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Collingwood Single Family Homes for Sale - P2

Showing results 31 - 60 of 143
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)
2 Photos
Last Updated : 2 Days ago
320 Holden Street, Simcoe, ON , MLS #S14161096 , Image - 1
320 Holden Street Collingwood, Simcoe, ON MLS® S14161096

Residential Freehold (Detached)

$775000.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Family life comes easy in this bright 3+1 bedroom Collingwood home, with a fully finished basement giving growing families extra breathing room, an at
50 Photos
Last Updated : 2 Days ago
155 Glenlake Boulevard, Simcoe, ON , MLS #S13770688 , Image - 1

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155 Glenlake Boulevard Collingwood, Simcoe, ON MLS® S13770688

Residential Freehold (Detached)

$1899000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to your dream home, a breathtaking 4-bedroom, 4.5-bathroom, two-story masterpiece built in 2019, designed for unparalleled luxury and comfort.
Open House : Sat Nov 14, 02:00 PM to 04:00 PM
48 Photos
Last Updated : 2 Days ago
340 Cedar Street, Simcoe, ON , MLS #S13882828 , Image - 1

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340 Cedar Street Collingwood, Simcoe, ON MLS® S13882828

Residential Freehold (Detached)

$1649900.0
price drop iconPrice drop by 5.7%
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Price just reduced $100,000! A rare opportunity to own a newly custom-built home on one of Collingwood's coveted tree streets, combining contemporary
47 Photos
Last Updated : 3 Days ago
222 Oak Street, Simcoe, ON , MLS #S13701580 , Image - 1

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222 Oak Street Collingwood, Simcoe, ON MLS® S13701580

Residential Freehold (Detached)

$2850000.0
price drop iconPrice drop by 3.4%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 222 Oak Street, where timeless elegance meets modern luxury in this custom-built North Oak home. Set on a fenced full town lot in downtown
50 Photos
Last Updated : 3 Days ago
66 Highlands Crescent, Simcoe, ON , MLS #S13575424 , Image - 1

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66 Highlands Crescent Collingwood, Simcoe, ON MLS® S13575424

Residential Freehold (Detached)

$949900.0
price drop iconPrice drop by 2.6%
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
ATTENTION: Outdoor enthusiast!! Georgian Meadows is known for its safe, friendly atmosphere and family-focused lifestyle, featuring a nearby play pa
50 Photos
Last Updated : 3 Days ago
63 Georgian Manor Drive, Simcoe, ON , MLS #S13658890 , Image - 1

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63 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S13658890

Residential Freehold (Detached)

$2399000.0
price drop iconPrice drop by 12.8%
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Wake up to spectacular sunrises, unwind with unforgettable sunsets, and enjoy panoramic 180-degree views across Nottawasaga Bay from this exceptional
46 Photos
Last Updated : 3 Days ago
3 Minnesota Street, Simcoe, ON , MLS #S14136798 , Image - 1

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3 Minnesota Street Collingwood, Simcoe, ON MLS® S14136798

Residential Freehold (Detached)

$1525000.0
  • 6 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Built in 1901, 3 Minnesota Street is a beautifully restored piece of Collingwood history, ideally located on the corner of Minnesota and Rodney Street
Open House : Sat Nov 14, 12:00 PM to 02:00 PM
46 Photos
Last Updated : 3 Days ago
350 Birch Street, Simcoe, ON , MLS #S13771780 , Image - 1

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350 Birch Street Collingwood, Simcoe, ON MLS® S13771780

Residential Freehold (Detached)

$1149000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Nestled on a picturesque, tree-lined street in one of Collingwood's most sought-after neighbourhoods, 350 Birch Street is a beautifully restored REGEN
40 Photos
Last Updated : 3 Days ago
23 Marina Crescent, Simcoe, ON , MLS #S13803888 , Image - 1

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23 Marina Crescent Collingwood, Simcoe, ON MLS® S13803888

Residential Freehold (Detached)

$849500.0
price drop iconPrice drop by 5.5%
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
This sought-after Essex Model home features 4 bedrooms and 3.5 baths, including a primary suite with a walk-in closet and a 5-piece ensuite bath. Enj
1 Photos
Last Updated : 4 Days ago
117 Plewes Drive, Simcoe, ON
117 Plewes Drive Collingwood, Simcoe, ON MLS® S14161564

