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Houses for Sale in Collingwood ON Under $2 Million - P9

Showing results 241 - 270 of 296
Last Updated: November 11, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
2 Photos
Last Updated : 47 Days ago
23 Market Street, Simcoe, ON , MLS #S13828486 , Image - 1
23 Market Street Collingwood, Simcoe, ON MLS® S13828486

Residential Freehold (Vacant Land)

$599900.0
A rare opportunity to acquire vacant commercial land in the heart of downtown Collingwood. Zoned C1 - Downtown Core Commercial, this property offers e
43 Photos
Last Updated : 49 Days ago
4 BRANDY LANE Drive, Simcoe, ON , MLS #S13818234 , Image - 1

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Unit-201, 4 BRANDY LANE Drive Collingwood, Simcoe, ON MLS® S13818234

Residential Condo & Other (Condo Apartment)

$529000.0
  • 3 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to this stunning 3-bedroom, 2-bathroom condo in the highly sought-after Wyldewood Development, ideally situated in the heart of Collingwood. P
43 Photos
Last Updated : 49 Days ago
20 Highlands Crescent, Simcoe, ON , MLS #S13773478 , Image - 1

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20 Highlands Crescent Collingwood, Simcoe, ON MLS® S13773478

Residential Freehold (Detached)

$950000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Talk about a move-in ready home! Set out a south facing lot, 20 Highlands Crescent features 4 bedrooms (3+1), 3.5 bath, 2,176 sq ft above grade and ha
1 Photos
Last Updated : 49 Days ago
9618 Beachwood Road, Simcoe, ON
9618 Beachwood Road Collingwood, Simcoe, ON MLS® S13693842

Residential Freehold (Vacant Land)

$499000.0
price drop iconPrice drop by 16.7%
  • < 700 sq-ft
This 2.25-acre property sits on the corner of Beachwood Rd and King St, just south of Poplar Sideroad. The lot offers excellent severance potential, m
41 Photos
Last Updated : 50 Days ago
89 Connor Avenue, Simcoe, ON , MLS #S13785420 , Image - 1

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89 Connor Avenue Collingwood, Simcoe, ON MLS® S13785420

Residential Freehold (Detached)

$749000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
RENOVATED COMFORT IN DESIRABLE GEORGIAN MEADOWS, JUST MINUTES FROM PARKS, TRAILS, & OUTDOOR ADVENTURE! Welcome to the desirable Georgian Meadows commu
23 Photos
Last Updated : 51 Days ago
218 Fifth Street, Simcoe, ON , MLS #S12876586 , Image - 1

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Unit-1&2, 218 Fifth Street Collingwood, Simcoe, ON MLS® S12876586

Residential Freehold (Duplex)

$950000.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Recently Renovated Duplex in central Collingwood, containing 2 rental units. Great Neighbourhood, close to schools, parks, trails, shopping, The Y, li
36 Photos
Last Updated : 51 Days ago
307 Fourth Street W, Simcoe, ON , MLS #S13772094 , Image - 1

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307 Fourth Street W Collingwood, Simcoe, ON MLS® S13772094

Residential Freehold (Detached)

$688000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to a home where character, charm and an exceptional location come together. Situated on a desirable corner lot in a family-friendly Collingwoo
21 Photos
Last Updated : 54 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12562086 , Image - 1

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Unit-4119, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12562086

Residential Condo & Other (Timeshare)

$19000.0
price drop iconPrice drop by 67.2%
  • 1 Beds
  • 1 Baths
  • 900-999 sq-ft
Exclusive Waterfront Ownership - Living Water Resort & Spa, Collingwood. Three Premium Weeks of Luxury, Lifestyle & Flexibility2026 is prepaid already
31 Photos
Last Updated : 56 Days ago
9 Harbour Street, Simcoe, ON , MLS #S13794028 , Image - 1

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Unit-6112/6114, 9 Harbour Street Collingwood, Simcoe, ON MLS® S13794028

Residential Condo & Other (Condo Apartment)

$21000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Discover Fractional Ownership At Living Waters Resort With This Turnkey 1/17th Share, Offering Three Annual Vacation Weeks Including Weeks 11, 12, And
23 Photos
Last Updated : 56 Days ago
590 Tenth Street, Simcoe, ON , MLS #S13736530 , Image - 1

