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Houses for Sale in Oro-Medonte ON Under $5 Million - P6

Showing results 151 - 180 of 250
Last Updated: August 16, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 26 Days ago
4 Diamond Valley Drive, Simcoe, ON , MLS #S13467394 , Image - 1
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4 Diamond Valley Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13467394

Residential Freehold (Detached)

$1190000.0
price drop iconPrice drop by 7.8%
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set against a stunning forested landscape, this exclusive Maplewood Estates model home in Sugar Bush offers
15 Photos
Last Updated : 27 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13075968 , Image - 1

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Unit-2074, 90 Highland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13075968

Residential Condo & Other (Condo Apartment)

$396000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome To 90 Highland Drive In Horseshoe Valley, Less Than 30 MinAtes Drive From Barrie. ThisIs aFTurnkey Resort-Style Property Offering Both Lifesty
11 Photos
Last Updated : 27 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13158842 , Image - 1

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Unit-2296-2297, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13158842

Residential Condo & Other (Condo Apartment)

$466900.0
price drop iconPrice drop by 7.4%
  • 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
50 Photos
Last Updated : 27 Days ago
800 Mount St. Louis Road W, Simcoe, ON , MLS #S13584382 , Image - 1

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800 Mount St. Louis Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13584382

Residential Freehold (Detached)

$1149900.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nestled on nearly 4-acres of complete privacy surrounded by mature trees and picturesque views, delivering t
43 Photos
Last Updated : 27 Days ago
3 Best Court, Simcoe, ON , MLS #S13075288 , Image - 1

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3 Best Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13075288

Residential Freehold (Detached)

$1599000.0
price drop iconPrice drop by 5.9%
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to the very best of country living, just minutes from Barrie! Here's your chance to own this gorgeous custom-built home in the upscale Whisper
40 Photos
Last Updated : 27 Days ago
3 Best Court, Simcoe, ON , MLS #S13076818 , Image - 1

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3 Best Court Edgar, Oro-Medonte, Simcoe, ON MLS® S13076818

Residential Freehold (Detached)

$1599000.0
price drop iconPrice drop by 5.9%
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to the very best of country living, just minutes from Barrie! Here's your chance to own this gorgeous custom-built home in the upscale Whisper
43 Photos
Last Updated : 27 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)

$734900.0
  • 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
46 Photos
Last Updated : 27 Days ago
1174 15 Line N, Simcoe, ON , MLS #S13151618 , Image - 1

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1174 15 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13151618

Residential Freehold (Detached)

$1299900.0
price drop iconPrice drop by 10.3%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Rare opportunity to own a west facing, waterfront home on sought-after Bass Lake. Situated on a generous lot with 40 ft of sandy shoreline, this prope
40 Photos
Last Updated : 29 Days ago
129 Bass Line, Simcoe, ON , MLS #S13207170 , Image - 1

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129 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S13207170

Residential Freehold (Detached)

$1630000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome home to 129 Bass Line - where serene luxury and family comfort seamlessly blend. Set on nearly 1.8 lush acres, this spacious 5-bedroom, 3-bath
5 Photos
Last Updated : 29 Days ago
21 Pearsall Place, Simcoe, ON , MLS #S13543674 , Image - 1
21 Pearsall Place Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13543674

Residential Freehold (Detached)

$1594400.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Discover exceptional luxury living in the highly sought-after, sold-out Eagles' Rest Estates in Oro-Medonte. Situated on a premium 75-foot estate lot,
46 Photos
Last Updated : 30 Days ago
16 Landscape Drive, Simcoe, ON , MLS #S13577476 , Image - 1

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16 Landscape Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13577476

Residential Freehold (Detached)

$849900.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Stunning sunlit bungalow backing onto lush greenspace with no neighbours behind, offering exceptional privac
48 Photos
Last Updated : 30 Days ago
57 Alpine Drive, Simcoe, ON , MLS #S13576842 , Image - 1

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57 Alpine Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13576842

Residential Freehold (Detached)

$2385000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this stunning, new estate bungalow located in a quiet community just 5 minutes from a 36 slope ski resort and snowmobile trails. With quick
25 Photos
Last Updated : 30 Days ago
19 Maple Crescent, Simcoe, ON , MLS #S13526246 , Image - 1

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19 Maple Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13526246

Residential Freehold (Modular Home)

$549900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Enjoy relaxed adult living in Big Cedar Estates, a welcoming community less than ten minutes to Orillia. This well-maintained Royal Home model offers
17 Photos
Last Updated : 31 Days ago
PT LT 40 Horseshoe Valley Road W, Simcoe, ON , MLS #S13573660 , Image - 1

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PT LT 40 Horseshoe Valley Road W Craighurst, Oro-Medonte, Simcoe, ON MLS® S13573660

Residential Freehold (Vacant Land)

$729900.0
Top 5 Reasons You Will Love This Property: 1) Extraordinary 27-acres parcel with nearly 2,000 feet of road frontage offering incredible potential, whe
50 Photos
Last Updated : 31 Days ago
23 ALGONQUIN Trail, Simcoe, ON , MLS #S13570154 , Image - 1

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23 ALGONQUIN Trail Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13570154

Residential Freehold (Detached)

$999999.0
  • 5 +0 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 23 Algonquin Trail in the sought-after Sugarbush community of Oro-Medonte. Nestled on a private, treed lot on a quiet dead-end court, this
44 Photos
Last Updated : 31 Days ago
126 Brambel Road, Simcoe, ON , MLS #S13536646 , Image - 1

