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Houses for Sale in Simcoe Under $500K - P24

Showing results 691 - 720 of 1115
Last Updated: September 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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48 Photos
Last Updated : 38 Days ago
15 Meadow Lane, Simcoe, ON , MLS #S13695462 , Image - 1
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15 Meadow Lane Wasaga Beach, Simcoe, ON MLS® S13695462

Residential Freehold (Att/Row/Townhouse)

$429900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 15 Meadow Lane, a charming and thoughtfully designed bungalow nestled in the heart of Wasaga Beach's desirable 55+ adult-exclusive communit
7 Photos
Last Updated : 38 Days ago
1382 Wilson Point Road, Simcoe, ON , MLS #S12970742 , Image - 1

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1382 Wilson Point Road Orillia, Simcoe, ON MLS® S12970742

Residential Freehold (Vacant Land)

$289000.0
price drop iconPrice drop by 3.3%
Private vacant parcel located 400 m from Lake Couchiching, with just over 2 acres and nearly 500 ft of road frontage. A rare opportunity to build a cu
50 Photos
Last Updated : 38 Days ago
54 New York Avenue, Simcoe, ON , MLS #S13696942 , Image - 1

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54 New York Avenue Wasaga Beach, Simcoe, ON MLS® S13696942

Residential Freehold (Semi-Detached )

$469500.0
  • 2 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Buy this unit & save over $40,000 over the course of the land lease by assuming the existing lease (set to expire in March 2046 - roughly 19.5 years)
21 Photos
Last Updated : 38 Days ago
4750 Side Road 5 N/A, Simcoe, ON , MLS #S13093054 , Image - 1

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Unit-(1), 4750 Side Road 5 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S13093054

Residential Freehold (MobileTrailer)

$195900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Looking to add an Accessory Dwelling Unit (ADU) to your property without the time and expense of building from scratch? Or perhaps you're ready to emb
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
23 Photos
Last Updated : 38 Days ago
153 Lumber Road, Simcoe, ON , MLS #S13696374 , Image - 1

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153 Lumber Road Victoria Harbour, Tay, Simcoe, ON MLS® S13696374

Residential Freehold (Detached)

$275000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Ready to stop renting and start building equity? This affordable handyman special offers an exciting opportunity to step into homeownership and create
21 Photos
Last Updated : 38 Days ago
2551 3rd Line, Simcoe, ON , MLS #N13696406 , Image - 1

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2551 3rd Line Churchill, Innisfil, Simcoe, ON MLS® N13696406

Residential Freehold (Vacant Land)

$499999.0
17.39 acres in Churchill, ideally located on the south side of 3rd Line just west of Yonge Street. A unique opportunity to own a sizeable rural parcel
3 Photos
Last Updated : 38 Days ago
41 Conc 10 Nottawasaga PT 21 N/A, Simcoe, ON , MLS #S13668732 , Image - 1
41 Conc 10 Nottawasaga PT 21 N/A Collingwood, Simcoe, ON MLS® S13668732

Residential Freehold (Vacant Land)

$395000.0
ATTENTION BUILDERS & DEVELOPERS - GREAT DEVELOPMENT OPPORTUNITY! POSSIBILY APPROXIMATELY UP TO 7 BUILDING LOTS, in near future located at 41 Concessio
38 Photos
Last Updated : 38 Days ago
1 Western Avenue, Simcoe, ON , MLS #N13693576 , Image - 1

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1 Western Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13693576

Residential Freehold (Modular Home)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1 Western Avenue in Sandycove Acres, where an exceptionally large and private lot sets this home apart. Surrounded by mature gardens and ge
15 Photos
Last Updated : 38 Days ago
5 CHIPPEWA Trail, Simcoe, ON , MLS #S13000868 , Image - 1

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5 CHIPPEWA Trail Wasaga Beach, Simcoe, ON MLS® S13000868

Residential Freehold (Modular Home)

