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Simcoe, ON Luxury Homes - P5

Showing results 121 - 150 of 673

Last Updated: May 13, 2025

15 Photos

65-75 Welham Road, Simcoe, ON , MLS #S12120472 , Image - 1

65-75 Welham Road 400 East, Barrie, Simcoe, ON MLS® S12120472

Commercial (Industrial)

$15,214,560

Rare industrial compound opportunity in South Barrie featuring two freestanding buildings totaling 52,464 SF on 2.58 acres. The property includes 65 W

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89 Marigold Boulevard, Simcoe, ON , MLS #N12100906 , Image - 1

89 Marigold Boulevard Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12100906

Residential Freehold (Detached)

$2,449,999

5 Beds
5 Baths
5000 + sq-ft

FABULOUS TRIBUTE BUILDER'S 5115 SQFT LUXURY HOUSE ON A HUGE PIE LOT BACKING ONTO A RAVINE WITH WALK OUT BASEMENT WITH SEPARATE ENTRANCE. EAST FACING.

50 Photos

284 Maple Street, Simcoe, ON , MLS #S12119583 , Image - 1

284 Maple Street Collingwood, Simcoe, ON MLS® S12119583

Residential Freehold (Detached)

$2,149,000

5 Beds
3 Baths
3500-5000 sq-ft

Welcome to this cherished 2.5-storey red brick family home, gracefully nestled on a mature and picturesque street. With classic curb appeal, rich char

33 Photos

1679 Windemere Lane, Simcoe, ON , MLS #S12105852 , Image - 1

1679 Windemere Lane Rural Severn, Severn, Simcoe, ON MLS® S12105852

Residential Freehold (Detached)

$2,199,000

4 Beds
4 Baths
3500-5000 sq-ft

Experience unparalleled luxury at 1679 Windemere Lane, a newly constructed bungaloft nestled on nearly two acres in Severn's prestigious Rural Severn

49 Photos

14 JAMES Street, Simcoe, ON , MLS #S12118184 , Image - 1

14 JAMES Street Rural Tiny, Tiny, Simcoe, ON MLS® S12118184

Residential Freehold (Detached)

$2,000,099

5 +0 Beds
3 Baths
2000-2500 sq-ft

Welcome to the Beach! If you're looking for stunning waterfront and white sandy beaches, look no further. This spacious five bed, 3 bathroom four seas

44 Photos

69 Black Creek Trail, Simcoe, ON , MLS #S12075575 , Image - 1

69 Black Creek Trail Snow Valley, Springwater, Simcoe, ON MLS® S12075575

Residential Freehold (Detached)

$2,125,000

Price drop by 1.2%

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

Presenting 69 Black Creek Trail in the prestigious neighbourhood of Snow Valley. This impressive S. L. Wittybuilt home is sure to impress with its sto

40 Photos

215 Dock Road, Simcoe, ON , MLS #S11972881 , Image - 1

215 Dock Road South Shore, Barrie, Simcoe, ON MLS® S11972881

Residential Freehold (Detached)

$3,299,000

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

Well-maintained Custom built 4+1 bedroom home with newly added 3 piece bath on the 2nd floor. Surrounded by nature providing treed privacy, short walk

45 Photos

993911 Mono Adjala Townline N/A, Simcoe, ON , MLS #N12116992 , Image - 1

993911 Mono Adjala Townline N/A Hockley, Adjala-Tosorontio, Simcoe, ON MLS® N12116992

Residential Freehold (Detached)

$3,995,000

4 Beds
6 Baths
3500-5000 sq-ft

This exquisite 4-bedroom, 6-bathroom, five-year-old custom home is designed to impress even the most discerning buyer. From the grand entrance, step

47 Photos

6 Magnolia Avenue, Simcoe, ON , MLS #N12118808 , Image - 1

6 Magnolia Avenue Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12118808

Residential Freehold (Detached)

