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Simcoe, ON Luxury Homes - P2

Showing results 31 - 60 of 74
Last Updated: June 29, 2026
  • New Listings
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  • Bathrooms(Hi-Lo)
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43 Photos
Last Updated : 27 Days ago
16 Wheelhouse Crescent, Simcoe, ON , MLS #S13224392 , Image - 1
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16 Wheelhouse Crescent Collingwood, Simcoe, ON MLS® S13224392

Residential Condo & Other (Condo Townhouse)

$2395000.0
  • 4 Beds
  • 6 Baths
  • 3000-3249 sq-ft
Experience elevated waterfront living at 16 Wheelhouse Crescent, an exceptional Georgian Bay residence in the highly sought-after Shipyards community.
44 Photos
Last Updated : 31 Days ago
7781 Poplar Side Road, Simcoe, ON , MLS #S13213290 , Image - 1

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7781 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13213290

Residential Freehold (Detached)

$5999999.0
  • 5 Beds
  • 7 Baths
  • 5000 + sq-ft
Welcome to one of the most spectacular properties you will find located on the Clearview/Collingwood border just 2hrs from Toronto and located minutes
50 Photos
Last Updated : 31 Days ago
8429 Poplar Side Road, Simcoe, ON , MLS #S12840642 , Image - 1

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8429 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12840642

Residential Freehold (Detached)

$2999900.0
price drop iconPrice drop by 9.1%
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 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
5 Photos
Last Updated : 32 Days ago
925A Church Drive, Simcoe, ON , MLS #N13140282 , Image - 1
925A Church Drive Lefroy, Innisfil, Simcoe, ON MLS® N13140282

Residential Freehold (Vacant Land)

$3880000.0
This is A rare opportunity to acquire a prime 2.14-acre parcel of development land in an exceptional location in Innisfil, offering a unique blend of
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
23 Photos
Last Updated : 33 Days ago
10 White Oaks Road, Simcoe, ON , MLS #S13070218 , Image - 1

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10 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S13070218

Residential Freehold (Detached)

$3350000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Experience true waterfront living with over 91 feet of pristine sandy shoreline, enhanced by a steel retaini
39 Photos
Last Updated : 35 Days ago
49 Melissa Lane, Simcoe, ON , MLS #S13169104 , Image - 1

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49 Melissa Lane Rural Tiny, Tiny, Simcoe, ON MLS® S13169104

Residential Freehold (Detached)

$2999000.0
  • 3 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
2022-BUILT ARCHITECTURAL MASTERPIECE WITH OVER 7,400 FINISHED SQ FT ON 2.4 ACRES WITH PANORAMIC WEST-FACING VIEWS OF GEORGIAN BAY! Nestled within the
50 Photos
Last Updated : 37 Days ago
7028 Pine Plains Road, Simcoe, ON , MLS #N13117818 , Image - 1

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7028 Pine Plains Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13117818

Residential Freehold (Detached)

$2259000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This custom-built home offers over 4,000 sq ft of beautifully finished living space on a peaceful 1.98-acre lot at the end of a quiet road. Every deta
9 Photos
Last Updated : 38 Days ago
3869 7th Line, Simcoe, ON , MLS #N13067006 , Image - 1

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3869 7th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N13067006

Residential Freehold (Farm)

$3500000.0
  • 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
50 Photos
Last Updated : 38 Days ago
2206 Tiny Beaches Road S, Simcoe, ON , MLS #S13156382 , Image - 1

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2206 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13156382

Residential Freehold (Detached)

$2400000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Set directly on the sandy shoreline, this thoughtfully designed home, built in 2019, offers over 2,100 square feet of finished living space with 3 bed
32 Photos
Last Updated : 39 Days ago
158 Dale Crescent, Simcoe, ON , MLS #N13156064 , Image - 1

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158 Dale Crescent Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13156064

Residential Freehold (Detached)

$2398999.0
  • 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
43 Photos
Last Updated : 39 Days ago
156 Bartlett Boulevard, Simcoe, ON , MLS #S12794486 , Image - 1

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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 : 39 Days ago
1836 Quantz Crescent, Simcoe, ON , MLS #N12792292 , Image - 1

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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
43 Photos
Last Updated : 44 Days ago
9205 McKinnon Road, Simcoe, ON , MLS #N13136452 , Image - 1

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9205 McKinnon Road Angus, Essa, Simcoe, ON MLS® N13136452

Residential Freehold (Farm)

$3999900.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome To 9205 McKinnon Rd, A Rare 105-Acre Sanctuary In Angus, Clearview Township! Step Into A World Of Natural Beauty And Boundless Opportunity Wit
40 Photos
Last Updated : 45 Days ago
11 12th Street N, Simcoe, ON , MLS #S12996032 , Image - 1

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

Residential Freehold (Other)

$2500000.0
price drop iconPrice 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
46 Photos
Last Updated : 45 Days ago
201 Cedar Island Road, Simcoe, ON , MLS #S12151443 , Image - 1

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201 Cedar Island Road Orillia, Simcoe, ON MLS® S12151443

Residential Freehold (Detached)

