236+ Houses for Sale in Oro-Medonte Under $5 Million

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47 Cathedral Pines Road, Simcoe, ON , MLS #S13767640 , Image - 1

47 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13767640

Residential Freehold (Detached)

$749900.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to Cathedral Pines, a sought after subdivision in Horseshoe Valley. Enjoy a fantastic view of the Valley from the back of this timber framed h

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8542 HWY 12 N/A, Simcoe, ON , MLS #S13841790 , Image - 1

8542 HWY 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13841790

Residential Freehold (Detached)

$1199999.0

5 Beds
5 Baths
3500-5000 sq-ft

Tucked away on over 2 private acres, this Mediterranean-style retreat is unlike anything else on the market. Terracotta rooflines and crisp white stuc

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11 Colborne Street, Simcoe, ON , MLS #S13844334 , Image - 1

11 Colborne Street Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13844334

Residential Freehold (Detached)

$799999.0

3 Beds
2 Baths
2000-2500 sq-ft

OVER HALF AN ACRE, A PRIVATE 2-STOREY HOME, IN-LAW POTENTIAL, JUST 2 MINUTES FROM BARRIE & WALKING DISTANCE TO LAKE SIMCOE! Set at the end of a quiet

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5 Pine Point, Simcoe, ON , MLS #S13521792 , Image - 1

5 Pine Point Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13521792

Residential Freehold (Detached)

$949000.0

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

Quick closing opportunity!! Nestled on a quiet cul-de-sac in the sought-after Cathedral Pines community of Horseshoe Valley, this custom-built chalet-

Open House : Sun Oct 04, 12:00 PM to 02:00 PM

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4775 Line 11 N/A N, Simcoe, ON , MLS #S13740942 , Image - 1

4775 Line 11 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13740942

Residential Freehold (Detached)

$1149900.0

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

Pride Of Ownership! Newly Constructed In 2020, Justin Sherry design, Custom Built Bungalow With The Finest Craftsmanship & Attention To Detail. Nestle

Open House : Sat Oct 03, 12:00 PM to 02:00 PM

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3 Meadow Acres Road, Simcoe, ON , MLS #S13759178 , Image - 1

3 Meadow Acres Road Warminster, Oro-Medonte, Simcoe, ON MLS® S13759178

Residential Freehold (Detached)

$1275000.0

3 Beds
2 Baths
1500-2000 sq-ft

In the heart of Warminster, Oro Medonte, this Brand new Modern Farmhouse Bungalow by Adall Homes spares no expense. This new Build sits on a large exe

Open House : Sun Oct 04, 01:00 PM to 03:00 PM

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

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

Residential Freehold (Detached)

$950000.0

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 &

Open House : Sun Oct 04, 10:30 AM to 12:00 PM

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96 Jamieson Crescent, Simcoe, ON , MLS #S13802176 , Image - 1

96 Jamieson Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13802176

Residential Freehold (Detached)

$549649.0

3 Beds
1 Baths
1100-1500 sq-ft

Big lot. Great location. Easy commute. Enjoy the breathing room of rural living without giving up everyday convenience. Set on an impressive 75' x 200

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16 Oneida Avenue, Simcoe, ON , MLS #S13487302 , Image - 1

16 Oneida Avenue Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13487302

Residential Freehold (Detached)

$998000.0

3 Beds
3 Baths
1500-2000 sq-ft

Built in 2011 and extensively renovated and remodeled in 2023, this turnkey home offers modern finishes, exceptional privacy, and a prime location in

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5 Keyzer Drive, Simcoe, ON , MLS #S13779980 , Image - 1

5 Keyzer Drive Warminster, Oro-Medonte, Simcoe, ON MLS® S13779980

Residential Freehold (Detached)

$999000.0

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

Welcome home to 5 Keyzer Drive! This exceptional custom bungalow in the desirable community of Warminster is perfectly situated on a quiet cul-de-sac

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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

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19 Maple Crescent, Simcoe, ON , MLS #S13703198 , Image - 1

19 Maple Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13703198

Residential Freehold (Modular Home)

$519900.0

Price drop by 2.8%

2 Beds
2 Baths
1100-1500 sq-ft

Enjoy relaxed adult living in Big Cedar Estates, a welcoming community less than ten minutes to Orillia. This well-maintained Royal Home model offers

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16 Chestnut Lane, Simcoe, ON , MLS #S13731496 , Image - 1

16 Chestnut Lane Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13731496

Residential Freehold (Detached)

$1199900.0

2 +1 Beds
3 Baths
2000-2500 sq-ft

Experience refined single-level living in one of Horseshoe Valley's most coveted locations - an exclusive private quiet court showcasing the premier l

Open House : Sun Oct 04, 12:00 PM to 02:00 PM

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24 Windfield Drive W, Simcoe, ON , MLS #S13838544 , Image - 1

24 Windfield Drive W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13838544

Residential Freehold (Detached)

$2998888.0

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

Welcome to this exceptional Scandinavian farmhouse-inspired residence on approximately 2.74 acres, ideally positioned on a lakeside cul-de-sac in the

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2447 Ridge Road W, Simcoe, ON , MLS #S13761848 , Image - 1

2447 Ridge Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13761848

Residential Freehold (Detached)

$725000.0

3 Beds
2 Baths
1500-2000 sq-ft

***Public Open House Saturday October 3rd From 2:00 to 3:00 PM*** Offers Anytime! Stunning Shanty Bay Retreat With A Backyard Oasis, Walkout Basement

