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Houses for Sale in Simcoe Under $500K - P24

Showing results 691 - 720 of 1094
Last Updated: August 13, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
35 Photos
Last Updated : 38 Days ago
18 Cherrywood Lane, Simcoe, ON , MLS #N13235880 , Image - 1
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18 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13235880

Residential Freehold (Detached)

$389900.0
  • 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
13 Photos
Last Updated : 38 Days ago
1499 Tay Point Road, Simcoe, ON , MLS #S12702214 , Image - 1

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1499 Tay Point Road Penetanguishene, Simcoe, ON MLS® S12702214

Residential Freehold (Vacant Land)

$244900.0
Top 5 Reasons You Will Love This Property: 1) This premium 1.78-acre lot is part of an exclusive release of newly created estate parcels, offering the
7 Photos
Last Updated : 38 Days ago
607 TAYLOR Drive, Simcoe, ON , MLS #S12161574 , Image - 1

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607 TAYLOR Drive Midland, Simcoe, ON MLS® S12161574

Residential Freehold (Vacant Land)

$199000.0
price drop iconPrice drop by 33.4%
  • < 700 sq-ft
Build Your Dream Home Here. Rare opportunity to own a spacious building lot (60ft Wide x 229ft Deep) backing onto Tiffin Pond in a very desirable Midl
17 Photos
Last Updated : 38 Days ago
72 Dunedin Street, Simcoe, ON , MLS #S13518498 , Image - 1

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72 Dunedin Street Orillia, Simcoe, ON MLS® S13518498

Residential Freehold (Duplex)

$439000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Well-maintained nonconforming duplex offering two bright, spacious 1-bedroom apartments in good condition. Both units feature some updated windows, li
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
24 Photos
Last Updated : 38 Days ago
39 Ferndale Drive S, Simcoe, ON , MLS #S13106748 , Image - 1

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Unit-303, 39 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13106748

Residential Condo & Other (Condo Apartment)

$349999.0
  • 1 Baths
  • 600-699 sq-ft
Welcome to The Manhattan Upper West Side a beautifully maintained and modern studio condo located in one of South Barrie's most sought-after, family-f
37 Photos
Last Updated : 39 Days ago
13 Carruthers Street N, Simcoe, ON , MLS #S12986378 , Image - 1

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13 Carruthers Street N Wasaga Beach, Simcoe, ON MLS® S12986378

Residential Freehold (Detached)

$300000.0
price drop iconPrice drop by 7.7%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
FREE GOLF!!! Now that I have your attention, let me tell you that ownership in this community comes with access to an array of premium amenities incl
29 Photos
Last Updated : 39 Days ago
23 Dawson Drive, Simcoe, ON , MLS #S13497126 , Image - 1

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Unit-89, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13497126

Residential Condo & Other (Condo Apartment)

$359000.0
  • 2 +0 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to this bright and well-maintained 2-bedroom, 2-bathroom upper-level condo in the desirable Living Stone Resort community. Offering a function
48 Photos
Last Updated : 39 Days ago
3965 Hilltop Road, Simcoe, ON , MLS #S13524356 , Image - 1

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3965 Hilltop Road Rural Ramara, Ramara, Simcoe, ON MLS® S13524356

Residential Freehold (Detached)

$499990.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Affordable Lake Simcoe Living! Welcome to 3965 Hilltop Rd in the beautiful community of Ramara, just walking minutes fromthe shores of Lake Simcoe. Th
13 Photos
Last Updated : 40 Days ago
25 Meadow Lane, Simcoe, ON , MLS #S12893976 , Image - 1

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25 Meadow Lane
Unit-304, 25 Meadow Lane Ardagh, Barrie, Simcoe, ON MLS® S12893976

Residential Condo & Other (Condo Apartment)

$329000.0
price drop iconPrice drop by 7.3%
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
***Attention investors and first time home buyers***. Incredible opportunity for first time Home Buyers or investor. Sought after location in fantasti
26 Photos
Last Updated : 40 Days ago
3 Prince Rupert Avenue, Simcoe, ON , MLS #S13523394 , Image - 1

