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

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39 Grandview Crescent, Simcoe, ON , MLS #S13458116 , Image - 1

39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13458116

Residential Freehold (Detached)

$1699999.0

4 Beds
3 Baths
1500-2000 sq-ft

104 FEET OF PRIVATE LAKE SIMCOE FRONTAGE! Set along a quiet stretch of shoreline in one of Oro's most sought-after lakefront communities, this is the

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17 Stanley Avenue, Simcoe, ON , MLS #S13433188 , Image - 1

17 Stanley Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13433188

Residential Freehold (Detached)

$1049000.0

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

EXCEPTIONAL LAKE SIMCOE ESCAPE WITH 50 FT OF SHORELINE SERENITY, PRIVATE DOCK ACCESS, & AN AIRY OPEN-CONCEPT DESIGN! Experience the best of lakeside l

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1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13148776 , Image - 1

Unit-119, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13148776

Residential Condo & Other (Condo Townhouse)

$319900.0

Price drop by 3.0%

1 Beds
1 Baths
500-599 sq-ft

This main floor walk in unit without stairs is a great retirement condo for seniors, first time buyer or ski chalet for skiers. Located beside Copelan

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33 Fifth Line S, Simcoe, ON , MLS #S13467206 , Image - 1

33 Fifth Line S Guthrie, Oro-Medonte, Simcoe, ON MLS® S13467206

Residential Freehold (Detached)

$795900.0

3 Beds
1 Baths
1100-1500 sq-ft

Move right in to this well planned bungalow, surrounded by a cottage feel but with school and highway access close by. The bright living room is read

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22 Aldwinckle Avenue, Simcoe, ON , MLS #S13246432 , Image - 1

22 Aldwinckle Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13246432

Residential Freehold (Detached)

$1649999.0

4 Beds
5 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Situated in a prestigious executive community, this brand-new home is just minutes from Vetta Spa, Horseshoe

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57 Highland Drive, Simcoe, ON , MLS #S13219996 , Image - 1

57 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13219996

Residential Freehold (Detached)

$1150000.0

Price drop by 4.2%

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

Welcome to refined four-season living in the heart of Horseshoe Valley - one of Ontario's emerging Blue Zone inspired communities, where residents of

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1 Pine Spring Road, Simcoe, ON , MLS #S13448576 , Image - 1

1 Pine Spring Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13448576

Residential Freehold (Detached)

$929000.0

3 Beds
4 Baths
2000-2500 sq-ft

Welcome to Horseshoe Valley living, where space, privacy, and four-season recreation come together beautifully. Set on a premium double lot surrounded

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9 Boyd Crescent, Simcoe, ON , MLS #S13448396 , Image - 1

9 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S13448396

Residential Freehold (Detached)

$899999.0

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

Welcome to the home you've been waiting for.Nestled on one of the area's most desirable streets in a warm, family-friendly neighbourhood, this beautif

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2266 Lakeshore Road E, Simcoe, ON , MLS #S13014132 , Image - 1

2266 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13014132

Residential Freehold (Vacant Land)

$275000.0

News Flash: up to $130,000 savings with HST relief if construction started by March 31, 2027 & completed by December 2029. Details, procedure & forms

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16 Highland Drive, Simcoe, ON , MLS #S13417362 , Image - 1

16 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13417362

Residential Freehold (Detached)

$1348000.0

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

Welcome to 16 Highland Drive in the sought-after Horseshoe Highlands of Oro-Medonte. This is a rare opportunity on the Highland Drive ridge, one of ju

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23 Owen Road, Simcoe, ON , MLS #S13228354 , Image - 1

23 Owen Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13228354

Residential Freehold (Detached)

$599900.0

2 Beds
1 Baths
1100-1500 sq-ft

OVERVIEW Well-maintained bungalow located in a desirable Simcoeside Community in Oro-Medonte, just minutes from Barrie and Orillia. Enjoy convenient a

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712 Mt St Louis Road W, Simcoe, ON , MLS #S13415486 , Image - 1

Unit-Part 1, 712 Mt St Louis Road W Moonstone, Oro-Medonte, Simcoe, ON MLS® S13415486

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

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2447 Ridge Road W, Simcoe, ON , MLS #S13193038 , Image - 1

2447 Ridge Road W Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13193038

Residential Freehold (Detached)

$799999.0

3 Beds
2 Baths
1500-2000 sq-ft

PRIVATE SHANTY BAY SHOWSTOPPER WITH AN ABOVE-GROUND POOL, WALKOUT BASEMENT, & A BACKYARD BUILT FOR ENTERTAINING - PLUS A VERSATILE MUDROOM THAT CAN EA

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2371 Lakeshore Road E, Simcoe, ON , MLS #S13105052 , Image - 1

2371 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13105052

Residential Freehold (Detached)

$1925000.0

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

Welcome to this beautifully renovated bungalow, perfectly positioned on the inviting shores of This home is an ideal retreat for those who cherish wat

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90 Highland Drive, Simcoe, ON , MLS #S13234964 , Image - 1

Unit-2014/15, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13234964

Residential Condo & Other (Condo Townhouse)

$439000.0

2 Beds
2 Baths
1200-1399 sq-ft

Tucked away in the heart of Horseshoe Valley, this unique property at 90 Highland Drive delivers the ultimate blend of lifestyle and income potential.

