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Simcoe, ON Luxury Homes

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With Square Yards Canada, you can find your dream luxury homes for sale in Simcoe. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Simcoe

Last Updated: February 13, 2026

50 Photos

11 Park Trail, Simcoe, ON , MLS #S12732922 , Image - 1

11 Park Trail Midhurst, Springwater, Simcoe, ON MLS® S12732922

Residential Freehold (Detached)

$2399800.0

5 Beds
5 Baths
3500-5000 sq-ft

Discover timeless elegance in this stunning English Tudor estate, perched on a private 2.2 acre lot in prestigious Midhurst. Thoughtfully positioned a

7 Photos

1703 Innisfil Beach Road, Simcoe, ON , MLS #N8430558 , Image - 1

1703 Innisfil Beach Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N8430558

Residential Freehold (Detached)

$14800000.0

3 Beds
2 Baths
1100-1500 sq-ft

Fabulous Opportunity: Potential For Future Development In Growing Area Of Innisfil/Alcona! Perfectly Located With Road And Services Expansions Current

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3869 7th Line, Simcoe, ON , MLS #N12722792 , Image - 1

3869 7th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N12722792

Residential Freehold (Farm)

$3988000.0

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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214 Hickory Lane, Simcoe, ON , MLS #S12769920 , Image - 1

214 Hickory Lane Bayshore, Barrie, Simcoe, ON MLS® S12769920

Residential Freehold (Detached)

$2499900.0

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

One of a kind luxury private estate nestled in the heart of Barrie on just under 3 acres backing onto Environmental Protected land & Hewitt's creek! C

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

40 Photos

24 Finley Drive, Simcoe, ON , MLS #S12762722 , Image - 1

24 Finley Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12762722

Residential Freehold (Detached)

$2650000.0

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

Top 5 Reasons You Will Love This Home: 1) Custom waterfront home featuring 4,066 square feet above ground and 5,899 total, while being nestled on a do

40 Photos

7833 Poplar Side Road, Simcoe, ON , MLS #S12758960 , Image - 1

7833 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12758960

Residential Freehold (Detached)

$2999000.0

4 +3 Beds
8 Baths
3000-3500 sq-ft

Welcome to an extraordinary 14.95-acre country estate that defines luxury living in the heart of Collingwood. Just minutes from downtown yet surrounde

40 Photos

130 Melissa Lane, Simcoe, ON , MLS #S12747348 , Image - 1

130 Melissa Lane Rural Tiny, Tiny, Simcoe, ON MLS® S12747348

Residential Freehold (Detached)

$3390000.0

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

Nestled within the exclusive Cedar Ridge community in Tiny Township, this architect-designed retreat offers a rare opportunity to own a custom waterfr

40 Photos

130 Concession 15 N/A W, Simcoe, ON , MLS #S12754704 , Image - 1

130 Concession 15 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S12754704

Residential Freehold (Detached)

$2599000.0

4 Beds
3 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Escape the limitations of the city with this 40-acre private compound in Tiny, offering a scale of infrastru

1 Photos

1000 Strawberry Island Rural Ramara, Ramara, Simcoe, ON MLS® S12751218

Residential Freehold (Other)

$4290000.0

< 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

25 Photos

5984 3rd Line, Simcoe, ON , MLS #N12749918 , Image - 1

5984 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12749918

Residential Freehold (Detached)

$2949000.0

4 Beds
2 Baths
1100-1500 sq-ft

Welcome to 5984 3rd Line This sprawling property boasts a charming 4 bedroom, 2 bathroom home situated on 45 acres of picturesque farmland 25 acres cu

32 Photos

158 Dale Crescent, Simcoe, ON , MLS #N12747564 , Image - 1

158 Dale Crescent Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12747564

Residential Freehold (Detached)

$2699999.0

4 Beds
4 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Executive, custom-built bungaloft in an exclusive estate neighbourhood, perfectly positioned and backing ont

22 Photos

194 Dunlop Street E, Simcoe, ON , MLS #S12253457 , Image - 1

194 Dunlop Street E Lakeshore, Barrie, Simcoe, ON MLS® S12253457

Residential Freehold (Multiplex)

$2189900.0

10 Beds
10 Baths
3500-5000 sq-ft

Multi residential opportunity on 1/4 acre parcel across from the waterfront of Kempenfelt Bay and high density condo development. This property compri

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3476 Garden Of Eden Road, Simcoe, ON , MLS #S12660608 , Image - 1

3476 Garden Of Eden Road Rural Clearview, Clearview, Simcoe, ON MLS® S12660608

Residential Freehold (Farm)

$3999999.0

7 Beds
7 Baths
5000 + sq-ft

Set on an extraordinary 50-acre parcel just minutes from the heart of Creemore, this exceptional executive home offers refined living surrounded by a

26 Photos

53 Niagara Street, Simcoe, ON , MLS #S12737558 , Image - 1

53 Niagara Street Collingwood, Simcoe, ON MLS® S12737558

Residential Freehold (Detached)

$2499900.0

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

Fall in love with this spectacular custom-built Vandermeer home just steps from Georgian Bay at Sunset Point, one of the area's most sought-after wate

45 Photos

95 lakeshore Road E, Simcoe, ON , MLS #S12742000 , Image - 1

95 lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12742000

Residential Freehold (Detached)

$2150000.0

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

Don't be deceived by this home's modest roadside appearance-behind the front door awaits a private lakeside retreat offering over 2,700 sq. ft. of ren

21 Photos

8464 6th Line, Simcoe, ON , MLS #N12638712 , Image - 1

8464 6th Line Rural Essa, Essa, Simcoe, ON MLS® N12638712

Residential Freehold (Detached)

