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Houses for Sale in Simcoe Under $500K - P5

Showing results 121 - 150 of 418
Last Updated: December 13, 2025
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  • Price(Hi-Lo)
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10 Photos
Last Updated : 36 Days ago
56 Lakeside Terrace, Simcoe, ON , MLS #S12470113 , Image - 1
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Unit-604, 56 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S12470113

Residential Condo & Other (Condo Apartment)

$389900.0
  • 1 +1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to your dream condo with stunning views of the lake! This well-designed unit offers picturesque lake views from the master bedroom, living roo
13 Photos
Last Updated : 37 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S12451947 , Image - 1

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Unit-114, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12451947

Residential Condo & Other (Condo Apartment)

$351000.0
price drop iconPrice drop by 2.2%
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Cozy Condo Retreat in he Hear of Horseshoe Valley! Experience four seasons of adventure with charming 1-bedroom ground-floor condo, ideally located ju
14 Photos
Last Updated : 37 Days ago
267 Barrie Road, Simcoe, ON , MLS #S12456852 , Image - 1

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267 Barrie Road Orillia, Simcoe, ON MLS® S12456852

Residential Freehold (Vacant Land)

$275000.0
  • 9 Beds
  • < 700 sq-ft
Vacant Land FOR SALE! **SELLER FINANCING AVAILABLE** Fantastic Opportunity: Build A TRIPLEX On A Huge 1/4 Acre Lot. Great For Multi-Generational Famil
11 Photos
Last Updated : 37 Days ago
909B Willow Street, Simcoe, ON , MLS #N12513916 , Image - 1

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909B Willow Street Lefroy, Innisfil, Simcoe, ON MLS® N12513916

Residential Freehold (Vacant Land)

$209000.0
  • < 700 sq-ft
Great opportunity to build your own home or home away from home in lovely Lefroy. Also suitable for small builders/investors. Great location, a short
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
40 Photos
Last Updated : 37 Days ago
4 Linden Lane, Simcoe, ON , MLS #N12477581 , Image - 1

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4 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N12477581

Residential Freehold (Detached)

$329900.0
price drop iconPrice drop by 5.7%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome Home! This Beautiful Monaco Style One Level Land Lease Home in the Adult Lifestyle Community of Sandy Cove Acres is Almost 1400 sq ft and is B
1 Photos
Last Updated : 38 Days ago
LT 31 MIGHTON Court, Simcoe, ON
LT 31 MIGHTON Court Rural Clearview, Clearview, Simcoe, ON MLS® S11823181

Residential Freehold (Vacant Land)

$79000.0
price drop iconPrice drop by 20.2%
Approximately half acre lot located in an area historically known as Schell Farm in Clearview, north of Stayner. No services available at this time (
38 Photos
Last Updated : 38 Days ago
309 Manly Street, Simcoe, ON , MLS #S12509724 , Image - 1

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309 Manly Street Midland, Simcoe, ON MLS® S12509724

Residential Freehold (Detached)

$424900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 309 Manly Street in Midland. Whether you are looking for an investment or just starting out this property has upside potential. Featuring
25 Photos
Last Updated : 38 Days ago
19 Wakunda Crescent, Simcoe, ON , MLS #S12505180 , Image - 1

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19 Wakunda Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12505180

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Placed on a quiet crescent just off Awenda Park, this home is perfectly located for outdoor lovers, just ste
42 Photos
Last Updated : 39 Days ago
112 Loggers Run, Simcoe, ON , MLS #S12457097 , Image - 1

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Unit-38, 112 Loggers Run Ardagh, Barrie, Simcoe, ON MLS® S12457097

Residential Condo & Other (Condo Townhouse)

$429000.0
price drop iconPrice drop by 2.3%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
This open concept town home is ideal for first-time home buyers, investors or that busy professional who needs close and easy access to the highway. T
21 Photos
Last Updated : 39 Days ago
11 Lana Circle, Simcoe, ON , MLS #S12453828 , Image - 1

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11 Lana Circle Wasaga Beach, Simcoe, ON MLS® S12453828

Residential Freehold (Att/Row/Townhouse)

$499000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
A stunning brand-new executive townhome offering nearly 1,800 sq. ft. of modern living across 3 levels. This 3-bedroom, 4-bath home features a bright
35 Photos
Last Updated : 39 Days ago
65 Ellen Street, Simcoe, ON , MLS #S12504226 , Image - 1

