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L4R Houses For Sale Under 5 Million

Showing results 1 - 30 of 50

With Square Yards Canada, you can find a variety of houses for sale under $5m in l4r, providing an extensive selection across different municipalities, communities, or areas in Ontario. Filter properties by price, size, amenities, and property age to find the best l4r houses for sale under $5m. Customise your search by the number of bedrooms, bathrooms, and surface area to find the perfect match. Browse our listings with HD images and detailed guides to choose from the high-end properties available. Buy houses in l4r under $5m with the best on offer across the market.

Last Updated: December 23, 2025

50 Photos

50 Windermere Circle, Simcoe, ON , MLS #S12610082 , Image - 1

50 Windermere Circle Rural Tay, Tay, Simcoe, ON MLS® S12610082

Residential Freehold (Detached)

$1599777.0

4 Beds
3 Baths
1500-2000 sq-ft

Live in luxury. Welcome to Windermere Estates - Executive-style custom-built home, nestled in the highly sought subdivision. Designed with both functi

27 Photos

344 First Street, Simcoe, ON , MLS #S12642798 , Image - 1

344 First Street Midland, Simcoe, ON MLS® S12642798

Residential Freehold (Detached)

$599900.0

5 Beds
3 Baths
1500-2000 sq-ft

This updated century home offers timeless charm and exceptional flexibility, set within DC-F2 zoning that supports a variety of uses. Ideal for a grow

34 Photos

381 Olive Street, Simcoe, ON , MLS #S12558602 , Image - 1

381 Olive Street Midland, Simcoe, ON MLS® S12558602

Residential Freehold (Detached)

$599900.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome to 381 Olive Street in Midland - a unique opportunity zoned Industrial on nearly half an acre, offering exceptional versatility for home, hobb

24 Photos

86 Sixth Street, Simcoe, ON , MLS #S12638064 , Image - 1

86 Sixth Street Midland, Simcoe, ON MLS® S12638064

Residential Freehold (Detached)

$375000.0

3 Beds
1 Baths
1500-2000 sq-ft

CHARACTER-FILLED HOME WITH GEORGIAN BAY VIEWS, A 200 FT DEEP LOT, & READY TO BECOME YOUR PINTEREST DREAM HOME! Start your day on the enclosed front po

Pre-Construction

Rosehaven Ivy Rouge

Burnhamthorpe Road West & Sixth Line, Oakville

From $1,099,990 to $2,079,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

29 Photos

828 Dominion Avenue, Simcoe, ON , MLS #S12641058 , Image - 1

828 Dominion Avenue Midland, Simcoe, ON MLS® S12641058

Residential Freehold (Detached)

$749900.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

WEST END CHARMER WITH THOUGHTFUL UPDATES, A LEGAL SUITE WITH SEPARATE ENTRANCE, SPACIOUS INTERIOR, & SET ON A LARGE IN-TOWN LOT! You won't fully get t

37 Photos

155 William Street, Simcoe, ON , MLS #S12565904 , Image - 1

Unit-12, 155 William Street Midland, Simcoe, ON MLS® S12565904

Residential Condo & Other (Condo Apartment)

$1575000.0

2 +1 Beds
4 Baths
1800-1999 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Imagine waking up each morning to sweeping, uninterrupted views of Midland Harbour and the shimmering water

50 Photos

326 BLUEBERRY MARSH Road, Simcoe, ON , MLS #S12437711 , Image - 1

326 BLUEBERRY MARSH Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12437711

Residential Freehold (Detached)

$1699900.0

3 +0 Beds
3 Baths
3000-3500 sq-ft

Stunning estate property situated on 28 acres in central Oro-Medonte location with a custom built home by Gilkon Construction, who are builders of hig

42 Photos

8485 Highway 93 N/A, Simcoe, ON , MLS #S12558060 , Image - 1

8485 Highway 93 N/A Rural Tiny, Tiny, Simcoe, ON MLS® S12558060

Residential Freehold (Farm)

$2170000.0

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

Top 5 Reasons You Will Love This Home: 1) Nearly 80-acres of income-producing land offering multiple revenue streams, including income from barn signa

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

49 Photos

969 WILLIAM Street, Simcoe, ON , MLS #S12630562 , Image - 1

969 WILLIAM Street Midland, Simcoe, ON MLS® S12630562

Residential Freehold (Detached)

$649900.0

2 +1 Beds
3 Baths
1100-1500 sq-ft

Built in 2021, this home offers a stylish, functional layout with quality finishes throughout, ideal for modern living! Step inside to find hardwood f

39 Photos

925 Dominion Avenue, Simcoe, ON , MLS #S12530096 , Image - 1

925 Dominion Avenue Midland, Simcoe, ON MLS® S12530096

Residential Freehold (Detached)