$2599900.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Tucked along a quiet bay on Lake Couchiching, this stunning waterfront cottage or year-round home offers the peaceful lifestyle you've been dreaming o
17 Photos
Last Updated : 46 Days ago
150 Essa Road, Simcoe, ON , MLS #S12609246 , Image - 1

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

Residential Freehold (Detached)

$2295000.0
price drop iconPrice drop by 15.0%
  • 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
13 Photos
Last Updated : 47 Days ago
2781 Sixth Line, Simcoe, ON , MLS #N13121982 , Image - 1

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2781 Sixth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13121982

Residential Freehold (Detached)

$2699000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A rare 1.63-acre holding in the path of Bradford's most active growth corridor - fronting Line 6 with 110 ft of road frontage, approximately 427 ft of
21 Photos
Last Updated : 49 Days ago
8464 6th Line, Simcoe, ON , MLS #N12638712 , Image - 1

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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
46 Photos
Last Updated : 60 Days ago
58 White Oaks Road, Simcoe, ON , MLS #S13063796 , Image - 1

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58 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S13063796

Residential Freehold (Detached)

$2125000.0
  • 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
47 Photos
Last Updated : 66 Days ago
15 Palm Beach Road, Simcoe, ON , MLS #S13035232 , Image - 1

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15 Palm Beach Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13035232

Residential Freehold (Detached)

$2399999.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Set along the pristine shores of Lake Simcoe, this exceptional waterfront estate offers a rare blend of privacy, prestige, and resort style living, pe
50 Photos
Last Updated : 68 Days ago
3531 Crescent Harbour Road, Simcoe, ON , MLS #N13026976 , Image - 1

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3531 Crescent Harbour Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13026976

Residential Freehold (Detached)

$3599000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
This exceptional 2011 custom-built home with over 3,000 sq ft of finished living space offers the perfect blend of modern luxury and classic cottage c
48 Photos
Last Updated : 72 Days ago
130 Dale Crescent, Simcoe, ON , MLS #N13014780 , Image - 1

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130 Dale Crescent Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13014780

Residential Freehold (Detached)

$2499000.0
  • 3 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to 130 Dale Crescent, a modern bungalow set on a private 1.5-acre lot backing onto a protected forest. Large floor-to-ceiling windows, vaulted
42 Photos
Last Updated : 72 Days ago
8485 Highway 93 N/A, Simcoe, ON , MLS #S13013990 , Image - 1

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8485 Highway 93 N/A Rural Tiny, Tiny, Simcoe, ON MLS® S13013990

Residential Freehold (Farm)

$2170000.0
  • 3 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Expansive 80-acre rural estate delivering exceptional income potential with diversified revenue streams, inc
49 Photos
Last Updated : 73 Days ago
237 West Shore Drive, Simcoe, ON , MLS #S13009328 , Image - 1

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237 West Shore Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13009328

Residential Freehold (Detached)

$2495000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Set Within The Highly Coveted Thunder Beach Enclave, This Exceptional Georgian Bay Waterfront Home Offers A Seamless Blend Of Refined Design And Effor
47 Photos
Last Updated : 75 Days ago
5735 Concession Rd 6 N/A, Simcoe, ON , MLS #N12949932 , Image - 1

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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
40 Photos
Last Updated : 76 Days ago
6743 3rd Line, Simcoe, ON , MLS #N12996412 , Image - 1

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6743 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12996412

Residential Freehold (Detached)

$2799000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Stunning Estate on 4 Acres - A True Blend of Luxury and Serenity: This exceptional residence, set on 4 acres of beautifully manicured grounds, exempli
20 Photos
Last Updated : 80 Days ago
1536 Tiny Beaches Road N, Simcoe, ON , MLS #S11896365 , Image - 1

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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
49 Photos
Last Updated : 83 Days ago
99 Creighton Street, Simcoe, ON , MLS #S12962850 , Image - 1

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99 Creighton Street Atherley, Ramara, Simcoe, ON MLS® S12962850

Residential Freehold (Detached)

$3499000.0
  • 1 +2 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 'Four Winds', one of Orillia's most exceptional waterfront properties located on Lake Simcoe. Situated on a rare 206 feet of private shorel
7 Photos
Last Updated : 84 Days ago
1703 Innisfil Beach Road, Simcoe, ON , MLS #N12958996 , Image - 1

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1703 Innisfil Beach Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12958996

Residential Freehold (Detached)

$12800000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Area: 2,019,748.96 SF (46.367 Acres) - Excellent opportunity to acquire a large-scale future development site on the rapidly evolving Innisfil Beach R
2 Photos
Last Updated : 88 Days ago
185 Park Street, Simcoe, ON , MLS #S12147670 , Image - 1
185 Park Street Victoria Harbour, Tay, Simcoe, ON MLS® S12147670

Residential Freehold (Vacant Land)

$3799900.0
price drop iconPrice drop by 15.6%
  • < 700 sq-ft
An exceptional opportunity to own 72.62 acres of pristine, vacant land with an expansive lakefront along stunning Sturgeon Bay, a gateway to the world
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