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Houses for Sale in Simcoe Under $500K - P4

Showing results 91 - 120 of 418
Last Updated: December 13, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
34 Photos
Last Updated : 23 Days ago
2 Anchorage Crescent, Simcoe, ON , MLS #S12516968 , Image - 1
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Unit-200, 2 Anchorage Crescent Collingwood, Simcoe, ON MLS® S12516968

Residential Condo & Other (Condo Apartment)

$399000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to 2 Anchorage Crescent #200, this is a beautiful 1-bedroom, 1-bathroom corner unit that perfectly blends modern comfort with cozy charm. Enjo
2 Photos
Last Updated : 23 Days ago
13 PT 2 Mapleside Drive, Simcoe, ON , MLS #S12556474 , Image - 1
13 PT 2 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12556474

Residential Freehold (Vacant Land)

$239000.0
Cleared & ready to build 60'x93' lot with full municipal services available, located in the desirable Bay Sands community on the west end of Wasaga Be
29 Photos
Last Updated : 23 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S12557918 , Image - 1

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Unit-47, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S12557918

Residential Condo & Other (Condo Townhouse)

$287000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Best value in Collingwood! Affordable, turn-Key Livingstone Resort Condo! Well-maintained and move-in ready one-bedroom, one-bathroom condo in the sou
21 Photos
Last Updated : 24 Days ago
1 Chamberlain Crescent, Simcoe, ON , MLS #S12424501 , Image - 1

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Unit-102, 1 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S12424501

Residential Condo & Other (Condo Apartment)

$474900.0
price drop iconPrice drop by 5.0%
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
End Unit Ground Floor Condo Just Minutes from Blue Mountain Ski Resort Perfect for Winter Lovers! Spacious 2-bedroom, 1-bath end-unit condo. Ideally
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
25 Photos
Last Updated : 24 Days ago
1654 Viking Marina Road, Simcoe, ON , MLS #S12346817 , Image - 1

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1654 Viking Marina Road Rural Severn, Severn, Simcoe, ON MLS® S12346817

Residential Freehold (Detached)

$485000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Cozy Waterfront Property w/ 50' X 450' Deep Lot. **Front on Matchedash Bay ** Bright & Spacious 2 Bedroom Detached Bungalow Backing onto Trail. Direct
2 Photos
Last Updated : 24 Days ago
13 PT 1 Mapleside Drive, Simcoe, ON , MLS #S12556388 , Image - 1
13 PT 1 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12556388

Residential Freehold (Vacant Land)

$249000.0
Cleared & ready to build 68'x91' corner lot with full municipal services available, located in the desirable Bay Sands community on the west end of Wa
4 Photos
Last Updated : 24 Days ago
10 Stoddart Street, Simcoe, ON , MLS #N12256949 , Image - 1
10 Stoddart Street Thornton, Essa, Simcoe, ON MLS® N12256949

Residential Freehold (Vacant Land)

$299900.0
price drop iconPrice drop by 7.7%
  • < 700 sq-ft
Transform your Architectural Dreams into Reality on this 57x164 Feet Building Lot On A Quiet Mature Street in The Quaint Village of Thornton! An Exist
34 Photos
Last Updated : 24 Days ago
275 BROWARD Way, Simcoe, ON , MLS #N12458163 , Image - 1

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275 BROWARD Way
Unit-60, 275 BROWARD Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12458163

Residential Condo & Other (Condo Apartment)

$338800.0
  • 0 +1 Beds
  • 1 Baths
  • 0-499 sq-ft
Live everyday like it's Friday!!! Friday Harbour is a stunning waterside community that gives a one of a kind experience for homeowners, guest and vis
2 Photos
Last Updated : 24 Days ago
2149 Conc 5 N N/A, Simcoe, ON , MLS #S12554280 , Image - 1
2149 Conc 5 N N/A Rural Clearview, Clearview, Simcoe, ON MLS® S12554280

Residential Freehold (Vacant Land)

$149000.0
  • < 700 sq-ft
Over half acre lot that would qualify for a building permit if combined with a neighbouring lot but presently just a nicely treed lot for weekend enjo
28 Photos
Last Updated : 24 Days ago
120 D'Ambrosio Drive N/A, Simcoe, ON , MLS #S12551204 , Image - 1

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Unit-34, 120 D'Ambrosio Drive N/A Painswick North, Barrie, Simcoe, ON MLS® S12551204

Residential Condo & Other (Condo Townhouse)

$448000.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Fully renovated & move-in ready with thousands spent on upgrades, including a modern kitchen with granite c
36 Photos
Last Updated : 25 Days ago
7 60th Street S, Simcoe, ON , MLS #S12461340 , Image - 1

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7 60th Street S Wasaga Beach, Simcoe, ON MLS® S12461340

Residential Freehold (Detached)

$399999.0
price drop iconPrice drop by 8.5%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Nestled in the heart of Wasaga Beach, this property offers a unique opportunity to own a pieceof this vibrant community. This detached single-family h
18 Photos
Last Updated : 25 Days ago
2 EAST Street, Simcoe, ON , MLS #N12437196 , Image - 1

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2 EAST Street Rural Essa, Essa, Simcoe, ON MLS® N12437196

Residential Freehold (Other)

$262900.0
price drop iconPrice drop by 1.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
MOTIVATED SELLER AND QUICK CLOSING AVAILABLE! Nestled on a mature, tree-lined lot in Angus, this charming mobile home offers privacy and peace - await
29 Photos
Last Updated : 25 Days ago
40 Shamrock Crescent, Simcoe, ON , MLS #N12439712 , Image - 1

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40 Shamrock Crescent Rural Essa, Essa, Simcoe, ON MLS® N12439712

Residential Freehold (MobileTrailer)

$419900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
This brand-new mobile home is situated in a quiet, well-maintained Angus park, offering a peaceful and convenient lifestyle. Built on a solid concrete
18 Photos
Last Updated : 25 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S12304375 , Image - 1

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Unit-205, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S12304375

Residential Condo & Other (Condo Apartment)

$450000.0
price drop iconPrice drop by 4.2%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Condo Living At The Most Affordable Price in the Building! The Eagle model offers a bright, open-concept 2-bedroom, 2-bathroom condo with 9-foot ceili
8 Photos
Last Updated : 26 Days ago
4797 County Road 90 Road, Simcoe, ON , MLS #N12469870 , Image - 1

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4797 County Road 90 Road Rural Essa, Essa, Simcoe, ON MLS® N12469870

Residential Freehold (Vacant Land)

$340000.0
price drop iconPrice drop by 9.3%
  • < 700 sq-ft
Seize this incredible opportunity to build your dream home or investment property on this spacious 3/4 acre lot in the heart of Essa! Perfectly positi
27 Photos
Last Updated : 27 Days ago
2678 25th Side Road, Simcoe, ON , MLS #N12171168 , Image - 1

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2678 25th Side Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12171168

Residential Freehold (Detached)

$479999.0
price drop iconPrice drop by 6.8%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
A rare opportunity to live and build in beautiful Innisfil Beach. This oversized lot of 50 X 200 feet with and approximate 700 sq ft bungalow frame fe
16 Photos
Last Updated : 28 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 : 28 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
50 Photos
Last Updated : 30 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
21 Photos
Last Updated : 30 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
15 Photos
Last Updated : 30 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 : 31 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 : 32 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 : 32 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 : 32 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 : 32 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
41 Photos
Last Updated : 35 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
32 Photos
Last Updated : 35 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 : 35 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 : 36 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
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