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Houses for Sale in Simcoe Under $500K - P9

Showing results 241 - 270 of 1116
Last Updated: September 28, 2026
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43 Photos
Last Updated : 6 Days ago
140 Southwinds Crescent, Simcoe, ON , MLS #S13798318 , Image - 1
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140 Southwinds Crescent Midland, Simcoe, ON MLS® S13798318

Residential Freehold (Att/Row/Townhouse)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Don't miss out on this 3-bedroom, 1.5 bath, well-maintained end unit with thoughtful upgrades, practical features and fully fenced landscaped yard ! M
3 Photos
Last Updated : 6 Days ago
952 Ferrier Avenue, Simcoe, ON , MLS #N13810626 , Image - 1
952 Ferrier Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13810626

Residential Freehold (Vacant Land)

$419999.0
Open and Cleared Lot!! Developers, Builders and Investors. Here is your chance of owning an oversized lot that may be severed into two lots Subject to
14 Photos
Last Updated : 6 Days ago
10B Coulter Street, Simcoe, ON , MLS #S13793270 , Image - 1

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Unit-211, 10B Coulter Street Sunnidale, Barrie, Simcoe, ON MLS® S13793270

Residential Condo & Other (Condo Apartment)

$389000.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
BRIGHT 2-BEDROOM GROUND-FLOOR SUITE OFFERING STAIR-FREE ACCESS, A PRIVATE PATIO, & COMFORTABLE, LOW-MAINTENANCE LIVING! This ground-floor condo offers
12 Photos
Last Updated : 6 Days ago
2232 O'Neill Street, Simcoe, ON , MLS #S13802402 , Image - 1

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2232 O'Neill Street Brechin, Ramara, Simcoe, ON MLS® S13802402

Residential Freehold (Vacant Land)

$425000.0
Premium Fully Serviced Building Lot - 2232 O'Neill Street, Brechin, ON, Rare opportunity in the heart of Brechin! This approximately 71.46 151.63 ft
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
40 Photos
Last Updated : 6 Days ago
345 LINWOOD Avenue, Simcoe, ON , MLS #S13810206 , Image - 1

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345 LINWOOD Avenue Orillia, Simcoe, ON MLS® S13810206

Residential Freehold (Detached)

$449400.0
  • 5 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Opportunity awaits in this detached 1-storey family home located on a quiet residential street in south-central Orillia. Situated on a standard-sized
11 Photos
Last Updated : 6 Days ago
271 Sea Ray Avenue, Simcoe, ON , MLS #N13810182 , Image - 1

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Unit-B401, 271 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13810182

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to B401 at Friday Harbour Resort, a premium and highly sought-after south-facing penthouse offering one of the community's most desirable dire
38 Photos
Last Updated : 6 Days ago
414 Blake Street, Simcoe, ON , MLS #S13712390 , Image - 1

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Unit-706, 414 Blake Street Codrington, Barrie, Simcoe, ON MLS® S13712390

Residential Condo & Other (Condo Apartment)

$449000.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Carriage Park condominium. Renovated 3-bedroom, 2 bath suite. Kitchen upgrades include cabinets, stainless steel appliances, countertops. l
32 Photos
Last Updated : 6 Days ago
9775 Beachwood Road, Simcoe, ON , MLS #S13684034 , Image - 1

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9775 Beachwood Road Collingwood, Simcoe, ON MLS® S13684034

Residential Freehold (Detached)

$469900.0
price drop iconPrice drop by 6.0%
  • 5 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 9775 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten
35 Photos
Last Updated : 6 Days ago
6 Brandy Lane Drive, Simcoe, ON , MLS #S13579566 , Image - 1

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Unit-105, 6 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13579566

Residential Condo & Other (Condo Apartment)

$399000.0
price drop iconPrice drop by 2.7%
  • 1 Beds
  • 2 Baths
  • 600-699 sq-ft
Welcome to this beautiful main-floor condo offering the perfect blend of comfort, convenience, and the Georgian Bay lifestyle. Backing onto the Georgi
31 Photos
Last Updated : 6 Days ago
22 Western Avenue, Simcoe, ON , MLS #N13622436 , Image - 1

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22 Western Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13622436

Residential Freehold (Modular Home)

