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Houses for Sale in Simcoe Under $500K - P5

Showing results 121 - 150 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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  • Square Feet(Hi-Lo)
19 Photos
Last Updated : 3 Days ago
8 Culinary Lane, Simcoe, ON , MLS #S13794072 , Image - 1
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8 Culinary Lane
Unit-204, 8 Culinary Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13794072

Residential Condo & Other (Condo Apartment)

$397000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
2 bed 2 bath Corner unit with an open concept layout, Chefs Kitchen with Granite countertops and Ceramic Backsplash, SS appliances, Amenities: Communi
27 Photos
Last Updated : 3 Days ago
15 Cheltenham Road, Simcoe, ON , MLS #S13790266 , Image - 1

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Unit-8, 15 Cheltenham Road Georgian Drive, Barrie, Simcoe, ON MLS® S13790266

Residential Condo & Other (Condo Apartment)

$399900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
North End | Multi-Level Condominium | Barrie, ON. Bright 1,305 sq ft former model suite featuring open-concept living, eat-in kitchen, expansive windo
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)

$295000.0
price drop iconPrice drop by 1.7%
  • 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
Open House : Tue Sep 29, 04:00 PM to 06:00 PM
33 Photos
Last Updated : 3 Days ago
11 Ryan's Road, Simcoe, ON , MLS #S13760944 , Image - 1

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11 Ryan's Road Midland, Simcoe, ON MLS® S13760944

Residential Freehold (MobileTrailer)

$225000.0
price drop iconPrice drop by 10.0%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking to Downsize! Welcome to 11 Ryan's Road in Smith's Camp, Midland, a mobile home community located near beautiful Little Lake and offering plent
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
33 Photos
Last Updated : 3 Days ago
63 Ferris Lane, Simcoe, ON , MLS #S13823416 , Image - 1

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63 Ferris Lane
Unit-E4, 63 Ferris Lane Cundles East, Barrie, Simcoe, ON MLS® S13823416

Residential Condo & Other (Condo Townhouse)

$449900.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) End-unit townhome showcasing a fully fenced backyard with a newly built deck and fresh sod, ideally positio
11 Photos
Last Updated : 3 Days ago
981 wright Drive, Simcoe, ON , MLS #S13693238 , Image - 1

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981 wright Drive Midland, Simcoe, ON MLS® S13693238

Residential Freehold (Att/Row/Townhouse)

$479900.0
price drop iconPrice drop by 3.8%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Freshly built end unit freehold bungalow townhouse, with spacious open concept living, includes good quality counter tops and good quality finishes th
42 Photos
Last Updated : 3 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S13766874 , Image - 1

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Unit-1409, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13766874

Residential Condo & Other (Condo Apartment)

$374800.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to Unit 1409 at 140 Dunlop Street East, where beautiful views of Kempenfelt Bay are part of everyday life. This bright & beautifully updated 1
48 Photos
Last Updated : 3 Days ago
4 Beck Boulevard, Simcoe, ON , MLS #S13773332 , Image - 1

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Unit-306, 4 Beck Boulevard Penetanguishene, Simcoe, ON MLS® S13773332

Residential Condo & Other (Condo Apartment)

$349900.0
price drop iconPrice drop by 12.5%
  • 1 +1 Beds
  • 2 Baths
  • 900-999 sq-ft
Looking for an effortless, lock & leave lifestyle? Look no further. This well maintained, one bedroom, plus den, shows to perfection. Master bedro
15 Photos
Last Updated : 3 Days ago
9746 Beachwood Road, Simcoe, ON , MLS #S13823082 , Image - 1

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9746 Beachwood Road Collingwood, Simcoe, ON MLS® S13823082

Residential Freehold (Vacant Land)

$194000.0
This exceptional property comes fully prepared for construction with major approvals already in place, including an NVCA permit, zoning certificate, l
50 Photos
Last Updated : 3 Days ago
36 Patton Road, Simcoe, ON , MLS #S13797456 , Image - 1

