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Houses for Sale in Windsor ON Under $500K

Showing results 1 - 30 of 38

Are you looking for houses under $500k for sale in Windsor ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Windsor. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Windsor. Whether you’re looking to buy houses under under $500k in Windsor ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Windsor houses for sale under under $500k, including freehold homes, condos, and commercial properties.

Last Updated: November 13, 2026

32 Photos

1180 Heathfield Court, Essex, ON , MLS #X14175768 , Image - 1

1180 Heathfield Court Windsor, Essex, ON MLS® X14175768

Residential Freehold (Detached)

$350000.0

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

Visit the REALTOR website for further information about this Listing. Welcome to 1180 Heathfield Court A Wonderful Opportunity in Windsor! Nestled on

34 Photos

1230 Moy Avenue, Essex, ON , MLS #X14161002 , Image - 1

1230 Moy Avenue Windsor, Essex, ON MLS® X14161002

Residential Freehold (Detached)

$249900.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to 1230 Moy Avenue, located in the established Walkerville neighbourhood of Windsor! This detached home offers 3 bedrooms, 1 bathroom, and app

14 Photos

436 Elliott Street W, Essex, ON , MLS #X14084982 , Image - 1

436 Elliott Street W Windsor, Essex, ON MLS® X14084982

Residential Freehold (Detached)

$360000.0

3 Beds
1 Baths
700-1100 sq-ft

LOCATION, PRIVACY & POTENTIAL! Welcome to 436 Elliott Street W, an excellent opportunity for first-time home buyers, investors, and those looking to a

22 Photos

1723 Langlois Avenue, Essex, ON , MLS #X13444298 , Image - 1

1723 Langlois Avenue Windsor, Essex, ON MLS® X13444298

Residential Freehold (Detached)

$399900.0

Price drop by 6.8%

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

Welcome to this charming bungalow - the perfect fit for first time home buyers, small families, retirees or anyone seeking a move-in ready home with m

29 Photos

540 Chippawa Street, Essex, ON , MLS #X14161004 , Image - 1

540 Chippawa Street Windsor, Essex, ON MLS® X14161004

Residential Freehold (Detached)

$199900.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 540 Chippawa Street in Windsor! This detached bungalow presents an opportunity for investors, renovators, or buyers looking for a property

49 Photos

3203 Linwood Place, Essex, ON , MLS #X13877580 , Image - 1

3203 Linwood Place Windsor, Essex, ON MLS® X13877580

Residential Freehold (Detached)

$399000.0

Price drop by 11.1%

5 +3 Beds
5 Baths
1100-1500 sq-ft

Welcome to 3203 Linwood Pl, a spacious Windsor home offering 8 bedrooms in total: five on the upper level and three on the lower level, two of which f

1 Photos

3242 Baby Street Windsor, Essex, ON MLS® X14151856

Residential Freehold (Detached)

$289000.0

5 Beds
3 Baths
1500-2000 sq-ft

Great Opportunity for Investors and First-Time Home Buyers! Ideally Located In The Heart Of Windsor, This Charming 11/2-storey Home Offers Excellent P

30 Photos

1108 Assumption Street, Essex, ON , MLS #X13886188 , Image - 1

1108 Assumption Street Windsor, Essex, ON MLS® X13886188

Residential Freehold (Detached)

$299900.0

3 Beds
1 Baths
700-1100 sq-ft

*** Additional Listing Details - Click Brochure Link *** Beautifully Restored 3-bedroom Bungalow In The Heart Of Windsor, Directly Across From An Elem

32 Photos

1184 Janette Avenue, Essex, ON , MLS #X14142396 , Image - 1

1184 Janette Avenue Windsor, Essex, ON MLS® X14142396

Residential Freehold (Detached)

$325000.0

2 +2 Beds
2 Baths
< 700 sq-ft

Excellent investment opportunity in desirable Uptown Windsor! This beautiful detached home has a proven short-term rental history with strong seller-p

49 Photos

1083 Campbell Avenue, Essex, ON , MLS #X13853040 , Image - 1

1083 Campbell Avenue Windsor, Essex, ON MLS® X13853040

Residential Freehold (Detached)

$388000.0

Price drop by 2.5%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 1083 Campbell Ave in Windsor! This detached home offers a practical and comfortable layout with two bedrooms on the main level, including a

11 Photos

1648 Laing Street, Essex, ON , MLS #X13873604 , Image - 1

1648 Laing Street Windsor, Essex, ON MLS® X13873604

Residential Freehold (Detached)

$299900.0

Price drop by 11.8%

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

1st Time Buyer Special! 1st Time Buyer Special! Over $30,000 renovations 3+3 Bedrooms Bungalow: mostly new paint, well kept, updated, clean, nice de

12 Photos

759 Ellis Street E, Essex, ON , MLS #X14100138 , Image - 1

759 Ellis Street E Windsor, Essex, ON MLS® X14100138

Residential Freehold (Detached)

