306+ Houses for Sale in Collingwood Under $5 Million

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3 Brandy Lane Drive, Simcoe, ON , MLS #S13754258 , Image - 1

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

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9 Harbour Street, Simcoe, ON , MLS #S13752368 , Image - 1

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

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54 STANLEY Street Collingwood, Simcoe, ON MLS® S13744926

Residential Freehold (Other)

$500000.0

< 700 sq-ft

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12 WHEELHOUSE Crescent, Simcoe, ON , MLS #S13735694 , Image - 1

12 WHEELHOUSE Crescent Collingwood, Simcoe, ON MLS® S13735694

Residential Condo & Other (Condo Townhouse)

$2300000.0

4 +0 Beds
4 Baths
2750-2999 sq-ft

This spectacular waterfront condo in The Shipyards offers 3,591 square feet of finished living space across three storeys of luxury construction, with

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17 Swain Crescent, Simcoe, ON , MLS #S13664028 , Image - 1

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

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31 Huron Street, Simcoe, ON , MLS #S13158558 , Image - 1

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

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53 Broadview Street, Simcoe, ON , MLS #S13739812 , Image - 1

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

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12 Mitchell Avenue, Simcoe, ON , MLS #S13007036 , Image - 1

12 Mitchell Avenue Collingwood, Simcoe, ON MLS® S13007036

Residential Freehold (Detached)

$779000.0

Price 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

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5 Anchorage Crescent, Simcoe, ON , MLS #S13496248 , Image - 1

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

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9 Harbour Street E, Simcoe, ON , MLS #S13728146 , Image - 1

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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1 Hume Street E, Simcoe, ON , MLS #S13070312 , Image - 1

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

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7 Anchorage Crescent, Simcoe, ON , MLS #S13706662 , Image - 1

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

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31 Huron Street, Simcoe, ON , MLS #S13709932 , Image - 1

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

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47 Market Street, Simcoe, ON , MLS #S13538642 , Image - 1

47 Market Street Collingwood, Simcoe, ON MLS® S13538642

Residential Freehold (Detached)

$599000.0

Price 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

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55 Trott Boulevard, Simcoe, ON , MLS #S13665944 , Image - 1

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

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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

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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

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155 Plewes Drive, Simcoe, ON , MLS #S13652478 , Image - 1

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

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537 Ste Marie Street, Simcoe, ON , MLS #S13127624 , Image - 1

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

Residential Freehold (Detached)

$699000.0

Price 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

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53 Joseph Trail, Simcoe, ON , MLS #S13247414 , Image - 1

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

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522 Oxbow Crescent, Simcoe, ON , MLS #S12952860 , Image - 1

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

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30 Joseph Trail, Simcoe, ON , MLS #S13670478 , Image - 1

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

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645 Sixth Street, Simcoe, ON , MLS #S13642976 , Image - 1

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

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9 Harbour Street E, Simcoe, ON , MLS #S13611308 , Image - 1

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

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125 Sixth Street, Simcoe, ON , MLS #S13639564 , Image - 1

125 Sixth Street Collingwood, Simcoe, ON MLS® S13639564

Residential Freehold (Detached)

$1194000.0

Price 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

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9 Harbour Street E, Simcoe, ON , MLS #S13077362 , Image - 1

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

Residential Condo & Other (Condo Apartment)

$48500.0

Price 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

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10 Brandy Lane Drive, Simcoe, ON , MLS #S13612040 , Image - 1

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

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175 Second Street, Simcoe, ON , MLS #S13602058 , Image - 1

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

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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 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

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216 Cedar Street, Simcoe, ON , MLS #S13534876 , Image - 1

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

Houses for Sale in Collingwood ON Under $5 Million - P10