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Houses for Sale in Simcoe Under $500K - P37

Showing results 1081 - 1110 of 1114
Last Updated: September 27, 2026
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35 Photos
Last Updated : 158 Days ago
244 Penetanguishene Road, Simcoe, ON , MLS #S13029632 , Image - 1
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Unit-11, 244 Penetanguishene Road Georgian Drive, Barrie, Simcoe, ON MLS® S13029632

Residential Condo & Other (Condo Townhouse)

$399000.0
  • 4 Beds
  • 4 Baths
  • 1000-1199 sq-ft
Amazing and Spacious 4-Bedroom, 4-Bathroom Condo Townhouse in Barrie's Sought-After Georgian Drive Community! Welcome to this bright and spacious cond
5 Photos
Last Updated : 159 Days ago
Lot 6 Rue Eric Street, Simcoe, ON , MLS #S13027894 , Image - 1
Lot 6 Rue Eric Street Lafontaine, Tiny, Simcoe, ON MLS® S13027894

Residential Freehold (Vacant Land)

$324900.0
  • < 700 sq-ft
This expansive 1.4-acre residential lot is the perfect canvas for your dream home! HR Zoning offers the ability to accommodate multi-generational livi
5 Photos
Last Updated : 159 Days ago
Lot 33 Macavalley Road, Simcoe, ON , MLS #S13024542 , Image - 1
Lot 33 Macavalley Road Rural Tiny, Tiny, Simcoe, ON MLS® S13024542

Residential Freehold (Vacant Land)

$499777.0
Build your dream home on this prime 20-acre parcel, ideally located on Macavalley Road in Tiny. Offering a great opportunity for those looking to crea
6 Photos
Last Updated : 163 Days ago
14 Barbara Avenue, Simcoe, ON , MLS #S13010966 , Image - 1

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14 Barbara Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13010966

Residential Freehold (Vacant Land)

$344000.0
  • < 700 sq-ft
Here's an Easy Choice.With an ideal location, a level ready-to-build residential lot, development charges paid (approx. $41,245 value), two driveways,
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
5 Photos
Last Updated : 164 Days ago
309 Penetanguishene Road, Simcoe, ON , MLS #S12876860 , Image - 1
309 Penetanguishene Road Midland, Simcoe, ON MLS® S12876860

Residential Freehold (Vacant Land)

$275000.0
Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a infill lot, close to hospital, schools
5 Photos
Last Updated : 164 Days ago
305 Penetanguishene Rd Road, Simcoe, ON , MLS #S12876730 , Image - 1
305 Penetanguishene Rd Road Midland, Simcoe, ON MLS® S12876730

Residential Freehold (Vacant Land)

$250000.0
Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a building lot, close to hospital, schoo
5 Photos
Last Updated : 164 Days ago
301 Penetanguishene Road, Simcoe, ON , MLS #S12876542 , Image - 1
301 Penetanguishene Road Midland, Simcoe, ON MLS® S12876542

Residential Freehold (Vacant Land)

$225000.0
Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a infill lot, close to hospital, schools
5 Photos
Last Updated : 164 Days ago
1041 Ingram Crescent, Simcoe, ON , MLS #S12876230 , Image - 1
1041 Ingram Crescent Midland, Simcoe, ON MLS® S12876230

Residential Freehold (Vacant Land)

$275000.0
Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a building lot, close to hospital, schoo
5 Photos
Last Updated : 164 Days ago
1037 Ingram Crescent, Simcoe, ON , MLS #S12875954 , Image - 1
1037 Ingram Crescent Midland, Simcoe, ON MLS® S12875954

Residential Freehold (Vacant Land)

$300000.0
Unique deep lot ! Subject to site plan and municipal approvals, tons of flexibility for residential development under the Town of Midland's zoning fra
6 Photos
Last Updated : 164 Days ago
611 William Street, Simcoe, ON , MLS #S12875640 , Image - 1

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611 William Street Midland, Simcoe, ON MLS® S12875640

Residential Freehold (Vacant Land)

$160000.0
Requires Official Plan Act amendment from current Natural Heritage designation. Possibly a zoning change depending on development strategy. Registere
16 Photos
Last Updated : 164 Days ago
150 AMANDA Street, Simcoe, ON , MLS #S12676848 , Image - 1

