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Houses for Sale in Simcoe Under $500K - P22

Showing results 631 - 660 of 1116
Last Updated: September 28, 2026
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26 Photos
Last Updated : 32 Days ago
5411 Elliott Side Road, Simcoe, ON , MLS #S13539826 , Image - 1
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Unit-19, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13539826

Residential Freehold (Modular Home)

$389000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover easy, carefree living in one of Simcoe County's most desirable adult-living communities - just minutes from downtown Midland and the shores o
29 Photos
Last Updated : 32 Days ago
79 Stans Circle, Simcoe, ON , MLS #S13709426 , Image - 1

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79 Stans Circle Midland, Simcoe, ON MLS® S13709426

Residential Freehold (MobileTrailer)

$109990.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy breathtaking views of Little Lake, complemented by a spacious private yard, ideal for relaxation and o
12 Photos
Last Updated : 32 Days ago
333 Sunseeker Avenue, Simcoe, ON , MLS #N13715474 , Image - 1

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Unit-205, 333 Sunseeker Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13715474

Residential Condo & Other (Condo Apartment)

$405990.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
BRAND NEW, NEVER BEEN LIVED IN! Includes Tarion Warranty!! Welcome to luxury resort-style living at Friday Harbour's sought-after Sunseeker Residences
3 Photos
Last Updated : 32 Days ago
6 BAY SANDS Drive, Simcoe, ON , MLS #S13715168 , Image - 1
6 BAY SANDS Drive Wasaga Beach, Simcoe, ON MLS® S13715168

Residential Freehold (Vacant Land)

$275000.0
Excellent Opportunity for Homeowners, Builders & Investors! A rare opportunity to build your dream custom home on a generous 93.58 ft frontage x 157.7
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
7 Photos
Last Updated : 32 Days ago
197 Kennedy Avenue, Simcoe, ON , MLS #S13715376 , Image - 1

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197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13715376

Residential Freehold (Vacant Land)

$260000.0
A rare opportunity to build in one of Oro-Medonte's most established lakeside communities. This 80' x 187' cleared lot in Hawkestone gives you a real
39 Photos
Last Updated : 32 Days ago
10 Brookside Drive, Simcoe, ON , MLS #S13596848 , Image - 1

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10 Brookside Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13596848

Residential Freehold (Detached)

$449990.0
price drop iconPrice drop by 10.0%
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 10 Brookside Drive, where the best of Georgian Bay's beach lifestyle is right at your doorstep. A two-minute walk to the stunning sandy sho
22 Photos
Last Updated : 32 Days ago
246 Mary Street, Simcoe, ON , MLS #S13652024 , Image - 1

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246 Mary Street Orillia, Simcoe, ON MLS® S13652024

Residential Freehold (Detached)

$499900.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
VERSATILE 2-STOREY HOME WITH TWO SELF-CONTAINED LIVING SPACES ON AN EXTRA-DEEP LOT IN THE HEART OF ORILLIA! Rarely offered and full of opportunity, th
43 Photos
Last Updated : 32 Days ago
13 Broadway Avenue, Simcoe, ON , MLS #N13639126 , Image - 1

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13 Broadway Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13639126

Residential Freehold (MobileTrailer)

$249900.0
price drop iconPrice drop by 13.8%
  • 2 +0 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this nicely located North Park home featuring the popular Tara model with convenient ground-level access and a side entrance located close
6 Photos
Last Updated : 32 Days ago
149 Minnesota Street, Simcoe, ON , MLS #S12684652 , Image - 1

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149 Minnesota Street Collingwood, Simcoe, ON MLS® S12684652

Residential Freehold (Vacant Land)

$399900.0
price drop iconPrice drop by 11.1%
Incredible opportunity to build your dream home on this newly created lot on desirable Minnesota St. This is an exceptional opportunity as the lot has
9 Photos
Last Updated : 32 Days ago
1979 Concession M-N Road, Simcoe, ON , MLS #S13616538 , Image - 1

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1979 Concession M-N Road Rural Ramara, Ramara, Simcoe, ON MLS® S13616538

Residential Freehold (Vacant Land)

$249900.0
Imagine building your dream home on this beautiful 1.83-acre parcel, tucked away on a peaceful country road just outside the charming community of Was
2 Photos
Last Updated : 32 Days ago
Lot 77 Mapleside Drive, Simcoe, ON , MLS #S12544558 , Image - 1
Lot 77 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12544558

