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Oro-Medonte Real Estate & Houses for Sale - P7

Showing results 181 - 210 of 248
Last Updated: August 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
32 Photos
Last Updated : 38 Days ago
80 HORSESHOE Boulevard, Simcoe, ON , MLS #S13517812 , Image - 1
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Unit-302, 80 HORSESHOE Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13517812

Residential Condo & Other (Condo Apartment)

$500000.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Year-Round Adventure Meets Modern Comfort in Horseshoe Valley! Discover the ultimate blend of relaxation and recreation in this beautifully appointed,
49 Photos
Last Updated : 38 Days ago
1 GALRICH Court, Simcoe, ON , MLS #S13516320 , Image - 1

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1 GALRICH Court Warminster, Oro-Medonte, Simcoe, ON MLS® S13516320

Residential Freehold (Detached)

$1299999.0
  • 3 +0 Beds
  • 4 Baths
  • 1500-2000 sq-ft
STUNNING CUSTOM BUILT FORMER MODEL HOME ON A BEAUTIFUL LANDSCAPED .87 ACRE LOT IN DESIRABLE PINE MEADOWS ESTATE! PRIDE OF OWNERSHIP FOR THIS RANCH BU
16 Photos
Last Updated : 39 Days ago
15 Poplar Crescent, Simcoe, ON , MLS #S13492006 , Image - 1

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15 Poplar Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13492006

Residential Freehold (Detached)

$599000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Exceptional opportunity in a sought-after location on an impressive 100 x 180 ft lot! Enjoy deeded access to Lake Simcoe, including a boat launch and
50 Photos
Last Updated : 39 Days ago
2683 Lakeshore Road E, Simcoe, ON , MLS #S13137936 , Image - 1

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2683 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13137936

Residential Freehold (Detached)

$2100000.0
  • 1 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to your private lakeside retreat on the serene shores of Carthew Bay. Perfectly positioned to capture Muskoka-like views, this exceptional wat
11 Photos
Last Updated : 39 Days ago
21 Pemberton Lane, Simcoe, ON , MLS #S13502654 , Image - 1

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21 Pemberton Lane Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13502654

Residential Freehold (Other)

$24000000.0
  • 5000 + sq-ft
* APPROVED REDEVELOPMENT *WATERFRONT*EQUESTRIAN Set Within The Coveted Stretch Known As Millionaires Row. Unlock The Full Potential Of Casa Lago Estat
21 Photos
Last Updated : 40 Days ago
Lt 221 Friesian Court, Simcoe, ON , MLS #S13508968 , Image - 1

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Lt 221 Friesian Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13508968

Residential Freehold (Detached)

$1709000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
DON'T MISS THE OPPORTUNITY to build your dream home in Oro-Medonte. Just seven premium estate lots remain in Braestone Estates, the award-winning comm
40 Photos
Last Updated : 40 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 : 41 Days ago
3514 PENETANGUISHENE Road, Simcoe, ON , MLS #S13146568 , Image - 1

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3514 PENETANGUISHENE Road Craighurst, Oro-Medonte, Simcoe, ON MLS® S13146568

Residential Freehold (Detached)

$769900.0
price drop iconPrice drop by 5.0%
  • 1 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 3514 Penetanguishene Rd in Oro-Medonte. This well-maintained bungalow blends comfort and style, set on nearly an acre of land with no devel
42 Photos
Last Updated : 41 Days ago
47 Cathedral Pines Road, Simcoe, ON , MLS #S13249470 , Image - 1

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47 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13249470

Residential Freehold (Detached)

$774900.0
price drop iconPrice drop by 3.0%
  • 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 : 42 Days ago
23 Country Club Lane, Simcoe, ON , MLS #S13020196 , Image - 1

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23 Country Club Lane Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13020196

Residential Freehold (Detached)

$1178000.0
price drop iconPrice drop by 0.8%
  • 1 +3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Exceptional home backing onto a prestigious golf course and cross-country ski trails, offering a unique year-round lifestyle. Extensively renovated wi
35 Photos
Last Updated : 44 Days ago
1614 Ridge Road E, Simcoe, ON , MLS #S6142920 , Image - 1

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1614 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S6142920

Residential Freehold (Multiplex)

$3299000.0
price drop iconPrice drop by 1.8%
  • 6 Beds
  • 5 Baths
  • 5000 + sq-ft
Welcome To 'Hawkstone Manor' In Old Charm Historical Hawkestone, Oro-Medonte. First Time Offer For Sale After Completing A Full Preservation Of This U
14 Photos
Last Updated : 45 Days ago
593 Lakeshore Road E, Simcoe, ON , MLS #S13496680 , Image - 1

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593 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13496680

Residential Freehold (Vacant Land)

$320000.0
Rare opportunity to own a large corner lot at 593 Lakeshore Road East in beautiful Oro-Medonte, ideally positioned near Lake Simcoe and surrounded by
42 Photos
Last Updated : 45 Days ago
8 Morgan Drive, Simcoe, ON , MLS #S13493248 , Image - 1

