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Houses for Sale in Collingwood ON Under $2 Million - P5

Showing results 121 - 150 of 297
Last Updated: November 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 10 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 : 10 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 : 10 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
39 Photos
Last Updated : 10 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 : 10 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 : 11 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 : 11 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 : 11 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 : 12 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
47 Photos
Last Updated : 12 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 : 13 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 : 13 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 : 13 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 : 13 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 : 13 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 : 13 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 : 13 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
50 Photos
Last Updated : 14 Days ago
51 Maidens Crescent, Simcoe, ON , MLS #S13817206 , Image - 1

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51 Maidens Crescent Collingwood, Simcoe, ON MLS® S13817206

Residential Freehold (Detached)

$1219800.0
price drop iconPrice drop by 2.4%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 51 Maidens Crescent in Summit View, a beautifully upgraded Devonleigh-built home offering 2,335 sq. ft. of thoughtfully designed living spa
47 Photos
Last Updated : 14 Days ago
19 Kells Crescent, Simcoe, ON , MLS #S14129182 , Image - 1

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19 Kells Crescent Collingwood, Simcoe, ON MLS® S14129182

Residential Freehold (Detached)

$1025000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained original-owner bungalow in the highly sought after Mair Mills Estates! Situated on a generous .33 acre premium
50 Photos
Last Updated : 14 Days ago
15 Saunders Street, Simcoe, ON , MLS #S13520864 , Image - 1

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15 Saunders Street Collingwood, Simcoe, ON MLS® S13520864

Residential Freehold (Detached)

$1399000.0
price drop iconPrice drop by 6.7%
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
ONE HOME - TWO DRIVEWAYS - TWO GARAGES! Welcome to this exceptional raised bungalow offering nearly 4,000 total sq. ft. of beautifully designed livin
42 Photos
Last Updated : 14 Days ago
423 Mariners Way, Simcoe, ON , MLS #S13807296 , Image - 1

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423 Mariners Way Collingwood, Simcoe, ON MLS® S13807296

Residential Condo & Other (Condo Apartment)

$849000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Lighthouse Point! Discover this rarely available 3-bedroom Garden Home, ideally located near the clubhouse in one of the most sought-after
48 Photos
Last Updated : 14 Days ago
49 Trott Boulevard, Simcoe, ON , MLS #S13808690 , Image - 1

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Unit-179, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S13808690

Residential Condo & Other (Condo Apartment)

$429000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to Harbourside 1 in Collingwood. Main floor, corner/end unit, bungalow style condo townhouse, with exterior storage locker and walkout to pati
24 Photos
Last Updated : 15 Days ago
71 Gibbard Crescent, Simcoe, ON , MLS #S13588594 , Image - 1

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71 Gibbard Crescent Collingwood, Simcoe, ON MLS® S13588594

Residential Freehold (Semi-Detached )

$499000.0
price drop iconPrice drop by 3.9%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Bright and fresh -- ready for you and your family. This is a two storey semi-detached with three bedrooms on the upper level and living room, kitchen
22 Photos
Last Updated : 15 Days ago
1 Brandy Lane Drive, Simcoe, ON , MLS #S14094094 , Image - 1

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Unit-300, 1 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S14094094

Residential Condo & Other (Condo Apartment)

$345000.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Welcome to relaxed, four-season living in Collingwood's highly sought-after Wyldewood community. This bright, corner-situated, 1-bedroom, 1-bathroom c
38 Photos
Last Updated : 15 Days ago
9 Bailey Street, Simcoe, ON , MLS #S14103630 , Image - 1

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9 Bailey Street Collingwood, Simcoe, ON MLS® S14103630

Residential Freehold (Att/Row/Townhouse)

$549900.0
price drop iconPrice drop by 4.4%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
FREEHOLD END-UNIT TOWNHOME IN COLLINGWOOD-NO CONDO FEES!!! . Discover an exceptional opportunity to own a spacious, appox. 1,644 sqft. townhome in one
47 Photos
Last Updated : 15 Days ago
678 Johnston Park Avenue, Simcoe, ON , MLS #S13864200 , Image - 1

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678 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13864200

Residential Condo & Other (Condo Apartment)

$574000.0
price drop iconPrice drop by 8.2%
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Indulge in the vibrant lifestyle offered by Lighthouse Point Yacht & Tennis Club, an exquisite waterfront haven spanning more than 125 lush acres, tee
47 Photos
Last Updated : 15 Days ago
21 Sierra Trail, Simcoe, ON , MLS #S13701358 , Image - 1

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21 Sierra Trail Collingwood, Simcoe, ON MLS® S13701358

Residential Condo & Other (Condo Townhouse)

$949000.0
price drop iconPrice drop by 4.6%
  • 3 +1 Beds
  • 4 Baths
  • 1800-1999 sq-ft
The space you love. The lifestyle you've earned. Discover an exceptional opportunity for four-season living in Collingwood with this beautifully renov
29 Photos
Last Updated : 16 Days ago
789 Johnston Park Avenue, Simcoe, ON , MLS #S14120916 , Image - 1

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789 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S14120916

Residential Condo & Other (Common Element Condo)

$599000.0
  • 3 Beds
  • 3 Baths
  • 1000-1199 sq-ft
Fantastic income generating unit with current tenant, or a lovely unit for personal use. Discover the perfect blend of comfort, value, and lifestyle i
46 Photos
Last Updated : 17 Days ago
81 Kari Crescent, Simcoe, ON , MLS #S13660884 , Image - 1

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81 Kari Crescent Collingwood, Simcoe, ON MLS® S13660884

Residential Condo & Other (Vacant Land Condo)

$649000.0
price drop iconPrice drop by 10.5%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to this well-maintained bungalow townhouse in Collingwood's Balmoral Village, offering comfortable, low-maintenance living in a convenient loc
9 Photos
Last Updated : 17 Days ago
23 Silver Creek Drive, Simcoe, ON , MLS #S13519522 , Image - 1

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23 Silver Creek Drive Collingwood, Simcoe, ON MLS® S13519522

Residential Freehold (Vacant Land)

$599000.0
price drop iconPrice drop by 14.3%
A rare offering in Collingwood's sought-after Forest neighbourhood: a severed half-acre building lot with an existing detached garage and its own sepa
Shortlisted Properties
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