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126 Brambel Road Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13536646

Residential Freehold (Detached)

$1500000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled at the very end of a quiet, prestigious dead end street, this private woodland retreat on Brambel Road offers the best of both worlds: a seren
6 Photos
Last Updated : 31 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13234932 , Image - 1

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Unit-309, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13234932

Residential Condo & Other (Condo Apartment)

$364999.0
price drop iconPrice drop by 2.7%
  • 2 Beds
  • 1 Baths
  • 1200-1399 sq-ft
A Place To Get Away Or Stay. Welcome To The Heart Of Horseshoe Valley, Where Four-Season Recreation, Natural Beauty, And Resort-Style Amenities Come
49 Photos
Last Updated : 31 Days ago
9 Barrie Terrace, Simcoe, ON , MLS #S13537858 , Image - 1

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9 Barrie Terrace Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13537858

Residential Freehold (Detached)

$3699900.0
  • 1 +3 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to one of Barrie's most exceptional waterfront offerings. Nestled along the shores of Kempenfelt Bay on one of the city's most coveted streets
38 Photos
Last Updated : 32 Days ago
24 Northland Court, Simcoe, ON , MLS #S13551658 , Image - 1

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24 Northland Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13551658

Residential Freehold (Detached)

$1399999.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 24 Northland Court, an exceptional two-storey home nestled on a quiet court in the highly sought-after Craighurst Crossing community of Oro
50 Photos
Last Updated : 33 Days ago
31 Grandview Crescent, Simcoe, ON , MLS #S13562762 , Image - 1

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31 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13562762

Residential Freehold (Detached)

$1949000.0
  • 5 +1 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Experience exceptional waterfront living in this beautifully updated home in a prime location of Oro-Medonte, offering panoramic lake views from almos
32 Photos
Last Updated : 34 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S13557582 , Image - 1

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Unit-107, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13557582

Residential Condo & Other (Condo Apartment)

$431000.0
  • 1 +1 Beds
  • 2 Baths
  • 700-799 sq-ft
Rarely offered ground floor Mountain View suite in sought-after Copeland House at Horseshoe Resort offering the ultimate four-season lifestyle. This d
40 Photos
Last Updated : 34 Days ago
63 Scarlett Line, Simcoe, ON , MLS #S13459306 , Image - 1

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63 Scarlett Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13459306

Residential Freehold (Detached)

$699900.0
price drop iconPrice drop by 4.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Incredible equity-building opportunity on a private, treed 2.66-acre lot (145' x 800') in desirable Hillsdale! Located just 10 minutes from Barrie wit
32 Photos
Last Updated : 34 Days ago
1644 Ridge Road E, Simcoe, ON , MLS #S13552286 , Image - 1

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1644 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13552286

Residential Freehold (Detached)

$789888.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Imagine Coming Home To A Peaceful Country Setting Where Mature Trees Surround You, Neighbours Still Wave As They Pass By, And Life Moves At A More Com
46 Photos
Last Updated : 35 Days ago
657 13th Line S, Simcoe, ON , MLS #S13546040 , Image - 1

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657 13th Line S Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13546040

Residential Freehold (Detached)

$1175000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
This stunning, bright and spacious home has been fully refinished top to bottom! Sitting on a private treed property of just under an acre in the comm
6 Photos
Last Updated : 36 Days ago
1644 Ridge Road E, Simcoe, ON , MLS #S13552314 , Image - 1

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Unit-Vacant Land, 1644 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13552314

Residential Freehold (Vacant Land)

$279888.0
This Is A Rare Opportunity To Design A Custom Home That Reflects Your Vision And Lifestyle On A Beautiful 1.06-Acre Treed Building Lot In The Welcomi
37 Photos
Last Updated : 36 Days ago
11 Oakmont Avenue, Simcoe, ON , MLS #S13475644 , Image - 1

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11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13475644

Residential Freehold (Detached)

$829000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
MULTI-GENERATIONAL LIVING MEETS FOUR-SEASON HORSESHOE VALLEY ADVENTURE! Nearly 2,500 finished sq. ft. is only the beginning, with a finished lower lev
18 Photos
Last Updated : 37 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13550534 , Image - 1

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Unit-2120, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13550534

Residential Condo & Other (Condo Townhouse)

$550000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to beautiful Highland Estates! This fully furnished 2-bedroom, 2-bathroom home is located in a family friendly, resort style neighbourhood and
21 Photos
Last Updated : 37 Days ago
143 Bass Line, Simcoe, ON , MLS #S12482625 , Image - 1

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143 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12482625

Residential Freehold (Detached)

$1599900.0
price drop iconPrice drop by 20.0%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This custom-built bungalow sits on a private 1-acre lot within walking distance to Bass Lake. The home has great curb appeal with stone and siding fin
50 Photos
Last Updated : 38 Days ago
12 Mariposa Crescent, Simcoe, ON , MLS #S13543306 , Image - 1

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12 Mariposa Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13543306

Residential Freehold (Detached)

$995000.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Ideally located just minutes from the shores of Lake Simcoe, this exceptional raised bungalow is situated on a beautifully private, fully fenced 100 f
50 Photos
Last Updated : 38 Days ago
10 Springhome Road, Simcoe, ON , MLS #S13449076 , Image - 1

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10 Springhome Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13449076

Residential Freehold (Detached)

$899000.0
price drop iconPrice drop by 9.6%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Come & enjoy this fantastic home in a great area. Close to Lake Simcoe, the public boat launch, & the benefits of the life stye this area provides. Th
Shortlisted Properties
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