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150 AMANDA Street Waubaushene, Tay, Simcoe, ON MLS® S12676848

Residential Freehold (Vacant Land)

$159900.0
Build your dream home on this exceptional corner lot, tucked away on a quiet, low-traffic street in the welcoming community of Waubaushene. Just a sho
25 Photos
Last Updated : 166 Days ago
4075 Airport Road, Simcoe, ON , MLS #S12493152 , Image - 1

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4075 Airport Road Rural Ramara, Ramara, Simcoe, ON MLS® S12493152

Residential Freehold (Detached)

$195000.0
price drop iconPrice drop by 2.0%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
If you are searching for a large lot and are extremely handy with the desire to purchase a fixer upper and make it your own, then this is your sign! L
21 Photos
Last Updated : 166 Days ago
4067 Airport Road, Simcoe, ON , MLS #S12493910 , Image - 1

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4067 Airport Road Rural Ramara, Ramara, Simcoe, ON MLS® S12493910

Residential Freehold (Detached)

$199999.0
price drop iconPrice drop by 11.1%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Investors, Developers & Handy Homeowners! Welcome to 4067 Airport Rd., Ramara - a charming one-bedroom home offering incredible potential fo
17 Photos
Last Updated : 166 Days ago
19 Birch Grove Drive, Simcoe, ON , MLS #S12995486 , Image - 1

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19 Birch Grove Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12995486

Residential Freehold (Vacant Land)

$489000.0
Have you ever dreamed of living in a place where you can walk to the tee-box or the chairlifts? Welcome to 19 Birch Grove Drive, a rare opportunity to
5 Photos
Last Updated : 167 Days ago
57B Coldwater Road, Simcoe, ON , MLS #S12953618 , Image - 1
57B Coldwater Road Coldwater, Severn, Simcoe, ON MLS® S12953618

Residential Freehold (Vacant Land)

$250000.0
Situated on the main street just steps from the vibrant village of Coldwater, this cleared residential/commercial lot offers just over quarter of an a
1 Photos
Last Updated : 167 Days ago
95 wellington Street, Simcoe, ON
95 wellington Street Atherley, Ramara, Simcoe, ON MLS® S12709122

Residential Freehold (Vacant Land)

$220000.0
  • < 700 sq-ft
Discover a remarkable opportunity in Ramara Township, where this expansive vacant lot awaits your imagination. With the potential to be divided into t
8 Photos
Last Updated : 170 Days ago
Lot 64 Whispering Pine Circle, Simcoe, ON , MLS #S12087204 , Image - 1

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Lot 64 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S12087204

Residential Freehold (Vacant Land)

$179000.0
price drop iconPrice drop by 14.8%
  • < 700 sq-ft
Treed building lot situated in Rural Tiny, less than a 10 minute drive to town/amenities. Build your dream home here, enjoy the benefits of this locat
22 Photos
Last Updated : 170 Days ago
Lot 55 55th Street S, Simcoe, ON , MLS #S12982484 , Image - 1

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Lot 55 55th Street S Wasaga Beach, Simcoe, ON MLS® S12982484

Residential Freehold (Vacant Land)

$330000.0
GREAT OPPORTUNITY!!! Prime building lot in the west end of Wasaga Beach. Minutes from highly sought after beach Area 6, this 95 x 142 ft corner lot wi
9 Photos
Last Updated : 177 Days ago
415 Sea Ray Avenue, Simcoe, ON , MLS #N12955908 , Image - 1

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Unit-207, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12955908

Residential Condo & Other (Condo Apartment)

$465000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Amazing opportunity to get into High Point at Friday Harbour. This exquisitely upgraded 785 sqfoot,2 bed/2bath split bedroom layout features upgraded
4 Photos
Last Updated : 177 Days ago
2378 Whetham Road, Simcoe, ON , MLS #S12066736 , Image - 1
2378 Whetham Road Rural Springwater, Springwater, Simcoe, ON MLS® S12066736

Residential Freehold (Vacant Land)

