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Oro-Medonte Real Estate & Houses for Sale - P2

Showing results 31 - 60 of 145
Last Updated: December 23, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
32 Photos
Last Updated : 32 Days ago
47 Lakeshore Road W, Simcoe, ON , MLS #S12566690 , Image - 1
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47 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12566690

Residential Freehold (Detached)

$799000.0
  • 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
34 Photos
Last Updated : 34 Days ago
2371 Lakeshore Road E, Simcoe, ON , MLS #S12527924 , Image - 1

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2371 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12527924

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 Lake Simcoe. This home is an ideal retreat for those wh
23 Photos
Last Updated : 36 Days ago
1601 Penetanguishene Road, Simcoe, ON , MLS #S12483090 , Image - 1

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1601 Penetanguishene Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12483090

Residential Freehold (Detached)

$649900.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
HALF-ACRE COUNTRY LIVING WITH A POOL, HOT TUB, BUNKIE, WORKSHOP, & COZY INTERIOR! Life feels bigger, brighter, and a whole lot more fun on this half-a
39 Photos
Last Updated : 36 Days ago
2484 Highway 11 N/A S, Simcoe, ON , MLS #S12437962 , Image - 1

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2484 Highway 11 N/A S Guthrie, Oro-Medonte, Simcoe, ON MLS® S12437962

Residential Freehold (Detached)

$1299000.0
  • 2 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
LUXURY INSIDE, PARADISE OUTSIDE - THIS ONE WAS MADE TO ENTERTAIN! Live the lifestyle youve been dreaming of in this extraordinary home, set on a fully
47 Photos
Last Updated : 36 Days ago
39 Grandview Crescent, Simcoe, ON , MLS #S12533430 , Image - 1

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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
40 Photos
Last Updated : 39 Days ago
35 Howard Drive, Simcoe, ON , MLS #S12406274 , Image - 1

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35 Howard Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12406274

Residential Freehold (Detached)

$999999.0
price drop iconPrice drop by 4.8%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to Harbourwood in Oro-Station! This beautifully renovated 2-storey offers over 3,000 sq. ft. of living space and a sought-after lake lifestyle
18 Photos
Last Updated : 42 Days ago
3588 13 Line N, Simcoe, ON , MLS #S12534786 , Image - 1

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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
Last Updated : 48 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S12451947 , Image - 1

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Unit-114, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12451947

Residential Condo & Other (Condo Apartment)

$351000.0
price drop iconPrice drop by 2.2%
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Cozy Condo Retreat in he Hear of Horseshoe Valley! Experience four seasons of adventure with charming 1-bedroom ground-floor condo, ideally located ju
5 Photos
Last Updated : 48 Days ago
Pt Lt20 Concession 7 Drive, Simcoe, ON , MLS #S4701501 , Image - 1
Pt Lt20 Concession 7 Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S4701501

Residential Freehold (Farm)

$10000000.0
  • < 700 sq-ft
Attention Investors And Farmers! This Property Abuts The Lake Simcoe Regional Airport (Airport Allows Small Jets). 137 Acres Of Farm/Vacant Land. Curr
39 Photos
Last Updated : 48 Days ago
57 Highland Drive, Simcoe, ON , MLS #S12511204 , Image - 1

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57 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12511204

Residential Freehold (Detached)

$1270000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this beautifully crafted family home, located in one of Horseshoe Valley's most prestigious and sought-after executive neighbourhoods. Offe
13 Photos
Last Updated : 51 Days ago
2858 LAKESHORE Road E, Simcoe, ON , MLS #S12501150 , Image - 1

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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
49 Photos
Last Updated : 52 Days ago
57 High Vista Drive, Simcoe, ON , MLS #S12485671 , Image - 1

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57 High Vista Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12485671

Residential Condo & Other (Condo Townhouse)

$698000.0
  • 2 +1 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Explore the epitome of built-in fun at 57 High Vista in the heart of Horseshoe Valley. This inviting end unit townhome boasts over 2300 square feet of
5 Photos
Last Updated : 53 Days ago
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 iconPrice 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
16 Photos
Last Updated : 60 Days ago
253 Craig Side Road, Simcoe, ON , MLS #S9383449 , Image - 1

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253 Craig Side Road Moonstone, Oro-Medonte, Simcoe, ON MLS® S9383449

Residential Freehold (Triplex)

