335+ Houses for Sale in Collingwood Under $2 Million

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48 Thomas Drive, Simcoe, ON , MLS #S13772878 , Image - 1

48 Thomas Drive Collingwood, Simcoe, ON MLS® S13772878

Residential Freehold (Att/Row/Townhouse)

$849000.0

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to this beautifully appointed 3-bedroom, 3-bathroom townhome offering 2,214 sq. ft. of thoughtfully designed living space in a mature, highly

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36 Georgian Meadows Drive, Simcoe, ON , MLS #S13537830 , Image - 1

36 Georgian Meadows Drive Collingwood, Simcoe, ON MLS® S13537830

Residential Freehold (Detached)

$959900.0

Price drop by 3.0%

4 Beds
3 Baths
2000-2500 sq-ft

A fabulous Executive 4 bedroom home in a wonderful family neighbourhood in Collingwood. The main floor has custom high end Kitchen with quartz counter

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7 Collship Lane, Simcoe, ON , MLS #S13666284 , Image - 1

7 Collship Lane Collingwood, Simcoe, ON MLS® S13666284

Residential Condo & Other (Condo Townhouse)

$1135000.0

Price drop by 1.3%

4 Beds
5 Baths
2000-2249 sq-ft

Welcome to luxury living in the heart of the prestigious Shipyards community. This exceptional home features four bedrooms, including a main-floor pri

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74 Telfer Road, Simcoe, ON , MLS #S13752784 , Image - 1

74 Telfer Road Collingwood, Simcoe, ON MLS® S13752784

Residential Freehold (Detached)

$614900.0

2 +2 Beds
2 Baths
700-1100 sq-ft

MANY UPGRADES & EXCELLENT LOCATION!! Beautifully maintained 4 Bedroom, 2 bathroom raised bungalow with over 1700 sq ft. of living space. Thoughtfully

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135 Conservation Way, Simcoe, ON , MLS #S13698312 , Image - 1

135 Conservation Way Collingwood, Simcoe, ON MLS® S13698312

Residential Condo & Other (Condo Townhouse)

$839900.0

Price drop by 1.2%

3 Beds
4 Baths
1600-1799 sq-ft

Welcome to 135 Conservation Way, a beautifully upgraded home approx. over 2200 sq.ft. of living space, located in the upper, newer section of Silver G

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50 Silver Glen Boulevard, Simcoe, ON , MLS #S13654472 , Image - 1

50 Silver Glen Boulevard Collingwood, Simcoe, ON MLS® S13654472

Residential Condo & Other (Condo Townhouse)

$699999.0

Price drop by 3.4%

3 Beds
3 Baths
1200-1399 sq-ft

Thoughtfully upgraded four seasons home, minutes to ski hills, scenic trails and downtown Collingwood. Freshly painted throughout, Modern kitchen with

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56 Winters Crescent, Simcoe, ON , MLS #S13790322 , Image - 1

56 Winters Crescent Collingwood, Simcoe, ON MLS® S13790322

Residential Condo & Other (Condo Townhouse)

$559000.0

2 Beds
3 Baths
1400-1599 sq-ft

Embrace Modern Living: Newly Constructed Three-Story Townhome Ready for You! Nestled in the Tranquil West End of Collingwood, this Home Offers Proximi

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9 Harbour Street, Simcoe, ON , MLS #S13794028 , Image - 1

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

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31 Huron Street, Simcoe, ON , MLS #S13641626 , Image - 1

Unit-618, 31 Huron Street Collingwood, Simcoe, ON MLS® S13641626

Residential Condo & Other (Condo Apartment)

$1099000.0

Price drop by 3.5%

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Penthouse 618 at Harbour House, Collingwood's premier waterfront condominium in the heart of downtown. Completed in 2025, this luxury resid

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15 Maidens Crescent, Simcoe, ON , MLS #S13793626 , Image - 1

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

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562 Cameron Street, Simcoe, ON , MLS #S13756876 , Image - 1

562 Cameron Street Collingwood, Simcoe, ON MLS® S13756876

Residential Freehold (Detached)

$1250000.0

2 Beds
2 Baths
1500-2000 sq-ft

Welcome to 562 Cameron Street. Set on an extraordinary half-acre lot in central Collingwood, this 1890 stone house is rich in charm, character, and ti

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29 Williams Street, Simcoe, ON , MLS #S13782628 , Image - 1

29 Williams Street Collingwood, Simcoe, ON MLS® S13782628

Residential Freehold (Detached)

$1125000.0

4 Beds
4 Baths
1500-2000 sq-ft

Bright & Beautiful Bungaloft tucked into one of Collingwood's most peaceful and picturesque neighbourhoods, offers a rare opportunity: 2849sq ft of fi

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590 Tenth Street, Simcoe, ON , MLS #S13736530 , Image - 1

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

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130 Fifth Street, Simcoe, ON , MLS #S13639562 , Image - 1

130 Fifth Street Collingwood, Simcoe, ON MLS® S13639562

Residential Freehold (Detached)

$1180000.0

Price 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

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724 Ste Marie Street, Simcoe, ON , MLS #S13651184 , Image - 1

724 Ste Marie Street Collingwood, Simcoe, ON MLS® S13651184

Residential Freehold (Link)

$649000.0

Price drop by 3.9%

3 +1 Beds
3 Baths
1500-2000 sq-ft

Tucked at the end of a quiet cul-de-sac in a prime Collingwood neighbourhood, this sun-drenched 3+1 bedroom, 2.5 bath home is built for family living

