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Houses for Sale in Simcoe Under $500K - P19

Showing results 541 - 570 of 1094
Last Updated: August 14, 2026
  • New Listings
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1 Photos
Last Updated : 23 Days ago
162 41st Street S Wasaga Beach, Simcoe, ON MLS® S13040044

Residential Freehold (Vacant Land)

$164999.0
price drop iconPrice drop by 17.5%
Build Your DREAM HOME in a very quiet, peaceful and Established neighbourhood of Wasaga Beach. All the SERVICES are at the lot line, READY to start c
28 Photos
Last Updated : 23 Days ago
13 Harbour Street W, Simcoe, ON , MLS #S13587208 , Image - 1

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Unit-253, 13 Harbour Street W Collingwood, Simcoe, ON MLS® S13587208

Residential Condo & Other (Condo Townhouse)

$329900.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to 253-13 Harbour Street West. This 2-bedroom, 1-bath townhouse condo is nestled among the mature trees of Cranberry, offering a fantastic opp
7 Photos
Last Updated : 24 Days ago
Lot 34 Southwood Beach Boulevard, Simcoe, ON , MLS #S13138098 , Image - 1

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Lot 34 Southwood Beach Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13138098

Residential Freehold (Vacant Land)

$329000.0
Prime Waterfront Opportunity on Lake St. John. Discover the perfect canvas for your dream getaway on Southwood Beach Blvd in Washago. This exceptional
46 Photos
Last Updated : 24 Days ago
1 Quail Crescent, Simcoe, ON , MLS #S13470902 , Image - 1

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Unit-303, 1 Quail Crescent Ardagh, Barrie, Simcoe, ON MLS® S13470902

Residential Condo & Other (Condo Apartment)

$414000.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 1 Baths
  • 1400-1599 sq-ft
Rare opportunity to own one of the largest units in the sought-after Timberwalk community! This spacious top-floor 3-bedroom, 1-bathroom condo apartme
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
18 Photos
Last Updated : 24 Days ago
204 Gianetto Drive, Simcoe, ON , MLS #S12628254 , Image - 1

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204 Gianetto Drive Midland, Simcoe, ON MLS® S12628254

Residential Freehold (Vacant Land)

$199000.0
Build your Dream Home! Breath taking views of Midland Harbour! This generously sized 0.7 acre building lot offers a rare opportunity in one of Midland
22 Photos
Last Updated : 24 Days ago
41 Ferndale Drive S, Simcoe, ON , MLS #S13580340 , Image - 1

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Unit-110, 41 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13580340

Residential Condo & Other (Condo Apartment)

$289000.0
  • 1 Baths
  • 600-699 sq-ft
Welcome to effortless living in one of South Barrie's most desirable condominium communities, Manhattan Condos. Offering immediate possession and true
41 Photos
Last Updated : 24 Days ago
5 Myiinggan Miikaans Lane, Simcoe, ON , MLS #S13521302 , Image - 1

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5 Myiinggan Miikaans Lane Beausoleil First Nation, Christian Island 30, Simcoe, ON MLS® S13521302

Residential Freehold (Detached)

$399000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Enjoy an amazing island family cottage just steps from a Caribbean-like sandy beach in the sunshine overlooking the clear blue waters of Georgian Bay!
4 Photos
Last Updated : 24 Days ago
8240 Main Street, Simcoe, ON , MLS #N13549000 , Image - 1
8240 Main Street Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13549000

Residential Freehold (Vacant Land)

$399900.0
Construction financing options available to qualified purchasers. Rare opportunity to build your dream home on a beautiful 1.34-acre country property
31 Photos
Last Updated : 24 Days ago
20 Marilyn Avenue N, Simcoe, ON , MLS #S13489146 , Image - 1

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20 Marilyn Avenue N Wasaga Beach, Simcoe, ON MLS® S13489146

Residential Freehold (Detached)

$399000.0
price drop iconPrice drop by 11.1%
  • 3 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
This cottage has been owned by the same family since 2005 .There are two water and two sewer connections. This cottage sits on a large triangular
15 Photos
Last Updated : 24 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13075968 , Image - 1

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Unit-2074, 90 Highland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13075968

Residential Condo & Other (Condo Apartment)

