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Houses for Sale in Simcoe Under $500K - P15

Showing results 421 - 450 of 1116
Last Updated: September 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
23 Photos
Last Updated : 16 Days ago
345 East Street, Simcoe, ON , MLS #S13696788 , Image - 1
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345 East Street Orillia, Simcoe, ON MLS® S13696788

Residential Freehold (Detached)

$424000.0
price drop iconPrice drop by 3.4%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
A detached home in an established Orillia neighbourhood, offered under $450,000. A rare entry point into the market at this price, with room to add yo
17 Photos
Last Updated : 16 Days ago
20 Koda Street, Simcoe, ON , MLS #S12970182 , Image - 1

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Unit-211, 20 Koda Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S12970182

Residential Condo & Other (Condo Apartment)

$499000.0
price drop iconPrice drop by 5.0%
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Rare three bedroom spacious layout offering nearly 1,500 square feet, this well-designed unit provides the
1 Photos
Last Updated : 16 Days ago
pt lt 47 MELROSE Avenue E, Simcoe, ON
2 Photos
Last Updated : 16 Days ago
2061/2065 Eastside Drive, Simcoe, ON , MLS #S13034810 , Image - 1
2061/2065 Eastside Drive Ardtrea, Severn, Simcoe, ON MLS® S13034810

Residential Freehold (Vacant Land)

$139900.0
price drop iconPrice drop by 44.0%
Build Your Vision On This Rare 1.399-Acre Offering In Severn - Two Adjacent Vacant Parcels Being Sold Together At 2061 & 2065 Eastside Drive In A Desi
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
50 Photos
Last Updated : 16 Days ago
49 TROTT Boulevard, Simcoe, ON , MLS #S13759622 , Image - 1

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Unit-176, 49 TROTT Boulevard Collingwood, Simcoe, ON MLS® S13759622

Residential Condo & Other (Condo Townhouse)

$399000.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Great new price!! On the water side! Welcome to this beautifully updated 2 bedroom, 2 bathroom condo nestled in one of Collingwood's most desirable an
40 Photos
Last Updated : 16 Days ago
680 Ontario Street, Simcoe, ON , MLS #S13602160 , Image - 1

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680 Ontario Street Midland, Simcoe, ON MLS® S13602160

Residential Freehold (Detached)

$465000.0
price drop iconPrice drop by 2.1%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to the heart of Midland! Situated on an impressive lot 104 ft x 50 ft (double lot frontage), this beautifully updated home offers exceptional
19 Photos
Last Updated : 16 Days ago
241 Mountain Avenue, Simcoe, ON , MLS #S13621732 , Image - 1

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241 Mountain Avenue Waubaushene, Tay, Simcoe, ON MLS® S13621732

Residential Freehold (Vacant Land)

$109900.0
price drop iconPrice drop by 7.6%
Welcome to 241 Mountain Road in Waubaushene, Where 1.32 Acres of Opportunity Await. This Partially Cleared Property Offers a Head Start for Those Look
12 Photos
Last Updated : 16 Days ago
305 Ouida Street, Simcoe, ON , MLS #S13770830 , Image - 1

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305 Ouida Street Waubaushene, Tay, Simcoe, ON MLS® S13770830

Residential Freehold (Vacant Land)

$149000.0
Top 5 Reasons You Will Love This Property: 1) Terrific levelled and deep building lot located in-town 2) Added benefit of the larger lot to add a pool
24 Photos
Last Updated : 17 Days ago
33 Beaumaur Drive, Simcoe, ON , MLS #S13716254 , Image - 1

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33 Beaumaur Drive Penetanguishene, Simcoe, ON MLS® S13716254

Residential Freehold (Semi-Detached )

$459000.0
price drop iconPrice drop by 4.2%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This welcoming semi-detached raised bungalow well-suited for a potential in-law suite, making it a fantastic option for investors or families who want
17 Photos
Last Updated : 17 Days ago
97 Georgian Glen Drive, Simcoe, ON , MLS #S13587376 , Image - 1

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97 Georgian Glen Drive Wasaga Beach, Simcoe, ON MLS® S13587376

