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L4R Houses For Sale Under 500K - P2

Showing results 31 - 60 of 74

Last Updated: August 05, 2026

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915 Vindin Street, Simcoe, ON , MLS #S13561308 , Image - 1

915 Vindin Street Midland, Simcoe, ON MLS® S13561308

Residential Freehold (Detached)

$499900.0

3 Beds
2 Baths
1100-1500 sq-ft

Offered for the first time by its original owners, this 3 bedroom, 2 bathroom raised bungalow sits on just over half an acre, surrounded by mature tre

22 Photos

314 Bay Street, Simcoe, ON , MLS #S13438566 , Image - 1

314 Bay Street Midland, Simcoe, ON MLS® S13438566

Residential Freehold (Detached)

$439900.0

Price drop by 4.3%

2 Beds
1 Baths
700-1100 sq-ft

A wonderful opportunity for first-time buyers or downsizers, this charming detached 2-bedroom home is move-in ready. From the moment you arrive, the i

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21 Vics Road, Simcoe, ON , MLS #S13551836 , Image - 1

21 Vics Road Midland, Simcoe, ON MLS® S13551836

Residential Freehold (MobileTrailer)

$249900.0

3 Beds
1 Baths
700-1100 sq-ft

Looking for an affordable starter home or the perfect place to retire? Welcome to 21 Vic's Road! This 3-bedroom, 1-bathroom home is nestled on a rare,

26 Photos

5411 Elliott Side Road, Simcoe, ON , MLS #S13539826 , Image - 1

Unit-19, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13539826

Residential Freehold (Modular Home)

$389000.0

3 Beds
1 Baths
700-1100 sq-ft

Discover easy, carefree living in one of Simcoe County's most desirable adult-living communities - just minutes from downtown Midland and the shores o

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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405 Dominion Avenue, Simcoe, ON , MLS #S13506512 , Image - 1

405 Dominion Avenue Midland, Simcoe, ON MLS® S13506512

Residential Freehold (Detached)

$459900.0

4 Beds
2 Baths
1500-2000 sq-ft

Solid century home with 2 separate apartments with separate entrances on separate water and hydro meters. Live in the main floor 2 bedroom apartment a

5 Photos

560 Taylor Drive, Simcoe, ON , MLS #S13540070 , Image - 1

560 Taylor Drive Midland, Simcoe, ON MLS® S13540070

Residential Freehold (Vacant Land)

$229900.0

Opportunity to secure one of the last remaining lots in Midlands most sought-after waterfront community. This rare permit ready lot opens up to 80' at

30 Photos

277 Gloucester Street, Simcoe, ON , MLS #S13537870 , Image - 1

277 Gloucester Street Midland, Simcoe, ON MLS® S13537870

Residential Freehold (Detached)

$449900.0

3 Beds
2 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Wake up each morning to breathtaking views of Georgian Bay right from your front doorstep, where stunning wa

21 Photos

817 Birchwood Drive, Simcoe, ON , MLS #S13536666 , Image - 1

817 Birchwood Drive Midland, Simcoe, ON MLS® S13536666

Residential Freehold (Detached)

$499000.0

3 +1 Beds
2 Baths
700-1100 sq-ft

This 3+1 bedroom, 2 bath bungalow offers the perfect combination of comfort, functionality, and versatility in a desirable Midland neighbourhood. The

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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280 Aberdeen Boulevard, Simcoe, ON , MLS #S12944342 , Image - 1

Unit-415, 280 Aberdeen Boulevard Midland, Simcoe, ON MLS® S12944342

Residential Condo & Other (Condo Apartment)

$399900.0

Price drop by 7.0%

2 Beds
1 Baths
600-699 sq-ft

If you have ever wanted to have a penthouse condominium with a large balcony overlooking the water, then this one may be for you!! This condo comes wi

3 Photos

38 Northland Road, Simcoe, ON , MLS #S13097832 , Image - 1

38 Northland Road Midland, Simcoe, ON MLS® S13097832

Residential Freehold (MobileTrailer)

$245000.0

Price drop by 10.7%

2 Beds
1 Baths
700-1100 sq-ft

Affordable living in a peaceful lakeside community! Welcome to this well-maintained 2 bedroom, 1 bath mobile home offering comfortable living in the d

7 Photos

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

607 TAYLOR Drive Midland, Simcoe, ON MLS® S12161574

Residential Freehold (Vacant Land)

$199000.0

Price drop by 33.4%

< 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

3 Photos

420 Cornell Drive, Simcoe, ON , MLS #S13520162 , Image - 1

420 Cornell Drive Midland, Simcoe, ON MLS® S13520162

Residential Freehold (Vacant Land)

$189000.0

Prime West End Building Lot on a quiet, lakeside Cul-de-Sac in Midland, ON. The perfect blend of tranquil living & Georgian Bay lifestyle. This beaut

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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601 Taylor Drive, Simcoe, ON , MLS #S13512648 , Image - 1

601 Taylor Drive Midland, Simcoe, ON MLS® S13512648

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1) Steps from the sparkling shores of Georgian Bay, with the property backing onto Tiffin Pier Lake, offeri

11 Photos

595 Taylor Drive, Simcoe, ON , MLS #S13512600 , Image - 1

595 Taylor Drive Midland, Simcoe, ON MLS® S13512600

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1) Exceptional location near Georgian Bay featuring partial water views and backing onto the tranquil water

