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Houses for Sale in Simcoe Under $500K - P4

Showing results 91 - 120 of 436
Last Updated: December 07, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
16 Photos
Last Updated : 23 Days ago
3520 Bennett Avenue, Simcoe, ON , MLS #S12546060 , Image - 1
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3520 Bennett Avenue Rural Severn, Severn, Simcoe, ON MLS® S12546060

Residential Freehold (Detached)

$350000.0
  • 1 Baths
  • 700-1100 sq-ft
Small Home & a Beautiful Spot. Possibly this 350k value investment could be turned into 700-800k in a few short months. This property features lots (
4 Photos
Last Updated : 23 Days ago
3365 Armand Avenue, Simcoe, ON , MLS #S12544768 , Image - 1
3365 Armand Avenue Washago, Severn, Simcoe, ON MLS® S12544768

Residential Freehold (Vacant Land)

$299900.0
  • < 700 sq-ft
GREAT LARGE RESIDENTIAL BUILDING LOT JUST STEPS TO PUBLIC BEACH AND CLOSE TO GOLF AND SCHOOLS. THIS 60X220 LOT HAS WATER, SEWER, HEAT AND HYDRO TO THE
14 Photos
Last Updated : 24 Days ago
155 Vacation Inn Drive, Simcoe, ON , MLS #S12214641 , Image - 1

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155 Vacation Inn Drive Collingwood, Simcoe, ON MLS® S12214641

Residential Condo & Other (Timeshare)

$14500.0
price drop iconPrice drop by 19.4%
  • 2 Beds
  • 3 Baths
  • 800-899 sq-ft
Spend the Holidays in Collingwood Every Year! Welcome to your home for the holidays at part of the sought-after Georgian Bay Hotel community in Colli
50 Photos
Last Updated : 25 Days ago
48 Madawaska Trail, Simcoe, ON , MLS #S12538492 , Image - 1

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48 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S12538492

Residential Freehold (Detached)

$419000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your new home in Wasaga! This land lease home is the perfect option for 4-season living without the high purchase price. We're located in t
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
21 Photos
Last Updated : 25 Days ago
126 Bell Farm Road, Simcoe, ON , MLS #S12538046 , Image - 1

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Unit-113, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S12538046

Residential Condo & Other (Condo Apartment)

$379000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Bright and accessible garden-level condo ideal location! - Very accessible 2-bedroom, 2-bath end-unit condo located just steps from the buildings side
37 Photos
Last Updated : 25 Days ago
60 Mulligan Lane, Simcoe, ON , MLS #S12222989 , Image - 1

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Unit-318, 60 Mulligan Lane Wasaga Beach, Simcoe, ON MLS® S12222989

Residential Condo & Other (Condo Apartment)

$459000.0
price drop iconPrice drop by 6.1%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
PRICED TO SELL! SELLER IS MOTIVATED! Don't miss this attractive, 2-Bedroom, 2 bathroom, 3rd floor Condo in highly sought after Marlwood Golf Course Co
15 Photos
Last Updated : 25 Days ago
553 Tenth Street, Simcoe, ON , MLS #S12501448 , Image - 1

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553 Tenth Street Collingwood, Simcoe, ON MLS® S12501448

Residential Condo & Other (Condo Townhouse)

$372500.0
price drop iconPrice drop by 1.3%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Attention first time home buyers!! This 4-bedroom (3+1) townhouse condo is priced to sell. With a few little cosmetic upgrades, you could transform th
5 Photos
Last Updated : 26 Days ago
67 Wozniak Road, Simcoe, ON , MLS #S12533804 , Image - 1
67 Wozniak Road Penetanguishene, Simcoe, ON MLS® S12533804

Residential Freehold (Vacant Land)

$99000.0
  • < 700 sq-ft
OPPORTUNITY KNOCKS! 50 X 149 FT CLEARED VACANT LOT STEPS FROM GEORGIAN BAY! Discover the perfect canvas for your dream home on this spacious parcel of
7 Photos
Last Updated : 27 Days ago
Lot 41 Explorers Landing, Simcoe, ON , MLS #S12481923 , Image - 1

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Lot 41 Explorers Landing Rural Tiny, Tiny, Simcoe, ON MLS® S12481923

Residential Freehold (Vacant Land)

