Simcoe, ON Luxury Homes For Sale | SquareYards

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731 Concession 15 N/A W, Simcoe, ON , MLS #S13743116 , Image - 1

731 Concession 15 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S13743116

Residential Freehold (Detached)

$3850000.0

4 +2 Beds
6 Baths
3500-5000 sq-ft

A rare offering on the shores of Georgian Bay in Tiny Township, this extraordinary waterfront estate redefines luxury living with an unmatched blend o

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6 Georgina Drive, Simcoe, ON , MLS #S13343102 , Image - 1

6 Georgina Drive North Shore, Barrie, Simcoe, ON MLS® S13343102

Residential Freehold (Detached)

$2250000.0

Price drop by 16.6%

3 Beds
4 Baths
3500-5000 sq-ft

Nestled on one of Shanty Bay's most prestigious waterfront streets, this exceptional custom-built home offers luxury living in one of Simcoe County's

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7781 Poplar Side Road, Simcoe, ON , MLS #S13213290 , Image - 1

7781 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13213290

Residential Freehold (Detached)

$5999999.0

5 Beds
7 Baths
5000 + sq-ft

Welcome to one of the most spectacular properties you will find located on the Clearview/Collingwood border just 2hrs from Toronto and located minutes

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270 Walker Avenue, Simcoe, ON , MLS #N13646980 , Image - 1

270 Walker Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13646980

Residential Freehold (Detached)

$3000000.0

3 Beds
1 Baths
1100-1500 sq-ft

Exceptional investment opportunity in the heart of Bradford! This remarkable 1.189-acre property features three distinct lots, including two clear par

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305 Bass Lake Side Road, Simcoe, ON , MLS #S13731008 , Image - 1

305 Bass Lake Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13731008

Residential Freehold (Detached)

$2599000.0

4 Beds
3 Baths
2500-3000 sq-ft

The Alexander Woodrow homestead built in 1903 is privately sited up a picturesque gated driveway surrounded by majestic maple trees and overlooking th

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66 Neywash Street Orillia, Simcoe, ON MLS® S12821260

Residential Freehold (Multiplex)

$3550000.0

Price drop by 5.3%

18 Beds
13 Baths
5000 + sq-ft

Stately Built Brick Multi 12 Plex in Prime Downtown Orillia. 12 Units plus Owners Bachelor Unit. Consists of 7 one bedroom apartments, 4 two bedroom

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38 Willow Drive, Simcoe, ON , MLS #S13539616 , Image - 1

38 Willow Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13539616

Residential Freehold (Detached)

$2799000.0

4 Beds
3 Baths
2000-2500 sq-ft

Perched majestically on the stunning shores of Georgian Bay this 37' Waterfront custom built all brick home with 4+ bedroom is calling your name. The

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821 Big Bay Point Road, Simcoe, ON , MLS #S13214206 , Image - 1

821 Big Bay Point Road Innis-Shore, Barrie, Simcoe, ON MLS® S13214206

Residential Freehold (Vacant Land)

$5280000.0

ATTENTION DEVELOPERS & BUILDERS! Exceptional development opportunity in one of Barrie's most desirable south-end locations. 821 Big Bay Point Road is

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2514 Nottawasaga Concession 6 N/A N, Simcoe, ON , MLS #S13723920 , Image - 1

2514 Nottawasaga Concession 6 N/A N Rural Clearview, Clearview, Simcoe, ON MLS® S13723920

Residential Freehold (Detached)

$2895000.0

4 Beds
3 Baths
2000-2500 sq-ft

Stunning Scot-Build Developments Scottish Longhouse set on 5 private acres, just minutes from downtown Collingwood. This spectacular home offers one-l

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925A Church Drive, Simcoe, ON , MLS #N13140282 , Image - 1

925A Church Drive Lefroy, Innisfil, Simcoe, ON MLS® N13140282

Residential Freehold (Vacant Land)

$4880000.0

This is A rare opportunity to acquire a prime 2.14-acre parcel of development land in an exceptional location in Innisfil, offering a unique blend of

