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Houses for Sale in Simcoe Under $500K - P22

Showing results 631 - 660 of 1024
Last Updated: November 12, 2026
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22 Photos
Last Updated : 37 Days ago
66 Main Street, Simcoe, ON , MLS #N13785680 , Image - 1
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66 Main Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13785680

Residential Freehold (Modular Home)

$209900.0
price drop iconPrice drop by 8.7%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Enjoy quality adult community living in Sandy Cove Acres, with various amenities from outdoor pool to pickelball, you will easily make new friends and
9 Photos
Last Updated : 37 Days ago
LOT 116 IROQUOIS Crescent, Simcoe, ON , MLS #S13733666 , Image - 1

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LOT 116 IROQUOIS Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13733666

Residential Freehold (Vacant Land)

$159900.0
Location, Location, Location! Listen to the waves and enjoy spectacular sunny days, stunning sunsets, and the peaceful surroundings of this beautifull
8 Photos
Last Updated : 37 Days ago
Lot 43 County Rd 16 Road, Simcoe, ON , MLS #S13479224 , Image - 1

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Lot 43 County Rd 16 Road Fesserton, Severn, Simcoe, ON MLS® S13479224

Residential Freehold (Vacant Land)

$299000.0
Fantastic Opportunity to Build Your Dream Home awaits on this expansive 2.4 acre wooded lot in Severn/Waubaushene Next to Georgian Bay, This generous
5 Photos
Last Updated : 37 Days ago
720 Ontario Street, Simcoe, ON , MLS #S12874628 , Image - 1
720 Ontario Street Midland, Simcoe, ON MLS® S12874628

Residential Freehold (Vacant Land)

$100000.0
With R3 zoning in place, this site offers flexibility for residential development under the Town of Midland's zoning framework, supporting a range 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
3 Photos
Last Updated : 37 Days ago
Lot 1 Pine Needles Drive, Simcoe, ON , MLS #S12404835 , Image - 1
Lot 1 Pine Needles Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12404835

Residential Freehold (Vacant Land)

$179900.0
price drop iconPrice drop by 9.1%
Vacant Building Lot in the Heart of Tiny - Welcome to Pine Needles Drive, a charmingly named street where you can bring your dream retreat to life. Th
5 Photos
Last Updated : 37 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 : 37 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 : 37 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 : 37 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 : 37 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 : 37 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
50 Photos
Last Updated : 37 Days ago
54 New York Avenue, Simcoe, ON , MLS #S13696942 , Image - 1

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54 New York Avenue Wasaga Beach, Simcoe, ON MLS® S13696942

Residential Freehold (Semi-Detached )

$469500.0
  • 2 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Buy this unit & save over $40,000 over the course of the land lease by assuming the existing lease (set to expire in March 2046 - roughly 19.5 years)
20 Photos
Last Updated : 37 Days ago
60 Laidlaw Street, Simcoe, ON , MLS #S13612942 , Image - 1

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60 Laidlaw Street Wasaga Beach, Simcoe, ON MLS® S13612942

Residential Freehold (Detached)

$399900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
BUNGALOW WITHIN WALKING DISTANCE OF THE BEACH WITH A HEATED BUNKIE, MATURE TREES & A GENEROUS 60 X 125 FT LOT! Just a 10-minute walk from Wasaga's bea
16 Photos
Last Updated : 37 Days ago
4976 25th Sideroad N/A, Simcoe, ON , MLS #N13843628 , Image - 1

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Unit-27, 4976 25th Sideroad N/A Rural Essa, Essa, Simcoe, ON MLS® N13843628

Residential Freehold (Modular Home)

$299999.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
A peaceful place to call home surrounded by nature & just minutes from Barrie. Tucked away in the quiet & welcoming community of Hoe Doe Valley this c
1 Photos
Last Updated : 37 Days ago
3710 Quayside Drive, Simcoe, ON
3710 Quayside Drive West Shore, Severn, Simcoe, ON MLS® S13863752

Residential Freehold (Vacant Land)

$438000.0
ATTENTION BUILDERS AND INVESTORS** Vacant building lot in Menoke Beach West Shore, just minutes from Lake Couchiching, easy access to Hwy 11 with a sh
43 Photos
Last Updated : 37 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13862678 , Image - 1

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Unit-312, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13862678

Residential Condo & Other (Condo Townhouse)

$369000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Updated condo in the heart of the Horseshoe Valley. Across the street from Horseshoe Resort and The Heights ski hill. Siding onto Copeland forest over
7 Photos
Last Updated : 37 Days ago
1382 Wilson Point Road, Simcoe, ON , MLS #S12970742 , Image - 1

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1382 Wilson Point Road Orillia, Simcoe, ON MLS® S12970742

Residential Freehold (Vacant Land)

$289000.0
price drop iconPrice drop by 3.3%
Private vacant parcel located 400 m from Lake Couchiching, with just over 2 acres and nearly 500 ft of road frontage. A rare opportunity to build a cu
50 Photos
Last Updated : 37 Days ago
5 Spooner Crescent, Simcoe, ON , MLS #S13862962 , Image - 1

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Unit-215, 5 Spooner Crescent Collingwood, Simcoe, ON MLS® S13862962

Residential Condo & Other (Condo Apartment)

