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L9Y Houses For Sale Under 5 Million - P2

Showing results 31 - 60 of 538

Last Updated: November 04, 2026

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136 Grand Cypress Lane, Grey County, ON , MLS #X14106982 , Image - 1

136 Grand Cypress Lane Blue Mountains, Grey County, ON MLS® X14106982

Residential Freehold (Detached)

$999000.0

3 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to 136 Grand Cypress Lane, an exquisitely renovated luxury residence tucked away in the highly desirable community of The Blue Mountains. Offe

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6 Wildrose Trail, Simcoe, ON , MLS #S13714338 , Image - 1

6 Wildrose Trail Collingwood, Simcoe, ON MLS® S13714338

Residential Condo & Other (Condo Townhouse)

$595000.0

2 Beds
4 Baths
1000-1199 sq-ft

Enjoy the four-season lifestyle of the Tanglewood community, ideally situated within the golf course and surrounded by scenic trails. This move-in-rea

Open House : Sun Nov 08, 10:00 AM to 12:00 PM

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1 Chamberlain Crescent, Simcoe, ON , MLS #S14114720 , Image - 1

Unit-304, 1 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S14114720

Residential Condo & Other (Condo Apartment)

$499000.0

3 Beds
2 Baths
1200-1399 sq-ft

TOP FLOOR, SOUTH FACING, 3 BEDROOM WITH VIEWS - Discover refined, carefree living at Dwell at Creekside, an elegant condominium residence by Devonleig

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173 Vacation Inn Drive, Simcoe, ON , MLS #S13584960 , Image - 1

173 Vacation Inn Drive Collingwood, Simcoe, ON MLS® S13584960

Residential Condo & Other (Condo Townhouse)

$529900.0

Price drop by 2.8%

3 +0 Beds
3 Baths
1200-1399 sq-ft

STANDOUT VALUE IN COLLINGWOOD: END UNIT, 2 PARKING SPACES, LOW CONDO FEES, PRIVATE HOT TUB AND SOUTH/WEST EXPOSURE! This fully furnished 3-bedroom, 3-

Open House : Sat Nov 07, 12:00 PM to 02:00 PM

Pre-Construction

1515 Pickering Parkway

1497-1525 Pickering Parkway, Pickering

From $399,990 - $706,990

Project Info

1 Building
571 Units
Condos

Property Mix

Studio(36)
1 Bed(451)
2 Bed(80)
3 Bed(2)

Developer:Sevoy Developments

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711 Johnston Park Avenue, Simcoe, ON , MLS #S13836746 , Image - 1

711 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13836746

Residential Condo & Other (Condo Townhouse)

$449900.0

2 Beds
2 Baths
1000-1199 sq-ft

SUN, SAND, SLOPES and MORE! Live the four-season lifestyle you've been dreaming of - whether your days are filled with relaxing at the private beach,

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43 Niagara Street, Simcoe, ON , MLS #S14114082 , Image - 1

43 Niagara Street Collingwood, Simcoe, ON MLS® S14114082

Residential Freehold (Detached)

$1999000.0

4 Beds
3 Baths
3000-3500 sq-ft

UPSCALE COASTAL LIVING AT SUNSET POINT - Welcome to 43 Niagara Street, a beautifully designed Craftsman-style home in Collingwood's coveted Sunset Poi

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24 Oliver Crescent, Simcoe, ON , MLS #S14144460 , Image - 1

24 Oliver Crescent Collingwood, Simcoe, ON MLS® S14144460

Residential Freehold (Detached)

$1795000.0

3 +2 Beds
4 Baths
3000-3500 sq-ft

Rare blend of authentic log construction and modern efficiency on a prime 120' x 225' riverfront lot. Backing directly onto the Pretty River and steps

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49 Raglan Street, Simcoe, ON , MLS #S13824352 , Image - 1

Unit-106, 49 Raglan Street Collingwood, Simcoe, ON MLS® S13824352

Residential Condo & Other (Condo Apartment)

$349000.0

2 Beds
1 Baths
800-899 sq-ft

Here is a wonderful opportunity to enjoy an affordable, carefree lifestyle in Sunset Suites! This popular 60+ senior living community operates under a

Pre-Construction

Arbor West

10024 Mississauga Road, Brampton

From $559,990

Project Info

88 Buildings
204 Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Caivan

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1 Woodland Court, Simcoe, ON , MLS #S14093972 , Image - 1

Unit-1, 1 Woodland Court Collingwood, Simcoe, ON MLS® S14093972

Residential Condo & Other (Semi-Detached Condo)

$950000.0

2 +1 Beds
3 Baths
1200-1399 sq-ft

Rarely offered semi-detached bungalow condominium on a quiet, sought-after cul-de-sac in Cranberry Woodlands, backing directly onto the Cranberry Mars

Open House : Sat Nov 07, 01:00 PM to 03:00 PM

42 Photos

237 Simcoe Street, Simcoe, ON , MLS #S14139944 , Image - 1

237 Simcoe Street Collingwood, Simcoe, ON MLS® S14139944

Residential Freehold (Detached)

