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Houses for Sale in Simcoe Under $500K - P5

Showing results 121 - 150 of 1093
Last Updated: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
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  • Bathrooms(Hi-Lo)
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33 Photos
Last Updated : 3 Days ago
5 Winters Crescent NW, Simcoe, ON , MLS #S13647122 , Image - 1
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5 Winters Crescent NW Collingwood, Simcoe, ON MLS® S13647122

Residential Condo & Other (Condo Townhouse)

$479900.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Nestled into a cozy CRESCENT of MODERN TOWNES this BIRCH INTERIOR UNIT aims to please. With a soaring exterior, lots of windows complimented by BRICK
40 Photos
Last Updated : 3 Days ago
1987 Champlain Road, Simcoe, ON , MLS #S13562300 , Image - 1

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1987 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13562300

Residential Freehold (Detached)

$474900.0
price drop iconPrice drop by 5.0%
  • 2 +2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover the perfect Georgian Bay getaway in the heart of Tiny Township. Located just one property back from the sparkling waters of Georgian Bay, thi
3 Photos
Last Updated : 3 Days ago
38 Northland Road, Simcoe, ON , MLS #S13659410 , Image - 1
38 Northland Road Midland, Simcoe, ON MLS® S13659410

Residential Freehold (MobileTrailer)

$225000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Affordable Lakeside Living! Welcome to this well maintained 2 bedroom, 1 bath mobile home offering an affordable opportunity in Midland's desirable Sm
2 Photos
Last Updated : 3 Days ago
82 First Lane, Simcoe, ON , MLS #S13659334 , Image - 1
82 First Lane Wasaga Beach, Simcoe, ON MLS® S13659334

Residential Freehold (Vacant Land)

$419900.0
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
20 Photos
Last Updated : 3 Days ago
1053 Glen Bogie Crescent, Simcoe, ON , MLS #S13597252 , Image - 1

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1053 Glen Bogie Crescent Midland, Simcoe, ON MLS® S13597252

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to Midland's most sought-after west end neighbourhood, where mature trees, quiet streets, and long-time residents create a true sense of commu
7 Photos
Last Updated : 3 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)

$499900.0
  • 4 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
47 Photos
Last Updated : 3 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S13658908 , Image - 1

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Unit-24, 4 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13658908

Residential Condo & Other (Condo Townhouse)

$418000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
!! WATERFRONT!! Beautifully renovated, open concept by professional designer top to bottom to code. A truly affordable townhome, live full-time or as
11 Photos
Last Updated : 3 Days ago
385 Mary Street, Simcoe, ON , MLS #S13101284 , Image - 1

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385 Mary Street Orillia, Simcoe, ON MLS® S13101284

Residential Freehold (Detached)

$425000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Affordability in Orillia's West Ward. Featuring Two Bedroom Bungalow on a Large Corner Lot with Detached Garage. Featuring Metal Roof, Newer Windows,
35 Photos
Last Updated : 3 Days ago
536 Tenth Street, Simcoe, ON , MLS #S13602674 , Image - 1

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536 Tenth Street Collingwood, Simcoe, ON MLS® S13602674

Residential Condo & Other (Condo Townhouse)

$349900.0
  • 3 Beds
  • 2 Baths
  • 900-999 sq-ft
FREE CONDO FEES FOR A YEAR. Beautifully renovated and move-in ready, this fully finished condo townhouse offers stylish, low-maintenance living in one
29 Photos
Last Updated : 3 Days ago
915 Vindin Street, Simcoe, ON , MLS #S13561308 , Image - 1

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915 Vindin Street Midland, Simcoe, ON MLS® S13561308

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Offered for the first time by its original owners, this 3 bedroom, 2 bathroom raised bungalow sits on just over half an acre, surrounded by mature tre
28 Photos
Last Updated : 3 Days ago
11 Tamarack Court, Simcoe, ON , MLS #N13589138 , Image - 1

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11 Tamarack Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13589138

Residential Freehold (Detached)