Residential Freehold (Vacant Land)

$289800.0
Located on the highly desirable west end of Wasaga Beach, this 85-foot building lot offers an exceptional opportunity. The lot can be severed into two
20 Photos
Last Updated : 32 Days ago
8 Conc 5 Road W, Simcoe, ON , MLS #S13615484 , Image - 1

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8 Conc 5 Road W Wyevale, Tiny, Simcoe, ON MLS® S13615484

Residential Freehold (Detached)

$378000.0
price drop iconPrice drop by 9.8%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome home to 8 Concession Road 5 West, perfectly situated right in the heart of the welcoming community of Wyevale! This 3-bedroom residence offers
18 Photos
Last Updated : 32 Days ago
40 Ferndale Drive S, Simcoe, ON , MLS #S13713326 , Image - 1

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Unit-402, 40 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13713326

Residential Condo & Other (Condo Apartment)

$499000.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
TOP-FLOOR CORNER PENTHOUSE WITH 1,464 SQ. FT. & TREED VIEWS! Overlooking the greenery of Bear Creek Park in sought-after Ardagh, this spacious suite g
19 Photos
Last Updated : 32 Days ago
Lot 40 Whispering Pine Circle, Simcoe, ON , MLS #S13712766 , Image - 1

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Lot 40 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S13712766

Residential Freehold (Vacant Land)

$169000.0
Nearly an acre (0.896) ~ Nestled in the heart of Rural Tiny, this stunning treed corner lot offers an ideal setting to build your dream home. Located
30 Photos
Last Updated : 32 Days ago
32 Sawmill Road, Simcoe, ON , MLS #S13435758 , Image - 1

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Unit-10, 32 Sawmill Road Ardagh, Barrie, Simcoe, ON MLS® S13435758

Residential Condo & Other (Condo Townhouse)

$374999.0
price drop iconPrice drop by 15.7%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Exceptional Investment Opportunity with Built-In Income Potential! This updated 4-bedroom, 2.5-bathroom two-storey townhome offers approximately 1,750
7 Photos
Last Updated : 33 Days ago
Lt 16 Remi Road, Simcoe, ON , MLS #S13712018 , Image - 1

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Lt 16 Remi Road Rural Tiny, Tiny, Simcoe, ON MLS® S13712018

Residential Freehold (Vacant Land)

$165000.0
  • < 700 sq-ft
A rare opportunity awaits in Thunder Beach, one of Georgian Bay's most prestigious and cherished waterfront communities. Surrounded by mature trees an
25 Photos
Last Updated : 33 Days ago
5 Chef Lane, Simcoe, ON , MLS #S13711976 , Image - 1

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5 Chef Lane
Unit-504, 5 Chef Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13711976

Residential Condo & Other (Condo Apartment)

$395000.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to the highly sought-after Bistro 6 Community! This bright and spacious top-floor 1-bedroom condominium. Featuring an open-concept layout with
50 Photos
Last Updated : 33 Days ago
1085 River Road E, Simcoe, ON , MLS #S13711820 , Image - 1

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1085 River Road E Wasaga Beach, Simcoe, ON MLS® S13711820

Residential Freehold (Detached)

$479900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 1085 River Road E, Wasaga Beach! Discover the opportunity to own a home in one of Ontario's most popular four-season destinations. Ideally
47 Photos
Last Updated : 33 Days ago
5 Anchorage Crescent, Simcoe, ON , MLS #S13474236 , Image - 1

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Unit-104, 5 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13474236

Residential Condo & Other (Condo Townhouse)

$499000.0
price drop iconPrice drop by 3.9%
  • 1 +1 Beds
  • 2 Baths
  • 800-899 sq-ft
WYLDWOOD COVE, GROUND level one bedroom plus den with 2 bathrooms. This sought after waterfront community is located on the shores of Georgian Bay an
11 Photos
Last Updated : 33 Days ago
49 ROYAL OAK Drive, Simcoe, ON , MLS #N12695994 , Image - 1

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49 ROYAL OAK Drive Cookstown, Innisfil, Simcoe, ON MLS® N12695994

Residential Freehold (Modular Home)

