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Houses for Sale in Collingwood ON Under $2 Million - P10

Showing results 271 - 296 of 296
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)
36 Photos
Last Updated : 73 Days ago
1 Hume Street E, Simcoe, ON , MLS #S13070312 , Image - 1
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Unit-609, 1 Hume Street E Collingwood, Simcoe, ON MLS® S13070312

Residential Condo & Other (Condo Apartment)

$1299990.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience Monaco luxury living in this west-facing penthouse, offering breathtaking panoramic views of the Niagara Escarpment and Georgian Bay. Desig
20 Photos
Last Updated : 76 Days ago
7 Anchorage Crescent, Simcoe, ON , MLS #S13706662 , Image - 1

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Unit-#308, 7 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13706662

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Experience the Georgian Bay lifestyle in the sought-after waterfront community of Wyldewood Cove. This bright 3rd-floor corner condo offers approximat
26 Photos
Last Updated : 78 Days ago
31 Huron Street, Simcoe, ON , MLS #S13709932 , Image - 1

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Unit-326, 31 Huron Street Collingwood, Simcoe, ON MLS® S13709932

Residential Condo & Other (Common Element Condo)

$799000.0
  • 1 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Georgian Bay View from this 1075 sq ft one-bedroom plus den and two full bath custom open concept floor plan. Opportunity to purchase turnkey furnish
40 Photos
Last Updated : 78 Days ago
47 Market Street, Simcoe, ON , MLS #S13538642 , Image - 1

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47 Market Street Collingwood, Simcoe, ON MLS® S13538642

Residential Freehold (Detached)

$599000.0
price drop iconPrice drop by 13.1%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Literal steps from downtown Collingwood, this C1-zoned property presents a rare opportunity in one of the area's most desirable locations.Currently us
23 Photos
Last Updated : 80 Days ago
55 Trott Boulevard, Simcoe, ON , MLS #S13665944 , Image - 1

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Unit-139, 55 Trott Boulevard Collingwood, Simcoe, ON MLS® S13665944

Residential Condo & Other (Condo Townhouse)

$495000.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Unit 139 at 55 Trott Boulevard, a beautifully maintained main-floor condo offering comfortable, low-maintenance living in a sought-after lo
1 Photos
Last Updated : 81 Days ago
99 High Street, Simcoe, ON
99 High Street Collingwood, Simcoe, ON MLS® S13695750

Residential Freehold (Att/Row/Townhouse)

$399999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
FREE HOLD Townhouse Perfect for First Time Buyer or Investors 3 Bedrooms 2 Bath. Experience a vibrant Collingwood lifestyle in this Two Story house wh
3 Photos
Last Updated : 83 Days ago
41 Conc 10 Nottawasaga PT 21 N/A, Simcoe, ON , MLS #S13668732 , Image - 1
41 Conc 10 Nottawasaga PT 21 N/A Collingwood, Simcoe, ON MLS® S13668732

Residential Freehold (Vacant Land)

$395000.0
ATTENTION BUILDERS & DEVELOPERS - GREAT DEVELOPMENT OPPORTUNITY! POSSIBILY APPROXIMATELY UP TO 7 BUILDING LOTS, in near future located at 41 Concessio
13 Photos
Last Updated : 86 Days ago
155 Plewes Drive, Simcoe, ON , MLS #S13652478 , Image - 1

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155 Plewes Drive Collingwood, Simcoe, ON MLS® S13652478

Residential Freehold (Detached)

$1150000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Discover modern living in this beautifully upgraded, 3-year-new, 2,351 sq. ft. detached home nestled in Devonleigh Homes' prestigious Summit View Phas
50 Photos
Last Updated : 88 Days ago
537 Ste Marie Street, Simcoe, ON , MLS #S13127624 , Image - 1

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537 Ste Marie Street Collingwood, Simcoe, ON MLS® S13127624

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 17.7%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
UNIQUE OPPORTUNITY to purchase a delightful 3 Bedroom Victorian heritage property with wrap around porch and ample parking in an excellent location an
50 Photos
Last Updated : 88 Days ago
53 Joseph Trail, Simcoe, ON , MLS #S13247414 , Image - 1

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53 Joseph Trail Collingwood, Simcoe, ON MLS® S13247414

Residential Condo & Other (Condo Townhouse)

$650000.0
  • 2 Beds
  • 3 Baths
  • 1200-1399 sq-ft
EVER POPULAR TANGLEWOOD. This Modern & Contemporary Townhouse is sure to please whether you're looking for a full time home or Seasonal Retreat. Immac
45 Photos
Last Updated : 88 Days ago
522 Oxbow Crescent, Simcoe, ON , MLS #S12952860 , Image - 1

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522 Oxbow Crescent Collingwood, Simcoe, ON MLS® S12952860

Residential Condo & Other (Condo Townhouse)

$562500.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Peaceful and Private location in Cranberry. Close to all the local trails for biking and hiking and just a few minutes from downtown Collingwood & Blu
26 Photos
Last Updated : 90 Days ago
30 Joseph Trail, Simcoe, ON , MLS #S13670478 , Image - 1

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30 Joseph Trail Collingwood, Simcoe, ON MLS® S13670478