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3 Prince Rupert Avenue Rural Springwater, Springwater, Simcoe, ON MLS® S13523394

Residential Freehold (MobileTrailer)

$124000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
AMAZING opportunity for your summer getaway! 1 bedroom, 1 bathroom slice of relaxation located at Wasaga Pines Cottage & RV park. This recreational l
4 Photos
Last Updated : 40 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
3 Photos
Last Updated : 40 Days ago
LOT 2 SMITH Road, Simcoe, ON , MLS #N13232490 , Image - 1
LOT 2 SMITH Road Rural Essa, Essa, Simcoe, ON MLS® N13232490

Residential Freehold (Vacant Land)

$449000.0
price drop iconPrice drop by 8.2%
Absolutely stunning views to build your forever dream home on this 1.064 Acre Building Lot. Located minutes from Barrie and Angus boasting a panoramic
48 Photos
Last Updated : 40 Days ago
49 Trott Boulevard, Simcoe, ON , MLS #S13418516 , Image - 1

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Unit-179, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S13418516

Residential Condo & Other (Condo Apartment)

$439000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to Harbourside 1 in Collingwood. Main floor, corner/end unit, bungalow style condo townhouse, with exterior storage locker and walkout to pati
27 Photos
Last Updated : 40 Days ago
493 ONTARIO Street, Simcoe, ON , MLS #S13522562 , Image - 1

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493 ONTARIO Street Collingwood, Simcoe, ON MLS® S13522562

Residential Condo & Other (Condo Townhouse)

$475000.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Million-dollar Georgian Bay views from your own oversized bay windows - at a price that makes the waterfront lifestyle finally attainable. Tucked on s
49 Photos
Last Updated : 41 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13437810 , Image - 1

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Unit-202, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13437810

Residential Condo & Other (Condo Apartment)

$398888.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Short Term Rental Allowed! Experience resort-style living at its finest in this beautifully updated 1-bedroom condo at Friday Harbour Resort. Featurin
10 Photos
Last Updated : 41 Days ago
19 Dock Lane, Simcoe, ON , MLS #S13200690 , Image - 1

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19 Dock Lane Port McNicoll, Tay, Simcoe, ON MLS® S13200690

Residential Condo & Other (Vacant Land Condo)

$499000.0
price drop iconPrice drop by 16.7%
  • 0-499 sq-ft
VTB AVAILABLE!!!!! An exceptional opportunity to build your dream waterfront retreat in one of Southern Georgian Bay's most exclusive gated communitie
24 Photos
Last Updated : 41 Days ago
681 Yonge Street, Simcoe, ON , MLS #S12794240 , Image - 1

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Unit-327, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S12794240

Residential Condo & Other (Condo Apartment)

$399000.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
This thoughtfully designed 1-bedroom condominium is located on the third floor of a contemporary condominium building. The open-concept layout connect
6 Photos
Last Updated : 41 Days ago
100 Scarlett Line, Simcoe, ON , MLS #S13520200 , Image - 1

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100 Scarlett Line Hillsdale, Springwater, Simcoe, ON MLS® S13520200

Residential Freehold (Vacant Land)

$479000.0
Build your dream home on this prime piece of vacant land in the picturesque village of Hillsdale! Take advantage of the goverment tax rebate. This so
6 Photos
Last Updated : 41 Days ago
14 Rumble Court, Simcoe, ON , MLS #S13520194 , Image - 1

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14 Rumble Court Hillsdale, Springwater, Simcoe, ON MLS® S13520194

Residential Freehold (Vacant Land)

$485000.0
Build your dream home on this prime piece of vacant land in the picturesque village of Hillsdale! Take advantage of the goverment tax rebate. This sou
6 Photos
Last Updated : 41 Days ago
8 Greenlaw Court, Simcoe, ON , MLS #S13520190 , Image - 1

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8 Greenlaw Court Hillsdale, Springwater, Simcoe, ON MLS® S13520190

Residential Freehold (Vacant Land)

$495000.0
Build your dream home on this prime piece of vacant land in the picturesque village of Hillsdale! Take advantage of the goverment tax rebate. This sou
6 Photos
Last Updated : 41 Days ago
19 Rumble Court, Simcoe, ON , MLS #S13520184 , Image - 1

