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Houses for Sale in Rural Oro-Medonte Oro-Medonte Under $5 Million - P2

Showing results 31 - 60 of 120

Last Updated: November 10, 2026

42 Photos

8 Morgan Drive, Simcoe, ON , MLS #S13877138 , Image - 1

8 Morgan Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13877138

Residential Freehold (Detached)

$1699900.0

3 Beds
5 Baths
3500-5000 sq-ft

Welcome to 8 Morgan Drive, a stunning custom-built residence in the highly sought-after Braestone community of Oro-Medonte. Offering over 5,300 sq ft

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)

$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

47 Photos

23 Ward Avenue, Simcoe, ON , MLS #S14140234 , Image - 1

23 Ward Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14140234

Residential Freehold (Detached)

$1079500.0

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

Welcome to 23 Ward Ave! ** ULTIMATE PRIVATE LIVING WITH BASS LAKE ACCESS ** Rarely offered, this exceptional raised bungalow sits on approximately 4 p

14 Photos

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

22 Photos

1125 Woodland Drive, Simcoe, ON , MLS #S13847482 , Image - 1

1125 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13847482

Residential Freehold (Detached)

$1349900.0

3 Beds
2 Baths
1100-1500 sq-ft

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

43 Photos

3 Thoroughbred Drive, Simcoe, ON , MLS #S14095420 , Image - 1

3 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14095420

Residential Freehold (Detached)

$1299000.0

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

Modern country style 1655sf bungalow in prestigious Braestone with walk-out basement, in-law suite, elevator, generator, inground pool and 3 car man c

15 Photos

4 Campbell Avenue, Simcoe, ON , MLS #S14147710 , Image - 1

4 Campbell Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14147710

Residential Freehold (Detached)

$829900.0

3 Beds
3 Baths
1500-2000 sq-ft

Family-friendly. Functional. Well-Maintained. Nestled in an Oro-Medonte neighbourhood just steps from Lake Simcoe, this solid brick bungalow offers co

29 Photos

5 Elvyn Crescent, Simcoe, ON , MLS #S14127590 , Image - 1

5 Elvyn Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14127590

Residential Freehold (Detached)

$899999.0

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

Top 5 Reasons You Will Love This Home: 1) Discover this welcoming four bedroom home, nestled within a quiet, established neighbourhood in Oro-Medonte,

50 Photos

9 Howard Drive, Simcoe, ON , MLS #S14106672 , Image - 1

9 Howard Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14106672

Residential Freehold (Detached)

$1249900.0

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

HARBOURWOOD ESTATES | If you've been dreaming of the perfect combination of location, lot size, and a stunningly updated family home, it's time to wak

10 Photos

1017 Line 8 North Line, Simcoe, ON , MLS #S13655598 , Image - 1

1017 Line 8 North Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13655598

Residential Freehold (Vacant Land)

$479900.0

*** AN EXCEPTIONAL OPPORTUNITY FOR BUILDERS, DEVELOPERS, OR ANYONE READY TO CREATE THEIR DREAM HOME * THIS PICTURESQUE 2.03-ACRE PARCEL (285 X 310) SI

50 Photos

20 Northland Court, Simcoe, ON , MLS #S13719216 , Image - 1

20 Northland Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13719216

Residential Freehold (Detached)

$1499000.0

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

Welcome to the highly sought-after community of Craighurst Crossings, where this brand-new, never-lived-in Caston model home offers exceptional upgrad

Open House : Sun Nov 15, 12:00 PM to 02:00 PM

42 Photos

13 Georgina Drive S, Simcoe, ON , MLS #S14145888 , Image - 1

13 Georgina Drive S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14145888

Residential Freehold (Detached)

$2995000.0

3 Beds
4 Baths
2000-2500 sq-ft

Rare waterfront opportunity on Kempenfelt Bay with immediate occupancy available! Discover an exceptional opportunity to own 120 feet of beautiful wat

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)

$1999999.0

Price drop by 4.8%

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-

Open House : Sat Nov 14, 02:00 PM to 04:00 PM

16 Photos

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

31 Photos

5342 Line 4 N/A N, Simcoe, ON , MLS #S14111100 , Image - 1

5342 Line 4 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14111100

Residential Freehold (Detached)

$949900.0

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

SPECTACULAR WESTERLY VIEWS & MULTIGENERATIONAL LIVING IN HILLSDALE! Beautifully situated on a generous 0.63-acre property (110' x 275'), this spacious

48 Photos

151 5 Line N, Simcoe, ON , MLS #S14138282 , Image - 1

151 5 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14138282

Residential Freehold (Detached)

$1199900.0

1 +2 Beds
5 Baths
1500-2000 sq-ft

Country Serenity | Refined Living | Resort-Style Oasis | Detached Shop. Unique opportunity to enjoy the best of rural living on approximately 2.6 acre