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245 Pine Hill Road, Simcoe, ON , MLS #N13615814 , Image - 1

245 Pine Hill Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13615814

Residential Freehold (Detached)

$2480000.0

4 +2 Beds
6 Baths
3500-5000 sq-ft

A rare opportunity to own a luxury estate on one of Bradford's most desirable executive streets. Situated on a premium 1.66-acre pie-shaped lot, this

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180 Courtland Street, Simcoe, ON , MLS #S13667800 , Image - 1

180 Courtland Street Atherley, Ramara, Simcoe, ON MLS® S13667800

Residential Freehold (Farm)

$4999000.0

4 Beds
3 Baths
2500-3000 sq-ft

A truly remarkable 102 acre offering combining country living, extensive equestrian facilities, multiple residences, significant income generation and

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3965 Algoma Avenue, Simcoe, ON , MLS #N13717392 , Image - 1

3965 Algoma Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13717392

Residential Freehold (Detached)

$2348800.0

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

DO NOT MISS THIS GREAT OPPORTUNITY!!! Welcome to this exceptional, upgraded custom bungaloft set on a rare 200 x 150 ft private lot surrounded by mat

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26 Spruce Street, Simcoe, ON , MLS #S13700524 , Image - 1

26 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® S13700524

Residential Freehold (Detached)

$2199000.0

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

Welcome to 26 Spruce Street, an exceptional custom-built home in the desirable Woodland Beach community of Tiny Township, set on an impressive 131' x

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13 Byers Street, Simcoe, ON , MLS #S13695100 , Image - 1

13 Byers Street Snow Valley, Springwater, Simcoe, ON MLS® S13695100

Residential Freehold (Detached)

$2088000.0

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

Every detail of this exceptional Cameron Estates executive bungalow has been thoughtfully curated, blending timeless design with uncompromising qualit

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521 huronia Road, Simcoe, ON , MLS #S13666922 , Image - 1

521 huronia Road Painswick South, Barrie, Simcoe, ON MLS® S13666922

Residential Freehold (Vacant Land)

$3120000.0

Exceptional residential development opportunity at 521 Huronia Road in South Barrie. This approximately 15.3-acre property is strategically located in

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3237 Collingwood Street, Simcoe, ON , MLS #S13689746 , Image - 1

3237 Collingwood Street Rural Clearview, Clearview, Simcoe, ON MLS® S13689746

Residential Freehold (Vacant Land)

$2400000.0

Discover a Rare Slice of Riverfront Paradise on the Edge of Creemore. Welcome to nearly 100 acres of breathtaking natural beauty where rolling meadows

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1438 2nd Concession, Simcoe, ON , MLS #N12873046 , Image - 1

1438 2nd Concession Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12873046

Residential Freehold (Detached)

$2990000.0

3 +1 Beds
2 Baths
1100-1500 sq-ft

100 Acre farm, Humber River, Victorian Home with 3 car garage with studio above, and large bank barn. Picturesque 100 acres with Mature trees, Pine fo

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8870 County 93 Road, Simcoe, ON , MLS #S13686952 , Image - 1

8870 County 93 Road Midland, Simcoe, ON MLS® S13686952

Residential Freehold (Farm)

$5495000.0

3 Beds
2 Baths
2500-3000 sq-ft

Great development opportunity on HWY 93 in Midland. Sewers and water are going to be coming across this property in the near future. Potential for com

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153 Creighton Street S, Simcoe, ON , MLS #S13480050 , Image - 1

153 Creighton Street S Atherley, Ramara, Simcoe, ON MLS® S13480050

Residential Freehold (Detached)

$4899000.0

5 Beds
5 Baths
5000 + sq-ft

Curated with pure intention, exceptionally executed - here's a spectacular opportunity to own one of Lake Simcoe's most admirable waterfront estates!

