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Houses for Sale in Oro-Medonte ON Under $5 Million - P3

Showing results 61 - 90 of 156
Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
21 Photos
Last Updated : 73 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
35 Photos
Last Updated : 73 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
Welcome To 'Hawkstone Manor' In Old Charm Historical Hawkestone, Oro-Medonte. First Time Offer For Sale After Completing A Full Preservation Of This U
40 Photos
Last Updated : 73 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 : 73 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 : 73 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 : 73 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
50 Photos
Last Updated : 73 Days ago
901 Woodland Drive, Simcoe, ON , MLS #S12237775 , Image - 1

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901 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12237775

Residential Freehold (Detached)

$1100000.0
price drop iconPrice drop by 8.3%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Stunning waterfront, air conditioned, home with vaulted ceiling on a spacious lot with breathtaking panoramic views! This beautifully finished proper
14 Photos
Last Updated : 73 Days ago
80 Horseshoe Boulevard, Simcoe, ON , MLS #S12148344 , Image - 1

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Unit-403, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12148344

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Breathtaking Views At The Heart of Horseshoe Resort. Ideal For Year Round Residence, Vacation Home Or Option To Be Apart of Resort's Rental Program. B
30 Photos
Last Updated : 73 Days ago
90 Highland Drive, Simcoe, ON , MLS #S12148227 , Image - 1

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Unit-2111/2110, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12148227

Residential Condo & Other (Condo Townhouse)

$599999.0
  • 1 +1 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Escape to this beautifully renovated (2023) forest townhouse, just 15 minutes north of Barrie, offering year-round enjoyment in a serene, nature-fille
6 Photos
Last Updated : 73 Days ago
14 Barbara Avenue, Simcoe, ON , MLS #S12136579 , Image - 1

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14 Barbara Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12136579

Residential Freehold (Vacant Land)

$474000.0
  • < 700 sq-ft
Location, Location, Location With Additional Bonuses / Incentives. Situated centrally between Barrie and Orillia at the bottom of the 7th Line and jus
32 Photos
Last Updated : 73 Days ago
28 Thoroughbred Drive, Simcoe, ON , MLS #S11975303 , Image - 1

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28 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11975303

Residential Freehold (Detached)

$1885000.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Impressive family home on large one acre lot located in BRAESTONE ESTATES, one of Oro-Medonte's most coveted communities. Large lots and modern farmho
44 Photos
Last Updated : 76 Days ago
6 Colborne Street, Simcoe, ON , MLS #S12385361 , Image - 1

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6 Colborne Street Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12385361

Residential Freehold (Detached)

$1695000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Coastal Elegance & Bespoke Luxury. Discover an exquisite Nantucket-inspired masterpiece just steps from Lake Simcoe. Located in the east end, on the B
32 Photos
Last Updated : 76 Days ago
80 HORSESHOE Boulevard, Simcoe, ON , MLS #S12377696 , Image - 1

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Unit-302, 80 HORSESHOE Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12377696

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,
9 Photos
Last Updated : 76 Days ago
39 & 43 Campbell Avenue, Simcoe, ON , MLS #S12367068 , Image - 1

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39 & 43 Campbell Avenue Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12367068

Residential Freehold (Vacant Land)

$250000.0
Build Your Dream Escape - Prime Land Just Steps to Lake Simcoe! Discover the perfect canvas for your cabin or cottage retreat on this 1-acre treed par
1 Photos
Last Updated : 76 Days ago
6 Dorothys Drive, Simcoe, ON
6 Dorothys Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12363396

Residential Freehold (Detached)

$1689000.0
  • 4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Stunning 4-year-old home built on 100 ft. wide lot offers space, modern design and functionality. Perfectly situated just two streets away from Lake S
5 Photos
Last Updated : 76 Days ago
712 Mt St Louis Road W, Simcoe, ON , MLS #S12338926 , Image - 1
Unit-Part 1, 712 Mt St Louis Road W Moonstone, Oro-Medonte, Simcoe, ON MLS® S12338926

Residential Freehold (Vacant Land)

$449000.0
  • < 700 sq-ft
Beautiful building lot. Border of trees around the property for privacy. Almost 1 Acre of sandy soil, great soil to build on. Services required natura
45 Photos
Last Updated : 137 Days ago
10 Georgian Grande Drive, Simcoe, ON , MLS #40705579 , Image - 1

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10 Georgian Grande Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40705579

Residential (Single Family Residence)

$1745000
price drop iconPrice drop by 2.5%
  • 5 Beds
  • 5 Baths
  • 3785 sq-ft
Surrounded by the beautiful scenery of Oro-Medonte, welcome to 10 Georgian Grande Dr. in the highly sought-after community of Braestone. Summer is her
47 Photos
Last Updated : 137 Days ago
241 Eight Mile Point Road, Simcoe, ON , MLS #40736749 , Image - 1

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241 Eight Mile Point Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40736749

Residential (Single Family Residence)

$2749900
price drop iconPrice drop by 5.1%
  • 4 Beds
  • 3 Baths
  • 2170 sq-ft
Stunning Luxury Waterfront Retreat in Carthew BayWelcome to your dream home on prestigious Eight Mile Point! This completely turnkey, luxury-remodeled
28 Photos
Last Updated : 138 Days ago
769 Woodland Drive, Simcoe, ON , MLS #40724710 , Image - 1

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769 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40724710

Residential (Single Family Residence)

