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L9Y Houses For Sale Under 500K

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With Square Yards Canada, you can find a variety of houses for sale under $500k in l9y, providing an extensive selection across different municipalities, communities, or areas in Ontario. Filter properties by price, size, amenities, and property age to find the best l9y houses for sale under $500k. Customise your search by the number of bedrooms, bathrooms, and surface area to find the perfect match. Browse our listings with HD images and detailed guides to choose from the high-end properties available. Buy houses in l9y under $500k with the best on offer across the market.


Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
46 Photos
Last Updated : 3 Days ago
14 Dawson Drive, Simcoe, ON , MLS #S12185645 , Image - 1
Image With Blur overlay

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Unit-415, 14 Dawson Drive Collingwood, Simcoe, ON MLS® S12185645

Residential Condo & Other (Condo Townhouse)

$485000.0
price drop iconPrice drop by 8.3%
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Beautifully Updated Townhome in Prime Collingwood Location.Tucked away among the trees for added privacy, this updated two-story townhome offers the p
23 Photos
Last Updated : 6 Days ago
156 Jozo Weider Boulevard, Grey County, ON , MLS #X12587592 , Image - 1

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Unit-437, 156 Jozo Weider Boulevard Blue Mountains, Grey County, ON MLS® X12587592

Residential Condo & Other (Condo Apartment)

$299900.0
  • 1 Baths
  • 0-499 sq-ft
Welcome to the Grand Georgian. This exceptional resort condo is located in the heart of iconic Blue Mountain Village. This 480 sq ft well-designed uni
50 Photos
Last Updated : 7 Days ago
13 Harbour Street W, Simcoe, ON , MLS #S12584390 , Image - 1

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Unit-256, 13 Harbour Street W Collingwood, Simcoe, ON MLS® S12584390

Residential Condo & Other (Condo Apartment)

$497000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Bungalow living with a modern, elevated feel! The updated 2-bedroom, 2-bathroom end-unit offers privacy, comfort, and thoughtful design throughout. Pe
40 Photos
Last Updated : 7 Days ago
9 HARBOUR Street E, Simcoe, ON , MLS #S10899627 , Image - 1

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Unit-6201-03, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S10899627

Residential Condo & Other (Condo Apartment)

$70000.0
price drop iconPrice drop by 17.6%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Invest in an ownership share of Phase 2 of LIVING WATER RESORT AND SPA on the shores of Georgian Bay in the beautiful town of Collingwood. NOTE: this
Pre-Construction
Rosehaven Ivy Rouge
5 Photos

Rosehaven Ivy Rouge

Burnhamthorpe Road West & Sixth Line, Oakville
From $1,099,990 to $2,079,990
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
29 Photos
Last Updated : 9 Days ago
209472 Highway 26 N/A, Grey County, ON , MLS #X12144978 , Image - 1

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Unit-59, 209472 Highway 26 N/A Blue Mountains, Grey County, ON MLS® X12144978

Residential Condo & Other (Condo Apartment)

$350000.0
price drop iconPrice drop by 9.1%
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Beautiful on Blue! Welcome to this 2 bedroom condo with parking and deck in Craigleith Shores, in the heart of highly coveted Blue Mountains, right ac
30 Photos
Last Updated : 10 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S12574974 , Image - 1

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Unit-102, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S12574974

Residential Condo & Other (Condo Apartment)

$445000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome to Spooner Crescent, a modern and well-appointed ground-floor condo offering 2 bedrooms, 2 bathrooms, and underground parking in the desirable
19 Photos
Last Updated : 10 Days ago
3 Brandy Lane Drive, Simcoe, ON , MLS #S12574958 , Image - 1

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Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S12574958

Residential Condo & Other (Condo Apartment)

$464900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome To Wyldewood! The Home Of Ski And Golf Enthusiasts. A Four - Season Community In The Heart Of Collingwood. Make This Two Bedroom, 2 Bath Your
34 Photos
Last Updated : 15 Days ago
2 Anchorage Crescent, Simcoe, ON , MLS #S12516968 , Image - 1

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Unit-200, 2 Anchorage Crescent Collingwood, Simcoe, ON MLS® S12516968

Residential Condo & Other (Condo Apartment)

$399000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to 2 Anchorage Crescent #200, this is a beautiful 1-bedroom, 1-bathroom corner unit that perfectly blends modern comfort with cozy charm. Enjo
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
29 Photos
Last Updated : 16 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S12557918 , Image - 1

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Unit-47, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S12557918

Residential Condo & Other (Condo Townhouse)

