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

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Are you looking for houses 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: August 13, 2026

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5609 Line 4 N/A N, Simcoe, ON , MLS #S13672416 , Image - 1

5609 Line 4 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13672416

Residential Freehold (Vacant Land)

$399999.0

Top 5 Reasons You Will Love This Property: 1) Picturesque 3.16-acre building lot in the desirable Moonstone Mount St. Louis area, offering a peaceful

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

29 Photos

8 Claremont Crescent, Simcoe, ON , MLS #S13633578 , Image - 1

8 Claremont Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13633578

Residential Freehold (MobileTrailer)

$269000.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to a country setting in Fergushill Estates. Close to town with many amenities and several Lakes close by. The convenient Front Entrance throug

20 Photos

90 Highland Drive, Simcoe, ON , MLS #S12893774 , Image - 1

Unit-2244/45, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12893774

Residential Condo & Other (Condo Townhouse)

$429900.0

2 Beds
2 Baths
1400-1599 sq-ft

Discover this fully furnished turnkey condo w/over 1,400sqft space at Carriage Country Resort, perfectly situated in the picturesque Horseshoe Valley.

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Pt Lt 19 Line 8N N/A, Simcoe, ON , MLS #S13663050 , Image - 1

Pt Lt 19 Line 8N N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13663050

Residential Freehold (Vacant Land)

$249900.0

Top 5 Reasons You Will Love This Property: 1) Fantastic opportunity to own 2.3 acres in beautiful, Oro-Medonte 2) Build a dream home on a wooded prope

30 Photos

20 Cameron Drive, Simcoe, ON , MLS #S13659590 , Image - 1

20 Cameron Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13659590

Residential Freehold (Modular Home)

$469900.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome to 20 Cameron Drive, offering carefree living in Big Cedar Estates, a resident-owned community located just 10 minutes from Orillia with front

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1017 Line 8 North Line, Simcoe, ON , MLS #S13655598 , Image - 1

1017 Line 8 North Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13655598

Residential Freehold (Vacant Land)

$479900.0

*** AN EXCEPTIONAL OPPORTUNITY FOR BUILDERS, DEVELOPERS, OR ANYONE READY TO CREATE THEIR DREAM HOME * THIS PICTURESQUE 2.03-ACRE PARCEL (285 X 310) SI

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6 Orillia Road, Simcoe, ON , MLS #S13551310 , Image - 1

6 Orillia Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13551310

Residential Freehold (Vacant Land)

$499000.0

Build your dream cottage or year-round home just steps from the shores of Lake Simcoe, yet only 90 minutes from the GTA! This quiet lot is located on

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10058 Highway 12 N/A, Simcoe, ON , MLS #S13088712 , Image - 1

10058 Highway 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13088712

Residential Freehold (Vacant Land)

$289900.0

Price drop by 20.6%

Top 5 Reasons You Will Love This Property: 1) Expansive property spanning over an acre with impressive 199'x231' dimensions, offering exceptional priv

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

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)

$420000.0

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

3 Photos

Part LOT 21 CONCESSION 12 ORO,BEING PART 3,PLAN51R44997 Township, Simcoe, ON , MLS #S12810596 , Image - 1

Part LOT 21 CONCESSION 12 ORO,BEING PART 3,PLAN51R44997 Township Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12810596

Residential Freehold (Vacant Land)

$259000.0

Price drop by 13.4%

< 700 sq-ft

Build your dream home on this prime piece of vacant land in the picturesque waterfront community of Hawkestone. This half-acre lot is ready for your c

32 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S13206706 , Image - 1

Unit-310, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13206706

Residential Condo & Other (Condo Apartment)

$469900.0

Price drop by 6.0%

2 Beds
2 Baths
900-999 sq-ft

Welcome to Unit 310 at 40 Horseshoe Blvd., a bright and stylish corner unit condo facing the 18th hole, located in the heart of the Horseshoe Resort c

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197 Kennedy Avenue, Simcoe, ON , MLS #S13172278 , Image - 1

197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13172278

Residential Freehold (Vacant Land)

$283000.0

A rare opportunity to build in one of Oro-Medonte's most established lakeside communities. This 80' x 187' cleared lot in Hawkestone gives you a real

16 Photos

712 Line 9 Street S, Simcoe, ON , MLS #S13612934 , Image - 1

712 Line 9 Street S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13612934

Residential Freehold (Detached)

