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Houses for Sale in Simcoe Under $500K - P15

Showing results 421 - 436 of 436

Last Updated: December 07, 2025

26 Photos

69 Gibbard Crescent, Simcoe, ON , MLS #40644887 , Image - 1

69 Gibbard Crescent Collingwood, Simcoe, ON MLS® 40644887

Residential (Single Family Residence)

$419000

Price drop by 1.4%

3 Beds
1 Baths
1000 sq-ft

LOCATION, LOCATION, LOCATION!! Welcome to 69 Gibbard Crescent in scenic Collingwood! This charming 1,000 sq. ft. home is perfect for first-time buyers

13 Photos

460 Ontario Street, Simcoe, ON , MLS #40672836 , Image - 1

Unit-403, 460 Ontario Street Collingwood, Simcoe, ON MLS® 40672836

Residential (Condo/Apartment Unit)

$369000

2 Beds
1 Baths
800 sq-ft

2 bed room condo in the Bayview Terrace building located in the east side of Collingwood over looking the park, soccer, walking distance to Georgian B

27 Photos

441 Barrie Road, Simcoe, ON , MLS #40674563 , Image - 1

Unit-7, 441 Barrie Road Orillia, Simcoe, ON MLS® 40674563

Residential (Row/Townhouse)

$499000

3 Beds
2 Baths
1175 sq-ft

Don’t miss this charming two-storey townhouse, perfect for first-time buyers or growing families! Located close to Highway 11, Schools, and plenty of

39 Photos

70 Meadow Lane, Simcoe, ON , MLS #40650866 , Image - 1

70 Meadow Lane Wasaga Beach, Simcoe, ON MLS® 40650866

Residential (Single Family Residence)

$424900

2 Beds
2 Baths
1120 sq-ft

Welcome to 70 Meadow Lane - this affordable retirement living is in the highly sought-after Wasaga Meadows, one of Parkbridge Lifestyle 55+ Communitie

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

20 Photos

646 Oak Street, Simcoe, ON , MLS #40662812 , Image - 1

646 Oak Street Collingwood, Simcoe, ON MLS® 40662812

Residential (Single Family Residence)

$449000

3 Beds
1 Baths
1210 sq-ft

Come see me!I am a 3 bedroom simi-detached cozy home, freshly painted with new trim and three ceiling fans to keep you cool on those hot summer days.

24 Photos

49 Raglan Street, Simcoe, ON , MLS #40670258 , Image - 1

Unit-209, 49 Raglan Street Collingwood, Simcoe, ON MLS® 40670258

Residential (Condo/Apartment Unit)

$349000

2 Beds
1 Baths
850 sq-ft

Welcome to Sunset Suites - affordable community retirement living in Collingwood. Outstanding lifestyle, location and security. This second floor un

3 Photos

95 Nippissing Ridge Road, Simcoe, ON , MLS #40674321 , Image - 1

95 Nippissing Ridge Road Rural Tiny, Tiny, Simcoe, ON MLS® 40674321

Land (Residential)

$275000

Lush Forest Lot In Exclusive Cedar Ridge Community. Stunning 1.5 Acres Of Sprawling Forest, W/Access To 350Ft Of Waterfront (Priv.Park). Enjoy Quiet B

13 Photos

518 First Ave, Simcoe, ON , MLS #40663910 , Image - 1

518 First Ave Port McNicoll, Tay, Simcoe, ON MLS® 40663910

Land (Residential)

$135000

Discover the perfect canvas for your dream home or cottage with this stunning vacant lot, just a short distance from Patterson Park, where you can enj

26 Photos

9 Harbour Street E, Simcoe, ON , MLS #40672683 , Image - 1

Unit-6210/6212, 9 Harbour Street E Collingwood, Simcoe, ON MLS® 40672683

Residential (Condo/Apartment Unit)

$80000

2 Beds
2 Baths
1250 sq-ft

Own Your Vacation Home Through Fractional Ownership, You Can Have a Piece Of Heaven On Georgian Bay. Welcome to Living Water Resort and Spa in Colling

31 Photos

188 Sixth Street, Simcoe, ON , MLS #40642317 , Image - 1

188 Sixth Street Midland, Simcoe, ON MLS® 40642317

Residential (Single Family Residence)

$495000

Price drop by 2.9%

3 Beds
1 Baths
1080 sq-ft

Welcome To 188 Sixth Street! This Charming Fully Detached Bungalow Is Located On A Quiet Street In The Heart Of Midland Featuring An Oversized Detache

32 Photos

9 Harbour Street E, Simcoe, ON , MLS #40668713 , Image - 1

Unit-3108/3110, 9 Harbour Street E Collingwood, Simcoe, ON MLS® 40668713

Residential (Condo/Apartment Unit)

$80000

2 Beds
2 Baths
1250 sq-ft

Welcome to Collingwood's only waterfront resort! Enjoy 3 weeks of a 2 bedroom 2 bathroom 2 kitchen condo with access to all of Living Water Resort's a

3 Photos

115 Nippissing Ridge Road, Simcoe, ON , MLS #40666675 , Image - 1

115 Nippissing Ridge Road Rural Tiny, Tiny, Simcoe, ON MLS® 40666675

Land (Residential)

$325000

End Unit/ Cul de Sac Forest Lot In Exclusive Cedar Ridge Community. Stunning 1.5 Acres Of Sprawling Forest, W/Access To 350Ft Of Waterfront (Priv.Park

25 Photos

333 Lafontaine Road W, Simcoe, ON , MLS #40653059 , Image - 1

Unit-105, 333 Lafontaine Road W Lafontaine, Tiny, Simcoe, ON MLS® 40653059

Residential (Condo/Apartment Unit)

$194500

1 Beds
1 Baths
622 sq-ft

Let your adventures begin at this affordable 55+ community in the heart of the village of Lafontaine in Tiny, Ontario. This bright 1 bedroom / 1 bathr

19 Photos

0 Mt St Louis Road, Simcoe, ON , MLS #40653048 , Image - 1

0 Mt St Louis Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40653048

Land (Residential)

$499900

17.05 acre property in prime Oro-Medonte location. Large rural lots like this don't come available often. Offering a corner location on a year round m

5 Photos

PT 7 6119 Concession Rd B-C Road, Simcoe, ON , MLS #40650874 , Image - 1

PT 7 6119 Concession Rd B-C Road Rural Ramara, Ramara, Simcoe, ON MLS® 40650874

Land (Residential)

$215000

Price drop by 6.5%

Visit REALTOR® website for additional information. Prime 1-Acre Estate Building Lot in Sebright. Imagine building your dream home on this stunning 1-a

6 Photos

PT 6 6119 Concession Rd B-C Road, Simcoe, ON , MLS #40650768 , Image - 1

PT 6 6119 Concession Rd B-C Road Rural Ramara, Ramara, Simcoe, ON MLS® 40650768

Land (Residential)

$215000

Price drop by 6.5%

Visit REALTOR® website for additional information. Prime 1-Acre Estate Building Lot in Sebright. Imagine building your dream home on this stunning 1-a

Shortlisted Properties

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