$434900.0
price drop iconPrice drop by 17.8%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines, a welcoming 55+ land-lease community known for its peaceful setting and active lifestyle. This Cypress-model bungalow sits
34 Photos
Last Updated : 3 Days ago
67 Main Street, Simcoe, ON , MLS #N13658756 , Image - 1

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67 Main Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13658756

Residential Freehold (Modular Home)

$249000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
WELCOME TO EASY LIVING IN SANDY COVE ACRES! This beautifully renovated two-bedroom, one-bathroom home offers 812 square feet of bright, comfortable, m
23 Photos
Last Updated : 3 Days ago
492 Laclie Street, Simcoe, ON , MLS #S13504794 , Image - 1

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Unit-204, 492 Laclie Street Orillia, Simcoe, ON MLS® S13504794

Residential Condo & Other (Condo Apartment)

$325000.0
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Just minutes away you'll find the sparkling waterfront at Couchiching Beach Park, scenic walking and cycling trails, marinas, and golf at the nearby C
24 Photos
Last Updated : 3 Days ago
11 Knox Road E, Simcoe, ON , MLS #S13164158 , Image - 1

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11 Knox Road E Wasaga Beach, Simcoe, ON MLS® S13164158

Residential Freehold (Vacant Land)

$475000.0
Nestled along the bend of the Nottawasaga River, this exceptional parcel of land is a rare opportunity waiting to be discovered. Offering over 2 acres
15 Photos
Last Updated : 3 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S13658428 , Image - 1

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Unit-57, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13658428

Residential Condo & Other (Condo Apartment)

$449990.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
BRIGHT UPPER UNIT IN GLEN II CRANBERRY VILLAGE. CARPET FREE! OPEN CONCEPT, SUN FILLED UNIT, 2 BED, 2 BATH. WOOD FIREPLACE, UPGRADED BREAKFAST BAR. LAR
16 Photos
Last Updated : 3 Days ago
107 EIGHTH Street, Simcoe, ON , MLS #S13646606 , Image - 1

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107 EIGHTH Street Collingwood, Simcoe, ON MLS® S13646606

Residential Freehold (Vacant Land)

$299900.0
Nestled on a generous 40 ft x 165 ft in-town lot, this property presents an exceptional opportunity for builders, investors, and those dreaming of a c
46 Photos
Last Updated : 3 Days ago
4294 Canal Road, Simcoe, ON , MLS #S13658286 , Image - 1

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4294 Canal Road Washago, Severn, Simcoe, ON MLS® S13658286

Residential Freehold (Detached)

$375000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Discover this fully renovated 3-season waterfront cottage, offering a large lot, beautiful water views, and ample parking. Enjoy boating and swimming
19 Photos
Last Updated : 3 Days ago
56 Lakeside Terrace, Simcoe, ON , MLS #S13657872 , Image - 1

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Unit-1203, 56 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S13657872

Residential Condo & Other (Condo Apartment)

$428000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Bright & Modern 1-Bedroom with Lake ViewsThis open-concept 1-bedroom unit features modern finishes, brand-new stainless steel appliances, stone counte
34 Photos
Last Updated : 3 Days ago
502 ESSA Road, Simcoe, ON , MLS #S13475260 , Image - 1

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Unit-16, 502 ESSA Road Holly, Barrie, Simcoe, ON MLS® S13475260

Residential Condo & Other (Condo Townhouse)

$489900.0
price drop iconPrice drop by 1.0%
  • 3 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Attention First-Time Buyers, Military Moves & Downsizers - This home can be purchased furnished quick closing possible This One's For You! From the
42 Photos
Last Updated : 3 Days ago
580 West Street S, Simcoe, ON , MLS #S13604176 , Image - 1

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Unit-74, 580 West Street S Orillia, Simcoe, ON MLS® S13604176

Residential Freehold (MobileTrailer)

$209900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Move-in ready at $209,900- SELLERS ARE OPEN TO ALL REASONABLE OFFERS, SO DON'T BE SHY!! QUICK CLOSING AVAILABLE This beautifully renovated 3-bedroom,
33 Photos
Last Updated : 3 Days ago
681 Yonge Street, Simcoe, ON , MLS #S13657734 , Image - 1

