Back

Top Areas

Other Areas

DataIntelligence

Sell Your Home

Shortlisted Properties

New Homes
For Sale
For Rent

Danger! Indicates a dangerous or potentially negative action.

No Shortlisted Properties Yet!

Tapicon to shortlist and see them here, Then you’ll be able to comparethem too

Error

Maximum 4 project can be compared at one go.

Oro-Medonte, ON Luxury Homes

Showing results 1 - 30 of 45

With Square Yards Canada, you can find your dream luxury homes for sale in Oro-Medonte. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Oro-Medonte

Last Updated: March 28, 2025

40 Photos

1940 6 Line N, Simcoe, ON , MLS #S12000933 , Image - 1

1940 6 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12000933

Residential Freehold (Detached)

$2,199,900

3 +1 Beds
4 Baths
2500-3000 sq-ft

Lifestyle Meets Luxury! Quality New Custom smart Home With Over 4,100+ Sqft Of Available Living Space. Atop Of 2.5 High And Dry Acres Set Around Pictu

23 Photos

932 15 Line N, Simcoe, ON , MLS #S12035053 , Image - 1

932 15 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12035053

Residential Freehold (Farm)

$5,985,000

4 Beds
2 Baths

98.23 acres of level and open land with significant development potential located close to existing residential & commercial properties, major shoppin

1 Photos

1101 Horseshoe Valley Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S9236543

Commercial (Land)

$5,250,000

The following Pins are being sold as is where is, Pins 74055-0207, 74055-0209, 74055-0118, 74055-0124, 74055-0211, 74055-0206, 74055-0386. Purchaser t

40 Photos

3 Stanley Avenue, Simcoe, ON , MLS #S12014650 , Image - 1

3 Stanley Avenue Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12014650

Residential Freehold (Detached)

$2,699,900

2 +1 Beds
3 Baths
3500-5000 sq-ft

Work, Live, Play A Four-Season Waterfront Retreat! Welcome to 3 Stanley Avenue, a private waterfront sanctuary offering panoramic views of Lake Simco

40 Photos

57A Maplewood Pkwy, Simcoe, Ontario , MLS #S12017672 , Image - 1

57A Maplewood Pkwy Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12017672

Residential (Detached)

$3,250,000

3 +1 Beds
5 Baths
2500-3000 sq-ft

Lake Simcoe Estate Living Home/Cottage. Open-Concept Kitchen, Dining, a massive Great Room area with fireplace, Four Bedrooms (Three with private En-s

21 Photos

143 Bass Line, Simcoe, Ontario , MLS #S11940717 , Image - 1

143 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S11940717

Residential (Detached)

$2,199,900

Price drop by 3.3%

3 +1 Beds
4 Baths

40 Photos

1322 Horseshoe Valley Rd E, Simcoe, Ontario , MLS #S12006976 , Image - 1

1322 Horseshoe Valley Rd E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12006976

Residential (Farm)

$2,199,000

2 +2 Beds
3 Baths
1100-1500 sq-ft

This exceptional 97.85-acre property, located just 15 minutes from Orillia, offers the perfect blend of country living and modern comfort. Nestled in

40 Photos

217 5 Line N, Simcoe, Ontario , MLS #S11970459 , Image - 1

217 5 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11970459

Commercial (Farm)

$2,689,900

Amazing 105.5 acre farm with 18 acres of income generating solar panels in a great location so close to Barrie & only 760 yards to highway 11. There

40 Photos

209 Bay St, Simcoe, Ontario , MLS #S12002759 , Image - 1

209 Bay St Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12002759

Residential (Detached)

$4,999,900

5 Beds
5 Baths

Lakefront Paradise in Shanty Bay! Discover the ultimate waterfront retreat on the serene shores of Lake Simcoe. Tucked away on a peaceful dead-end str

49 Photos

241 Eight Mile Point Road, Simcoe, ON , MLS #40698860 , Image - 1

241 Eight Mile Point Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40698860

Residential (Single Family Residence)

$2,998,000

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

40 Photos

241 Eight Mile Point Rd, Simcoe, Ontario , MLS #S11996710 , Image - 1

241 Eight Mile Point Rd Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11996710

Residential (Detached)

$2,998,000

2 +2 Beds
3 Baths
2000-2500 sq-ft

Stunning Luxury Waterfront Retreat in Carthew Bay. Welcome to your dream home on prestigious Eight Mile Point! This completely turnkey, luxury-remodel

40 Photos

72 Georgian Grande Dr, Simcoe, Ontario , MLS #S11963243 , Image - 1

72 Georgian Grande Dr Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11963243

Residential (Detached)

$2,185,000

4 +2 Beds
6 Baths

Welcome to Braestone, Oro-Medontes premier country estate community, where luxury and an active, farm-to-table lifestyle come together. Nestled on a s

46 Photos

72 Georgian Grande Drive, Simcoe, ON , MLS #S11963236 , Image - 1

72 Georgian Grande Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11963236

Residential Freehold (Detached)

$2,185,000

4 +2 Beds
6 Baths

Welcome to Braestone, Oro-Medontes premier country estate community, where luxury and an active, farm-to-table lifestyle come together. Nestled on a s

44 Photos

217 5 Line N, Simcoe, ON , MLS #40698501 , Image - 1

217 5 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40698501

Farm (Agriculture)

$2,689,900

4 Beds
2 Baths
2200 sq-ft

Amazing 105.5 acre farm with 18 acres of income generating solar panels in a great location so close to Barrie & only 760 yards to highway 11. There i

39 Photos

5 Trafalgar Dr, Simcoe, Ontario , MLS #S9359922 , Image - 1

5 Trafalgar Dr Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9359922

Residential (Detached)

$3,699,999

Price drop by 11.9%

3 +1 Beds
3 Baths

RARE Waterfront offering on coveted Trafalgar Drive In the Shanty Bay cul de sac boasts some of the finest lake views on Kempenfelt Bay/Lake Simcoe!