Residential Freehold (Modular Home)

$309900.0
price drop iconPrice drop by 4.6%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Move-in ready home at the end of a cul-de-sac in the family friendly community of Georgian Glen Estates! This home features a rarely offered bonus roo
25 Photos
Last Updated : 17 Days ago
515 MAPLE Street, Simcoe, ON , MLS #S13722988 , Image - 1

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515 MAPLE Street Collingwood, Simcoe, ON MLS® S13722988

Residential Freehold (Detached)

$479000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming, affordable and well located in Collingwood. Tucked away on one of Collingwood's lovely tree streets, this adorable brick bungalow is a wonde
19 Photos
Last Updated : 17 Days ago
10 First Street, Simcoe, ON , MLS #S13736770 , Image - 1

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10 First Street Orillia, Simcoe, ON MLS® S13736770

Residential Freehold (Vacant Land)

$294500.0
  • < 700 sq-ft
Approved Engineered Drawings For A Duplex. Prime R2 Lot In Orillia's Desirable North Ward. Multi Unit Residential Lot Offering Outstanding Development
11 Photos
Last Updated : 17 Days ago
302 Essa Road, Simcoe, ON , MLS #S13470814 , Image - 1

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Unit-505, 302 Essa Road 400 West, Barrie, Simcoe, ON MLS® S13470814

Residential Condo & Other (Condo Apartment)

$399900.0
price drop iconPrice drop by 3.6%
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
WELCOME TO THE LOUVRE! THIS SPACIOUS UNIT IS LOCATED IN THE LARGEST BUILDING AT THE GALLERY, BRIGHT AND CLEAN 869 SQ FEET 1 BEDROOM + DEN, 1 BATHROOM
20 Photos
Last Updated : 17 Days ago
60 Mulligan Lane, Simcoe, ON , MLS #S13126922 , Image - 1

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Unit-324, 60 Mulligan Lane Wasaga Beach, Simcoe, ON MLS® S13126922

Residential Condo & Other (Condo Apartment)

$495000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
GOLF COURSE & POND VIEWS FROM THIS TOP-FLOOR CORNER CONDO WITH OVER 1,000 SQ FT, IN-SUITE LAUNDRY, TWO PARKING SPACES & A STORAGE LOCKER! From the top
31 Photos
Last Updated : 17 Days ago
414 Blake Street, Simcoe, ON , MLS #S13644124 , Image - 1

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Unit-306, 414 Blake Street Codrington, Barrie, Simcoe, ON MLS® S13644124

Residential Condo & Other (Condo Apartment)

$399900.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
One of the best 3 Bedroom condo values in Barrie! Low affordable monthly costs with Heat, Hydro, Water & Parking all included in this beautiful spacio
1 Photos
Last Updated : 17 Days ago
LOT 26 Robinson Road, Simcoe, ON
LOT 26 Robinson Road Wasaga Beach, Simcoe, ON MLS® S13757862

Residential Freehold (Vacant Land)

$219000.0
Are You Looking To Build Your Dream Home Or Cottage In A Quiet Up-And-Coming Neighbourhood Of Wasaga Beach? Take A Look At This 50' X 150' Lot. Servic
1 Photos
Last Updated : 17 Days ago
LOT 2 RCP 1696 Drive, Simcoe, ON
LOT 2 RCP 1696 Drive Wasaga Beach, Simcoe, ON MLS® S13767074

Residential Freehold (Vacant Land)

$254888.0
Rare 100-ft lot with severance potential into two building lots! Two water & sewer connections are already available at the street - and included in t
27 Photos
Last Updated : 17 Days ago
415 Sea Ray Road, Simcoe, ON , MLS #N13762780 , Image - 1

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Unit-235, 415 Sea Ray Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13762780

Residential Condo & Other (Condo Apartment)

$369000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
ESCAPE TO FRIDAY HARBOUR - WHERE EVERY DAY FEELS LIKE A GETAWAY. Experience the ultimate in four-season resort living with this bright and beautifully
24 Photos
Last Updated : 17 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13519786 , Image - 1

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Unit-2010/2011, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13519786

