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Detached Houses for Sale in Simcoe Under $5M - P23

Showing results 661 - 684 of 684
Last Updated: May 06, 2026
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40 Photos
Last Updated : 114 Days ago
13 Pemberton Lane, Simcoe, ON , MLS #S12689286 , Image - 1
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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
34 Photos
Last Updated : 115 Days ago
23 Mumberson Street, Simcoe, ON , MLS #N12660122 , Image - 1

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23 Mumberson Street Cookstown, Innisfil, Simcoe, ON MLS® N12660122

Residential Freehold (Detached)

$1899000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to Absolute Luxury Living, at 23 Mumberston St! This beautiful 2020 Built home with a expansive corner lot, boasts over 5000 square feet of li
50 Photos
Last Updated : 116 Days ago
80 Berkely Street, Simcoe, ON , MLS #S12684178 , Image - 1

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80 Berkely Street Wasaga Beach, Simcoe, ON MLS® S12684178

Residential Freehold (Detached)

$849999.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to your dream home, where modern elegance meets thoughtful design. This stunning 4 Bedroom, 4 Bathroom residence boasts 2,325 square feet of l
50 Photos
Last Updated : 117 Days ago
25 MENNILL Drive, Simcoe, ON , MLS #S12679376 , Image - 1

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25 MENNILL Drive Snow Valley, Springwater, Simcoe, ON MLS® S12679376

Residential Freehold (Detached)

$1750000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Step into this exceptional custom-built bungalow this is an entertainer's delight, where luxury and comfort meet at every turn. Featuring contemporary
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
12 Photos
Last Updated : 120 Days ago
26 George Avenue, Simcoe, ON , MLS #S12670070 , Image - 1

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26 George Avenue Wasaga Beach, Simcoe, ON MLS® S12670070

Residential Freehold (Detached)

$449900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Opportunity Knocks! Attention Renovators, Contractors, Investors, Builders And First Time Buyers. 3 Bedroom Bungalow Located On A Quiet Cul-De Sac. Ki
39 Photos
Last Updated : 121 Days ago
1417 Gilford Road, Simcoe, ON , MLS #N12662114 , Image - 1

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1417 Gilford Road Gilford, Innisfil, Simcoe, ON MLS® N12662114

Residential Freehold (Detached)

$1399900.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Here is your chance to own a stunning bungaloft-style home located in the tranquil Gilford, Ontario. This 5-bedroom, 3-bathroom residence offers over
27 Photos
Last Updated : 130 Days ago
230 Robins Point Road, Simcoe, ON , MLS #S12064442 , Image - 1

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230 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S12064442

Residential Freehold (Detached)

$939000.0
price drop iconPrice drop by 13.8%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Wow !! This Stunning Waterfront Property On Georgian Bay With Direct Access To Clean Water. Waterfront living on Georgian Bay with this extraordinary
42 Photos
Last Updated : 134 Days ago
1445 Cedar Point Road, Simcoe, ON , MLS #S12629790 , Image - 1

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1445 Cedar Point Road Rural Tiny, Tiny, Simcoe, ON MLS® S12629790

Residential Freehold (Detached)

$749777.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Tucked away on a secluded 1.2-acre lot, this one-of-a-kind log home offers the perfect blend of rustic charm and peaceful living. If you're seeking sp
33 Photos
Last Updated : 141 Days ago
46 King Street N, Simcoe, ON , MLS #N12637396 , Image - 1

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46 King Street N Cookstown, Innisfil, Simcoe, ON MLS® N12637396

Residential Freehold (Detached)

$939900.0
  • 4 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
46 King Street N, Cookstown Century Charm on a Rare Deep Lot!Beautifully preserved 4-bed century home on a 66 x 330 lot in the heart ofCookstown. Over
39 Photos
Last Updated : 149 Days ago
13 Mabern Street, Simcoe, ON , MLS #S12611512 , Image - 1

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13 Mabern Street Holly, Barrie, Simcoe, ON MLS® S12611512

Residential Freehold (Detached)

$999000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
MODEL HOME Presents approx 3600 Sqft of living space with an Upgraded Finished Basement by the original builder. The Bright and Airy Open-Concept livi
1 Photos
Last Updated : 149 Days ago
130 Wraggs Road, Simcoe, ON
130 Wraggs Road Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N12609428

Residential Freehold (Detached)

$1399900.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Introducing an exceptional detached residence offering approximately 3,500 sq. ft. of refined living space. No sidewalk in front of the driveway. Situ
4 Photos
Last Updated : 152 Days ago
2766 Ireton Street, Simcoe, ON , MLS #N12325788 , Image - 1
2766 Ireton Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12325788

Residential Freehold (Detached)

