Simcoe, ON Luxury Homes For Sale | SquareYards

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2166 10th Side Road, Simcoe, ON , MLS #N13791364 , Image - 1

2166 10th Side Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13791364

Residential Freehold (Detached)

$3248800.0

6 +1 Beds
9 Baths
5000 + sq-ft

Generational Living at it's finest in Bradford's exclusive area. 2min to HWY 400. Feel the magnificence of this one of a kind property the second you

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846 Sixth Street, Simcoe, ON , MLS #S13563542 , Image - 1

846 Sixth Street Rural Clearview, Clearview, Simcoe, ON MLS® S13563542

Residential Freehold (Detached)

$2499000.0

4 +4 Beds
7 Baths
3500-5000 sq-ft

Luxury Custom Home with Income Suite - Over 6,000 Sq Ft of Finished Living SpaceDiscover this stunning, one-of-a-kind luxury custom home, perfectly si

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3778 Vasey Road, Simcoe, ON , MLS #S13710142 , Image - 1

3778 Vasey Road Rural Tay, Tay, Simcoe, ON MLS® S13710142

Residential Freehold (Detached)

$2474900.0

5 Beds
4 Baths
3500-5000 sq-ft

75 FORESTED ACRES of quiet luxury in Tay. Long, paved, tree-lined winding driveway leads to this UNIQUE CUSTOM EXECUTIVE HOME, offering unmatched priv

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3750 10 Line N, Simcoe, ON , MLS #S13787930 , Image - 1

3750 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13787930

Residential Freehold (Farm)

$4100000.0

4 Beds
4 Baths
1500-2000 sq-ft

A truly rare opportunity in Oro-Medonte. Set on 98 acres, this exceptional country property brings together everything people love about rural living:

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0 River Road E, Simcoe, ON , MLS #S13614598 , Image - 1

0 River Road E Wasaga Beach, Simcoe, ON MLS® S13614598

Residential Freehold (Vacant Land)

$3495000.0

RARE WATERFRONT OPPORTUNITY AT THE MOUTH OF GEORGIAN BAY! Offered together as one exceptional package, these six combined lots span approximately 1.1

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1036 River Road E, Simcoe, ON , MLS #S13786742 , Image - 1

1036 River Road E Wasaga Beach, Simcoe, ON MLS® S13786742

Residential Freehold (Detached)

$2500000.0

4 Beds
3 Baths
2500-3000 sq-ft

MULTI-MILLION-DOLLAR VISTAS OF GEORGIAN BAY FROM THE BLUE MOUNTAINS TO CHRISTIAN ISLAND - imagine this and immediate access to the beautiful sandy sho

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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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2710 Nottawasaga 10 Concession N, Simcoe, ON , MLS #S13593190 , Image - 1

2710 Nottawasaga 10 Concession N Rural Clearview, Clearview, Simcoe, ON MLS® S13593190

Residential Freehold (Detached)

$3975000.0

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

Introducing Winterbrook, a luxurious custom estate home masterfully crafted by Dalton Beachli. Nestled on just under two acres of beautifully landscap

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5512 3rd Line, Simcoe, ON , MLS #N13786040 , Image - 1

5512 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13786040

Residential Freehold (Detached)

$2895000.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

Just north of Schomberg and east of Tottenham sits this 50+ acre parcel that is ideal for those wanting to add land to their real estate portfolio or

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1409 CONCESSION ROAD 7 N/A, Simcoe, ON , MLS #N13783058 , Image - 1

1409 CONCESSION ROAD 7 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13783058

Residential Freehold (Rural Residential)

$3900000.0

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

EQUESTRIAN AND THOROUGHBRED HORSE FARM. This 24.979-acre farm is an Equestrian dream! Less than 15mins from Caledon Equestrian Park & 30mins from Wood

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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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114 Melissa Lane, Simcoe, ON , MLS #S13472210 , Image - 1

114 Melissa Lane Rural Tiny, Tiny, Simcoe, ON MLS® S13472210

Residential Freehold (Detached)

$5250000.0

Price drop by 4.4%

8 Beds
8 Baths
3500-5000 sq-ft

Incomparable Private West Facing 2 Acres With 239 Ft. Of Water Frontage in One of the Finest Large Lot Communities in Southern Georgian Bay. Private S

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3500 Crescent Harbour Road, Simcoe, ON , MLS #N13239780 , Image - 1

3500 Crescent Harbour Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13239780

Residential Freehold (Detached)

$2099000.0

Price drop by 6.7%

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

Welcome to 3500 Crescent Harbour Road, an extraordinary estate property located just steps from the sparkling shores of Lake Simcoe. Nestled on approx

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51 Kempenfelt Drive, Simcoe, ON , MLS #S13781022 , Image - 1

51 Kempenfelt Drive North Shore, Barrie, Simcoe, ON MLS® S13781022

Residential Freehold (Detached)

$2398000.0

2 +1 Beds
4 Baths
3000-3500 sq-ft

A striking architectural presence in one of Barrie's most beautiful waterfront settings, this contemporary residence enjoys unobstructed views over Ke

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10 Lundy Lane, Simcoe, ON , MLS #S13697056 , Image - 1

10 Lundy Lane Rural Tiny, Tiny, Simcoe, ON MLS® S13697056

Residential Freehold (Detached)