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19 Rumble Court Hillsdale, Springwater, Simcoe, ON MLS® S13520184

Residential Freehold (Vacant Land)

$495000.0
Build your dream home on this prime piece of vacant land in the picturesque village of Hillsdale! Take advantage of the goverment tax rebate. This sou
3 Photos
Last Updated : 41 Days ago
420 Cornell Drive, Simcoe, ON , MLS #S13520162 , Image - 1
420 Cornell Drive Midland, Simcoe, ON MLS® S13520162

Residential Freehold (Vacant Land)

$189000.0
Prime West End Building Lot on a quiet, lakeside Cul-de-Sac in Midland, ON. The perfect blend of tranquil living & Georgian Bay lifestyle. This beaut
17 Photos
Last Updated : 41 Days ago
53 Corner Brook Trail, Simcoe, ON , MLS #N13156450 , Image - 1

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53 Corner Brook Trail Rural Innisfil, Innisfil, Simcoe, ON MLS® N13156450

Residential Freehold (Detached)

$309000.0
price drop iconPrice drop by 3.1%
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
LOW MAINTENANCE BUNGALOW WITH PRIVATE TREED BACKYARD, RECENT UPDATES & VIBRANT ADULT COMMUNITY LIFESTYLE! Enjoy your golden years at 53 Corner Brook T
1 Photos
Last Updated : 41 Days ago
Lot 49 Wilhelm Street, Simcoe, ON
Lot 49 Wilhelm Street Wasaga Beach, Simcoe, ON MLS® S12647136

Residential Freehold (Vacant Land)

$275000.0
price drop iconPrice drop by 6.8%
Build the home you've always imagined on this exceptional residential lot in one of Wasaga Beach's desirable west-end neighbourhoods. This generous 99
24 Photos
Last Updated : 41 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13519786 , Image - 1

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Unit-2010/2011, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13519786

Residential Condo & Other (Condo Apartment)

$415000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Live, work. play, profit! Welcome to resort style living at Horseshoe. This amazing unit in the Hansom building offers the rare ability to have two se
21 Photos
Last Updated : 41 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13518950 , Image - 1

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Unit-309, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13518950

Residential Condo & Other (Condo Apartment)

$479000.0
  • 1 +1 Beds
  • 2 Baths
  • 600-699 sq-ft
Welcome to the ultimate lakeside retreat! This stunning suite offers year-round luxury living finishes, high ceilings, and large windows that flood th
9 Photos
Last Updated : 41 Days ago
2991 Southorn Road, Simcoe, ON , MLS #S13499700 , Image - 1

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2991 Southorn Road Coldwater, Severn, Simcoe, ON MLS® S13499700

Residential Freehold (Vacant Land)

$224999.0
Vacant building lot. R1 residential zoning. Municipal water on street (laterals and shut offs needed). Private Septic will be required. All services
1 Photos
Last Updated : 42 Days ago
43 Ridge Avenue, Simcoe, ON
43 Ridge Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13516746

Residential Freehold (Detached)

$425000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to Lagoon City-a unique community featuring a canal system and direct access to Lake Simcoe. Situated on a picturesque waterfront lot, this pr
9 Photos
Last Updated : 42 Days ago
LT 50 Whispering Pine Circle E, Simcoe, ON , MLS #S13249366 , Image - 1

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LT 50 Whispering Pine Circle E Rural Tiny, Tiny, Simcoe, ON MLS® S13249366

Residential Freehold (Vacant Land)

$260000.0
price drop iconPrice drop by 5.5%
Treed building cul-de-sac lot situated in Rural Tiny, less than a 10 minute drive to town/amenities. Build your dream home here, enjoy the benefits of
50 Photos
Last Updated : 42 Days ago
56 TECUMSETH PINES Drive, Simcoe, ON , MLS #N13516582 , Image - 1

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56 TECUMSETH PINES Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13516582

Residential Freehold (Detached)

$439900.0
  • 2 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines - A premier residential retirement community with a stunning landscape and friendly atmosphere! Lot 56 features a 2 bedroom
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