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Houses for Sale in Simcoe Under $5 Million - P34

Showing results 991 - 1020 of 1054
Last Updated: May 13, 2026
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
33 Photos
Last Updated : 114 Days ago
527 Big Bay Point Road, Simcoe, ON , MLS #N12528598 , Image - 1
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527 Big Bay Point Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12528598

Residential Freehold (Detached)

$1480000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Set within Innisfil's prestigious Big Bay Point community-just 90 minutes from Toronto-this nearly ten-acre private retreat offers an extraordinary bl
37 Photos
Last Updated : 117 Days ago
15 Kenora Trail, Simcoe, ON , MLS #S12702762 , Image - 1

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15 Kenora Trail Wasaga Beach, Simcoe, ON MLS® S12702762

Residential Freehold (MobileTrailer)

$165000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Golf cart included! Embrace the charm of a seasonal retreat in the coveted Countrylife Resort, where tranquility meets recreation from end of April to
12 Photos
Last Updated : 117 Days ago
584 Curry Road, Simcoe, ON , MLS #S12702620 , Image - 1

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584 Curry Road Penetanguishene, Simcoe, ON MLS® S12702620

Residential Freehold (Vacant Land)

$375000.0
Top 5 Reasons You Will Love This Property: 1) This generous 2-acre corner estate lot is fully cleared and ready to build, offering an exceptional oppo
9 Photos
Last Updated : 117 Days ago
1511 Tay Point Road, Simcoe, ON , MLS #S12702216 , Image - 1

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1511 Tay Point Road Penetanguishene, Simcoe, ON MLS® S12702216

Residential Freehold (Vacant Land)

$289900.0
Top 5 Reasons You Will Love This Property: 1) Newly created 1.78-acre corner estate lot, fully cleared and ready for construction in the sought-after
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
13 Photos
Last Updated : 117 Days ago
1499 Tay Point Road, Simcoe, ON , MLS #S12702214 , Image - 1

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1499 Tay Point Road Penetanguishene, Simcoe, ON MLS® S12702214

Residential Freehold (Vacant Land)

$244900.0
Top 5 Reasons You Will Love This Property: 1) This premium 1.78-acre lot is part of an exclusive release of newly created estate parcels, offering the
43 Photos
Last Updated : 118 Days ago
16 Wheelhouse Crescent, Simcoe, ON , MLS #S12700340 , Image - 1

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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
8 Photos
Last Updated : 118 Days ago
19 RAINTREE Court, Simcoe, ON , MLS #S12698834 , Image - 1

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19 RAINTREE Court Rural Clearview, Clearview, Simcoe, ON MLS® S12698834

Residential Freehold (Vacant Land)

$625000.0
  • < 700 sq-ft
Windrose Estates - A wonderful opportunity awaits someone with a vision to build a spectacular luxury custom home or weekend retreat at the base of th
8 Photos
Last Updated : 118 Days ago
21 RAINTREE Court, Simcoe, ON , MLS #S12698838 , Image - 1

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21 RAINTREE Court Rural Clearview, Clearview, Simcoe, ON MLS® S12698838

Residential Freehold (Vacant Land)

$625000.0
  • < 700 sq-ft
Windrose Estates - A wonderful opportunity awaits someone with a vision to build a spectacular luxury custom home or weekend retreat at the base of th
1 Photos
Last Updated : 119 Days ago
217 Atherley Drive, Simcoe, ON
217 Atherley Drive Orillia, Simcoe, ON MLS® S12311275

Residential Freehold (Vacant Land)

$429999.0
price drop iconPrice drop by 14.0%
  • < 700 sq-ft
Premium Downtown Waterfront Building Lot with Approved Permits Ready to Build An exceptional opportunity to build a luxury side-by-side duplex in Ori
40 Photos
Last Updated : 121 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
1 Photos
Last Updated : 121 Days ago
6385 Yonge Street, Simcoe, ON
6385 Yonge Street Churchill, Innisfil, Simcoe, ON MLS® N12686752

Residential Freehold (Vacant Land)

$549700.0
  • < 700 sq-ft
Your dream awaits in Innisfil's desirable Churchill area!! Discover this rare prime vacant parcel (just over 1/2 acre 119ft x 218 ft) nestled in highl
50 Photos
Last Updated : 123 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 : 124 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
7 Photos
Last Updated : 125 Days ago
210 Sutherland Street S, Simcoe, ON , MLS #S9242314 , Image - 1

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210 Sutherland Street S Stayner, Clearview, Simcoe, ON MLS® S9242314