$249900.0
price drop iconPrice drop by 12.0%
  • < 700 sq-ft
Great building lot for your dream home or cottage! This vacant land is 121.33 ft x 170 ft and is partially cleared with some trees and some access to
5 Photos
Last Updated : 178 Days ago
23 Stoney Road, Simcoe, ON , MLS #S12949100 , Image - 1
23 Stoney Road Rural Tiny, Tiny, Simcoe, ON MLS® S12949100

Residential Freehold (Vacant Land)

$234000.0
Prime Lot located in a sought after area of Tiny. Build your dream home or cottage on this level 83 X 197 ft lot. Located a short walking distance to
23 Photos
Last Updated : 179 Days ago
24 Ramblings Way, Simcoe, ON , MLS #S12946948 , Image - 1

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24 Ramblings Way
Unit-402, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12946948

Residential Condo & Other (Condo Apartment)

$399999.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Bayview Tower at Rupert's Landing. Collingwood waterfront living at an incredible value. This bright and well-maintained two-bedroom, two-b
24 Photos
Last Updated : 185 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S12924584 , Image - 1

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Unit-312, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S12924584

Residential Condo & Other (Leasehold Condo)

$339900.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
The Terraces of Heritage Square is an Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second le
1 Photos
Last Updated : 186 Days ago
40 Iris Drive, Simcoe, ON
40 Iris Drive Wasaga Beach, Simcoe, ON MLS® S12112469

Residential Freehold (Vacant Land)

$339000.0
  • < 700 sq-ft
Building lot on quiet Iris Drive in the neighborhood of newer homes, measuring 50 ft x 151 ft. The lot is fairly clear, locted within walking distance
1 Photos
Last Updated : 186 Days ago
Lot 76 Bay Sands Drive, Simcoe, ON
Lot 76 Bay Sands Drive Wasaga Beach, Simcoe, ON MLS® S12112464

Residential Freehold (Vacant Land)

$174000.0
Invest in the promising future of Wasaga Beach! Large treed lot measuring 100 ft x 160 ft, with no municipal services at this point in time. No buildi
25 Photos
Last Updated : 194 Days ago
80 Horseshoe Boulevard, Simcoe, ON , MLS #S12891498 , Image - 1

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Unit-101, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12891498

Residential Condo & Other (Condo Apartment)

$458888.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Breathtaking Views At The Heart of Horseshoe Resort. Ideal For Year Round Residence, Vacation Home Or Option To Be Apart of Resort's Rental Program. U
5 Photos
Last Updated : 203 Days ago
136 Barrie Road, Simcoe, ON , MLS #S12856768 , Image - 1
136 Barrie Road Orillia, Simcoe, ON MLS® S12856768

Residential Freehold (Duplex)

$499999.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Check out this outstanding investment opportunity featuring zoning and permitted use information available in the documents section. This legal duplex
2 Photos
Last Updated : 206 Days ago
505 Helen Duncan Street, Simcoe, ON , MLS #S12840426 , Image - 1
505 Helen Duncan Street Port McNicoll, Tay, Simcoe, ON MLS® S12840426

Residential Freehold (Vacant Land)

$69900.0
Plan for a vibrant future in this lovely, quiet neighbourhood that sits in the centre of it all...the Georgian Bay, Midland, the Trans Canada Trail, V
2 Photos
Last Updated : 206 Days ago
230 Dignard Avenue, Simcoe, ON , MLS #S12840252 , Image - 1
230 Dignard Avenue Port McNicoll, Tay, Simcoe, ON MLS® S12840252

Residential Freehold (Vacant Land)

$99900.0
Grandview Beach Paradise Point...the name says it all! This stunning beach community is surrounded by water; just a lovely five minute stroll takes yo
14 Photos
Last Updated : 235 Days ago
15 Huron Circle, Simcoe, ON , MLS #S12702652 , Image - 1

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15 Huron Circle Wasaga Beach, Simcoe, ON MLS® S12702652

Residential Freehold (MobileTrailer)

$110000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Seasonal retreat in popular Countrylife Resort. (7 months April 26th-Nov 16th). Short walk to the Beach! Immaculately maintained 2004 Quailridge featu
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