Simcoe, ON Luxury Homes For Sale | SquareYards

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1290 A Line 15 N/A N, Simcoe, ON , MLS #S13067630 , Image - 1

1290 A Line 15 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13067630

Residential Freehold (Detached)

$2289000.0

2 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to serene Bass Lake living at one of Oro-Medonte's most coveted waterfront locations. Nestled on a beautifully treed lot with direct lake acce

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1275 Ramara Road 47 N/A, Simcoe, ON , MLS #S13049106 , Image - 1

1275 Ramara Road 47 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S13049106

Residential Freehold (Detached)

$2580000.0

Price drop by 18.9%

5 Beds
4 Baths
2500-3000 sq-ft

A rare opportunity to own one of lake Simcoe's most distinctive private estates, offering exceptional versatility on 2.5 acres of beautifully maintain

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3269 Concession 7 N/A, Simcoe, ON , MLS #N13515198 , Image - 1

3269 Concession 7 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13515198

Residential Freehold (Farm)

$2799000.0

3 Beds
3 Baths
1100-1500 sq-ft

Sprawling and serene 104-acre farm just minutes from Alliston and Tottenham. This well-maintained property features a raised bungalow within-law suite

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2280 Simcoe County Road 27 N/A, Simcoe, ON , MLS #N13479332 , Image - 1

2280 Simcoe County Road 27 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13479332

Residential Freehold (Detached)

$3899999.0

4 +2 Beds
5 Baths
5000 + sq-ft

Welcome To 2280 Hwy 27 Bradford. A Private Luxury Retreat On 10 Acre Land With 7500 Sqft Of Living Space. Detached 6 Bedroom House, 5 Washrooms, Finis

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2362 Concession Rd 2 N/A, Simcoe, ON , MLS #N13464280 , Image - 1

2362 Concession Rd 2 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13464280

Residential Freehold (Detached)

$3125000.0

2 Beds
1 Baths
700-1100 sq-ft

An exceptional opportunity to own a truly remarkable 100-acre property in the heart of Hockley Valley. Offering approximately 2,000 feet of road front

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6952 Second Line N/A, Simcoe, ON , MLS #N13457798 , Image - 1

6952 Second Line N/A Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13457798

Residential Freehold (Detached)

$4499000.0

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

171-acre country property with main house and newly created 2-storey apartment in the newly restored century barn. Turn-key country property. Bring yo

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3591 Line 12 N/A, Simcoe, ON , MLS #N13089012 , Image - 1

3591 Line 12 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13089012

Residential Freehold (Farm)

$2999000.0

3 Beds
2 Baths
2000-2500 sq-ft

Rare Opportunity To Own An Extraordinary 26+ Acre Horse Farm Featuring Two Fully Independent Residences In Highly Desirable Bradford West Gwillimbury.

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5735 Concession Rd 6 N/A, Simcoe, ON , MLS #N12949932 , Image - 1

5735 Concession Rd 6 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12949932

Residential Freehold (Detached)

$4890000.0

6 Beds
4 Baths
3000-3500 sq-ft

Exceptional 118-acre working farm just minutes from the thriving town of Alliston, offering a rare combination of agricultural income, multigeneration

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4495 Line 11 N/A, Simcoe, ON , MLS #N12836026 , Image - 1

4495 Line 11 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12836026

Residential Freehold (Farm)

$7995000.0

2 Beds
3 Baths
1500-2000 sq-ft

Located just north of Bond Head and offering prime exposure by its dual frontage along Highway 27 and Line 11. Outstanding 159.67-acre farm situated w

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8078 Highway 9 N/A, Simcoe, ON , MLS #N12807930 , Image - 1

8078 Highway 9 N/A Tottenham, New Tecumseth, Simcoe, ON MLS® N12807930

Residential Freehold (Detached)

$4917300.0

5 Beds
4 Baths
3500-5000 sq-ft

49.92 Acres, Huge Frontage 682.83 Ft and Huge Depth 3,354.67 Ft Directly On HWY 9 across the King City & Caledon City! Fabulous Custom Built Chalet Ra

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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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3162 Line 12 N/A, Simcoe, ON , MLS #N12441196 , Image - 1

3162 Line 12 N/A Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12441196

Residential Freehold (Detached)

$3999000.0

Price drop by 4.8%

4 Beds
3 Baths
2500-3000 sq-ft

Why Drive To The Cottage When You Can Live at Your Own Private Retreat With Spring Fed Pond On 43 Acres. This Absolutely Unique Country Estate is In T

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250 Gordon Drive, Simcoe, ON , MLS #S13568450 , Image - 1

250 Gordon Drive Penetanguishene, Simcoe, ON MLS® S13568450

Residential Freehold (Detached)

$4995000.0

2 +3 Beds
5 Baths
5000 + sq-ft

Perched along pristine waters, this property is one of south-east Georgian Bay's most iconic waterfront estates. Built in 2007, the breathtaking 9,000

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11 12th Street N, Simcoe, ON , MLS #S12996032 , Image - 1

11 12th Street N Wasaga Beach, Simcoe, ON MLS® S12996032

Residential Freehold (Other)

$2500000.0

Price drop by 9.1%

9 Beds
9 Baths
3500-5000 sq-ft

A rare multi-unit beachfront property on the world's longest freshwater beach - an opportunity of this scale on Georgian Bay simply does not come avai

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1536 Tiny Beaches Road N, Simcoe, ON , MLS #S11896365 , Image - 1

