Simcoe, ON Luxury Homes For Sale | SquareYards

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29 McArthur Drive, Simcoe, ON , MLS #S13447998 , Image - 1

29 McArthur Drive Penetanguishene, Simcoe, ON MLS® S13447998

Residential Freehold (Detached)

$4199000.0

4 Beds
6 Baths
3500-5000 sq-ft

Perched majestically on Midland Point, this magnificent 4-bedroom, 5.5-bathroom estate commands 99 feet of pristine private Georgian Bay shoreline, of

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199 3 Concession Road W, Simcoe, ON , MLS #S13488764 , Image - 1

199 3 Concession Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13488764

Residential Freehold (Farm)

$2850000.0

4 Beds
2 Baths
1500-2000 sq-ft

Where open farmland, mature forest, and endless possibilities come together, this exceptional 140-acre property offers a rare opportunity in the heart

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442 Silver Birch Drive, Simcoe, ON , MLS #S13100612 , Image - 1

442 Silver Birch Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13100612

Residential Freehold (Detached)

$2190000.0

Price drop by 4.7%

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

Welcome to The Cove-a place where relaxed waterfront living meets refined comfort. Built in 2013 and meticulously maintained, this inviting bungalow o

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8418 Tosorontio 20th Side Road, Simcoe, ON , MLS #N13483456 , Image - 1

8418 Tosorontio 20th Side Road Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13483456

Residential Freehold (Detached)

$2888000.0

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

Top 5 Reasons You Will Love This Home: 1) Remarkable custom estate set on nearly 50 acres of private wooded land, offering an exceptional sense of sec

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3778 Vasey Road, Simcoe, ON , MLS #S12826236 , Image - 1

3778 Vasey Road Rural Tay, Tay, Simcoe, ON MLS® S12826236

Residential Freehold (Detached)

$2599900.0

5 Beds
4 Baths
3500-5000 sq-ft

Quiet Luxury on 75 forested Acres in Tay. Long, paved, tree-lined winding driveway leads to this unique custom-built executive home, offering unmatche

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1688 Lakeshore Drive, Simcoe, ON , MLS #S13479230 , Image - 1

1688 Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13479230

Residential Freehold (Detached)

$3999999.0

5 Beds
5 Baths
5000 + sq-ft

Welcome to 1688 Lakeshore, a spectacular custom-built waterfront estate set on an impressive 151'x 305' lot. Offering over 5,000 sq. ft. of beautifull

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1250 Frankland Lane, Simcoe, ON , MLS #S13473724 , Image - 1

1250 Frankland Lane Rural Severn, Severn, Simcoe, ON MLS® S13473724

Residential Freehold (Detached)

$4699000.0

5 Beds
3 Baths
5000 + sq-ft

Top Reasons You Will Love This Home: Experience the epitome of lakeside living in this breathtaking 5,348 square foot waterfront estate, gracefully se

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10 Misty Court, Simcoe, ON , MLS #S13060582 , Image - 1

10 Misty Court Rural Ramara, Ramara, Simcoe, ON MLS® S13060582

Residential Freehold (Detached)

$2680000.0

Price drop by 7.2%

5 +0 Beds
5 Baths
3000-3500 sq-ft

Stunning Large Two-Storey Waterfront Family Home Located In Bayshore Village, A Unique, Friendly And Highly Sought-After Community On A School Bus Rou

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199 Victoria Crescent, Simcoe, ON , MLS #S13446442 , Image - 1

199 Victoria Crescent Orillia, Simcoe, ON MLS® S13446442

Residential Freehold (Detached)

$2299900.0

3 Beds
3 Baths
2000-2500 sq-ft

ARCHITECTURAL WATERFRONT MASTERPIECE ON SHANNON BAY! 199 Victoria Crescent, an extraordinary 2,400 sq. ft. executive bungalow perfectly positioned on