$749777.0

4 Beds
3 Baths
1100-1500 sq-ft

Welcome to the perfect family home, where space, style, and comfort come together! Located in Midlands sought-after west end, this beautifully maintai

36 Photos

641 Bay Street, Simcoe, ON , MLS #S12516836 , Image - 1

641 Bay Street Midland, Simcoe, ON MLS® S12516836

Residential Freehold (Detached)

$659777.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to your perfect family home, ideally situated in the heart of Midland. Just a short walk to shops, schools, trails, and the shores of beautifu

37 Photos

679 Montreal Street, Simcoe, ON , MLS #S12028300 , Image - 1

679 Montreal Street Midland, Simcoe, ON MLS® S12028300

Residential Freehold (Duplex)

$685000.0

Price drop by 5.5%

3 +2 Beds
2 Baths
700-1100 sq-ft

Well maintained maintenance free duplex located on Midland's west side offering a 3 Bdrm Unit and a 2 Bdrm unit with each their own driveways, separa

Pre-Construction

Angus Glen South Village

4134 16th Avenue, Markham

From From $2,130,000 to $5,820,000

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Kylemore Communities

18 Photos

204 Gianetto Drive, Simcoe, ON , MLS #S12628254 , Image - 1

204 Gianetto Drive Midland, Simcoe, ON MLS® S12628254

Residential Freehold (Vacant Land)

$199000.0

Build your Dream Home! Breath taking views of Midland Harbour! This generously sized 0.7 acre building lot offers a rare opportunity in one of Midland

26 Photos

993 Whitney Crescent, Simcoe, ON , MLS #S12456642 , Image - 1

993 Whitney Crescent Midland, Simcoe, ON MLS® S12456642

Residential Freehold (Detached)

$1149900.0

4 Beds
3 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Exquisite home situated on a premium lot in an outstanding neighbourhood 2) Extensive upgrades include all n

13 Photos

722 Aberdeen Boulevard, Simcoe, ON , MLS #S12464086 , Image - 1

722 Aberdeen Boulevard Midland, Simcoe, ON MLS® S12464086

Residential Freehold (Vacant Land)

$299900.0

< 700 sq-ft

Top 5 Reasons You Will Love This Property: 1) Build your dream of lakeside living on a pristine lot showcasing sweeping Georgian Bay views and overloo

18 Photos

9 Riverwalk Place, Simcoe, ON , MLS #S12544572 , Image - 1

9 Riverwalk Place Midland, Simcoe, ON MLS® S12544572

Residential Freehold (Detached)

$849900.0

3 Beds
3 Baths
1500-2000 sq-ft

Discover the charm of this sought-after enclave of Cape Cod-style homes nestled along the scenic shores of Georgian Bay in Midland. This stunning resi

Pre-Construction

The Platform at Station Park

35 Wellington St S, Kitchener

From $524,900 to $779900

Project Info

Units
Condos

Property Mix

Floorplans coming soon

Developer:VanMar Developments

23 Photos

1041 Cook Drive, Simcoe, ON , MLS #S12562114 , Image - 1

1041 Cook Drive Midland, Simcoe, ON MLS® S12562114

Residential Freehold (Att/Row/Townhouse)

$495500.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this beautifully cared-for 3-bedroom, 2-bathroom townhouse, ideally located in one of Midland's most desirable neighbourhoods. Move-in read

47 Photos

635 Wayne Crescent, Simcoe, ON , MLS #S12246987 , Image - 1

635 Wayne Crescent Midland, Simcoe, ON MLS® S12246987

Residential Freehold (Detached)

$699000.0

Price drop by 2.8%

2 +1 Beds
2 Baths
1100-1500 sq-ft

Welcome Home to 635 Wayne Cres Midland Ontario, This wonderful all brick raised bungalow is Available Now for you and your family. This Home offers 2

27 Photos

657 Manly Street, Simcoe, ON , MLS #S12512356 , Image - 1

657 Manly Street Midland, Simcoe, ON MLS® S12512356

Residential Freehold (Detached)

$665000.0

3 Beds
1 Baths
1500-2000 sq-ft

Welcome home to this well maintained home on a large, centrally located in town lot. There are no steps on this main floor including to the separate f

38 Photos

309 Manly Street, Simcoe, ON , MLS #S12509724 , Image - 1

309 Manly Street Midland, Simcoe, ON MLS® S12509724

Residential Freehold (Detached)

$424900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 309 Manly Street in Midland. Whether you are looking for an investment or just starting out this property has upside potential. Featuring

Pre-Construction

Menkes South Lake

193 Nautical Blvd, Oakville

From $2,309,900 to $2,609,900

Project Info

37 Units

Property Mix

Floorplans coming soon

Developer:Menkes Developments Ltd

18 Photos

5263 Elliott Side Road, Simcoe, ON , MLS #S12203470 , Image - 1

Unit-58, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S12203470

Residential Freehold (Other)

$285000.0

Price drop by 6.6%

2 Beds
1 Baths
700-1100 sq-ft

Come and be a part of the friendly community of Bramhall Park. Quiet country location tucked away but only minutes from town and all local amenities.