$668900.0

2 Beds
2 Baths
1100-1500 sq-ft

237 Simcoe Street features over 1,400 square feet with recent updates, a great layout, detached garage and unbeatable location just minutes on foot fr

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5 Dawson Drive, Simcoe, ON , MLS #S14116898 , Image - 1

Unit-327, 5 Dawson Drive Collingwood, Simcoe, ON MLS® S14116898

Residential Condo & Other (Condo Townhouse)

$370000.0

2 Beds
1 Baths
800-899 sq-ft

Outstanding 2-Bed Collingwood Townhome Near Georgian Bay! Filled with natural light, this upgraded 2-level condo features an open-concept upper floor

Open House : Sat Nov 07, 01:00 PM to 03:00 PM

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160 Grand Cypress Lane, Grey County, ON , MLS #X14142608 , Image - 1

160 Grand Cypress Lane Blue Mountains, Grey County, ON MLS® X14142608

Residential Freehold (Detached)

$1885000.0

4 Beds
5 Baths
3500-5000 sq-ft

Welcome to 160 Grand Cypress Lane, an extraordinary four-season retreat that is nestled in the heart of the Blue Mountains, this exquisite 4-bedroom,

Pre-Construction

Corktown Plaza

221 John Street South, Hamilton

From $329,900

Project Info

2 Buildings
786 Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Slate Asset Management

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26 Shipley Avenue, Simcoe, ON , MLS #S14143272 , Image - 1

26 Shipley Avenue Collingwood, Simcoe, ON MLS® S14143272

Residential Freehold (Semi-Detached )

$699000.0

3 Beds
3 Baths
1500-2000 sq-ft

50 Photos

129 Blueski George Crescent, Grey County, ON , MLS #X13702006 , Image - 1

129 Blueski George Crescent Blue Mountains, Grey County, ON MLS® X13702006

Residential Freehold (Detached)

$2688000.0

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

Tucked into one of Blue Mountain's most coveted pockets, 129 Blueski George offers an exceptional five-bedroom, five-bathroom retreat in the sought-af

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4 Griffin Road, Simcoe, ON , MLS #S13767662 , Image - 1

4 Griffin Road Collingwood, Simcoe, ON MLS® S13767662

Residential Freehold (Semi-Detached )

$569000.0

Price drop by 5.0%

3 Beds
2 Baths
1100-1500 sq-ft

This might just be one of those homes that makes life feel a little easier. Set on Collingwood's west end, 4 Griffin Road is a bright, move-in-ready 3

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127 Arnot Crescent, Grey County, ON , MLS #X13207012 , Image - 1

127 Arnot Crescent Blue Mountains, Grey County, ON MLS® X13207012

Residential Freehold (Vacant Land)

$999000.0

Rare opportunity to build your dream home in the coveted Nipissing Ridge community - one of the most sought-after addresses on the Escarpment. This pr

Pre-Construction

Lily at Crosstown

844 Don Mills Road, North York, Toronto

From $573,990 - $1,358,990

Project Info

2 Buildings
220 Units
Condos

Property Mix

Studio(2)
1 Bed(95)
2 Bed(79)
3 Bed(44)

Developer:Aspen Ridge Homes

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2623 Con 10 N Nottawasaga Side Road N, Simcoe, ON , MLS #S13812540 , Image - 1

2623 Con 10 N Nottawasaga Side Road N Rural Clearview, Clearview, Simcoe, ON MLS® S13812540

Residential Freehold (Rural Residential)

$3395000.0

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

Set across 95 acres with commanding views directly toward the ski hills of Osler Bluff, this landmark country estate offers a remarkable combination o

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184 Snowbridge Way, Grey County, ON , MLS #X14131476 , Image - 1

Unit-114, 184 Snowbridge Way Blue Mountains, Grey County, ON MLS® X14131476

Residential Condo & Other (Condo Apartment)

$549900.0

2 Beds
2 Baths
1000-1199 sq-ft

*TURN KEY*Mountain Views *STA Zoned *Backing Onto Green Space *Steps to Pool *Furnished & Turnkey , a beautifully maintained 2-bedroom, 2-bathroom con

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

38 Photos

44 Trott Boulevard, Simcoe, ON , MLS #S13762010 , Image - 1

Unit-17, 44 Trott Boulevard Collingwood, Simcoe, ON MLS® S13762010

Residential Condo & Other (Condo Townhouse)

$799000.0

3 Beds
2 Baths
1400-1599 sq-ft

Georgian Bay Waterfront Corner/ End Unit Condo! Welcome to your dream waterfront retreat! This beautifully updated 3-bedroom, 2-bathroom condo offers

Open House : Sat Nov 07, 12:00 PM to 02:00 PM

45 Photos

15 Kayla Crescent, Simcoe, ON , MLS #S13851074 , Image - 1

15 Kayla Crescent Collingwood, Simcoe, ON MLS® S13851074

Residential Freehold (Detached)

$1060000.0

3 +1 Beds
4 Baths
2000-2500 sq-ft

A Warm Home for Family, Friends & Four-Season Living : A standout feature of 15 Kayla Crescent is the separate lower-level in-law suite, offering flex