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465 Mooney Crescent, Simcoe, ON , MLS #S13464810 , Image - 1

465 Mooney Crescent Orillia, Simcoe, ON MLS® S13464810

Residential Freehold (Detached)

$2490000.0

3 +3 Beds
6 Baths
3500-5000 sq-ft

83' of Lake Couchiching waterfront on a quiet family friendly sought after cul-de-sac. Stunning 5,700 sq. foot custom home built in 2018 with 6+ bedr

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2707 Lakeside Drive, Simcoe, ON , MLS #S13460926 , Image - 1

2707 Lakeside Drive West Shore, Severn, Simcoe, ON MLS® S13460926

Residential Freehold (Detached)

$2950000.0

4 Beds
3 Baths
3000-3500 sq-ft

A striking statement in contemporary waterfront design, this custom-built residence seamlessly blends modern architecture with breathtaking lakefront

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1 PIERCE Court, Simcoe, ON , MLS #S13428306 , Image - 1

1 PIERCE Court Midhurst, Springwater, Simcoe, ON MLS® S13428306

Residential Freehold (Detached)

$2650000.0

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

Every once in a while, a property comes along that completely resets your expectations. Not because it sits on a breathtaking 4.33-acre estate lot. No

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1707 Wilkinson Street, Simcoe, ON , MLS #N13453810 , Image - 1

1707 Wilkinson Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13453810

Residential Freehold (Detached)

$2975000.0

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

Experience luxury living in an exclusive lakeside community where nature, recreation, and convenience come together. Enjoy nearby walking and cycling

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458 SILVER BIRCH Drive, Simcoe, ON , MLS #S13206456 , Image - 1

458 SILVER BIRCH Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13206456

Residential Freehold (Detached)

$2495000.0

Price drop by 10.7%

6 Beds
3 Baths
3000-3500 sq-ft

Welcome to this spectacular custom-built year-round waterfront home on the prestigious shores of Georgian Bay in sought-after Thunder Beach. Offering

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19 Marigold Boulevard, Simcoe, ON , MLS #N13168070 , Image - 1

19 Marigold Boulevard Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13168070

Residential Freehold (Detached)

$2049000.0

Price drop by 2.2%

5 +1 Beds
5 Baths
5000 + sq-ft

Luxurious Tribute-Built Detached Home in Tottenham A Rare Gem!Welcome to this masterpiece, boasting an impressive 5,115 sq. ft. of thoughtfully design

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9 Windrose Valley Boulevard, Simcoe, ON , MLS #S13102874 , Image - 1

9 Windrose Valley Boulevard Rural Clearview, Clearview, Simcoe, ON MLS® S13102874

Residential Freehold (Detached)

$2899000.0

5 +1 Beds
5 Baths
5000 + sq-ft

Welcome to WINDROSE VALLEY ESTATES. This beautiful home only 5 years old built by McPherson Builders is set on a 2.3 acre corner lot with a long drive

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3730 Mangusta Court, Simcoe, ON , MLS #N13439676 , Image - 1

3730 Mangusta Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13439676

Residential Freehold (Att/Row/Townhouse)

$2899999.0

5 Beds
5 Baths
3500-5000 sq-ft

Client RemarksRESORT LIVING AT ITS FINEST - Stunning 3550 Sqft Fully Upgraded End Unit Island Town On Prime Mangusta Court In The Sought After Marina

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6884 & 6892 Upper Big Chute Road, Simcoe, ON , MLS #S13136226 , Image - 1

6884 & 6892 Upper Big Chute Road Rural Severn, Severn, Simcoe, ON MLS® S13136226

Residential Freehold (Detached)

$2989000.0

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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8672 County Rd 91 Road, Simcoe, ON , MLS #S13216284 , Image - 1

8672 County Rd 91 Road Rural Clearview, Clearview, Simcoe, ON MLS® S13216284

Residential Freehold (Detached)

