Simcoe, ON Luxury Homes For Sale | SquareYards

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752 County Road 90, Simcoe, ON , MLS #40696357 , Image - 1

752 County Road 90 Rural SpringWater, Springwater, Simcoe, ON MLS® 40696357

Land (Commercial)

$4200000

Prime Development Land - Barrie’s Targeted Growth Area.Almost 40 Acre site with approx. 23 acres of flat, useable land accessed off Highway 90/Dunlop

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2085 Warminster Road, Simcoe, ON , MLS #40715052 , Image - 1

2085 Warminster Road Rural Severn, Severn, Simcoe, ON MLS® 40715052

Residential (Single Family Residence)

$2149000

4 Beds
3 Baths
3940 sq-ft

EXTRAVAGANT BUNGALOW SET ON A TRANQUIL 61-ACRE LOT WITH A WORKSHOP & 3 CAR GARAGE! Bold, beautiful, and built for those who want it all, this luxury e

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3524 Isla Way, Simcoe, ON , MLS #40729116 , Image - 1

3524 Isla Way Rural Severn, Severn, Simcoe, ON MLS® 40729116

Residential (Single Family Residence)

$3895000

7 Beds
5 Baths
6785 sq-ft

An architectural masterpiece on Gloucester Pool, this stunning waterfront retreat is a seamless blend of modern luxury & natural beauty. Designed by a

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292 Trillium Place, Simcoe, ON , MLS #40751121 , Image - 1

292 Trillium Place Rural Innisfil, Innisfil, Simcoe, ON MLS® 40751121

Residential (Single Family Residence)

$4499000

8 Beds
6 Baths
5005 sq-ft

Escape to the lake without compromising on luxury. Nestled along 96 feet of pristine shoreline on Kempenfelt Bay, 292 Trillium Place is a rareand rema

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943 Barry Avenue, Simcoe, ON , MLS #40727919 , Image - 1

943 Barry Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® 40727919

Residential (Single Family Residence)

$2229000

5 Beds
5 Baths
3405 sq-ft

Stunning fully renovated waterfront home on long private property nestled on the shores of Lake Simcoe. With 5 bedrooms plus office (2 being in a priv

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4 Sycamore Circle, Simcoe, ON , MLS #40745770 , Image - 1

4 Sycamore Circle Rural SpringWater, Springwater, Simcoe, ON MLS® 40745770

Residential (Single Family Residence)

$3299000

5 Beds
5 Baths
4870 sq-ft

Welcome to 4 Sycamore Circle in picturesque Springwater. A stunning bunga-loft that blends luxury, craftsmanship, and thoughtful design on a beautiful

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8, 20, 30, 34 Hemlock Avenue, Simcoe, ON , MLS #40727926 , Image - 1

8, 20, 30, 34 Hemlock Avenue Waubaushene, Tay, Simcoe, ON MLS® 40727926

Land (Residential)

$5500000

ATTENTION INVESTORS, DEVELOPERS AND BUILDERS!! Once-in-a-lifetime opportunity to build on Georgian Bay! Currently 4 lots with steps taken to turn 3 of

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13 Georgina Drive, Simcoe, ON , MLS #40738386 , Image - 1

13 Georgina Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40738386

Residential (Single Family Residence)

$4500000

3 Beds
4 Baths
3620 sq-ft

Exceptional Shoreline. Prestigious Location. Welcome to 13 Georgina Drive — a rare opportunity to own one of the most coveted lakefront properties on

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68 Alana Drive, Simcoe, ON , MLS #40748777 , Image - 1

68 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® 40748777

Residential (Single Family Residence)

$2150000

6 Beds
7 Baths
6969 sq-ft

Welcome to this exceptional two-story brick estate designed with space, practicality, and flexibility in mind. Situated on a private, .859-acre lot in

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6 Midves Court, Simcoe, ON , MLS #40745041 , Image - 1

6 Midves Court Midhurst, Springwater, Simcoe, ON MLS® 40745041

Residential (Single Family Residence)

$3595000

5 Beds
6 Baths
8503 sq-ft

Welcome to one of Midhurst’s most prestigious addresses—Midves Court. This custom-built estate sits on nearly 2 acres of private, landscaped grounds w

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114 Blake Street E, Simcoe, ON , MLS #40726247 , Image - 1

114 Blake Street E North Shore, Barrie, Simcoe, ON MLS® 40726247

Land (Residential)

$3150000

Price drop by 17.1%

Exceptional one-acre corner infill lot nestled in prestigious established neighbourhood where heritage meets opportunity. This rare find offers savvy

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10195 Hwy 12 West, Simcoe, ON , MLS #40749030 , Image - 1

10195 Hwy 12 West Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40749030

Residential (Single Family Residence)

$2499900

3 Beds
3 Baths
2112 sq-ft

A TRUE LIVE-WORK PROPERTY WITH A RETAIL STORE, OFFICE, MULTIPLE OUTBUILDINGS & OVER 95 ACRES TO GROW YOUR VISION! This picture-worthy property looks l

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10195 Hwy 12 West, Simcoe, ON , MLS #40748989 , Image - 1

Unit-C, 10195 Hwy 12 West Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40748989

Farm (Agriculture)

$3399900

3 Beds
3 Baths
2112 sq-ft

ONLINE BUSINESS, HIGH-VISIBILITY LOCATION, RETAIL STORE, MULTIPLE OUTBUILDINGS & A CHARACTER-FILLED HOME! A once-in-a-lifetime chance to own a thrivin

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416 Bay Street, Simcoe, ON , MLS #40706090 , Image - 1

416 Bay Street Orillia, Simcoe, ON MLS® 40706090

Residential (Single Family Residence)