$275000.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Totally renovated, bright 2 bedroom modular home in move-in condition. 2 picture windows, generous living/dining space, wood-burning fireplace, skylig
35 Photos
Last Updated : 33 Days ago
246 Weir Street, Simcoe, ON , MLS #S13588512 , Image - 1

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246 Weir Street Stayner, Clearview, Simcoe, ON MLS® S13588512

Residential Freehold (Detached)

$469000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming bungalow in the heart of Clearview! Situated on a beautiful lot and just walking distance to downtown, shops, restaurants, an
41 Photos
Last Updated : 33 Days ago
19 Greenway Drive, Simcoe, ON , MLS #S13662790 , Image - 1

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19 Greenway Drive Wasaga Beach, Simcoe, ON MLS® S13662790

Residential Freehold (Att/Row/Townhouse)

$459900.0
  • 2 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 19 Greenway Drive! A well-maintained 2-bedroom, 2-bathroom bungalow townhouse located in the desirable Country Meadows retirement community
14 Photos
Last Updated : 33 Days ago
45 Ferndale Drive S, Simcoe, ON , MLS #S13710072 , Image - 1

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Unit-305, 45 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13710072

Residential Condo & Other (Condo Apartment)

$456000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Low-Maintenance Ardagh Bluffs Condo With A Generous Layout & Stylish Updates! Start your morning with a walk through Bear Creek Eco Park, come home to
7 Photos
Last Updated : 33 Days ago
1953 St Paul Road, Simcoe, ON , MLS #N13709782 , Image - 1

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1953 St Paul Road Alcona, Innisfil, Simcoe, ON MLS® N13709782

Residential Freehold (Vacant Land)

$295000.0
PREMIUM VACANT LOT IN A PEACEFUL, ESTABLISHED COMMUNITY - YOUR BLANK CANVAS AWAITS IN THE HEART OF ALCONA! Imagine creating the home you've always wan
9 Photos
Last Updated : 33 Days ago
39 & 43 Campbell Avenue, Simcoe, ON , MLS #S12672536 , Image - 1

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39 & 43 Campbell Avenue Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12672536

Residential Freehold (Vacant Land)

$225000.0
Build Your Dream Escape - Prime Land Just Steps to Lake Simcoe! Discover the perfect canvas for your cabin or cottage retreat on this 1-acre treed par
24 Photos
Last Updated : 34 Days ago
9 Trafalgar Road, Simcoe, ON , MLS #S13442564 , Image - 1

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9 Trafalgar Road Collingwood, Simcoe, ON MLS® S13442564

Residential Condo & Other (Condo Townhouse)

$410000.0
price drop iconPrice drop by 8.9%
  • 3 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Nestled against a peaceful forest backdrop, this beautifully updated 3-bedroom, 3-bathroom condo townhome in Whisper Woods offers refined living in th
33 Photos
Last Updated : 34 Days ago
14 Briarwood Place, Simcoe, ON , MLS #N13532804 , Image - 1

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14 Briarwood Place Cookstown, Innisfil, Simcoe, ON MLS® N13532804

Residential Freehold (MobileTrailer)

$399000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart ofCookstown.Just a short walk from the Shops and Restaurants,
34 Photos
Last Updated : 34 Days ago
16 Briarwood Place, Simcoe, ON , MLS #N13533156 , Image - 1

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16 Briarwood Place Cookstown, Innisfil, Simcoe, ON MLS® N13533156

Residential Freehold (MobileTrailer)

$409000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart ofCookstown.Just a short walk from the SHops and Restaurants,
49 Photos
Last Updated : 34 Days ago
74 Ross Street, Simcoe, ON , MLS #S13170408 , Image - 1

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Unit-44, 74 Ross Street Queen's Park, Barrie, Simcoe, ON MLS® S13170408

Residential Condo & Other (Condo Apartment)

$439500.0
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to Victoria Village, a sought-after 55+ adult lifestyle residence offering maintenance-free living in the heart of Barrie! This well-maintaine
9 Photos
Last Updated : 34 Days ago
696 King Street, Simcoe, ON , MLS #S13697204 , Image - 1

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Unit-72, 696 King Street Midland, Simcoe, ON MLS® S13697204

Residential Condo & Other (Condo Townhouse)

$450000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This end-unit condo bungalow offers 2 bedrooms, 2 full bathrooms and convenient main level living in a well-maintained Midland community. The layout i
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