Skip to main content

Back

Top Areas

Other Areas

DataIntelligence

Sell Your Home

Shortlisted Properties

New Homes
For Sale
For Rent

Danger! Indicates a dangerous or potentially negative action.

Error

Maximum 4 project can be compared at one go.

Collingwood, ON Luxury Homes

Showing results 1 - 30 of 31

With Square Yards Canada, you can find your dream luxury homes for sale in Collingwood. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Collingwood

Last Updated: April 18, 2025

23 Photos

60, 62, 64 HURONTARIO Street, Simcoe, ON , MLS #S12086576 , Image - 1

60, 62, 64 HURONTARIO Street Collingwood, Simcoe, ON MLS® S12086576

Commercial (Commercial Retail)

$4500000.0

This unique commercial building located on Hurontario Street is on the premier block in Historic Downtown Collingwood. Three (3) store fronts with lon

50 Photos

124 HURONTARIO Street, Simcoe, ON , MLS #S12031311 , Image - 1

124 HURONTARIO Street Collingwood, Simcoe, ON MLS® S12031311

Commercial (Commercial Retail)

$2900000.0

Commercial Opportunity in a Prime Downtown Collingwood Main Street Location - 3 story, 6562 s.f. Building with Exquisite Executive Rental Suites and

38 Photos

21 Trails End, Simcoe, ON , MLS #S11918209 , Image - 1

21 Trails End Collingwood, Simcoe, ON MLS® S11918209

Residential Freehold (Detached)

$2650000.0

1 +3 Beds
4 Baths
3500-5000 sq-ft

Discover the pinnacle of luxury living in this custom-designed masterpiece by award-winning architects Guthrie Muscovitch, where industrial loft elega

36 Photos

35 Glen Rogers Road, Simcoe, ON , MLS #S11997763 , Image - 1

35 Glen Rogers Road Collingwood, Simcoe, ON MLS® S11997763

Residential Freehold (Detached)

$2548000.0

4 +1 Beds
5 Baths

Nestled in the heart of Collingwood's prestigious waterfront district, this exceptional residence stands as a testament to refined living. The thought

40 Photos

20 Trails End, Simcoe, ON , MLS #S11994592 , Image - 1

20 Trails End Collingwood, Simcoe, ON MLS® S11994592

Residential Freehold (Detached)

$2150000.0

3 +3 Beds
3 Baths

Nestled within a SERENE enclave adorned with mature trees, this exquisite CUSTOM bungalow exudes an aura of IMMACULATE care and pride of ownership. Cl

40 Photos

3 Holly Court, Simcoe, ON , MLS #S11922145 , Image - 1

3 Holly Court Collingwood, Simcoe, ON MLS® S11922145

Residential Freehold (Detached)

$2095000.0

5 Beds
6 Baths
3500-5000 sq-ft

Nestled on a picturesque 3/4 acre, this stunning brick farmhouse remodel offers the perfect blend of modern elegance and rustic charm. With an impress

38 Photos

45 Mary Street, Simcoe, ON , MLS #S12039966 , Image - 1

45 Mary Street Collingwood, Simcoe, ON MLS® S12039966

Residential Freehold (Detached)

$2400000.0

4 +2 Beds
5 Baths
5000 + sq-ft

***TO BE BUILT*** Luxury Custom Home on Mary Street, Collingwood. Currently under construction by a quality local builder, this stunning custom home o

5 Photos

12 Harbour Street W, Simcoe, ON , MLS #S12042855 , Image - 1

12 Harbour Street W Collingwood, Simcoe, ON MLS® S12042855

Commercial (Land)

$2900000.0

FINAL PHASE OF MULTI-PHASE MASTER-PLANNED COMMUNITY, BALMORAL VILLAGE. ZONING APPROVED FOR 5-STOREY MIXED USE RESIDENTIAL DEVELOPMENT. Development Con

5 Photos

11555 26 Highway, Simcoe, ON , MLS #S12037706 , Image - 1

11555 26 Highway Collingwood, Simcoe, ON MLS® S12037706

Commercial (Land)

$4000000.0

11555 Highway 26 is a prime 11.4-acre mixed-use development property located in Collingwoods growing corridor. Currently operating as a greenhouse, nu

26 Photos

53 Niagara Street, Simcoe, ON , MLS #S12034797 , Image - 1

53 Niagara Street Collingwood, Simcoe, ON MLS® S12034797

Residential Freehold (Detached)

$2600000.0

3 +2 Beds
4 Baths
2000-2500 sq-ft

Quick Closing & Motivated Seller. Experience luxury living in this Vandermeer-designed 5-bedroom home, just steps from Georgian Bay and Sunset Point.

