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

Showing results 31 - 60 of 252
Last Updated: September 21, 2026
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  • Bedrooms(Hi-Lo)
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30 Photos
Last Updated : 3 Days ago
1 South Boulevard, Simcoe, ON , MLS #N13716926 , Image - 1
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1 South Boulevard Rural Innisfil, Innisfil, Simcoe, ON MLS® N13716926

Residential Freehold (Detached)

$369900.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this beautifully renovated bungalow in the highly sought-after Sandycove Acres. Thoughtfully updated from top to bottom, this turn-key home
22 Photos
Last Updated : 3 Days ago
1125 Ramara Road 47 Road, Simcoe, ON , MLS #S13672478 , Image - 1

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1125 Ramara Road 47 Road Rural Ramara, Ramara, Simcoe, ON MLS® S13672478

Residential Freehold (Detached)

$475000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Escape to the relaxed Lake Simcoe lifestyle. Ideal for first-time buyers, downsizers, or investors, this three-bedroom raised bungalow offers multiple
33 Photos
Last Updated : 3 Days ago
71 Curtis Street, Simcoe, ON , MLS #N13800116 , Image - 1

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71 Curtis Street Angus, Essa, Simcoe, ON MLS® N13800116

Residential Freehold (Detached)

$499999.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 71 Curtis Street in Angus! This beautifully renovated 2-bedroom, 1-bathroom bungalow offers a bright, modern, open-concept layout and an im
48 Photos
Last Updated : 3 Days ago
7 Victory Crescent, Simcoe, ON , MLS #S13799972 , Image - 1

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7 Victory Crescent Penetanguishene, Simcoe, ON MLS® S13799972

Residential Freehold (Detached)

$459900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 7 Victory Crescent in beautiful Penetanguishene! This bright, cozy, newly renovated 1.5-storey detached home offers 3 bedrooms and is fille
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
25 Photos
Last Updated : 3 Days ago
168 Anne Street S, Simcoe, ON , MLS #S13799074 , Image - 1

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168 Anne Street S Allandale, Barrie, Simcoe, ON MLS® S13799074

Residential Freehold (Detached)

$480000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Opportunity knocks in Barrie. This RM1 / RM1(SP-528-HC) zoned property offers more than a typical residential purchase, with an approximately 66 ft. x
38 Photos
Last Updated : 3 Days ago
38 Royal Oak Drive, Simcoe, ON , MLS #N13628114 , Image - 1

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38 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N13628114

Residential Freehold (Detached)

$229900.0
price drop iconPrice drop by 11.2%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Excellent Opportunity To Own An Affordable Home In Royal Oaks Estates, A Well-Maintained Adult Lifestyle Community In Cookstown. This Bright And Invit
40 Photos
Last Updated : 3 Days ago
28 SHERIDAN Street, Simcoe, ON , MLS #S13786954 , Image - 1

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28 SHERIDAN Street Penetanguishene, Simcoe, ON MLS® S13786954

Residential Freehold (Detached)

$449900.0
  • 4 +0 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Fantastic opportunity on this well cared for home located in quiet neighbourhood only a short walk to Georgian Bay, McGuire Park and Burkevale school.
31 Photos
Last Updated : 3 Days ago
7 Tamarack Court, Simcoe, ON , MLS #N13797522 , Image - 1

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7 Tamarack Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13797522

Residential Freehold (Detached)

$424900.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
A rare find in Tecumseth Pines - a must see bright and beautifully updated bungalow where the major work has already been done! Located on a sunny sou
26 Photos
Last Updated : 3 Days ago
76 Linden Lane, Simcoe, ON , MLS #N13685856 , Image - 1

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76 Linden Lane Alcona, Innisfil, Simcoe, ON MLS® N13685856

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Brand new modular bungalow on a land lease adult community in Innisfil. Approximately 1,060 square feet of thoughtfully designed living space featurin
50 Photos
Last Updated : 3 Days ago
256 Manly Street, Simcoe, ON , MLS #S13456666 , Image - 1

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256 Manly Street Midland, Simcoe, ON MLS® S13456666

Residential Freehold (Detached)

$349900.0
price drop iconPrice drop by 5.4%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Century home opportunity in the heart of Midland! This character-filled 3 bedroom home offers a 4-piece bathroom plus an additional 1-piece bath, spac
38 Photos
Last Updated : 3 Days ago
13 Carruthers Street N, Simcoe, ON , MLS #S13734728 , Image - 1

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13 Carruthers Street N Wasaga Beach, Simcoe, ON MLS® S13734728

Residential Freehold (Detached)

$300000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
FREE GOLF!!! Now that I have your attention, let me tell you that ownership in this community comes with access to an array of premium amenities inclu
12 Photos
Last Updated : 3 Days 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
31 Photos
Last Updated : 3 Days ago
4 St James Place, Simcoe, ON , MLS #S13081644 , Image - 1

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4 St James Place Wasaga Beach, Simcoe, ON MLS® S13081644

Residential Freehold (Detached)

$319000.0
price drop iconPrice drop by 14.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Amazing opportunity to own a fully detached home in Park Place, one of Wasaga Beach's premier adult retirement land lease communities. Lovely 2 bedroo
15 Photos
Last Updated : 4 Days ago
5263 Elliott Side Road, Simcoe, ON , MLS #S13679224 , Image - 1

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Unit-5, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13679224

Residential Freehold (Detached)

