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Houses for Sale in Simcoe Under $500K - P7

Showing results 181 - 210 of 1114
Last Updated: September 27, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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25 Photos
Last Updated : 5 Days ago
58 Lakeside Terrace, Simcoe, ON , MLS #S13815418 , Image - 1
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Unit-819, 58 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S13815418

Residential Condo & Other (Condo Apartment)

$429900.0
  • 1 +1 Beds
  • 2 Baths
  • 800-899 sq-ft
*WATER VIEWS FROM EVERY WINDOW* Stunning & Upgraded 1+ Den condo with incredible south western views of Little Lake! Two Full bathrooms & One Undergro
9 Photos
Last Updated : 5 Days ago
166 Laclie Street, Simcoe, ON , MLS #S13224634 , Image - 1

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166 Laclie Street Orillia, Simcoe, ON MLS® S13224634

Residential Freehold (Detached)

$359000.0
price drop iconPrice drop by 28.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Not every opportunity comes wrapped in fresh paint and granite countertops. Some come with vision. Located in Orillia's desirable North Ward and just
21 Photos
Last Updated : 5 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
11 Photos
Last Updated : 5 Days ago
1466 Cunningham Crescent, Simcoe, ON , MLS #S13610882 , Image - 1

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1466 Cunningham Crescent Rural Severn, Severn, Simcoe, ON MLS® S13610882

Residential Freehold (Vacant Land)

$209900.0
price drop iconPrice drop by 4.5%
Ideally located just five minutes from downtown Orillia, shopping, beaches, and Highway 11, this cleared lot offers the perfect blend of convenience a
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
21 Photos
Last Updated : 5 Days ago
800 West Ridge Boulevard, Simcoe, ON , MLS #S13798050 , Image - 1

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Unit-125, 800 West Ridge Boulevard Orillia, Simcoe, ON MLS® S13798050

Residential Freehold (Att/Row/Townhouse)

$419999.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully 3-bedroom, 3-bathroom end-unit townhome, offering a bright, spacious, and inviting layout. Featuring an open-concept desig
42 Photos
Last Updated : 5 Days ago
156 ESCARPMENT Crescent, Simcoe, ON , MLS #S13810570 , Image - 1

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156 ESCARPMENT Crescent Collingwood, Simcoe, ON MLS® S13810570

Residential Condo & Other (Condo Townhouse)

$475000.0
  • 3 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to this beautifully updated 3-bedroom, 2-bathroom condo townhome in the desirable Living Stone Resort Community. Offering an ideal blend of co
32 Photos
Last Updated : 5 Days ago
1 Quail Crescent, Simcoe, ON , MLS #S13815308 , Image - 1

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Unit-103, 1 Quail Crescent Ardagh, Barrie, Simcoe, ON MLS® S13815308

Residential Condo & Other (Condo Apartment)

$374900.0
  • 3 Beds
  • 1 Baths
  • 1400-1599 sq-ft
Welcome to #103 - 1 Quail Crescent in Barrie's fantastic Timberwalk Community. This 3 bedroom condo is a rare offering in the city of Barrie and here'
22 Photos
Last Updated : 5 Days ago
75 ellen Street, Simcoe, ON , MLS #S13815030 , Image - 1

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Unit-506, 75 ellen Street City Centre, Barrie, Simcoe, ON MLS® S13815030

Residential Condo & Other (Condo Apartment)

$295000.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Beautiful ever changing seasons and fabulous views of Kempenfelt Bay and the lake shore. Spacious but cozy 640 sq ft 1 bedroom, 1 bathroom condo on th
19 Photos
Last Updated : 5 Days ago
172 Eighth Street, Simcoe, ON , MLS #S12828326 , Image - 1

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Unit-409, 172 Eighth Street Collingwood, Simcoe, ON MLS® S12828326

Residential Condo & Other (Condo Apartment)

$389900.0
price drop iconPrice drop by 6.9%
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to The Galleries! This bright, spacious and freshly painted fourth floor 2-bedroom, 1-bathroom condo located in a sought after building which
37 Photos
Last Updated : 5 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
3 Photos
Last Updated : 5 Days ago
69 Waverley Heights, Simcoe, ON , MLS #S13132564 , Image - 1
69 Waverley Heights Waverley, Tay, Simcoe, ON MLS® S13132564

