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Simcoe, ON Luxury Homes - P5

Showing results 121 - 150 of 506

Last Updated: January 11, 2025

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)

$3699999.0

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!

32 Photos

7 Meadowlark Way, Simcoe, Ontario , MLS #S11895033 , Image - 1

7 Meadowlark Way Collingwood, Simcoe, ON MLS® S11895033

Residential (Detached)

$3900000.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

MODERN, ORGANIC & TIMELESS CUSTOM-BUILT BUNGALOW FEATURING NEARLY 6000 SQFT OF COMFORT-DRIVEN LIVING SPACE! Located in the equally coveted and conveni

40 Photos

2991 Concession Rd 4 N, Simcoe, Ontario , MLS #N11896046 , Image - 1

2991 Concession Rd 4 N Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N11896046

Residential (Detached)

$4899000.0

4 +2 Beds
2 Baths
5000+ sq-ft

NEW ESTATE HOME stunning 7,900 sq. ft. custom-built estate sprawls across over 10 acres of pristine land, offering the pinnacle of luxury living. With

32 Photos

1370 Killarney Beach Rd, Simcoe, Ontario , MLS #N11895941 , Image - 1

1370 Killarney Beach Rd Lefroy, Innisfil, Simcoe, ON MLS® N11895941

Commercial (Investment)

$3599999.0

Enter an exceptional investment opportunity located in the heart of Innisfil, one of Ontario's fastest-growing communities. This property offers a rar

11 Photos

3568 4 Line, Simcoe, Ontario , MLS #N11895803 , Image - 1

3568 4 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N11895803

Residential (Vacant Land)

$3500000.0

Are you ready to turn your real estate dreams into reality? Presenting a golden opportunity for savvy investors - a sprawling piece of vacant land nes

10 Photos

995841 Mono Adjala Town Line S, Simcoe, Ontario , MLS #N8182498 , Image - 1

995841 Mono Adjala Town Line S Rosemont, Adjala-Tosorontio, Simcoe, ON MLS® N8182498

Commercial (Industrial)

$7450000.0

This 33,000 Sq Ft Multi Tenanted Building sits on 5.5 Acres with 2 Acres of outside storage or buildable land. Zoned M1-7. Located 2 Min South of Hig

40 Photos

36 White Oaks Rd, Simcoe, Ontario , MLS #S8278762 , Image - 1

36 White Oaks Rd South Shore, Barrie, Simcoe, ON MLS® S8278762

Residential (Detached)

$6499999.0

Price drop by 6.5%

5 +0 Beds
7 Baths
5000+ sq-ft

Beach front home with exquisite waterfront views and the most exceptional sunsets! Welcome to 36 White Oaks. This is the lifestyle you deserve. This l

1 Photos

50 Ironstone Cres 400 East, Barrie, Simcoe, ON MLS® S11894358

Commercial (Industrial)

$3600000.0

Unique opportunity to own a brand-new industrial building in Barrie's newest industrial business park. This 9,960 SF freestanding building sits on a l

46 Photos

3965 Algoma Avenue, Simcoe, ON , MLS #40678602 , Image - 1

3965 Algoma Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® 40678602

Residential (Single Family Residence)

$3749000

Price drop by 5.9%

7 Beds
5 Baths
5850 sq-ft

A newly upgraded MOVE-IN-READY home at Big Bay Point just steps away from Lake Simcoe and minutes from Friday Harbour Resort! Easy access to boat laun

29 Photos

2612 BAGULEY Rd, Simcoe, Ontario , MLS #S11823206 , Image - 1

2612 BAGULEY Rd Port Severn, Severn, Simcoe, ON MLS® S11823206

Residential (Detached)

$3495000.0

5 +0 Beds
5 Baths

Nestled on the serene shores of Little Lake, this exquisite 5-bedroom, 4.5-bathroom luxurious cottage promises an unparalleled living experience with

40 Photos

6 Thicketwood Pl, Simcoe, Ontario , MLS #S9383142 , Image - 1

6 Thicketwood Pl Brechin, Ramara, Simcoe, ON MLS® S9383142

Residential (Detached)

$2098000.0

6 Beds
4 Baths
2000-2500 sq-ft

Luxurious Lake Side Living At Its Finest. From The Moment You Enter This Spectacular Home, You Are Greeted By Stunning Views of Beautiful Lake Simcoe

40 Photos

4321** Highway 12 S, Simcoe, Ontario , MLS #S8385154 , Image - 1

4321 Highway 12 S** Rural Ramara, Ramara, Simcoe, ON MLS® S8385154

Commercial (Commercial/Retail)

$6900000.0

This expansive & secluded 123-acre estate includes 4 distinct homes: an Estate House w/an indoor pool area, a Stone Mansion, a Ranch Housew/an outdoor

