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Houses for Sale in Simcoe Under $500K - P23

Showing results 661 - 690 of 1094
Last Updated: August 13, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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4 Photos
Last Updated : 36 Days ago
6696 33/34 Nottawasaga Side Road, Simcoe, ON , MLS #S13097876 , Image - 1
6696 33/34 Nottawasaga Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13097876

Residential Freehold (Vacant Land)

$229900.0
Excellent opportunity to own a nearly half-acre lot on 33/34 Nottawasaga Side Road. Featuring a gated entry and an installed driveway for added conven
36 Photos
Last Updated : 36 Days ago
3 Honeysuckle Lane, Simcoe, ON , MLS #N13536418 , Image - 1

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3 Honeysuckle Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13536418

Residential Freehold (Modular Home)

$399900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 3 Honeysuckle Lane in Sandy Cove Acres, a well-established Parkbridge adult lifestyle land-lease community in Innisfil. This very well main
39 Photos
Last Updated : 36 Days ago
3 Fairbirch Court, Simcoe, ON , MLS #N13527440 , Image - 1

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3 Fairbirch Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13527440

Residential Freehold (Modular Home)

$325000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this bright and spacious 2-bedroom, 2-bath bungalow in Sandy Cove Acres! This open-concept layout is filled with natural light thanks to th
5 Photos
Last Updated : 36 Days ago
560 Taylor Drive, Simcoe, ON , MLS #S13540070 , Image - 1
560 Taylor Drive Midland, Simcoe, ON MLS® S13540070

Residential Freehold (Vacant Land)

$229900.0
Opportunity to secure one of the last remaining lots in Midlands most sought-after waterfront community. This rare permit ready lot opens up to 80' 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
50 Photos
Last Updated : 36 Days ago
54 Scott Crescent, Simcoe, ON , MLS #S13410872 , Image - 1

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54 Scott Crescent Letitia Heights, Barrie, Simcoe, ON MLS® S13410872

Residential Freehold (Att/Row/Townhouse)

$479000.0
price drop iconPrice drop by 4.2%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 54 Scott Crescent, Barrie - an incredible opportunity for first-time buyers,downsizers, and investors alike. New heat pump, furnace, water
34 Photos
Last Updated : 36 Days ago
430 Essa Road, Simcoe, ON , MLS #S13539114 , Image - 1

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Unit-401, 430 Essa Road Holly, Barrie, Simcoe, ON MLS® S13539114

Residential Condo & Other (Condo Apartment)

$493000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Ideally located, this beautiful two bedroom, two bathroom condo offers top-floor living at the back of the
16 Photos
Last Updated : 36 Days ago
163 Edgehill Drive, Simcoe, ON , MLS #S13539104 , Image - 1

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Unit-D11, 163 Edgehill Drive Letitia Heights, Barrie, Simcoe, ON MLS® S13539104

Residential Condo & Other (Condo Apartment)

$315000.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to 163 Edgehill Drive, Unit D11, Barrie. This beautifully maintained, move-in-ready 2-bedroom condo offers stylish, low-maintenance living in
18 Photos
Last Updated : 36 Days ago
16 KENORA Trail, Simcoe, ON , MLS #S12861266 , Image - 1

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16 KENORA Trail Wasaga Beach, Simcoe, ON MLS® S12861266

Residential Freehold (MobileTrailer)

$119900.0
price drop iconPrice drop by 14.3%
  • 3 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Short walk to the beach! Seasonal retreat in popular Countrylife Resort. (7 months April 28th-Nov 15th). This 2014 model year Northlander Cottager Ref
67 Photos
Last Updated : 36 Days ago
85 THEME PARK Drive, Simcoe, ON , MLS #S13538924 , Image - 1

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Unit-92, 85 THEME PARK Drive Wasaga Beach, Simcoe, ON MLS® S13538924

Residential Freehold (MobileTrailer)

$119900.0
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Hear the waves of Georgian Bay. Seasonal retreat in popular Countrylife Resort. (7 months May1st-Nov 15th). 38x14 ft Northlander Cottage Classic with
24 Photos
Last Updated : 36 Days ago
91.5 KING Road, Simcoe, ON , MLS #S13538398 , Image - 1

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91.5 KING Road Waubaushene, Tay, Simcoe, ON MLS® S13538398

Residential Freehold (Detached)