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590 Tenth Street Collingwood, Simcoe, ON MLS® S13736530

Residential Condo & Other (Condo Townhouse)

$340000.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Townhouse style condo with it's own yard in the heart of Collingwood. An open concept main floor living area awaits with ceramic and laminate flooring
39 Photos
Last Updated : 56 Days ago
130 Fifth Street, Simcoe, ON , MLS #S13639562 , Image - 1

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130 Fifth Street Collingwood, Simcoe, ON MLS® S13639562

Residential Freehold (Detached)

$1180000.0
price drop iconPrice drop by 4.1%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Victoria Annex: History Made Modern Nestled in one of Collingwood's most sought-after neighbourhoods, Victoria Annex is a boutique community of just n
45 Photos
Last Updated : 56 Days ago
1 Kennedy Avenue, Simcoe, ON , MLS #S13610244 , Image - 1

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1 Kennedy Avenue Collingwood, Simcoe, ON MLS® S13610244

Residential Freehold (Att/Row/Townhouse)

$705000.0
price drop iconPrice drop by 3.3%
  • 4 +0 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully upgraded end unit townhome in the highly desirable Blue Fairway community, offering the perfect blend of luxury, comfort a
25 Photos
Last Updated : 57 Days ago
2506 Concession 10 N Nottawasaga Road, Simcoe, ON , MLS #S13787388 , Image - 1

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2506 Concession 10 N Nottawasaga Road Collingwood, Simcoe, ON MLS® S13787388

Residential Freehold (Detached)

$895000.0
  • 2 +2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
**RARE 5.7-ACRES BLUE MOUNTAIN AREA RETREAT - PRIVACY, NATURE & INCREDIBLE LOCATION!** This is the opportunity you've been waiting for! Nestled on app
48 Photos
Last Updated : 58 Days ago
148 Napier Street, Simcoe, ON , MLS #S13770492 , Image - 1

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148 Napier Street Collingwood, Simcoe, ON MLS® S13770492

Residential Freehold (Detached)

$1249000.0
  • 3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Right in the heart of downtown Collingwood and surrounded by some of the town's most recognisable landmark buildings, this extensively renovated and t
5 Photos
Last Updated : 58 Days ago
302 Seventh Street, Simcoe, ON , MLS #S13762758 , Image - 1
302 Seventh Street Collingwood, Simcoe, ON MLS® S13762758

Residential Freehold (Vacant Land)

$819000.0
Rare in-town development opportunity in Collingwood. Located at 302 Seventh Street, this approximately 0.46-acre vacant parcel offers an impressive 12
34 Photos
Last Updated : 61 Days ago
18 Hughes Street, Simcoe, ON , MLS #S13734672 , Image - 1

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18 Hughes Street Collingwood, Simcoe, ON MLS® S13734672

Residential Freehold (Detached)

$849000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome Home to Pretty River Estates! This beautifully upgraded raised bungalow offers an incredible 2,300 + sqft of total finished living space, perf
42 Photos
Last Updated : 61 Days ago
4 Kimberly Lane, Simcoe, ON , MLS #S13103970 , Image - 1

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4 Kimberly Lane
Unit-217, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13103970

Residential Condo & Other (Condo Apartment)

$598142.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
TAKE ADVANTAGE OF THE NEW HST REBATE PROGRAM!! Welcome to Royal Windsor Condominiums in Beautiful Collingwood - This Brand new NOBLE suite (1,250 Sq f
32 Photos
Last Updated : 61 Days ago
4 Kimberly Lane, Simcoe, ON , MLS #S13103944 , Image - 1

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4 Kimberly Lane
Unit-122, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13103944

Residential Condo & Other (Condo Apartment)

$596372.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
TAKE ADVANTAGE OF THE NEW HST REBATE PROGRAM!! Welcome to Royal Windsor Condominiums in Beautiful Collingwood - This Brand new PRINCESS suite (1,250 S
35 Photos
Last Updated : 61 Days ago
38 Joseph Trail, Simcoe, ON , MLS #S13770684 , Image - 1

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38 Joseph Trail Collingwood, Simcoe, ON MLS® S13770684

Residential Condo & Other (Condo Townhouse)