40 Photos

3965 Algoma Ave, Simcoe, Ontario , MLS #N10426736 , Image - 1

3965 Algoma Ave Rural Innisfil, Innisfil, Simcoe, ON MLS® N10426736

Residential (Detached)

$3749000.0

Price drop by 5.9%

6 +1 Beds
5 Baths
3500-5000 sq-ft

A newly upgraded MOVE-IN-READY home at Big Bay Point just steps away from Lake Simcoe and minutes from Friday Harbour Resort! Easy access to boat laun

40 Photos

11 Nevis Ridge Drive, Simcoe, ON , MLS #40683805 , Image - 1

11 Nevis Ridge Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40683805

Residential (Single Family Residence)

$2599900

6 Beds
5 Baths
5908 sq-ft

Prepare to be awestruck by this one-of-a-kind custom-built log home crafted from hand-peeled Western Red Cedar. Nestled on a private, tree-lined 2.1-a

1 Photos

9292 County Road 93 Midland, Simcoe, ON MLS® S8315050

Commercial (Investment)

$28500000.0

Unique opportunity to acquire a modern single tenant Real Canadian Superstore (Loblaws) on a long-term lease. This dominant grocery store in the Midla

36 Photos

97 BEECH St, Simcoe, Ontario , MLS #S10437343 , Image - 1

97 BEECH St Collingwood, Simcoe, ON MLS® S10437343

Residential (Detached)

$2295000.0

4 +0 Beds
3 Baths

Stunningly designed and beautifully landscaped newly built modern yet classic home (2021) on the finest of the coveted Collingwood treed streets, Beec

38 Photos

236 Cox Mill Road, Simcoe, ON , MLS #40684957 , Image - 1

236 Cox Mill Road Painswick North, Barrie, Simcoe, ON MLS® 40684957

Residential (Single Family Residence)

$2398000

4 Beds
5 Baths
4370 sq-ft

LUXURY TURN-KEY BUNGALOW WITH OVER 4,300 SQ FT OF HIGH-END FINISHES, A SUMMER HOUSE, QUONSET HUT, & STUNNING COURTYARD RETREAT! Welcome to this modern

7 Photos

31 Bayfield St, Simcoe, Ontario , MLS #S9039077 , Image - 1

31 Bayfield St City Centre, Barrie, Simcoe, ON MLS® S9039077

Commercial (Commercial/Retail)

$3300000.0

Price drop by 8.3%

Being offered at an over 7.5% CAP Rate!! **Price Reduced** NEW FINANCIALS. Prime Investment Opportunity: Iconic Income-Producing Property at 31 Bayfie

40 Photos

11 Nevis Ridge Dr, Simcoe, Ontario , MLS #S11891000 , Image - 1

11 Nevis Ridge Dr Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11891000

Residential (Detached)

$2599900.0

1 +5 Beds
5 Baths
3500-5000 sq-ft

Prepare to be awestruck by this one-of-a-kind custom-built log home crafted from hand-peeled Western Red Cedar. Nestled on a private, tree-lined 2.1-a

39 Photos

8882 Highway 89, Simcoe, Ontario , MLS #N11890985 , Image - 1

8882 Highway 89 Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N11890985

Residential (Detached)

$2399999.0

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

Two-in-One Opportunity: Residential and Business Potential. Discover the perfect blend of luxury living and business opportunity on this exceptional 3

1 Photos

**3955* Line 4** Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N7361008

Commercial (Land)

$9000000.0

153.575 acres in Bradford West Gwillimbury with easy Highway 400 access via 5th Line, in a growing area with long term redevelopment potential. Proper

5 Photos

3833 Line 4, Simcoe, Ontario , MLS #N7360974 , Image - 1

3833 Line 4 Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N7360974

Commercial (Industrial)

$10000000.0

Site is zoned agricultural & EP, site uses as permitted by agricultural zoning. Approximately 154 acres in Bradford West Gwillimbury with easy Highway

1 Photos

**3833 &* 4th Line** Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N8034032

Commercial (Land)

$19000000.0

2 parcels totaling approximately 307 acres for sale with an existing 25,000 sq. ft. specialized meat processing facility & accessory buildings on site

22 Photos

2947 Twelfth Line, Simcoe, Ontario , MLS #N8092190 , Image - 1

2947 Twelfth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N8092190

Residential (Rural Resid)

$4200000.0

Price drop by 14.3%

4 Beds
2 Baths
2000-2500 sq-ft

Premium Huge 21.16 Acres Private Lot W/ 2132 Feet Frontage!!! Possibility of severing this land in two or more lots!! 5 Miles N Of Bradford!! Beautifu

38 Photos

236 Cox Mill Rd, Simcoe, Ontario , MLS #S11890564 , Image - 1

236 Cox Mill Rd Painswick North, Barrie, Simcoe, ON MLS® S11890564

Residential (Detached)