24 Photos

414 Horseshoe Valley Road E, Simcoe, ON , MLS #S14028584 , Image - 1

414 Horseshoe Valley Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14028584

Residential Freehold (Detached)

$999000.0

3 Beds
2 Baths
2000-2500 sq-ft

BUNGALOW ON A 0.69-ACRE LOT WITH 3,500+ TOTAL SQ. FT., A HEATED IN-GROUND POOL, OVERSIZED DETACHED GARAGE/WORKSHOP & IN-LAW CAPABILITY! Why settle for

50 Photos

34 Howard Drive, Simcoe, ON , MLS #S13840094 , Image - 1

34 Howard Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13840094

Residential Freehold (Detached)

$899900.0

Price drop by 5.3%

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

Welcome to 34 Howard Drive in beautiful Oro-Medonte. This is truly an entertainer's dream home! Located in a prestigious neighbourhood of fine homes &

21 Photos

45 Tamarack Drive, Simcoe, ON , MLS #S13745848 , Image - 1

45 Tamarack Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13745848

Residential Freehold (Modular Home)

$550000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to effortless living in the highly sought-after, resident-run community of Big Cedar Estates. Offering nearly 1,400 square feet of comfortable

28 Photos

55 Shelswell Boulevard, Simcoe, ON , MLS #S13795792 , Image - 1

55 Shelswell Boulevard Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13795792

Residential Freehold (Detached)

$749900.0

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

BUNGALOW ON A GENEROUS LOT WITH A WALKOUT BASEMENT & IN-LAW POTENTIAL! Set on a 100 x 160 ft lot, this brick bungalow offers nearly 2,600 sq. ft. of f

44 Photos

6170 4 Line N, Simcoe, ON , MLS #S14130194 , Image - 1

6170 4 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14130194

Residential Freehold (Detached)

$675000.0

3 Beds
2 Baths
1500-2000 sq-ft

HISTORIC CHARM, HAPPILY REIMAGINED & SURROUNDED BY COUNTRY SERENITY!Built in 1887 and wrapped in mature trees on 1.66 acres, this farmhouse has a stor

7 Photos

148 9 Line S, Simcoe, ON , MLS #S13226794 , Image - 1

148 9 Line S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13226794

Residential Freehold (Vacant Land)

$1499000.0

< 700 sq-ft

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

49 Photos

7 ORSI Drive, Simcoe, ON , MLS #S13813466 , Image - 1

7 ORSI Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13813466

Residential Freehold (Detached)

$1149000.0

Price drop by 4.2%

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

It's not often you find this much space and privacy this close to Orillia. Tucked into the small community of Bass Lake Heights on a beautifully lands

43 Photos

61 Ward Avenue, Simcoe, ON , MLS #S14118986 , Image - 1

61 Ward Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14118986

Residential Freehold (Detached)

$619900.0

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

Welcome to this charming all-brick bungalow in a sought-after Bass Lake neighbourhood! Offering 2+2 bedrooms, 2 full bathrooms and a fantastic locatio

25 Photos

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

35 Photos

224 Lakeshore Road W, Simcoe, ON , MLS #S13871662 , Image - 1

224 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13871662

Residential Freehold (Detached)

$649000.0

4 Beds
2 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Embrace a relaxed lifestyle in this spacious four bedroom, two bathroom home, ideally situated just steps fr

28 Photos

26 Lakeshore Road W, Simcoe, ON , MLS #S13672062 , Image - 1

26 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13672062

Residential Freehold (Detached)

$799000.0

4 Beds
2 Baths
2500-3000 sq-ft

Discover this charming private property (1.4 acre square lot) just steps from Lake Simcoe, nestled in a tranquil opulent area surrounded by luxurious

33 Photos

211 Moon Point Drive, Simcoe, ON , MLS #S13873990 , Image - 1

211 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13873990

Residential Freehold (Detached)

$1099000.0

Price drop by 1.1%

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

Beautiful, Bright and Beaming Bungalow Boasts a Bounty of Breathtaking Views from Fifty Feet on Lake Simcoe Waterfront just an hours Jump from Toronto

43 Photos

9992 Hwy 12 Highway, Simcoe, ON , MLS #S13513504 , Image - 1

9992 Hwy 12 Highway Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13513504

Residential Freehold (Detached)

$699900.0

Price drop by 4.8%

5 Beds
3 Baths
1500-2000 sq-ft

Check out this solid, older 5-bedroom, 3-bathroom home with a double car garage at 9992 Highway 12, just past Warminster and only minutes from Orillia

49 Photos

1772 10 Line N, Simcoe, ON , MLS #S13765138 , Image - 1

1772 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13765138

Residential Freehold (Detached)

$1789000.0

Price drop by 5.8%

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

Privately set on 9+ wooded acres behind a gated entrance, this exceptional Oro-Medonte estate offers a rare combination of refined country living, imp

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