Residential Freehold (Vacant Land)

$214900.0
Tucked away in the scenic Waverley Heights community, Lot 29 is a premium vacant lot offering breathtaking panoramic views of rolling countryside and
3 Photos
Last Updated : 5 Days ago
89 Waverley Heights, Simcoe, ON , MLS #S13132606 , Image - 1
89 Waverley Heights Waverley, Tay, Simcoe, ON MLS® S13132606

Residential Freehold (Vacant Land)

$196900.0
Tucked away in the scenic Waverley Heights community, Lot 31 is a premium vacant lot offering breathtaking panoramic views of rolling countryside and
3 Photos
Last Updated : 5 Days ago
72 Waverley Heights, Simcoe, ON , MLS #S13132626 , Image - 1
72 Waverley Heights Waverley, Tay, Simcoe, ON MLS® S13132626

Residential Freehold (Vacant Land)

$264900.0
Tucked away in the scenic Waverley Heights community, Lot 16 is a premium vacant lot offering breathtaking panoramic views of rolling countryside and
3 Photos
Last Updated : 5 Days ago
32 Waverley Heights, Simcoe, ON , MLS #S13132634 , Image - 1
32 Waverley Heights Waverley, Tay, Simcoe, ON MLS® S13132634

Residential Freehold (Vacant Land)

$294900.0
Tucked away in the scenic Waverley Heights community, Lot 6 is a premium vacant lot offering breathtaking panoramic views of rolling countryside and m
3 Photos
Last Updated : 5 Days ago
79 Waverley Heights, Simcoe, ON , MLS #S13132596 , Image - 1
79 Waverley Heights Waverley, Tay, Simcoe, ON MLS® S13132596

Residential Freehold (Vacant Land)

$214900.0
Tucked away in the scenic Waverley Heights community, Lot 30 is a premium vacant lot offering breathtaking panoramic views of rolling countryside and
38 Photos
Last Updated : 5 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
46 Photos
Last Updated : 5 Days ago
1 Paradise Boulevard S, Simcoe, ON , MLS #S13566892 , Image - 1

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Unit-Unit 27, 1 Paradise Boulevard S Rural Ramara, Ramara, Simcoe, ON MLS® S13566892

Residential Condo & Other (Condo Townhouse)

$459900.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
PARADISE BEACH & BOAT RETREAT ~ Fall in LOVE with Summer Living at Harbour Village in Lagoon City. This Modern 3-Bedroom End-Unit Waterfront Condo Off
40 Photos
Last Updated : 5 Days ago
1 Paradise Boulevard, Simcoe, ON , MLS #S13530058 , Image - 1

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Unit-Unit 14, 1 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13530058

Residential Condo & Other (Condo Townhouse)

$389000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Don't miss this rare chance to own a true piece of paradise. This stunning waterfront condominium showcases sweeping views of Harbour Lagoon and Lake
43 Photos
Last Updated : 5 Days ago
41 Laguna Parkway, Simcoe, ON , MLS #S13786350 , Image - 1

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Unit-15, 41 Laguna Parkway Rural Ramara, Ramara, Simcoe, ON MLS® S13786350

Residential Condo & Other (Condo Townhouse)

$469000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Indulge in the Luxurious Lakeside Lifestyle, Offered by this Tudor-Style Waterfront Condominium, Perfectly Positioned on the Sandy Eastern Shores of B
48 Photos
Last Updated : 5 Days ago
49 Trott Boulevard, Simcoe, ON , MLS #S13808690 , Image - 1

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Unit-179, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S13808690

Residential Condo & Other (Condo Apartment)

$429000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to Harbourside 1 in Collingwood. Main floor, corner/end unit, bungalow style condo townhouse, with exterior storage locker and walkout to pati
2 Photos
Last Updated : 5 Days ago
39 Savarin Street, Simcoe, ON , MLS #S13813784 , Image - 1
39 Savarin Street Wasaga Beach, Simcoe, ON MLS® S13813784

