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Houses for Sale in Simcoe Under $500K - P19

Showing results 541 - 570 of 1116
Last Updated: September 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
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  • Square Feet(Hi-Lo)
12 Photos
Last Updated : 25 Days ago
Lot 2 Thunder Beach Road, Simcoe, ON , MLS #S13209158 , Image - 1
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Lot 2 Thunder Beach Road Rural Tiny, Tiny, Simcoe, ON MLS® S13209158

Residential Freehold (Vacant Land)

$150000.0
price drop iconPrice drop by 25.0%
Set on 2.26 acres in Tiny Township, this property offers a peaceful natural setting featuring a mix of hardwood & softwood trees. Just a short drive f
16 Photos
Last Updated : 25 Days ago
Lot 1 Thunder Beach Road, Simcoe, ON , MLS #S13209102 , Image - 1

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Lot 1 Thunder Beach Road Rural Tiny, Tiny, Simcoe, ON MLS® S13209102

Residential Freehold (Vacant Land)

$199900.0
price drop iconPrice drop by 20.0%
Set on 18 acres in Tiny Township, this beautiful property offers a peaceful natural setting with a mix of hardwood & softwood trees and a variety of w
36 Photos
Last Updated : 25 Days ago
58 Lakeside Terrace, Simcoe, ON , MLS #S13547990 , Image - 1

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Unit-112, 58 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S13547990

Residential Condo & Other (Condo Apartment)

$405000.0
price drop iconPrice drop by 2.4%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome to LakeVu, where modern design meets effortless living. Built in 2022, this stylish condominium is ideal for professionals, downsizers and inv
24 Photos
Last Updated : 25 Days ago
16 Indiana Avenue, Simcoe, ON , MLS #S13089434 , Image - 1

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16 Indiana Avenue Wasaga Beach, Simcoe, ON MLS® S13089434

Residential Freehold (Detached)

$399900.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to easy, low-maintenance living in this vibrant adult lifestyle community for those aged 55 and over. Residents enjoy an active and social at
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
29 Photos
Last Updated : 25 Days ago
48 Northland Drive, Simcoe, ON , MLS #S13736382 , Image - 1

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48 Northland Drive Midland, Simcoe, ON MLS® S13736382

Residential Freehold (MobileTrailer)

$259900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
MOTIVATED SELLER! A great opportunity to downsize your home and move into this clean and comfortable mobile home in Midland. Located in Smith's Camp,
17 Photos
Last Updated : 25 Days ago
9 Cherrywood Lane, Simcoe, ON , MLS #N13736000 , Image - 1

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9 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13736000

Residential Freehold (MobileTrailer)

$210000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to Sandy Cove Acres! This 2-bedroom, 1-bathroom home offers an excellent opportunity to bring your vision to life in one of Innisfil's sought-
25 Photos
Last Updated : 25 Days ago
131 Clapperton Street, Simcoe, ON , MLS #S13735968 , Image - 1

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Unit-201, 131 Clapperton Street Wellington, Barrie, Simcoe, ON MLS® S13735968

Residential Condo & Other (Condo Apartment)

$329900.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to this spacious 2-bedroom condo offering over 1,000 sq. ft. of comfortable living in a quiet, well-maintained building tucked away in a peace
8 Photos
Last Updated : 25 Days ago
1197 Upper Big Chute Road, Simcoe, ON , MLS #S13637996 , Image - 1

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1197 Upper Big Chute Road Rural Severn, Severn, Simcoe, ON MLS® S13637996

Residential Freehold (Vacant Land)

$189000.0
Welcome to 1197 Upper Big Chute Road in Severn Township - Lot 5 (please refer to realtor remarks for more clarification), where the perfect opportunit
6 Photos
Last Updated : 26 Days ago
85 Theme Park Drive, Simcoe, ON , MLS #S13705026 , Image - 1

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Unit-258, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S13705026

Residential Freehold (MobileTrailer)

$74990.0
price drop iconPrice drop by 11.8%
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome To This Family Friendly Seasonal Retreat In Well Managed Wasaga CountryLife Resort. This Popular And Sought After Glendale Model Is A Professi
21 Photos
Last Updated : 26 Days ago
85 Maple Avenue, Simcoe, ON , MLS #S13726180 , Image - 1