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6884 & 6892 Upper Big Chute Road, Simcoe, ON , MLS #S13683666 , Image - 1

6884 & 6892 Upper Big Chute Road Rural Severn, Severn, Simcoe, ON MLS® S13683666

Residential Freehold (Detached)

$2699000.0

9 Beds
6 Baths
3500-5000 sq-ft

Where boutique lodge vibes meet laid-back adventure, this extraordinary Tea Lake compound offers a rare opportunity to own not one, but 3 fully equipp

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32 Tiny Beaches Road S, Simcoe, ON , MLS #S13071314 , Image - 1

32 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13071314

Residential Freehold (Detached)

$2195000.0

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

Welcome To The Beach Life! Nestled Along The Sandy Shores Of Georgian Bay, This Beautiful 5-Bedroom, 4-Bathroom Beachfront Property, With Boathouse &

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54 Lackie Crescent, Simcoe, ON , MLS #S13608748 , Image - 1

54 Lackie Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13608748

Residential Freehold (Detached)

$2295000.0

3 +3 Beds
3 Baths
1500-2000 sq-ft

150 Ft. Of Pristine Georgian Bay Beachfront, On Almost An Acre Of Pure Forested Privacy, Rarely Comes For Sale - But This Is Your Chance! This Beautif

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4650 Orkney Beach Road, Simcoe, ON , MLS #S13676826 , Image - 1

4650 Orkney Beach Road Atherley, Ramara, Simcoe, ON MLS® S13676826

Residential Freehold (Vacant Land)

$2400000.0

53.62 acres of beautiful vacant land with exceptional potential. An opportunity to acquire land in a highly desirable location, a 5 minute walk to Lak

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1213 Taylor Line, Simcoe, ON , MLS #S12902964 , Image - 1

1213 Taylor Line Rural Severn, Severn, Simcoe, ON MLS® S12902964

Residential Freehold (Farm)

$2499000.0

3 Beds
2 Baths
1500-2000 sq-ft

Calling All Farmers! Discover the perfect blend of country living and farming opportunity with this nearly 200-acre property in Coldwater. The charmin

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7468 25th Side Road, Simcoe, ON , MLS #N13671412 , Image - 1

7468 25th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13671412

Residential Freehold (Vacant Land)

$3500000.0

Build your dream home here on 105 sprawling acres in the peaceful countryside. This parcel of vacant land offers endless opportunities with forested a

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2 Dale Crescent, Simcoe, ON , MLS #N13596444 , Image - 1

2 Dale Crescent Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13596444

Residential Freehold (Detached)

$2199999.0

3 +2 Beds
5 Baths
3000-3500 sq-ft

A Custom-Built Bungalow On 1 Acre, Complete With A Heated Saltwater Pool, Over 3,000 Sq Ft Of Main-Floor Living, And A Finished Basement With Two Stai

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10258 Highway 9 N/A E, Simcoe, ON , MLS #N12834076 , Image - 1

10258 Highway 9 N/A E Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12834076

Residential Freehold (Detached)

$5900000.0

4 Beds
3 Baths
2500-3000 sq-ft

10258 Highway 9 presents a rare opportunity to own an extraordinary 91-acre corner estate in Ontario's highly desirable rural landscape, bordering Cal

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2353 County Road 124 N/A, Simcoe, ON , MLS #S13169688 , Image - 1

2353 County Road 124 N/A Rural Clearview, Clearview, Simcoe, ON MLS® S13169688

Residential Freehold (Detached)

$8950000.0

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

TALLY HO! A LANDMARK ESTATE RICH IN HISTORY - Once a bustling stagecoach stop in the 1850s, Tally Ho has evolved over the past 30 years into one of th

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7343 36 37 Nottawasaga Side Road, Simcoe, ON , MLS #S13652344 , Image - 1

7343 36 37 Nottawasaga Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13652344

Residential Freehold (Detached)

$5495000.0

4 +2 Beds
6 Baths
5000 + sq-ft

Welcome to this extraordinary custom-built modern farmhouse nestled on 12 private acres surrounded by luxury homes and just minutes to Collingwood, Bl

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