$399998.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Discover Your Dream Home at Blue Fairview Development! Welcome to your stunning new oasis in the heart of Collingwood, nestled on Cranberry Trail and
46 Photos
Last Updated : 37 Days ago
301 Sea Ray Avenue, Simcoe, ON , MLS #N13861702 , Image - 1

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Unit-Unit #415, 301 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13861702

Residential Condo & Other (Condo Apartment)

$349900.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to Friday Harbour! This is your chance to enter this summer, waterfront, resort-style living community at a very attractive price point! It's
42 Photos
Last Updated : 37 Days ago
39 Mary Street, Simcoe, ON , MLS #S13660636 , Image - 1

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Unit-1706, 39 Mary Street City Centre, Barrie, Simcoe, ON MLS® S13660636

Residential Condo & Other (Condo Apartment)

$399900.0
price drop iconPrice drop by 5.9%
  • 1 +1 Beds
  • 1 Baths
  • 0-499 sq-ft
Welcome to Unit 1706 at Debut Waterfront Residences, Barrie's iconic new waterfront address. Perched on the 17th floor, this bright 1 bedroom plus den
21 Photos
Last Updated : 37 Days ago
6047 Highway 89 N/A, Simcoe, ON , MLS #N13811450 , Image - 1

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Unit-51, 6047 Highway 89 N/A Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13811450

Residential Freehold (MobileTrailer)

$225000.0
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to your new home in, a peaceful community ideally located between charming Cookstown and growing Alliston. This inviting modular home offers c
24 Photos
Last Updated : 38 Days ago
33 Beaumaur Drive, Simcoe, ON , MLS #S13716254 , Image - 1

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33 Beaumaur Drive Penetanguishene, Simcoe, ON MLS® S13716254

Residential Freehold (Semi-Detached )

$459000.0
price drop iconPrice drop by 4.2%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This welcoming semi-detached raised bungalow well-suited for a potential in-law suite, making it a fantastic option for investors or families who want
23 Photos
Last Updated : 38 Days ago
382 West Street N, Simcoe, ON , MLS #S13860604 , Image - 1

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382 West Street N Orillia, Simcoe, ON MLS® S13860604

Residential Freehold (Detached)

$325000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Builders/Developers/Investors. This may be the development/investment property you've been looking for. Property is being sold primarily as
4 Photos
Last Updated : 38 Days ago
327 Tiny Beaches Road N, Simcoe, ON , MLS #S13858212 , Image - 1
327 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13858212

Residential Freehold (Detached)

$225000.0
  • < 700 sq-ft
Premium lot in the quiet community of Cawaja Beach. One of the nicest sandy beaches on Georgian Bay. Surrounded by nature and privacy. Cottage being s
21 Photos
Last Updated : 39 Days ago
85 Maple Avenue, Simcoe, ON , MLS #S13726180 , Image - 1

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85 Maple Avenue City Centre, Barrie, Simcoe, ON MLS® S13726180

Residential Freehold (Detached)

$449999.0
price drop iconPrice drop by 99.9%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to an exciting opportunity in the heart of Barrie City Centre! This detached concrete bungalow features 2+1 bedrooms and 2 full bathrooms, off
38 Photos
Last Updated : 39 Days ago
6449 12 13 Side Road, Simcoe, ON , MLS #S12562460 , Image - 1

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6449 12 13 Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12562460

Residential Freehold (Vacant Land)

$425000.0
Just imagine... it's a year of firsts in your newly built home at 6449 12/13 Sideroad. A home designed exactly the way you've always envisioned. Outs
10 Photos
Last Updated : 39 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13723826 , Image - 1

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Unit-2014/15, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13723826

Residential Condo & Other (Condo Townhouse)

$406000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Tucked away in the heart of Horseshoe Valley, this unique property at 90 Highland Drive delivers the ultimate blend of lifestyle and income potential.
44 Photos
Last Updated : 39 Days ago
30 Laguna Parkway, Simcoe, ON , MLS #S13858578 , Image - 1

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Unit-2, 30 Laguna Parkway Rural Ramara, Ramara, Simcoe, ON MLS® S13858578

Residential Condo & Other (Condo Townhouse)

$489000.0
  • 3 Beds
  • 3 Baths
  • 1800-1999 sq-ft
Waterfront living in Leeward Cove Villas, Lagoon City, with your own private covered boat slip suitable for an approx. 30' cruiser and boating access
13 Photos
Last Updated : 40 Days ago
292 MILLARD Street, Simcoe, ON , MLS #S13857866 , Image - 1

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292 MILLARD Street Orillia, Simcoe, ON MLS® S13857866

Residential Freehold (Detached)

$499900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Attention first-time homebuyers and investors! This raised bungalow in Orillia's desirable South Ward sits on an oversized 43 x 175 ft lot and offers
26 Photos
Last Updated : 40 Days ago
107 Bond Street, Simcoe, ON , MLS #S13857708 , Image - 1

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Unit-304, 107 Bond Street Orillia, Simcoe, ON MLS® S13857708

Residential Condo & Other (Condo Apartment)

$350000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
This well-maintained 2-bedroom, 2-bathroom condo offers excellent value for investors, first-time home buyers, and downsizers alike. The brightand inv
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