Skip to main content
Sell Your Home
Shortlisted Properties
  • New Homes
  • For Sale
  • For Rent
Danger! Indicates a dangerous or potentially negative action.
Error

Maximum 4 project can be compared at one go.

Simcoe, ON Luxury Homes - P2

Showing results 31 - 60 of 70
Last Updated: March 31, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
39 Photos
Last Updated : 34 Days ago
38 Willow Drive, Simcoe, ON , MLS #S12815970 , Image - 1
Image With Blur overlay

Like What you see?

38 Willow Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12815970

Residential Freehold (Detached)

$2899000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Perched majestically on the stunning shores of Georgian Bay this 37' Waterfront custom built all brick home with 4+ bedroom is calling your name. The
50 Photos
Last Updated : 34 Days ago
3793 Ferretti Court, Simcoe, ON , MLS #N12096640 , Image - 1

Like What you see?

3793 Ferretti Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N12096640

Residential Freehold (Att/Row/Townhouse)

$3998000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Friday Harbour Brand new and never lived in. Absolutely one of a kind! 5 bedroom corner model with more than $1 million dollars spent on interior cust
40 Photos
Last Updated : 38 Days ago
2705 14th Line, Simcoe, ON , MLS #N12495028 , Image - 1

Like What you see?

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

Residential Freehold (Detached)

$2388888.0
price drop iconPrice drop by 5.8%
  • 3 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to an extraordinary custom-built estate designed for true multi-generational living or potential rental income. Set on a private 3.25-acre tre
49 Photos
Last Updated : 38 Days ago
153 Creighton Street S, Simcoe, ON , MLS #S12801838 , Image - 1

Like What you see?

153 Creighton Street S Atherley, Ramara, Simcoe, ON MLS® S12801838

Residential Freehold (Detached)

$5295000.0
  • 5 Beds
  • 5 Baths
  • 5000 + sq-ft
Curated with pure intention, exceptionally executed - here's a spectacular opportunity to own one of Lake Simcoe's most admirable waterfront estates!
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
26 Photos
Last Updated : 40 Days ago
53 Niagara Street, Simcoe, ON , MLS #S12799130 , Image - 1

Like What you see?

53 Niagara Street Collingwood, Simcoe, ON MLS® S12799130

Residential Freehold (Detached)

$2399900.0
  • 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
2 Photos
Last Updated : 41 Days ago
4517 Penetanguishene Road, Simcoe, ON , MLS #S12205365 , Image - 1
4517 Penetanguishene Road Hillsdale, Springwater, Simcoe, ON MLS® S12205365

Residential Freehold (Vacant Land)

$2250000.0
6 acres of prime property in Hillsdale on Penetanguishene Rd. Present zoning RU but future possibility for residential or hwy commercial development
43 Photos
Last Updated : 41 Days ago
156 Bartlett Boulevard, Simcoe, ON , MLS #S12794486 , Image - 1

Like What you see?

156 Bartlett Boulevard Collingwood, Simcoe, ON MLS® S12794486

Residential Freehold (Detached)

$3950000.0
  • 4 +5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to your dream waterfront oasis in Collingwood, Ontario. This stunning home offers the rare luxury of docking your boat right at your property,
45 Photos
Last Updated : 41 Days ago
1836 Quantz Crescent, Simcoe, ON , MLS #N12792292 , Image - 1

Like What you see?

1836 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N12792292

Residential Freehold (Detached)

$2299900.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Surrounded by lush greenery and mature trees, this exceptional custom-built residence located in an exclusive enclave feels like a private country ret
50 Photos
Last Updated : 42 Days ago
28 Alana Drive, Simcoe, ON , MLS #S12791854 , Image - 1

Like What you see?

28 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® S12791854

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
40 Photos
Last Updated : 44 Days ago
3935 3rd Line, Simcoe, ON , MLS #N12450007 , Image - 1

Like What you see?

3935 3rd Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12450007

Residential Freehold (Detached)

$5800000.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Nestled on 99 acres of countryside, this extraordinary estate offers a perfect blend of functionality, and natural beauty. Designed with the horse ent
17 Photos
Last Updated : 45 Days ago
150 Essa Road, Simcoe, ON , MLS #S12609246 , Image - 1

Like What you see?

150 Essa Road Allandale, Barrie, Simcoe, ON MLS® S12609246

Residential Freehold (Detached)

$2499900.0
price drop iconPrice drop by 7.4%
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Development Opportunity for up to 12 story -120 unit residential building or possible commercial building. Prime corner location. Re-zoned urban trans
50 Photos
Last Updated : 48 Days ago
11 Park Trail, Simcoe, ON , MLS #S12732922 , Image - 1

Like What you see?