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Unit-908, 65 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S12504226

Residential Condo & Other (Condo Apartment)

$489000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Lovely 2 bedroom, 2 Bath, 1,123 square foot suite at Marina Bay. Beautiful south facing view of Kempenfelt Bay. Spacious living room with a large di
30 Photos
Last Updated : 39 Days ago
17 Dawson Drive, Simcoe, ON , MLS #S12503666 , Image - 1

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Unit-29, 17 Dawson Drive Collingwood, Simcoe, ON MLS® S12503666

Residential Condo & Other (Condo Apartment)

$399000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Lovingly updated two-bedroom, two bathroom upper-level condo offers an easy option for anyone looking to enter the market, simplify their living space
7 Photos
Last Updated : 41 Days ago
LOT 47 TROUT Lane, Simcoe, ON , MLS #S12434875 , Image - 1

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LOT 47 TROUT Lane Rural Tiny, Tiny, Simcoe, ON MLS® S12434875

Residential Freehold (Vacant Land)

$275000.0
  • < 700 sq-ft
Spacious building lot available in Tiny Township, just steps from Georgian Bay and a short walk to a waterfront park with swimming and sunset views. S
23 Photos
Last Updated : 41 Days ago
9 HARBOUR Street E, Simcoe, ON , MLS #S10893954 , Image - 1

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Unit-2116-2118, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S10893954

Residential Condo & Other (Condo Apartment)

$48000.0
price drop iconPrice drop by 40.0%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
REDUCED AGAIN!!! BRING ALL OFFERS!!! VERY MOTIVATED SELLER!!! 3 Week Fractional Ownership at Collingwood's only waterfront resort. With lock off
21 Photos
Last Updated : 41 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S11931442 , Image - 1

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9 Harbour Street E
Unit-4109-41, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S11931442

Residential Condo & Other (Timeshare)

$60000.0
  • 2 Beds
  • 2 Baths
  • 0-499 sq-ft
3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. Located on the 4th floor of Living Water Resort, this unit offers amazing views o
34 Photos
Last Updated : 41 Days ago
479 Oxbow Crescent, Simcoe, ON , MLS #S12436635 , Image - 1

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479 Oxbow Crescent Collingwood, Simcoe, ON MLS® S12436635

Residential Condo & Other (Condo Townhouse)

$465000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
The perfect home or getaway in Collingwood - Ontario's Four Season playground. This remarkable condo townhome is located in Living Stone Community (f
18 Photos
Last Updated : 42 Days ago
5263 Elliott Side Road, Simcoe, ON , MLS #S12203470 , Image - 1

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Unit-58, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S12203470

Residential Freehold (Other)

$285000.0
price drop iconPrice drop by 6.6%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Come and be a part of the friendly community of Bramhall Park. Quiet country location tucked away but only minutes from town and all local amenities.
6 Photos
Last Updated : 42 Days ago
5 Overhead Bridge Road, Simcoe, ON , MLS #S12226357 , Image - 1

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5 Overhead Bridge Road Rural Tiny, Tiny, Simcoe, ON MLS® S12226357

Residential Freehold (Vacant Land)

$354900.0
Great opportunity on this rare over 2 acre property. A fantastic chance to build your dream home close to Midland, Penetang and Tiny Beaches. Close to
40 Photos
Last Updated : 42 Days ago
64 Royal Oak Drive, Simcoe, ON , MLS #N12494824 , Image - 1

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64 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N12494824

Residential Freehold (MobileTrailer)

$339900.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Royal Oak Estates is a senior (60+) community. Conveniently located in Cookstown at Hwy 27 and Hwy89,just minutes to Hwy 400 and 10 minutes to Allisto
21 Photos
Last Updated : 43 Days ago
25 Madelaine Drive, Simcoe, ON , MLS #S12446239 , Image - 1

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Unit-5, 25 Madelaine Drive Painswick South, Barrie, Simcoe, ON MLS® S12446239

Residential Condo & Other (Condo Townhouse)

$478500.0
price drop iconPrice drop by 0.5%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Location, Location, Location!This spacious two-bedroom condo offers unbeatable convenience, walking distance to the GO Train, shopping, schools, and n
13 Photos
Last Updated : 44 Days ago
48 High Tide Drive, Simcoe, ON , MLS #S12449275 , Image - 1

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48 High Tide Drive Wasaga Beach, Simcoe, ON MLS® S12449275