$287000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Best value in Collingwood! Affordable, turn-Key Livingstone Resort Condo! Well-maintained and move-in ready one-bedroom, one-bathroom condo in the sou
21 Photos
Last Updated : 16 Days ago
1 Chamberlain Crescent, Simcoe, ON , MLS #S12424501 , Image - 1

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Unit-102, 1 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S12424501

Residential Condo & Other (Condo Apartment)

$474900.0
price drop iconPrice drop by 5.0%
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
End Unit Ground Floor Condo Just Minutes from Blue Mountain Ski Resort Perfect for Winter Lovers! Spacious 2-bedroom, 1-bath end-unit condo. Ideally
18 Photos
Last Updated : 18 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S12304375 , Image - 1

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Unit-205, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S12304375

Residential Condo & Other (Condo Apartment)

$450000.0
price drop iconPrice drop by 4.2%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Condo Living At The Most Affordable Price in the Building! The Eagle model offers a bright, open-concept 2-bedroom, 2-bathroom condo with 9-foot ceili
14 Photos
Last Updated : 21 Days ago
155 Vacation Inn Drive, Simcoe, ON , MLS #S12214641 , Image - 1

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155 Vacation Inn Drive Collingwood, Simcoe, ON MLS® S12214641

Residential Condo & Other (Timeshare)

$14500.0
price drop iconPrice drop by 19.4%
  • 2 Beds
  • 3 Baths
  • 800-899 sq-ft
Spend the Holidays in Collingwood Every Year! Welcome to your home for the holidays at part of the sought-after Georgian Bay Hotel community in Colli
Pre-Construction
Angus Glen South Village
10 Photos

Angus Glen South Village

4134 16th Avenue, Markham
From From $2,130,000 to $5,820,000
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Kylemore Communities
15 Photos
Last Updated : 23 Days ago
553 Tenth Street, Simcoe, ON , MLS #S12501448 , Image - 1

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553 Tenth Street Collingwood, Simcoe, ON MLS® S12501448

Residential Condo & Other (Condo Townhouse)

$372500.0
price drop iconPrice drop by 1.3%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Attention first time home buyers!! This 4-bedroom (3+1) townhouse condo is priced to sell. With a few little cosmetic upgrades, you could transform th
49 Photos
Last Updated : 24 Days ago
750 Johnston Park Avenue, Simcoe, ON , MLS #S12529944 , Image - 1

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Unit-2006, 750 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S12529944

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience the vibrant lifestyle at Lighthouse Point Yacht & Tennis Club, a premier waterfront community spanning over 125 acres and offering a wealth
46 Photos
Last Updated : 25 Days ago
170 JOZO WEIDER Boulevard, Grey County, ON , MLS #X12528698 , Image - 1

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Unit-142, 170 JOZO WEIDER Boulevard Blue Mountains, Grey County, ON MLS® X12528698

Residential Condo & Other (Condo Apartment)

$394900.0
  • 1 +0 Beds
  • 1 Baths
  • 600-699 sq-ft
Discover this beautifully renovated one-bedroom, one-bathroom suite at Seasons at Blue, located in the heart of Blue Mountain Village. Fully furnished
50 Photos
Last Updated : 28 Days ago
331 MARINERS Way, Simcoe, ON , MLS #S12520826 , Image - 1

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331 MARINERS Way Collingwood, Simcoe, ON MLS® S12520826

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 +0 Beds
  • 2 Baths
  • 800-899 sq-ft
This 2 bedroom, 2 bathroom, 2nd floor unit has gorgeous forest\landscape views out of the primary suite and living area. An open and bright livingroom
Pre-Construction
The Platform at Station Park
7 Photos

The Platform at Station Park

35 Wellington St S, Kitchener
From $524,900 to $779900
project size image
Project Info
  • Units
  • Condos
building outline
Property Mix
Floorplans coming soon
Developer:VanMar Developments
27 Photos
Last Updated : 30 Days ago
156 Jozo Weider Boulevard, Grey County, ON , MLS #X12512720 , Image - 1

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Unit-465, 156 Jozo Weider Boulevard Blue Mountains, Grey County, ON MLS® X12512720

Residential Condo & Other (Condo Apartment)

$283000.0
  • 1 Baths
  • 0-499 sq-ft
Welcome to carefree resort living in the heart of Blue Mountain Village! This beautifully updated Bachelor Suite in The Grand Georgian offers the perf
30 Photos
Last Updated : 31 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
23 Photos
Last Updated : 33 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 : 33 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
Pre-Construction
Menkes South Lake
7 Photos