Residential Condo & Other (Condo Apartment)

$403000.0
price drop iconPrice drop by 2.9%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Improved price! Live, work. play, profit! Welcome to resort style living at Horseshoe. This amazing unit in the Hansom building offers the rare abilit
17 Photos
Last Updated : 17 Days ago
74 Forest Avenue, Simcoe, ON , MLS #S13111614 , Image - 1

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74 Forest Avenue Wasaga Beach, Simcoe, ON MLS® S13111614

Residential Freehold (Vacant Land)

$339999.0
  • < 700 sq-ft
This fully serviced vacant lot on a desirable, family-friendly dead-end street offers the perfect opportunity to build a multi-unit home of over 2,000
24 Photos
Last Updated : 17 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13740954 , Image - 1

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Unit-209, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13740954

Residential Condo & Other (Condo Apartment)

$399000.0
  • 1 +1 Beds
  • 2 Baths
  • 600-699 sq-ft
RESORT LUXURY LIVING AT ITS FINEST! Sophisticated, stylish, and effortlessly luxurious, this exceptional Aquarius penthouse offers a spacious 1+1 bedr
24 Photos
Last Updated : 17 Days ago
333 Sea Ray Avenue, Simcoe, ON , MLS #N13653882 , Image - 1

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Unit-D315, 333 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13653882

Residential Condo & Other (Condo Apartment)

$369000.0
  • 1 +1 Beds
  • 1 Baths
  • 600-699 sq-ft
****Beautifully Maintained 1+1 with Huge Terrace at Friday Harbour*** Welcome to this spacious and stylish 1+1 condo in the exclusive Friday Harbour R
25 Photos
Last Updated : 17 Days ago
241 Sea Ray Avenue, Simcoe, ON , MLS #N13568918 , Image - 1

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Unit-A109, 241 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13568918

Residential Condo & Other (Condo Apartment)

$449000.0
  • 1 +1 Beds
  • 1 Baths
  • 600-699 sq-ft
Highly Sought-After Ground Floor Unit with Private Yard & Patio! Enjoy resort-style living at Friday Harbours spectacular waterside community, offerin
22 Photos
Last Updated : 17 Days ago
328 Lafontaine Road W, Simcoe, ON , MLS #S13695640 , Image - 1

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328 Lafontaine Road W Lafontaine, Tiny, Simcoe, ON MLS® S13695640

Residential Freehold (Detached)

$345000.0
price drop iconPrice drop by 8.0%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Step back in time with this historic log home, believed to be one of Lafontaine's original homes dating to the mid-1800's. Set on a generous 80ft x 20
25 Photos
Last Updated : 17 Days ago
415 Sea Ray Avenue, Simcoe, ON , MLS #N13229678 , Image - 1

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Unit-354, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13229678

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Experience refined living in this beautifully appointed suite in the newly built High Point building at Friday Harbour Resort. This 2-bedroom, 2-bathr
35 Photos
Last Updated : 17 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13163962 , Image - 1

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Unit-315, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13163962

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Rare Opportunity to Own in Aquarius with Stunning Marina Views! This 2-bedroom, 2-bath Taurus Model (820 sq ft) at Friday Harbour's premier Aquarius b
39 Photos
Last Updated : 17 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13164336 , Image - 1

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Unit-424, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13164336

Residential Condo & Other (Condo Apartment)

$499000.0
  • 1 +1 Beds
  • 1 Baths
  • 600-699 sq-ft
Extremely rare large one-bedroom and den penthouse with a great view over the courtyard! Fully designer-finished for a refined, turnkey living experie
2 Photos
Last Updated : 18 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 : 18 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
27 Photos
Last Updated : 18 Days ago
105 Meadow Lane, Simcoe, ON , MLS #S13651026 , Image - 1

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105 Meadow Lane Wasaga Beach, Simcoe, ON MLS® S13651026

Residential Freehold (Att/Row/Townhouse)

$399900.0
price drop iconPrice drop by 7.0%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to one of Wasaga Beach's sought-after adult lifestyle communities! This spacious end-unit bungalow is located on a corner lot, offering the pe
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