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Houses for Sale in Rural Oro-Medonte Oro-Medonte Under $10 Million - P2

Showing results 31 - 60 of 95
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
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,
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
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
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
45 Photos
Last Updated : 138 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 : 138 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 : 139 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 : 139 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
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
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
23 Photos
Last Updated : 142 Days ago
1601 Penetanguishene Road, Simcoe, ON , MLS #40740637 , Image - 1

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1601 Penetanguishene Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40740637

Residential (Single Family Residence)

$699900
  • 3 Beds
  • 1 Baths
  • 1698 sq-ft
CHARMING COUNTRY HOME ON HALF AN ACRE WITH A STAYCATION-WORTHY BACKYARD! Looking for a home that’s got big country energy and a backyard that basicall
49 Photos
Last Updated : 142 Days ago
4 Clydesdale Court, Simcoe, ON , MLS #40745451 , Image - 1

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4 Clydesdale Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40745451

Residential (Single Family Residence)

$1799900
  • 4 Beds
  • 5 Baths
  • 3665 sq-ft
One-of-a-Kind in Braestone Estate Home with a Legal Coach Apartment! Welcome to 4 Clydesdale Court, a custom-designed estate-style home perfectly posi
50 Photos
Last Updated : 142 Days ago
6 Petherwin Place, Simcoe, ON , MLS #40746181 , Image - 1

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6 Petherwin Place Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40746181

Residential (Single Family Residence)

$1375000
  • 3 Beds
  • 3 Baths
  • 2800 sq-ft
WATERFRONT (137 feet)!!! Welcome to your dream retreat at 6 Petherwin Place, nestled on the serene shores of Bass Lake! This stunning 3-bedroom, 3-bat
47 Photos
Last Updated : 143 Days ago
13 Georgina Drive, Simcoe, ON , MLS #40738386 , Image - 1

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13 Georgina Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40738386

Residential (Single Family Residence)

$4500000
  • 3 Beds
  • 4 Baths
  • 3620 sq-ft
Exceptional Shoreline. Prestigious Location. Welcome to 13 Georgina Drive — a rare opportunity to own one of the most coveted lakefront properties on
36 Photos
Last Updated : 144 Days ago
1 Greenwood Forest Road, Simcoe, ON , MLS #40736004 , Image - 1

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1 Greenwood Forest Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40736004

Residential (Single Family Residence)

$1149000
price drop iconPrice drop by 11.2%
  • 3 Beds
  • 1 Baths
  • 954 sq-ft
Discover the charm of lakeside living at 1 Greenwood Forest Road in Oro-Medonte. This lovingly maintained, four-season cottage offers a peaceful retre
28 Photos
Last Updated : 144 Days ago
5305 Line 7 North, Simcoe, ON , MLS #40750902 , Image - 1

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5305 Line 7 North Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40750902

Residential (Single Family Residence)

$964900
  • 3 Beds
  • 3 Baths
  • 2596 sq-ft
Welcome to this beautifully appointed custom built 3-bedroom bungalow set on over 1.5 acres of private, forested land where peace, privacy, and stunni
44 Photos
Last Updated : 145 Days ago
1390 Warminster Sideroad, Simcoe, ON , MLS #40645210 , Image - 1

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1390 Warminster Sideroad Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40645210

Residential (Single Family Residence)

$1785000
price drop iconPrice drop by 20.7%
  • 3 Beds
  • 3 Baths
  • 2274 sq-ft
Act now to own this secluded 40-acre property located in the hills of Oro-Medonte Township between Orillia and Barrie. This property is ideal as an eq
32 Photos
Last Updated : 145 Days ago
23 Owen Road, Simcoe, ON , MLS #40748945 , Image - 1

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23 Owen Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40748945

Residential (Single Family Residence)

$619900
  • 2 Beds
  • 1 Baths
  • 1181 sq-ft
*OVERVIEW* Charming Bungalow Located In A Great Neighbourhood of Oro-Medonte. Just Minutes To Barrie or Orillia and Only a 200 meter Walk To Lake Simc
30 Photos
Last Updated : 145 Days ago
33 Springhome Road, Simcoe, ON , MLS #40748791 , Image - 1

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33 Springhome Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40748791

Residential (Single Family Residence)

$1399900
  • 3 Beds
  • 3 Baths
  • 3572 sq-ft
ALL BRICK BUNGALOW WITH OVER 3,500 SQ FT ON 1.3 ACRES WITH A TRIPLE GARAGE, FINISHED WALKOUT BASEMENT & UPGRADES GALORE JUST STEPS FROM LAKE SIMCOE! T
24 Photos
Last Updated : 145 Days ago
5767 Line 3 North, Simcoe, ON , MLS #40750002 , Image - 1

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5767 Line 3 North Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40750002

Residential (Single Family Residence)

$849900
  • 3 Beds
  • 3 Baths
  • 2149 sq-ft
ESCAPE TO NATURE WITH THIS CHARMING BUNGALOW ON A ONE-ACRE LOT WITH A HEATED DETACHED DOUBLE CAR GARAGE! In the peaceful community of Moonstone, this
49 Photos
Last Updated : 146 Days ago
2020 5 Line N, Simcoe, ON , MLS #40726170 , Image - 1

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2020 5 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40726170

Residential (Single Family Residence)

$1999900
price drop iconPrice drop by 9.1%
  • 5 Beds
  • 3 Baths
  • 1950 sq-ft
Welcome to 2020 5th Line North in beautiful Oro-medonte a rare opportunity to enjoy the peace and privacy of country living on a spacious 1.377-acre
28 Photos
Last Updated : 146 Days ago
285 Warminster Sideroad, Simcoe, ON , MLS #40750122 , Image - 1

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285 Warminster Sideroad Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40750122

Residential (Single Family Residence)

$999999
  • 4 Beds
  • 3 Baths
  • 2437 sq-ft
2.7-ACRE PRIVATE RETREAT WITH A POOL, HOT TUB, FULLY RENOVATED INTERIOR & MAJOR UPDATES COMPLETE! Immerse yourself in the tranquillity of this 2.7-acr
39 Photos
Last Updated : 146 Days ago
10195 Hwy 12 West, Simcoe, ON , MLS #40749030 , Image - 1

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10195 Hwy 12 West Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40749030

Residential (Single Family Residence)

$2499900
  • 3 Beds
  • 3 Baths
  • 2112 sq-ft
A TRUE LIVE-WORK PROPERTY WITH A RETAIL STORE, OFFICE, MULTIPLE OUTBUILDINGS & OVER 95 ACRES TO GROW YOUR VISION! This picture-worthy property looks l
39 Photos
Last Updated : 146 Days ago
10195 Hwy 12 West, Simcoe, ON , MLS #40748989 , Image - 1

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Unit-C, 10195 Hwy 12 West Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40748989

Farm (Agriculture)

$3399900
  • 3 Beds
  • 3 Baths
  • 2112 sq-ft
ONLINE BUSINESS, HIGH-VISIBILITY LOCATION, RETAIL STORE, MULTIPLE OUTBUILDINGS & A CHARACTER-FILLED HOME! A once-in-a-lifetime chance to own a thrivin
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