached)

$2780000.0

4 +1 Beds
3 Baths
3500-5000 sq-ft

Wow! Prestigious horseshoe valley opportunity! Fabulous custom detached two story in the luxury residential area located in the horseshoe valley commu

32 Photos

90 Highland Dr, Simcoe, Ontario , MLS #S9241954 , Image - 1

90 Highland Dr

Unit-2276, 90 Highland Dr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9241954

Condo (Condo Apartment)

$588800.0

Price drop by 1.7%

2 Beds
3 Baths
1200-1399 sq-ft

Very Rare Turn Key Investment Opportunity To Buy Your Own Resort Property! Two Units Sold Together But Can Be Rented Separately! Located In Horseshoe

2 Photos

32 Alpine Way, Simcoe, ON , MLS #40651853 , Image - 1

32 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40651853

Residential (Single Family Residence)

$1799900

3 Beds
2 Baths
2360 sq-ft

Welcome to 32 Alpine Way, Oro-Medonte.This newly under-construction custom-built 2360 sqft bungalow, is a canvas awaiting your personal touch. Here’s

42 Photos

54 Highland Drive Drive, Simcoe, ON , MLS #40666046 , Image - 1

54 Highland Drive Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40666046

Residential (Single Family Residence)

$1369000

3 Beds
3 Baths
3247 sq-ft

Welcome to this beautiful custom built Crown Point home. The grand living room that can accomodate a grand piano and still offer plenty of entertainin

40 Photos

54 Highland Dr, Simcoe, Ontario , MLS #S9514245 , Image - 1

54 Highland Dr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9514245

Residential (Detached)

$1369000.0

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

Welcome to this beautiful custom built Crown Point home. The grand living room that can accomodate a grand piano and still offer plenty of entertainin

40 Photos

7 Pine Pt, Simcoe, Ontario , MLS #S9514413 , Image - 1

7 Pine Pt Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9514413

Residential (Detached)

$1649000.0

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

Top 5 Reasons You Will Love This Home: 1) Custom-built home featuring a sleek, modern kitchen with granite countertops, seamlessly flowing into the di

31 Photos

41 Landscape Dr, Simcoe, Ontario , MLS #S9077226 , Image - 1

41 Landscape Dr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9077226

Residential (Detached)

$1499900.0

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

IMMACULATE EXECUTIVE HOME FEATURING A 3-CAR GARAGE, CUSTOM BACKYARD OASIS & HIGH-END FINISHES! This property offers unparalleled convenience, located

26 Photos

90 Highland Dr, Simcoe, Ontario , MLS #S9507391 , Image - 1

90 Highland Dr

Unit-2220-21, 90 Highland Dr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9507391

Condo (Condo Apartment)

$525000.0

2 Beds
2 Baths
1400-1599 sq-ft

YEAR-ROUND LIVING! TWO UNITS FOR THE PRICE OF ONE WITH ENDLESS AMENITIES IN HORSESHOE VALLEY! This property offers a resort-style chalet experience li

34 Photos

31 Birch Grove Dr, Simcoe, Ontario , MLS #S9505632 , Image - 1

31 Birch Grove Dr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9505632

Residential (Detached)

$1225000.0

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

Top 5 Reasons You Will Love This Home: 1) Impeccably updated five bedroom bungalow offering over 3,400 square feet of elegant living space, nestled in

39 Photos

2 Pine Ridge Tr, Simcoe, Ontario , MLS #S9419344 , Image - 1

2 Pine Ridge Tr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9419344

Residential (Detached)

$999900.0

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

Turn Key, Beautifully Updated, On A Terrific Lot, In One Of The Best Communities In Simcoe County! If You Want It All, You Can Certainly Have It At 2

20 Photos

17 Highland Dr, Simcoe, Ontario , MLS #S9417974 , Image - 1

17 Highland Dr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9417974

Residential (Detached)

$1780000.0

5 +2 Beds
4 Baths

Welcome to your dream home on the prestigious Highland Drive in the heart of Horseshoe Valley! This stunning property is a masterpiece of design, feat

40 Photos

54 Pine Ridge Tr, Simcoe, Ontario , MLS #S9267631 , Image - 1

54 Pine Ridge Tr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9267631

Residential (Detached)

$1999900.0

Price drop by 7.0%

5 Beds
3 Baths

Lifestyle upgrade! Stunning custom-built home in Horseshoe Valley! With a footprint of nearly 9,000 sq. ft., you will have space for all of your lifes

49 Photos

37 Pine Ridge Trail, Simcoe, ON , MLS #40649754 , Image - 1

37 Pine Ridge Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40649754

Residential (Single Family Residence)

$1249999

4 Beds
3 Baths
2881 sq-ft

Welcome to 37 Pine Ridge Trail, an exquisite chalet home nestled on a serene street in the scenic Horseshoe Valley of Oro-Medonte. Set against the stu

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