$2875000.0

5 Beds
4 Baths
2000-2500 sq-ft

Luxury Estate where timeless craftsmanship meets modern elegance. Nestled on over 4 acres of picturesque countryside, this custom-built 5-bedroom, 4-b

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4608 Trent Trail, Simcoe, ON , MLS #S13415720 , Image - 1

4608 Trent Trail Rural Severn, Severn, Simcoe, ON MLS® S13415720

Residential Freehold (Detached)

$3295000.0

4 Beds
3 Baths
3000-3500 sq-ft

5,000 SQ FT OF TOTAL LIVING SPACE OFFERING EXCEPTIONAL WATERFRONT LUXURY. This stunning newly built home showcases high-end finishes throughout and co

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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)

$2699000.0

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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49 Sydenham Trail W, Simcoe, ON , MLS #S13282256 , Image - 1

49 Sydenham Trail W Rural Clearview, Clearview, Simcoe, ON MLS® S13282256

Residential Freehold (Detached)

$2249900.0

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

Your Private Resort, Every Day of the Year. Tucked away on 2.5 acres of mature trees and rolling landscape, this custom-built home isn't just a place

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376 Brewery Lane, Simcoe, ON , MLS #S13251518 , Image - 1

376 Brewery Lane Orillia, Simcoe, ON MLS® S13251518

Residential Freehold (Detached)

$4499999.0

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

Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet o

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57 Glenhuron Drive, Simcoe, ON , MLS #S13249574 , Image - 1

57 Glenhuron Drive Midhurst, Springwater, Simcoe, ON MLS® S13249574

Residential Freehold (Detached)

$3840000.0

4 +2 Beds
6 Baths
5000 + sq-ft

Brand new, jaw dropping custom estate located just steps to Barrie in ultra desirable Midhurst. No expense spared with over 10,000 square feet of fini

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1521 Emily Lane, Simcoe, ON , MLS #S13223570 , Image - 1

1521 Emily Lane Rural Severn, Severn, Simcoe, ON MLS® S13223570

Residential Freehold (Detached)

$3999999.0

4 +0 Beds
4 Baths
5000 + sq-ft

Escape to your own private waterfront sanctuary where breathtaking, unobstructed lake views take center stage. This stunning open-concept retreat feat

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3719 Mangusta Court, Simcoe, ON , MLS #N13144370 , Image - 1

3719 Mangusta Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13144370

Residential Freehold (Att/Row/Townhouse)

$3068000.0

5 Beds
4 Baths
3500-5000 sq-ft

Absolutely Stunning Turn-Key End Unit Waterfront Townhome Offering 3,550 Sq.Ft. Of Luxury Living Across 3 Levels In Friday Harbour. Located Within The

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128 Copeland Crescent, Simcoe, ON , MLS #N13226498 , Image - 1

128 Copeland Crescent Cookstown, Innisfil, Simcoe, ON MLS® N13226498

Residential Freehold (Detached)

$2100000.0

4 Beds
5 Baths
3500-5000 sq-ft

Refined, spacious and filled w/ natural light, this exceptional North Star Homes Stagecoach model offers 5,184 sq ft of finished living space on a pre

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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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8971 McKinnon Road, Simcoe, ON , MLS #N13206830 , Image - 1

8971 McKinnon Road Angus, Essa, Simcoe, ON MLS® N13206830

Residential Freehold (Vacant Land)

$2999900.0

Top 5 Reasons You Will Love This Property: 1) Encompassing just under 200-acres of mature forest across two distinct parcels in Essa Township, this ra

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8429 Poplar Side Road, Simcoe, ON , MLS #S12840642 , Image - 1

8429 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12840642

Residential Freehold (Detached)

$2999900.0

Price drop by 9.1%

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

Welcome to The Great Totem House, a stunning reclaimed timber frame chalet set on a private 1.3-acre forested lot, just minutes from Osler Bluff Ski C

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