$475000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Incredible opportunity to build your dream home or cottage retreat on a premium lot just steps from one of Innisfil's most beautiful beaches. This exp
50 Photos
Last Updated : 154 Days ago
57 Glenhuron Drive, Simcoe, ON , MLS #S12597102 , Image - 1

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57 Glenhuron Drive Midhurst, Springwater, Simcoe, ON MLS® S12597102

Residential Freehold (Detached)

$4195000.0
  • 4 +2 Beds
  • 6 Baths
  • 5000 + sq-ft
Brand new, jaw dropping custom estate located just steps to Barrie in ultra desirable Midhurst. No expense spared with over 10,000 square feet of fini
3 Photos
Last Updated : 163 Days ago
Lot 92A Reynolds Drive, Simcoe, ON , MLS #S12393579 , Image - 1
Lot 92A Reynolds Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12393579

Residential Freehold (Detached)

$559900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome To Lakepoint Village's Land Leased Community Located Just Outside Of Orillia With All The Amenities You Need! This Home Offers Elegant Main Fl
3 Photos
Last Updated : 163 Days ago
Lot 89A Reynolds Drive, Simcoe, ON , MLS #S12393583 , Image - 1
Lot 89A Reynolds Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12393583

Residential Freehold (Detached)

$599900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome To Lakepoint Village's Land Leased Community Located Just Outside Of Orillia With All The Amenities You Need! This Home Offers Elegant Main Fl
25 Photos
Last Updated : 167 Days ago
7177 Beach Drive, Simcoe, ON , MLS #S12071905 , Image - 1

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7177 Beach Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12071905

Residential Freehold (Detached)

$614900.0
price drop iconPrice drop by 90.5%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Floral Park, Enjoy lake living without high costs of lakefront. One minute walk to government dock on lake couchiching where you can launch
34 Photos
Last Updated : 168 Days ago
2371 Lakeshore Road E, Simcoe, ON , MLS #S12527924 , Image - 1

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2371 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12527924

Residential Freehold (Detached)

$1925000.0
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully renovated bungalow, perfectly positioned on the inviting shores of Lake Simcoe. This home is an ideal retreat for those wh
46 Photos
Last Updated : 168 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
26 Photos
Last Updated : 169 Days ago
209 Barrie Street, Simcoe, ON , MLS #N12542736 , Image - 1

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209 Barrie Street Thornton, Essa, Simcoe, ON MLS® N12542736

Residential Freehold (Detached)

$699999.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 209 Barrie St, a truly remarkable property in the heart of Thornton! Situated on an expansive 114' x 294' lot, offering over 3/4 of an acre
26 Photos
Last Updated : 176 Days ago
6222 Bluebird Street, Simcoe, ON , MLS #S12534978 , Image - 1

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6222 Bluebird Street Rural Ramara, Ramara, Simcoe, ON MLS® S12534978

Residential Freehold (Detached)

$579999.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your affordable lakefront escape on the peaceful shores of Lake St. John! This cozy 2-bedroom, 1-bathroom four-season home is the perfect e
40 Photos
Last Updated : 184 Days ago
3769 Sunbank Crescent, Simcoe, ON , MLS #S12505476 , Image - 1

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3769 Sunbank Crescent West Shore, Severn, Simcoe, ON MLS® S12505476

Residential Freehold (Detached)

$849888.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 3769 Sunbank Crescent! Practically Brand New (2023) Never Lived in, Ugraded Detached 2 Story 2 Car Garage on a Premium Pie Shaped Lot, Boas
39 Photos
Last Updated : 203 Days ago
18 Swan Lane, Simcoe, ON , MLS #S12462707 , Image - 1

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18 Swan Lane Port McNicoll, Tay, Simcoe, ON MLS® S12462707

Residential Freehold (Detached)

$1889000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to picturesque Swan Lane, where luxury meets tranquility. It is located in a cul-de-sac, on a large premium & private waterfront lot. Wake up
17 Photos
Last Updated : 223 Days ago
321 Innisfil Street, Simcoe, ON , MLS #S12024442 , Image - 1

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321 Innisfil Street Allandale, Barrie, Simcoe, ON MLS® S12024442

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 9.5%
  • 3 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 321 Innisfil St., a cosy three bedroom house ready to be made your new home. Close to great parks, schools, and all good things that Barrie
19 Photos
Last Updated : 225 Days ago
929 Yonge Street, Simcoe, ON , MLS #S12318956 , Image - 1

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929 Yonge Street Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12318956

Residential Freehold (Detached)

$1798000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Opportunity knocks with this 1.14 acre property designated Medium Density under Barrie's official plan. Information to support the use of a Medium Den
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