$169000.0
price drop iconPrice drop by 11.0%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Fixer-upper opportunity in Tiny Township in the Bramhall Community! This 3-bedroom, 1-bathroom modular home sits on a land leased lot in a private set
20 Photos
Last Updated : 4 Days ago
54 Homewood Avenue, Simcoe, ON , MLS #S13451232 , Image - 1

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54 Homewood Avenue Wasaga Beach, Simcoe, ON MLS® S13451232

Residential Freehold (Detached)

$389000.0
price drop iconPrice drop by 8.0%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Cottage Life on Georgian Bay-what does it mean to you? Is it an easy stroll to New Wasaga Beach or cozy nights by the fire with sand between your toes
6 Photos
Last Updated : 4 Days ago
5160 County Rd 13 N/A, Simcoe, ON , MLS #N13636242 , Image - 1

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5160 County Rd 13 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13636242

Residential Freehold (Detached)

$280000.0
price drop iconPrice drop by 6.7%
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Bring your vision and creativity to this classic 1.5 storey home, full of character and waiting for its next chapter. Offered AS IS, this property pre
46 Photos
Last Updated : 4 Days ago
3449 Upper Big Chute Road, Simcoe, ON , MLS #S13773744 , Image - 1

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3449 Upper Big Chute Road Rural Severn, Severn, Simcoe, ON MLS® S13773744

Residential Freehold (Detached)

$324900.0
price drop iconPrice drop by 1.2%
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 3449 Upper Big Chute Rd! Here is your opportunity to own a piece of the country and create a home that's truly your own. Set on 2.25 acres
18 Photos
Last Updated : 4 Days ago
36 Weeping Willow Drive, Simcoe, ON , MLS #N13628098 , Image - 1

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36 Weeping Willow Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13628098

Residential Freehold (Detached)

$239500.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Retirement living in Sandycove Acres. Pride of ownership, beautifully maintained with neutral colors this 2 bedroom, 2 bath with extra Shower. Main
50 Photos
Last Updated : 4 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
43 Photos
Last Updated : 4 Days ago
Lot 34 Riga Road, Simcoe, ON , MLS #N13659618 , Image - 1

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Lot 34 Riga Road Rural Essa, Essa, Simcoe, ON MLS® N13659618

Residential Freehold (Detached)

$315000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to Lot 34 Riga Rd, a unique 2-bedroom, 1-bathroom property tucked into a quiet, privately owned community just outside Alliston. Set on a gene
24 Photos
Last Updated : 4 Days ago
21 Hawthorne Drive, Simcoe, ON , MLS #N13790084 , Image - 1

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21 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13790084

Residential Freehold (Detached)

$239999.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) An upgrade packed home that delivers exceptional value at every turn, even before stepping inside you'll not
50 Photos
Last Updated : 5 Days ago
247 Poplar Avenue, Simcoe, ON , MLS #S13764016 , Image - 1

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247 Poplar Avenue Port McNicoll, Tay, Simcoe, ON MLS® S13764016

Residential Freehold (Detached)

$499000.0
  • 2 Beds
  • 2 Baths
  • 2000-2500 sq-ft
RARE FIND! Beautifully maintained home nestled in a quiet, sought-after neighbourhood in Paradise Point. Just a short walk to the beach, this spacious
30 Photos
Last Updated : 5 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 : 5 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
25 Photos
Last Updated : 5 Days ago
16 ZOO PARK Road, Simcoe, ON , MLS #S13559356 , Image - 1

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16 ZOO PARK Road Wasaga Beach, Simcoe, ON MLS® S13559356

Residential Freehold (Detached)

$399900.0
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
A SWEET WASAGA BEACH COTTAGE WITH DEEDED WATER ACCESS. Tucked just steps from the shoreline and overlooking hints of the bay and marina, this charming
33 Photos
Last Updated : 5 Days ago
16 Peel Street, Simcoe, ON , MLS #S13787304 , Image - 1

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16 Peel Street Penetanguishene, Simcoe, ON MLS® S13787304

Residential Freehold (Detached)

$419000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Embrace the charm of Penetanguishene from this inviting home nestled on a generous corner lot, ideally posit
21 Photos
Last Updated : 5 Days ago
25 Cherrywood Lane, Simcoe, ON , MLS #N13729166 , Image - 1

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25 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13729166

Residential Freehold (Detached)

$350000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this cozy bungalow in the Sandy Cove community. This is one of the few streets that have NO NEIGHBOURS IN THE BACK of the property - behind
26 Photos
Last Updated : 5 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
18 Photos
Last Updated : 5 Days ago
5 Robert Street, Simcoe, ON , MLS #S13787308 , Image - 1

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5 Robert Street 400 North, Barrie, Simcoe, ON MLS® S13787308

Residential Freehold (Detached)

$485000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top Reasons You'll Love this Home: Move-in ready and ideally located, this inviting 2-storey home featuring a vinyl siding exterior, private single-wi
4 Photos
Last Updated : 5 Days ago
79 Frederick Street, Simcoe, ON , MLS #S13655208 , Image - 1
79 Frederick Street Orillia, Simcoe, ON MLS® S13655208

Residential Freehold (Detached)

$399900.0
price drop iconPrice drop by 19.9%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
ESTATE SALE - A Rare Opportunity in the Heart of Historic Orillia! Offered for the first time in generations, this cherished family home was lovingly
Shortlisted Properties
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