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

Showing results 61 - 90 of 344
Last Updated: September 26, 2026
  • New Listings
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  • Price(Hi-Lo)
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  • Square Feet(Hi-Lo)
48 Photos
Last Updated : 3 Days ago
133 Peel Street, Simcoe, ON , MLS #S13804080 , Image - 1
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133 Peel Street Collingwood, Simcoe, ON MLS® S13804080

Residential Freehold (Detached)

$629000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 133 Peel St. Collingwood, nestled in the heart of this vibrant community. Charming and tastefully updated throughout, this home offers a c
50 Photos
Last Updated : 3 Days ago
38 SILVER GLEN Boulevard, Simcoe, ON , MLS #S13793314 , Image - 1

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38 SILVER GLEN Boulevard Collingwood, Simcoe, ON MLS® S13793314

Residential Condo & Other (Condo Townhouse)

$620000.0
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Welcome to 38 Silver Glen, a beautifully maintained 3-bedroom, 2.5-bathroom home in one of Collingwood's sought-after four-season communities. Ideally
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
19 Photos
Last Updated : 3 Days ago
47 Courtice Crescent, Simcoe, ON , MLS #S13776254 , Image - 1

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47 Courtice Crescent Collingwood, Simcoe, ON MLS® S13776254

Residential Freehold (Link)

$615000.0
price drop iconPrice drop by 1.4%
  • 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
50 Photos
Last Updated : 3 Days ago
51 Maidens Crescent, Simcoe, ON , MLS #S13817206 , Image - 1

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51 Maidens Crescent Collingwood, Simcoe, ON MLS® S13817206

Residential Freehold (Detached)

$1249800.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 51 Maidens Crescent in Summit View, a beautifully upgraded Devonleigh-built home offering 2,335 sq. ft. of thoughtfully designed living spa
50 Photos
Last Updated : 4 Days ago
22 Portland Street, Simcoe, ON , MLS #S13810462 , Image - 1

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22 Portland Street Collingwood, Simcoe, ON MLS® S13810462

Residential Freehold (Detached)

$975000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to your dream home at 22 Portland Collingwood, Ontario! This sun-drenched 6 bed 3.5 bath sanctuary offers the perfect blend of comfort, style,
Open House : Sat Sep 26, 11:00 AM to 01:00 PM
39 Photos
Last Updated : 4 Days ago
180 Second Street, Simcoe, ON , MLS #S13778504 , Image - 1

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180 Second Street Collingwood, Simcoe, ON MLS® S13778504

Residential Freehold (Detached)

$949000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Spectacular downtown location for this red brick home, set on a 60' x 114' lot with rear laneway access. The home offers ample space and many modern f
Open House : Sat Sep 26, 11:00 AM to 01:00 PM
43 Photos
Last Updated : 4 Days ago
4 Kimberly Lane, Simcoe, ON , MLS #S13785186 , Image - 1

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4 Kimberly Lane
Unit-125, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13785186

Residential Condo & Other (Condo Apartment)

$669000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
There's a particular kind of calm that's hard to find at this price point in Collingwood. Where trails are steps away and where the scale of the home
Open House : Sat Sep 26, 09:00 AM to 11:00 AM
42 Photos
Last Updated : 4 Days ago
156 ESCARPMENT Crescent, Simcoe, ON , MLS #S13810570 , Image - 1

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156 ESCARPMENT Crescent Collingwood, Simcoe, ON MLS® S13810570

Residential Condo & Other (Condo Townhouse)

$475000.0
  • 3 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to this beautifully updated 3-bedroom, 2-bathroom condo townhome in the desirable Living Stone Resort Community. Offering an ideal blend of co
Open House : Sat Sep 26, 03:00 PM to 05:00 PM
19 Photos
Last Updated : 4 Days ago
172 Eighth Street, Simcoe, ON , MLS #S12828326 , Image - 1

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Unit-409, 172 Eighth Street Collingwood, Simcoe, ON MLS® S12828326

Residential Condo & Other (Condo Apartment)

$389900.0
price drop iconPrice drop by 6.9%
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to The Galleries! This bright, spacious and freshly painted fourth floor 2-bedroom, 1-bathroom condo located in a sought after building which
Open House : Sat Sep 26, 12:00 PM to 02:00 PM
47 Photos
Last Updated : 4 Days ago
23 Silver Glen Boulevard, Simcoe, ON , MLS #S13744196 , Image - 1

