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Houses Under $500K for Sale in Oro-Medonte ON

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Are you looking for houses under under $500k for sale in Oro-Medonte ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Oro-Medonte. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Oro-Medonte. Whether you’re looking to buy houses under under $500k in Oro-Medonte ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Oro-Medonte houses for sale under under $500k, including freehold homes, condos, and commercial properties.

Last Updated: March 29, 2025

48 Photos

90 Highland Drive, Simcoe, ON , MLS #S12027284 , Image - 1

Unit-2020, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12027284

Residential Condo & Other (Condo Apartment)

$494,900

2 Beds
2 Baths
1400-1599 sq-ft

Welcome to 90 Highland Dr A Premier Investment Opportunity Discover the perfect blend of versatility, and location in this stunning 2-bedroom, 2-bathr

5 Photos

PART 1 - 712 Mt St Louis Road W, Simcoe, ON , MLS #40710868 , Image - 1

PART 1 - 712 Mt St Louis Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40710868

Land (Residential)

$459,000

Beautiful building lot. Border of trees around the property for privacy. Almost 1 Acre of sandy soil, great soil to build on. Services required natura

5 Photos

712 Mt St Louis Road W, Simcoe, ON , MLS #S12047041 , Image - 1

Unit-Part 1, 712 Mt St Louis Road W Moonstone, Oro-Medonte, Simcoe, ON MLS® S12047041

Residential Freehold (Vacant Land)

$459,000

Beautiful building lot. Border of trees around the property for privacy. Almost 1 Acre of sandy soil, great soil to build on. Services required natura

17 Photos

27 Boyd Crescent, Simcoe, ON , MLS #S11880948 , Image - 1

27 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S11880948

Residential Freehold (Vacant Land)

$378,000

Build your dream home or chalet on this desirable 98 ft x 204 ft. building lot within this established community. The lot location provides excellent

11 Photos

50 Cameron Drive, Simcoe, ON , MLS #40703875 , Image - 1

50 Cameron Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40703875

Residential (Mobile Home)

$439,000

price drop icon

Price drop by 8.4%

2 Beds
2 Baths
1135 sq-ft

Co op ownership In 50 Plus community. Two large bedrooms Plus den with ensuite. Good sized garden shed. Covered back deck. $330 monthly maintenance fe

40 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S12003719 , Image - 1

40 Horseshoe Boulevard

Unit-416, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12003719

Residential Condo & Other (Condo Apartment)

$419,000

1 Beds
1 Baths
500-599 sq-ft

Year Round Entertainment & Relaxation in the Heart of Horseshoe Valley Resort. This Cozy, Upgraded 1 Bed 1 Bath has the Perfect Blend of Modern Amenit

11 Photos

50 Cameron Drive, Simcoe, ON , MLS #S12004222 , Image - 1

50 Cameron Drive Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12004222

Residential Freehold (Modular Home)

$439,000

price drop icon

Price drop by 8.4%

2 Beds
2 Baths
1100-1500 sq-ft

Co op ownership In 50 Plus community. Two large bedrooms Plus den with ensuite. Good sized garden shed. Covered back deck. $330 monthly maintenance fe

9 Photos

39 & 43 Campbell Avenue, Simcoe, ON , MLS #40708558 , Image - 1

39 & 43 Campbell Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40708558

Land (Residential)

$325,000

Escape to tranquility on this serene 1-acre retreat near Lake Simcoe, where nature takes center stage. This expansive double lot, with two separate PI

20 Photos

1 Orr Drive, Simcoe, ON , MLS #S12024662 , Image - 1

1 Orr Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12024662

Residential Freehold (MobileTrailer)

$289,000

2 Beds
1 Baths
700-1100 sq-ft

Discover affordable living in sought after Fergus Hill Estate, just minutes from Orillia and Costco! This charming 2-bedroom mobile home offers a func

9 Photos

39 & 43 Campbell Avenue, Simcoe, ON , MLS #S12032559 , Image - 1

39 & 43 Campbell Avenue Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12032559

Residential Freehold (Vacant Land)

$325,000

Escape to tranquility on this serene 1-acre retreat near Lake Simcoe, where nature takes center stage. This expansive double lot, with two separate PI

19 Photos

0 MT ST LOUIS Road, Simcoe, ON , MLS #S10436543 , Image - 1

0 MT ST LOUIS Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S10436543

Residential Freehold (Vacant Land)

$449,900

price drop icon

Price drop by 10.0%

17.05 acre property in prime Oro-Medonte location. Large rural lots like this don't come available often. Offering a corner location on a year round m

12 Photos

PT 7 8 Line N, Simcoe, ON , MLS #S11961822 , Image - 1

PT 7 8 Line N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S11961822

Residential Freehold (Vacant Land)

$349,900

price drop icon

Price drop by 12.2%

A Lot For Less! V.T.B may be available to assist the right buyer in building a dream home on this massive 6.429-acre parcel of vacant land in beautifu

30 Photos

90 Highland Drive, Simcoe, ON , MLS #S12021681 , Image - 1

Unit-2200, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12021681

Residential Condo & Other (Condo Apartment)

$499,000

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

32 Photos

40 HORSESHOE Boulevard, Simcoe, ON , MLS #S11946613 , Image - 1

Unit-113, 40 HORSESHOE Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S11946613

Residential Condo & Other (Condo Apartment)