$396000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome To 90 Highland Drive In Horseshoe Valley, Less Than 30 MinAtes Drive From Barrie. ThisIs aFTurnkey Resort-Style Property Offering Both Lifesty
31 Photos
Last Updated : 24 Days ago
440 Oxbow Crescent W, Simcoe, ON , MLS #S13516864 , Image - 1

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440 Oxbow Crescent W Collingwood, Simcoe, ON MLS® S13516864

Residential Condo & Other (Condo Townhouse)

$450000.0
  • 3 +0 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to Cranberry Village living in the heart of Collingwood. This spacious 3-bedroom, 2-bath condo townhouse offers approximately 1,447 sq. ft. of
11 Photos
Last Updated : 24 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13158842 , Image - 1

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Unit-2296-2297, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13158842

Residential Condo & Other (Condo Apartment)

$466900.0
price drop iconPrice drop by 7.4%
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Whether you're searching for a place to call home or a smart addition to your investment portfolio, this versatile property offers exceptional flexibi
50 Photos
Last Updated : 24 Days ago
45 ALBERT Street N, Simcoe, ON , MLS #S13551244 , Image - 1

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45 ALBERT Street N Orillia, Simcoe, ON MLS® S13551244

Residential Freehold (Detached)

$499999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Great Price Adjustment! Tour this property before its gone! WOW! That's the first impression you'll have when you step inside this beautifully main
40 Photos
Last Updated : 24 Days ago
35 Hawthorne Drive, Simcoe, ON , MLS #N13584258 , Image - 1

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35 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13584258

Residential Freehold (Modular Home)

$249000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 35 Hawthorne Dr. in the highly sought-after Sandy Cove Acres Retirement Community, one of Ontario's premier 55+ lifestyle destinations offe
24 Photos
Last Updated : 24 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12304694 , Image - 1

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Unit-3210-3212, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12304694

Residential Condo & Other (Timeshare)

$80000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. Located on the 3rd floor of Living Water Resort, this unit offers amazing views o
18 Photos
Last Updated : 24 Days ago
5 Robert Street, Simcoe, ON , MLS #S13583486 , Image - 1

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5 Robert Street 400 North, Barrie, Simcoe, ON MLS® S13583486

Residential Freehold (Detached)

$499900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top Reasons You'll Love this Home: Affordable and move-in ready, just a short walk or drive to Barrie's waterfront, downtown, Allandale Waterfront GO
6 Photos
Last Updated : 24 Days ago
837 Frederick Street, Simcoe, ON , MLS #N13583218 , Image - 1

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837 Frederick Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13583218

Residential Freehold (Vacant Land)

$295000.0
RARE DUAL-FRONTAGE LOT JUST STEPS FROM LAKE SIMCOE WITH ROOM TO DREAM! Imagine waking up just steps from the sparkling shores of Lake Simcoe, where yo
21 Photos
Last Updated : 24 Days ago
30 Illinois Crescent, Simcoe, ON , MLS #S13558966 , Image - 1

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30 Illinois Crescent Wasaga Beach, Simcoe, ON MLS® S13558966

Residential Freehold (Detached)

$479000.0
  • 2 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 30 Illinois Crescent, nestled in the heart of Park Place Estates. Wasaga Beach's premier 55+ gated community, where comfort, connection, an
25 Photos
Last Updated : 24 Days ago
486 Laclie Street, Simcoe, ON , MLS #S13542112 , Image - 1

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Unit-109, 486 Laclie Street Orillia, Simcoe, ON MLS® S13542112

Residential Condo & Other (Condo Apartment)

$450000.0
price drop iconPrice drop by 2.2%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Rarely offered main floor corner condo, an exceptional opportunity at 486 Laclie Street Unit 109 in Orillia's desirable north end. This spacious two b
15 Photos
Last Updated : 24 Days ago
93 Goodwin Drive, Simcoe, ON , MLS #S13582630 , Image - 1

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Unit-5, 93 Goodwin Drive Painswick South, Barrie, Simcoe, ON MLS® S13582630

Residential Condo & Other (Condo Apartment)

$380000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to this bright ground-floor corner unit in sought-after South East Barrie. Ideal for first-time buyers, downsizers, commuters, or investors, t
9 Photos
Last Updated : 24 Days ago
317 Hugel Avenue, Simcoe, ON , MLS #S12890206 , Image - 1

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317 Hugel Avenue Midland, Simcoe, ON MLS® S12890206