Open House : Sat Oct 03, 01:00 PM to 02:00 PM

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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

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13 Alpine Way, Simcoe, ON , MLS #S13742930 , Image - 1

13 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13742930

Residential Freehold (Detached)

$1250000.0

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

Set in the heart of Horseshoe Valley, within an exclusive enclave of fine homes, this exceptional property offers a lifestyle many consider a true Blu

Open House : Sun Oct 04, 11:00 AM to 01:00 PM

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5536 Line 5 Road N, Simcoe, ON , MLS #S13840092 , Image - 1

5536 Line 5 Road N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13840092

Residential Freehold (Detached)

$995000.0

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

YOUR PRIVATE RIVERSIDE ESCAPE ON 16.7 ACRES! Imagine waking up surrounded by nature, enjoying your morning coffee by the water, and ending the day wat

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6 Rosemarie Drive, Simcoe, ON , MLS #S13839114 , Image - 1

6 Rosemarie Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13839114

Residential Freehold (Detached)

$789900.0

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

Open House : Sun Oct 04, 10:00 AM to 12:00 PM

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19 Stanley Avenue, Simcoe, ON , MLS #S13821582 , Image - 1

19 Stanley Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13821582

Residential Freehold (Detached)

$1450000.0

3 +0 Beds
3 Baths
2500-3000 sq-ft

Set on 48 ft of Lake Simcoe waterfront, this beautifully redesigned 3-bedroom home blends waterfront living with warm farmhouse character and an incre

Open House : Sun Oct 04, 12:00 PM to 02:00 PM

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3750 10 Line N, Simcoe, ON , MLS #S13787930 , Image - 1

3750 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13787930

Residential Freehold (Farm)

$4100000.0

4 Beds
4 Baths
1500-2000 sq-ft

A truly rare opportunity in Oro-Medonte. Set on 98 acres, this exceptional country property brings together everything people love about rural living:

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46 Pine Ridge Trail, Simcoe, ON , MLS #S13839158 , Image - 1

46 Pine Ridge Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13839158

Residential Freehold (Detached)

$1198000.0

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

Welcome to 46 Pine Ridge Trail in beautiful Horseshoe Valley. Located on one of the most sought after streets for mountain biking, cross country skiin

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2463 Dunns Line, Simcoe, ON , MLS #S13835938 , Image - 1

2463 Dunns Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13835938

Residential Freehold (Vacant Land)

$799990.0

Build your dream home on this beautiful 25-acre lot in desirable Oro-Medonte. Offering approximately 500 feet of road frontage, this property provides

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4201 Line 8 Line N, Simcoe, ON , MLS #S13690292 , Image - 1

4201 Line 8 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13690292

Residential Freehold (Farm)

$1465000.0

4 +0 Beds
3 Baths
3000-3500 sq-ft

Country charm and wide-open space come together on this beautiful 47-acre property, complete with great fields, a river stream, and a stunning creek -

Open House : Sun Oct 04, 11:00 AM to 01:00 PM

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1016 Lakeshore Road E, Simcoe, ON , MLS #S13766760 , Image - 1

1016 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13766760

Residential Freehold (Detached)

$1499000.0

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

CUSTOM LUXURY BUNGALOW MEETS LAKESIDE LIVING - NEARLY 4,500 FINISHED SQ. FT., DESIGNER FINISHES, IN-LAW POTENTIAL & OVER HALF AN ACRE, STEPS FROM LAKE

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E PT LT 9 N PT LT 10 Line 14 N N/A, Simcoe, ON , MLS #S13828578 , Image - 1

E PT LT 9 N PT LT 10 Line 14 N N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13828578

Residential Freehold (Vacant Land)

$1500000.0

A truly unique 87.28-acre property offering income today and exciting possibilities for the future. The location is excellent, just minutes from Orill

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13 Windfield Drive W, Simcoe, ON , MLS #S13721208 , Image - 1

13 Windfield Drive W Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13721208

Residential Freehold (Vacant Land)

$848000.0

A Rare Opportunity To Build Your Dream Home In One Of Shanty Bay's Most Exclusive Enclaves. Nestled On Coveted Windfields Drive at the end of a Cul-De

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23 ALGONQUIN Trail, Simcoe, ON , MLS #S13795866 , Image - 1

23 ALGONQUIN Trail Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13795866

Residential Freehold (Detached)

$949900.0

5 +0 Beds
3 Baths
3000-3500 sq-ft

Welcome to 23 Algonquin Trail in the sought-after Sugarbush community of Oro-Medonte. Nestled on a private, treed lot on a quiet dead-end court, this

Open House : Sat Oct 03, 10:00 AM to 12:00 PM

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797 Woodland Drive, Simcoe, ON , MLS #S13743864 , Image - 1

797 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13743864

Residential Freehold (Detached)

$1955000.0

3 Beds
3 Baths
2500-3000 sq-ft

More than 110 feet of Lake Simcoe shoreline frames a home built by its current owners in 2011, designed by Kimberley Morris Interior Design and offere

Open House : Sun Oct 04, 12:00 PM to 02:00 PM

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70 12 Line S, Simcoe, ON , MLS #S13834644 , Image - 1

70 12 Line S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13834644

Residential Freehold (Detached)

$999900.0

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

Exceptional opportunity to own a versatile country estate in the highly sought-after Township of Oro-Medonte, ideally located between Barrie and Orill

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