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Detached Houses for Sale in Simcoe Under $500K - P2

Showing results 31 - 46 of 46
Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
30 Photos
Last Updated : 49 Days ago
2135 Champlain Road, Simcoe, ON , MLS #S12232829 , Image - 1
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2135 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S12232829

Residential Freehold (Detached)

$459000.0
price drop iconPrice drop by 17.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
For more info on this property, please click the Brochure button. Year-round home or cottage in a natural setting, near Sawlog Point in Tiny. 2 Bedro
48 Photos
Last Updated : 59 Days ago
3965 Hilltop Road, Simcoe, ON , MLS #S12318113 , Image - 1

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3965 Hilltop Road Rural Ramara, Ramara, Simcoe, ON MLS® S12318113

Residential Freehold (Detached)

$498000.0
price drop iconPrice drop by 0.2%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Don't Miss Your Dream Home! Lower Living Cost To Own This Beautiful Large Lot Detached Bungalow! Walking Distance To A Private Beach On Lake Simcoe. M
32 Photos
Last Updated : 62 Days ago
173 Barrie Road, Simcoe, ON , MLS #S12122130 , Image - 1

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173 Barrie Road Orillia, Simcoe, ON MLS® S12122130

Residential Freehold (Detached)

$424999.0
price drop iconPrice drop by 9.6%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 173 Barrie Road, a wonderful 2 storey detached house on 50ft lot perfect for first-time buyers or investors, located in the heart of Orilli
44 Photos
Last Updated : 63 Days ago
330 Third Street, Simcoe, ON , MLS #S12443761 , Image - 1

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330 Third Street Midland, Simcoe, ON MLS® S12443761

Residential Freehold (Detached)

$499000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Charming Century Home in the Heart of Midland! Perfect for First-Time Buyers & Young Families! Step into this beautifully renovated and immaculately c
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 : 72 Days ago
1981 TINY BEACHES Road S, Simcoe, ON , MLS #S12245692 , Image - 1

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1981 TINY BEACHES Road S Rural Tiny, Tiny, Simcoe, ON MLS® S12245692

Residential Freehold (Detached)

$469000.0
price drop iconPrice drop by 2.1%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this meticulously maintained 2-bedroom, 1-bathroom three-season cottage, perfectly tucked away in one of the best pockets of Tiny Beaches.
26 Photos
Last Updated : 72 Days ago
659 Victoria Street, Simcoe, ON , MLS #S12222561 , Image - 1

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659 Victoria Street Midland, Simcoe, ON MLS® S12222561

Residential Freehold (Detached)

$485000.0
price drop iconPrice drop by 3.0%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
This well-maintained 2-bedroom, 1-bath bungalow is move-in ready and perfectly suited for first-time buyers, down-sizers, or anyone looking for a low-
46 Photos
Last Updated : 73 Days ago
9 KENORA Trail, Simcoe, ON , MLS #S12133310 , Image - 1

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9 KENORA Trail Wasaga Beach, Simcoe, ON MLS® S12133310

Residential Freehold (Detached)

$175000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Your Perfect Summer Getaway Awaits at Wasaga Countrylife Resort! Summer is just around the corner and now is the time to secure your seasonal cottage
10 Photos
Last Updated : 73 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S12101385 , Image - 1

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Unit-44, 3282 Ogdens Beach Road Rural Tay, Tay, Simcoe, ON MLS® S12101385

Residential Freehold (Detached)

$319900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Located on a premium waterfront lot (#44) with breathtaking views of Georgian Bay, this brand-new 3-bedroom, 1-bathroom Massassauga Cottage offers the
12 Photos
Last Updated : 73 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S12043610 , Image - 1

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Unit-51, 3282 Ogdens Beach Road Rural Tay, Tay, Simcoe, ON MLS® S12043610

Residential Freehold (Detached)

$299900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Nestled along the serene shores of Southern Georgian Bay, this brand-new 2-bedroom, 1-bathroom Sans Souci Cottage offers an unparalleled opportunity f
7 Photos
Last Updated : 73 Days ago
3282 OGDENS BEACH Road, Simcoe, ON , MLS #S12043608 , Image - 1

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Unit-64, 3282 OGDENS BEACH Road Rural Tay, Tay, Simcoe, ON MLS® S12043608

Residential Freehold (Detached)

$197500.0
  • 2 Beds
  • 2 Baths
  • < 700 sq-ft
This brand-new 2-bedroom, 1-bathroom Cognashene Cottage offers 540 sq ft of modern, turnkey living on a stunning waterfront lot overlooking the marina
13 Photos
Last Updated : 73 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S12039581 , Image - 1

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Unit-47, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S12039581

Residential Freehold (Detached)

$337600.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Situated on a rare, premium waterfront end lot (Lot 47) right on the shores of Georgian Bay, this brand-new Beckwith Cottage model offers 780 sq ft of
6 Photos
Last Updated : 73 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S12039577 , Image - 1

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Unit-62, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S12039577

Residential Freehold (Detached)

$198700.0
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled on an interior waterfront lot with stunning views of the marina harbour, this charming 3-bedroom, 1-bathroom Wanakita Model offers an affordab
10 Photos
Last Updated : 73 Days ago
17 Private Drive, Simcoe, ON , MLS #N12215199 , Image - 1

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17 Private Drive Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12215199

Residential Freehold (Detached)

$288000.0
  • < 700 sq-ft
Rare Waterfront Opportunity On The Holland River! This 50 X 100 Ft Property Is Accessed Via A Private Road With Direct Access To Yonge St Offering A P
26 Photos
Last Updated : 76 Days ago
7 Nipagon Circle, Simcoe, ON , MLS #S12399590 , Image - 1

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7 Nipagon Circle Wasaga Beach, Simcoe, ON MLS® S12399590

Residential Freehold (Detached)

$135900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to 7 Nipagon Cir, a remarkable 2015 Northlander cottage in the desirable Parkbridge's Country Life Gated Resort. This charming property featur
40 Photos
Last Updated : 76 Days ago
112 Linden Lane, Simcoe, ON , MLS #N12410217 , Image - 1

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112 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N12410217

Residential Freehold (Detached)

$349900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Situated on a great street in the adult lifestyle community of Sandy Cove Acres this Sandalwood model has been lovingly updated with drywall, vinyl si
23 Photos
Last Updated : 85 Days ago
382 West Street N, Simcoe, ON , MLS #S12397748 , Image - 1

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382 West Street N Orillia, Simcoe, ON MLS® S12397748

Residential Freehold (Detached)

$385000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Builders/Developers/Investors. This may be the development/investment property you've been looking for. Property is being sold primarily as
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