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Detached Houses for Sale in Simcoe Under $500K - P7

Showing results 181 - 210 of 240
Last Updated: November 04, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
15 Photos
Last Updated : 35 Days ago
9 Wolfe Street, Simcoe, ON , MLS #S13844368 , Image - 1
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9 Wolfe Street Penetanguishene, Simcoe, ON MLS® S13844368

Residential Freehold (Detached)

$384900.0
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 9 Wolfe Street in the heart of Penetanguishene! This spacious bungalow offers exceptional potential for first-time buyers, families, or inv
21 Photos
Last Updated : 35 Days ago
4067 Airport Road, Simcoe, ON , MLS #S13843798 , Image - 1

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4067 Airport Road Rural Ramara, Ramara, Simcoe, ON MLS® S13843798

Residential Freehold (Detached)

$195000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Investors, Developers & Handy Homeowners! Welcome to 4067 Airport Rd., Ramara - a charming one-bedroom home offering incredible potential fo
25 Photos
Last Updated : 35 Days ago
4075 Airport Road, Simcoe, ON , MLS #S13843776 , Image - 1

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4075 Airport Road Rural Ramara, Ramara, Simcoe, ON MLS® S13843776

Residential Freehold (Detached)

$198500.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
If you are searching for a large lot and are extremely handy with the desire to purchase a fixer upper and make it your own, then this is your sign! L
27 Photos
Last Updated : 35 Days 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)

$289900.0
price drop iconPrice drop by 10.8%
  • 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
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
46 Photos
Last Updated : 36 Days ago
4174 Fountain Drive, Simcoe, ON , MLS #S13566116 , Image - 1

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4174 Fountain Drive Atherley, Ramara, Simcoe, ON MLS® S13566116

Residential Freehold (Detached)

$479000.0
price drop iconPrice drop by 12.8%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Ramara Beauty - this turn-key bungalow in sought after SIMCOE county, modern designer finishes throughout. Situated on a mature lot in a beautiful ru
23 Photos
Last Updated : 36 Days ago
356 West Street N, Simcoe, ON , MLS #S13838910 , Image - 1

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356 West Street N Orillia, Simcoe, ON MLS® S13838910

Residential Freehold (Detached)

$414900.0
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 356 West St N in Orillia's desirable North Ward. This affordable four-bedroom home offers plenty of space for families, first-time buyers,
46 Photos
Last Updated : 36 Days ago
25 Simcoe Street, Simcoe, ON , MLS #S13684472 , Image - 1

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25 Simcoe Street Orillia, Simcoe, ON MLS® S13684472

Residential Freehold (Detached)

$485000.0
price drop iconPrice drop by 3.0%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this gem, a beautifully updated 3+2 bedroom bungalow offering the perfect blend of comfort, style and functionality. Step inside to discove
37 Photos
Last Updated : 36 Days ago
7192 26 Highway, Simcoe, ON , MLS #S13838012 , Image - 1

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7192 26 Highway Stayner, Clearview, Simcoe, ON MLS® S13838012

Residential Freehold (Detached)

$499900.0
  • 3 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Lovely Starter Home on a Large Stayner Lot! A great opportunity to get into the market or downsize into convenient one-level living. This 1,025 sq. ft
25 Photos
Last Updated : 36 Days ago
1119 Poplar Drive, Simcoe, ON , MLS #N13837794 , Image - 1

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1119 Poplar Drive Gilford, Innisfil, Simcoe, ON MLS® N13837794

Residential Freehold (Detached)

$499000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover the potential of this property situated on a generous 50 x 150 ft lot, just a 2-minute walk from Lake Simcoe. Whether you're looking to build
6 Photos
Last Updated : 38 Days ago
103 Mississaga Street W, Simcoe, ON , MLS #S13832824 , Image - 1

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103 Mississaga Street W Orillia, Simcoe, ON MLS® S13832824

Residential Freehold (Detached)

