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Houses for Sale in Simcoe Under $500K - P22

Showing results 631 - 660 of 1094
Last Updated: August 13, 2026
  • New Listings
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17 Photos
Last Updated : 31 Days ago
21 Vics Road, Simcoe, ON , MLS #S13551836 , Image - 1
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21 Vics Road Midland, Simcoe, ON MLS® S13551836

Residential Freehold (MobileTrailer)

$249900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking for an affordable starter home or the perfect place to retire? Welcome to 21 Vic's Road! This 3-bedroom, 1-bathroom home is nestled on a rare,
50 Photos
Last Updated : 31 Days ago
5 Spooner Crescent, Simcoe, ON , MLS #S13530594 , Image - 1

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Unit-215, 5 Spooner Crescent Collingwood, Simcoe, ON MLS® S13530594

Residential Condo & Other (Condo Apartment)

$444999.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Discover Your Dream Home at Blue Fairview Development! Welcome to your stunning new oasis in the heart of Collingwood, nestled on Cranberry Trail and
18 Photos
Last Updated : 31 Days ago
48 Mcarthur Drive, Simcoe, ON , MLS #S13455582 , Image - 1

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48 Mcarthur Drive Penetanguishene, Simcoe, ON MLS® S13455582

Residential Freehold (Detached)

$398000.0
price drop iconPrice drop by 6.3%
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Location, location! This Charming turn key, open concept cottage, located in prestigious waterfront community, is within minutes walk to nearby beac
32 Photos
Last Updated : 31 Days ago
8 Shaw Street, Simcoe, ON , MLS #S13523534 , Image - 1

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8 Shaw Street Wasaga Beach, Simcoe, ON MLS® S13523534

Residential Freehold (Modular Home)

$239000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Hometown Park, a sought after, 55 + adult lifestyle, leased land community in Wasaga Beach. it's all about the lifestyle! Welcome to this attractive,
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
20 Photos
Last Updated : 31 Days ago
29 MADELAINE Drive, Simcoe, ON , MLS #S13457952 , Image - 1

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Unit-4, 29 MADELAINE Drive Painswick South, Barrie, Simcoe, ON MLS® S13457952

Residential Condo & Other (Condo Townhouse)

$499900.0
  • 3 +0 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Welcome to Yonge Station - This rarely offered condo/townhome features 3 bedrooms, 2.5 bathrooms, and the perks of maintenance free living! Many build
34 Photos
Last Updated : 31 Days ago
11 Laguna Parkway, Simcoe, ON , MLS #S13427652 , Image - 1

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Unit-Unit #37, 11 Laguna Parkway Rural Ramara, Ramara, Simcoe, ON MLS® S13427652

Residential Condo & Other (Condo Townhouse)

$399649.0
price drop iconPrice drop by 4.8%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Waterfront Lifestyle is Waiting for You In This Established Year Round Community That is a Great Place to Call Home. This Sought-After Complex Offers
8 Photos
Last Updated : 31 Days ago
3330 Quetton Street, Simcoe, ON , MLS #S13542530 , Image - 1

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3330 Quetton Street Washago, Severn, Simcoe, ON MLS® S13542530

Residential Freehold (Vacant Land)

$25000.0
Located in the heart of the vibrant village of Washago, this treed vacant lot offers an excellent opportunity to invest in one of Simcoe County's most
22 Photos
Last Updated : 31 Days ago
76 Linden Lane, Simcoe, ON , MLS #N13492446 , Image - 1

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76 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13492446

Residential Freehold (Detached)

$479000.0
price drop iconPrice drop by 4.0%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
55+ Land Lease community. Brand new modular bungalow on a land lease community in Innisfil, Simcoe County. Approximately 1,060 square feet of thoughtf
41 Photos
Last Updated : 31 Days ago
150 Dunlop Street E, Simcoe, ON , MLS #S13555420 , Image - 1

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Unit-902, 150 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13555420

Residential Condo & Other (Condo Apartment)

$499999.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
An investors dream property! This rarely offered 2-bedroom, 2-bathroom condo showcasing panoramic Lake Simcoe and downtown Barrie views in an unbeatab
22 Photos
Last Updated : 31 Days ago
54 Koda Street, Simcoe, ON , MLS #S13555380 , Image - 1

