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Houses for Sale in Simcoe Under $500K - P2

Showing results 31 - 60 of 1093
Last Updated: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
18 Photos
Last Updated : 12 Hours ago
525 Midland Point Road, Simcoe, ON , MLS #S13011760 , Image - 1
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Unit-36, 525 Midland Point Road Midland, Simcoe, ON MLS® S13011760

Residential Freehold (MobileTrailer)

$255900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Easy living at its best in popular Leeshore Estates, Midland. This unit is located in Midland's prime waterfront community on Georgian Bay. Two bedroo
27 Photos
Last Updated : 13 Hours ago
78 KING RD N/A, Simcoe, ON , MLS #S13440322 , Image - 1

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78 KING RD N/A Waubaushene, Tay, Simcoe, ON MLS® S13440322

Residential Freehold (Detached)

$299000.0
price drop iconPrice drop by 8.0%
  • 1 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Tucked away on a peaceful dead-end street, 78 King Road offers the perfect blend of modern convenience and classic cottage country charm. This year-ro
26 Photos
Last Updated : 14 Hours ago
30 Joseph Trail, Simcoe, ON , MLS #S13670478 , Image - 1

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30 Joseph Trail Collingwood, Simcoe, ON MLS® S13670478

Residential Condo & Other (Condo Townhouse)

$469000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to 30 Joseph Trail in the sought-after Tanglewood community of Collingwood! This exceptionally well-cared-for 2-bedroom, 2-bathroom townhouse
40 Photos
Last Updated : 14 Hours ago
5 Willow Landing N/A, Simcoe, ON , MLS #N13097060 , Image - 1

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5 Willow Landing N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13097060

Residential Freehold (Modular Home)

$299900.0
price drop iconPrice drop by 9.1%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Year round affordable modular home nestled in the North Side of Sandy Cove Acres sits on a quiet court backing onto green space with running creek. T
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
5 Photos
Last Updated : 14 Hours ago
1459 River Road W, Simcoe, ON , MLS #S13096602 , Image - 1
1459 River Road W Wasaga Beach, Simcoe, ON MLS® S13096602

Residential Freehold (Vacant Land)

$200000.0
Opportunity to build your custom home on this large 93' x 282' lot in the heart of Wasaga Beach. This unique property offers a sprawling canvas for a
29 Photos
Last Updated : 15 Hours ago
26 South Street S, Simcoe, ON , MLS #S13606072 , Image - 1

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26 South Street S Orillia, Simcoe, ON MLS® S13606072

Residential Freehold (Detached)

$460000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 26 South Street, a move-in ready home located in Orillia's desirable North Ward. Situated on an oversized, fenced lot, this property offers
7 Photos
Last Updated : 15 Hours ago
3282 OGDEN'S BEACH Road, Simcoe, ON , MLS #S13067678 , Image - 1

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Unit-64, 3282 OGDEN'S BEACH Road Rural Tay, Tay, Simcoe, ON MLS® S13067678

Residential Freehold (Detached)

$169900.0
price drop iconPrice drop by 10.5%
  • 2 Beds
  • 2 Baths
  • < 700 sq-ft
Summer Sale-featured Cottage-save $40,935 compared to ordering new today! This brand-new 2-bedroom, 1-bathroom Cognashene Cottage offers 540 sq ft of
19 Photos
Last Updated : 15 Hours ago
8122 Laidlaw Avenue, Simcoe, ON , MLS #S13669874 , Image - 1

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8122 Laidlaw Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13669874

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Cozy and inviting, this four-season waterfront retreat on the Severn River offers beautiful water views, exceptional outdoor living, and the opportuni
1 Photos
Last Updated : 15 Hours ago
61 Front Street S, Simcoe, ON
61 Front Street S Orillia, Simcoe, ON MLS® S12921296

Residential Freehold (Vacant Land)

$129000.0
price drop iconPrice drop by 63.1%
Welcome to 61 Front Street in the heart of Orillia-where charm, convenience, and opportunity come together. Ideally located just steps from the vibran
12 Photos
Last Updated : 15 Hours ago
26 George Avenue, Simcoe, ON , MLS #S13603444 , Image - 1

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26 George Avenue Wasaga Beach, Simcoe, ON MLS® S13603444

Residential Freehold (Detached)

$299900.0
price drop iconPrice drop by 14.3%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Opportunity Knocks! Attention Renovators, Contractors, Investors and Builders. 3 Bedroom Bungalow Located On A Quiet Cul-De Sac. Kitchen With Breakfas
35 Photos
Last Updated : 16 Hours ago
12 Lankin Boulevard, Simcoe, ON , MLS #S13669762 , Image - 1