Residential Freehold (Detached)

$999999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
40 Photos
Last Updated : 4 Days ago
61 Maidens Crescent, Simcoe, ON , MLS #S14161480 , Image - 1

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61 Maidens Crescent Collingwood, Simcoe, ON MLS® S14161480

Residential Freehold (Detached)

$995000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
ELEGANT FOUR-SEASON RETREAT | BLUE MOUNTAIN LIFESTYLE! Discover the exceptional lifestyle offered by this beautifully appointed 4-bedroom, 3-bathroom
10 Photos
Last Updated : 4 Days ago
310 Maple Street, Simcoe, ON , MLS #S13518402 , Image - 1

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310 Maple Street Collingwood, Simcoe, ON MLS® S13518402

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Walk to Downtown Collingwood! Endless potential awaits on this premium 28.8' x 165' deep lot, located steps from downtown Collingwood's shops, cafes,
25 Photos
Last Updated : 5 Days ago
515 MAPLE Street, Simcoe, ON , MLS #S13722988 , Image - 1

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515 MAPLE Street Collingwood, Simcoe, ON MLS® S13722988

Residential Freehold (Detached)

$399000.0
price drop iconPrice drop by 16.7%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming, affordable and well located in Collingwood. Tucked away on one of Collingwood's lovely tree streets, this adorable brick bungalow is a wonde
49 Photos
Last Updated : 5 Days ago
61 Barker Boulevard, Simcoe, ON , MLS #S13019872 , Image - 1

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61 Barker Boulevard Collingwood, Simcoe, ON MLS® S13019872

Residential Condo & Other (Semi-Detached Condo)

$748800.0
price drop iconPrice drop by 9.6%
  • 5 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Welcome to Cranberry Trails West in Collingwood, This beautiful semi-detached, Catalina model home and features 2300 square feet of open concept livin
50 Photos
Last Updated : 6 Days ago
18 Dillon Drive, Simcoe, ON , MLS #S13844414 , Image - 1

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18 Dillon Drive Collingwood, Simcoe, ON MLS® S13844414

Residential Freehold (Detached)

$749000.0
  • 3 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Spacious 4-level side split with over 2,300 sq. ft. of living space! Features 3 bedrooms, 2.5 bathrooms, a bright living room with gas fireplace, eat-
50 Photos
Last Updated : 6 Days ago
47 Chamberlain Crescent, Simcoe, ON , MLS #S13490132 , Image - 1

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47 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S13490132

Residential Freehold (Detached)

$839000.0
price drop iconPrice drop by 2.4%
  • 2 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained bungalow in Collingwood's highly sought-after Creekside community. Situated on a generous pie-shaped lot in a q
48 Photos
Last Updated : 6 Days ago
18 Gregory Avenue, Simcoe, ON , MLS #S13236660 , Image - 1

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18 Gregory Avenue Collingwood, Simcoe, ON MLS® S13236660

Residential Freehold (Att/Row/Townhouse)

$670000.0
price drop iconPrice drop by 5.0%
  • 3 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Just minutes from Blue Mountain's ski hills and premier ski clubs, this exceptional end-unit townhome in Collingwood's sought-after Blue Fairway commu
28 Photos
Last Updated : 6 Days ago
70 Shipley Avenue, Simcoe, ON , MLS #S13846838 , Image - 1

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70 Shipley Avenue Collingwood, Simcoe, ON MLS® S13846838

Residential Freehold (Detached)

$1129990.0
price drop iconPrice drop by 5.7%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
STUNNING 2 STOREY HOME IN SUMMIT VIEW COMMUNITY. BACKING ONTO RAVINE! DEEP LOT! CLYDESDAL MODEL WITH 2600 SQFT. 9'CEILING, OPEN CONCEPT. 5 BEDROOMS, 3
50 Photos
Last Updated : 6 Days ago
6 Alyssa Drive, Simcoe, ON , MLS #S13176562 , Image - 1

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6 Alyssa Drive Collingwood, Simcoe, ON MLS® S13176562

Residential Freehold (Detached)

$829000.0
price drop iconPrice drop by 7.8%
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Fabulous home in the very desirable & much sought after Georgian Meadows. This spacious 3 Bed 4 Bath property is ready to welcome its new owners. Whe
40 Photos
Last Updated : 6 Days ago
71 Lockerbie Crescent, Simcoe, ON , MLS #S14114978 , Image - 1