$189000.0
Beautiful treed building lot located less than 10 minutes to shopping, a boat launch, marina, the OFSCA trail system, Awenda Provincial Park, restaura
49 Photos
Last Updated : 27 Days ago
750 Johnston Park Avenue, Simcoe, ON , MLS #S12529944 , Image - 1

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Unit-2006, 750 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S12529944

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience the vibrant lifestyle at Lighthouse Point Yacht & Tennis Club, a premier waterfront community spanning over 125 acres and offering a wealth
7 Photos
Last Updated : 27 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
2 Photos
Last Updated : 27 Days ago
1366 Wilson Point Road, Simcoe, ON , MLS #S12369715 , Image - 1
1366 Wilson Point Road Orillia, Simcoe, ON MLS® S12369715

Residential Freehold (Vacant Land)

$280000.0
Attention builders or investors. A Beautiful, building lot in the City of Orillia. New city water and sewer services. Driveway permits pulled. Great
30 Photos
Last Updated : 30 Days ago
2559 Lakeshore Drive, Simcoe, ON , MLS #S11943230 , Image - 1

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Unit-1 & 4, 2559 Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S11943230

Residential Freehold (Vacant Land)

$295000.0
Opportunities awaits with this 50 foot lot directly across from Lake Simcoe! Attention Developers!!! Stunning western lake views with gorgeous sunsets
41 Photos
Last Updated : 30 Days ago
45 Clover Crescent, Simcoe, ON , MLS #S12363286 , Image - 1

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45 Clover Crescent Wasaga Beach, Simcoe, ON MLS® S12363286

Residential Freehold (Att/Row/Townhouse)

$499000.0
price drop iconPrice drop by 2.2%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Lovely end unit bungalow in Wasaga Meadows community. Enjoy your coffee on your covered front porch! This open concept home is 1263 sq.ft, with two go
13 Photos
Last Updated : 30 Days ago
1499 Tay Point Road, Simcoe, ON , MLS #S12387537 , Image - 1

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1499 Tay Point Road Penetanguishene, Simcoe, ON MLS® S12387537

Residential Freehold (Vacant Land)

$275000.0
Welcome to one of four newly severed, fully cleared, and ready-to-build estate lots, offering 1.78 acres of prime land at the corner of Curry and Tay
32 Photos
Last Updated : 30 Days ago
65 ELLEN Street, Simcoe, ON , MLS #S12520742 , Image - 1

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Unit-305, 65 ELLEN Street Lakeshore, Barrie, Simcoe, ON MLS® S12520742

Residential Condo & Other (Condo Apartment)

$439900.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Marina Bay Condominiums, where comfort, convenience, and captivating lake views come together in one of Barrie's most desirable waterfront
50 Photos
Last Updated : 30 Days ago
331 MARINERS Way, Simcoe, ON , MLS #S12520826 , Image - 1

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331 MARINERS Way Collingwood, Simcoe, ON MLS® S12520826

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 +0 Beds
  • 2 Baths
  • 800-899 sq-ft
This 2 bedroom, 2 bathroom, 2nd floor unit has gorgeous forest\landscape views out of the primary suite and living area. An open and bright livingroom
24 Photos
Last Updated : 31 Days ago
13 Cheltenham Road, Simcoe, ON , MLS #S12494676 , Image - 1

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Unit-2, 13 Cheltenham Road Georgian Drive, Barrie, Simcoe, ON MLS® S12494676

Residential Condo & Other (Condo Townhouse)

$469999.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome Home! This Beautifully Updated and Maintained 2 Story Stacked Town Home Screams Pride of Ownership. This Home Nestled in a Quiet Friendly Comm
10 Photos
Last Updated : 31 Days ago
56 Lakeside Terrace, Simcoe, ON , MLS #S12470113 , Image - 1

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Unit-604, 56 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S12470113

Residential Condo & Other (Condo Apartment)

$389900.0
  • 1 +1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to your dream condo with stunning views of the lake! This well-designed unit offers picturesque lake views from the master bedroom, living roo
13 Photos
Last Updated : 32 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S12451947 , Image - 1

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Unit-114, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12451947

Residential Condo & Other (Condo Apartment)

