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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: September 27, 2026

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)

$439900.0

Price drop by 6.4%

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

34 Photos

1402 Ridge Road E, Simcoe, ON , MLS #S13832270 , Image - 1

1402 Ridge Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13832270

Residential Freehold (Detached)

$435000.0

3 Beds
1 Baths
1100-1500 sq-ft

First time available since 1959. Yes, you read that correctly. One family has owned this home and it's ready for the next chapter. The lot is full

25 Photos

10551 Highway 12 N/A, Simcoe, ON , MLS #S13825210 , Image - 1

10551 Highway 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13825210

Residential Freehold (Detached)

$429900.0

1 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Charming bungaloft home on a private 1.5 acre country lot close to amenities and endless activities 2) Step

25 Photos

14 Muir Drive, Simcoe, ON , MLS #S13821240 , Image - 1

14 Muir Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13821240

Residential Freehold (Modular Home)

$334900.0

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

17 Photos

83 Cameron Drive, Simcoe, ON , MLS #S13811186 , Image - 1

83 Cameron Drive Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13811186

Residential Freehold (Modular Home)

$400000.0

2 Beds
2 Baths
1100-1500 sq-ft

This 2-bedroom, 1.5-bathroom modular home in Big Cedar Estates offers a comfortable, easy-to-maintain layout with an open-concept kitchen, dining and

14 Photos

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

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 90 Highland Dr in Carriage Hills, Horseshoe Valley-a fully furnished, turnkey four-season condo offering approximately 1,400 sq ft of flexi

6 Photos

1644 Ridge Road E, Simcoe, ON , MLS #S13750798 , Image - 1

Unit-Vacant Land, 1644 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13750798

Residential Freehold (Vacant Land)

$249888.0

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 Welcomin

30 Photos

17 Balantrae Drive, Simcoe, ON , MLS #S13802620 , Image - 1

17 Balantrae Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13802620

Residential Freehold (MobileTrailer)

$249900.0

2 Beds
1 Baths
700-1100 sq-ft

EASY LIVING IN THIS LANDLEASE BUNGALOW IN FERGUSHILL ESTATES FEATURING TWO BEDROOMS, A BEAUTIFULLY UPGRADED BATHROOM, A SHED & ROOM TO ENJOY THE OUTDO

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)

$430000.0

Price drop by 5.7%

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

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)

$399900.0

Price drop by 10.7%

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,

32 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S13801576 , Image - 1

Unit-107, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13801576

Residential Condo & Other (Condo Apartment)

$431000.0

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

**RARE GROUND-FLOOR MOUNTAIN-VIEW SUITE AT HORSESHOE RESORT!** Imagine waking up to beautiful ski hill views, stepping directly onto your private gard

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

23 Photos

8 Myrtle Avenue, Simcoe, ON , MLS #S13788312 , Image - 1

8 Myrtle Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13788312

Residential Freehold (Detached)

$469900.0

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

32 Photos

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

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

12 Photos

108 Lakeshore Road E, Simcoe, ON , MLS #S13781656 , Image - 1

108 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13781656

Residential Freehold (Vacant Land)

$225000.0

Build your dream home across from the sparkling shores of Lake Simcoe! Welcome to 108 Lakeshore Road East in Oro-Medonte - a prime quarter-acre buildi

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)

$403000.0

Price drop by 2.9%

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

35 Photos

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)

$499999.0

Price drop by 23.0%

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

3 Photos

11 Brechin Crescent, Simcoe, ON , MLS #S13689190 , Image - 1

11 Brechin Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S13689190

Residential Freehold (Vacant Land)

$224900.0

Price drop by 10.0%

Live where you play? Build your dream home on this exceptional 0.48-acre lot in the highly sought-after Heights of Moonstone community. Offering impre

15 Photos

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)

$475000.0

Price drop by 4.8%

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

32 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S13757232 , Image - 1

Unit-310, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13757232

Residential Condo & Other (Condo Apartment)

$439900.0

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

10 Photos

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

10 Photos

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.

27 Photos

10 Simcoe Road, Simcoe, ON , MLS #S13547460 , Image - 1

10 Simcoe Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13547460

Residential Freehold (Detached)

$499000.0

Price drop by 5.7%

2 +0 Beds
1 Baths
< 700 sq-ft

Nestled on a quiet cul-de-sac in a peaceful waterfront community, this cozy 1-bedroom cottage offers the perfect summer escape. Whether you're looking

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)

$399900.0

Price drop by 4.8%

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

7 Photos

197 Kennedy Avenue, Simcoe, ON , MLS #S13715376 , Image - 1

197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13715376

Residential Freehold (Vacant Land)

$260000.0

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

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

6 Photos

17 Valleyview Drive, Simcoe, ON , MLS #S13702114 , Image - 1

17 Valleyview Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13702114

Residential Freehold (Vacant Land)

$225000.0

Over Half An Acre To Create Something Entirely Your Own In Moonstone! Set on a quiet cul-de-sac among impressive custom-built homes in an established

12 Photos

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)

$419900.0

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

16 Photos

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

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