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Detached Houses for Sale in Simcoe Under $500K - P4

Showing results 91 - 120 of 251
Last Updated: September 20, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
45 Photos
Last Updated : 10 Days ago
9031 Beachwood Road, Simcoe, ON , MLS #S13720892 , Image - 1
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9031 Beachwood Road Wasaga Beach, Simcoe, ON MLS® S13720892

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 6.6%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking for more than just a house? 9031 Beachwood Road offers a unique opportunity for first-time buyers, outdoor enthusiasts and anyone looking for
2 Photos
Last Updated : 10 Days ago
127 Ardagh Road, Simcoe, ON , MLS #S13764072 , Image - 1
127 Ardagh Road Ardagh, Barrie, Simcoe, ON MLS® S13764072

Residential Freehold (Detached)

Price On Request
  • 1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
An exceptional opportunity for builders, developers, and investors to acquire 127 & 131 Ardagh Road, a combined development site with an approved Zoni
2 Photos
Last Updated : 10 Days ago
131 Ardagh Road, Simcoe, ON , MLS #S13764066 , Image - 1
131 Ardagh Road Ardagh, Barrie, Simcoe, ON MLS® S13764066

Residential Freehold (Detached)

Price On Request
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
An exceptional opportunity for builders, developers, and investors to acquire 127 & 131 Ardagh Road, a combined development site with an approved Zoni
35 Photos
Last Updated : 10 Days ago
1998 Old Barrie Road E, Simcoe, ON , MLS #S13544340 , Image - 1

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1998 Old Barrie Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13544340

Residential Freehold (Detached)

$499999.0
price drop iconPrice drop by 23.0%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Renovated Century home on approximately .6 acre lot (approx 150 FT x 175 Ft) . Kitchen has 2 islands and lots of natural light. There are three bedroo
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
17 Photos
Last Updated : 11 Days ago
18 Temagami Trail, Simcoe, ON , MLS #S13690514 , Image - 1

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18 Temagami Trail Wasaga Beach, Simcoe, ON MLS® S13690514

Residential Freehold (Detached)

$399000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
MORE BEACH, MORE RECREATION & MORE MEMORIES WAITING TO HAPPEN! Beach access is just a five-minute walk from this beautifully cared-for bungalow at Was
36 Photos
Last Updated : 11 Days ago
46 Osborne Street, Simcoe, ON , MLS #S12907660 , Image - 1

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46 Osborne Street Victoria Harbour, Tay, Simcoe, ON MLS® S12907660

Residential Freehold (Detached)

$449777.0
price drop iconPrice drop by 20.8%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Just Steps Away From The Water And Only 10 Minutes From Hwy 400, 46 Osborne Is The Perfect Home For Starting Out Or Downsizing. This Home Shows Beauti
12 Photos
Last Updated : 11 Days ago
605 Oxbow Park Drive, Simcoe, ON , MLS #S13743090 , Image - 1

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605 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S13743090

Residential Freehold (Detached)

$495000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Your Wasaga Beach lifestyle starts here! This beautifully fully renovated 2-bedroom, 1-bathroom year-round home offers the perfect blend of cottage ch
27 Photos
Last Updated : 11 Days ago
976 Yonge Street, Simcoe, ON , MLS #S13714356 , Image - 1

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976 Yonge Street Midland, Simcoe, ON MLS® S13714356

Residential Freehold (Detached)

$485000.0
price drop iconPrice drop by 7.6%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming Midland Home with Extensive Updates & Exceptional Garage - Welcome to 976 Yonge St, a well-maintained 1-bedroom, 1-bathroom home offering com
17 Photos
Last Updated : 11 Days ago
15 Lucy Street, Simcoe, ON , MLS #S13755114 , Image - 1

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15 Lucy Street Penetanguishene, Simcoe, ON MLS® S13755114

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 15 Lucy Street, a super cute, thoughtfully updated 1 1/2 storey home in the heart of Penetanguishene! Offering 3 bedrooms and 2 bathrooms,
21 Photos
Last Updated : 12 Days ago
41 Mill Street E, Simcoe, ON , MLS #N13756908 , Image - 1

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41 Mill Street E Tottenham, New Tecumseth, Simcoe, ON MLS® N13756908