$359900.0
price drop iconPrice drop by 4.0%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to one of Sandycove Acres' most beautifully renovated homes. Extensively updated in 2021, this exceptional bungalow blends timeless style with
17 Photos
Last Updated : 6 Days ago
34 Dawson Drive, Simcoe, ON , MLS #S13793238 , Image - 1

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Unit-825, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S13793238

Residential Condo & Other (Condo Townhouse)

$399000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Exceptional Value in Collingwood! Offered at just $399,000, this unique upper-level condo at 34 Dawson Drive, Unit 825 offers a versatile layout and a
50 Photos
Last Updated : 6 Days ago
62 Osborne Street, Simcoe, ON , MLS #S13794382 , Image - 1

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62 Osborne Street Victoria Harbour, Tay, Simcoe, ON MLS® S13794382

Residential Freehold (Detached)

$414999.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Renovation opportunity with a large backyard in Victoria Harbour! Bring your vision and transform this property into something special. Located on Osb
28 Photos
Last Updated : 7 Days ago
442 Oxbow Crescent, Simcoe, ON , MLS #S13809084 , Image - 1

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442 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13809084

Residential Condo & Other (Condo Townhouse)

$319900.0
  • 1 +1 Beds
  • 2 Baths
  • 600-699 sq-ft
Welcome to 442 Oxbow Crescent, a charming end-unit retreat in Collingwood's desirable Cranberry Resort and Golf Course neighbourhood. Furnished and mo
23 Photos
Last Updated : 7 Days ago
10 Shamrock Crescent, Simcoe, ON , MLS #N13809008 , Image - 1

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10 Shamrock Crescent Angus, Essa, Simcoe, ON MLS® N13809008

Residential Freehold (MobileTrailer)

$289000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking for a comfortable, budget-friendly home with plenty of outdoor space? This warm and inviting mobile home is packed with value! Currently set u
39 Photos
Last Updated : 7 Days ago
16 Hiawatha Road, Simcoe, ON , MLS #S13722392 , Image - 1

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16 Hiawatha Road Rural Tiny, Tiny, Simcoe, ON MLS® S13722392

Residential Freehold (Detached)

$494000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 16 Hiawatha Road in Tiny Township! Turnkey and move-in ready, this charming 3-bedroom, 1-bathroom bungalow is just a 5-minute walk to the c
22 Photos
Last Updated : 7 Days ago
41 Ferndale Drive S, Simcoe, ON , MLS #S13580340 , Image - 1

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Unit-110, 41 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13580340

Residential Condo & Other (Condo Apartment)

$289000.0
  • 1 Baths
  • 600-699 sq-ft
Welcome to effortless living in one of South Barrie's most desirable condominium communities, Manhattan Condos. Offering immediate possession and true
20 Photos
Last Updated : 7 Days ago
36 Sanford Street, Simcoe, ON , MLS #S13808718 , Image - 1

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36 Sanford Street Sanford, Barrie, Simcoe, ON MLS® S13808718

Residential Freehold (Detached)

$489900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
BARRIE BUNGALOW! Welcome to this charming move-in ready 3-bedroom, 1-bath bungalow in a desirable Barrie neighbourhood. Bright and inviting, this well
45 Photos
Last Updated : 7 Days ago
275 Nottawasaga Street, Simcoe, ON , MLS #S13791566 , Image - 1

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275 Nottawasaga Street Orillia, Simcoe, ON MLS® S13791566

Residential Freehold (Detached)

$499900.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome home to this inviting raised bungalow in the heart of Orillia! Offering a wonderful blend of comfort, space, and convenience, this thoughtfull
4 Photos
Last Updated : 7 Days ago
LOT 1 SMITH Road, Simcoe, ON , MLS #N13232614 , Image - 1
LOT 1 SMITH Road Rural Essa, Essa, Simcoe, ON MLS® N13232614

Residential Freehold (Vacant Land)

$449000.0
price drop iconPrice drop by 8.2%
Huge 106 foot x 436 foot building lot located minutes from Barrie and Angus. Located on a very quiet road with easy access to commuter routes. Stunnin
5 Photos
Last Updated : 7 Days ago
31 Huron Street, Simcoe, ON , MLS #S13706820 , Image - 1
Unit-413, 31 Huron Street Collingwood, Simcoe, ON MLS® S13706820

Residential Condo & Other (Condo Apartment)