Residential Freehold (Duplex)

$450000.0
price drop iconPrice drop by 2.2%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Legal duplex located within walking distance to downtown Midland. Excellent investment opportunity with positive cash flow and reliable tenants in pla
7 Photos
Last Updated : 25 Days ago
58 Jonas Street, Simcoe, ON , MLS #N13581902 , Image - 1

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58 Jonas Street Angus, Essa, Simcoe, ON MLS® N13581902

Residential Freehold (Vacant Land)

$214900.0
66 X 175 FT RESIDENTIAL BUILDING LOT ON A QUIET, MATURE STREET, MOSTLY CLEARED & READY TO BUILD! Don't miss this prime opportunity to transform your a
28 Photos
Last Updated : 25 Days ago
580 West Street S, Simcoe, ON , MLS #S13549080 , Image - 1

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Unit-Lot 209, 580 West Street S Orillia, Simcoe, ON MLS® S13549080

Residential Freehold (MobileTrailer)

$189900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to easy, carefree living in the Lakeside Estates community! This Charming 2-bedroom mobile home offers a warm and inviting atmosphere. The Din
30 Photos
Last Updated : 25 Days ago
221 Harvie Road, Simcoe, ON , MLS #S12998950 , Image - 1

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221 Harvie Road Holly, Barrie, Simcoe, ON MLS® S12998950

Residential Condo & Other (Condo Townhouse)

$499900.0
  • 3 Beds
  • 4 Baths
  • 1200-1399 sq-ft
Welcome to 221 Harvie Road, where low-maintenance living means more time for the things you enjoy. Forget about mowing lawns and shoveling snow-your c
32 Photos
Last Updated : 26 Days ago
5594 Upper Big Chute Road, Simcoe, ON , MLS #S13580386 , Image - 1

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5594 Upper Big Chute Road Rural Severn, Severn, Simcoe, ON MLS® S13580386

Residential Freehold (Detached)

$469900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 5594 Upper Big Chute Rd, a move-in ready, 1,020 sq. ft. home offering seamless, one-level living with zero stairs. This peaceful 2-bed, 1-b
18 Photos
Last Updated : 26 Days ago
Lot 9 James Street, Simcoe, ON , MLS #S13537102 , Image - 1

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Lot 9 James Street Rural Tiny, Tiny, Simcoe, ON MLS® S13537102

Residential Freehold (Vacant Land)

$429900.0
Top 5 Reasons You Will Love This Property: 1) Featuring an impressive 74'x320' lot on Tiny Beaches Road, this property is ideally located between Rona
15 Photos
Last Updated : 27 Days ago
184 Eighth Street, Simcoe, ON , MLS #S13579732 , Image - 1

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Unit-206, 184 Eighth Street Collingwood, Simcoe, ON MLS® S13579732

Residential Condo & Other (Common Element Condo)

$298500.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Welcome to easy, affordable living in one of Collingwood's most desirable condominium communities. Located in the well-maintained West Winds building,
6 Photos
Last Updated : 27 Days ago
7665 Highway 93 Highway, Simcoe, ON , MLS #S13551406 , Image - 1

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7665 Highway 93 Highway Rural Tiny, Tiny, Simcoe, ON MLS® S13551406

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Build your dream home on a property that's already one step ahead. This cleared lot on Highway 93 in Tiny Township is ready for your building permit,
20 Photos
Last Updated : 27 Days ago
36 Sanford Street, Simcoe, ON , MLS #S13579022 , Image - 1

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36 Sanford Street Sanford, Barrie, Simcoe, ON MLS® S13579022

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
BARRIE BUNGALOW! Welcome to this charming move-in ready 3-bedroom, 1-bath bungalow in a desirable Barrie neighbourhood. Bright and inviting, this wel
7 Photos
Last Updated : 27 Days ago
38 Lasalle Trail, Simcoe, ON , MLS #S13578798 , Image - 1

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38 Lasalle Trail Rural Tiny, Tiny, Simcoe, ON MLS® S13578798

Residential Freehold (Vacant Land)

$159000.0
PEACEFUL FORESTED LOT JUST STEPS FROM GEORGIAN BAY - ENDLESS POSSIBILITIES AWAIT YOUR VISION! Nestled in the peaceful community of Tiny, this forested
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