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Houses for Sale in Rural Oro-Medonte Oro-Medonte Under $10 Million - P2

Showing results 31 - 60 of 129

Last Updated: August 10, 2026

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PTL 26 & PTL 27, CON 7, ORO N/A, Simcoe, ON , MLS #S13053910 , Image - 1

PTL 26 & PTL 27, CON 7, ORO N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13053910

Residential Freehold (Farm)

$1250000.0

< 700 sq-ft

Discover a rare opportunity on this expansive 64-acre parcel ideally located in the heart of Oro-Medonte, adjacent to the prestigious Harbourwood Esta

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)

$1299000.0

Price drop by 6.5%

A 146-acre legacy property in the heart of Oro-Medonte's most established estate corridor - minutes from Carthew Bay, the Lake Simcoe shoreline, and t

43 Photos

3 Thoroughbred Drive, Simcoe, ON , MLS #S13650378 , Image - 1

3 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13650378

Residential Freehold (Detached)

$1399900.0

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

Modern country style 1655sf bungalow in prestigious Braestone with w/o bsmt, inlaw suite, elevator, generator, inground pool and 3 car man cave heated

45 Photos

1415 15 16 Side Road E, Simcoe, ON , MLS #S13648774 , Image - 1

1415 15 16 Side Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13648774

Residential Freehold (Detached)

$1098000.0

3 Beds
3 Baths
1500-2000 sq-ft

Elegance meets nature in this exceptional custom-built bungalow, nestled in the heart of Oro-Medonte. Situated on a premium 109' x 198' landscaped end

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24 Woodland Crescent, Simcoe, ON , MLS #S13649914 , Image - 1

24 Woodland Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13649914

Residential Freehold (Detached)

$1275000.0

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

Sprawling Bungalow over 5300 sq ft on 1.87 Acres, surrounded by forest and private. This unique home offers the potential for in law suite and/or the

16 Photos

741 Ingram Road, Simcoe, ON , MLS #S13574120 , Image - 1

741 Ingram Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13574120

Residential Freehold (Detached)

$1299000.0

1 Beds
2 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) This truly rare 80-acre property offers exceptional privacy and natural beauty with seven scenic ravines, ki

44 Photos

6 Caldwell Drive, Simcoe, ON , MLS #S13547846 , Image - 1

6 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13547846

Residential Freehold (Detached)

$1599000.0

Price drop by 5.8%

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

Welcome to 6 Caldwell Drive! This newer, luxurious home was custom built for the owner, and offers over 4400 square feet of finished living space - al

50 Photos

11 Nevis Ridge Drive, Simcoe, ON , MLS #S13207526 , Image - 1

11 Nevis Ridge Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13207526

Residential Freehold (Detached)

$2100000.0

3 +3 Beds
5 Baths
3500-5000 sq-ft

Eleven Nevis Ridge is a rare Scandinavian scribe Western red cedar log home - a hand-fitted, one-of-a-kind retreat tucked at the end of a quiet cul-de

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

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6 Rosemarie Drive, Simcoe, ON , MLS #S13640898 , Image - 1

6 Rosemarie Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13640898

Residential Freehold (Detached)

$819900.0

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

THE UPDATES ARE DONE, THE DECK IS CALLING & THE REC ROOM HAS SPACE FOR EVERYONE! Set on a generous 97 x 135 ft lot in a quiet neighbourhood near Lake

41 Photos

11 Pinetree Drive, Simcoe, ON , MLS #S13535282 , Image - 1

11 Pinetree Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13535282

Residential Freehold (Detached)

$1473900.0

4 Beds
5 Baths
3500-5000 sq-ft

Welcome to your home at Eagles' Rest Estates - an exclusive luxury enclave of private estate homes, surrounded by lush, majestic greenery. Enjoy appro

18 Photos

6 Slalom Drive, Simcoe, ON , MLS #S13639452 , Image - 1

6 Slalom Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13639452

Residential Freehold (Detached)

$657500.0

2 Beds
3 Baths
1100-1500 sq-ft

PRIVATE CHALET RETREAT NESTLED IN NATURE WITH FOUR-SEASON OUTDOOR RECREATION AT YOUR DOORSTEP! Imagine waking up surrounded by towering trees, steppin

30 Photos

20 Dorothys Drive, Simcoe, ON , MLS #S13492106 , Image - 1

20 Dorothys Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13492106

Residential Freehold (Detached)

$1100000.0

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

This Hawkestone bungalow delivers with an exceptional 819 sqft detached heated garage/workshop, including 642 sqft garage and separate 177 sqft worksh

48 Photos

7 Georgian Grande Drive, Simcoe, ON , MLS #S13619582 , Image - 1

7 Georgian Grande Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13619582

Residential Freehold (Detached)

$1398800.0

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

** WATCH LISTING VIDEO ** Welcome to Braestone, where refined country living meets modern comfort. Set on a beautifully landscaped estate backing dire

