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Houses for Sale in Rural Oro-Medonte Oro-Medonte Under $5 Million

Showing results 1 - 28 of 28

Looking for houses under $5m for sale in Rural Oro-Medonte, Oro-Medonte? With Square Yards Canada, discover a vast range of properties within your budget in Rural Oro-Medonte across Toronto. If you plan to buy houses under $5m in Rural Oro-Medonte, Oro-Medonte, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Rural Oro-Medonte houses for sale under $5m, including freehold properties, condos, and commercial spaces.

Last Updated: February 09, 2026

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

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

45 Photos

95 lakeshore Road E, Simcoe, ON , MLS #S12742000 , Image - 1

95 lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12742000

Residential Freehold (Detached)

$2150000.0

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

Don't be deceived by this home's modest roadside appearance-behind the front door awaits a private lakeside retreat offering over 2,700 sq. ft. of ren

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

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

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

28 Photos

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

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

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

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

46 Photos

72 Georgian Grande Drive, Simcoe, ON , MLS #S12477783 , Image - 1

72 Georgian Grande Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12477783

Residential Freehold (Detached)

$1755000.0

Price drop by 3.8%

4 +1 Beds
6 Baths
3000-3500 sq-ft

Welcome to 72 Georgian Grande Dr, in Braestone - Oro Medonte's premier Nature-inspired country estate community. Enjoy kms of natural trails meanderi

28 Photos

8570 Hwy 12 N/A, Simcoe, ON , MLS #S12648182 , Image - 1

8570 Hwy 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12648182

Residential Freehold (Detached)

$799900.0

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

Modern Design Meets Country Living! Your Oasis Awaits You! This Fully Renovated Raised Bungalow Is Situated On A Very Large Lot With Plenty Of Outdoor

50 Photos

326 BLUEBERRY MARSH Road, Simcoe, ON , MLS #S12437711 , Image - 1

326 BLUEBERRY MARSH Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12437711

Residential Freehold (Detached)

$1699900.0

3 +0 Beds
3 Baths
3000-3500 sq-ft

Stunning estate property situated on 28 acres in central Oro-Medonte location with a custom built home by Gilkon Construction, who are builders of hig

8 Photos

17 Maple Ridge Road, Simcoe, ON , MLS #S12629488 , Image - 1

17 Maple Ridge Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12629488

Residential Freehold (Vacant Land)

$799900.0

< 700 sq-ft

BUILDING LOT IN ONE OF ORO-MEDONTE'S MOST PRESTIGIOUS ENCLAVES SURROUNDED BY MULTI-MILLION-DOLLAR HOMES! Dreaming of building a luxury residence in a

11 Photos

53 Scarlett Line, Simcoe, ON , MLS #S12610252 , Image - 1

53 Scarlett Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12610252

Residential Freehold (Vacant Land)

$1500000.0

< 700 sq-ft

An Outstanding 171-Acre Investment Opportunity In Oro-Medonte, Minutes From Barrie, Midland, And Orillia With Quick Access To Highway 400 And Located

30 Photos

552 10 Line S, Simcoe, ON , MLS #S12304965 , Image - 1

552 10 Line S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12304965

Residential Freehold (Vacant Land)

$999000.0

1100-1500 sq-ft

96 Acres of Opportunity, First Time Available in Over 65 Years! Discover the perfect blend of space, location, and potential with this expansive 96-ac

18 Photos

3588 13 Line N, Simcoe, ON , MLS #S12534786 , Image - 1

3588 13 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12534786

Residential Freehold (Detached)

$1999999.0

6 Beds
4 Baths
5000 + sq-ft

MUST BE SEEN: Exquisite 5500+ square foot custom-built luxury modern farmhouse home with panoramic country views. This home is filled with thoughtful

13 Photos

2858 LAKESHORE Road E, Simcoe, ON , MLS #S12501150 , Image - 1

2858 LAKESHORE Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12501150

Residential Freehold (Detached)

$1269900.0

3 +0 Beds
2 Baths
1500-2000 sq-ft

Spectacular 5yr old Linwood Georgian II home with a great lake view of Carthew Bay! Shallow beach area makes this a perfect spot for families with chi

5 Photos

466 Line 2 Line N, Simcoe, ON , MLS #S12140960 , Image - 1

466 Line 2 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12140960

Residential Freehold (Vacant Land)

$695000.0

Price drop by 13.1%

< 700 sq-ft

New price! Motivated Seller. Build your dream home AND your dream shop! 5.9 acres being offered for sale with a section of the property zoned IR allow

6 Photos

131 A Rail Trail Drive, Simcoe, ON , MLS #S12101503 , Image - 1

131 A Rail Trail Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12101503

Residential Freehold (Vacant Land)

$489900.0

Price drop by 7.4%

< 700 sq-ft

Prime Opportunity in Oro-Medonte! Discover the endless potential of this exceptionally versatile property. This generous 200 ft x 185 ft residential l

7 Photos

148 9 Line S, Simcoe, ON , MLS #S12133159 , Image - 1

148 9 Line S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12133159

Residential Freehold (Farm)

$1499000.0

< 700 sq-ft

Explore the potential of this expansive 59-acre property, directly across from Burls Creek Event Park featuring an impressive 3900 feet of frontage on

19 Photos

PTL 26 & PTL 27, CON 7, ORO N/A, Simcoe, ON , MLS #S9233212 , Image - 1

PTL 26 & PTL 27, CON 7, ORO N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9233212

Residential Freehold (Vacant Land)

$1499000.0

Price drop by 16.3%

5000 + sq-ft

All in one, own your own business, an equestrian center and be able to build your principal residence on the property as well. Now offering this 64 +/

21 Photos

Lt 222 Friesian Court, Simcoe, ON , MLS #S9089434 , Image - 1

Lt 222 Friesian Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9089434

Residential Freehold (Detached)

$1629900.0

3 Beds
3 Baths
2000-2500 sq-ft

LAST FEW LOTS AVAILABLE IN FINAL PHASE OF BRAESTONE ESTATES IN ORO-MEDONTE. Visit us today! This home can be built and ready for possession Summer 202

21 Photos

Lt 225 Friesian Court, Simcoe, ON , MLS #S9077013 , Image - 1

Lt 225 Friesian Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9077013

Residential Freehold (Detached)

$1708900.0

4 Beds
4 Baths
3000-3500 sq-ft

LAST FEW LOTS AVAILABLE IN FINAL PHASE OF BRAESTONE ESTATES IN ORO-MEDONTE. Visit us today! This home can be built and ready for possession Summer 202

6 Photos

14 Barbara Avenue, Simcoe, ON , MLS #S12136579 , Image - 1

14 Barbara Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12136579

Residential Freehold (Vacant Land)

$474000.0

< 700 sq-ft

Location, Location, Location With Additional Bonuses / Incentives. Situated centrally between Barrie and Orillia at the bottom of the 7th Line and jus

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