Residential Condo & Other (Condo Townhouse)

$469000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to 30 Joseph Trail in the sought-after Tanglewood community of Collingwood! This exceptionally well-cared-for 2-bedroom, 2-bathroom townhouse
9 Photos
Last Updated : 91 Days ago
645 Sixth Street, Simcoe, ON , MLS #S13642976 , Image - 1

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645 Sixth Street Collingwood, Simcoe, ON MLS® S13642976

Residential Freehold (Vacant Land)

$1980000.0
ATTENTION BUILDERS & DEVELOPERS! Rare opportunity to acquire approximately 2.51 acres of residential development land in the Town of Collingwood. Idea
15 Photos
Last Updated : 96 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13611308 , Image - 1

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Unit-6412/14, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13611308

Residential Condo & Other (Condo Apartment)

$34900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Top-Floor Waterfront Living in Collingwood with all maintenance fees paid until 2028! Pack your bags and unwind at Living Water Resort & Spa, a premie
43 Photos
Last Updated : 96 Days ago
125 Sixth Street, Simcoe, ON , MLS #S13639564 , Image - 1

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125 Sixth Street Collingwood, Simcoe, ON MLS® S13639564

Residential Freehold (Detached)

$1194000.0
price drop iconPrice drop by 4.0%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Victoria Annex: History Made Modern nestled in one of Collingwood's most sought-after neighbourhoods. A rare opportunity in a limited collection of si
43 Photos
Last Updated : 106 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13077362 , Image - 1

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Unit-6411/6413, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13077362

Residential Condo & Other (Condo Apartment)

$48500.0
price drop iconPrice drop by 19.2%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Water Resort & Spa, your four-season getaway on the shores of Georgian Bay in beautiful Collingwood. This fractional ownership oppor
35 Photos
Last Updated : 106 Days ago
10 Brandy Lane Drive, Simcoe, ON , MLS #S13612040 , Image - 1

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Unit-204, 10 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13612040

Residential Condo & Other (Condo Apartment)

$424000.0
  • 1 Beds
  • 2 Baths
  • 700-799 sq-ft
One of the most private locations in the Wyldewood Community, backing on to green space and the trails. Comfortable Year round living or your four sea
18 Photos
Last Updated : 110 Days ago
175 Second Street, Simcoe, ON , MLS #S13602058 , Image - 1

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175 Second Street Collingwood, Simcoe, ON MLS® S13602058

Residential Freehold (Triplex)

$1850000.0
  • 6 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Step back in time while securing your financial future with this remarkable century-old triplex. Located just two blocks from Collingwood's vibrant do
5 Photos
Last Updated : 118 Days ago
9 HARBOUR Street E, Simcoe, ON , MLS #S12720304 , Image - 1
Unit-6201-03, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S12720304

Residential Condo & Other (Condo Apartment)

$40000.0
price drop iconPrice drop by 20.0%
  • 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
49 Photos
Last Updated : 126 Days ago
216 Cedar Street, Simcoe, ON , MLS #S13534876 , Image - 1

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216 Cedar Street Collingwood, Simcoe, ON MLS® S13534876

Residential Freehold (Detached)

$1575000.0
  • 9 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Nestled on one of Collingwood's most desirable Tree Streets, this distinguished century home presents a rare opportunity to own a landmark property ju
27 Photos
Last Updated : 150 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13442150 , Image - 1

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Unit-5109/5111, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13442150

Residential Condo & Other (Condo Apartment)

$35000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Unit 5109/5111 at Living Water Resort & Spa, an opportunity to own a fraction of Collingwood's premier waterfront resort on the shores of G
17 Photos
Last Updated : 154 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S13414812 , Image - 1

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Unit-202, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S13414812

Residential Condo & Other (Condo Apartment)

$494900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Brand New Condo at The View with the added luxury of underground parking! Recently completed and READY TO MOVE IN! Located in the desirable Blue Fairw
6 Photos
Last Updated : 161 Days ago
9742 Beachwood Road, Simcoe, ON , MLS #S13232200 , Image - 1

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9742 Beachwood Road Collingwood, Simcoe, ON MLS® S13232200

Residential Freehold (Vacant Land)

$179000.0
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
4 Photos
Last Updated : 161 Days ago
9736 Beachwood Road, Simcoe, ON , MLS #S13232192 , Image - 1
9736 Beachwood Road Collingwood, Simcoe, ON MLS® S13232192

Residential Freehold (Vacant Land)

$179000.0
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
25 Photos
Last Updated : 168 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12873526 , Image - 1

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Unit-3411/3413, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12873526

Residential Condo & Other (Other)

$45000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Enjoy your own piece of paradise on the shores of Georgian Bay at Living Water Resort & Spa in Collingwood. This fractional condominium offers an idea
28 Photos
Last Updated : 180 Days ago
41 Glen Road, Simcoe, ON , MLS #S13132562 , Image - 1

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41 Glen Road Collingwood, Simcoe, ON MLS® S13132562

Residential Freehold (Detached)

$1799000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome To 41 Glen Rd - Highly Sought After, 101 Ft Of Georgian Bay Direct Waterfront With Pristine Sandy Beach. Offered To Market For The First Time
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