Residential Freehold (Detached)

$475000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Prime Investment Opportunity! Nestled On Large 43 x 165 Ft Lot In Downtown Tottenham, Detached Home With Tons Of Potential To Rebuild Or Remodel! Awes
17 Photos
Last Updated : 12 Days ago
53 Corner Brook Trail, Simcoe, ON , MLS #N13756892 , Image - 1

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53 Corner Brook Trail Rural Innisfil, Innisfil, Simcoe, ON MLS® N13756892

Residential Freehold (Detached)

$249900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
LOW MAINTENANCE BUNGALOW WITH PRIVATE TREED BACKYARD, RECENT UPDATES & VIBRANT ADULT COMMUNITY LIFESTYLE! Enjoy your golden years at 53 Corner Brook T
14 Photos
Last Updated : 12 Days ago
93 Bond Street, Simcoe, ON , MLS #S13752114 , Image - 1

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93 Bond Street Orillia, Simcoe, ON MLS® S13752114

Residential Freehold (Detached)

$399900.0
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
COZY BUNGALOW WITH TASTEFUL FINISHES ON A 239-FT-DEEP LOT, A DETACHED OUTBUILDING & A PRIME ORILLIA LOCATION! The backyard stretches far beyond the ho
7 Photos
Last Updated : 12 Days ago
361 Fitton Street, Simcoe, ON , MLS #S13573576 , Image - 1

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361 Fitton Street Midland, Simcoe, ON MLS® S13573576

Residential Freehold (Detached)

$284900.0
price drop iconPrice drop by 12.3%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Ideal for first-time buyers, investors, or those looking to downsize, this home offers a functional layout with plenty of potential. Natural light fil
48 Photos
Last Updated : 12 Days ago
449 Mosley Street, Simcoe, ON , MLS #S13755492 , Image - 1

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449 Mosley Street Wasaga Beach, Simcoe, ON MLS® S13755492

Residential Freehold (Detached)

$469000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Incredible Value In The Heart Of Wasaga Beach! Whether You're Looking For A Year-Round Home, Weekend Getaway Or Investment Property, This 3-Bedroom, 2
26 Photos
Last Updated : 12 Days ago
3322 Pleasant Road, Simcoe, ON , MLS #S13111484 , Image - 1

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3322 Pleasant Road Rural Severn, Severn, Simcoe, ON MLS® S13111484

Residential Freehold (Detached)

$394900.0
price drop iconPrice drop by 1.3%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Exceptional Location Near Lake Couchiching; Just 200 yards from Lake Couchiching with convenient public access, this beautifully updated home offers t
35 Photos
Last Updated : 12 Days ago
18 Cherrywood Lane, Simcoe, ON , MLS #N13754200 , Image - 1

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18 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13754200

Residential Freehold (Detached)

$389900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this stunning Ranch Style Bungalow, renovated top to bottom home, Located in the vibrant adult community of Sandy Cove Acres. This 2 bedroo
42 Photos
Last Updated : 12 Days ago
47 CABIN Crescent, Simcoe, ON , MLS #S13750686 , Image - 1

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47 CABIN Crescent Wasaga Beach, Simcoe, ON MLS® S13750686

Residential Freehold (Detached)

$432500.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Year-Round Living on the Pond in Wasaga CountryLife! Welcome to this inviting 3-bedroom, 1,084 sq. ft. cottage in Wasaga CountryLife, beautifully situ
34 Photos
Last Updated : 12 Days ago
1066 Wood Street, Simcoe, ON , MLS #N13709614 , Image - 1

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1066 Wood Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13709614

Residential Freehold (Detached)

$450000.0
  • 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
36 Photos
Last Updated : 12 Days ago
54 The Boardwalk N/A, Simcoe, ON , MLS #S13720920 , Image - 1

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54 The Boardwalk N/A Wasaga Beach, Simcoe, ON MLS® S13720920

Residential Freehold (Detached)

$350000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Extensively renovated inside and out in 2023, this beautifully updated home offers comfortable, low-maintenance living in a welcoming adult land-lease
26 Photos
Last Updated : 13 Days ago
177 Atherley Road, Simcoe, ON , MLS #S13749246 , Image - 1