$410,000

price drop icon

Price drop by 8.9%

1 +1 Beds
1 Baths
600-699 sq-ft

*COPELAND HOUSE* at Horseshoe Resort - Rarely offered ground floor Valleyview suite - The Glade floorplan - 680 sf - 1 Bedroom + Den - Walk-out from l

20 Photos

40 Horseshoe Blvd, Simcoe, Ontario , MLS #S12017797 , Image - 1

40 Horseshoe Blvd

Unit-405, 40 Horseshoe Blvd Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12017797

Condo (Condo Apartment)

$435,000

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

22 Photos

90 Highland Drive, Simcoe, ON , MLS #40705825 , Image - 1

Unit-2426-27, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40705825

Residential (Condo/Apartment Unit)

$495,000

2 Beds
2 Baths
1407 sq-ft

Turnkey Resort-Style Living. This 1,400 sq. ft. 2-bedroom, 2-bathroom chalet on the 3rd level offers a unique opportunity for year-round living with p

7 Photos

699 Moonstone Road E, Simcoe, ON , MLS #40705369 , Image - 1

699 Moonstone Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40705369

Land (Residential)

$289,900

DISCOVER A TRANQUIL 2.3-ACRE PROPERTY ALONG THE COLDWATER RIVER! This exceptional property offers 759 feet of shoreline along the picturesque Coldwate

7 Photos

699 Moonstone Rd E, Simcoe, Ontario , MLS #S12015018 , Image - 1

699 Moonstone Rd E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12015018

Residential (Vacant Land)

$289,900

DISCOVER A TRANQUIL 2.3-ACRE PROPERTY ALONG THE COLDWATER RIVER! This exceptional property offers 759 feet of shoreline along the picturesque Coldwate

23 Photos

90 Highland Dr, Simcoe, Ontario , MLS #S12014837 , Image - 1

90 Highland Dr

Unit-2426, 2427, 90 Highland Dr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12014837

Condo (Condo Apartment)

$495,000

2 Beds
2 Baths
1400-1599 sq-ft

Turnkey Resort-Style Living. This 1,400 sq. ft. 2-bedroom, 2-bathroom chalet on the 3rd level offers a unique opportunity for year-round living with p

8 Photos

50 Jamieson Dr, Simcoe, Ontario , MLS #S10431516 , Image - 1

50 Jamieson Dr Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S10431516

Commercial (Land)

Price On Request

An exceptional opportunity awaits with this 2.04-acre fully paved industrial lot, strategically positioned just minutes from Orillia and approximately

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)

$499,900

price drop icon

Price drop by 3.9%

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

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)

$499,000

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

12 Photos

6 Orillia Rd, Simcoe, Ontario , MLS #S11994196 , Image - 1

6 Orillia Rd Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11994196

Residential (Vacant Land)

$299,000

Visit REALTOR website for additional information. Rare opportunity to own 1, 2, or 3 prime building lots near Lake Simcoe. These side by side lots off

40 Photos

90 Highland Dr, Simcoe, Ontario , MLS #S12001068 , Image - 1

Unit-2264, 90 Highland Dr Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12001068

Condo (Condo Apartment)

$499,000

2 Beds
2 Baths
1200-1399 sq-ft

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

12 Photos

8 Orillia Rd, Simcoe, Ontario , MLS #S11994200 , Image - 1

8 Orillia Rd Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11994200

Residential (Vacant Land)

$499,000

Visit REALTOR website for additional information. Rare opportunity to own 1, 2, or 3 prime building lots near Lake Simcoe. These side by side lots off

19 Photos

Lot 3 Part 2, Simcoe, Ontario , MLS #S11986575 , Image - 1

Lot 3 Part 2 Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11986575

Residential (Vacant Land)

$449,000

Vacant Building Lot in Oro-Medonte Prime Location Near Outdoor Amenities! Located in the scenic and sought-after township of Oro-Medonte, this vacant

11 Photos

16 Rosemarie Dr, Simcoe, Ontario , MLS #S11986565 , Image - 1

16 Rosemarie Dr Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11986565

Residential (Vacant Land)

$424,900

This exceptional lot at 16 Rosemarie Drive is the perfect place to build your dream home! Situated in the charming community of Hawkestone, the proper

36 Photos

20 Muir Dr, Simcoe, Ontario , MLS #S11962434 , Image - 1

20 Muir Dr Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11962434

Residential (Mobile/Trailer)

$349,900

3 +0 Beds
1 Baths
700-1100 sq-ft

Welcome home to Fergus Hill Estates! This 3 bedroom, 1 bathroom mobile home is full of charm and natural light, offering over 1,050 sq. ft. of comfort

21 Photos

90 Highland Dr, Simcoe, Ontario , MLS #S11977277 , Image - 1

90 Highland Dr

Unit-2266/67, 90 Highland Dr Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S11977277

Condo (Condo Apartment)

$499,900

2 Beds
2 Baths
1200-1399 sq-ft

Imagine Owning Your Own Personal Oasis and Retreat Away From The City and The Noise! A Wonderful Opportunity To Enjoy For Personal Permanent Year-Roun

12 Photos

80 Horseshoe Blvd, Simcoe, Ontario , MLS #S9270842 , Image - 1

80 Horseshoe Blvd

Unit-101, 80 Horseshoe Blvd Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9270842

Condo (Condo Apartment)

$499,900

2 +1 Beds
2 Baths
1000-1199 sq-ft

Breathtaking Views At The Heart of Horeshoe Resort. Ideal For Year Round Residence, Vacation Home Or Option To Be Apart of Resort's Rental Program. Un

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Rishi Raj Tiwari

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