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Collingwood Detached Houses for Sale - P2

Showing results 31 - 60 of 133
Last Updated: September 22, 2026
  • New Listings
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  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 4 Days ago
28 Dey Drive W, Simcoe, ON , MLS #S13794076 , Image - 1
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28 Dey Drive W Collingwood, Simcoe, ON MLS® S13794076

Residential Freehold (Detached)

$699000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Beautifully maintained 4-bedroom, 3-bathroom detached home on an impressive 45' x 132' lot, perfectly positioned directly across from the newly develo
50 Photos
Last Updated : 4 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 : 5 Days ago
9 Hill Street, Simcoe, ON , MLS #S13746214 , Image - 1

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9 Hill Street Collingwood, Simcoe, ON MLS® S13746214

Residential Freehold (Detached)

$915000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
9 Hill Street offers a clean, well-maintained 3 bed, 2.5 bath family home in the sought after Mair Mills community, known for it's friendly neighbours
48 Photos
Last Updated : 5 Days ago
1 Spencer Street, Simcoe, ON , MLS #S13799698 , Image - 1

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1 Spencer Street Collingwood, Simcoe, ON MLS® S13799698

Residential Freehold (Detached)

$1169000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Builder Upgrades | Corner Lot | 4+1 Bedrooms | Finished Basement - Welcome to this exceptional opportunity to own the sought-after Middleton model by
32 Photos
Last Updated : 5 Days ago
7 Meadowlark Way, Simcoe, ON , MLS #S13726820 , Image - 1

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7 Meadowlark Way Collingwood, Simcoe, ON MLS® S13726820

Residential Freehold (Detached)

$3500000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
A CONTEMPORARY ESTATE DESIGNED FOR ELEVATED FOUR-SEASON LIVING! Set on 1.21 acres in Windrose Estates, an estate enclave of custom homes on large prop
Open House : Sat Sep 26, 12:00 PM to 02:00 PM
37 Photos
Last Updated : 5 Days ago
7 Kayla Crescent, Simcoe, ON , MLS #S13639934 , Image - 1

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7 Kayla Crescent Collingwood, Simcoe, ON MLS® S13639934

Residential Freehold (Detached)

$889000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Pride of ownership is evident throughout this beautifully maintained 3+1 bedroom, 4-bathroom home in the sought-after, established community of Georgi
29 Photos
Last Updated : 5 Days ago
29 Dillon Drive, Simcoe, ON , MLS #S13765068 , Image - 1

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29 Dillon Drive Collingwood, Simcoe, ON MLS® S13765068

Residential Freehold (Detached)

$639000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
The kitchen features a practical island with breakfast bar, while the adjoining dining area provides direct access to the deck and large, private back
27 Photos
Last Updated : 5 Days ago
36 Georgian Meadows Drive, Simcoe, ON , MLS #S13537830 , Image - 1

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

Residential Freehold (Detached)

$959900.0
price drop iconPrice 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
29 Photos
Last Updated : 5 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)

$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
50 Photos
Last Updated : 6 Days ago
15 Maidens Crescent, Simcoe, ON , MLS #S13793626 , Image - 1

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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
38 Photos
Last Updated : 6 Days ago
562 Cameron Street, Simcoe, ON , MLS #S13756876 , Image - 1

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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
42 Photos
Last Updated : 6 Days ago
29 Williams Street, Simcoe, ON , MLS #S13782628 , Image - 1

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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
39 Photos
Last Updated : 6 Days ago
130 Fifth Street, Simcoe, ON , MLS #S13639562 , Image - 1

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130 Fifth Street Collingwood, Simcoe, ON MLS® S13639562

Residential Freehold (Detached)

$1180000.0
price drop iconPrice 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
19 Photos
Last Updated : 6 Days ago
117 Albert Street, Simcoe, ON , MLS #S13746056 , Image - 1

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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
37 Photos
Last Updated : 6 Days ago
11 Stalker Street, Simcoe, ON , MLS #S13145264 , Image - 1

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11 Stalker Street Collingwood, Simcoe, ON MLS® S13145264