$749000.0
  • 3 +1 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Collingwood - 4 Bedroom, 2.5 Bathroom Townhouse. This turn-key property offers a seamless move-in experience, complete with all furnishings, linens, a
32 Photos
Last Updated : 62 Days ago
1 Hume Street, Simcoe, ON , MLS #S13686644 , Image - 1

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Unit-422, 1 Hume Street Collingwood, Simcoe, ON MLS® S13686644

Residential Condo & Other (Condo Apartment)

$558000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to The Bright East Facing 4th Floor, Edward Suite, a 1 Bedroom Plus Den with 10ft Ceilings, Upgraded 8ft Interior Doors, an Open Concept Layou
30 Photos
Last Updated : 63 Days ago
67 East Street E, Simcoe, ON , MLS #S13759122 , Image - 1

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67 East Street E Collingwood, Simcoe, ON MLS® S13759122

Residential Freehold (Detached)

$629999.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 67 East Collingwood - a solid all-brick bungalow offering comfort, versatility, and excellent investment potential. This well-maintained ho
19 Photos
Last Updated : 64 Days ago
3 Brandy Lane Drive, Simcoe, ON , MLS #S13754258 , Image - 1

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Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13754258

Residential Condo & Other (Condo Apartment)

$429000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Ski Season is Fast Approaching, don't miss this Opportunity to live the Collingwood lifestyle. This four season turn-key 2-bedroom, 2-bathroom condo l
16 Photos
Last Updated : 64 Days ago
9 Harbour Street, Simcoe, ON , MLS #S13752368 , Image - 1

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Unit-4104/4106, 9 Harbour Street Collingwood, Simcoe, ON MLS® S13752368

Residential Condo & Other (Timeshare)

$30000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Hawaii, Palm Springs, Barcelona, Paris, Asia, Austrailia...! This fractional unit affords you membership with Interval International affording you pr
1 Photos
Last Updated : 68 Days ago
54 STANLEY Street, Simcoe, ON
54 STANLEY Street Collingwood, Simcoe, ON MLS® S13744926

Residential Freehold (Other)

$500000.0
  • < 700 sq-ft
47 Photos
Last Updated : 69 Days ago
17 Swain Crescent, Simcoe, ON , MLS #S13664028 , Image - 1

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17 Swain Crescent Collingwood, Simcoe, ON MLS® S13664028

Residential Freehold (Att/Row/Townhouse)

$969900.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Sunvale's model home is now available for purchase. This exceptional end-unit offers over 2,700 sq. ft. of beautifully appointed living space, with 5
33 Photos
Last Updated : 69 Days ago
31 Huron Street, Simcoe, ON , MLS #S13158558 , Image - 1

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Unit-523, 31 Huron Street Collingwood, Simcoe, ON MLS® S13158558

Residential Condo & Other (Condo Apartment)

$1150000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
The Best Views in the Building | Day or Night. This is the one everyone talks about. From this unit, you'll watch downtown Collingwood light up at nig
50 Photos
Last Updated : 69 Days ago
53 Broadview Street, Simcoe, ON , MLS #S13739812 , Image - 1

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53 Broadview Street Collingwood, Simcoe, ON MLS® S13739812

Residential Freehold (Detached)

$1375000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Chalet-inspired Collingwood living minutes from the georgian bay, surrounded by mature trees, greenery and beautifully landscaped grounds. This distin
32 Photos
Last Updated : 70 Days ago
12 Mitchell Avenue, Simcoe, ON , MLS #S13007036 , Image - 1

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12 Mitchell Avenue Collingwood, Simcoe, ON MLS® S13007036

Residential Freehold (Detached)

$779000.0
price drop iconPrice drop by 6.0%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
This modern yet cozy open-concept home of over 1,300 sq ft has everything you need! An open foyer lets light in on both levels and a grey-stained oak
46 Photos
Last Updated : 71 Days ago
5 Anchorage Crescent, Simcoe, ON , MLS #S13496248 , Image - 1

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Unit-201, 5 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13496248

Residential Condo & Other (Condo Apartment)

$689900.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Mountain Views, Bay Breezes, and Two Balconies - A Rare Find in Wylde Cove-Wake up to clear, unobstructed views of the mountain through the oversized
27 Photos
Last Updated : 72 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13728146 , Image - 1

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Unit-5209, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13728146

Residential Condo & Other (Other)

$27000.0
  • 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
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