11 Photos

565 Taylor Drive, Simcoe, ON , MLS #S13512566 , Image - 1

565 Taylor Drive Midland, Simcoe, ON MLS® S13512566

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1)Last available walk-out lot in this prestigious waterfront neighbourhood, offering a rare opportunity to

11 Photos

589 Taylor Drive, Simcoe, ON , MLS #S13512522 , Image - 1

589 Taylor Drive Midland, Simcoe, ON MLS® S13512522

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1) Steps from Georgian Bay, offering an unmatched lifestyle surrounded by natural beauty and waterfront cha

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

44 Photos

330 Third Street, Simcoe, ON , MLS #S13044912 , Image - 1

330 Third Street Midland, Simcoe, ON MLS® S13044912

Residential Freehold (Detached)

$439000.0

Price drop by 8.4%

2 Beds
2 Baths
700-1100 sq-ft

Timeless Charm & Modern Comfort in the Heart of Midland! Welcome to a home that instantly feels just right. This beautifully updated 2-storey century

29 Photos

5411 Elliott Side Road, Simcoe, ON , MLS #S13490852 , Image - 1

Unit-5, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13490852

Residential Freehold (MobileTrailer)

$349900.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to Candlelight Village, one of the area's most sought-after adult lifestyle communities! If you're looking for a friendly retirement setting w

29 Photos

48 Northland Drive, Simcoe, ON , MLS #S12752522 , Image - 1

48 Northland Drive Midland, Simcoe, ON MLS® S12752522

Residential Freehold (MobileTrailer)

$269900.0

Price drop by 14.3%

2 Beds
1 Baths
700-1100 sq-ft

MOTIVATED SELLER! A great opportunity to downsize your home and move into this clean and comfortable mobile home in Midland. Located in Smith's Camp,

25 Photos

24 Lakeshore Road, Simcoe, ON , MLS #S13242028 , Image - 1

24 Lakeshore Road Midland, Simcoe, ON MLS® S13242028

Residential Freehold (MobileTrailer)

$249777.0

2 +0 Beds
1 Baths
< 700 sq-ft

Welcome to 24 Lakeshore Road in Midland, where you can enjoy beautiful waterfront sunsets and a relaxed lifestyle in a welcoming year-round community.

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

3 Photos

725 Aberdeen Boulevard, Simcoe, ON , MLS #S13436118 , Image - 1

Unit-57, 725 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13436118

Residential Condo & Other (Vacant Land Condo)

$27500.0

0-499 sq-ft

30 Foot Marina Boat Slip. Rare opportunity to purchase a slip on beautiful GEORGIAN BAY why pay for a seasonal rental at a Marina. Can you even find a

3 Photos

725 Aberdeen Boulevard, Simcoe, ON , MLS #S13463308 , Image - 1

Unit-2, 725 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13463308

Residential Condo & Other (Other)

$20000.0

0-499 sq-ft

45' Marina boat slip. Welcome to Tiffin Pier Marina! Your access point to beautiful Georgian Bay awaits! This deep water marina offers convenient elec

1 Photos

458 93 Highway Midland, Simcoe, ON MLS® S13479456

Residential Freehold (Vacant Land)

$389000.0

Excellent opportunity to acquire vacant land in the growing community of Penetanguishene. Conveniently located close to all amenities, including shopp

33 Photos

5263 Elliott Side Road, Simcoe, ON , MLS #S13209704 , Image - 1

Unit-81, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13209704

Residential Freehold (MobileTrailer)

$285000.0

Price drop by 5.0%

3 Beds
1 Baths
700-1100 sq-ft

Here's why 5263 Elliott Sideroad Unit #81 could be your next move --- QUIET SETTING BACKING ONTO BUSH - Tucked away in Bramhall Park with no rear ne

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

23 Photos

77 Stans Circle, Simcoe, ON , MLS #S13463562 , Image - 1

77 Stans Circle Midland, Simcoe, ON MLS® S13463562

Residential Freehold (MobileTrailer)

$119500.0

2 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy a large kitchen and living space that seamlessly adjoins to an outdoor deck, perfect for hosting guest

18 Photos

5263 Elliott Side Road, Simcoe, ON , MLS #S12874990 , Image - 1

Unit-58, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S12874990

Residential Freehold (Other)

$259900.0

Price drop by 6.2%

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.

13 Photos

722 Aberdeen Boulevard, Simcoe, ON , MLS #S13460290 , Image - 1

722 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13460290

Residential Freehold (Vacant Land)

$274500.0

Top 5 Reasons You Will Love This Property: 1) Stop browsing and start building your custom luxury masterpiece, this prime 60'x131' lot offers an incre

3 Photos

300 Centennial Drive, Simcoe, ON , MLS #S13461880 , Image - 1

300 Centennial Drive Midland, Simcoe, ON MLS® S13461880

Residential Freehold (Vacant Land)

$329900.0

WELCOME TO MARCELLUS PLACE, VACANT LARGE 114x197 LOT, COMPLETELY CLEARED AND GRADED ON A PAVED CUL DU SAC ROAD. ALL INFRASTRUCTURE AND UTILITIES INSTA