47 Photos

144 Princeton Shores Boulevard, Simcoe, ON , MLS #S12023476 , Image - 1

144 Princeton Shores Boulevard Collingwood, Simcoe, ON MLS® S12023476

Residential Freehold (Detached)

$3599000.0

3 Beds
4 Baths

Welcome to 144 Princeton Shores Blvd, Collingwood - the perfect 4 season home on 89 ft of Georgian Bay waterfront. Built in 2011 by Absolute Craftsman

32 Photos

7 Meadowlark Way, Simcoe, Ontario , MLS #S12016683 , Image - 1

7 Meadowlark Way Collingwood, Simcoe, ON MLS® S12016683

Residential (Detached)

$3900000.0

3 +2 Beds
4 Baths
5000+ sq-ft

MODERN, ORGANIC & TIMELESS CUSTOM-BUILT BUNGALOW FEATURING NEARLY 6000 SQFT OF COMFORT-DRIVEN LIVING SPACE! Located in the coveted + convenient Windro

37 Photos

16 Wheelhouse Cres, Simcoe, Ontario , MLS #S11968099 , Image - 1

Unit-8, 16 Wheelhouse Cres Collingwood, Simcoe, ON MLS® S11968099

Condo (Condo Townhouse)

$2399000.0

4 Beds
6 Baths
3000-3249 sq-ft

Step into luxury living at 16 Wheelhouse Crescent, nestled in The Shipyards' highly coveted waterfront community on the pristine shores of Georgian Ba

40 Photos

31 Simcoe St, Simcoe, Ontario , MLS #S12010241 , Image - 1

31 Simcoe St Collingwood, Simcoe, ON MLS® S12010241

Residential (Detached)

$2399000.0

3 +0 Beds
3 Baths

Unique 3-Bedroom Century Red Brick Residence & Commercial Space in the Heart of Collingwood! Discover a rare opportunity to own a piece of Collingwood

15 Photos

108 Bartlett Blvd, Simcoe, Ontario , MLS #S11944081 , Image - 1

108 Bartlett Blvd Collingwood, Simcoe, ON MLS® S11944081

Residential (Detached)

$2995000.0

price drop icon

Price drop by 14.3%

3 Beds
3 Baths

Nestled at the end of a quiet cul-de-sac in Princeton Shores, this extraordinary .4-acre waterfront estate boasts 225+ feet of pristine shoreline and

40 Photos

75 Indian Tr, Simcoe, Ontario , MLS #S11947532 , Image - 1

75 Indian Tr Collingwood, Simcoe, ON MLS® S11947532

Residential (Detached)

$2999900.0

6 Beds
4 Baths
3500-5000 sq-ft

Welcome to your dream waterfront estate nestled on the pristine shores of Georgian Bay, Lake Huron. This stunning property offers an unparalleled comb

18 Photos

365 Raglan St E, Simcoe, Ontario , MLS #S11903685 , Image - 1

365 Raglan St E Collingwood, Simcoe, ON MLS® S11903685

Commercial (Industrial)

$3000000.0

Collingwood Industrial freestanding building being offered on a 2.5 acre lot, in an established industrial zone with easy access to Poplar Sideroad a

33 Photos

1 Westmount Mews, Simcoe, Ontario , MLS #S11951665 , Image - 1

Unit-7, 1 Westmount Mews Collingwood, Simcoe, ON MLS® S11951665

Condo (Condo Townhouse)

$2850000.0

4 Beds
5 Baths
3750-3999 sq-ft

Experience the epitome of waterfront luxury with this highly sought-after Cumberland model, part of the prestigious Mackinaw Townhome Collection in th

29 Photos

4 Buckingham Blvd, Simcoe, Ontario , MLS #S11939296 , Image - 1

4 Buckingham Blvd Collingwood, Simcoe, ON MLS® S11939296

Residential (Detached)

$3149900.0

7 Beds
2 Baths
5000+ sq-ft

Welcome to 4 Buckingham Blvd, a perfect blend of century old cottage mixed with luxurious modern farmhouse. Sitting on just under an acre this rare ge

