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Houses for Sale in Essex Under $500K

Showing results 1 - 30 of 38

Looking for houses under $500k for sale in Essex? With Square Yards Canada, you can find a diverse selection of properties that fit your budget and preferences. Our platform offers Essex houses for sale under under $500k, including freehold homes, condos, and commercial properties. Whether you're looking to buy houses under under $500k in Essex for residential or investment purposes, our listings allow you to filter through various property types and sizes. Customise your search by the number of bedrooms, bathrooms, and surface areas to find the perfect home that meets your specific preferences. Discover a wide range of options and easily navigate through properties that offer quality and affordability in Essex.

Last Updated: September 20, 2026

13 Photos

1315 Partington Avenue, Essex, ON , MLS #X13736234 , Image - 1

1315 Partington Avenue Windsor, Essex, ON MLS® X13736234

Residential Freehold (Detached)

$249900.0

3 Beds
1 Baths
700-1100 sq-ft

This charming 3-bedroom, 1-bathroom home in a family-friendly neighborhood offers comfort, style, and convenience. The bright, spacious living room fe

13 Photos

412 Partington Avenue, Essex, ON , MLS #X13786872 , Image - 1

412 Partington Avenue Windsor, Essex, ON MLS® X13786872

Residential Freehold (Detached)

$338000.0

5 +1 Beds
2 Baths
1100-1500 sq-ft

Prime University of Windsor Location!Welcome to 412 Partington Avenue, a charming and versatile home located in the heart of Windsor, just a short wal

49 Photos

9925 Holly Crescent, Essex, ON , MLS #X13763680 , Image - 1

9925 Holly Crescent Windsor, Essex, ON MLS® X13763680

Residential Freehold (Detached)

$499000.0

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

Welcome home to this well-maintained 3+1 bedroom, 2.5 bathroom back-split, nestled in Windsor's Forest Glade neighbourhood. Thoughtfully laid out acro

Open House : Sun Sep 20, 11:00 AM to 04:00 PM

34 Photos

272 Taylor Road, Essex, ON , MLS #X13791814 , Image - 1

272 Taylor Road Windsor, Essex, ON MLS® X13791814

Residential Freehold (Detached)

$499900.0

3 Beds
2 Baths
700-1100 sq-ft

Move in ready Detached 1435 Sq Ft - 3 bed 2 bath side split located in Harrow on 60 x 120Ft w/ kitchen w/SS appliances, backsplash, pot lighting w/ si

Open House : Sun Sep 20, 11:00 AM to 03:00 PM

20 Photos

2257-59 Howard Avenue, Essex, ON , MLS #X13765978 , Image - 1

2257-59 Howard Avenue Windsor, Essex, ON MLS® X13765978

Residential Freehold (Duplex)

$495000.0

4 Beds
2 Baths
1500-2000 sq-ft

Welcome to 2257-2259 Howard Ave, Windsor! This well-maintained 2-storey detached duplex offers an excellent opportunity for investors or families seek

1 Photos

1259 CATARAQUI Street Windsor, Essex, ON MLS® X13749710

Residential Freehold (Detached)

$399999.0

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

Welcome to 1259 Cataraqui Street, a versatile Windsor property offering 3 bedrooms plus a separate basement apartment, providing excellent potential f

15 Photos

1515 Tourangeau Road, Essex, ON , MLS #X13106808 , Image - 1

1515 Tourangeau Road Windsor, Essex, ON MLS® X13106808

Residential Freehold (Detached)

$360000.0

Price drop by 20.0%

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

This charming 2+1 bedroom, 1.5 bathroom bungalow is ideally located in the heart of East Windsor. A spacious foyer welcomes you into a bright and invi

17 Photos

1799 Castleton Avenue, Essex, ON , MLS #X13758276 , Image - 1

1799 Castleton Avenue Windsor, Essex, ON MLS® X13758276

Residential Freehold (Semi-Detached )

$470000.0

2 Beds
2 Baths
700-1100 sq-ft

Well maintained, two bedroom townhouse in Blue Heron. With an open concept living room, dining area and kitchen. The main living room has vaulted ceil

45 Photos

2541 Gail Road, Essex, ON , MLS #X13778508 , Image - 1

2541 Gail Road Windsor, Essex, ON MLS® X13778508

Residential Freehold (Detached)