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71 Lockerbie Crescent Collingwood, Simcoe, ON MLS® S14114978

Residential Freehold (Detached)

$1175000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 71 Lockerbie Crescent, a spacious 3,171 sq. ft. family home offering 4 bedrooms, 2.5 bathrooms and plenty of room to grow in a desirable Co
31 Photos
Last Updated : 7 Days ago
3 Portland Street, Simcoe, ON , MLS #S14155338 , Image - 1

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3 Portland Street Collingwood, Simcoe, ON MLS® S14155338

Residential Freehold (Detached)

$799900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Fantastic price in Collingwood's sought after Pretty River Estates! Buyers will not go wrong with this detached bungaloft with a fully self contained
47 Photos
Last Updated : 7 Days ago
5 BROCK Crescent, Simcoe, ON , MLS #S12486327 , Image - 1

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5 BROCK Crescent Collingwood, Simcoe, ON MLS® S12486327

Residential Freehold (Detached)

$799999.0
price drop iconPrice drop by 35.0%
  • 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
25 Photos
Last Updated : 7 Days ago
550 Simcoe Street, Simcoe, ON , MLS #S14149946 , Image - 1

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550 Simcoe Street Collingwood, Simcoe, ON MLS® S14149946

Residential Freehold (Detached)

$599000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
True bungalow, Perfectly situated on a quaint cul-de-sac in a sought-after central location, this charming 2-bedroom, 1-bath (in floor heat) bungalow
24 Photos
Last Updated : 7 Days ago
444 Oxbow Crescent, Simcoe, ON , MLS #S14133942 , Image - 1

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444 Oxbow Crescent Collingwood, Simcoe, ON MLS® S14133942

Residential Condo & Other (Semi-Detached Condo)

$535000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Imagine carefree living in this beautifully updated bungalow-style home, thoughtfully designed for comfortable, low-maintenance one-level living, with
47 Photos
Last Updated : 7 Days ago
24 Barfoot Street, Simcoe, ON , MLS #S13826524 , Image - 1

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24 Barfoot Street Collingwood, Simcoe, ON MLS® S13826524

Residential Freehold (Att/Row/Townhouse)

$675000.0
price drop iconPrice drop by 3.4%
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Enjoy the feel of a detached home in this beautifully updated builder finished home, linked to its neighbour only at the garage! A standout upgrade is
32 Photos
Last Updated : 7 Days ago
230 Napier Street, Simcoe, ON , MLS #S13740414 , Image - 1

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230 Napier Street Collingwood, Simcoe, ON MLS® S13740414

Residential Freehold (Detached)

$1288000.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Offering 2,800+ sq. ft. of thoughtfully finished living space, this meticulously cared-for raised bungalow is generous in scale & beautifully proporti
Open House : Sat Nov 21, 11:00 AM to 02:00 PM
50 Photos
Last Updated : 7 Days ago
514 Tenth Street, Simcoe, ON , MLS #S13760456 , Image - 1

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514 Tenth Street Collingwood, Simcoe, ON MLS® S13760456

Residential Freehold (Detached)

$624999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 514 Tenth Street, located in a desirable family friendly neighbourhood close to schools, parks, walking trails, shopping & all the amenitie
46 Photos
Last Updated : 7 Days ago
39 Forest Drive, Simcoe, ON , MLS #S14152986 , Image - 1

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39 Forest Drive Collingwood, Simcoe, ON MLS® S14152986

Residential Freehold (Detached)

$1349000.0
  • 3 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Private 3-Bedroom Bungalow on an Incredible 3/4 Acre Lot in Sought After Collingwood! Set on an exceptional 3/4 acre property, this well looked after
29 Photos
Last Updated : 7 Days ago
74 Telfer Road, Simcoe, ON , MLS #S13752784 , Image - 1

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74 Telfer Road Collingwood, Simcoe, ON MLS® S13752784

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 2.4%
  • 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
36 Photos
Last Updated : 7 Days ago
886 Sixth Street, Simcoe, ON , MLS #S14150180 , Image - 1

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886 Sixth Street Collingwood, Simcoe, ON MLS® S14150180

Residential Freehold (Detached)

$1598800.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Experience country privacy with Collingwood convenience. Set on 3.6 picturesque acres with a private creek and mature trees, this beautifully renovate
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