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Houses for Sale in Collingwood ON Under $1.5 Million - P4

Showing results 91 - 120 of 277
Last Updated: November 11, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
17 Photos
Last Updated : 8 Days ago
173 Vacation Inn Drive, Simcoe, ON , MLS #S13584960 , Image - 1
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173 Vacation Inn Drive Collingwood, Simcoe, ON MLS® S13584960

Residential Condo & Other (Condo Townhouse)

$529900.0
price drop iconPrice drop by 2.8%
  • 3 +0 Beds
  • 3 Baths
  • 1200-1399 sq-ft
STANDOUT VALUE IN COLLINGWOOD: END UNIT, 2 PARKING SPACES, LOW CONDO FEES, PRIVATE HOT TUB AND SOUTH/WEST EXPOSURE! This fully furnished 3-bedroom, 3-
37 Photos
Last Updated : 8 Days ago
711 Johnston Park Avenue, Simcoe, ON , MLS #S13836746 , Image - 1

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711 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13836746

Residential Condo & Other (Condo Townhouse)

$449900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
SUN, SAND, SLOPES and MORE! Live the four-season lifestyle you've been dreaming of - whether your days are filled with relaxing at the private beach,
24 Photos
Last Updated : 8 Days ago
49 Raglan Street, Simcoe, ON , MLS #S13824352 , Image - 1

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Unit-106, 49 Raglan Street Collingwood, Simcoe, ON MLS® S13824352

Residential Condo & Other (Condo Apartment)

$349000.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Here is a wonderful opportunity to enjoy an affordable, carefree lifestyle in Sunset Suites! This popular 60+ senior living community operates under a
26 Photos
Last Updated : 8 Days ago
1 Woodland Court, Simcoe, ON , MLS #S14093972 , Image - 1

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Unit-1, 1 Woodland Court Collingwood, Simcoe, ON MLS® S14093972

Residential Condo & Other (Semi-Detached Condo)

$950000.0
  • 2 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Rarely offered semi-detached bungalow condominium on a quiet, sought-after cul-de-sac in Cranberry Woodlands, backing directly onto the Cranberry Mars
38 Photos
Last Updated : 8 Days ago
44 Trott Boulevard, Simcoe, ON , MLS #S13762010 , Image - 1

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Unit-17, 44 Trott Boulevard Collingwood, Simcoe, ON MLS® S13762010

Residential Condo & Other (Condo Townhouse)

$799000.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Georgian Bay Waterfront Corner/ End Unit Condo! Welcome to your dream waterfront retreat! This beautifully updated 3-bedroom, 2-bathroom condo offers
45 Photos
Last Updated : 8 Days ago
15 Kayla Crescent, Simcoe, ON , MLS #S13851074 , Image - 1

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15 Kayla Crescent Collingwood, Simcoe, ON MLS® S13851074

Residential Freehold (Detached)

$1060000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
A Warm Home for Family, Friends & Four-Season Living : A standout feature of 15 Kayla Crescent is the separate lower-level in-law suite, offering flex
41 Photos
Last Updated : 8 Days ago
9 Valleymede Court, Simcoe, ON , MLS #S13880806 , Image - 1

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9 Valleymede Court Collingwood, Simcoe, ON MLS® S13880806

Residential Condo & Other (Condo Townhouse)

$549000.0
price drop iconPrice drop by 5.2%
  • 3 +1 Beds
  • 3 Baths
  • 1000-1199 sq-ft
Welcome to The Links, a sought-after community just minutes from Blue Mountain and Downtown Collingwood! This meticulously maintained 3+1 bedroom, 3-b
50 Photos
Last Updated : 9 Days ago
277 Birch Street, Simcoe, ON , MLS #S14140018 , Image - 1

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277 Birch Street Collingwood, Simcoe, ON MLS® S14140018

Residential Freehold (Detached)

$749000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Classic red brick home on a desirable Collingwood tree street. Beautiful historic features ~ wood pocket doors, wood floors, wood staircase, wood tri
34 Photos
Last Updated : 9 Days ago
435 Walnut Street, Simcoe, ON , MLS #S13631308 , Image - 1

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Unit-206, 435 Walnut Street Collingwood, Simcoe, ON MLS® S13631308

Residential Condo & Other (Condo Apartment)

$359900.0
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to Walnut Woods-this spacious and beautifully maintained 1-bedroom, 1-bathroom condo is perfectly situated in the heart of Collingwood. With a
40 Photos
Last Updated : 9 Days ago
24 Ramblings Way, Simcoe, ON , MLS #S12812282 , Image - 1

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24 Ramblings Way
Unit-1001, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12812282

Residential Condo & Other (Condo Apartment)

