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Oro-Medonte Real Estate & Houses for Sale - P4

Showing results 91 - 120 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)
28 Photos
Last Updated : 13 Days ago
26 Lakeshore Road W, Simcoe, ON , MLS #S13672062 , Image - 1
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26 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13672062

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 2 Baths
  • 2500-3000 sq-ft
Discover this charming private property (1.4 acre square lot) just steps from Lake Simcoe, nestled in a tranquil opulent area surrounded by luxurious
33 Photos
Last Updated : 13 Days ago
211 Moon Point Drive, Simcoe, ON , MLS #S13873990 , Image - 1

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211 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13873990

Residential Freehold (Detached)

$1099000.0
price drop iconPrice drop by 1.1%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautiful, Bright and Beaming Bungalow Boasts a Bounty of Breathtaking Views from Fifty Feet on Lake Simcoe Waterfront just an hours Jump from Toronto
21 Photos
Last Updated : 13 Days ago
366 10th Line S, Simcoe, ON , MLS #S14112500 , Image - 1

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366 10th Line S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14112500

Residential Freehold (Detached)

$1125000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
CUSTOM-BUILT 2023 RAISED BUNGALOW ON 1.3 PRIVATE ACRES WITH DESIGNER FINISHES, A TRIPLE-CAR GARAGE & AN EXPANSIVE COVERED DECK! Set against the quiet,
10 Photos
Last Updated : 13 Days ago
13 Windfield Drive W, Simcoe, ON , MLS #S13721208 , Image - 1

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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
43 Photos
Last Updated : 13 Days ago
9992 Hwy 12 Highway, Simcoe, ON , MLS #S13513504 , Image - 1

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9992 Hwy 12 Highway Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13513504

Residential Freehold (Detached)

$699900.0
price drop iconPrice drop by 4.8%
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Check out this solid, older 5-bedroom, 3-bathroom home with a double car garage at 9992 Highway 12, just past Warminster and only minutes from Orillia
27 Photos
Last Updated : 13 Days ago
29 Oneida Avenue, Simcoe, ON , MLS #S14103244 , Image - 1

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29 Oneida Avenue Sugarbush, Oro-Medonte, Simcoe, ON MLS® S14103244

Residential Freehold (Detached)

$650000.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set on a spacious property of over half an acre and surrounded by mature trees and greenery, this peaceful s
27 Photos
Last Updated : 15 Days ago
90 Highland Drive, Simcoe, ON , MLS #S14104710 , Image - 1

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Unit-2094-2095, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14104710

Residential Condo & Other (Condo Apartment)

$414750.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Two living spaces. One unique opportunity in Horseshoe Valley. This spacious 2-bedroom, 2-bathroom condo offers a versatile two-residence configuratio
24 Photos
Last Updated : 16 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13519786 , Image - 1

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Unit-2010/2011, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13519786

Residential Condo & Other (Condo Apartment)

$390000.0
price drop iconPrice drop by 6.0%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Improved price! Live, work. play, profit! Welcome to resort style living at Horseshoe. This amazing unit in the Hansom building offers the rare abilit
19 Photos
Last Updated : 16 Days ago
11 Pine Point, Simcoe, ON , MLS #S14093054 , Image - 1

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11 Pine Point Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14093054

Residential Freehold (Detached)

$2599999.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Beautifully designed modern home by Thomas Tampold of Tampold Architects Inc. with interior design by Yorkvi
3 Photos
Last Updated : 16 Days ago
90 Highland Drive, Simcoe, ON , MLS #S14029576 , Image - 1
Unit-2494/95, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14029576

Residential Condo & Other (Condo Apartment)

$559900.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to 90 Highland Dr, Units 2494 & 2495 - a truly unique opportunity in the sought-after Carriage Hills/Horseshoe Valley community of Oro-Medonte
49 Photos
Last Updated : 16 Days ago
1772 10 Line N, Simcoe, ON , MLS #S13765138 , Image - 1

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1772 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13765138

Residential Freehold (Detached)

$1789000.0
price drop iconPrice drop by 5.8%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Privately set on 9+ wooded acres behind a gated entrance, this exceptional Oro-Medonte estate offers a rare combination of refined country living, imp
47 Photos
Last Updated : 16 Days ago
39 Grandview Crescent, Simcoe, ON , MLS #S14107794 , Image - 1

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39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14107794

Residential Freehold (Detached)

$1495000.0
  • 4 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautiful Lake Simcoe waterfront property, featuring a paved driveway, private hedge-lined front yard, two-car garage, and inviting fr
36 Photos
Last Updated : 17 Days ago
15 Radome Drive, Simcoe, ON , MLS #S13687428 , Image - 1

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15 Radome Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13687428

Residential Freehold (Detached)

$1791000.0
price drop iconPrice drop by 10.2%
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
SOME PICTURES ARE VIRTUALLY STAGED FOR ILLUSTRATION PURPOSES ONLY ;;; Welcome to Eagles' Rest Estates-a master-planned Fernbrook Homes community where
11 Photos
Last Updated : 17 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13701426 , Image - 1

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Unit-2296-2297, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13701426

Residential Condo & Other (Condo Apartment)

$415000.0
price drop iconPrice drop by 9.0%
  • 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
35 Photos
Last Updated : 17 Days ago
1998 Old Barrie Road E, Simcoe, ON , MLS #S13544340 , Image - 1

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1998 Old Barrie Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13544340

Residential Freehold (Detached)

$479900.0
price drop iconPrice drop by 26.1%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Renovated Century home on approximately .6 acre lot (approx 150 FT x 175 Ft) . Kitchen has 2 islands and lots of natural light. There are three bedroo
14 Photos
Last Updated : 17 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13739786 , Image - 1