$474900.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to 2541 Gail Road, a beautifully updated home in the highly sought-after South Walkerville neighbourhood of Windsor. Thoughtfully renovated fr

30 Photos

1533 Alexis Road, Essex, ON , MLS #X13769848 , Image - 1

1533 Alexis Road Windsor, Essex, ON MLS® X13769848

Residential Freehold (Detached)

$419000.0

5 Beds
2 Baths
1500-2000 sq-ft

Welcome to 1533 Alexis Road, a charming and tastefully updated 1-storey detached home in Windsor's vibrant Ford City neighbourhood. Offering five bedr

37 Photos

269 Josephine Avenue, Essex, ON , MLS #X13123162 , Image - 1

269 Josephine Avenue Windsor, Essex, ON MLS® X13123162

Residential Freehold (Detached)

$298088.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to this fully furnished and exceptionally well-maintained 3-bedroom property, perfectly designed for comfortable living or an outstanding stud

28 Photos

1160 Elm Avenue, Essex, ON , MLS #X13509030 , Image - 1

1160 Elm Avenue Windsor, Essex, ON MLS® X13509030

Residential Freehold (Detached)

$374999.0

Price drop by 2.6%

2 Beds
2 Baths
700-1100 sq-ft

Charming Detached Bungalow in Prime Windsor Location!!! Welcome to this beautifully maintained carpet-free detached bungalow located in a highly desir

26 Photos

1211 Lincoln Road, Essex, ON , MLS #X13749396 , Image - 1

1211 Lincoln Road Windsor, Essex, ON MLS® X13749396

Residential Freehold (Detached)

$349900.0

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

Versatile family home with rare expansion potential! Welcome to a home that already delivers comfortable living and still has room to grow. The curren

26 Photos

374 Josephine Avenue, Essex, ON , MLS #X13747776 , Image - 1

374 Josephine Avenue Windsor, Essex, ON MLS® X13747776

Residential Freehold (Detached)

$479900.0

4 +3 Beds
2 Baths
1100-1500 sq-ft

Excellent Investment Opportunity Near the University of Windsor! Welcome to this well-located detached home featuring 4+3 bedrooms and 2 full bathroom

32 Photos

1180 Heathfield Court, Essex, ON , MLS #X13524546 , Image - 1

1180 Heathfield Court Windsor, Essex, ON MLS® X13524546

Residential Freehold (Detached)

$369500.0

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

Attention First-Time Home Buyers and Investors! This 2-storey detached home in Windsor's peaceful Riverside community is priced to sell and vacant for

5 Photos

825 Raymo Road, Essex, ON , MLS #X13570252 , Image - 1

825 Raymo Road Windsor, Essex, ON MLS® X13570252

Residential Freehold (Detached)

$499988.0

Price drop by 9.1%

4 Beds
2 Baths
1500-2000 sq-ft

Great opportunity for first-time buyers or investors! This charming 2 storey home features 4 bedrooms, 2 full bathrooms, and a functional layout with

50 Photos

24 Pulley Road, Essex, ON , MLS #X13721784 , Image - 1

24 Pulley Road Leamington, Essex, ON MLS® X13721784

Residential Freehold (Detached)

$474900.0

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

Beautifully furnished waterfront cottage on the shores of Lake Erie, offering the perfect blend of comfort, style, and functionality. This 3-bedroom p

2 Photos

377 Elm Avenue, Essex, ON , MLS #X13716248 , Image - 1

377 Elm Avenue Windsor, Essex, ON MLS® X13716248

Residential Freehold (Detached)

$399000.0

5 +2 Beds
3 Baths
1500-2000 sq-ft

Welcome to this well-maintained and versatile property featuring 6 bedrooms plus loft, 3 full washrooms, and 3 kitchens, offering excellentfunctionali

15 Photos

540 Ouellette Avenue, Essex, ON , MLS #X13711154 , Image - 1

Unit-5F, 540 Ouellette Avenue Windsor, Essex, ON MLS® X13711154

Residential Condo & Other (Condo Apartment)

$1700.0

2 Beds
1 Baths
600-699 sq-ft

Excellent Location! Close to the University of Windsor. This well-maintained and very spacious 2-bedroom unit offers comfortable living with plenty of

1 Photos

494 Church Street Windsor, Essex, ON MLS® X13687404

Residential Freehold (Duplex)