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Unit-207, 54 Koda Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S13555380

Residential Condo & Other (Condo Apartment)

$449900.0
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Well-proportioned one bedroom, plus a den layout offering exceptional flexibility, with a generously sized
35 Photos
Last Updated : 32 Days ago
81 Andrew Drive, Simcoe, ON , MLS #S13520760 , Image - 1

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81 Andrew Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13520760

Residential Freehold (Detached)

$429900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your perfect four-season retreat across the road from beautiful Farlain Lake! Whether you're searching for a year-round home or a cozy cott
36 Photos
Last Updated : 32 Days ago
2 Albert Street, Simcoe, ON , MLS #S13547564 , Image - 1

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Unit-48, 2 Albert Street North Shore, Barrie, Simcoe, ON MLS® S13547564

Residential Condo & Other (Condo Apartment)

$250000.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Enjoy stunning views of Lake Simcoe from your spacious private balcony, creating the perfect outdoor retrea
44 Photos
Last Updated : 32 Days ago
24 Joseph Trail, Simcoe, ON , MLS #S13545074 , Image - 1

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24 Joseph Trail Collingwood, Simcoe, ON MLS® S13545074

Residential Condo & Other (Condo Townhouse)

$495000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience ultimate four-season recreation at 24 Joseph Trail, a beautifully finished 2 bedroom, 2 bathroom condo with a garage with lots of storage a
31 Photos
Last Updated : 32 Days ago
371 Millard Street, Simcoe, ON , MLS #S13545060 , Image - 1

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371 Millard Street Orillia, Simcoe, ON MLS® S13545060

Residential Freehold (Att/Row/Townhouse)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome home to a freehold townhouse with no monthly fees - a rare find at this price point. Inside, the layout feels warm, functional, and designed t
26 Photos
Last Updated : 32 Days ago
5411 Elliott Side Road, Simcoe, ON , MLS #S13539826 , Image - 1

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Unit-19, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13539826

Residential Freehold (Modular Home)

$389000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover easy, carefree living in one of Simcoe County's most desirable adult-living communities - just minutes from downtown Midland and the shores o
4 Photos
Last Updated : 32 Days ago
41 Trefoil Drive N, Simcoe, ON , MLS #N13549768 , Image - 1
41 Trefoil Drive N Rural Innisfil, Innisfil, Simcoe, ON MLS® N13549768

Residential Freehold (Modular Home)

$399000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Extensively rebuilt from the studs, this 3-bedroom, (2) three piece bathroom bungalow in sought-after Sandy cove Acres offers a premium turnkey finish
50 Photos
Last Updated : 33 Days ago
118 Tecumseth Pines Drive, Simcoe, ON , MLS #N13553454 , Image - 1

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118 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13553454

Residential Freehold (Detached)

$469000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Carefree Living in this Meticulously Maintained 2 Bedroom Detached Home in a Sought-After Adult Lifestyle Community in Rural New Tecumseth.
24 Photos
Last Updated : 33 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13553306 , Image - 1

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Unit-5100-5102, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13553306

Residential Condo & Other (Timeshare)

$45000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. This unit is located on the top floor of Living Water Resort and offers amazing u
6 Photos
Last Updated : 33 Days ago
1644 Ridge Road E, Simcoe, ON , MLS #S13552314 , Image - 1

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Unit-Vacant Land, 1644 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13552314

Residential Freehold (Vacant Land)

$279888.0
This Is A Rare Opportunity To Design A Custom Home That Reflects Your Vision And Lifestyle On A Beautiful 1.06-Acre Treed Building Lot In The Welcomi
9 Photos
Last Updated : 33 Days ago
LT 10 Peter Avenue, Simcoe, ON , MLS #S13552612 , Image - 1

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LT 10 Peter Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13552612

Residential Freehold (Vacant Land)

$275000.0
Here is your opportunity to be the proud owner of this premium lot to build your dream home and enjoy the beauty of the rural Tiny area. Awesome locat
8 Photos
Last Updated : 34 Days ago
1 KENORA Trail, Simcoe, ON , MLS #S13462328 , Image - 1