$294500.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
This starter bungalow offers up main floor living composed of 2 bedrooms, an upgraded full bath, galley style kitchen with newer cabinets and counter,
42 Photos
Last Updated : 40 Days ago
19 Adelaide Street, Simcoe, ON , MLS #S13828988 , Image - 1

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19 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S13828988

Residential Freehold (Detached)

$499999.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 19 Adelaide Street, a charming 2-storey home offering an excellent opportunity for first-time buyers looking to enter the Barrie market whi
8 Photos
Last Updated : 40 Days ago
26 Dundee Drive, Simcoe, ON , MLS #S13561972 , Image - 1

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26 Dundee Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13561972

Residential Freehold (Detached)

$395000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this solid all-brick raised bungalow with attached garage, ideally located in a highly sought-after neighbourhood just a short walk to the
35 Photos
Last Updated : 40 Days ago
10923 Provincial Hwy 11 Highway, Simcoe, ON , MLS #S13813542 , Image - 1

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10923 Provincial Hwy 11 Highway Rural Severn, Severn, Simcoe, ON MLS® S13813542

Residential Freehold (Detached)

$349900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
AFFORDABLE, ADORABLE & SURROUNDED BY NATURE! Welcome to 10923 Highway 11 in Severn, a warm and inviting bungalow offering approximately 1,262 sq ft of
17 Photos
Last Updated : 41 Days ago
1643 Baldy Lane, Simcoe, ON , MLS #S13728786 , Image - 1

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1643 Baldy Lane Rural Severn, Severn, Simcoe, ON MLS® S13728786

Residential Freehold (Detached)

$419900.0
price drop iconPrice drop by 12.5%
  • 1 Beds
  • < 700 sq-ft
Recreational living, enjoy approximately 130 ft. of shoreline on the Severn River, close to Sparrow Lake and on your way to Georgian Bay. It is a part
43 Photos
Last Updated : 43 Days ago
198 Limestone Road, Simcoe, ON , MLS #S13765156 , Image - 1

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198 Limestone Road Rural Tay, Tay, Simcoe, ON MLS® S13765156

Residential Freehold (Detached)

$399900.0
price drop iconPrice drop by 5.9%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this inviting home in Tay Township, ideally located close to Patterson Park, Paradise Point Marina and the Trans Canada Trail. The main lev
21 Photos
Last Updated : 43 Days ago
808 Oxbow Park Drive, Simcoe, ON , MLS #S13612336 , Image - 1

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808 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S13612336

Residential Freehold (Detached)

$499900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover the potential of this rare waterfront property on approximately 0.6 acres along the scenic Nottawasaga River in Wasaga Beach. Offering a peac
37 Photos
Last Updated : 43 Days ago
320 Scott Street, Simcoe, ON , MLS #S13772898 , Image - 1

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320 Scott Street Midland, Simcoe, ON MLS® S13772898

Residential Freehold (Detached)

$495000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
This well-kept 3-bedroom, 1-bathroom all-brick backsplit offers a great family-friendly layout in a central Midland location. The main level features
40 Photos
Last Updated : 44 Days ago
345 LINWOOD Avenue, Simcoe, ON , MLS #S13810206 , Image - 1

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345 LINWOOD Avenue Orillia, Simcoe, ON MLS® S13810206

Residential Freehold (Detached)

$449400.0
  • 5 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Opportunity awaits in this detached 1-storey family home located on a quiet residential street in south-central Orillia. Situated on a standard-sized
23 Photos
Last Updated : 45 Days ago
3425 Coronation Avenue, Simcoe, ON , MLS #S13807294 , Image - 1

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3425 Coronation Avenue West Shore, Severn, Simcoe, ON MLS® S13807294

Residential Freehold (Detached)

$489900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 3425 Coronation Ave in Cumberland Beach! This home sits on a great sized lot that is fully fenced and treed for privacy. Inside you'll find
20 Photos
Last Updated : 47 Days ago
6 Arbor Road, Simcoe, ON , MLS #S13804202 , Image - 1

