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

Showing results 1 - 30 of 45

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: November 12, 2026

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197 Kennedy Avenue, Simcoe, ON , MLS #S14173938 , Image - 1

197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14173938

Residential Freehold (Vacant Land)

$220000.0

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

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

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63 Ward Avenue, Simcoe, ON , MLS #S14100440 , Image - 1

63 Ward Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14100440

Residential Freehold (Detached)

$425000.0

3 +1 Beds
1 Baths
1100-1500 sq-ft

YOUR BASS LAKE LIFESTYLE STARTS HERE! Spacious Living, Exceptional Potential & Lake Access! ROOM FOR THE WHOLE FAMILY, SPACE TO GROW, AND A LIFESTYLE

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1998 Old Barrie Road E, Simcoe, ON , MLS #S13544340 , Image - 1

1998 Old Barrie Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13544340

Residential Freehold (Detached)

$469900.0

Price drop by 27.6%

5 Beds
2 Baths
2000-2500 sq-ft

Renovated Century home on approximately .6 acre lot (approx 150 FT x 175 Ft) . Kitchen has 2 islands and lots of natural light. There are three bedroo

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1360 Line 3 N N/A, Simcoe, ON , MLS #S14163288 , Image - 1

1360 Line 3 N N/A Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S14163288

Residential Freehold (Detached)

$449900.0

2 Beds
2 Baths
< 700 sq-ft

Opportunity Awaits to purchase this charming home with tonnes of character in Oro Medonte! Situated on a private 200' x 200' lot surrounded by mature

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7 Glengrove Avenue, Simcoe, ON , MLS #S14155264 , Image - 1

7 Glengrove Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14155264

Residential Freehold (Detached)

$460000.0

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

AFFORDABLE BUNGALOW ON A 100 x 150 FT TREED LOT IN THE BASS LAKE AREA OF ORO-MEDONTE! Set on a quiet residential street just minutes from Orillia, thi

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17 Balantrae Drive, Simcoe, ON , MLS #S14118274 , Image - 1

17 Balantrae Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14118274

Residential Freehold (MobileTrailer)

$229900.0

2 Beds
1 Baths
700-1100 sq-ft

EASY MAINTENANCE IN THIS LANDLEASE BUNGALOW IN FERGUSHILL ESTATES FEATURING TWO BEDROOMS, A BEAUTIFULLY UPGRADED BATHROOM, A SHED WITH HYDRO & ROOM TO

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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

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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

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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)

$399900.0

Price drop by 14.9%

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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1 (part1) Baycrest Drive, Simcoe, ON , MLS #S14149308 , Image - 1

1 (part1) Baycrest Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14149308

Residential Freehold (Vacant Land)

$389999.0

Prime Vacant Lot Opportunity - Seller Will Consider Vendor Take Back Financing! Attention investors, builders, and developers! This is a rare opportun

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5609 Line 4 N/A N, Simcoe, ON , MLS #S14144888 , Image - 1

5609 Line 4 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14144888

Residential Freehold (Vacant Land)

$374900.0

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

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38 Cameron Drive, Simcoe, ON , MLS #S13857792 , Image - 1

38 Cameron Drive Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13857792

Residential Freehold (Modular Home)

$499900.0

Price drop by 4.8%

2 Beds
2 Baths
700-1100 sq-ft

Welcome to 38 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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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

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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

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12 FERGUSHILL Road, Simcoe, ON , MLS #S14082748 , Image - 1

12 FERGUSHILL Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14082748

Residential Freehold (MobileTrailer)

$249900.0

Price drop by 5.7%

3 Beds
1 Baths
700-1100 sq-ft

Welcome to Fergushill Estates! Situated in a peaceful country setting just a short drive from Orillia, this beautifully renovated mobile home offers c

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

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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

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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

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90 Highland Drive, Simcoe, ON , MLS #S14087526 , Image - 1

Unit-2264, 90 Highland Drive Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S14087526

Residential Condo & Other (Condo Apartment)

$389000.0

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

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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

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

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3 Owen Road, Simcoe, ON , MLS #S13745160 , Image - 1

3 Owen Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13745160

Residential Freehold (Vacant Land)

$249900.0

Top 5 Reasons You Will Love This Property: 1) Build the home you've always wanted, this vacant parcel delivers the opportunity to start with a blank c

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168 PETER Street E, Simcoe, ON , MLS #S13701510 , Image - 1

168 PETER Street E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13701510

Residential Freehold (Vacant Land)

$389900.0

Price drop by 7.1%

Here's why 168 Peter Street East could be your next move: 4.9 WOODED ACRES - With approximately 200 feet of frontage and over 1,000 feet of depth, thi

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90 Highland Drive, Simcoe, ON , MLS #S13876096 , Image - 1

Unit-2328/2329, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13876096

Residential Condo & Other (Condo Apartment)

$431750.0

2 Beds
2 Baths
1400-1599 sq-ft

Some properties offer a getaway. This one offers options. Set within Highland Estate in the heart of Horseshoe Valley, this furnished residence combin

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19 Birch Grove Drive, Simcoe, ON , MLS #S12995486 , Image - 1

19 Birch Grove Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12995486

Residential Freehold (Vacant Land)

$449000.0

Price drop by 8.2%

Have you ever dreamed of living in a place where you can walk to the tee-box or the chairlifts? Welcome to 19 Birch Grove Drive, a rare opportunity to

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712 Mt St Louis Road W, Simcoe, ON , MLS #S13872322 , Image - 1

Unit-Part 1, 712 Mt St Louis Road W Moonstone, Oro-Medonte, Simcoe, ON MLS® S13872322

Residential Freehold (Vacant Land)

$429000.0

< 700 sq-ft

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

43 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13862678 , Image - 1

Unit-312, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13862678

Residential Condo & Other (Condo Townhouse)

$369000.0

2 Beds
2 Baths
1200-1399 sq-ft

Updated condo in the heart of the Horseshoe Valley. Across the street from Horseshoe Resort and The Heights ski hill. Siding onto Copeland forest over

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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.

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