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23 Silver Glen Boulevard Collingwood, Simcoe, ON MLS® S13744196

Residential Condo & Other (Condo Townhouse)

$699000.0
price drop iconPrice drop by 2.6%
  • 3 Beds
  • 4 Baths
  • 1200-1399 sq-ft
PRICE REDUCTION!!! Welcome to Silver Glen . Located between Vibrant downtown Collingwood & the four-season playground of Georgian Bay and the Blue Mou
33 Photos
Last Updated : 4 Days ago
32 Davis Street, Simcoe, ON , MLS #S13768884 , Image - 1

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32 Davis Street Collingwood, Simcoe, ON MLS® S13768884

Residential Freehold (Detached)

$829000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to a beautifully refreshed, move-in-ready home in the desirable Creekside subdivision, minutes from downtown Collingwood, trails, parks, playg
Open House : Sat Sep 26, 12:00 PM to 03:00 PM
49 Photos
Last Updated : 4 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
Open House : Sat Sep 26, 09:00 AM to 11:00 AM
48 Photos
Last Updated : 4 Days ago
911 Cedar Pointe Court, Simcoe, ON , MLS #S13774404 , Image - 1

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911 Cedar Pointe Court Collingwood, Simcoe, ON MLS® S13774404

Residential Condo & Other (Condo Townhouse)

$839000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to an exceptional residence in the highly coveted waterfront community of Lighthouse Point. Nestled in a quiet, treed enclave, this 3-bedroom,
48 Photos
Last Updated : 4 Days ago
49 Trott Boulevard, Simcoe, ON , MLS #S13808690 , Image - 1

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Unit-179, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S13808690

Residential Condo & Other (Condo Apartment)

$429000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to Harbourside 1 in Collingwood. Main floor, corner/end unit, bungalow style condo townhouse, with exterior storage locker and walkout to pati
41 Photos
Last Updated : 4 Days ago
89 Connor Avenue, Simcoe, ON , MLS #S13785420 , Image - 1

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89 Connor Avenue Collingwood, Simcoe, ON MLS® S13785420

Residential Freehold (Detached)

$749000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
RENOVATED COMFORT IN DESIRABLE GEORGIAN MEADOWS, JUST MINUTES FROM PARKS, TRAILS, & OUTDOOR ADVENTURE! Welcome to the desirable Georgian Meadows commu
41 Photos
Last Updated : 4 Days ago
142 Campbell Street, Simcoe, ON , MLS #S13808634 , Image - 1

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142 Campbell Street Collingwood, Simcoe, ON MLS® S13808634

Residential Freehold (Detached)

$899900.0
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 142 Campbell Street, a beautifully maintained and modernized multi-level backsplit located in the heart of Collingwood being steps from Col
50 Photos
Last Updated : 4 Days ago
553 Spruce Street, Simcoe, ON , MLS #S13722036 , Image - 1

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553 Spruce Street Collingwood, Simcoe, ON MLS® S13722036

Residential Freehold (Detached)

$729000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Set on a large, beautifully landscaped lot, this completely renovated all-brick bungalow offers the perfect blend of comfort, style and space, both in
24 Photos
Last Updated : 4 Days ago
71 Gibbard Crescent, Simcoe, ON , MLS #S13588594 , Image - 1

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71 Gibbard Crescent Collingwood, Simcoe, ON MLS® S13588594

Residential Freehold (Semi-Detached )

$499000.0
price drop iconPrice drop by 3.9%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Bright and fresh -- ready for you and your family. This is a two storey semi-detached with three bedrooms on the upper level and living room, kitchen
50 Photos
Last Updated : 4 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
44 Photos
Last Updated : 4 Days ago
60 Barr Street, Simcoe, ON , MLS #S13526122 , Image - 1

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60 Barr Street Collingwood, Simcoe, ON MLS® S13526122

Residential Freehold (Att/Row/Townhouse)

$609000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Situated in the established Creekside community, this 3-bedroom freehold townhome offers a comfortable, well-balanced layout that's easy to live in. T
Open House : Sat Sep 26, 11:00 AM to 01:00 PM
48 Photos
Last Updated : 5 Days ago
202 Pine Street, Simcoe, ON , MLS #S13586210 , Image - 1