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Unit-12, 12 Lankin Boulevard Orillia, Simcoe, ON MLS® S13669762

Residential Condo & Other (Condo Townhouse)

$389900.0
  • 3 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Freshly updated and move-in ready, this bright 3-bedroom condo townhouse offers outstanding value in a well-managed Orillia community. Featuring a fre
14 Photos
Last Updated : 17 Hours ago
Lot 14 Concession 18 Road W, Simcoe, ON , MLS #S13427196 , Image - 1

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Lot 14 Concession 18 Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13427196

Residential Freehold (Vacant Land)

$199900.0
price drop iconPrice drop by 25.9%
Discover 45 acres of natural beauty in Tiny Township. This wooded property features a mix of hardwood and softwood trees, creating a peaceful setting
35 Photos
Last Updated : 17 Hours ago
477 Murray Road, Simcoe, ON , MLS #S13577436 , Image - 1

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477 Murray Road Penetanguishene, Simcoe, ON MLS® S13577436

Residential Freehold (Detached)

$449900.0
price drop iconPrice drop by 9.1%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
This well-maintained family home in Penetanguishene offers 3+1 bedrooms, 2+1 bathrooms, and beautiful views overlooking Martin's Valley. Ideally locat
12 Photos
Last Updated : 1 Day ago
43 FITTONS Road W, Simcoe, ON , MLS #S13661072 , Image - 1

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43 FITTONS Road W Orillia, Simcoe, ON MLS® S13661072

Residential Freehold (Detached)

$499999.0
  • 4 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Builders, developers and investors, take a closer look at the potential of 43 Fittons Road West in Orillia. The real value here is in the property and
33 Photos
Last Updated : 1 Day ago
3 Golf Avenue, Simcoe, ON , MLS #S13226438 , Image - 1

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3 Golf Avenue Wasaga Beach, Simcoe, ON MLS® S13226438

Residential Freehold (Detached)

$309900.0
price drop iconPrice drop by 2.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Very well cared for and beautifully maintained bungalow with 2 bdrms, a renovated bath and beautiful big kitchen open to the tidy, bright living room
22 Photos
Last Updated : 1 Day ago
165 Kozlov Street, Simcoe, ON , MLS #S13638808 , Image - 1

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Unit-2, 165 Kozlov Street West Bayfield, Barrie, Simcoe, ON MLS® S13638808

Residential Condo & Other (Condo Townhouse)

$449999.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Location, location, location! Welcome to this beautifully maintained and tastefully decorated 3-bedroom, 1.5-bathroom, two-storey townhouse. The brigh
47 Photos
Last Updated : 1 Day ago
39 28th Street S, Simcoe, ON , MLS #S13076970 , Image - 1

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Unit-17, 39 28th Street S Wasaga Beach, Simcoe, ON MLS® S13076970

Residential Condo & Other (Condo Townhouse)

$449000.0
price drop iconPrice drop by 10.0%
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
~ Riverfront Views! Low Condo Fees! Convenient, Mid-Town Location! ~ Mariner's Walk is a 34-unit condo townhouse complex that offers accessible riverf
44 Photos
Last Updated : 1 Day ago
6 Brunelle Road, Simcoe, ON , MLS #S13493956 , Image - 1

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6 Brunelle Road Rural Tiny, Tiny, Simcoe, ON MLS® S13493956

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
HERE'S WHY 6 BRUNELLE ROAD COULD BE YOUR NEXT MOVE: BEACH IS JUST A SHORT WALK AWAY -- Enjoy easy access to the sandy shores of Georgian Bay only 300
43 Photos
Last Updated : 1 Day ago
12 LANKIN Boulevard, Simcoe, ON , MLS #S13459880 , Image - 1

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Unit-31, 12 LANKIN Boulevard Orillia, Simcoe, ON MLS® S13459880

Residential Condo & Other (Condo Townhouse)

$418880.0
  • 3 +0 Beds
  • 1 Baths
  • 1200-1399 sq-ft
SOLD CONDITIONAL PENDING DEPOSIT...Discover the perfect blend of comfort, value, and lakeside living in this charming 3-bedroom townhome at the revita
50 Photos
Last Updated : 1 Day ago
337 Colborne Street W, Simcoe, ON , MLS #S13222012 , Image - 1

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337 Colborne Street W Orillia, Simcoe, ON MLS® S13222012

Residential Freehold (Detached)