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36 Patton Road Painswick North, Barrie, Simcoe, ON MLS® S13797456

Residential Freehold (Detached)

$475900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 36 Patton Road in Barrie - a solid two-storey home offering a functional layout, great potential, and an excellent opportunity to bring you
24 Photos
Last Updated : 3 Days ago
13 Cheltenham Road, Simcoe, ON , MLS #S13708818 , Image - 1

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Unit-2, 13 Cheltenham Road Georgian Drive, Barrie, Simcoe, ON MLS® S13708818

Residential Condo & Other (Condo Townhouse)

$448000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome Home! This Beautifully Updated and Maintained 2 Story Stacked Town Home Screams Pride of Ownership. This Home Nestled in a Quiet Friendly Comm
35 Photos
Last Updated : 3 Days ago
30 Flora Court, Simcoe, ON , MLS #N13768382 , Image - 1

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30 Flora Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13768382

Residential Freehold (Modular Home)

$230000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Low-maintenance, move-in-ready, one-level living! This Royal model home offers 2 generously sized bedrooms & 1 bathroom. In 2025, approximately $20,00
33 Photos
Last Updated : 3 Days ago
18 Poyntz Street, Simcoe, ON , MLS #S13822670 , Image - 1

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18 Poyntz Street Penetanguishene, Simcoe, ON MLS® S13822670

Residential Freehold (Detached)

$439000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set on an impressive 55'x210' in-town lot, the expansive backyard offers an abundance of space for kids and
35 Photos
Last Updated : 3 Days ago
18 Cherrywood Lane, Simcoe, ON , MLS #N13754200 , Image - 1

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18 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13754200

Residential Freehold (Detached)

$389900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this stunning Ranch Style Bungalow, renovated top to bottom home, Located in the vibrant adult community of Sandy Cove Acres. This 2 bedroo
9 Photos
Last Updated : 3 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
20 Photos
Last Updated : 4 Days ago
2245 Fourth Line, Simcoe, ON , MLS #N13821840 , Image - 1

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2245 Fourth Line Churchill, Innisfil, Simcoe, ON MLS® N13821840

Residential Freehold (Vacant Land)

$389000.0
Welcome to Churchill, a friendly, close-knit community just minutes from Lake Simcoe. This vacant residential lot offers a level footprint, approximat
17 Photos
Last Updated : 4 Days ago
28 Donald Street, Simcoe, ON , MLS #S13776844 , Image - 1

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Unit-66, 28 Donald Street Queen's Park, Barrie, Simcoe, ON MLS® S13776844

Residential Condo & Other (Condo Townhouse)

$450000.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Rare End Unit two-storey condo townhouse 66-28 Donald St. Quieter than most with neighbours connected on one side. Minutes to grocery, dental, restaur
31 Photos
Last Updated : 4 Days ago
4052 Ash Crescent, Simcoe, ON , MLS #S13820646 , Image - 1

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4052 Ash Crescent Rural Severn, Severn, Simcoe, ON MLS® S13820646

Residential Freehold (MobileTrailer)

$289900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Silver Creek Estates is waiting for you! This well-maintained 2-bedroom, 1-bath home offers comfortable, low-maintenance living in an established comm
47 Photos
Last Updated : 4 Days ago
24 Ramblings Way, Simcoe, ON , MLS #S13807064 , Image - 1

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24 Ramblings Way
Unit-502, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S13807064

Residential Condo & Other (Condo Apartment)

$394999.0
  • 1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
An exceptional opportunity to enjoy the Georgian Bay lifestyle at an incredible price! Offered at just $394,999, this spacious condo at Rupert's Landi
23 Photos
Last Updated : 4 Days ago
415 Sea Ray Avenue, Simcoe, ON , MLS #N13821246 , Image - 1

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Unit-G13, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13821246

Residential Condo & Other (Condo Apartment)