Residential Freehold (Detached)

$350000.0
  • < 700 sq-ft
LAND VALUE ONLY - BUILD YOUR DREAM HOME! Rare opportunity in an established Wasaga Beachneighbourhood. Situated on a generous 50 ft x 117 ft lot surro
22 Photos
Last Updated : 5 Days ago
121 Mary Street, Simcoe, ON , MLS #S13813678 , Image - 1

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Unit-314, 121 Mary Street Creemore, Clearview, Simcoe, ON MLS® S13813678

Residential Condo & Other (Condo Apartment)

$359000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Enjoy seamless, turnkey living at The Brix in Creemore --- ideal for any stage of life. This move-in ready One plus Den suite features 9-foot ceilings
24 Photos
Last Updated : 5 Days ago
71 Gibbard Crescent, Simcoe, ON , MLS #S13588594 , Image - 1

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71 Gibbard Crescent Collingwood, Simcoe, ON MLS® S13588594

Residential Freehold (Semi-Detached )

$499000.0
price drop iconPrice drop by 3.9%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Bright and fresh -- ready for you and your family. This is a two storey semi-detached with three bedrooms on the upper level and living room, kitchen
8 Photos
Last Updated : 5 Days ago
11 Beck Boulevard, Simcoe, ON , MLS #S13809306 , Image - 1

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Unit-102, 11 Beck Boulevard Penetanguishene, Simcoe, ON MLS® S13809306

Residential Condo & Other (Condo Apartment)

$439000.0
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Private, Enjoyable Suite With Interesting Sight Lines, Garage Parking, Plus A Locker For Your Additional Storage Needs! Here you have full advantage o
36 Photos
Last Updated : 5 Days ago
3 Honeysuckle Lane, Simcoe, ON , MLS #N13683312 , Image - 1

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3 Honeysuckle Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13683312

Residential Freehold (Modular Home)

$379000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Set on a quiet dead-end street in the north end of Sandy Cove Acres, this updated Monaco model combines a private-feeling lot with the convenience of
34 Photos
Last Updated : 5 Days ago
360 Blake Street NW, Simcoe, ON , MLS #S13633042 , Image - 1

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Unit-24, 360 Blake Street NW Codrington, Barrie, Simcoe, ON MLS® S13633042

Residential Condo & Other (Condo Townhouse)

$480000.0
price drop iconPrice drop by 3.8%
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome home! With over 1750 finished square feet this extremely spacious and beautifully maintained, move in ready, end unit townhome is a must see.
20 Photos
Last Updated : 5 Days ago
38 Chaucer Crescent, Simcoe, ON , MLS #S13653326 , Image - 1

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38 Chaucer Crescent Letitia Heights, Barrie, Simcoe, ON MLS® S13653326

Residential Freehold (Att/Row/Townhouse)

$489888.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Spacious And Well-situated Townhome At 38 Chaucer Crescent Offering A Fantastic Opportunity For Buyers And Investors Alike. Bright Living Areas Featur
6 Photos
Last Updated : 5 Days ago
1644 Ridge Road E, Simcoe, ON , MLS #S13750798 , Image - 1

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Unit-Vacant Land, 1644 Ridge Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13750798

Residential Freehold (Vacant Land)

$249888.0
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 Welcomin
25 Photos
Last Updated : 5 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S13811700 , Image - 1

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Unit-304, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13811700

Residential Condo & Other (Condo Apartment)

$338000.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Bayshore Beauty On Barrie's Ever Improving Waterfront With Walking Path To Three Kempenfelt Bay Beaches, Greenspace & Parks, Maclaren Art Centre, Your
14 Photos
Last Updated : 5 Days ago
224 Church Street, Simcoe, ON , MLS #S13813000 , Image - 1

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224 Church Street Penetanguishene, Simcoe, ON MLS® S13813000

Residential Freehold (Vacant Land)

$349900.0
Tucked away on a quiet street in the charming town of Penetanguishene, this just-under-two-acre parcel offers the perfect setting to bring your dream
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