$2500000.0

4 Beds
3 Baths
3500-5000 sq-ft

TIMBER-FRAME ESTATE ON 10 ACRES WITH INGROUND POOL, EXPANSIVE BARN, VERSATILE OUTBUILDINGS, & A 4,544 SQ FT HOME BUILT TO IMPRESS! Call it a farmhouse

32 Photos

7 Meadowlark Way, Simcoe, ON , MLS #S12639170 , Image - 1

7 Meadowlark Way Collingwood, Simcoe, ON MLS® S12639170

Residential Freehold (Detached)

$3590000.0

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

MODERN, ORGANIC & TIMELESS CUSTOM-BUILT BUNGALOW FEATURING OVER 5,500 SQFT OF COMFORT-DRIVEN LIVING SPACE! Located in the equally coveted and conveni

25 Photos

8747 10th Line, Simcoe, ON , MLS #N12656502 , Image - 1

8747 10th Line Rural Essa, Essa, Simcoe, ON MLS® N12656502

Residential Freehold (Detached)

$2195000.0

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

OVER 3,000 SQ FT BUNGALOW FEATURING IN-LAW POTENTIAL NESTLED ON 83.47 ACRES WITH WORKABLE LAND & MINUTES TO BARRIE! Nestled on an expansive 83.47 acre

40 Photos

11 12th Street N, Simcoe, ON , MLS #S12675290 , Image - 1

11 12th Street N Wasaga Beach, Simcoe, ON MLS® S12675290

Residential Freehold (Detached)

$3588888.0

9 Beds
9 Baths
5000 + sq-ft

Exceptional Investment Opportunity Located In One Of Ontario's Most Popular Vacation Destinations - Wasaga Beach! Beach-Front At Park Area 2. Multi Co

40 Photos

6643 3rd Line, Simcoe, ON , MLS #N12562584 , Image - 1

6643 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12562584

Residential Freehold (Detached)

$2999000.0

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

This stunning 6-bedroom, 6-bathroom bungalow on 10 acres just north of King offers luxurious living with the convenience of nearby amenities. The prop

47 Photos

5735 Concession Rd 6 N/A, Simcoe, ON , MLS #N12125265 , Image - 1

5735 Concession Rd 6 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12125265

Residential Freehold (Detached)

$4890000.0

6 Beds
4 Baths
3000-3500 sq-ft

Two custom homes situated on this exceptional 118 acre property that is currently operating as a bison and Texas Longhorn cattle farm, located just mi

50 Photos

28 Alana Drive, Simcoe, ON , MLS #S12693932 , Image - 1

28 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® S12693932

Residential Freehold (Detached)

$2099900.0

4 Beds
3 Baths
3500-5000 sq-ft

A private backyard retreat with a heated saltwater pool, multiple seating areas, and mature landscaping - ideal for relaxing, hosting friends, or spen

49 Photos

36 Pioneer Trail, Simcoe, ON , MLS #S12723852 , Image - 1

36 Pioneer Trail Innis-Shore, Barrie, Simcoe, ON MLS® S12723852

Residential Freehold (Detached)

$14000000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Step into the pinnacle of luxury living with this stunning custom-built waterfront home, meticulously renovated from top to bottom with the finest fin

1 Photos

206 Foster Drive Painswick North, Barrie, Simcoe, ON MLS® S12506966

Residential Freehold (Vacant Land)

$2390000.0

Price drop by 20.3%

Presenting 206 Foster Dr in the heart of Barrie! 1.25 acre flat property designated as a Strategic Growth Area in the Town's Official Plan. Great oppo

41 Photos

3965 Algoma Avenue, Simcoe, ON , MLS #N12718768 , Image - 1

3965 Algoma Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12718768

Residential Freehold (Detached)

$2699000.0

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

Luxury Custom Bungaloft on Shoreline Road - Steps to Lake Simcoe! ****Welcome to this newly upgraded, move-in-ready custom bungaloft situated on a rar

50 Photos

854 Sixth Street, Simcoe, ON , MLS #S12713120 , Image - 1

854 Sixth Street Rural Clearview, Clearview, Simcoe, ON MLS® S12713120

Residential Freehold (Detached)

$2649900.0

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

Nestled on 19 breathtaking acres just minutes from the vibrant heart of Collingwood and the world-class Blue Mountain ski hills, this exceptional 5-be

41 Photos

1359 Old Barrie Road E, Simcoe, ON , MLS #S12684820 , Image - 1

1359 Old Barrie Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12684820

Residential Freehold (Detached)

$2299900.0

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

Highest Quality From Top To Bottom Over 5000SqFt Of Available Living Space, South Western Exposure Backyard. One Of A Kind It Factor Family Home on 37

46 Photos

58 White Oaks Road, Simcoe, ON , MLS #S12564712 , Image - 1

58 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S12564712

Residential Freehold (Detached)

$2149000.0

4 Beds
3 Baths
3000-3500 sq-ft

Welcome to a truly one of a kind opportunity to own a prime piece of waterfront real estate nestled along the sandy shores of Kempenfelt Bay. This lar

40 Photos

2705 14th Line, Simcoe, ON , MLS #N12495028 , Image - 1

2705 14th Line Gilford, Innisfil, Simcoe, ON MLS® N12495028

Residential Freehold (Detached)

$2388888.0

Price drop by 5.8%

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

Welcome to this exceptional custom-built estate home, offering luxury country living with outstanding multi-generational potential. Set on a private 3

45 Photos

7 Byers Street, Simcoe, ON , MLS #S12709644 , Image - 1

7 Byers Street Snow Valley, Springwater, Simcoe, ON MLS® S12709644

Residential Freehold (Detached)

$2099900.0

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

Client RemarksIf you're looking for the complete package - A stunning custom built home with resort like backyard, situated in a quiet enclave of less

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