$85000.0
price drop iconPrice drop by 5.6%
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Escape to your ideal summer retreat at Wasaga Countrylife Resort with this pristine 2007 Northlander Cottager Classic front porch model where comfort
50 Photos
Last Updated : 38 Days ago
48 Madawaska Trail, Simcoe, ON , MLS #S13689238 , Image - 1

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48 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S13689238

Residential Freehold (Detached)

$395900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Resort living at fraction of the cost! This land lease home is the perfect option for 4-season living without the high purchase price. We're located i
27 Photos
Last Updated : 39 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 : 39 Days ago
88 NADIA Crescent, Simcoe, ON , MLS #S13693496 , Image - 1
88 NADIA Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13693496

Residential Freehold (Vacant Land)

$279000.0
SOLID BUILDING LOT STEPS TO THE SANDY BLUEWATER BEACH, THE CRYSTAL BLUE WATERS OF GEORGIAN BAY AND STUNNING SUNSETS!!!! LOCATED ON A QUIET STREET 90
31 Photos
Last Updated : 39 Days ago
65 Ellen Street, Simcoe, ON , MLS #S13692708 , Image - 1

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Unit-1506, 65 Ellen Street City Centre, Barrie, Simcoe, ON MLS® S13692708

Residential Condo & Other (Condo Apartment)

$388888.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Welcome to this beautiful top-floor unit offering spectacular west-facing city views and unforgettable sunsets. Bathed in natural light throughout the
36 Photos
Last Updated : 39 Days ago
65 MEADOW Lane, Simcoe, ON , MLS #S13571032 , Image - 1

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65 MEADOW Lane Wasaga Beach, Simcoe, ON MLS® S13571032

Residential Freehold (Att/Row/Townhouse)

$410000.0
price drop iconPrice drop by 1.4%
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 65 Meadow Lane! Located in the desirable 55+ community of Wasaga Meadows, this home offers a relaxed lifestyle just minutes from the beach,
3 Photos
Last Updated : 39 Days ago
256 Harvey Street, Simcoe, ON , MLS #S13446928 , Image - 1
256 Harvey Street Orillia, Simcoe, ON MLS® S13446928

Residential Freehold (Vacant Land)

$285000.0
Great development opportunity in Orillia's desirable West Ward. This vacant residential lot is ideally located on a public transit route and close to
35 Photos
Last Updated : 39 Days ago
778 William Street, Simcoe, ON , MLS #S13690416 , Image - 1

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Unit-58, 778 William Street Midland, Simcoe, ON MLS® S13690416

Residential Condo & Other (Condo Townhouse)

$399900.0
  • 3 +1 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Fantastic opportunity for first-time buyers, downsizers, or anyone looking for an easy-to-maintain home wit
17 Photos
Last Updated : 39 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)

$419000.0
price drop iconPrice drop by 4.6%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Well-maintained nonconforming 2-unit dwelling offering two bright, spacious 1-bedroom apartments in good condition. Both units feature some updated wi
1 Photos
Last Updated : 39 Days ago
Lot 224 Moreau Parkway, Simcoe, ON
Lot 224 Moreau Parkway Rural Tiny, Tiny, Simcoe, ON MLS® S13691276

Residential Freehold (Vacant Land)

$169900.0
Here's your opportunity to build your own home in the heart of Tiny Township, just a short walk to Lafontaine Beach and beautiful parks. With just u
19 Photos
Last Updated : 39 Days ago
172 William Street, Simcoe, ON , MLS #S13686130 , Image - 1

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172 William Street Victoria Harbour, Tay, Simcoe, ON MLS® S13686130

Residential Freehold (Detached)

$489900.0
  • 1 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this beautifully maintained and thoughtfully updated home in the heart of Victoria Harbour! Offering year-round living in a desirable water
14 Photos
Last Updated : 39 Days ago
00000 River Road E, Simcoe, ON , MLS #S12487422 , Image - 1

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00000 River Road E Wasaga Beach, Simcoe, ON MLS® S12487422

Residential Freehold (Vacant Land)

$325000.0
price drop iconPrice drop by 18.5%
Price reduced... for this very rare find. A standard, buildable, vacant, through-lot on a great road. Only a block away from a beach in the Town of
6 Photos
Last Updated : 39 Days ago
132 58th Street S, Simcoe, ON , MLS #S13690226 , Image - 1