Residential Freehold (Vacant Land)

$295000.0
  • < 700 sq-ft
Great opportunity for investors and builders in a developing Stayner community. This 66' x 165' lot is within walking distance to nearby amenities suc
1 Photos
Last Updated : 126 Days ago
98 King Street, Simcoe, ON
98 King Street Angus, Essa, Simcoe, ON MLS® N12670750

Residential Freehold (Vacant Land)

$150000.0
  • < 700 sq-ft
Why fit your life into someone else's floor plan when you can start from scratch? This vacant lot in Angus is a true blank canvas, set in an establish
39 Photos
Last Updated : 128 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
8 Photos
Last Updated : 130 Days ago
8 Kelley Crescent, Simcoe, ON , MLS #S12658412 , Image - 1

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8 Kelley Crescent Wasaga Beach, Simcoe, ON MLS® S12658412

Residential Freehold (Vacant Land)

$499900.0
  • 5000 + sq-ft
A Rare Opportunity to build your dream home in the highly sought-after Wasaga Sands Golf Club community. This fully treed building lot backs onto gree
1 Photos
Last Updated : 134 Days ago
323 SUNNIDALE Street, Simcoe, ON
323 SUNNIDALE Street Stayner, Clearview, Simcoe, ON MLS® S12152612

Residential Freehold (Vacant Land)

$249000.0
  • < 700 sq-ft
Get it now before the price of all vacant lots goes up once the new municipal services are completed in the very near future. Discover the Possibiliti
32 Photos
Last Updated : 134 Days ago
80 HORSESHOE Boulevard, Simcoe, ON , MLS #S12377696 , Image - 1

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Unit-302, 80 HORSESHOE Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12377696

Residential Condo & Other (Condo Apartment)

$500000.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Year-Round Adventure Meets Modern Comfort in Horseshoe Valley! Discover the ultimate blend of relaxation and recreation in this beautifully appointed,
27 Photos
Last Updated : 137 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 : 141 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
11 Photos
Last Updated : 146 Days ago
3568 4 Line, Simcoe, ON , MLS #N12641382 , Image - 1

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3568 4 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12641382

Residential Freehold (Vacant Land)

$3500000.0
Are you ready to turn your real estate dreams into reality? Presenting a golden opportunity for savvy investors - a sprawling piece of vacant land nes
1 Photos
Last Updated : 147 Days ago
36 Southview Dr R.R.#3, Brechin Drive S, Simcoe, ON
36 Southview Dr R.R.#3, Brechin Drive S Brechin, Ramara, Simcoe, ON MLS® S12425819

Residential Freehold (Vacant Land)

$325000.0
price drop iconPrice drop by 9.7%
This rare vacant lot is ready for your dream home! 100 x 200 dry building lot on a pond sits on a quiet street in Bayshore Village. Amenities galore!
40 Photos
Last Updated : 147 Days ago
6409 10th Line, Simcoe, ON , MLS #N12638922 , Image - 1

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6409 10th Line Rural Essa, Essa, Simcoe, ON MLS® N12638922

Residential Freehold (Farm)

$3150000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
100 acre Farm for sale / 80 acres of workable land. Cash crop and livestock opportunities. Nicely maintained 4 bedroom, 2 bathroom farmhouse. Huge kit
33 Photos
Last Updated : 148 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
2 Photos
Last Updated : 151 Days ago
13 PT 2 Mapleside Drive, Simcoe, ON , MLS #S12556474 , Image - 1
13 PT 2 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12556474

Residential Freehold (Vacant Land)

$239000.0
Cleared & ready to build 60'x93' lot with full municipal services available, located in the desirable Bay Sands community on the west end of Wasaga Be
2 Photos
Last Updated : 151 Days ago
13 PT 1 Mapleside Drive, Simcoe, ON , MLS #S12556388 , Image - 1
13 PT 1 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12556388

Residential Freehold (Vacant Land)

$249000.0
Cleared & ready to build 68'x91' corner lot with full municipal services available, located in the desirable Bay Sands community on the west end of Wa
39 Photos
Last Updated : 156 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
11 Photos
Last Updated : 156 Days ago
53 Scarlett Line, Simcoe, ON , MLS #S12610252 , Image - 1

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53 Scarlett Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12610252

Residential Freehold (Vacant Land)

$1500000.0
  • < 700 sq-ft
An Outstanding 171-Acre Investment Opportunity In Oro-Medonte, Minutes From Barrie, Midland, And Orillia With Quick Access To Highway 400 And Located
1 Photos
Last Updated : 156 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
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