$448000.0

1 Beds
700-1100 sq-ft

Opportunity knocks! This over 1 acre lot has so much potential. Located just steps from Lake Simcoe, with easy access to HWY 11 and plenty of privacy,

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14 Muir Drive, Simcoe, ON , MLS #S13159170 , Image - 1

14 Muir Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13159170

Residential Freehold (Modular Home)

$334900.0

Price drop by 1.5%

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to this charming and well-maintained 3-bedroom modular home. From the moment you step inside, you'll appreciate the bright, open feel of the l

9 Photos

39 & 43 Campbell Avenue, Simcoe, ON , MLS #S12672536 , Image - 1

39 & 43 Campbell Avenue Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12672536

Residential Freehold (Vacant Land)

$225000.0

Build Your Dream Escape - Prime Land Just Steps to Lake Simcoe! Discover the perfect canvas for your cabin or cottage retreat on this 1-acre treed par

43 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13600950 , Image - 1

Unit-312, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13600950

Residential Condo & Other (Condo Townhouse)

$398900.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to 1102 Horseshoe Valley Rd W, Unit 312. Enjoy four-season living in this prime Horseshoe Valley location, directly across from Horseshoe Reso

12 Photos

6308 9 NORTH Line, Simcoe, ON , MLS #S13415690 , Image - 1

6308 9 NORTH Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13415690

Residential Freehold (Vacant Land)

$349900.0

Price drop by 12.5%

Discover the potential of this beautiful treed vacant lot just over one acre in the charming community of rural Waubaushene. Surrounded by nature and

23 Photos

8 Myrtle Avenue, Simcoe, ON , MLS #S13578972 , Image - 1

8 Myrtle Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13578972

Residential Freehold (Detached)

$499900.0

2 Beds
1 Baths
700-1100 sq-ft

Fully Renovated From Top To Bottom Over The Last 5 Years! Completely Turn-Key, Cozy Bungalow Situated On Large 50 x 110 Ft Lot With No Neighbours Behi

15 Photos

90 Highland Drive, Simcoe, ON , MLS #S13075968 , Image - 1

Unit-2074, 90 Highland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13075968

Residential Condo & Other (Condo Apartment)

$396000.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome To 90 Highland Drive In Horseshoe Valley, Less Than 30 MinAtes Drive From Barrie. ThisIs aFTurnkey Resort-Style Property Offering Both Lifesty

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90 Highland Drive, Simcoe, ON , MLS #S13158842 , Image - 1

Unit-2296-2297, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13158842

Residential Condo & Other (Condo Apartment)

$466900.0

Price drop by 7.4%

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

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

32 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S13557582 , Image - 1

Unit-107, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13557582

Residential Condo & Other (Condo Apartment)

$431000.0

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

Rarely offered ground floor Mountain View suite in sought-after Copeland House at Horseshoe Resort offering the ultimate four-season lifestyle. This d

6 Photos

1644 Ridge Road E, Simcoe, ON , MLS #S13552314 , Image - 1

Unit-Vacant Land, 1644 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13552314

Residential Freehold (Vacant Land)

$279888.0

This Is A Rare Opportunity To Design A Custom Home That Reflects Your Vision And Lifestyle On A Beautiful 1.06-Acre Treed Building Lot In The Welcomi

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Lot 21 Tudhope Boulevard, Simcoe, ON , MLS #S12903030 , Image - 1

Lot 21 Tudhope Boulevard Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12903030

Residential Freehold (Vacant Land)

$429000.0

Price drop by 3.4%

Discover the perfect canvas for your dream home on this exceptional 150' x 185' lot, ideally situated on Tudhope Road, south of Ridge Road in sought-a

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)

$415000.0

2 Beds
2 Baths
1200-1399 sq-ft

Live, work. play, profit! Welcome to resort style living at Horseshoe. This amazing unit in the Hansom building offers the rare ability to have two se

14 Photos

593 Lakeshore Road E, Simcoe, ON , MLS #S13496680 , Image - 1

593 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13496680

Residential Freehold (Vacant Land)

$320000.0

Rare opportunity to own a large corner lot at 593 Lakeshore Road East in beautiful Oro-Medonte, ideally positioned near Lake Simcoe and surrounded by

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

25 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13148776 , Image - 1

Unit-119, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13148776

Residential Condo & Other (Condo Townhouse)

$319900.0

Price drop by 3.0%

1 Beds
1 Baths
500-599 sq-ft

This main floor walk in unit without stairs is a great retirement condo for seniors, first time buyer or ski chalet for skiers. Located beside Copelan

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