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Houses for Sale in Oro-Medonte ON Under $2 Million

Showing results 1 - 30 of 51

Are you looking for houses under $2m 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 $2m 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 $2m, including freehold homes, condos, and commercial properties.

Last Updated: February 12, 2026

1 Photos

6 Dorothys Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12773398

Residential Freehold (Detached)

$1689000.0

4 +0 Beds
6 Baths
3500-5000 sq-ft

Stunning 5-year-old home built on 100 ft. wide lot features space, modern design and functionality. Perfectly situated just two streets away from Lake

38 Photos

53 SLALOM Drive, Simcoe, ON , MLS #S12595268 , Image - 1

53 SLALOM Drive Moonstone, Oro-Medonte, Simcoe, ON MLS® S12595268

Residential Freehold (Detached)

$799900.0

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

PRICED TO SELL! Welcome to 53 Slalom Rd in the serene community of Moonstone! This stunning property spans just under an acre, offering a uniquely pie

39 Photos

57 Highland Drive, Simcoe, ON , MLS #S12764864 , Image - 1

57 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12764864

Residential Freehold (Detached)

$1250000.0

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

Welcome to refined -4 season living in the heart of Horseshoe Valley.Set on a quiet, prestigious street in Oro-Medonte, 57 Highland Drive offers an ex

38 Photos

3316 Line 4 N/A N, Simcoe, ON , MLS #S12763526 , Image - 1

3316 Line 4 N/A N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12763526

Residential Freehold (Detached)

$1587000.0

4 Beds
4 Baths
3500-5000 sq-ft

2024-BUILT 4,200+ SQ FT CHALET-STYLE RESIDENCE MEETS FOUR-SEASON ADVENTURE IN HORSESHOE VALLEY! Indulge in the artistry of modern design at this custo

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5 Breanna Boulevard, Simcoe, ON , MLS #S12762026 , Image - 1

5 Breanna Boulevard Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12762026

Residential Freehold (Detached)

$1425000.0

3 Beds
2 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Set on a 0.75-acre lot, this stunning custom-built home offers breathtaking sunrise views from the backyard

22 Photos

600 14TH LINE SOUTH N/A, Simcoe, ON , MLS #S12755740 , Image - 1

600 14TH LINE SOUTH N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12755740

Residential Freehold (Vacant Land)

$1390000.0

Discover An Exceptional Land Offering In Oro-medonte. Situated Near The Tranquil Shores Of Carthew Bay On Lake Simcoe, This Expansive 146-acre Propert

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712 Mt St Louis Road W, Simcoe, ON , MLS #S12755424 , Image - 1

Unit-Part 1, 712 Mt St Louis Road W Moonstone, Oro-Medonte, Simcoe, ON MLS® S12755424

Residential Freehold (Vacant Land)

$449000.0

< 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

37 Photos

11 Oakmont Avenue, Simcoe, ON , MLS #S12752582 , Image - 1

11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12752582

Residential Freehold (Detached)

$829000.0

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

LIVE LARGE IN HORSESHOE VALLEY WITH A CUSTOM BAR BUILT FOR ENTERTAINING, GORGEOUS GARDENS, IN-LAW SUITE POTENTIAL, & ENDLESS RECREATION AT YOUR DOORST

50 Photos

24 Diamond Valley Drive, Simcoe, ON , MLS #S12575762 , Image - 1

24 Diamond Valley Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12575762

Residential Freehold (Detached)

$1450000.0

3 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to the highly sought out area of the Sugarbush Community in Maplewood Estate. Raised Brick & Stone Bungalow with Full Walkout (Separate Entran

50 Photos

2266 FOXMEAD Road, Simcoe, ON , MLS #S12746058 , Image - 1

2266 FOXMEAD Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12746058

Residential Freehold (Detached)

$975000.0

3 +0 Beds
2 Baths
1100-1500 sq-ft

Set on 6 picturesque acres, this newly renovated brick bungalow blends timeless rural charm with thoughtful modern upgrades. Step inside to a warm, ru

38 Photos

43 Thoroughbred Drive, Simcoe, ON , MLS #S12744958 , Image - 1

43 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12744958

Residential Freehold (Detached)

$1335000.0

2 Beds
2 Baths
1500-2000 sq-ft

Welcome to 43 Thoroughbred Drive - Your Dream Home! Nestled in the Prestigious & Highly Sought-after Community of Braestone in Oro-Medonte. This Stunn

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1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S12472855 , Image - 1

Unit-311, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12472855

Residential Condo & Other (Condo Apartment)

$399900.0

2 Beds
1 Baths
1200-1399 sq-ft

36 Photos

7 Highland Drive, Simcoe, ON , MLS #S12738084 , Image - 1

7 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12738084

Residential Freehold (Detached)

$1598000.0

4 +3 Beds
5 Baths
2500-3000 sq-ft

Prestigious. Spacious. Versatile. Nestled in the coveted Horseshoe Valley community, this stunning residence sits on a generously sized, naturally sur

47 Photos

39 Grandview Crescent, Simcoe, ON , MLS #S12533430 , Image - 1

39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12533430

Residential Freehold (Detached)

$1699900.0

4 Beds
3 Baths
1500-2000 sq-ft

104 FEET OF IDYLLIC LAKE SIMCOE SHORELINE, WHERE SUNRISE SERENITY MEETS TIMELESS ELEGANCE! Set on a peaceful street in a coveted Oro community, this h

29 Photos

2447 Ridge Road W, Simcoe, ON , MLS #S12577786 , Image - 1

2447 Ridge Road W Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12577786

Residential Freehold (Detached)