$999000.0
price drop iconPrice drop by 19.4%
  • 2 Beds
  • 2 Baths
  • 1800-1999 sq-ft
There are views, and then there are views like this! Perched above Southern Georgian Bay, this exceptional 1,894 sq. ft. 2 bedroom, 2 bathroom Penthou
50 Photos
Last Updated : 9 Days ago
15 Maidens Crescent, Simcoe, ON , MLS #S13793626 , Image - 1

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15 Maidens Crescent Collingwood, Simcoe, ON MLS® S13793626

Residential Freehold (Detached)

$1049000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Aurora Model | Premium Pie-Shaped Lot | Covered Rear Porch | Designer Finishes | Welcome to 15 Maidens Crescent, a beautifully appointed 4-bedroom Aur
48 Photos
Last Updated : 9 Days ago
6 Williams Street, Simcoe, ON , MLS #S14127144 , Image - 1

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6 Williams Street Collingwood, Simcoe, ON MLS® S14127144

Residential Freehold (Detached)

$999999.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Located in desirable Lockhart Meadows and backing directly onto the Georgian Trail! 6 Williams Street is a premium 2-storey family home set on a 200 f
40 Photos
Last Updated : 9 Days ago
2 Rowland Street, Simcoe, ON , MLS #S14138752 , Image - 1

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2 Rowland Street Collingwood, Simcoe, ON MLS® S14138752

Residential Freehold (Detached)

$1150000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to the modern district of the Town of Collingwood famous as a four season tourist destination. Less than 10 km to Blue Mountain Village, 8 km
30 Photos
Last Updated : 9 Days ago
57 Barker Boulevard, Simcoe, ON , MLS #S13494010 , Image - 1

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57 Barker Boulevard Collingwood, Simcoe, ON MLS® S13494010

Residential Condo & Other (Condo Townhouse)

$599000.0
price drop iconPrice drop by 7.7%
  • 3 +1 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Enjoy relaxed, low-maintenance living in this spacious and beautifully maintained one-owner home, quietly positioned along the 7th fairway of Cranberr
39 Photos
Last Updated : 9 Days ago
21 Eva Crescent, Simcoe, ON , MLS #S14137752 , Image - 1

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21 Eva Crescent Collingwood, Simcoe, ON MLS® S14137752

Residential Freehold (Detached)

$849999.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Just under an acre (.8 acre) backing onto the Pretty River right in Collingwood! Whether you are a contractor looking for your next project or a retir
50 Photos
Last Updated : 9 Days ago
116 SPRUCE Street, Simcoe, ON , MLS #S14123304 , Image - 1

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116 SPRUCE Street Collingwood, Simcoe, ON MLS® S14123304

Residential Freehold (Detached)

$475000.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Developers, Investors, or First Time Home Buyers! Central Collingwood, 3 bedrooms, updated bathroom, large kitchen with island, main floor laundry, f
31 Photos
Last Updated : 9 Days ago
440 Oxbow Crescent W, Simcoe, ON , MLS #S13516864 , Image - 1

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440 Oxbow Crescent W Collingwood, Simcoe, ON MLS® S13516864

Residential Condo & Other (Condo Townhouse)

$450000.0
  • 3 +0 Beds
  • 2 Baths
  • 1400-1599 sq-ft
FULLY FURNISHED & BONUS: SELLER WILL PAY 3 MONTHS OF CONDO FEES*** Move-in ready- 3 BEDROOM- 2 BATH Cranberry Village Condo. Minutes to Blue Mountain
16 Photos
Last Updated : 10 Days ago
301 Spruce Street, Simcoe, ON , MLS #S13802206 , Image - 1

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301 Spruce Street Collingwood, Simcoe, ON MLS® S13802206

Residential Freehold (Detached)

$690000.0
price drop iconPrice drop by 1.4%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
This is your chance to purchase a well located Collingwood property with a great 3 bedroom side spilt home on a large mature lot. Attached garage offe
37 Photos
Last Updated : 10 Days ago
439 Fifth Street, Simcoe, ON , MLS #S13872868 , Image - 1

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439 Fifth Street Collingwood, Simcoe, ON MLS® S13872868

Residential Freehold (Detached)

$624900.0
price drop iconPrice drop by 2.3%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this charming all-brick bungalow in the heart of Collingwood! A fantastic opportunity for first-time buyers, down sizers or investors. This
42 Photos
Last Updated : 11 Days ago
55 CONSERVATION Way, Simcoe, ON , MLS #S13828002 , Image - 1

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55 CONSERVATION Way Collingwood, Simcoe, ON MLS® S13828002

Residential Condo & Other (Condo Townhouse)