$1064900
price drop iconPrice drop by 7.3%
  • 3 Beds
  • 1 Baths
  • 1278 sq-ft
Bay location on the shores of Lake Simcoe with 68 feet of level lakefront* Pebble beach with crystal-clear water walking in to hard sand. This fully w
50 Photos
Last Updated : 138 Days ago
558 Line 1 S, Simcoe, ON , MLS #40745353 , Image - 1

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558 Line 1 S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40745353

Residential (Single Family Residence)

$950000
  • 3 Beds
  • 2 Baths
  • 2377 sq-ft
Welcome to this charming side split in beautiful Shanty Bay, just down the road from Heritage Hills Golf Club. This home is on a large lot with sweepi
46 Photos
Last Updated : 138 Days ago
953 Ridge Road W, Simcoe, ON , MLS #40752610 , Image - 1

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953 Ridge Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40752610

Residential (Single Family Residence)

$849900
  • 4 Beds
  • 2 Baths
  • 3363.77 sq-ft
Welcome to 953 Ridge Rd W, a truly fabulous unique property & real estate opportunity in Oro Station. This gem spans nearly two acres (1.89) offering
50 Photos
Last Updated : 139 Days ago
158 Moonstone Road East, Simcoe, ON , MLS #40751295 , Image - 1

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158 Moonstone Road East Moonstone, Oro-Medonte, Simcoe, ON MLS® 40751295

Residential (Single Family Residence)

$979900
  • 5 Beds
  • 3 Baths
  • 2628 sq-ft
Welcome to this well-loved raised bungalow, constructed in 2016 and nestled in the peaceful, semi-rural community of Moonstone. Just minutes from the
50 Photos
Last Updated : 139 Days ago
118 Highland Drive, Simcoe, ON , MLS #40730425 , Image - 1

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118 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40730425

Residential (Single Family Residence)

$1299000
price drop iconPrice drop by 7.1%
  • 3 Beds
  • 4 Baths
  • 3712 sq-ft
Welcome to 118 Highland Drive, Oro-Medonte. Discover the charm and craftsmanship of this stunning log home in the heart of Horseshoe Valley. Featured
23 Photos
Last Updated : 140 Days ago
20 Cathedral Pines Road, Simcoe, ON , MLS #40752351 , Image - 1

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20 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40752351

Residential (Single Family Residence)

$849000
  • 3 Beds
  • 2 Baths
  • 2056 sq-ft
DESIGNED FOR RELAXATION, SURROUNDED BY NATURE, ELEVATED BY LUXURY - CHALET-STYLE ESCAPE IN THE HEART OF HORSESHOE VALLEY! Welcome to chalet-style livi
39 Photos
Last Updated : 140 Days ago
102 Tudhope Boulevard, Simcoe, ON , MLS #40752635 , Image - 1

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102 Tudhope Boulevard Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40752635

Residential (Single Family Residence)

$1079900
  • 3 Beds
  • 4 Baths
  • 2544 sq-ft
PRIVATE 1.7 ACRE RETREAT WITH A HOT TUB, BARN, FINISHED BASEMENT & ROOM TO ROAM! If your dream home includes acreage with exceptional privacy, your ow
34 Photos
Last Updated : 140 Days ago
11 Emerald Terrace, Simcoe, ON , MLS #40742808 , Image - 1

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11 Emerald Terrace Sugarbush, Oro-Medonte, Simcoe, ON MLS® 40742808

Residential (Single Family Residence)

$1699900
  • 5 Beds
  • 4 Baths
  • 5101 sq-ft
UPGRADES GALORE IN THIS 5100 SQFT LUXURY BUNGALOW WITH A TRIPLE CAR GARAGE, IN LAW POTENTIAL & THEATRE ROOM SURROUNDED BY MATURE TREES IN MAPLEWOOD ES
33 Photos
Last Updated : 141 Days ago
11 Oakmont Avenue, Simcoe, ON , MLS #40723928 , Image - 1

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11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40723928

Residential (Single Family Residence)

$899000
  • 5 Beds
  • 4 Baths
  • 1854 sq-ft
Stunning home in Horseshoe Valley. Unique features make this one stand out. Lower level has a separate private entrance from garage to a 2 bedroom stu
30 Photos
Last Updated : 141 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #40739202 , Image - 1

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Unit-216, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40739202

Residential (Condo/Apartment Unit)

$389000
  • 1 Beds
  • 1 Baths
  • 685 sq-ft
Great location in the heart of Horseshoe Valley. Front balcony with a great view of Horseshoe Ski Hill, across the street, close proximity to Heights.
5 Photos
Last Updated : 141 Days ago
PART 1 - 712 Mt St Louis Road W, Simcoe, ON , MLS #40710868 , Image - 1
PART 1 - 712 Mt St Louis Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40710868

Land (Residential)

$459000
Beautiful building lot. Border of trees around the property for privacy. Almost 1 Acre of sandy soil, great soil to build on. Services required natura
47 Photos
Last Updated : 141 Days ago
403 Moonstone Road E, Simcoe, ON , MLS #40748154 , Image - 1

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403 Moonstone Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40748154

Residential (Single Family Residence)

$1345000
  • 3 Beds
  • 4 Baths
  • 2554 sq-ft
Set on a picturesque 7.7-acre lot at the edge of Moonstone, this updated Cape Cod-style home blends charm, space, and versatility. With 3 bedrooms, 4
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