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8 Morgan Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13493248

Residential Freehold (Detached)

$1699900.0
  • 3 Beds
  • 5 Baths
  • 3500-5000 sq-ft
PRICE IMPROVEMENT - Exceptional Value in Braestone! Welcome to 8 Morgan Drive, a stunning custom-built home in the highly sought-after Braestone commu
50 Photos
Last Updated : 45 Days ago
11 Snowshoe Trail, Simcoe, ON , MLS #S13492868 , Image - 1

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11 Snowshoe Trail Moonstone, Oro-Medonte, Simcoe, ON MLS® S13492868

Residential Freehold (Detached)

$1125000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set on a spectacular half-acre treed lot, this property offers exceptional privacy and tranquility with towe
44 Photos
Last Updated : 47 Days ago
16 Oakmont Avenue, Simcoe, ON , MLS #S13485848 , Image - 1

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16 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13485848

Residential Freehold (Detached)

$929900.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Fully Renovated From Top To Bottom In The Heart Of Horseshoe Valley! This Turnkey Home Features New Hardwood Flooring, Designer Lighting, Custom Featu
7 Photos
Last Updated : 47 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13485084 , Image - 1

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Unit-35, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13485084

Residential Condo & Other (Condo Apartment)

$599000.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to 90 Highland Dr #2334/2335 - a well-maintained 1,400 sq ft property offering excellent flexibility and income potential. Only one hour north
50 Photos
Last Updated : 48 Days ago
8 Forest Heights Court, Simcoe, ON , MLS #S13481446 , Image - 1

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8 Forest Heights Court Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13481446

Residential Freehold (Detached)

$1499000.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Exceptional Luxury Value! Experience refined Luxury in this Stunning Executive Residence offering over 3,550 sq. ft. of thoughtfully designed, open-co
18 Photos
Last Updated : 48 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13480864 , Image - 1

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Unit-108, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13480864

Residential Condo & Other (Condo Townhouse)

$319999.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to easy living in the heart of Horseshoe Valley. This main floor walk-in unit with no stairs offers an ideal opportunity for retirees, first-t
49 Photos
Last Updated : 48 Days ago
46 Huronwoods Drive, Simcoe, ON , MLS #S13479628 , Image - 1

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46 Huronwoods Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13479628

Residential Freehold (Detached)

$799900.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Impeccably maintained chalet established within the forested Sugarbush community, thoughtfully cared for fro
41 Photos
Last Updated : 48 Days ago
19 Cheslock Crescent, Simcoe, ON , MLS #S12968152 , Image - 1

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19 Cheslock Crescent Warminster, Oro-Medonte, Simcoe, ON MLS® S12968152

Residential Freehold (Detached)

$1359000.0
price drop iconPrice drop by 6.9%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 19 Cheslock Crescent. This 5 year old bungalow located in the Kayley Estates in the quaint and safe community of Warminster is situated on
50 Photos
Last Updated : 49 Days ago
11 Caldwell Drive, Simcoe, ON , MLS #S13475136 , Image - 1

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11 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13475136

Residential Freehold (Detached)

$1799900.0
  • 5 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Brand new custom-built bungalow with 5,000 Sqft + living space offering elevated luxury, exceptional craftsmanship, and ultimate comfort on a sprawlin
8 Photos
Last Updated : 49 Days ago
71 Lakeshore Road E, Simcoe, ON , MLS #S13460548 , Image - 1

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71 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13460548

Residential Freehold (Detached)

$575000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome To Your Perfect Fresh Start In Beautiful Oro-Medonte. This Fully Renovated, Move-In-Ready Home Offers Exceptional Value For First-Time Buyers,
47 Photos
Last Updated : 52 Days ago
39 Grandview Crescent, Simcoe, ON , MLS #S13458116 , Image - 1

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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
25 Photos
Last Updated : 52 Days ago
17 Stanley Avenue, Simcoe, ON , MLS #S13433188 , Image - 1

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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
50 Photos
Last Updated : 52 Days ago
3 Nordic Trail, Simcoe, ON , MLS #S13465652 , Image - 1

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3 Nordic Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13465652

Residential Freehold (Detached)

$1362000.0
  • 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
25 Photos
Last Updated : 52 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13148776 , Image - 1

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

Residential Condo & Other (Condo Townhouse)

$319900.0
price drop iconPrice 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
14 Photos
Last Updated : 52 Days ago
33 Fifth Line S, Simcoe, ON , MLS #S13467206 , Image - 1

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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
12 Photos
Last Updated : 54 Days ago
22 Aldwinckle Avenue, Simcoe, ON , MLS #S13246432 , Image - 1

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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
39 Photos
Last Updated : 54 Days ago
57 Highland Drive, Simcoe, ON , MLS #S13219996 , Image - 1

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

Residential Freehold (Detached)

$1150000.0
price drop iconPrice 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
34 Photos
Last Updated : 55 Days ago
1 Pine Spring Road, Simcoe, ON , MLS #S13448576 , Image - 1

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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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