$351000.0
price drop iconPrice drop by 2.2%
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Cozy Condo Retreat in he Hear of Horseshoe Valley! Experience four seasons of adventure with charming 1-bedroom ground-floor condo, ideally located ju
11 Photos
Last Updated : 32 Days ago
909C Willow Street, Simcoe, ON , MLS #N12514316 , Image - 1

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909C Willow Street Lefroy, Innisfil, Simcoe, ON MLS® N12514316

Residential Freehold (Vacant Land)

$209000.0
  • < 700 sq-ft
Great opportunity to build your own home or home away from home in lovely Lefroy. Also suitable for small builders/investors. Great location, a short
14 Photos
Last Updated : 32 Days ago
267 Barrie Road, Simcoe, ON , MLS #S12456852 , Image - 1

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267 Barrie Road Orillia, Simcoe, ON MLS® S12456852

Residential Freehold (Vacant Land)

$275000.0
  • 9 Beds
  • < 700 sq-ft
Vacant Land FOR SALE! **SELLER FINANCING AVAILABLE** Fantastic Opportunity: Build A TRIPLEX On A Huge 1/4 Acre Lot. Great For Multi-Generational Famil
11 Photos
Last Updated : 32 Days ago
909B Willow Street, Simcoe, ON , MLS #N12513916 , Image - 1

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909B Willow Street Lefroy, Innisfil, Simcoe, ON MLS® N12513916

Residential Freehold (Vacant Land)

$209000.0
  • < 700 sq-ft
Great opportunity to build your own home or home away from home in lovely Lefroy. Also suitable for small builders/investors. Great location, a short
35 Photos
Last Updated : 32 Days ago
18 Cherrywood Lane, Simcoe, ON , MLS #N12478330 , Image - 1

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18 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N12478330

Residential Freehold (Detached)

$419900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this stunning Ranch Style Bungalow, renovated top to bottom home, Located in the vibrant adult community of Sandy Cove Acres. This 2 bedroo
40 Photos
Last Updated : 32 Days ago
4 Linden Lane, Simcoe, ON , MLS #N12477581 , Image - 1

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4 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N12477581

Residential Freehold (Detached)

$329900.0
price drop iconPrice drop by 5.7%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome Home! This Beautiful Monaco Style One Level Land Lease Home in the Adult Lifestyle Community of Sandy Cove Acres is Almost 1400 sq ft and is B
1 Photos
Last Updated : 33 Days ago
LT 31 MIGHTON Court, Simcoe, ON
LT 31 MIGHTON Court Rural Clearview, Clearview, Simcoe, ON MLS® S11823181

Residential Freehold (Vacant Land)

$79000.0
price drop iconPrice drop by 20.2%
Approximately half acre lot located in an area historically known as Schell Farm in Clearview, north of Stayner. No services available at this time (
38 Photos
Last Updated : 33 Days ago
309 Manly Street, Simcoe, ON , MLS #S12509724 , Image - 1

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309 Manly Street Midland, Simcoe, ON MLS® S12509724

Residential Freehold (Detached)

$424900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 309 Manly Street in Midland. Whether you are looking for an investment or just starting out this property has upside potential. Featuring
25 Photos
Last Updated : 33 Days ago
19 Wakunda Crescent, Simcoe, ON , MLS #S12505180 , Image - 1

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19 Wakunda Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12505180

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Placed on a quiet crescent just off Awenda Park, this home is perfectly located for outdoor lovers, just ste
21 Photos
Last Updated : 33 Days ago
65 Ellen Street, Simcoe, ON , MLS #S12509310 , Image - 1

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Unit-205, 65 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S12509310

Residential Condo & Other (Condo Apartment)

$375000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Southern-Facing 2-Bedroom/2-Bathroom Condo Boasting Over 1,155 SqFt. Of Living Space!! Featuring Stunning Floor-To-Ceiling Windows With Water Views. T
42 Photos
Last Updated : 34 Days ago
112 Loggers Run, Simcoe, ON , MLS #S12457097 , Image - 1

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Unit-38, 112 Loggers Run Ardagh, Barrie, Simcoe, ON MLS® S12457097

Residential Condo & Other (Condo Townhouse)

$429000.0
price drop iconPrice drop by 2.3%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
This open concept town home is ideal for first-time home buyers, investors or that busy professional who needs close and easy access to the highway. T
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