$899000.0

3 Beds
2 Baths
1500-2000 sq-ft

PRIVATE SHANTY BAY SHOWSTOPPER WITH AN ABOVE-GROUND POOL, WALKOUT BASEMENT, & A BACKYARD BUILT FOR ENTERTAINING! Discover the lifestyle you've been wa

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2484 Highway 11 N/A S, Simcoe, ON , MLS #S12651500 , Image - 1

2484 Highway 11 N/A S Guthrie, Oro-Medonte, Simcoe, ON MLS® S12651500

Residential Freehold (Detached)

$1299000.0

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

LUXURY INSIDE, PARADISE OUTSIDE - THIS ONE WAS MADE TO ENTERTAIN! Live the lifestyle you've been dreaming of in this extraordinary home, set on a full

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253 Craig Side Road, Simcoe, ON , MLS #S9383449 , Image - 1

253 Craig Side Road Moonstone, Oro-Medonte, Simcoe, ON MLS® S9383449

Residential Freehold (Triplex)

$928900.0

6 Beds
4 Baths
2500-3000 sq-ft

This property offers so much, so quit clicking just a moment and see if this opportunity on 2.6 acres only 10 minutes to beautiful Mount St. Louis Moo

38 Photos

10 12 Line N, Simcoe, ON , MLS #S12106183 , Image - 1

10 12 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12106183

Residential Freehold (Vacant Land)

$1539900.0

5 Beds
2 Baths
< 700 sq-ft

93.47 acres of farmland with amazing visual exposure of 1,555 feet right on busy Highway 11 perfectly positioned between Barrie and Orillia making thi

40 Photos

3 Best Court, Simcoe, ON , MLS #S12415034 , Image - 1

3 Best Court Edgar, Oro-Medonte, Simcoe, ON MLS® S12415034

Residential Freehold (Detached)

$1795000.0

3 +1 Beds
3 Baths
2500-3000 sq-ft

Wow! Here is Your Chance to Own and Enjoy A Custom-Built Residence With Walk Out Basement In The Upscale Whispering Creek Community. This Luxurious Bu

36 Photos

2 Thoroughbred Drive, Simcoe, ON , MLS #S12734664 , Image - 1

2 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12734664

Residential Freehold (Detached)

$1449000.0

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

Welcome to 2 Thoroughbred Drive, located in the heart of the highly sought-after Braestone community in Coldwater, where luxury living meets nature, f

30 Photos

2928 12 Line N, Simcoe, ON , MLS #S12731582 , Image - 1

2928 12 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12731582

Residential Freehold (Farm)

$1599900.0

4 Beds
2 Baths
2000-2500 sq-ft

Welcome to Your Dream Country Escape! Discover the perfect blend of work, play, and relaxation on this stunning 59-acre farm, ideally set up for hobby

18 Photos

159 11 Line N, Simcoe, ON , MLS #S12102994 , Image - 1

159 11 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12102994

Residential Freehold (Vacant Land)

$729900.0

< 700 sq-ft

52.4 acre farmland & horsebarn less than a minute to Hwy 11 in a very desirable area based on its proximity to Orillia & Barrie! This flat parcel is n

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17 Clydesdale Court, Simcoe, ON , MLS #S12708264 , Image - 1

17 Clydesdale Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12708264

Residential Freehold (Detached)

$1429000.0

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

Top 5 Reasons You Will Love This Home: 1) Stunning newly-built four bedroom, four bathroom home set on an expansive 1.028-acre lot in the highly sough

40 Photos

129 Bass Line, Simcoe, ON , MLS #S12665998 , Image - 1

129 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12665998

Residential Freehold (Detached)

$1630000.0

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

Welcome home to 129 Bass Line - where serene luxury and family comfort seamlessly blend. Set on nearly 1.8 lush acres, this spacious 5-bedroom, 3-bath

18 Photos

126 Brambel Road, Simcoe, ON , MLS #S12716070 , Image - 1

126 Brambel Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12716070

Residential Freehold (Detached)

$1590000.0

3 Beds
3 Baths
1500-2000 sq-ft

Nestled at the very end of a quiet, prestigious dead end street, this private woodland retreat on Brambel Road offers the best of both worlds: a seren

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32 Alpine Way, Simcoe, ON , MLS #S12708556 , Image - 1

32 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12708556

Residential Freehold (Detached)

$1495000.0

3 +0 Beds
3 Baths
2000-2500 sq-ft

Live where others vacation in the heart of beautiful Horseshoe Valley, a four-season destination surrounded by nature, trails & resort amenities. This

26 Photos

83 Hummingbird Hill Road, Simcoe, ON , MLS #S12710474 , Image - 1

83 Hummingbird Hill Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12710474

Residential Freehold (Farm)

$1350000.0

4 Beds
2 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Perched high above the rolling countryside, this spectacular vantage point offers uninterrupted sunrise and

21 Photos

143 Bass Line, Simcoe, ON , MLS #S12482625 , Image - 1

143 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12482625

Residential Freehold (Detached)

$1879900.0

Price drop by 6.0%

3 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to your private getaway just 5 minutes from Orillia! This custom-built bungalow sits on a private 1-acre lot just a short walking distance to

36 Photos

1 Topaz Court, Simcoe, ON , MLS #S12695610 , Image - 1

1 Topaz Court Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12695610

Residential Freehold (Detached)

$1475000.0

3 Beds
3 Baths
1500-2000 sq-ft

Step into refined living with this beautifully appointed executive home, set on a generous half-acre lot. Designed with both style and function in min

32 Photos

47 Lakeshore Road W, Simcoe, ON , MLS #S12661214 , Image - 1

47 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12661214

Residential Freehold (Detached)

$775000.0

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

Welcome to this charming cottage-style bungalow located in the family-friendly waterfront community of Oro-Medonte. Situated on a quiet road, this inv

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