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Oro-Medonte Real Estate & Houses for Sale - P2

Showing results 31 - 60 of 218
Last Updated: November 08, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 3 Days ago
3 Nordic Trail, Simcoe, ON , MLS #S14149772 , Image - 1
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3 Nordic Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14149772

Residential Freehold (Detached)

$1248000.0
  • 2 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Exceptional space, exceptional privacy, and an exceptional location in the heart of one of Ontario's premier recreational communities. Welcome to 3 No
15 Photos
Last Updated : 3 Days ago
159 Lakeshore Road W, Simcoe, ON , MLS #S13829180 , Image - 1

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159 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13829180

Residential Freehold (Detached)

$1688000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
First time offered for sale. This is a truly wonderful waterfront property, with over 75 feet of waterfront on Lake Simcoe. Solid break wall at the
28 Photos
Last Updated : 3 Days ago
70 12 Line S, Simcoe, ON , MLS #S13834644 , Image - 1

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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
Open House : Sun Nov 08, 02:00 PM to 04:00 PM
7 Photos
Last Updated : 3 Days ago
776 Line 2 N/A S, Simcoe, ON , MLS #S14151332 , Image - 1

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776 Line 2 N/A S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14151332

Residential Freehold (Vacant Land)

$1990000.0
Top 5 Reasons You Will Love This Property: 1) Imagine bringing your dream estate to life on an extraordinary 93-acre property in the highly desirable
32 Photos
Last Updated : 3 Days ago
13 Ellen Drive, Simcoe, ON , MLS #S14152034 , Image - 1

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13 Ellen Drive Moonstone, Oro-Medonte, Simcoe, ON MLS® S14152034

Residential Freehold (Detached)

$725000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 13 Ellen Drive, your four season retreat in Moonstone. Set on a generous lot of approximately 100 x 161 ft, this charming 3 + 1 bedroom, 2
30 Photos
Last Updated : 3 Days ago
13 Alpine Way, Simcoe, ON , MLS #S14141436 , Image - 1

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13 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14141436

Residential Freehold (Detached)

$1199000.0
  • 1 +3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This exceptional property offers the perfect setting for an active family who loves to embrace the outdoors and enjoy the very best of the four-season
42 Photos
Last Updated : 3 Days ago
8 Morgan Drive, Simcoe, ON , MLS #S13877138 , Image - 1

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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
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
32 Photos
Last Updated : 3 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S14151136 , Image - 1

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Unit-310, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14151136

Residential Condo & Other (Condo Apartment)

$419900.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to Unit 310 at 40 Horseshoe Blvd., a bright and stylish 2-bedroom, 2-bathroom corner suite overlooking the 18th hole in the heart of Horseshoe
30 Photos
Last Updated : 4 Days ago
20 Cameron Drive, Simcoe, ON , MLS #S13659590 , Image - 1

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20 Cameron Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13659590

Residential Freehold (Modular Home)

$399900.0
price drop iconPrice 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
49 Photos
Last Updated : 4 Days ago
2700 Line 4 N/A N, Simcoe, ON , MLS #S13854622 , Image - 1

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2700 Line 4 N/A N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13854622

Residential Freehold (Detached)

$1349900.0
  • 2 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome To Your Private Hillside Retreat In The Heart Of Horseshoe Valley! Set On Over 6 Acres And Perched Beautifully Above The Surrounding Landscape
47 Photos
Last Updated : 4 Days ago
23 Ward Avenue, Simcoe, ON , MLS #S14140234 , Image - 1

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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
50 Photos
Last Updated : 4 Days ago
2447 Ridge Road W, Simcoe, ON , MLS #S13761848 , Image - 1

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

Residential Freehold (Detached)

$715000.0
price drop iconPrice drop by 1.4%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
***Public Open House Saturday November 7th From 1:00 to 2:00 PM.*** Offers Anytime! Stunning Shanty Bay bungalow on a private 100x149 ft forested lot
42 Photos
Last Updated : 4 Days ago
24 Woodland Crescent, Simcoe, ON , MLS #S13860608 , Image - 1