$2795000

Price drop by 6.8%

4 Beds
3 Baths
2901 sq-ft

Welcome to this exceptional waterfront retreat offering unparalleled views of Lake Couchiching and showcasing over 2900 square feet of finished living

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1220 Shoreview Drive, Simcoe, ON , MLS #40704130 , Image - 1

1220 Shoreview Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® 40704130

Residential (Single Family Residence)

$7500000

6 Beds
5 Baths
7100 sq-ft

Welcome to this stunning luxury waterfront estate, a blend of elegant design, modern amenities, and breathtaking natural beauty. The exterior showcase

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880 Shoreview Drive, Simcoe, ON , MLS #40735126 , Image - 1

880 Shoreview Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® 40735126

Residential (Single Family Residence)

$12900000

4 Beds
7 Baths
8887 sq-ft

Sometimes a home is more than just a place—it’s a feeling. Welcome to 880 Shoreview Drive in Southshore Woods, a breathtaking custom waterfront estate

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11 Nevis Ridge Drive, Simcoe, ON , MLS #40749677 , Image - 1

11 Nevis Ridge Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40749677

Residential (Single Family Residence)

$2499999

6 Beds
5 Baths
5977 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

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10 Stewart Crescent, Simcoe, ON , MLS #40695611 , Image - 1

10 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® 40695611

Residential (Single Family Residence)

$2198880

4 Beds
5 Baths
4200 sq-ft

Absolutely bright and stunning 3 years old family home on large lot, 3 car garage. Enjoy being in a prestigious neighbourhood. Exquisite 4 bedrooms, o

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5300 6 Concession Road, Simcoe, ON , MLS #40749729 , Image - 1

5300 6 Concession Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® 40749729

Farm (Agriculture)

$5999900

4 Beds
3 Baths
2276 sq-ft

297 Acres Of Prime Farm Land, Featuring 250 Acres Workable Land. 200 Acres Is Tile Drained, Has Underground Pipes For 2 Pivot Irrigation Systems, Acce

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20 Brownlee Drive, Simcoe, ON , MLS #40748987 , Image - 1

20 Brownlee Drive Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® 40748987

Residential (Single Family Residence)

$2199999

3 Beds
5 Baths
3436 sq-ft

Welcome to a luxurious estate where elegance meets thoughtful design. This meticulously upgraded home offers the perfect balance of style, comfort, an

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5376 County 15 Road, Simcoe, ON , MLS #40748162 , Image - 1

5376 County 15 Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® 40748162

Farm (Agriculture)

$2875000

4 Beds
2 Baths
2416 sq-ft

52.9 Acres with a lovely farmhouse and drive shed located in Adjala-Tosorontio township, but adjacent to New Tecumseth with beautiful panoramic views

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7765 5th Sideroad Tos, Simcoe, ON , MLS #40747633 , Image - 1

7765 5th Sideroad Tos Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® 40747633

Residential (Single Family Residence)

$2275000

6 Beds
5 Baths
5326.97 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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1 Best Court, Simcoe, ON , MLS #40745824 , Image - 1

1 Best Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40745824

Residential (Single Family Residence)

$2450000

4 Beds
3 Baths
4689 sq-ft

Tucked away on a quiet, prestigious court in Oro-Medonte is a home that captures what so many dream of, peace, space, and sunrises that take your brea

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5977 13th Line, Simcoe, ON , MLS #40744859 , Image - 1

5977 13th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® 40744859

Farm (Agriculture)

$4750000

4 Beds
3 Baths
2750 sq-ft

A Private Country Paradise. Welcome to this exceptional 104-acre farm estate offering the perfect blend of functionality, natural beauty, and refined

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1836 Quantz Crescent, Simcoe, ON , MLS #40739856 , Image - 1

1836 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® 40739856

Residential (Single Family Residence)

$2750000

5 Beds
5 Baths
5000 sq-ft

Nestled in a little-known enclave at the border of Innisfil and Barrie—an exclusive location even most locals haven’t discovered—this timeless custom-

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8429 Poplar Side Road, Simcoe, ON , MLS #40736825 , Image - 1

8429 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® 40736825

Residential (Single Family Residence)

$3449000

6 Beds
5 Baths
5104 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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369 Balm Beach Road W, Simcoe, ON , MLS #40733618 , Image - 1

369 Balm Beach Road W Rural Tiny, Tiny, Simcoe, ON MLS® 40733618

Residential (Single Family Residence)

$2385000

1 Beds
1 Baths
3088 sq-ft

Rare opportunity to own a one-of-a-kind waterfront property at 369 Balm Beach Rd W, ideally located on the sandy shores of Georgian Bay. This high-vis

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691 Mt St Louis Road Road W, Simcoe, ON , MLS #40730718 , Image - 1

691 Mt St Louis Road Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40730718

Residential (Single Family Residence)

$2199000

4 Beds
2 Baths
3338 sq-ft

Calling all skiers, nature enthusiasts and privacy seekers! This is the property for you. With over 10 acres of privacy, trees and trails it you won’t

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9 Blueridge Crescent, Simcoe, ON , MLS #40730044 , Image - 1

9 Blueridge Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40730044

Residential (Single Family Residence)

$2395000

Price drop by 4.0%

4 Beds
3 Baths
2701 sq-ft

Welcome to 9 Blueridge Crescent, a rare and refined Lake Simcoe waterfront estate located on a quiet court in the prestigious community of Oro-Medonte

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46 Tyndale Road, Simcoe, ON , MLS #40725419 , Image - 1

46 Tyndale Road South Shore, Barrie, Simcoe, ON MLS® 40725419

Residential (Single Family Residence)

$2199000

Price drop by 4.3%

5 Beds
5 Baths
4010 sq-ft

Discover the Epitome of Luxury Living in Tollendal! Step into a world of unparalleled elegance with this custom-built masterpiece in the prestigious T

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