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Unit-418, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13657734

Residential Condo & Other (Condo Apartment)

$417000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
This Newer South District Condo Is A Stylish 1 Bedroom + Den (Potential 2nd Bedroom/Office/Flex Space) Spanning 725 Sq.Ft. Plus Balcony (50 Sq.Ft.). L
35 Photos
Last Updated : 3 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S13657722 , Image - 1

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Unit-Unit 4, 4 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13657722

Residential Condo & Other (Condo Townhouse)

$429649.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Harbour Village, Located in the Heart of Ontario's Lake Country in Beautiful Lagoon City on Lake Simcoe. This Updated 2 Bedroom/2 Bathroom
37 Photos
Last Updated : 3 Days ago
320 Scott Street, Simcoe, ON , MLS #S13538324 , Image - 1

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320 Scott Street Midland, Simcoe, ON MLS® S13538324

Residential Freehold (Detached)

$495000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
This well-kept 3-bedroom, 1-bathroom all-brick backsplit offers a great family-friendly layout in a central Midland location. The main level features
31 Photos
Last Updated : 3 Days ago
15 Jennings Drive, Simcoe, ON , MLS #S13063960 , Image - 1

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15 Jennings Drive Penetanguishene, Simcoe, ON MLS® S13063960

Residential Freehold (Semi-Detached )

$479900.0
price drop iconPrice drop by 5.7%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Lovely 3 bedroom, 1 bathroom semi detached home (only attached by the oversized garage) and sitting on a fully fenced large yard, backing onto the qui
34 Photos
Last Updated : 3 Days ago
15 Flora Drive, Simcoe, ON , MLS #N13614374 , Image - 1

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15 Flora Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13614374

Residential Freehold (Modular Home)

$278500.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 15 Flora Drive, located in the highly sought-after adult lifestyle community of Sandycove Acres. This impeccably maintained and completely
29 Photos
Last Updated : 3 Days ago
150 Dunlop Street E, Simcoe, ON , MLS #S13593506 , Image - 1

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Unit-911, 150 Dunlop Street E Lakeshore, Barrie, Simcoe, ON MLS® S13593506

Residential Condo & Other (Condo Apartment)

$499990.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Suite 911 at 150 Dunlop Street East, where breathtaking views of Kempenfelt Bay and effortless waterfront living come together in one beaut
32 Photos
Last Updated : 3 Days ago
2968 Murphy Place, Simcoe, ON , MLS #N13657152 , Image - 1

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2968 Murphy Place Rural Innisfil, Innisfil, Simcoe, ON MLS® N13657152

Residential Freehold (Att/Row/Townhouse)

$499500.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 2968 Murphy Place in beautiful Innisfil, offering an exceptional opportunity to enjoy relaxed living just moments from the shores of Lake S
38 Photos
Last Updated : 3 Days ago
441 Barrie Road, Simcoe, ON , MLS #S13491610 , Image - 1

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Unit-16, 441 Barrie Road Orillia, Simcoe, ON MLS® S13491610

Residential Condo & Other (Condo Townhouse)

$399000.0
price drop iconPrice drop by 2.2%
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Well cared for and tastefully updated two-storey townhouse situated in the highly desirable Orillia Woodlands Condominium community. This inviting thr
27 Photos
Last Updated : 3 Days ago
243 Ferndale Drive S, Simcoe, ON , MLS #S13656858 , Image - 1

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Unit-76, 243 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13656858

Residential Condo & Other (Condo Townhouse)

$299000.0
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Beautifully updated two bedroom condo showcasing a stylish new kitchen complete with stainless-steel applia
34 Photos
Last Updated : 3 Days ago
4 Spice Way, Simcoe, ON , MLS #S13562200 , Image - 1

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4 Spice Way
Unit-501, 4 Spice Way Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13562200

Residential Condo & Other (Condo Apartment)

$450000.0
  • 2 +1 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Experience Modern Urban Living at Bistro 6 This stunning 1,276 sq. ft. corner unit offers a perfect blend of energy efficiency and expansive design. F
Shortlisted Properties
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