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Houses for Sale in Collingwood ON Under $5 Million - P3

Showing results 61 - 90 of 306
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)
48 Photos
Last Updated : 5 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
35 Photos
Last Updated : 5 Days ago
215 Pine Street, Simcoe, ON , MLS #S14131254 , Image - 1

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Unit-5, 215 Pine Street Collingwood, Simcoe, ON MLS® S14131254

Residential Condo & Other (Condo Apartment)

$479000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
DOWNTOWN CHARM. EXCEPTIONAL LIGHT AND SPACE. PRIME LOCATION AMID CENTURY HOMES ON ONE OF COLLINGWOOD'S DESIRABLE TREE STREETS. Cathedral ceilings, str
28 Photos
Last Updated : 5 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
22 Photos
Last Updated : 5 Days ago
127 Fairway Crescent, Simcoe, ON , MLS #S13666810 , Image - 1

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Unit-28, 127 Fairway Crescent Collingwood, Simcoe, ON MLS® S13666810

Residential Condo & Other (Condo Townhouse)

$535900.0
price drop iconPrice drop by 5.1%
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Peace and tranquility await you in this quiet, end unit, 3 bedroom townhouse in Living Waters (formerly know as Cranberry). Enjoy the privacy from mat
42 Photos
Last Updated : 5 Days ago
131 Sixth Street, Simcoe, ON , MLS #S14152514 , Image - 1

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131 Sixth Street Collingwood, Simcoe, ON MLS® S14152514

Residential Freehold (Semi-Detached )

$949900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 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
50 Photos
Last Updated : 5 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 : 5 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
41 Photos
Last Updated : 5 Days ago
18 River Run, Simcoe, ON , MLS #S13874132 , Image - 1

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18 River Run Collingwood, Simcoe, ON MLS® S13874132

Residential Freehold (Detached)

$749000.0
price drop iconPrice drop by 4.9%
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Move right into this FULLY RENOVATED and PRE-INSPECTED home! Set on a private, pie-shaped lot on a QUIET CUL-DE-SAC, 18 River Run is located NEXT TO
31 Photos
Last Updated : 5 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
18 Photos
Last Updated : 5 Days ago
26 Shipley Avenue, Simcoe, ON , MLS #S14143272 , Image - 1

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26 Shipley Avenue Collingwood, Simcoe, ON MLS® S14143272

Residential Freehold (Semi-Detached )

$699000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Built in 2023 | 3 Bedrooms | 3 Bathrooms | Main Floor Den | Fully Fenced Yard | Framed Basement Ready for Finishing | Welcome to this beautifully main
47 Photos
Last Updated : 5 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
36 Photos
Last Updated : 5 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S13756960 , Image - 1

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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
50 Photos
Last Updated : 6 Days ago
24 Ramblings Way, Simcoe, ON , MLS #S14111570 , Image - 1

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24 Ramblings Way
Unit-706, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S14111570

Residential Condo & Other (Condo Apartment)

$699000.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to Bayview Tower! This lovely 3 bedroom unit on the 7th floor brings in ample natural light with large windows looking out over Blue Mountain
25 Photos
Last Updated : 6 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 : 6 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 : 6 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
37 Photos
Last Updated : 6 Days ago
13 Cranberry Surf N/A, Simcoe, ON , MLS #S13843470 , Image - 1

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13 Cranberry Surf N/A Collingwood, Simcoe, ON MLS® S13843470

Residential Condo & Other (Condo Townhouse)

$585000.0
  • 2 Beds
  • 3 Baths
  • 1000-1199 sq-ft
Fully renovated, thoughtfully updated and exceptionally well located, this two-bedroom townhome offers over 1,100 sq. ft. of easy, comfortable living
Open House : Sat Nov 21, 11:00 AM to 02:00 PM
32 Photos
Last Updated : 6 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
48 Photos
Last Updated : 6 Days ago
9 Cranberry Surf N/A, Simcoe, ON , MLS #S13599424 , Image - 1

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9 Cranberry Surf N/A Collingwood, Simcoe, ON MLS® S13599424

Residential Condo & Other (Condo Townhouse)

$1399000.0
price drop iconPrice drop by 12.5%
  • 4 Beds
  • 4 Baths
  • 1800-1999 sq-ft
A Refined Waterfront Sanctuary on Nottawasaga Bay! A residence of timeless elegance and four season beauty, 9 Cranberry Surf presents a rare opportuni
21 Photos
Last Updated : 6 Days ago
34 Dawson Drive, Simcoe, ON , MLS #S14094792 , Image - 1

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Unit-839, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S14094792

Residential Condo & Other (Condo Townhouse)

$449000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Stone Resort and this spacious 2-bedroom, 2-bathroom upper-level condo offering convenient one-level living in a fantastic Collingwo
5 Photos
Last Updated : 6 Days ago
12 Harbour Street W, Simcoe, ON , MLS #S14110644 , Image - 1
12 Harbour Street W Collingwood, Simcoe, ON MLS® S14110644

Residential Condo & Other (Condo Apartment)

$1100000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
To be built. Introducing Balmoral Vita Signature Residences, a distinctive lifestyle for independent active adults, combining sophisticated design, p
50 Photos
Last Updated : 6 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 : 6 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 : 6 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
43 Photos
Last Updated : 6 Days ago
1 Hume Street W, Simcoe, ON , MLS #S14097596 , Image - 1

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Unit-514, 1 Hume Street W Collingwood, Simcoe, ON MLS® S14097596

Residential Condo & Other (Condo Apartment)

$849000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Monaco 5th floor suite offers a contemporary urban feel with unobstructed west-facing views toward Osler and Blue Mountain. Located in the heart of Do
48 Photos
Last Updated : 6 Days ago
72 SILVER GLEN Boulevard, Simcoe, ON , MLS #S14152128 , Image - 1

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72 SILVER GLEN Boulevard Collingwood, Simcoe, ON MLS® S14152128

Residential Condo & Other (Condo Townhouse)

$675000.0
  • 3 Beds
  • 4 Baths
  • 1200-1399 sq-ft
Welcome to this beautifully maintained 3-bedroom, 3.5-bath townhome, perfectly nestled in the desirable Silver Glen Preserve community. Backing onto t
36 Photos
Last Updated : 6 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
5 Photos
Last Updated : 6 Days ago
31 Huron Street, Simcoe, ON , MLS #S14080222 , Image - 1
Unit-413, 31 Huron Street Collingwood, Simcoe, ON MLS® S14080222

Residential Condo & Other (Condo Apartment)

$465000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Stunning new condo in the heart of Collingwood, perfectly situated near Nottawasaga Bay and offering an exc
19 Photos
Last Updated : 6 Days ago
47 Courtice Crescent, Simcoe, ON , MLS #S14151084 , Image - 1

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47 Courtice Crescent Collingwood, Simcoe, ON MLS® S14151084

Residential Freehold (Detached)

$580000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Great updated three + 1 bedroom raised bungalow in an established Collingwood neighbourhood with detached garage. Close to schools, parks, trails and
15 Photos
Last Updated : 6 Days ago
9746 Beachwood Road, Simcoe, ON , MLS #S13823082 , Image - 1

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9746 Beachwood Road Collingwood, Simcoe, ON MLS® S13823082

Residential Freehold (Vacant Land)

$194000.0
BUILD YOUR DREAM HOME OR EXPLORE AN EXCITING INVESTMENT OPPORTUNITY! This exceptional vacant lot offers incredible potential for a custom detached hom
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