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202 Pine Street Collingwood, Simcoe, ON MLS® S13586210

Residential Freehold (Detached)

$1789000.0
  • 4 +0 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Located on one of the most desirable tree-lined streets in Collingwood's Heritage District, this beautifully restored red brick home blends timeless c
28 Photos
Last Updated : 5 Days ago
9771 Beachwood Road, Simcoe, ON , MLS #S13684022 , Image - 1

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9771 Beachwood Road Collingwood, Simcoe, ON MLS® S13684022

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 5.7%
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 9771 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten
47 Photos
Last Updated : 5 Days ago
291 Third Street, Simcoe, ON , MLS #S13811550 , Image - 1

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291 Third Street Collingwood, Simcoe, ON MLS® S13811550

Residential Freehold (Detached)

$2499000.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
**A Rare Collingwood Masterpiece - Historic Character, Modern Luxury & Unparalleled Potential!** This extraordinary 1894 red brick estate is set on a
31 Photos
Last Updated : 5 Days ago
471 Oxbow Crescent, Simcoe, ON , MLS #S13739912 , Image - 1

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471 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13739912

Residential Condo & Other (Condo Townhouse)

$549000.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Stunning 3 bedroom, 2 bathroom townhouse located in a very quiet neighbourhood within the popular Living Stone Resort (formerly Cranberry Resort). Mo
Open House : Sat Sep 26, 12:00 PM to 02:00 PM
46 Photos
Last Updated : 5 Days ago
309 Beech Street, Simcoe, ON , MLS #S13754354 , Image - 1

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309 Beech Street Collingwood, Simcoe, ON MLS® S13754354

Residential Freehold (Detached)

$929000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A Classic Collingwood Gem on one of the Town's Coveted Tree Streets. If you've been searching for a home you can truly make your own, this is the oppo
48 Photos
Last Updated : 5 Days ago
18 Thomas Drive, Simcoe, ON , MLS #S13811204 , Image - 1

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18 Thomas Drive Collingwood, Simcoe, ON MLS® S13811204

Residential Freehold (Att/Row/Townhouse)

$799999.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Golf course views and turnkey living meet in the heart of Mair Mills. This end-unit freehold townhome offers rare privacy, backing seamlessly onto the
34 Photos
Last Updated : 5 Days ago
2 Shipyard Lane, Simcoe, ON , MLS #S13790600 , Image - 1

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2 Shipyard Lane Collingwood, Simcoe, ON MLS® S13790600

Residential Condo & Other (Condo Townhouse)

$1385000.0
  • 4 +2 Beds
  • 4 Baths
  • 2250-2499 sq-ft
SHIPYARDS! Rare Opportunity to enjoy refined WATERFRONT living in one of Collingwood's most sought after communities, ideally located on the sparkling
46 Photos
Last Updated : 5 Days ago
98 Huron Street, Simcoe, ON , MLS #S13754592 , Image - 1

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98 Huron Street Collingwood, Simcoe, ON MLS® S13754592

Residential Freehold (Detached)

$2449000.0
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
COVETED SUNSET POINT LOCATION!! Welcome to an exceptional custom-built residence where timeless Victorian-inspired elegance meets the beauty of Georgi
50 Photos
Last Updated : 5 Days ago
20 Sundial Court, Simcoe, ON , MLS #S13521818 , Image - 1

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20 Sundial Court Collingwood, Simcoe, ON MLS® S13521818

Residential Condo & Other (Condo Townhouse)

$799000.0
  • 3 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Welcome to this exceptional 3-bedroom, 3-bathroom condo town house offering over 2,500 square feet of thoughtfully designed living space. The beautifu
50 Photos
Last Updated : 5 Days ago
35 SIDE LAUNCH Way, Simcoe, ON , MLS #S13809694 , Image - 1

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35 SIDE LAUNCH Way Collingwood, Simcoe, ON MLS® S13809694

Residential Condo & Other (Condo Townhouse)

$999000.0
  • 4 Beds
  • 4 Baths
  • 1800-1999 sq-ft
A refined take on waterfront living in one of Collingwood's most coveted communities. Located at The Shipyards, this beautifully renovated residence o
Open House : Sat Sep 26, 11:00 AM to 01:00 PM
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