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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

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1897 10 Line N, Simcoe, ON , MLS #S13217674 , Image - 1

1897 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13217674

Residential Freehold (Detached)

$840000.0

3 Beds
2 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Experience peace and tranquility amidst nature on this stunning 2.6-acre property in the heart of Oro-Medont

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300 Shanty Bay Road, Simcoe, ON , MLS #S12825004 , Image - 1

300 Shanty Bay Road Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12825004

Residential Freehold (Detached)

$1879000.0

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

Imagine yourself living in the lap of luxury, surrounded by the finest finishes and most desirable amenities, in this exceptional custom-built open co

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13 Alpine Way, Simcoe, ON , MLS #S12948998 , Image - 1

13 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12948998

Residential Freehold (Detached)

$1270000.0

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

Found in the heart of Horseshoe Valley, within an enclave of exclusive homes, this property offers an exceptional lifestyle in what many consider a t

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17 Valleyview Drive, Simcoe, ON , MLS #S12967032 , Image - 1

17 Valleyview Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12967032

Residential Freehold (Vacant Land)

$290000.0

OVER HALF AN ACRE READY FOR YOUR CUSTOM BUILD IN A QUIET EXECUTIVE ENCLAVE! Positioned within a small enclave of custom-built executive homes on Valle

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0 Symond Avenue, Simcoe, ON , MLS #S13112534 , Image - 1

0 Symond Avenue Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13112534

Residential Freehold (Vacant Land)

$499000.0

Perfect Opportunity To Build Your Own Oasis On This Perfect Half Acre Building Lot In Oro Park, Just Steps From Lake Simcoe On Quiet Dead-End Road,Liv

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80 Horseshoe Boulevard, Simcoe, ON , MLS #S13041810 , Image - 1

Unit-501, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13041810

Residential Condo & Other (Condo Apartment)

$549900.0

2 +1 Beds
2 Baths
1000-1199 sq-ft

This top-floor corner penthouse in Slopeside Condos at Horseshoe Resort will wow you with its exceptional 2-bed plus custom bunk suite, 2-bath layout

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465 Ridge Road E, Simcoe, ON , MLS #S13100756 , Image - 1

465 Ridge Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13100756

Residential Freehold (Detached)

$2150000.0

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

Experience the ultimate equestrian lifestyle in the heart of desirable Oro-Medonte. This stunning 20+ acre estate is perfectly positioned for the acti

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4 Boville Court, Simcoe, ON , MLS #S12927128 , Image - 1

4 Boville Court Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12927128

Residential Freehold (Detached)

$892000.0

Price drop by 8.5%

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 4 Boville Court-where comfort, space, and nature come together to create the perfect year-round retreat. Ideally located just minutes from

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6 Dorothys Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13128700

Residential Freehold (Detached)

$1689000.0

4 Beds
6 Baths
3500-5000 sq-ft

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

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29 Grandview Crescent, Simcoe, ON , MLS #S13039838 , Image - 1

29 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13039838

Residential Freehold (Detached)

$2650000.0

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

Enjoy the best of waterfront living at 29 Grandview with 100 ft of prime clean shoreline of Lake Simcoe. Located between Barrie and Orillia and near M

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2015 Ridge Road W, Simcoe, ON , MLS #S13060286 , Image - 1

2015 Ridge Road W Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13060286

Residential Freehold (Detached)

$799900.0

3 Beds
2 Baths
1500-2000 sq-ft

Charming country home and workshop, for sale in sought after Shanty Bay, Ontario. Minutes from Barrie, Hwy 11 and 400, this location can't be beat. Re

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20 Northland Court, Simcoe, ON , MLS #S13058736 , Image - 1

20 Northland Court Craighurst, Oro-Medonte, Simcoe, ON MLS® S13058736

Residential Freehold (Detached)

$1550000.0

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

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820 Line 11 Line N, Simcoe, ON , MLS #S13086308 , Image - 1

820 Line 11 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13086308

Residential Freehold (Detached)

$649000.0

2 Beds
1 Baths
700-1100 sq-ft

This charming smaller home in Oro-Medonte sits on just under half an acre and offers a comfortable, functional layout. The main level features two bed

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1 (part1) Baycrest Drive, Simcoe, ON , MLS #S13049578 , Image - 1

1 (part1) Baycrest Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13049578

Residential Freehold (Vacant Land)

$399999.0

Prime vacant lot opportunity! Attention investors, builders, and developers! Don't miss this rare chance to secure a prime in-town vacant lot in the e

Houses for Sale in Oro-Medonte ON Under $5 Million - P8