$2450000.0

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to Georgian Blue! Experience refined beachfront living in this exceptional Cape Cod waterfront retreat with over 3000 sf of finished living sp

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678 13th Line, Simcoe, ON , MLS #N13780734 , Image - 1

678 13th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N13780734

Residential Freehold (Detached)

$4800000.0

2 Beds
2 Baths
2000-2500 sq-ft

RARE 2.26-ACRE CORNER PROPERTY ALONG FRIDAY HARBOUR GOLF GREENS. Prime 2.265-acre residential holding with dual frontage on 13th Line and Friday Drive

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3568 4 Line, Simcoe, ON , MLS #N12641382 , Image - 1

3568 4 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12641382

Residential Freehold (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

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8 Midves Court, Simcoe, ON , MLS #S13620036 , Image - 1

8 Midves Court Midhurst, Springwater, Simcoe, ON MLS® S13620036

Residential Freehold (Detached)

$4500000.0

4 +3 Beds
6 Baths
5000 + sq-ft

Experience luxury living in this exceptional estate offering over 10,000 sq. ft. of finished living space, thoughtfully designed for everyday comfort

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3674 Ferretti Court, Simcoe, ON , MLS #N13747854 , Image - 1

3674 Ferretti Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13747854

Residential Freehold (Att/Row/Townhouse)

$2499900.0

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

Exceptional end unit with almost 3,600 sq ft of above-grade living space, this expansive Ferretti waterfront townhome is one of the largest footprint

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1000 Strawberry Island Rural Ramara, Ramara, Simcoe, ON MLS® S13775330

Residential Freehold (Other)

$3595000.0

< 700 sq-ft

A Truly Exceptional Fall And Winter Opportunity To Own Strawberry Island-A 26-Acre Private, Iconic, And Historically Significant Sanctuary On Lake Sim

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95 Spruce Street, Simcoe, ON , MLS #S13452718 , Image - 1

95 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® S13452718

Residential Freehold (Detached)

$2999900.0

Price drop by 14.3%

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

Set on a beautifully private one-acre estate surrounded by mature forest, this exceptional custom-built 2023 residence offers a rare combination of mo

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1052 Rainbow Valley Road W, Simcoe, ON , MLS #S13685900 , Image - 1

1052 Rainbow Valley Road W Phelpston, Springwater, Simcoe, ON MLS® S13685900

Residential Freehold (Detached)

$3895000.0

4 +2 Beds
7 Baths
5000 + sq-ft

Exceptional craftsmanship meets timeless design in this incredible custom-built home, situated on 5 peaceful and private acres in the heart of Springw

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7314 Summerland Road, Simcoe, ON , MLS #S13726014 , Image - 1

7314 Summerland Road Rural Ramara, Ramara, Simcoe, ON MLS® S13726014

Residential Freehold (Detached)

$4200000.0

6 Beds
4 Baths
3500-5000 sq-ft

***95 FT OF LAKE COUCHICHING WATERFRONT LUXURY CUSTOM BUNGALOW*** Experience exceptional four-season waterfront living in this stunning custom-built b

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42 Windfield Drive W, Simcoe, ON , MLS #S13767720 , Image - 1

42 Windfield Drive W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13767720

Residential Freehold (Detached)

$3899999.0

3 +2 Beds
4 Baths
5000 + sq-ft

An exceptional custom-built 5800 sqft private residence where no expense has been spared, showcasing the finest finishes inside and out and maintained

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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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3525 Tenth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13770818

Residential Freehold (Detached)

$3880000.0

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

Discover an exceptional opportunity to acquire up to 20 acres of prime land in the highly sought-after Bradford West Gwillimbury area**. Ideally posit

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2140 Willard Avenue, Simcoe, ON , MLS #N13757958 , Image - 1

2140 Willard Avenue Alcona, Innisfil, Simcoe, ON MLS® N13757958

Residential Freehold (Detached)

$2149000.0

4 +2 Beds
5 Baths
3000-3500 sq-ft

Where elevated design meets effortless lakeside living. Set on a premium lot in the heart of Alcona, this exceptional custom-built home blends luxury,

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687 Innisfil Beach Road, Simcoe, ON , MLS #N13768264 , Image - 1

687 Innisfil Beach Road Alcona, Innisfil, Simcoe, ON MLS® N13768264

Residential Freehold (Detached)

$2199000.0

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Discover a once-in-a-lifetime opportunity on the shores of Lake Simcoe, offering an incredibly unique combin

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47 Shanty Bay Road, Simcoe, ON , MLS #S13764348 , Image - 1

47 Shanty Bay Road North Shore, Barrie, Simcoe, ON MLS® S13764348

Residential Freehold (Detached)

$2349000.0

4 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to this breathtaking waterfront property, where luxury meets location on the shores of Kempenfelt Bay. Fully renovated in 2020, this 3,000+ sq

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3964 Guest Road, Simcoe, ON , MLS #N13746344 , Image - 1

3964 Guest Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13746344

Residential Freehold (Detached)

$5999700.0

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

Top 5 Reasons You Will Love This Home: 1) Experience an extraordinary Lake Simcoe lifestyle with 124' of pristine waterfront, a private dock and boat

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