$395000.0
price drop iconPrice drop by 14.1%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Charming West Ward Opportunity - Perfect for First-Time Buyers or InvestorsWelcome to this well-loved 3-bedroom, 1-storey home located in Orillia's We
50 Photos
Last Updated : 1 Day ago
243 Harvey Street W, Simcoe, ON , MLS #S13522568 , Image - 1

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243 Harvey Street W Orillia, Simcoe, ON MLS® S13522568

Residential Freehold (Detached)

$297500.0
price drop iconPrice drop by 20.7%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
NEW LOW PRICE!! IT'S GOT TO GO. SELLER PURCHASED ! Welcome to 243 Harvey Street, a rare Orillia opportunity offering an expansive Estate 60' x 176' l
39 Photos
Last Updated : 1 Day ago
65 Ellen Street, Simcoe, ON , MLS #S13655896 , Image - 1

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Unit-602, 65 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S13655896

Residential Condo & Other (Condo Apartment)

$384500.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to Marina Bay in Barrie, where everyday living feels like a waterfront retreat. This spacious 1-bedroom suite overlooks the stunning Kempenfel
41 Photos
Last Updated : 1 Day ago
972 Gilmore Avenue, Simcoe, ON , MLS #N13430354 , Image - 1

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972 Gilmore Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13430354

Residential Freehold (Detached)

$449000.0
price drop iconPrice drop by 13.5%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming 2-bedroom, 1-bath home offering approximately 900 sq. ft. of living space on a quiet dead-end street in the desirable hamlet
31 Photos
Last Updated : 1 Day ago
55 Topaz Street, Simcoe, ON , MLS #S13239498 , Image - 1

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55 Topaz Street Wasaga Beach, Simcoe, ON MLS® S13239498

Residential Freehold (Modular Home)

$277000.0
price drop iconPrice drop by 4.5%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Year-round lifestyle living just a short walk from the beach! This well-kept 2-bedroom, 859 sq. ft. home offers an easy, low-maintenance retreat in th
19 Photos
Last Updated : 1 Day ago
Block C Part 3 Tiny Beaches Road N, Simcoe, ON , MLS #S13654688 , Image - 1

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Block C Part 3 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13654688

Residential Freehold (Vacant Land)

$189900.0
Top 5 Reasons You Will Love This Property: 1) Beautiful almost half-acre lot ready and waiting for your personal vision and finishing touches to creat
19 Photos
Last Updated : 1 Day ago
Block C Part 2 Tiny Beaches Road N, Simcoe, ON , MLS #S13654678 , Image - 1

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Block C Part 2 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13654678

Residential Freehold (Vacant Land)

$189900.0
Top 5 Reasons You Will Love This Property: 1) Just steps to sandy beaches with beautiful views of the Blue Mountains, offering an incredible natural b
19 Photos
Last Updated : 1 Day ago
Block C Part 1 Tiny Beaches Road N, Simcoe, ON , MLS #S13654684 , Image - 1

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Block C Part 1 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13654684

Residential Freehold (Vacant Land)

$189900.0
Top 5 Reasons You Will Love This Property: 1) Fantastic location just minutes from sandy beaches with breathtaking west-facing sunset views over the B
39 Photos
Last Updated : 1 Day ago
246 Tupper Boulevard, Simcoe, ON , MLS #N13668122 , Image - 1

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Unit-8, 246 Tupper Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N13668122

Residential Condo & Other (Condo Townhouse)

$499000.0
  • 3 Beds
  • 2 Baths
  • 1600-1799 sq-ft
Welcome to easy, stylish family living in the heart of beautiful Alliston. Offering over 1,700 sq ft of professionally updated living space, this exce
31 Photos
Last Updated : 1 Day ago
11 Cabin Crescent, Simcoe, ON , MLS #S13668114 , Image - 1

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11 Cabin Crescent Wasaga Beach, Simcoe, ON MLS® S13668114

Residential Freehold (Detached)

$429900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
**NEW PRICE - YOUR YEAR-ROUND COTTAGE RETREAT AWAITS!** Discover this inviting 3-bedroom cottage in Wasaga CountryLife, beautifully situated overlooki
10 Photos
Last Updated : 1 Day ago
58 Lakeside Terrace, Simcoe, ON , MLS #S13514572 , Image - 1

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Unit-216, 58 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S13514572

Residential Condo & Other (Condo Apartment)

$300000.0
price drop iconPrice drop by 14.3%
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Experience the perfect blend of convenience and serenity in this bright, open-concept 1-bedroom suite. The unit features an eat-in kitchen with stainl
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