Residential Freehold (Att/Row/Townhouse)

$465000.0
price drop iconPrice drop by 2.7%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome To A New Way Of Living In This Bright And Beautiful 3-Bedroom Home. Located In A Master-Planned Community In The Heart Of Wasaga Beach's Four-
17 Photos
Last Updated : 44 Days ago
2763 Maple Trail, Simcoe, ON , MLS #S12488968 , Image - 1

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2763 Maple Trail Rural Ramara, Ramara, Simcoe, ON MLS® S12488968

Residential Freehold (Detached)

$498000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Spacious backyard with an impressive 44 ft x 452.27 ft lot, offering access to a crystal-clear lake. This updated bungalow is perfect for large famili
24 Photos
Last Updated : 44 Days ago
Lot 24 Voyageur Drive, Simcoe, ON , MLS #S12100692 , Image - 1

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Lot 24 Voyageur Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12100692

Residential Freehold (Vacant Land)

$189000.0
price drop iconPrice drop by 3.6%
  • < 700 sq-ft
Level treed 3/4 acre re-sale lot located in the Settlement of Toanche in Tiny Township, offering the ideal building site for your new dream home. Natu
11 Photos
Last Updated : 44 Days ago
7012 County Road 169 N/A, Simcoe, ON , MLS #S12242577 , Image - 1

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7012 County Road 169 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S12242577

Residential Freehold (Vacant Land)

$349000.0
  • < 700 sq-ft
BUILD YOUR DREAM HOME ON THIS 5+ ACRE PARCEL OF LAND ON THE BLACK RIVER IN WASHAGO! Welcome to 7012 County Road 169. Discover over 5 acres of prime, r
33 Photos
Last Updated : 45 Days ago
65 Ellen Street, Simcoe, ON , MLS #S12217242 , Image - 1

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Unit-610, 65 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S12217242

Residential Condo & Other (Condo Apartment)

$495000.0
price drop iconPrice drop by 6.6%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Affordable waterfront living with front-row views! Welcome to Suite 610 at 65 Ellen Street - a bright and beautifully updated 2-bedroom, 2-bathroom g
9 Photos
Last Updated : 45 Days ago
1052 Spruce Road, Simcoe, ON , MLS #N12442279 , Image - 1

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1052 Spruce Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12442279

Residential Freehold (Vacant Land)

$449000.0
Prime Building Lot Near Lake Simcoe! Welcome to 1052 Spruce Rd, a rare opportunity in a sought-after Innisfil neighbourhood, just a short walk to Lake
8 Photos
Last Updated : 45 Days ago
Lot 1 Rue Eric Street, Simcoe, ON , MLS #S12247061 , Image - 1

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Lot 1 Rue Eric Street Lafontaine, Tiny, Simcoe, ON MLS® S12247061

Residential Freehold (Vacant Land)

$221900.0
price drop iconPrice drop by 20.7%
Discover the perfect spot to build your dream home on this spacious 1.148-acre lot in the heart of Lafontaine. This lot features HR zoning. Natural ga
8 Photos
Last Updated : 45 Days ago
Lot 64 Whispering Pine Circle, Simcoe, ON , MLS #S12087204 , Image - 1

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Lot 64 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S12087204

Residential Freehold (Vacant Land)

$179000.0
price drop iconPrice drop by 14.8%
  • < 700 sq-ft
Treed building lot situated in Rural Tiny, less than a 10 minute drive to town/amenities. Build your dream home here, enjoy the benefits of this locat
8 Photos
Last Updated : 45 Days ago
Lot 59 Whispering Pine Circle, Simcoe, ON , MLS #S12076638 , Image - 1

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Lot 59 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S12076638

Residential Freehold (Vacant Land)

$210000.0
  • < 700 sq-ft
Treed building lot situated in Rural Tiny, less than a 10 minute drive to town/amenities. Build your dream home here, enjoy the benefits of this locat
21 Photos
Last Updated : 45 Days ago
50 GEORGIAN GLEN Drive, Simcoe, ON , MLS #S12485097 , Image - 1

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50 GEORGIAN GLEN Drive Wasaga Beach, Simcoe, ON MLS® S12485097

Residential Freehold (Modular Home)

$225000.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
This 2-bedroom, 1-bath modular home features an open-concept kitchen and living room, offering a functional layout for both daily living and entertain
Shortlisted Properties
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