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85 Maple Avenue City Centre, Barrie, Simcoe, ON MLS® S13726180

Residential Freehold (Detached)

$475000.0
price drop iconPrice drop by 99.9%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to an exciting opportunity in the heart of Barrie City Centre! This detached concrete bungalow features 2+1 bedrooms and 2 full bathrooms, off
8 Photos
Last Updated : 26 Days ago
79 Smallman Drive, Simcoe, ON , MLS #S13509008 , Image - 1

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79 Smallman Drive Wasaga Beach, Simcoe, ON MLS® S13509008

Residential Freehold (Vacant Land)

$239000.0
Finding a 100 ft x 150 ft building lot in Wasaga Beach is becoming increasingly difficult, making this property an exceptional opportunity for buyers
10 Photos
Last Updated : 26 Days ago
88 Smallman Drive, Simcoe, ON , MLS #S13512430 , Image - 1

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88 Smallman Drive Wasaga Beach, Simcoe, ON MLS® S13512430

Residential Freehold (Vacant Land)

$249000.0
RARE 100 FT FRONTAGE - AN INCREDIBLE OPPORTUNITY IN WASAGA BEACH!Finding a 100 ft x 150 ft building lot in Wasaga Beach is becoming increasingly rare.
8 Photos
Last Updated : 26 Days ago
7 Smallman Drive, Simcoe, ON , MLS #S13534412 , Image - 1

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7 Smallman Drive Wasaga Beach, Simcoe, ON MLS® S13534412

Residential Freehold (Vacant Land)

$350000.0
Rare Opportunity Prime Corner Lot in Quiet, Established Area - Build your dream home or explore the potential for severance with this exceptional 100
12 Photos
Last Updated : 26 Days ago
29 Dunes Drive, Simcoe, ON , MLS #S13610166 , Image - 1

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29 Dunes Drive Wasaga Beach, Simcoe, ON MLS® S13610166

Residential Freehold (Att/Row/Townhouse)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this 3-bedroom, 2-bathroom townhome located in the desirable Georgian Sands community of Wasaga Beach. Close to shopping, the new Wasaga Be
26 Photos
Last Updated : 26 Days ago
20 TOPAZ Street W, Simcoe, ON , MLS #S13092532 , Image - 1

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20 TOPAZ Street W Wasaga Beach, Simcoe, ON MLS® S13092532

Residential Freehold (Modular Home)

$410000.0
price drop iconPrice drop by 10.7%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
POND VIEW. RESORT LIFESTYLE. $410,000. This Is the One Buyers may Wish They Hadn't Waited On. Opportunities like this don't come along often. For $410
1 Photos
Last Updated : 26 Days ago
323 sunnidale Street, Simcoe, ON
323 sunnidale Street Stayner, Clearview, Simcoe, ON MLS® S13516130

Residential Freehold (Vacant Land)

$249000.0
Buy now and build your future. With municipal water, sewer, and natural gas coming to the street in the very near future, this is an excellent opportu
26 Photos
Last Updated : 26 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
9 Photos
Last Updated : 26 Days ago
LOT 116 IROQUOIS Crescent, Simcoe, ON , MLS #S13733666 , Image - 1

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LOT 116 IROQUOIS Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13733666

Residential Freehold (Vacant Land)

$159900.0
Location, Location, Location! Listen to the waves and enjoy spectacular sunny days, stunning sunsets, and the peaceful surroundings of this beautifull
47 Photos
Last Updated : 26 Days ago
2 Paradise Boulevard, Simcoe, ON , MLS #S13594524 , Image - 1

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Unit-Unit 20, 2 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13594524

Residential Condo & Other (Common Element Condo)

$379000.0
price drop iconPrice drop by 8.7%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Have you ever dreamed of living just steps from a beautiful sandy beach? There's a reason it's called Paradise Boulevard! Welcome to this move-in read
11 Photos
Last Updated : 26 Days ago
10 Culinary Lane, Simcoe, ON , MLS #S13730822 , Image - 1

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10 Culinary Lane
Unit-201, 10 Culinary Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13730822