1536 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S11896365

Residential Freehold (Detached)

$3399000.0

4 Beds
1 Baths
700-1100 sq-ft

*** Visit the REALTOR website for further information about this Listing *** Your opportunity to own an awesome four season waterfront beach house wit

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125 Stephens Street, Simcoe, ON , MLS #S13476222 , Image - 1

125 Stephens Street Collingwood, Simcoe, ON MLS® S13476222

Residential Freehold (Detached)

$2115000.0

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

A distinguished offering in one of Collingwood's most sought-after enclaves, this exceptional custom-built residence exemplifies refined living throug

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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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1284 Rumney Road, Simcoe, ON , MLS #S13567640 , Image - 1

1284 Rumney Road Rural Tay, Tay, Simcoe, ON MLS® S13567640

Residential Freehold (Farm)

$2249000.0

4 Beds
3 Baths
3500-5000 sq-ft

Welcome to a truly breathtaking estate on a high point looking westwards. 30 minutes from Barrie, 20 minutes to Georgian Bay beaches 10 minutes to Mid

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7 Duquette Court, Simcoe, ON , MLS #S13648816 , Image - 1

7 Duquette Court Rural Tiny, Tiny, Simcoe, ON MLS® S13648816

Residential Freehold (Detached)

$2250000.0

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

Top 5 Reasons You Will Love This Home: 1) Exceptional custom-built home offering over 3,800 square feet of beautifully finished living space, showcasi

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2019 Lilac Drive, Simcoe, ON , MLS #N13647936 , Image - 1

2019 Lilac Drive Alcona, Innisfil, Simcoe, ON MLS® N13647936

Residential Freehold (Detached)

$2299999.0

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

Welcome to 2019 Lilac Dr, an absolutely stunning CUSTOM BUILT 4+1 bedroom residence in Alcona, just minutes from the beach. Built in 2022 and situated

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5974 5th Side Road, Simcoe, ON , MLS #N13642396 , Image - 1

5974 5th Side Road Rural Essa, Essa, Simcoe, ON MLS® N13642396

Residential Freehold (Farm)

$3500000.0

7 Beds
3 Baths
3500-5000 sq-ft

Click brochure link for more details. Rare opportunity to acquire 2 separately deeded neighbouring properties containing 3 residences and 7 multi-use

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301 Concession 4 Road E, Simcoe, ON , MLS #S13641492 , Image - 1

301 Concession 4 Road E Rural Tiny, Tiny, Simcoe, ON MLS® S13641492

Residential Freehold (Farm)

$2599900.0

4 Beds
3 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Expansive 44-acre estate offering immediate positive cash flow through a fully established and thriving dog

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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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10 Edgewater Road, Simcoe, ON , MLS #S13222940 , Image - 1

10 Edgewater Road Wasaga Beach, Simcoe, ON MLS® S13222940

Residential Freehold (Detached)

$2480000.0

3 Beds
4 Baths
1500-2000 sq-ft

One of Wasaga Beach's largest waterfront properties on the river! Steel break wall, power for boat lifts and docks,16x20 accessory building with power

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1664 10 Concession N, Simcoe, ON , MLS #S13645592 , Image - 1

1664 10 Concession N Rural Clearview, Clearview, Simcoe, ON MLS® S13645592

Residential Freehold (Rural Residential)

$4295000.0

4 Beds
4 Baths
3500-5000 sq-ft

Truly exceptional four-season home on high elevation acreage with both panoramic bay and valley views in a highly desirable and rarely available locat

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7483 5th Side Road, Simcoe, ON , MLS #N13557394 , Image - 1

7483 5th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13557394

Residential Freehold (Detached)

$2499999.0

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

SPECTACULAR 8.7-ACRE COUNTRY ESTATE | 2023 MAJOR ARCHITECTURAL EXPANSION | OVER 3,800 SQ FT OF FINISHED LIVING SPACE. Tucked away on a quiet paved ro

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28 Maple Drive, Simcoe, ON , MLS #S13582762 , Image - 1

28 Maple Drive Orillia, Simcoe, ON MLS® S13582762

Residential Freehold (Detached)

$3999900.0

4 Beds
6 Baths
3500-5000 sq-ft

Some homes exist in a category all their own, and this is that home. Set on 116 feet of prized east-exposure shoreline on Lake Couchiching, on one of

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11 Nevis Ridge Drive, Simcoe, ON , MLS #S13207526 , Image - 1

11 Nevis Ridge Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13207526

Residential Freehold (Detached)

$2100000.0

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

Eleven Nevis Ridge is a rare Scandinavian scribe Western red cedar log home - a hand-fitted, one-of-a-kind retreat tucked at the end of a quiet cul-de

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1814 Quantz Crescent, Simcoe, ON , MLS #N13639306 , Image - 1

1814 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N13639306

Residential Freehold (Detached)

$2389000.0

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

OVER 4,600 FINISHED SQ FT ON 2.2+ TREED ACRES WITH AN IN-GROUND POOL, WALKOUT LOWER LEVEL & TRIPLE GARAGE! More than 4,600 finished sq ft unfolds acro

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3869 7th Line, Simcoe, ON , MLS #N13638014 , Image - 1

3869 7th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N13638014

Residential Freehold (Farm)

$3400000.0

4 Beds
3 Baths
2500-3000 sq-ft

Prime 78.8-acre agricultural property on paved 7th Line, Innisfil, ideally located between the Village of Thornton and the rapidly growing Innisfil Be

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