35 Photos

80 HIGH STREET, Simcoe, Ontario , MLS #S10438935 , Image - 1

80 HIGH STREET Collingwood, Simcoe, ON MLS® S10438935

Commercial (Sale Of Business)

$3500000.0

PRIME COLLINGWOOD COMMERCIAL/INDUSTRIAL LAND AND BUILDING WITH ROOM TO GROW. PRIME LOCATION ON CORNER OF HIGH STREET AND STEWART ROAD BETWEEN HIGH VOL

10 Photos

11555 HWY 26, Simcoe, Ontario , MLS #S10435901 , Image - 1

11555 HWY 26 Collingwood, Simcoe, ON MLS® S10435901

Commercial (Land)

$5500000.0

Currently operating as a greenhouse and nursery, 11555 Highway 26 spans 11.4 acres in Collingwood's thriving growth corridor. The property, while unde

29 Photos

80 High St, Simcoe, Ontario , MLS #S9346452 , Image - 1

80 High St Collingwood, Simcoe, ON MLS® S9346452

Commercial (Industrial)

$3500000.0

PRIME COLLINGWOOD COMMERCIAL/INDUSTRIAL LAND AND BUILDING WITH ROOM TO GROW. PRIME LOCATION ON CORNER OF HIGH STREET AND STEWART ROAD BETWEEN HIGH VOL

8 Photos

876 HURONTARIO St, Simcoe, Ontario , MLS #S10434539 , Image - 1

876 HURONTARIO St Collingwood, Simcoe, ON MLS® S10434539

Commercial (Sale Of Business)

$2900000.0

Commercial (C5) zoning conductive to, among many other uses, professional offices, in an excellent high volume traffic location with easy access and c

36 Photos

53 Niagara Street, Simcoe, ON , MLS #40661720 , Image - 1

53 Niagara Street Collingwood, Simcoe, ON MLS® 40661720

Residential (Single Family Residence)

$2649000

5 Beds
4 Baths
3700 sq-ft

Discover the ultimate in luxury and location with this stunning custom-built 5-bedroom VanderMeer home, just steps from the pristine shores of Georgia

6 Photos

11555 26 Hwy, Simcoe, Ontario , MLS #S10417492 , Image - 1

11555 26 Hwy Collingwood, Simcoe, ON MLS® S10417492

Commercial (Land)

$5500000.0

Currently operating as a greenhouse and nursery, 11555 Highway 26 spans 11.4 acres in Collingwood's thriving growth corridor. The property, while unde

1 Photos

10105 Highway 26, Simcoe, Ontario

10105 Highway 26 Collingwood, Simcoe, ON MLS® S10408957

Commercial (Land)

$6500000.0

9.3 acre development site with over 600 feet of frontage on Highway #26 in the growing market of Collingwood. M1 zoning allows for wide variety of com

6 Photos

295 Mountain Rd, Simcoe, Ontario , MLS #S8389694 , Image - 1

295 Mountain Rd Collingwood, Simcoe, ON MLS® S8389694

Commercial (Land)

$29995000.0

The subject Property is located on the north side of Mountain Road, west of Tenth Line in the heart of Collingwood. Located 1.5 kilometeres from Colli

1 Photos

12 Harbour St W, Simcoe, Ontario

12 Harbour St W Collingwood, Simcoe, ON MLS® S7294916

Commercial (Land)

$2900000.0

FINAL PHASE OF MULTI-PHASE MASTERPLANNED COMMUNITY, BALMORAL VILLAGE. ZONING APPROVED FOR 5-SOTREY MIXED USE RESIDENTIAL DEVELOPMENT. Dev Concept For

3 Photos

Block 3 Harbour St W, Simcoe, Ontario , MLS #S5842569 , Image - 1

Block 3 Harbour St W Collingwood, Simcoe, ON MLS® S5842569

Commercial (Commercial/Retail)

$2900000.0

Excellent Investment Property Opportunity In The West End Of Collingwood In The Coveted Balmoral Village Complex. Last Of The Development Sites In Thi

10 Photos

500 Ontario St, Simcoe, Ontario , MLS #S6181960 , Image - 1

500 Ontario St Collingwood, Simcoe, ON MLS® S6181960

Commercial (Investment)

$6490000.0

Development Opportunity! Existing Medical Sports Clinic. The site is on the official plan as high density residential DR-6 Residential Condo or Rental

1
2

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Related to your search

Property Types Available in Collingwood

View More

Properties By Budget in Collingwood

View More

Tell us a Little about yourself!