$699000.0
  • 3 +0 Beds
  • 4 Baths
  • 1200-1399 sq-ft
Silver Glen Preserve Townhome backing on to Cranberry Golf Course with coveted WALKOUT lower level. Spacious main level floor plan features a two piec
19 Photos
Last Updated : 11 Days ago
46 Dillon Drive, Simcoe, ON , MLS #S14135308 , Image - 1

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46 Dillon Drive Collingwood, Simcoe, ON MLS® S14135308

Residential Freehold (Detached)

$647000.0
  • 1 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Excellent Location - Move-In Ready! Enjoy an outstanding location close to the hospital, high school, shopping, restaurants, and bike trails! This wel
47 Photos
Last Updated : 11 Days ago
69 Joseph Trail, Simcoe, ON , MLS #S14134778 , Image - 1

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69 Joseph Trail Collingwood, Simcoe, ON MLS® S14134778

Residential Condo & Other (Condo Townhouse)

$739000.0
  • 3 Beds
  • 3 Baths
  • 1800-1999 sq-ft
Turn key ...completely furnished ......Welcome to Tanglewood at Cranberry Trail - one of Southern Georgian Bay's most sought-after communities. This s
50 Photos
Last Updated : 12 Days ago
28 Dey Drive W, Simcoe, ON , MLS #S13877010 , Image - 1

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28 Dey Drive W Collingwood, Simcoe, ON MLS® S13877010

Residential Freehold (Detached)

$699000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Beautifully maintained 4-bedroom, 3-bathroom detached home on an impressive 45' x 132' lot,perfectly positioned directly across from the newly develop
44 Photos
Last Updated : 12 Days ago
66 Telfer Road, Simcoe, ON , MLS #S13718016 , Image - 1

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66 Telfer Road Collingwood, Simcoe, ON MLS® S13718016

Residential Freehold (Detached)

$649900.0
price drop iconPrice drop by 2.9%
  • 4 Beds
  • 2 Baths
  • 700-1100 sq-ft
A versatile detached home offering 4 bedrooms, 2 full bathrooms, and finished living space across both levels in desirable west-end Collingwood. The m
27 Photos
Last Updated : 12 Days ago
23 Albany Street, Simcoe, ON , MLS #S14087986 , Image - 1

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23 Albany Street Collingwood, Simcoe, ON MLS® S14087986

Residential Freehold (Att/Row/Townhouse)

$579900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Built in 2021, this 3-bedroom, 2.5-bath freehold townhome offers bright, open-concept living with decorative wall moulding and a welcoming covered por
35 Photos
Last Updated : 12 Days ago
31 Huron Street, Simcoe, ON , MLS #S12456563 , Image - 1

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Unit-224, 31 Huron Street Collingwood, Simcoe, ON MLS® S12456563

Residential Condo & Other (Condo Apartment)

$869000.0
price drop iconPrice drop by 17.2%
  • 1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Luxury Waterfront Living in Downtown Collingwood-Your Four-Season Retreat. Welcome to this spacious 1,100 sq. ft. corner residence with panoramic view
21 Photos
Last Updated : 12 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13037230 , Image - 1

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Unit-2307, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13037230

Residential Condo & Other (Timeshare)

$19000.0
price drop iconPrice drop by 34.5%
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
An exceptional opportunity to own a fractional interest in a condo at Living Water Resort. Enjoy a vacation lifestyle in Collingwood with three design
50 Photos
Last Updated : 12 Days ago
1 Shipyard Lane, Simcoe, ON , MLS #S13555554 , Image - 1

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1 Shipyard Lane
Unit-302, 1 Shipyard Lane Collingwood, Simcoe, ON MLS® S13555554

Residential Condo & Other (Condo Apartment)

$575000.0
price drop iconPrice drop by 4.2%
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Open House on November 15, Sunday, from 12 pm- 2 pm. The Shipyards - A premier waterfront address in the heart of Collingwood. This refined third-floo
Open House : Sun Nov 15, 12:00 PM to 02:00 PM
28 Photos
Last Updated : 12 Days ago
13 Harbour Street W, Simcoe, ON , MLS #S13838396 , Image - 1

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Unit-253, 13 Harbour Street W Collingwood, Simcoe, ON MLS® S13838396

Residential Condo & Other (Condo Townhouse)

$319000.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to 253-13 Harbour Street West. This 2 bed, 1 bath townhouse condo nestled among the mature trees of Cranberry offers a fantastic opportunity f
48 Photos
Last Updated : 12 Days ago
62 Courtice Crescent, Simcoe, ON , MLS #S14130620 , Image - 1

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62 Courtice Crescent Collingwood, Simcoe, ON MLS® S14130620

Residential Freehold (Detached)

$585000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this updated 3-bedroom bungalow. Ideally located close to schools, shopping, restaurants and Blue Mountain. Bright, open and move-in ready.
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