Pre-Construction

The Clove Condos

2 East Mall Cres, Toronto

From $440,990

Project Info

1 Building
606 Units
Condos

Property Mix

Studio(32)
1 Bed(379)
2 Bed(127)
3 Bed(68)

Developer:Mattamy Homes, QuadReal Property Group

42 Photos

12 Beckwith Lane, Grey County, ON , MLS #X13131116 , Image - 1

Unit-305, 12 Beckwith Lane Blue Mountains, Grey County, ON MLS® X13131116

Residential Condo & Other (Condo Apartment)

$549000.0

Price drop by 8.3%

3 Beds
2 Baths
1000-1199 sq-ft

Welcome to 12 Beckwith Lane, Unit 305 - a beautifully appointed third-floor loft in the recreational Mountain House community, offering sweeping views

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20 Beckwith Lane

Unit-401, 20 Beckwith Lane Blue Mountains, Grey County, ON MLS® X13821162

Residential Condo & Other (Condo Apartment)

$439000.0

2 Beds
1 Baths
600-699 sq-ft

Wake up and enjoy views of Blue Mountain, step outside onto your terrace and have the trails, slopes, and everything the area has to offer just minute

40 Photos

23 Marina Crescent, Simcoe, ON , MLS #S13803888 , Image - 1

23 Marina Crescent Collingwood, Simcoe, ON MLS® S13803888

Residential Freehold (Detached)

$899000.0

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

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9 Valleymede Court, Simcoe, ON , MLS #S13880806 , Image - 1

9 Valleymede Court Collingwood, Simcoe, ON MLS® S13880806

Residential Condo & Other (Condo Townhouse)

$549000.0

Price drop by 5.2%

3 +1 Beds
3 Baths
1000-1199 sq-ft

Welcome to The Links, a sought-after community just minutes from Blue Mountain and Downtown Collingwood! This meticulously maintained 3+1 bedroom, 3-b

Pre-Construction

The Laurels

6100 Regional Road 25, Milton

From $506,990 - $795,990

Project Info

7 Buildings
1768 Units
Condos

Property Mix

1 Bed(1425)
2 Bed(343)

Developer:Mattamy Homes

50 Photos

110 Mary Street, Simcoe, ON , MLS #S13670202 , Image - 1

110 Mary Street Collingwood, Simcoe, ON MLS® S13670202

Residential Freehold (Detached)

$1750000.0

Price drop by 1.7%

3 +2 Beds
3 Baths
1500-2000 sq-ft

Executive custom bungalow built by L. Patten & Sons, perfectly positioned on a premium 65x165 ft treed lot in one of Collingwood's most sought-after c

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277 Birch Street, Simcoe, ON , MLS #S14140018 , Image - 1

277 Birch Street Collingwood, Simcoe, ON MLS® S14140018

Residential Freehold (Detached)

$749000.0

3 Beds
2 Baths
1100-1500 sq-ft

Classic red brick home on a desirable Collingwood tree street. Beautiful historic features ~ wood pocket doors, wood floors, wood staircase, wood tri

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112 Kitzbuhl Crescent, Grey County, ON , MLS #X13770024 , Image - 1

112 Kitzbuhl Crescent Blue Mountains, Grey County, ON MLS® X13770024

Residential Freehold (Detached)

$1459000.0

3 +0 Beds
2 Baths
1500-2000 sq-ft

Tucked beneath a canopy of mature trees on one of Georgian Woodlands' most coveted streets, 112 Kitzbuhl Crescent is a beautiful four-season retreat w

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435 Walnut Street, Simcoe, ON , MLS #S13631308 , Image - 1

Unit-206, 435 Walnut Street Collingwood, Simcoe, ON MLS® S13631308

Residential Condo & Other (Condo Apartment)

$359900.0

1 Beds
1 Baths
800-899 sq-ft

Welcome to Walnut Woods-this spacious and beautifully maintained 1-bedroom, 1-bathroom condo is perfectly situated in the heart of Collingwood. With a

Pre-Construction

The Rebecca Condos

71 Rebecca Street, Hamilton

From $528,990 - $709,990

Project Info

1 Building
477 Units
Condos

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes, Melrose Investments

40 Photos

24 Ramblings Way

Unit-1001, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12812282

Residential Condo & Other (Condo Apartment)

$999000.0

Price drop by 19.4%

2 Beds
2 Baths
1800-1999 sq-ft

There are views, and then there are views like this! Perched above Southern Georgian Bay, this exceptional 1,894 sq. ft. 2 bedroom, 2 bathroom Penthou

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15 Maidens Crescent, Simcoe, ON , MLS #S13793626 , Image - 1

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

Shortlisted Properties

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L9Y Houses For Sale Under 5 Million - P2

1515 Pickering Parkway

Arbor West

Corktown Plaza

Lily at Crosstown

The Clove Condos

The Laurels

The Rebecca Condos

Property Types Available in L9Y, ON

Bedroom Types Available in L9Y, ONs

Budget Type Available in L9Y, ON

Neighbourhoods Nearby L9Y, ON