$2,669,000

5 Beds
6 Baths
5000 + sq-ft

Masterpiece Estate 6032 sq.ft. living space, meticulously crafted interiors. 10' ceilings on main floor, 10' ceilings on 2nd floor and 9' ceiling in t

40 Photos

7 Stewart Crescent, Simcoe, ON , MLS #N11912195 , Image - 1

7 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® N11912195

Residential Freehold (Detached)

$2,249,000

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

*Extremely rare to find* Gorgeous family estate situated in prestigious Thornton Estates Community. Expertly crafted w/luxurious finishes & quality ma

33 Photos

8923 30th Side Road, Simcoe, ON , MLS #N11999575 , Image - 1

8923 30th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N11999575

Residential Freehold (Farm)

$2,499,000

3 Beds
2 Baths
1100-1500 sq-ft

94-Acre Countryside Retreat with Custom-Built Bungalow! Discover a rare opportunity to own 94 acres of prime land in the serene Adjala-Tosorontio cou

33 Photos

8923 30th Side Road, Simcoe, ON , MLS #N12000618 , Image - 1

8923 30th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12000618

Commercial (Farm)

$2,499,000

94-Acre Countryside Retreat with Custom-Built Bungalow! Discover a rare opportunity to own 94 acres of prime land in the serene Adjala-Tosorontio cou

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8747 10th Line, Simcoe, ON , MLS #N12117847 , Image - 1

8747 10th Line Rural Essa, Essa, Simcoe, ON MLS® N12117847

Residential Freehold (Detached)

$2,348,000

2 +2 Beds
2 Baths
1500-2000 sq-ft

NEARLY 3,100 SQ FT BUNGALOW FEATURING IN-LAW POTENTIAL NESTLED ON 83.47 ACRES WITH WORKABLE LAND & MINUTES TO BARRIE! Nestled on an expansive 83.47 ac

50 Photos

7765 5th Sideroad Tos, Simcoe, ON , MLS #40722681 , Image - 1

7765 5th Sideroad Tos Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® 40722681

Residential (Single Family Residence)

$2,399,000

6 Beds
5 Baths
5326.97 sq-ft

Welcome to your dream country home! Tucked away in the peaceful, rural community ofAdjala-Tosorontio — just a short drive from Alliston — this gorgeou

15 Photos

70 Kilkenny Trail S, Simcoe, ON , MLS #N12084894 , Image - 1

70 Kilkenny Trail S Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12084894

Residential Freehold (Detached)

$2,299,800

4 Beds
4 Baths
3500-5000 sq-ft

WoW!!!!! Huge Price REDUCTION!!!!!!! Discover Your Custom-Built Dream Home in an Exclusive cul-de-sac of Luxury Estates. Property Sprawling about 2.

8 Photos

62 Dunlop Street W, Simcoe, ON , MLS #S11891669 , Image - 1

62 Dunlop Street W City Centre, Barrie, Simcoe, ON MLS® S11891669

Commercial (Store W Apartment/Office)

$2,348,888

Price drop by 0.0%

A great investment property with an excellent rental income in the heart of downtown, right across the newly built Debut Condos in Barrie. The propert

40 Photos

2230 Spring Street, Simcoe, ON , MLS #N11945757 , Image - 1

2230 Spring Street Alcona, Innisfil, Simcoe, ON MLS® N11945757

Residential Freehold (Detached)

$4,999,999

4 Beds
2 Baths
2000-2500 sq-ft

A rare opportunity to own 4.6 acres with endless potential, situated in a cul-de-sac off Innisfil Beach Road. The neighbouring property at 2252 Spring

28 Photos

129 Dunlop Street E, Simcoe, ON , MLS #S12116620 , Image - 1

129 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S12116620

Commercial (Commercial Retail)

$2,448,000

Mixed-Use asset comprised of 6 commercial units and 5 residential units. This prime downtown Barrie location is a significant presence to our City's c