$2398000.0

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

LUXURY TURN-KEY BUNGALOW WITH OVER 4,300 SQ FT OF HIGH-END FINISHES, A SUMMER HOUSE, QUONSET HUT, & STUNNING COURTYARD RETREAT! Welcome to this modern

19 Photos

LT23&24 CON 8, Simcoe, Ontario , MLS #S9396625 , Image - 1

LT23&24 CON 8 Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9396625

Residential (Vacant Land)

$2200000.0

260 ACRES OF NATURAL BEAUTY WITH LIMITLESS POSSIBILITIES! Once in a lifetime, you are presented with a rare opportunity to own a remarkable 260-acre p

1 Photos

3846 Menoke Beach Rd Rural Severn, Severn, Simcoe, ON MLS® S9300115

Residential (Farm)

$2250000.0

3 +1 Beds
2 Baths

**Unlock its Full Potential** A 14-acre parcel of Farmland in a Highly in Demand Location Among Upcoming Subdivisions is a rare find. A unique opportu

40 Photos

28 Byers St, Simcoe, Ontario , MLS #S8411646 , Image - 1

28 Byers St Snow Valley, Springwater, Simcoe, ON MLS® S8411646

Residential (Detached)

$2790000.0

Price drop by 3.5%

3 +2 Beds
4 Baths
2500-3000 sq-ft

As long established Realtors in the Snow Valley Development, we can clearly say this is the most impressive home we have seen in the area to date with

40 Photos

3298 Seydel Lane, Simcoe, Ontario , MLS #S10440499 , Image - 1

3298 Seydel Lane Rural Severn, Severn, Simcoe, ON MLS® S10440499

Residential (Detached)

$4295000.0

5 Beds
4 Baths
3000-3500 sq-ft

Located on the serene Gloucester Pool, this rare beauty is a stunning waterfront home. Featuring 4 bedrooms and 4 bathrooms, it boasts 337 feet of wat

4 Photos

661&667 River Rd W, Simcoe, Ontario , MLS #S9357657 , Image - 1

661&667 River Rd W Wasaga Beach, Simcoe, ON MLS® S9357657

Commercial (Land)

$2598000.0

Approx. 0.64 acre corner lot for sale in the heart of Wasaga Beach located at the Zoo Park Rd South and River Road West. Located across from the Stone

Shortlisted Properties

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Simcoe, ON Luxury Homes - P5

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

7 Meadowlark Way Collingwood, Simcoe, ON MLS® S11895033

2991 Concession Rd 4 N Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N11896046

1370 Killarney Beach Rd Lefroy, Innisfil, Simcoe, ON MLS® N11895941

3568 4 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N11895803

995841 Mono Adjala Town Line S Rosemont, Adjala-Tosorontio, Simcoe, ON MLS® N8182498

36 White Oaks Rd South Shore, Barrie, Simcoe, ON MLS® S8278762

50 Ironstone Cres 400 East, Barrie, Simcoe, ON MLS® S11894358

3965 Algoma Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® 40678602

2612 BAGULEY Rd Port Severn, Severn, Simcoe, ON MLS® S11823206

6 Thicketwood Pl Brechin, Ramara, Simcoe, ON MLS® S9383142

4321** Highway 12 S Rural Ramara, Ramara, Simcoe, ON MLS® S8385154

3965 Algoma Ave Rural Innisfil, Innisfil, Simcoe, ON MLS® N10426736

11 Nevis Ridge Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40683805

9292 County Road 93 Midland, Simcoe, ON MLS® S8315050

97 BEECH St Collingwood, Simcoe, ON MLS® S10437343

236 Cox Mill Road Painswick North, Barrie, Simcoe, ON MLS® 40684957

31 Bayfield St City Centre, Barrie, Simcoe, ON MLS® S9039077

11 Nevis Ridge Dr Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S11891000

8882 Highway 89 Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N11890985

3955* Line 4 Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N7361008

3833 Line 4 Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N7360974

3833 &* 4th Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N8034032

2947 Twelfth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N8092190

236 Cox Mill Rd Painswick North, Barrie, Simcoe, ON MLS® S11890564

LT23&24 CON 8 Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9396625

3846 Menoke Beach Rd Rural Severn, Severn, Simcoe, ON MLS® S9300115

28 Byers St Snow Valley, Springwater, Simcoe, ON MLS® S8411646

3298 Seydel Lane Rural Severn, Severn, Simcoe, ON MLS® S10440499

661&667 River Rd W Wasaga Beach, Simcoe, ON MLS® S9357657

Property Types Available in Simcoe

Bedroom Types Available in Simcoe

Properties By Budget in Simcoe

Top Neighbourhood in Simcoe

4321 Highway 12 S** Rural Ramara, Ramara, Simcoe, ON MLS® S8385154

**3955* Line 4** Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N7361008

**3833 &* 4th Line** Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N8034032