$119900.0
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
TINY HOME ONLY! IT DOES NOT COME WITH THE LAND AND NEEDS TO BE MOVED TO YOUR OWN PROPERTY! Welcome to one of today's unique options for a year-round b
30 Photos
Last Updated : 36 Days ago
277 Gloucester Street, Simcoe, ON , MLS #S13537870 , Image - 1

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277 Gloucester Street Midland, Simcoe, ON MLS® S13537870

Residential Freehold (Detached)

$449900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Wake up each morning to breathtaking views of Georgian Bay right from your front doorstep, where stunning wa
13 Photos
Last Updated : 36 Days ago
3410 Beachview Avenue, Simcoe, ON , MLS #S13537674 , Image - 1

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3410 Beachview Avenue West Shore, Severn, Simcoe, ON MLS® S13537674

Residential Freehold (Detached)

$314900.0
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
3410 Beachview Avenue is a newly renovated property located in the charming cottage community of Cumberland Beach, just steps from the shores of Lake
26 Photos
Last Updated : 36 Days ago
6 Pacific Avenue, Simcoe, ON , MLS #S13065998 , Image - 1

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6 Pacific Avenue Wasaga Beach, Simcoe, ON MLS® S13065998

Residential Freehold (Detached)

$249900.0
price drop iconPrice drop by 16.7%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 6 Pacific Ave, this is more than a home, it's a lifestyle! This lovely 2 bedroom and 2 full bathroom home has plenty of space and natural l
21 Photos
Last Updated : 36 Days ago
817 Birchwood Drive, Simcoe, ON , MLS #S13536666 , Image - 1

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817 Birchwood Drive Midland, Simcoe, ON MLS® S13536666

Residential Freehold (Detached)

$499000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This 3+1 bedroom, 2 bath bungalow offers the perfect combination of comfort, functionality, and versatility in a desirable Midland neighbourhood. The
25 Photos
Last Updated : 37 Days ago
49 Jacobs Terrace, Simcoe, ON , MLS #S13461452 , Image - 1

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Unit-209, 49 Jacobs Terrace Allandale, Barrie, Simcoe, ON MLS® S13461452

Residential Condo & Other (Condo Apartment)

$299900.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
SPACIOUS ALMOST 1000 SqFt 2 BED 2 BATH WITH SPLIT BEDROOM LAYOUT!! This bright and inviting condo features a large living area filled with natural lig
12 Photos
Last Updated : 37 Days ago
69 Boyne Street, Simcoe, ON , MLS #N13113656 , Image - 1

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Unit-402, 69 Boyne Street Alliston, New Tecumseth, Simcoe, ON MLS® N13113656

Residential Condo & Other (Condo Apartment)

$449900.0
price drop iconPrice drop by 8.2%
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Open Concept 1 Bedroom unit on the Top Floor with Spectacular treetop views from the Living Room, Primary Bedroom and the Covered Balcony. The Kitche
34 Photos
Last Updated : 37 Days ago
1066 Wood Street, Simcoe, ON , MLS #N13534496 , Image - 1

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1066 Wood Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13534496

Residential Freehold (Detached)

$499999.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Top 5 Reasons You Will Love This Home: 1) Rarely does the opportunity arise to own an affordable detached home with a large private yard, making 1066
8 Photos
Last Updated : 37 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
18 Photos
Last Updated : 37 Days ago
6 Pine Hill Court, Simcoe, ON , MLS #N13157144 , Image - 1

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6 Pine Hill Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13157144

Residential Freehold (Detached)

$247800.0
price drop iconPrice drop by 7.9%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Lovely Well maintained home in the South Community of Sandycove Acres, a plus 55 age group.Lovely Court location . Two bedroom, 1 1/2 bathrooms, large
27 Photos
Last Updated : 37 Days ago
2344 12 Highway, Simcoe, ON , MLS #S13532072 , Image - 1

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2344 12 Highway Brechin, Ramara, Simcoe, ON MLS® S13532072

Residential Freehold (Detached)

$399999.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
This is the kind of backyard you don't expect to find in town.Welcome to this well-maintained 2-bedroom, 1-bathroom bungalow in Brechin. Featuring har
4 Photos
Last Updated : 37 Days ago
931 River Road E, Simcoe, ON , MLS #S13014498 , Image - 1
931 River Road E Wasaga Beach, Simcoe, ON MLS® S13014498