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Unit-Part 2, 132 58th Street S Wasaga Beach, Simcoe, ON MLS® S13690226

Residential Freehold (Vacant Land)

$194900.0
  • 3500-5000 sq-ft
Attention builders and investors. This lot is ready for submission of the building permit application now! Municipal water, sewers, gas and electrical
27 Photos
Last Updated : 40 Days ago
243 Ferndale Drive S, Simcoe, ON , MLS #S13688010 , Image - 1

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Unit-76, 243 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13688010

Residential Condo & Other (Condo Townhouse)

$389900.0
  • 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
50 Photos
Last Updated : 40 Days ago
16 Village Gate Drive, Simcoe, ON , MLS #S13641076 , Image - 1

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16 Village Gate Drive Wasaga Beach, Simcoe, ON MLS® S13641076

Residential Freehold (Att/Row/Townhouse)

$499000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 16 Village Gate, a beautifully appointed 3-bedroom townhouse ideally situated at the east end of Wasaga Beach and minutes to the new arena,
34 Photos
Last Updated : 40 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S9231440 , Image - 1

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Unit-507, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S9231440

Residential Condo & Other (Leasehold Condo)

$409000.0
price drop iconPrice drop by 10.1%
  • 1 Beds
  • 2 Baths
  • 900-999 sq-ft
The Terraces of Heritage Square is a Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second lev
20 Photos
Last Updated : 40 Days ago
1139 Claver Avenue, Simcoe, ON , MLS #N13641880 , Image - 1

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Unit-9, 1139 Claver Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13641880

Residential Freehold (Detached)

$439000.0
price drop iconPrice drop by 21.5%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
1139 Claver Avenue, Cottage #9 is the largest of 12 cottages on a unique Lake Simcoe waterfront property in Belle Ewart. With three bedrooms and one n
40 Photos
Last Updated : 40 Days ago
92 Tecumseth Pines Drive, Simcoe, ON , MLS #N13678566 , Image - 1

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92 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13678566

Residential Freehold (Detached)

$399000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 92 Tecumseth Pines, where comfort, convenience, and community come together in one of the GTA's premier 55+ adult lifestyle communities! Th
29 Photos
Last Updated : 41 Days ago
1981 Tiny Beaches Road S, Simcoe, ON , MLS #S13685218 , Image - 1

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1981 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13685218

Residential Freehold (Detached)

$369900.0
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
SPOTLESS AND WELL MAINTAINED 3 SEASON COTTAGE IN TINY BEACHES, SHORT DISTANCE TO WOODLAND BEACH AND EASY ACCESS TO CONVENIENCE STORE AND SHORT DISTANC
29 Photos
Last Updated : 41 Days ago
3427 Coronation Avenue, Simcoe, ON , MLS #S13232378 , Image - 1

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3427 Coronation Avenue West Shore, Severn, Simcoe, ON MLS® S13232378

Residential Freehold (Detached)

$327000.0
price drop iconPrice drop by 5.2%
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
What a wonderful opportunity for first time home buyers or investors. This two-bedroom, one-bath bungalow with a large fenced yard is within walking d
24 Photos
Last Updated : 41 Days ago
50 Linden Lane, Simcoe, ON , MLS #N13684496 , Image - 1

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50 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13684496

Residential Freehold (Modular Home)

$319900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Popular adult community of Sandycove Acres South with amazing neighbours. Somerset model has 2 bedrooms, 1 -3 pc bath, spacious family room, two front
42 Photos
Last Updated : 41 Days ago
112 Loggers Run, Simcoe, ON , MLS #S13014570 , Image - 1

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Unit-38, 112 Loggers Run Ardagh, Barrie, Simcoe, ON MLS® S13014570

Residential Condo & Other (Condo Townhouse)

$399999.0
price drop iconPrice drop by 1.2%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
This open concept town home is ideal for first-time home buyers, investors or that busy professional who needs close and easy access to the highway. T
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