$479000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
A rare chance to live in a garden-level corner suite at High Point, right in the heart of Friday Harbour Resort. This upgraded 2-bedroom, 2-bath home
25 Photos
Last Updated : 4 Days ago
14 Muir Drive, Simcoe, ON , MLS #S13821240 , Image - 1

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14 Muir Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13821240

Residential Freehold (Modular Home)

$334900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this charming and well-maintained 3-bedroom modular home. From the moment you step inside, you'll appreciate the bright, open feel of the l
33 Photos
Last Updated : 4 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
12 Photos
Last Updated : 4 Days ago
22 Wasaga Woods Circle, Simcoe, ON , MLS #S13483042 , Image - 1

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Unit-B7, 22 Wasaga Woods Circle Wasaga Beach, Simcoe, ON MLS® S13483042

Residential Condo & Other (Condo Townhouse)

$499777.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 3 Baths
  • 1600-1799 sq-ft
Welcome to 22 Wasaga Woods Circle in Wasaga Beach. If quiet, comfort, and a 7 minute walk to Allenwood Beach are at the top of your list then this br
50 Photos
Last Updated : 4 Days ago
288 Mariners Way, Simcoe, ON , MLS #S13817204 , Image - 1

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288 Mariners Way Collingwood, Simcoe, ON MLS® S13817204

Residential Condo & Other (Condo Townhouse)

$359000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Four-season living at Lighthouse Point! This beautifully updated ground-level, 1-bedroom condo offers a low-maintenance lifestyle in one of Collingwoo
4 Photos
Last Updated : 4 Days ago
327 Tiny Beaches Road N, Simcoe, ON , MLS #S13467164 , Image - 1
327 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13467164

Residential Freehold (Detached)

$225000.0
  • < 700 sq-ft
Premium lot in the quiet community of Cawaja Beach. One of the nicest sandy beaches on Georgian Bay. Surrounded by nature and privacy. Cottage being s
2 Photos
Last Updated : 4 Days ago
PT LT 7 CON 16 (Part 1) Indianola Crescent, Simcoe, ON , MLS #S13820838 , Image - 1
PT LT 7 CON 16 (Part 1) Indianola Crescent Wasaga Beach, Simcoe, ON MLS® S13820838

Residential Freehold (Vacant Land)

$185000.0
Build your future in Wasaga Beach! This newly created vacant building lot offers an excellent opportunity for a custom home in an established neighbou
31 Photos
Last Updated : 4 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)

$299000.0
price drop iconPrice drop by 20.2%
  • 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
27 Photos
Last Updated : 4 Days ago
33 Grandview Road, Simcoe, ON , MLS #S13703464 , Image - 1

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33 Grandview Road Rural Tay, Tay, Simcoe, ON MLS® S13703464

Residential Freehold (Detached)

$449000.0
price drop iconPrice drop by 2.2%
  • 1 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Charming Coastal Retreat Steps From Georgian Bay! A bright, serene, and beautifully updated home situated on an expansive 50 x 200 ft lot. Just steps
30 Photos
Last Updated : 4 Days ago
7 Dell Arbor Crescent, Simcoe, ON , MLS #N13771016 , Image - 1

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7 Dell Arbor Crescent Alliston, New Tecumseth, Simcoe, ON MLS® N13771016

Residential Condo & Other (Semi-Detached Condo)

$469000.0
  • 1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Surrounded by mature towering trees this welcoming and popular 'Shangri-La' Bungalow Model features a bright main floor design with generous sized pri
6 Photos
Last Updated : 4 Days ago
2900 Telford Line, Simcoe, ON , MLS #S13071346 , Image - 1

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2900 Telford Line Rural Severn, Severn, Simcoe, ON MLS® S13071346

Residential Freehold (Vacant Land)

$499000.0
Excellent opportunity to build your dream home on approximately 13.6 acres. Located just a short drive from Orillia, you'll enjoy easy access to all t
Shortlisted Properties
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