$479000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Stunning new condo in the heart of Collingwood, perfectly situated near Nottawasaga Bay and offering an exc
20 Photos
Last Updated : 7 Days ago
405 Dominion Avenue, Simcoe, ON , MLS #S13802718 , Image - 1

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405 Dominion Avenue Midland, Simcoe, ON MLS® S13802718

Residential Freehold (Detached)

$399900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Solid century home with 2 separate apartments with separate entrances on separate water and hydro meters. Live on the main floor 2 bedroom apartment a
17 Photos
Last Updated : 7 Days ago
18 Temagami Trail, Simcoe, ON , MLS #S13808036 , Image - 1

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18 Temagami Trail Wasaga Beach, Simcoe, ON MLS® S13808036

Residential Freehold (Detached)

$389000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
MORE BEACH, MORE RECREATION & MORE MEMORIES WAITING TO HAPPEN! Beach access is just a five-minute walk from this beautifully cared-for bungalow at Was
15 Photos
Last Updated : 7 Days ago
486 Hannah Street, Simcoe, ON , MLS #S13797614 , Image - 1

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486 Hannah Street Midland, Simcoe, ON MLS® S13797614

Residential Freehold (Detached)

$499900.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Discover this standout 3-Unit investment opportunity in a friendly Midland neighbourhood. This property features modern updates on 3 floors; ***Main F
17 Photos
Last Updated : 7 Days ago
250 Peek -a- Boo Trail, Simcoe, ON , MLS #S12472261 , Image - 1

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250 Peek -a- Boo Trail Rural Tiny, Tiny, Simcoe, ON MLS® S12472261

Residential Freehold (Vacant Land)

$389000.0
Discover the perfect opportunity to build your Dream Home or summer retreat on this beautiful partially cleared 3.5+ Acre lot, ideally located in the
23 Photos
Last Updated : 7 Days ago
3425 Coronation Avenue, Simcoe, ON , MLS #S13807294 , Image - 1

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3425 Coronation Avenue West Shore, Severn, Simcoe, ON MLS® S13807294

Residential Freehold (Detached)

$489900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 3425 Coronation Ave in Cumberland Beach! This home sits on a great sized lot that is fully fenced and treed for privacy. Inside you'll find
33 Photos
Last Updated : 7 Days ago
107 MADAWASKA Trail, Simcoe, ON , MLS #S13803876 , Image - 1

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107 MADAWASKA Trail Wasaga Beach, Simcoe, ON MLS® S13803876

Residential Freehold (MobileTrailer)

$179900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Here is your perfect cottage getaway! Immaculate Woodland Park Muskoka Model. Enjoy the vacation lifestyle with this seasonal cottage at the highly so
7 Photos
Last Updated : 8 Days ago
6 Donald Crescent, Simcoe, ON , MLS #S13568504 , Image - 1

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6 Donald Crescent Wasaga Beach, Simcoe, ON MLS® S13568504

Residential Freehold (Link)

$489900.0
price drop iconPrice drop by 2.0%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Located in a highly desirable neighborhood, this nice 4 bedroom, 2 bath is a link backsplit. It offers the perfect blend of quiet residential living a
21 Photos
Last Updated : 8 Days ago
1 (part1) Baycrest Drive, Simcoe, ON , MLS #S13760466 , Image - 1

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1 (part1) Baycrest Drive North Shore, Barrie, Simcoe, ON MLS® S13760466

Residential Freehold (Vacant Land)

$399999.0
Prime Vacant Lot Opportunity - Seller Will Consider Vendor Take Back Financing! Attention investors, builders, and developers! This is a rare opportun
33 Photos
Last Updated : 8 Days ago
74 Ross Street, Simcoe, ON , MLS #S13654082 , Image - 1

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Unit-82, 74 Ross Street Queen's Park, Barrie, Simcoe, ON MLS® S13654082

Residential Condo & Other (Condo Apartment)

$349900.0
  • 1 Beds
  • 2 Baths
  • 800-899 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Experience the exceptional lifestyle that Victoria Village is known for, where comfortable low-maintenance
35 Photos
Last Updated : 8 Days ago
36 Andean Lane, Simcoe, ON , MLS #S13751060 , Image - 1

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36 Andean Lane Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S13751060

Residential Freehold (Att/Row/Townhouse)

$499000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Freehold, Fabulous & Ready for You! Welcome to this beautifully maintained 2020-built Pratt Homes townhome in desirable South Barrie, offering modern
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