32 Photos

61 Riverwalk Place, Simcoe, ON , MLS #S12309465 , Image - 1

61 Riverwalk Place Midland, Simcoe, ON MLS® S12309465

Residential Freehold (Detached)

$1130000.0

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

Luxurious Living with Backyard Oasis in Waterfront Community. Welcome to this exceptional 6-bedroom, 4-bathroom detached bungaloft, where timeless ele

26 Photos

423 Irwin Street, Simcoe, ON , MLS #S12347563 , Image - 1

423 Irwin Street Midland, Simcoe, ON MLS® S12347563

Residential Freehold (Detached)

$699900.0

4 Beds
2 Baths
2000-2500 sq-ft

A Home That Fits Your Life, and Everyone in It. With four bedrooms, two full bathrooms, and a layout built for real comfort, this all-brick raised bun

26 Photos

5411 Elliott Side Road, Simcoe, ON , MLS #S12452513 , Image - 1

Unit-19, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S12452513

Residential Freehold (Modular Home)

$419000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to Candlelight Village, one of Simcoe Countys most desirable adult-living communities, just minutes from downtown Midland and the shores of Ge

Pre-Construction

Aquanova Condos

Lakefront Promenade & Lakeshore Road East, Mississauga

Project Info

Units
Condos

Property Mix

Floorplans coming soon

Developer:Greenpark Group

5 Photos

1203 Everton Road, Simcoe, ON , MLS #S12115568 , Image - 1

1203 Everton Road Midland, Simcoe, ON MLS® S12115568

Residential Freehold (Vacant Land)

$259000.0

Price drop by 3.7%

< 700 sq-ft

Attention all Builders & Investors. Amazing Vacant Lot!(109f X 250f) Minutes to Georgian Bay ( Midland Harbour) Walking distance to Bay Port . The Per

14 Photos

269 Whitfield Crescent, Simcoe, ON , MLS #S12443929 , Image - 1

269 Whitfield Crescent Midland, Simcoe, ON MLS® S12443929

Residential Freehold (Vacant Land)

$335900.0

< 700 sq-ft

Rare 1.05 Acre Industrial Lot ( Zoned M1) Within The Town Of Midland In The Heritage Business Park ! Unique Two Level Lot, Mostly Cleared And Ready

44 Photos

330 Third Street, Simcoe, ON , MLS #S12443761 , Image - 1

330 Third Street Midland, Simcoe, ON MLS® S12443761

Residential Freehold (Detached)

$499000.0

2 Beds
2 Baths
700-1100 sq-ft

Charming Century Home in the Heart of Midland! Perfect for First-Time Buyers & Young Families! Step into this beautifully renovated and immaculately c

4 Photos

PART 2 Ron Jones Road, Simcoe, ON , MLS #S12204671 , Image - 1

PART 2 Ron Jones Road Rural Tay, Tay, Simcoe, ON MLS® S12204671

Residential Freehold (Vacant Land)

$349900.0

Here is your opportunity to be the proud owner of this one plus acre property to build your dream home and enjoy the beauty of the rural Tay area. Pre

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

5 Photos

PART 1 Ron Jones Road, Simcoe, ON , MLS #S12204653 , Image - 1

PART 1 Ron Jones Road Rural Tay, Tay, Simcoe, ON MLS® S12204653

Residential Freehold (Vacant Land)

$349900.0

Here is your opportunity to be the proud owner of this one plus acre property to build your dream home and enjoy the beauty of the rural Tay area. Pre

7 Photos

607 TAYLOR Drive, Simcoe, ON , MLS #S12161574 , Image - 1

607 TAYLOR Drive Midland, Simcoe, ON MLS® S12161574

Residential Freehold (Vacant Land)

$250000.0

Price drop by 16.4%

< 700 sq-ft

Build Your Dream Home Here. Rare opportunity to own a spacious building lot (60ft Wide x 229ft Deep) backing onto Tiffin Pond in a very desirable Midl

Shortlisted Properties

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Maximum 4 project can be compared at one go.

L4R Houses For Sale Under 5 Million

Rosehaven Ivy Rouge

Rosehaven Simcoe Woods

Angus Glen South Village

The Platform at Station Park

Menkes South Lake

Aquanova Condos

1515 Pickering Parkway

Homes for Sale Nearby L4R, ON by Postal Code

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