26 Photos

12 Lakeshore Road E, Simcoe, ON , MLS #S13470240 , Image - 1

12 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13470240

Residential Freehold (Detached)

$699000.0

Price drop by 2.9%

4 Beds
1 Baths
1100-1500 sq-ft

Welcome to 12 Lakeshore Road in desirable Oro-Medonte, where you can enjoy the Lake Simcoe lifestyle without the high waterfront property taxes. This

22 Photos

1125 Woodland Drive, Simcoe, ON , MLS #S13628534 , Image - 1

1125 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13628534

Residential Freehold (Detached)

$1349900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to your own private waterfront paradise, where 72 feet of pristine shoreline and crystal-clear, hard-bottom water create the perfect setting f

45 Photos

15 Caldwell Drive, Simcoe, ON , MLS #S13412322 , Image - 1

15 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13412322

Residential Freehold (Detached)

$1599999.0

Price drop by 13.5%

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

REDUCED FOR QUICK SALE! STUNNING 4 BEDROOM & 4 BATH WALKOUT BUNGALOW WITH GREAT FEATURES ON A 1.36 ACRE PRIVATE LOT! 100 PERCENT RUG FREE & HANDICAP

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183 Lakeshore Road W, Simcoe, ON , MLS #S13628308 , Image - 1

183 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13628308

Residential Freehold (Detached)

$2850000.0

4 Beds
7 Baths
3500-5000 sq-ft

Welcome to this exceptional luxury waterfront estate on Lake Simcoe, offering over 97 feet of private shoreline in sought-after Oro-Medonte. Ideally l

18 Photos

47 Moon Point Drive, Simcoe, ON , MLS #S13238880 , Image - 1

47 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13238880

Residential Freehold (Detached)

$829000.0

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

Prime Lake Simcoe waterfront on a sought-after stretch of shoreline, offering 100 feet of pristine frontage with crystal-clear water, natural rocky sh

48 Photos

3 Morgan Drive, Simcoe, ON , MLS #S13625168 , Image - 1

3 Morgan Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13625168

Residential Freehold (Detached)

$1499000.0

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

Perched high on a hill in the sought-after Braestone lifestyle community, this warm & welcoming 2+2 bed, 3-bath bungalow offers the perfect balance of

49 Photos

15 Private McKay Drive, Simcoe, ON , MLS #S13623426 , Image - 1

15 Private McKay Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13623426

Residential Freehold (Detached)

$1485000.0

5 Beds
4 Baths
2000-2500 sq-ft

Welcome to the Highlander at Craighurst Crossing, where timeless modern farmhouse architecture meets exceptional craftsmanship in one of Oro-Medonte's

37 Photos

305 Bass Lake Side Road, Simcoe, ON , MLS #S13089270 , Image - 1

305 Bass Lake Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13089270

Residential Freehold (Detached)

$2599000.0

4 Beds
3 Baths
2500-3000 sq-ft

The Alexander Woodrow homestead built in 1903 is privately sited up a picturesque gated driveway surrounded by majestic maple trees and overlooking th

34 Photos

25 Grandview Crescent, Simcoe, ON , MLS #S13622434 , Image - 1

25 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13622434

Residential Freehold (Detached)

$1799000.0

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

Welcome to 25 Grandview Crescent, a waterfront retreat in beautiful Oro-Medonte offering 100 feet of private shoreline and exceptional outdoor living.

40 Photos

167 Lakeshore Road W, Simcoe, ON , MLS #S13525176 , Image - 1

167 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13525176

Residential Freehold (Detached)

$1825000.0

Price drop by 2.7%

3 Beds
2 Baths
1500-2000 sq-ft

This exceptional lakefront home has been meticulously maintained and thoughtfully designed, offering the perfect blend of luxury, comfort, and everyda

7 Photos

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,

42 Photos

13 Barnes Drive, Simcoe, ON , MLS #S13181324 , Image - 1

13 Barnes Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13181324

Residential Freehold (Detached)

$1949900.0

4 Beds
5 Baths
3500-5000 sq-ft

Discover refined estate living in an exclusive enclave of prestigious, municipally serviced homes, ideally situated approximately 45 minutes from the

25 Photos

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

22 Photos

11 Woodland Crescent, Simcoe, ON , MLS #S12922472 , Image - 1

11 Woodland Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12922472

Residential Freehold (Detached)

$1249999.0

Price drop by 12.0%

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

Welcome to this exceptional, one-of-a-kind home in the highly sought-after community of Simcoe Estates. Situated on a private, mature lot spanning ove

49 Photos

33 Elvyn Crescent, Simcoe, ON , MLS #S13142250 , Image - 1

33 Elvyn Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13142250

Residential Freehold (Detached)

$1225000.0

Price drop by 5.7%

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

STUNNING UPDATED FAMILY BUNGALOW -- JUST MOVE IN! Discover the perfect blend of modern style and functional living in this meticulously updated 5 bedr

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