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
9 Photos
Last Updated : 49 Days ago
3869 7th Line, Simcoe, ON , MLS #N12722792 , Image - 1

Like What you see?

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
40 Photos
Last Updated : 53 Days ago
24 Finley Drive, Simcoe, ON , MLS #S12762722 , Image - 1

Like What you see?

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
Last Updated : 53 Days ago
7833 Poplar Side Road, Simcoe, ON , MLS #S12758960 , Image - 1

Like What you see?

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
Last Updated : 54 Days ago
130 Melissa Lane, Simcoe, ON , MLS #S12747348 , Image - 1

Like What you see?

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
Last Updated : 55 Days ago
130 Concession 15 N/A W, Simcoe, ON , MLS #S12754704 , Image - 1

Like What you see?

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
Last Updated : 56 Days ago
1000 Strawberry Island, Simcoe, ON
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
Last Updated : 56 Days ago
5984 3rd Line, Simcoe, ON , MLS #N12749918 , Image - 1

Like What you see?

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
22 Photos
Last Updated : 58 Days ago
194 Dunlop Street E, Simcoe, ON , MLS #S12253457 , Image - 1

Like What you see?

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
40 Photos
Last Updated : 63 Days ago
6643 3rd Line, Simcoe, ON , MLS #N12562584 , Image - 1

Like What you see?

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
Last Updated : 63 Days ago
5735 Concession Rd 6 N/A, Simcoe, ON , MLS #N12125265 , Image - 1

Like What you see?

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
49 Photos
Last Updated : 66 Days ago
36 Pioneer Trail, Simcoe, ON , MLS #S12723852 , Image - 1

Like What you see?

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
Last Updated : 66 Days ago
206 Foster Drive, Simcoe, ON
206 Foster Drive Painswick North, Barrie, Simcoe, ON MLS® S12506966

Residential Freehold (Vacant Land)

$2390000.0
price drop iconPrice 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
45 Photos
Last Updated : 70 Days ago
7 Byers Street, Simcoe, ON , MLS #S12709644 , Image - 1

Like What you see?

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
42 Photos
Last Updated : 70 Days ago
8485 Highway 93 N/A, Simcoe, ON , MLS #S12558060 , Image - 1

Like What you see?

8485 Highway 93 N/A Rural Tiny, Tiny, Simcoe, ON MLS® S12558060

Residential Freehold (Farm)

$2170000.0
  • 3 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nearly 80-acres of income-producing land offering multiple revenue streams, including income from barn signa
43 Photos
Last Updated : 74 Days ago
16 Wheelhouse Crescent, Simcoe, ON , MLS #S12700340 , Image - 1

Like What you see?

16 Wheelhouse Crescent Collingwood, Simcoe, ON MLS® S12700340

Residential Condo & Other (Condo Townhouse)

$2395000.0
  • 4 Beds
  • 6 Baths
  • 3000-3249 sq-ft
Beautiful Waterfront Townhome in The Shipyards! Welcome to 16 Wheelhouse Crescent, an exceptional waterfront residence in Collingwood's prestigious Sh
44 Photos
Last Updated : 74 Days ago
18 Edgewater Road, Simcoe, ON , MLS #S12699728 , Image - 1

Like What you see?

18 Edgewater Road Wasaga Beach, Simcoe, ON MLS® S12699728

Residential Freehold (Detached)

$2999000.0
  • 2 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Sitting majestically on one of the most spectacular riverfront lots on the Nottawasaga River in beautiful Wasaga Beach you will find this newly built
40 Photos
Last Updated : 77 Days ago
13 Pemberton Lane, Simcoe, ON , MLS #S12689286 , Image - 1

Like What you see?

13 Pemberton Lane Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12689286

Residential Freehold (Detached)

$3199999.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Rare opportunity to own an original log home on one of Kempenfelt Bay's most prestigious private roads, neighbouring some of the area's most notable l
13 Photos
Last Updated : 80 Days ago
2781 Sixth Line, Simcoe, ON , MLS #N12681098 , Image - 1

Like What you see?

2781 Sixth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12681098

Residential Freehold (Detached)

$2699000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A prime investment opportunity to acquire 1.631 acres of land located at the main entrance of Bradford's largest upcoming residential subdivision with
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Tell us a Little about yourself!