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177 Atherley Road Orillia, Simcoe, ON MLS® S13749246

Residential Freehold (Detached)

$399900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
DON'T JUDGE THIS BOOK BY ITS COVER - THE REAL STORY HERE MAY BE WHAT COMES NEXT! Whether you're looking for an affordable home, an income property or
26 Photos
Last Updated : 14 Days ago
341 Saint Jean Street, Simcoe, ON , MLS #S13673878 , Image - 1

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341 Saint Jean Street Orillia, Simcoe, ON MLS® S13673878

Residential Freehold (Detached)

$328000.0
price drop iconPrice drop by 14.8%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome home!! Calling all first time home buyers, renters and retirees. This North Orillia home is close to golf, beach, grocery stores, dining and e
33 Photos
Last Updated : 15 Days ago
18 Poyntz Street, Simcoe, ON , MLS #S13748636 , Image - 1

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18 Poyntz Street Penetanguishene, Simcoe, ON MLS® S13748636

Residential Freehold (Detached)

$449000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set on an impressive 55'x210' in-town lot, the expansive backyard offers an abundance of space for kids and
31 Photos
Last Updated : 15 Days ago
85 THEME PARK Drive, Simcoe, ON , MLS #S13740378 , Image - 1

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Unit-168, 85 THEME PARK Drive Wasaga Beach, Simcoe, ON MLS® S13740378

Residential Freehold (Detached)

$110000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled on a quiet dead-end street within Wasaga CountryLife Resort, Unit 168 offers exceptional privacy and a rare waterfront lot perfect for relaxed
9 Photos
Last Updated : 15 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S13067668 , Image - 1

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Unit-62, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S13067668

Residential Freehold (Detached)

$174900.0
price drop iconPrice drop by 7.9%
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
End of season promotion original retail $219,865 Current In-Stock Price: $189,900Featured Cottage Event Price: $174,900. Nestled on an interior w
41 Photos
Last Updated : 15 Days ago
8 Maple Leaf Terrace, Simcoe, ON , MLS #N13059046 , Image - 1

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8 Maple Leaf Terrace Cookstown, Innisfil, Simcoe, ON MLS® N13059046

Residential Freehold (Detached)

$199900.0
price drop iconPrice drop by 11.2%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking to simplify your life? This adorable bungalow has just the right amount of space and is located in a 60 + community on a quiet cul de sac wit
42 Photos
Last Updated : 15 Days ago
7465 East River Road, Simcoe, ON , MLS #S13725464 , Image - 1

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7465 East River Road Rural Ramara, Ramara, Simcoe, ON MLS® S13725464

Residential Freehold (Detached)

$499900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Tucked among mature trees along the peaceful Black River, this charming year-round waterfront property offers the perfect balance of classic cottage c
32 Photos
Last Updated : 15 Days ago
201 Sunnidale Street, Simcoe, ON , MLS #S13536946 , Image - 1

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201 Sunnidale Street Stayner, Clearview, Simcoe, ON MLS® S13536946

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 7.4%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention investors, builders, and opportunity seekers! This 3-bedroom, 1-bathroom home sits on an exceptional corner lot in Stayner, complete with an
22 Photos
Last Updated : 16 Days ago
314 Bay Street, Simcoe, ON , MLS #S13746464 , Image - 1

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314 Bay Street Midland, Simcoe, ON MLS® S13746464

Residential Freehold (Detached)

$429900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
A wonderful opportunity for first-time buyers or downsizers, this charming detached 2-bedroom home is move-in ready. From the moment you arrive, the i
23 Photos
Last Updated : 16 Days ago
382 West Street N, Simcoe, ON , MLS #S13057842 , Image - 1

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382 West Street N Orillia, Simcoe, ON MLS® S13057842

Residential Freehold (Detached)

$350000.0
price drop iconPrice drop by 6.7%
  • 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
28 Photos
Last Updated : 16 Days ago
68 Tiny Beaches Road S, Simcoe, ON , MLS #S13745562 , Image - 1

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68 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13745562

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
If you are looking for a simple cottage offering a private setting and postcard perfect views then you've just found it. This three bedroom cottage is
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