Residential Freehold (Vacant Land)

$489000.0
Vacant 1-Acre Lot for Sale - Steps to Georgian Bay! An incredible opportunity to own a private 1-acre vacant lot with the special feature of Sturgeo
19 Photos
Last Updated : 37 Days ago
3 Brandy Lane Drive, Simcoe, ON , MLS #S13473544 , Image - 1

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Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13473544

Residential Condo & Other (Condo Apartment)

$449000.0
price drop iconPrice drop by 4.3%
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to the Collingwood lifestyle in this 4 season turn-key 2-bedroom, 2-bathroom condo located in the highly desirable Wyldewood Trailside Communi
28 Photos
Last Updated : 37 Days ago
17 CHIPPEWA Trail, Simcoe, ON , MLS #S12728766 , Image - 1

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17 CHIPPEWA Trail Wasaga Beach, Simcoe, ON MLS® S12728766

Residential Freehold (MobileTrailer)

$128000.0
price drop iconPrice drop by 8.5%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Escape to your ideal summer retreat at Wasaga Countrylife Resort with this immaculate 2016 Northlander Cottager Reflection model. Available seasonally
10 Photos
Last Updated : 37 Days ago
179 Edgehill Drive, Simcoe, ON , MLS #S13183862 , Image - 1

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Unit-B7, 179 Edgehill Drive Letitia Heights, Barrie, Simcoe, ON MLS® S13183862

Residential Condo & Other (Condo Apartment)

$314900.0
price drop iconPrice drop by 3.1%
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Enjoy comfortable, low-maintenance living in this bright and inviting 2-bedroom, 1-bathroom condo in Barrie, offering approximately 790 sq. ft. of fun
17 Photos
Last Updated : 38 Days ago
128 Escarpment Crescent, Simcoe, ON , MLS #S13527162 , Image - 1

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Unit-18, 128 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13527162

Residential Condo & Other (Condo Townhouse)

$350000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Cranberry Village. This spacious two-bedroom, two-bathroom, two-story townhome is located in a quaint community in a highly desirable Colli
45 Photos
Last Updated : 38 Days ago
13 WHITE PINES Trail, Simcoe, ON , MLS #S13492930 , Image - 1

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13 WHITE PINES Trail Wasaga Beach, Simcoe, ON MLS® S13492930

Residential Freehold (Detached)

$179900.0
  • 1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 13 White Pines Trail in the highly sought-after Wasaga CountryLife Resort, offering an exceptional blend of craftsmanship, comfort, and wat
35 Photos
Last Updated : 38 Days ago
9 Ridge Avenue, Simcoe, ON , MLS #S13528118 , Image - 1

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9 Ridge Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13528118

Residential Freehold (Detached)

$399649.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming & Cozy Two Bedroom Home or Recreational Retreat Just Steps to Sandy Beach on Lake Simcoe Offering Great Boating and Fishing. This Affordable
14 Photos
Last Updated : 38 Days ago
570 Curry Road, Simcoe, ON , MLS #S12702470 , Image - 1

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570 Curry Road Penetanguishene, Simcoe, ON MLS® S12702470

Residential Freehold (Vacant Land)

$399900.0
Top 5 Reasons You Will Love This Property: 1) Discover 2.64-acres of fully cleared, level land, an ideal canvas for bringing your dream home to life w
12 Photos
Last Updated : 38 Days ago
584 Curry Road, Simcoe, ON , MLS #S12702620 , Image - 1

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584 Curry Road Penetanguishene, Simcoe, ON MLS® S12702620

Residential Freehold (Vacant Land)

$375000.0
Top 5 Reasons You Will Love This Property: 1) This generous 2-acre corner estate lot is fully cleared and ready to build, offering an exceptional oppo
25 Photos
Last Updated : 38 Days ago
12 Waagosh Miikans Lane, Simcoe, ON , MLS #S13420210 , Image - 1

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12 Waagosh Miikans Lane Beausoleil First Nation, Christian Island 30, Simcoe, ON MLS® S13420210

Residential Freehold (Other)

$249999.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Just 50 steps to the gorgeous beaches of Big Sand Bay sits this great 3 bedroom, 1 bath bungalow designed and built by the current owners who have bee
Shortlisted Properties
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