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129-133 Dunlop Street E, Simcoe, ON , MLS #S12116658 , Image - 1

129-133 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S12116658

Commercial (Commercial Retail)

$3,247,900

Mixed-Use asset comprised of seven commercial units and nine residential units. This prime downtown Barrie location is a significant presence to our C

6 Photos

1003 20th Side Road, Simcoe, ON , MLS #N12116375 , Image - 1

1003 20th Side Road Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12116375

Commercial (Commercial Retail)

$2,499,000

Corner Lot Residential/Commercial Mixed Use Building available on the most desirable location in Schomberg/New Tecumseth. Unlimited exposure to popula

40 Photos

20 Tiny Beaches Road N, Simcoe, ON , MLS #S12116153 , Image - 1

20 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S12116153

Residential Freehold (Detached)

$2,488,800

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

This exceptional 0.8-acre waterfront Georgian Bay estate offers 270-degree water views and breathtaking sunsets. The meticulously maintained 2,818 sq

50 Photos

7765 5 Sideroad N/A, Simcoe, ON , MLS #N12113975 , Image - 1

7765 5 Sideroad N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12113975

Residential Freehold (Detached)

$2,399,000

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

Welcome to your dream country home! Tucked away in the peaceful, rural community of Adjala-Tosorontio just a short drive from Alliston this gorgeous r

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350 Livingstone Street E, Simcoe, ON , MLS #S12115369 , Image - 1

350 Livingstone Street E 400 North, Barrie, Simcoe, ON MLS® S12115369

Commercial (Land)

$3,849,000

AAA Location - Approved for 22 units of stacked and back to back townhouses. Exceptionally well designed with one building of 12 units, 5 storeys, wit

40 Photos

3476 GARDEN OF EDEN Road, Simcoe, ON , MLS #S11879920 , Image - 1

3476 GARDEN OF EDEN Road Rural Clearview, Clearview, Simcoe, ON MLS® S11879920

Residential Freehold (Detached)

$4,295,000

Price drop by 4.6%

4 +3 Beds
8 Baths
5000 + sq-ft

Nestled in the heart of the Niagara escarpment on the esteemed summer road of Garden of Eden Creemore, You will find this exclusive seven bedroom& eig

40 Photos

3658 Ferretti Court, Simcoe, ON , MLS #N12114726 , Image - 1

3658 Ferretti Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N12114726

Residential Freehold (Att/Row/Townhouse)

$2,089,000

4 Beds
5 Baths
2500-3000 sq-ft

Friday Harbour - Luxurious Resort Living. 2540 Sqft Town House With Excellent Layout With 4 Bedrooms, 5 bathrooms, Dining, Living, Kitchen With Oversi

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424 Penetanguishene Road, Simcoe, ON , MLS #S11909233 , Image - 1

424 Penetanguishene Road Centre Vespra, Springwater, Simcoe, ON MLS® S11909233

Commercial (Land)

$5,000,000

Location, Location, Location! Situated at the gateway to the north, this 53-acre property backs onto the Hwy 400 merge/split and fronts Hwy 93, offeri

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3769 Mangusta Court, Simcoe, ON , MLS #N11825374 , Image - 1

3769 Mangusta Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N11825374

Residential Freehold (Att/Row/Townhouse)

$2,999,888

4 Beds
4 Baths
2000-2500 sq-ft

The Most Prestigious Master Planned Resort Community In Ontario, Exclusive Island Includes Pool And Wrap around Boardwalk, Blinds And Upscales Finishe

44 Photos

5181 County Road 27 N/A, Simcoe, ON , MLS #N12114085 , Image - 1

5181 County Road 27 N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N12114085

Residential Freehold (Detached)

$2,199,000

3 Beds
2 Baths
1500-2000 sq-ft

Set on 10 picturesque acres, this remarkable property offers breathtaking valley views and stunning sunrises over the county. As soon as you drive ont