Menkes South Lake

193 Nautical Blvd, Oakville
From $2,309,900 to $2,609,900
project size image
Project Info
  • 37 Units
building outline
Property Mix
Floorplans coming soon
Developer:Menkes Developments Ltd
34 Photos
Last Updated : 33 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
23 Photos
Last Updated : 38 Days ago
215 Pine Street, Simcoe, ON , MLS #S12081876 , Image - 1

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Unit-4, 215 Pine Street Collingwood, Simcoe, ON MLS® S12081876

Residential Condo & Other (Condo Apartment)

$439000.0
price drop iconPrice drop by 21.5%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Spacious 2 bedroom, 2 bathroom condominium located on a historic and very pretty street in Collingwood with century homes. Walking distance to many am
19 Photos
Last Updated : 39 Days ago
24 Ramblings Way, Simcoe, ON , MLS #S12469689 , Image - 1

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24 Ramblings Way
Unit-305, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12469689

Residential Condo & Other (Condo Apartment)

$429000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Unit 305 in Bayview Tower at Ruperts Landing one of Collingwood's most desirable waterfront communities! This 2-bedroom, 2-bathroom condo o
27 Photos
Last Updated : 39 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12478205 , Image - 1

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Unit-5209, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12478205

Residential Condo & Other (Other)

$35000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Water Resort & Spa! Your stunning Collingwood getaway. You could own a fraction of this unit, spend three amazing weeks at Living Wa
Pre-Construction
Aquanova Condos
13 Photos

Aquanova Condos

Lakefront Promenade & Lakeshore Road East, Mississauga
project size image
Project Info
  • Units
  • Condos
building outline
Property Mix
Floorplans coming soon
Developer:Greenpark Group
37 Photos
Last Updated : 41 Days ago
796468 Grey Road 19 N/A, Grey County, ON , MLS #X12481430 , Image - 1

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Unit-406, 796468 Grey Road 19 N/A Blue Mountains, Grey County, ON MLS® X12481430

Residential Condo & Other (Condo Apartment)

$334000.0
  • 1 Beds
  • 1 Baths
  • 0-499 sq-ft
North Creek Resort at Blue ~ income plus enjoyment! Great studio unit steps from the ski gate to Blue Mountain ski hill. Currently short term accommod
6 Photos
Last Updated : 45 Days ago
9742 Beachwood Road, Simcoe, ON , MLS #S12065510 , Image - 1

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9742 Beachwood Road Collingwood, Simcoe, ON MLS® S12065510

Residential Freehold (Vacant Land)

$199000.0
  • < 700 sq-ft
Residential building lot located minutes to beaches, shopping, trails, skiing and golf. Located on the north side of Beachwood Rd in the east end of C
29 Photos
Last Updated : 59 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12099425 , Image - 1

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Unit-3109-3111, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12099425

Residential Condo & Other (Other)

$78000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
This 3 week G6 fractional ownership for weeks 31-33-46, with a spectacular view of Georgian Bay and historic Collingwood grain terminals could be your
21 Photos
Last Updated : 65 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12222241 , Image - 1

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Unit-2311/13, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12222241

Residential Condo & Other (Condo Apartment)

$20000.0
price drop iconPrice drop by 33.3%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Escape to Luxury in Collingwood! Pack your bags and unwind at Living Water Resort & Spa, a premier waterfront destination nestled in the heart of Coll
Pre-Construction
1515 Pickering Parkway
18 Photos

1515 Pickering Parkway

1497-1525 Pickering Parkway, Pickering
From $399,990 - $706,990
project size image
Project Info
  • 1 Building
  • 571 Units
  • Condos
building outline
Property Mix
  • Studio(36)
  • 1 Bed(451)
  • 2 Bed(80)
  • 3 Bed(2)
Developer:Sevoy Developments
8 Photos
Last Updated : 70 Days ago
27 Braeside Street, Simcoe, ON , MLS #S12424527 , Image - 1

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27 Braeside Street Collingwood, Simcoe, ON MLS® S12424527

Residential Freehold (Vacant Land)

$249888.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Nestled in the desirable Beachwood community, you're just minutes from Collingwood, Wasaga Beach, and Bl
4 Photos
Last Updated : 72 Days ago
9736 Beachwood Road, Simcoe, ON , MLS #S12050384 , Image - 1
9736 Beachwood Road Collingwood, Simcoe, ON MLS® S12050384

Residential Freehold (Vacant Land)

$199000.0
  • < 700 sq-ft
Residential building lot located minutes to beaches, shopping, trails, skiing and golf. Located on the north side of Beachwood Rd. in east end of Coll
Shortlisted Properties
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