Residential Freehold (Detached)

$649900.0
price drop iconPrice drop by 3.7%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This beautifully designed bungalow offers the perfect blend of modern comfort, and four-season lifestyle living. Positioned on a generous pie-shaped c
25 Photos
Last Updated : 7 Days ago
2506 Concession 10 N Nottawasaga Road, Simcoe, ON , MLS #S13787388 , Image - 1

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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
33 Photos
Last Updated : 7 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
43 Photos
Last Updated : 7 Days ago
20 Highlands Crescent, Simcoe, ON , MLS #S13773478 , Image - 1

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20 Highlands Crescent Collingwood, Simcoe, ON MLS® S13773478

Residential Freehold (Detached)

$950000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Talk about a move-in ready home! Set out a south facing lot, 20 Highlands Crescent features 4 bedrooms (3+1), 3.5 bath, 2,176 sq ft above grade and ha
40 Photos
Last Updated : 7 Days ago
25 Maidens Crescent, Simcoe, ON , MLS #S13784394 , Image - 1

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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
47 Photos
Last Updated : 8 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)

$825000.0
price drop iconPrice 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
50 Photos
Last Updated : 8 Days ago
10 Park Road, Simcoe, ON , MLS #S13455762 , Image - 1

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10 Park Road Collingwood, Simcoe, ON MLS® S13455762

Residential Freehold (Detached)

$860000.0
price drop iconPrice 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
48 Photos
Last Updated : 8 Days ago
148 Napier Street, Simcoe, ON , MLS #S13770492 , Image - 1

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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
46 Photos
Last Updated : 8 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
39 Photos
Last Updated : 8 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
38 Photos
Last Updated : 8 Days ago
32 Courtice Crescent, Simcoe, ON , MLS #S13741044 , Image - 1

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32 Courtice Crescent Collingwood, Simcoe, ON MLS® S13741044

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 4.0%
  • 3 +0 Beds
  • 2 Baths
  • 700-1100 sq-ft
3 bedroom, 2 bath family home on a large fenced lot with garage! The main floor features hardwood flooring in the spacious living room/dining area and
42 Photos
Last Updated : 8 Days ago
14 Clubhouse Drive, Simcoe, ON , MLS #S13777836 , Image - 1

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14 Clubhouse Drive Collingwood, Simcoe, ON MLS® S13777836

Residential Freehold (Detached)

$949900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Meticulously updated 2+1 bedroom 3 full bathroom bungalow in Collingwood's very well appointed Blue Shores community. Everything has been done at thi
46 Photos
Last Updated : 9 Days ago
121 Erie Street, Simcoe, ON , MLS #S13773988 , Image - 1

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121 Erie Street Collingwood, Simcoe, ON MLS® S13773988

Residential Freehold (Detached)

$689000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully renovated bungalow offering an exceptional combination of style, space & flexibility, including a separate in-law suite wi
30 Photos
Last Updated : 10 Days ago
32 Lorne Avenue, Simcoe, ON , MLS #S13544582 , Image - 1

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32 Lorne Avenue Collingwood, Simcoe, ON MLS® S13544582

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Rare opportunity to secure an oversized approximately 66'x132' lot in the heart of Collingwood, where you ca
39 Photos
Last Updated : 10 Days ago
21 Eva Crescent, Simcoe, ON , MLS #S13672930 , Image - 1

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21 Eva Crescent Collingwood, Simcoe, ON MLS® S13672930

Residential Freehold (Detached)

$849999.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Rare .8 acre backing onto the Pretty River right in Collingwood! Whether you are a contractor looking for your next project or a retiree dreaming of a
34 Photos
Last Updated : 11 Days ago
18 Hughes Street, Simcoe, ON , MLS #S13734672 , Image - 1

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18 Hughes Street Collingwood, Simcoe, ON MLS® S13734672

Residential Freehold (Detached)

$849000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome Home to Pretty River Estates! This beautifully upgraded raised bungalow offers an incredible 2,300 + sqft of total finished living space, perf
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