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1 KENORA Trail Wasaga Beach, Simcoe, ON MLS® S13462328

Residential Freehold (Detached)

$129800.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
DESIRABLE WASAGA COUNTRY Life. * Rare 14'wide by 45 Plus 23' x 10' bonus room, Possibly largest Park Model Upgraded, Renovated, Waterfront (mini Lake
7 Photos
Last Updated : 34 Days ago
Lot 17 Ronald Ave Avenue, Simcoe, ON , MLS #S13550898 , Image - 1

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Lot 17 Ronald Ave Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13550898

Residential Freehold (Vacant Land)

$288000.0
Located in Edmore Beach, a very friendly, hidden gem of a beach community, in Tiny Township. This is avery desirable, premium 75x200 ft. lot, because
29 Photos
Last Updated : 34 Days ago
70 Laguna Parkway, Simcoe, ON , MLS #S13211276 , Image - 1

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Unit-9, 70 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13211276

Residential Condo & Other (Condo Townhouse)

$364000.0
price drop iconPrice drop by 4.0%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Pine Tree Villas in The Wonderful Waterfront Community of Lagoon City! This Waterfront End Unit Bungalow Condo Has An Outstanding Canal & S
10 Photos
Last Updated : 34 Days ago
167 Forest Harbour Parkway, Simcoe, ON , MLS #S13517464 , Image - 1

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167 Forest Harbour Parkway Rural Tay, Tay, Simcoe, ON MLS® S13517464

Residential Freehold (Vacant Land)

$199000.0
Discover the perfect opportunity to build on a 100 x 150 foot vacant lot in Forest Harbour. This property offers endless potential, whether you're pla
16 Photos
Last Updated : 34 Days ago
83 MADAWASKA Trail, Simcoe, ON , MLS #S13132490 , Image - 1

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83 MADAWASKA Trail Wasaga Beach, Simcoe, ON MLS® S13132490

Residential Freehold (Detached)

$129900.0
price drop iconPrice drop by 7.1%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Discover the perfect seasonal getaway at Wasaga CountryLife Resort with this beautifully maintained 2009 Northlander Cottage Escape (Model SW-09-3993-
37 Photos
Last Updated : 35 Days ago
3 Pineview Court, Simcoe, ON , MLS #N13246030 , Image - 1

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3 Pineview Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13246030

Residential Freehold (Detached)

$434000.0
price drop iconPrice drop by 3.3%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Tecumseth Pines is a Welcoming Adult Community that caters to individuals considering a resize move and want to remain active and join a community of
15 Photos
Last Updated : 35 Days ago
85 Theme Park Drive, Simcoe, ON , MLS #S13523246 , Image - 1

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Unit-I, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S13523246

Residential Freehold (MobileTrailer)

$155000.0
price drop iconPrice drop by 8.8%
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to your ultimate summer retreat at Wasaga CountryLife Resort, where this fully furnished, turn-key three-bedroom seasonal cottage awaits. Tuck
8 Photos
Last Updated : 35 Days ago
1274 Killarney Beach Road, Simcoe, ON , MLS #N13546298 , Image - 1

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1274 Killarney Beach Road Lefroy, Innisfil, Simcoe, ON MLS® N13546298

Residential Freehold (Detached)

$469000.0
  • 4 Beds
  • 1 Baths
  • 700-1100 sq-ft
10 Photos
Last Updated : 35 Days ago
310 Maple Street, Simcoe, ON , MLS #S13518402 , Image - 1

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310 Maple Street Collingwood, Simcoe, ON MLS® S13518402

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Walk to Downtown Collingwood!Endless potential awaits on this premium 28.8' x 165' deep lot, located steps from downtown Collingwood's shops, cafes, a
2 Photos
Last Updated : 36 Days ago
Lot 21 Tudhope Boulevard, Simcoe, ON , MLS #S12903030 , Image - 1
Lot 21 Tudhope Boulevard Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12903030

Residential Freehold (Vacant Land)

$429000.0
price drop iconPrice drop by 3.4%
Discover the perfect canvas for your dream home on this exceptional 150' x 185' lot, ideally situated on Tudhope Road, south of Ridge Road in sought-a
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