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24 Woodland Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13860608

Residential Freehold (Detached)

$1168000.0
price drop iconPrice drop by 1.7%
  • 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
14 Photos
Last Updated : 4 Days ago
1 (part1) Baycrest Drive, Simcoe, ON , MLS #S14149308 , Image - 1

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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
Last Updated : 4 Days ago
1125 Woodland Drive, Simcoe, ON , MLS #S13847482 , Image - 1

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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
Open House : Sun Nov 08, 12:00 PM to 02:00 PM
40 Photos
Last Updated : 4 Days ago
209 Bay Street, Simcoe, ON , MLS #S13508726 , Image - 1

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209 Bay Street Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13508726

Residential Freehold (Detached)

$4490000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Rare Waterfront Estate in Prestigious Shanty BayA rare opportunity to own an exceptional waterfront retreat in the heart of Shanty Bay. Tucked away on
40 Photos
Last Updated : 4 Days ago
9 Bridle Path, Simcoe, ON , MLS #S13757332 , Image - 1

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9 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13757332

Residential Freehold (Detached)

$1399900.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
SERENE COUNTRY LIVING - BEAUTIFULLY UPGRADED - EXQUISITE FINISHES - This home offers the rare combination of a country lifestyle and exceptional conve
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 4 Days ago
8 Forest Heights Court, Simcoe, ON , MLS #S13874638 , Image - 1

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8 Forest Heights Court Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13874638

Residential Freehold (Detached)

$1400000.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
EXCEPTIONAL LUXURY VALUE | ORO-MEDONTE. This spectacular Executive Residence delivers the perfect combination of Luxury, Space, Privacy, & breathtakin
Open House : Sun Nov 08, 11:30 AM to 01:30 PM
43 Photos
Last Updated : 4 Days ago
3 Thoroughbred Drive, Simcoe, ON , MLS #S14095420 , Image - 1

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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
Last Updated : 4 Days ago
4 Campbell Avenue, Simcoe, ON , MLS #S14147710 , Image - 1

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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
Last Updated : 4 Days ago
5 Elvyn Crescent, Simcoe, ON , MLS #S14127590 , Image - 1

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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,
Open House : Sun Nov 08, 02:00 PM to 03:30 PM
50 Photos
Last Updated : 4 Days ago
9 Howard Drive, Simcoe, ON , MLS #S14106672 , Image - 1

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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
Last Updated : 5 Days ago
1017 Line 8 North Line, Simcoe, ON , MLS #S13655598 , Image - 1

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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
Last Updated : 5 Days ago
20 Northland Court, Simcoe, ON , MLS #S13719216 , Image - 1

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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
Last Updated : 5 Days ago
13 Georgina Drive S, Simcoe, ON , MLS #S14145888 , Image - 1

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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
Last Updated : 5 Days ago
11 Nevis Ridge Drive, Simcoe, ON , MLS #S13207526 , Image - 1

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

Residential Freehold (Detached)

$1999999.0
price drop iconPrice 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
42 Photos
Last Updated : 5 Days ago
47 Cathedral Pines Road, Simcoe, ON , MLS #S13767640 , Image - 1

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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
50 Photos
Last Updated : 5 Days ago
44 HIGHLAND Drive, Simcoe, ON , MLS #S14084702 , Image - 1

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44 HIGHLAND Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14084702

Residential Freehold (Detached)

$1599000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to your home in paradise with all the luxurious extras you'd put on your wish-list! Home inspected, thumbs up! This heavenly, one acre parcel
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
16 Photos
Last Updated : 5 Days ago
5609 Line 4 N/A N, Simcoe, ON , MLS #S14144888 , Image - 1

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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
34 Photos
Last Updated : 5 Days ago
2371 Lakeshore Road E, Simcoe, ON , MLS #S13746640 , Image - 1

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2371 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13746640

Residential Freehold (Detached)

$1875000.0
  • 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
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