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117 Albert Street, Simcoe, ON , MLS #S13746056 , Image - 1

117 Albert Street Collingwood, Simcoe, ON MLS® S13746056

Residential Freehold (Detached)

$667500.0

3 Beds
3 Baths
1100-1500 sq-ft

Prime Collingwood location meets effortless living in this turn-key 1,263 sq. ft., one and a half storey detached home, situated just steps from the G

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1 Shipyard Lane

Unit-208, 1 Shipyard Lane Collingwood, Simcoe, ON MLS® S13582790

Residential Condo & Other (Condo Apartment)

$765000.0

1 +0 Beds
2 Baths
1000-1199 sq-ft

Experience waterfront living at its finest with unobstructed views of Collingwood Harbour. This elegant 1-bedroom plus den residence features updated

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1 Kennedy Avenue, Simcoe, ON , MLS #S13610244 , Image - 1

1 Kennedy Avenue Collingwood, Simcoe, ON MLS® S13610244

Residential Freehold (Att/Row/Townhouse)

$705000.0

Price 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

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22 Dawson Drive, Simcoe, ON , MLS #S13433426 , Image - 1

Unit-530, 22 Dawson Drive Collingwood, Simcoe, ON MLS® S13433426

Residential Condo & Other (Condo Townhouse)

$475000.0

3 Beds
2 Baths
1200-1399 sq-ft

Discover the perfect blend of comfort, privacy, and convenience in this beautifully maintained 3-bedroom, 2-bathroom home nestled in the sought-after

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2506 Concession 10 N Nottawasaga Road, Simcoe, ON , MLS #S13787388 , Image - 1

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

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25 Maidens Crescent, Simcoe, ON , MLS #S13784394 , Image - 1

25 Maidens Crescent Collingwood, Simcoe, ON MLS® S13784394

Residential Freehold (Detached)

$1129000.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to this beautifully maintained and thoughtfully upgraded family home, ideally situated in one of Collingwood's most sought-after neighbourhood

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711 Johnston Park Avenue, Simcoe, ON , MLS #S13741048 , Image - 1

711 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13741048

Residential Condo & Other (Condo Townhouse)

$459900.0

Price drop by 2.1%

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 privatebeach, b

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5 BROCK Crescent, Simcoe, ON , MLS #S12486327 , Image - 1

5 BROCK Crescent Collingwood, Simcoe, ON MLS® S12486327

Residential Freehold (Detached)

$825000.0

Price drop by 32.9%

3 +2 Beds
4 Baths
2500-3000 sq-ft

Welcome to 5 Brock Crescent the place to be in Collingwood!! If you are looking for a great bungalow in a well established and desirable area you just

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10 Park Road, Simcoe, ON , MLS #S13455762 , Image - 1

10 Park Road Collingwood, Simcoe, ON MLS® S13455762

Residential Freehold (Detached)

$860000.0

Price drop by 3.4%

3 Beds
2 Baths
1500-2000 sq-ft

Backyards like this are hard to find. Tucked away on desirable Park Road and backing directly onto the Georgian Trail, this beautifully updated 3-bedr

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148 Napier Street, Simcoe, ON , MLS #S13770492 , Image - 1

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

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18 Ramblings Way, Simcoe, ON , MLS #S13452574 , Image - 1

Unit-89, 18 Ramblings Way Collingwood, Simcoe, ON MLS® S13452574

Residential Condo & Other (Condo Townhouse)

$599000.0

3 Beds
2 Baths
1200-1399 sq-ft

Rarely offered 3-bedroom MAIN FLOOR corner suite offering over 1,200 sq. ft. of convenient one-level living in sought-after Briarwood 11 at Ruperts La

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214 Escarpment Crescent, Simcoe, ON , MLS #S13134312 , Image - 1

Unit-214, 214 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13134312

Residential Condo & Other (Condo Townhouse)

$474900.0

Price drop by 13.6%

4 Beds
2 Baths
1400-1599 sq-ft

YOUR TURNKEY FOUR-SEASON RETREAT IN COLLINGWOOD. Welcome to the Cranberry Resort & Golf Court neighborhood, where comfort, lifestyle, and year-round a

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19 Dawson Drive, Simcoe, ON , MLS #S13756960 , Image - 1

Unit-68, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13756960

Residential Condo & Other (Condo Townhouse)

$380000.0

2 Beds
2 Baths
600-699 sq-ft

One-of-a-kind ground floor condo in Collingwood with incredible outdoor space that truly feels like home. You'll never tire of returning after a day

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31 Huron Street, Simcoe, ON , MLS #S13774712 , Image - 1

Unit-412, 31 Huron Street Collingwood, Simcoe, ON MLS® S13774712

Residential Condo & Other (Condo Apartment)

$499900.0

1 +1 Beds
1 Baths
600-699 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Here's your opportunity to own one of the few remaining suites at Harbour House, Collingwood's sought-after

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31 Huron Street, Simcoe, ON , MLS #S13774690 , Image - 1

Unit-216, 31 Huron Street Collingwood, Simcoe, ON MLS® S13774690

Residential Condo & Other (Condo Apartment)

$569900.0

1 +1 Beds
1 Baths
700-799 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Bright and inviting corner unit showcases floor-to-ceiling windows that wrap the main living area, filling

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