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 +1 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Chili One where elevated condo living meets community connection. This spacious 2+1 bedroom, 2-bathroom unit offers 1,267 sq ft of thoughtf
8 Photos
Last Updated : 26 Days ago
264 PEEK-A-BOO Trail, Simcoe, ON , MLS #S13733052 , Image - 1

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264 PEEK-A-BOO Trail Rural Tiny, Tiny, Simcoe, ON MLS® S13733052

Residential Freehold (Vacant Land)

$324900.0
Build your dream in Tiny Township-seller financing available on this exceptional vacant lot across from Georgian Bay! This expansive 3.5-acre lot is p
38 Photos
Last Updated : 26 Days ago
6449 12 13 Side Road, Simcoe, ON , MLS #S12562460 , Image - 1

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6449 12 13 Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12562460

Residential Freehold (Vacant Land)

$425000.0
Just imagine... it's a year of firsts in your newly built home at 6449 12/13 Sideroad. A home designed exactly the way you've always envisioned. Outs
11 Photos
Last Updated : 26 Days ago
681 Yonge Street, Simcoe, ON , MLS #S13697534 , Image - 1

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Unit-317, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13697534

Residential Condo & Other (Condo Apartment)

$415000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome To South District! This Stylish 1 Bedroom + Den Condo Offers 725 Sq. Ft. Of Bright, Modern Living Space Plus A Private 50 Sq. Ft. Balcony. The
15 Photos
Last Updated : 26 Days ago
41 Bass Bay Drive, Simcoe, ON , MLS #S13731888 , Image - 1

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41 Bass Bay Drive Rural Tay, Tay, Simcoe, ON MLS® S13731888

Residential Freehold (Vacant Land)

$149000.0
BUILD YOUR DREAM HOME OR COTTAGE NEAR THE SHORES OF GEORGIAN BAY! An exciting opportunity for builders, investors or buyers ready to create something
33 Photos
Last Updated : 26 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)

$407000.0
price drop iconPrice drop by 2.4%
  • 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
29 Photos
Last Updated : 26 Days ago
275 Huron Street, Simcoe, ON , MLS #S13731818 , Image - 1

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Unit-11, 275 Huron Street Stayner, Clearview, Simcoe, ON MLS® S13731818

Residential Freehold (Att/Row/Townhouse)

$499000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this bright and welcoming 2 bedroom, 2 bath home thoughtfully designed for comfortable, low-maintenance living. Convenient main floor laund
26 Photos
Last Updated : 26 Days ago
23 Georgian Glen Drive, Simcoe, ON , MLS #S13555682 , Image - 1

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23 Georgian Glen Drive Wasaga Beach, Simcoe, ON MLS® S13555682

Residential Freehold (Modular Home)

$279900.0
price drop iconPrice drop by 2.8%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Carefree, affordable living in the heart of Wasaga Beach starts with a home designed to make everyday life easier. Set in Georgian Glen Estates, a pea
20 Photos
Last Updated : 26 Days ago
13 Hawthorne Drive, Simcoe, ON , MLS #N13414084 , Image - 1

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13 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13414084

Residential Freehold (Detached)

$229000.0
price drop iconPrice drop by 4.5%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Private, peaceful, and move-in ready, this charming bungalow is tucked away from road traffic in the highly sought-after 50+ community of Sandy Cove A
28 Photos
Last Updated : 26 Days ago
8 Kenora Trail, Simcoe, ON , MLS #S13714298 , Image - 1

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8 Kenora Trail Wasaga Beach, Simcoe, ON MLS® S13714298

Residential Freehold (Detached)

$199900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
This immaculate Northlander Cottager Reflection at 8 Kenora Trail in Wasaga CountryLife Resort offers a beautifully maintained 3-bedroom, 1-bath layou
43 Photos
Last Updated : 26 Days ago
12 LANKIN Boulevard, Simcoe, ON , MLS #S13730198 , Image - 1

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Unit-31, 12 LANKIN Boulevard Orillia, Simcoe, ON MLS® S13730198

Residential Condo & Other (Condo Townhouse)

$405000.0
  • 3 +0 Beds
  • 1 Baths
  • 1200-1399 sq-ft
Discover the perfect blend of comfort, value, and lakeside living in this charming 3-bedroom townhome at the revitalized Lankin Shores community, just
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