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Unit-2252-2253, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13739786

Residential Condo & Other (Condo Apartment)

$449000.0
price drop iconPrice drop by 18.4%
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to 2252-53 90 Highland Dr in Carriage Hills, Horseshoe Valley-a fully furnished, turnkey four-season condo offering approximately 1,400 sq ft
50 Photos
Last Updated : 18 Days ago
116 Mill Pond Side Road, Simcoe, ON , MLS #S13780894 , Image - 1

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116 Mill Pond Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13780894

Residential Freehold (Detached)

$1799000.0
price drop iconPrice drop by 5.3%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this nature lover's retreat! If you have been searching for a large acreage property in Oro Medonte, look no further. This private and secl
37 Photos
Last Updated : 19 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S14100118 , Image - 1

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Unit-Suite 206, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14100118

Residential Condo & Other (Condo Apartment)

$399900.0
  • 2 Beds
  • 2 Baths
  • 600-699 sq-ft
Welcome to Horseshoe Valley! Whether you're looking for a Year-Round Home or the Perfect Vacation Retreat, this inviting Condo in Copeland House offer
48 Photos
Last Updated : 19 Days ago
7 Clydesdale Court, Simcoe, ON , MLS #S13759756 , Image - 1

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7 Clydesdale Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13759756

Residential Freehold (Detached)

$1625000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Discover Braestone, an exceptional community where neighbours know each other's names and spontaneous gatherings happen often and feel effortless. Su
50 Photos
Last Updated : 19 Days ago
1290 A Line 15 N/A N, Simcoe, ON , MLS #S13739688 , Image - 1

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1290 A Line 15 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13739688

Residential Freehold (Detached)

$2095000.0
  • 2 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to serene Bass Lake living at one of Oro-Medonte's most coveted waterfront locations. Nestled on a beautifully treed lot with direct lake acce
49 Photos
Last Updated : 19 Days ago
93 Moonstone Road E, Simcoe, ON , MLS #S14084226 , Image - 1

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93 Moonstone Road E Moonstone, Oro-Medonte, Simcoe, ON MLS® S14084226

Residential Freehold (Detached)

$1499000.0
  • 3 +2 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Welcome Home To 93 Moonstone Road E in Oro-Medonte. This Fully Custom-Built Bungalow Offers Over 5,000 Sq. Ft. Of Finished Living Space On An Impressi
35 Photos
Last Updated : 19 Days ago
2 Pemberton Lane, Simcoe, ON , MLS #S13795732 , Image - 1

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2 Pemberton Lane Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13795732

Residential Freehold (Detached)

$1824900.0
price drop iconPrice drop by 8.7%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 2 Pemberton Lane - an exceptional private waterfront property just seven minutes from Barrie, on the outskirts of the charming village of S
49 Photos
Last Updated : 20 Days ago
15 Private McKay Drive, Simcoe, ON , MLS #S13623426 , Image - 1

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15 Private McKay Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13623426

Residential Freehold (Detached)

$1485000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to the Highlander at Craighurst Crossing, where timeless modern farmhouse architecture meets exceptional craftsmanship in one of Oro-Medonte's
18 Photos
Last Updated : 20 Days ago
47 Moon Point Drive, Simcoe, ON , MLS #S13690360 , Image - 1

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47 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13690360

Residential Freehold (Detached)

$749000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
The Lot. The Location. The Lake. Prime Lake Simcoe Waterfront On A Sought-After Stretch Of Shoreline, Offering Over 100 Feet Of Pristine Frontage With
50 Photos
Last Updated : 20 Days ago
36 Highland Drive, Simcoe, ON , MLS #S14094654 , Image - 1

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36 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14094654

Residential Freehold (Detached)

$1399900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled in prestigious Horseshoe Valley, this spectacular custom-built bungalow sits on a private, beautifully landscaped 1.73-acre estate surrounded
39 Photos
Last Updated : 20 Days ago
2484 Highway 11 N/A S, Simcoe, ON , MLS #S13801394 , Image - 1

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2484 Highway 11 N/A S Guthrie, Oro-Medonte, Simcoe, ON MLS® S13801394

Residential Freehold (Detached)

$799000.0
  • 2 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
QUICK CLOSING AVAILABLE! LUXURY INSIDE, PARADISE OUTSIDE - THIS ONE WAS MADE TO ENTERTAIN! Live the lifestyle you've been dreaming of in this extraord
20 Photos
Last Updated : 20 Days ago
6 Rosemarie Drive, Simcoe, ON , MLS #S14090756 , Image - 1

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6 Rosemarie Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14090756

Residential Freehold (Detached)

$769900.0
  • 3 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
QUICK CLOSING AVAILABLE! 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
39 Photos
Last Updated : 20 Days ago
17 Bridle Path, Simcoe, ON , MLS #S14093684 , Image - 1

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17 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14093684

Residential Freehold (Detached)

$1199500.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Fall in love with the timeless charm of this stunning home in prestigious Horseshoe Valley Highlands, featur
10 Photos
Last Updated : 20 Days ago
2463 Dunns Line, Simcoe, ON , MLS #S13835938 , Image - 1

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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 property in desirable Oro-Medonte! Offering approximately 500 feet of road frontage, this property pro
26 Photos
Last Updated : 23 Days ago
90 Highland Drive, Simcoe, ON , MLS #S14089680 , Image - 1

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Unit-2286, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14089680

Residential Condo & Other (Condo Townhouse)

$538000.0
  • 2 Beds
  • 2 Baths
  • 1600-1799 sq-ft
Unit 2286 & 2287.... Welcome to 90 Highland Drive, an exceptional investment opportunity located in the picturesque location. This unique condo, compo
Shortlisted Properties
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