$139000.0

4 Beds
2 Baths
700-1100 sq-ft

Attention Investors, Renovators & Builders! Opportunity knocks at 759 Ellis St E, offering exceptional potential in the Walkerville neighborhood just

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

28 Photos

8370 Gregory Place, Essex, ON , MLS #X13858356 , Image - 1

8370 Gregory Place Windsor, Essex, ON MLS® X13858356

Residential Freehold (Semi-Detached )

$339000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 8370 Gregory Place, a brick bungalow nestled on a cul-de-sac in Windsor's Riverside neighbourhood. This 3-bedroom, 1-bathroom home offers c

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

29 Photos

630 Brazil Avenue, Essex, ON , MLS #X14100246 , Image - 1

630 Brazil Avenue Windsor, Essex, ON MLS® X14100246

Residential Freehold (Semi-Detached )

$449900.0

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

Beautiful all-brick raised bungalow offering a long driveway and single-car garage, situated in a convenient location close to schools, plazas, playgr

29 Photos

1045 Wellington Avenue, Essex, ON , MLS #X14100286 , Image - 1

1045 Wellington Avenue Windsor, Essex, ON MLS® X14100286

Residential Freehold (Detached)

$459900.0

3 Beds
2 Baths
1100-1500 sq-ft

Act Now! Spacious Detached 3 Bedroom Home In Demand Location, Main Floor Open, Combination Living & Dining Room With Vinyl Floorings and 4-PC Bathroom

13 Photos

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

1315 Partington Avenue Windsor, Essex, ON MLS® X13736234

Residential Freehold (Detached)

$339900.0

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

24 Photos

329 Rankin Avenue, Essex, ON , MLS #X12755046 , Image - 1

329 Rankin Avenue Windsor, Essex, ON MLS® X12755046

Residential Freehold (Detached)

$429000.0

Price drop by 25.6%

5 +3 Beds
3 Baths
< 700 sq-ft

Perfect for investors, Steps to the University of Windsor and in a heavily demanded area. Full basement with extra kitchen and bedroom. The main floo

14 Photos

1730 Columbia Court, Essex, ON , MLS #X14090314 , Image - 1

Unit-97, 1730 Columbia Court Windsor, Essex, ON MLS® X14090314

Residential Condo & Other (Condo Townhouse)

$299988.0

2 Beds
1 Baths
1000-1199 sq-ft

Bright, Modern & Move-In Ready! Welcome to this beautifully designed 2-bedroom, 1-bathroom condo townhouse offering the perfect blend of contemporary

10 Photos

182 Josephine Avenue, Essex, ON , MLS #X13840554 , Image - 1

182 Josephine Avenue Windsor, Essex, ON MLS® X13840554

Residential Freehold (Detached)

$379900.0

Price drop by 5.0%

3 Beds
3 Baths
1100-1500 sq-ft

detached brick house for sale i. Detached 2-storey brick house, 3 bedrooms, 2 bathrooms. 2025New roof, 2023 central A/C, 2022 insulation. Large lot; d

7 Photos

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

986 Bridge Avenue Windsor, Essex, ON MLS® X13642588

Residential Freehold (Detached)

$399000.0

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

20 Photos

3000 Sandwich Street, Essex, ON , MLS #X13882776 , Image - 1

Unit-409, 3000 Sandwich Street Windsor, Essex, ON MLS® X13882776

Residential Condo & Other (Common Element Condo)

$309900.0

2 Beds
1 Baths
900-999 sq-ft

Top-floor waterfront condo offering views of the Detroit River and Ambassador Bridge from the living area, bedrooms and covered balcony. This 2-bedroo

15 Photos

540 Ouellette Avenue, Essex, ON , MLS #X13868702 , Image - 1

Unit-5F, 540 Ouellette Avenue Windsor, Essex, ON MLS® X13868702

Residential Condo & Other (Condo Apartment)

$219000.0

2 Beds
1 Baths
600-699 sq-ft

Great Location!!! a spacious and well-maintained 2-bedroom condo conveniently located in downtown, within walking distance of shopping, restaurants, e

26 Photos

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

374 Josephine Avenue Windsor, Essex, ON MLS® X13747776

Residential Freehold (Detached)

$459900.0

Price drop by 4.2%

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

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

7 Photos

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

3588 Sandwich Street Windsor, Essex, ON MLS® X13555824

Residential Freehold (Detached)

$389000.0

Price drop by 4.0%

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

38 Photos

941 Cataraqui Street, Essex, ON , MLS #X13819052 , Image - 1

941 Cataraqui Street Windsor, Essex, ON MLS® X13819052

Residential Freehold (Detached)

$399000.0

5 Beds
3 Baths
1100-1500 sq-ft

ATTENTION FIRST-TIME BUYERS, RETIREES& INVESTORS! Spacious, recently fully updated 2-storey home in the heart of Windsor, offering 5 bedrooms, 1 full

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

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

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