19 Photos

Lot 39 Friesian Crt, Simcoe, Ontario , MLS #S9296906 , Image - 1

Lot 39 Friesian Crt Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9296906

Residential (Detached)

$2,073,900

3 +1 Beds
4 Baths
2000-2500 sq-ft

Customized builder home under construction. ACT NOW! You still have time to choose all of your interior colours and materials. This home incorporates

9 Photos

2976 Highway 11 Exwy, Simcoe, Ontario , MLS #S9017538 , Image - 1

2976 Highway 11 Exwy Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9017538

Commercial (Sale Of Business)

$6,790,000

Very Rare Opportunity To Own Esso Gas Station + Tim Hortons (Lease) !!! Prime Location On Busy Hwy 11 With High Traffic Flow !!! The Busiest Gas Stati

35 Photos

1614 Ridge Rd E, Simcoe, Ontario , MLS #S6142920 , Image - 1

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

Residential (Multiplex)

$3,299,000

Price 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

1614 Ridge Road E, Simcoe, ON , MLS #S6142848 , Image - 1

1614 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S6142848

Commercial (Investment)

$3,299,000

Price drop by 1.8%

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

3328 4 Line N, Simcoe, Ontario , MLS #S10408643 , Image - 1

3328 4 Line N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S10408643

Residential (Detached)

$2,780,000

4 +1 Beds
3 Baths
3500-5000 sq-ft

Wow! Prestigious horseshoe valley opportunity! Fabulous custom detached two story in the luxury residential area located in the horseshoe valley commu

5 Photos

850 15 Line N, Simcoe, ON , MLS #40698012 , Image - 1

850 15 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40698012

Land (Commercial)

$4,200,000

Discover an exceptional opportunity with 850 Line 15 North, Oro-Medonte. This expansive 99.79-acre property, boasting approximately 45 acres primed fo

4 Photos

850 15 Line N, Simcoe, Ontario , MLS #S11968611 , Image - 1

850 15 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11968611

Commercial (Land)

$4,200,000

Discover an exceptional opportunity with 850 Line 15 North, Oro-Medonte. This expansive 99.79-acre property, boasting approximately 45 acres primed fo

28 Photos

151 Mount Saint Louis Rd E, Simcoe, Ontario , MLS #S11920024 , Image - 1

151 Mount Saint Louis Rd E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11920024

Residential (Detached)

$2,399,000

3 +4 Beds
5 Baths
2000-2500 sq-ft

Top Reasons You Will Love This Home: Indulge in the pinnacle of luxury with this breathtaking executive home. Situated on a sprawling 12-acre estate,

26 Photos

547 Line 11 N, Simcoe, Ontario , MLS #S11908267 , Image - 1

547 Line 11 N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11908267

Residential (Farm)

$2,200,000

2 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Property: 1) Discover the incredible chance to own approximately a 100-acres of farmable land 2) The centrepiece of t

18 Photos

3588 13 Line N, Simcoe, Ontario , MLS #S11950157 , Image - 1

3588 13 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11950157

Residential (Detached)

$2,299,900

6 Beds
4 Baths
5000+ sq-ft

MUST BE SEEN: BRAND NEW CUSTOM BUILD! Exquisite 5500+ square foot luxury modern farmhouse home with panoramic country views. This home is filled with

5 Photos

Pt Lt20 Concession 7 Dr, Simcoe, Ontario , MLS #S4701501 , Image - 1

Pt Lt20 Concession 7 Dr Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S4701501

Residential (Farm)

$10,000,000

Attention Investors And Farmers! This Property Abuts The Lake Simcoe Regional Airport (Airport Allows Small Jets). 137 Acres Of Farm/Vacant Land. Curr

34 Photos

2331 Penetanguishene Road, Simcoe, ON , MLS #S9385578 , Image - 1

2331 Penetanguishene Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9385578

Commercial (Industrial)

$3,999,990

Price drop by 4.8%

2 Baths

Nestled on 22 acres of picturesque land, this property offers an exceptional blend for a balanced live/work lifestyle. With 4 acres ideal for your bus

20 Photos

3588 13 Line N, Simcoe, ON , MLS #40658384 , Image - 1

3588 13 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40658384

Residential (Single Family Residence)

$2,499,900

6 Beds
4 Baths
5500 sq-ft

MUST BE SEEN: BRAND NEW CUSTOM BUILD! Exquisite 5500+ square foot luxury modern farmhouse home with panoramic country views. This home is filled with

18 Photos

LOT 39 Friesian Court, Simcoe, ON , MLS #40639068 , Image - 1

LOT 39 Friesian Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40639068

Residential (Single Family Residence)

$2,073,900

4 Beds
4 Baths
4291 sq-ft

Customized builder home under construction. ACT NOW! You still have time to choose all of your interior colours and materials. This home incorporates

6 Photos

N/A HOLICK Rd, Simcoe, Ontario , MLS #S8165436 , Image - 1

N/A HOLICK Rd Guthrie, Oro-Medonte, Simcoe, ON MLS® S8165436

Commercial (Land)

$4,900,000

General Industrial - Economic Development land located minutes from Barrie, Lake Simcoe Regional Airport, Oro-Station Medical Innovation Park & Oro-St