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6 Arbor Road Rural Tiny, Tiny, Simcoe, ON MLS® S13804202

Residential Freehold (Detached)

$474900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Beach Days, Bonfires & Four-Season Cottage Living. Just A Short Walk To The Gorgeous Sand Shores & Crystal Clear Water Of Georgian Bay, This Recently
16 Photos
Last Updated : 47 Days ago
712 Line 9 Street S, Simcoe, ON , MLS #S13612934 , Image - 1

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712 Line 9 Street S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13612934

Residential Freehold (Detached)

$399900.0
price drop iconPrice drop by 10.7%
  • 1 Beds
  • 700-1100 sq-ft
Opportunity knocks! This over 1 acre lot has so much potential. Located just steps from Lake Simcoe, with easy access to HWY 11 and plenty of privacy,
8 Photos
Last Updated : 47 Days ago
50 DUNEDIN Street, Simcoe, ON , MLS #S13440270 , Image - 1

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50 DUNEDIN Street Orillia, Simcoe, ON MLS® S13440270

Residential Freehold (Detached)

$399000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
The property includes an approximately 1,100 sq. ft. house currently rented for $950 per month plus utilities and is in poor condition. The house has
50 Photos
Last Updated : 49 Days ago
8 Dunn Avenue, Simcoe, ON , MLS #S13791572 , Image - 1

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8 Dunn Avenue Orillia, Simcoe, ON MLS® S13791572

Residential Freehold (Detached)

$459900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
This charming West Ward bungalow is proof that great things come in small packages! Set on a surprisingly deep, private lot surrounded by mature trees
30 Photos
Last Updated : 50 Days ago
10 Pilon Road, Simcoe, ON , MLS #S13788356 , Image - 1

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10 Pilon Road Rural Tiny, Tiny, Simcoe, ON MLS® S13788356

Residential Freehold (Detached)

$349900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your serene Georgian Bay escape! Situated on a desirable corner lot in a quiet, tree-lined pocket of Balm Beach, 10 Pilon Road offers the q
23 Photos
Last Updated : 50 Days ago
8 Myrtle Avenue, Simcoe, ON , MLS #S13788312 , Image - 1

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8 Myrtle Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13788312

Residential Freehold (Detached)

$469900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Fully Renovated From Top To Bottom Over The Last 5 Years! Completely Turn-Key, Cozy Bungalow Situated On Large 50 x 110 Ft Lot With No Neighbours Behi
26 Photos
Last Updated : 50 Days ago
346 Bay Street, Simcoe, ON , MLS #S13783804 , Image - 1

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346 Bay Street Midland, Simcoe, ON MLS® S13783804

Residential Freehold (Detached)

$499900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this charming red-brick home, where timeless character meets modern updates. Filled with warmth and personality, this home features beautif
27 Photos
Last Updated : 50 Days ago
1061 2nd Line, Simcoe, ON , MLS #N13682278 , Image - 1

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1061 2nd Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N13682278

Residential Freehold (Detached)

$499000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming detached cottage-style bungalow offering comfortable, easy-maintenance living in a desirable lakeside community. This 2 bedro
21 Photos
Last Updated : 50 Days ago
397 William Street, Simcoe, ON , MLS #S13683720 , Image - 1

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397 William Street Victoria Harbour, Tay, Simcoe, ON MLS® S13683720

Residential Freehold (Detached)

$479000.0
  • 3 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Do you have a large family? This classic family home on an impressive sized lot in Victoria Harbour could easily be a 5 bedroom home making it ideal
35 Photos
Last Updated : 51 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)

$365649.0
price drop iconPrice drop by 8.5%
  • 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
35 Photos
Last Updated : 51 Days ago
87 Bond Street, Simcoe, ON , MLS #S13672502 , Image - 1

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87 Bond Street Orillia, Simcoe, ON MLS® S13672502

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 3.9%
  • 4 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Investors, contractors, handyman and families this property offers plenty of potential on a large lot 60' x 239'. House is a 1 1/2 storey approx 1442
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