$928900.0
  • 6 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This property offers so much, so quit clicking just a moment and see if this opportunity on 2.6 acres only 10 minutes to beautiful Mount St. Louis Moo
18 Photos
Last Updated : 60 Days ago
159 11 Line N, Simcoe, ON , MLS #S12102994 , Image - 1

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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
38 Photos
Last Updated : 60 Days ago
10 12 Line N, Simcoe, ON , MLS #S12106183 , Image - 1

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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
46 Photos
Last Updated : 61 Days ago
72 Georgian Grande Drive, Simcoe, ON , MLS #S12477783 , Image - 1

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

Residential Freehold (Detached)

$1825000.0
  • 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
40 Photos
Last Updated : 62 Days ago
3225 10 Line N, Simcoe, ON , MLS #S12468666 , Image - 1

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3225 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12468666

Residential Freehold (Detached)

$1799900.0
  • 3 +3 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Tucked away on nearly 2 acres of private, tree-lined land, this one-of-a-kind custom home offers the ideal blend of luxury, space, and serenity. Surro
36 Photos
Last Updated : 69 Days ago
1 Topaz Court, Simcoe, ON , MLS #S12462669 , Image - 1

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1 Topaz Court Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12462669

Residential Freehold (Detached)

$1549900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this meticulously crafted executive home, perfectly positioned on a spacious half-acre lot. From the moment you step inside, the custom-des
40 Photos
Last Updated : 76 Days ago
90 Highland Drive, Simcoe, ON , MLS #S12001068 , Image - 1

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Unit-2264, 90 Highland Drive Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12001068

Residential Condo & Other (Condo Apartment)

$449000.0
price drop iconPrice drop by 10.0%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Experience the perfect blend of comfort, adventure, and investment potential with this fully upgraded, furnished property. Whether you're looking for
6 Photos
Last Updated : 84 Days ago
131 A Rail Trail Drive, Simcoe, ON , MLS #S12101503 , Image - 1

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

Residential Freehold (Vacant Land)

$489900.0
price drop iconPrice 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
Last Updated : 89 Days ago
148 9 Line S, Simcoe, ON , MLS #S12133159 , Image - 1

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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
18 Photos
Last Updated : 91 Days ago
Lot 38 Friesian Court, Simcoe, ON , MLS #S9296912 , Image - 1

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Lot 38 Friesian Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9296912

Residential Freehold (Detached)

$1992900.0
  • 2 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Be the first to call this brand-new, customized builder home yours! With construction underway, you can still put your personal touch on the interior
19 Photos
Last Updated : 91 Days ago
PTL 26 & PTL 27, CON 7, ORO N/A, Simcoe, ON , MLS #S9233212 , Image - 1

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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 iconPrice 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
Last Updated : 91 Days ago
Lt 222 Friesian Court, Simcoe, ON , MLS #S9089434 , Image - 1

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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
Last Updated : 91 Days ago
Lt 225 Friesian Court, Simcoe, ON , MLS #S9077013 , Image - 1

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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
40 Photos
Last Updated : 91 Days ago
3 Best Court, Simcoe, ON , MLS #S12415034 , Image - 1

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3 Best Court Edgar, Oro-Medonte, Simcoe, ON MLS® S12415034

Residential Freehold (Detached)

$1795000.0
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Wow! Here is Your Chance to Own and Enjoy A Custom-Built Residence With Walk Out Basement In The Upscale Whispering Creek Community. This Luxurious Bu
30 Photos
Last Updated : 91 Days ago
2928 12 Line N, Simcoe, ON , MLS #S12316686 , Image - 1

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2928 12 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12316686

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
40 Photos
Last Updated : 91 Days ago
11 warbler Way, Simcoe, ON , MLS #S12301551 , Image - 1

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11 warbler Way Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12301551

Residential Freehold (Detached)

$4980000.0
  • 5 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Custom Built Magnificent Homes On 1.6 Acre With 161 Feet Of Waterfront ON Glorious Lake Simcoe Near Orillia, Approx.8000 sq.ft.living space, 3 garage,
16 Photos
Last Updated : 91 Days ago
12 Valleycrest Drive, Simcoe, ON , MLS #S12275573 , Image - 1

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12 Valleycrest Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12275573

Residential Freehold (Vacant Land)

$499999.0
  • < 700 sq-ft
Half-Acre Estate Lot in Horseshoe Highlands! Seize the opportunity to build your dream home on this cleared and rough-graded half-acre estate lot, loc
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