$499000.0

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

Excellent Opportunity for investors, Duplex fully renovated. In The Heart Of Downtown Windsor. Family-Friendly Neighborhood Near University Of Windsor

1 Photos

916 Felix Avenue Windsor, Essex, ON MLS® X13628038

Residential Freehold (Detached)

$329900.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to a charming 1.5-storey brick detached home, offering timeless character and exceptional value in the heart of Windsor. This inviting 3-bedro

7 Photos

986 Bridge Avenue, Essex, ON , MLS #X13642588 , Image - 1

986 Bridge Avenue Windsor, Essex, ON MLS® X13642588

Residential Freehold (Detached)

$329900.0

3 Beds
2 Baths
700-1100 sq-ft

CASHFLOWING. TURNKEY. TENANT-READY PROPERTY.. Steps from the University of Windsor in one of Ontario's most affordable markets with strong rentals. Fi

42 Photos

2371 Alexis Road, Essex, ON , MLS #X13231302 , Image - 1

2371 Alexis Road Windsor, Essex, ON MLS® X13231302

Residential Freehold (Detached)

$385000.0

Price drop by 3.5%

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

Visit the REALTOR website for further information about this listing. Well-maintained and move-in ready bungalow situated in a convenient location clo

7 Photos

3588 Sandwich Street, Essex, ON , MLS #X13555824 , Image - 1

3588 Sandwich Street Windsor, Essex, ON MLS® X13555824

Residential Freehold (Detached)

$404999.0

6 Beds
2 Baths
1500-2000 sq-ft

Attention investors! Exceptional turnkey income property offering outstanding cash flow potential in one of Windsor's strongest rental markets, just s

30 Photos

1226 Wigle Avenue, Essex, ON , MLS #X13538142 , Image - 1

1226 Wigle Avenue Windsor, Essex, ON MLS® X13538142

Residential Freehold (Detached)

$300000.0

3 Beds
1 Baths
700-1100 sq-ft

BACKYARD OASIS! Quaint bungalow featuring 3bed, 1bath approx 1000sqft offering modern finishes situated on a spacious 40X110ft private lot surrounded

21 Photos

515 Bridge Avenue, Essex, ON , MLS #X13523522 , Image - 1

515 Bridge Avenue Windsor, Essex, ON MLS® X13523522

Residential Freehold (Detached)

$399000.0

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

TURNKEY CASH- FLOW ENGINE- FULLY RENTED AT $3,200/MONTH! Attention investors: Secure a Premium, hands-off income property with an exceptional cap ra

34 Photos

486 Matthew Brady Avenue, Essex, ON , MLS #X12880190 , Image - 1

486 Matthew Brady Avenue Windsor, Essex, ON MLS® X12880190

Residential Freehold (Detached)

$499990.0

Price drop by 8.9%

4 Beds
2 Baths
1100-1500 sq-ft

Great opportunity in the desirable Riverside area! This corner lot home with no sidewalk offers2 bedrooms, 2 full bathrooms, and two full kitchens on

35 Photos

406 Glengarry Avenue, Essex, ON , MLS #X13065610 , Image - 1

406 Glengarry Avenue Windsor, Essex, ON MLS® X13065610

Residential Freehold (Duplex)

$499000.0

Price drop by 14.7%

4 Beds
4 Baths
1100-1500 sq-ft

Turn-Key Front/Back Duplex Downtown. Exceptional investment opportunity on a corner lot!! This well-maintained front-back duplex offers two spacious u

34 Photos

530-532 Campbell Avenue, Essex, ON , MLS #X13475948 , Image - 1

530-532 Campbell Avenue Windsor, Essex, ON MLS® X13475948

Residential Freehold (Duplex)

$499000.0

8 Beds
4 Baths
1500-2000 sq-ft

Spacious duplex with an additional self-contained mother-in-law suite, offering a total of 8 bedrooms and 4 bathrooms, ideal for investors or multi-ge

17 Photos

3497 Peter Street, Essex, ON , MLS #X13475942 , Image - 1

3497 Peter Street Windsor, Essex, ON MLS® X13475942

Residential Freehold (Detached)

$499000.0

7 Beds
2 Baths
1500-2000 sq-ft

Well-maintained duplex offering 7 above grade bedrooms and 2 bathrooms, with additional value-add potential in the unfinished basement providing excel

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