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Houses for Sale in Oakville ON Under $5 Million

Showing results 1 - 30 of 367

Are you looking for houses under $5m for sale in Oakville ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Oakville. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Oakville. Whether you’re looking to buy houses under under $5m in Oakville 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 Oakville houses for sale under under $5m, including freehold homes, condos, and commercial properties.

Last Updated: December 20, 2025

32 Photos

3178 Buttonbush Trail, Halton, ON , MLS #W12644392 , Image - 1

3178 Buttonbush Trail 1010 - JM Joshua Meadows, Oakville, Halton, ON MLS® W12644392

Residential Freehold (Detached)

$2180000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to 3178 Buttonbush Trail! A Grand 5-Bedroom Estate Residence Overlooking Park, South-Facing large detach home! This home commanding a prestigi

33 Photos

3036 Robert Lamb Boulevard, Halton, ON , MLS #W12438850 , Image - 1

3036 Robert Lamb Boulevard 1010 - JM Joshua Meadows, Oakville, Halton, ON MLS® W12438850

Residential Freehold (Att/Row/Townhouse)

$979999.0

Price drop by 7.5%

4 Beds
3 Baths
1500-2000 sq-ft

This stunning Freehold Townhouse by Great Gulf Homes, ideally located in the prestigious Upper Joshua Meadows community. Thoughtfully designed across

49 Photos

2488 Post Road, Halton, ON , MLS #W12644340 , Image - 1

Unit-22, 2488 Post Road 1015 - RO River Oaks, Oakville, Halton, ON MLS® W12644340

Residential Condo & Other (Condo Townhouse)

$599900.0

2 Beds
2 Baths
900-999 sq-ft

BUNGALOW STYLE CONDO! ALL ON ONE FLOOR! Presenting a Remarkable Opportunity for Downsizers, First-Time Buyers and Investors! This beautiful 2-bedroom

22 Photos

509 DUNDAS Street W, Halton, ON , MLS #W12643994 , Image - 1

Unit-# 415, 509 DUNDAS Street W 1008 - GO Glenorchy, Oakville, Halton, ON MLS® W12643994

Residential Condo & Other (Condo Apartment)

$499000.0

1 +1 Beds
1 Baths
500-599 sq-ft

Bright 1Bedroom + Den, 1Bath condo with parking and locker, offering 560 sq. ft. of well-designed living space. Spacious north facing balcony overlook

Pre-Construction

ClockWork Buildings 4, 5 & 6

1395-1405 Dundas Street East, Oakville

Project Info

3 Buildings
503 Units
Condos

Property Mix

Floorplans coming soon

Developer:Mattamy Homes

43 Photos

3047 Trailside Drive, Halton, ON , MLS #W12607152 , Image - 1

3047 Trailside Drive 1008 - GO Glenorchy, Oakville, Halton, ON MLS® W12607152

Residential Freehold (Att/Row/Townhouse)

$1148000.0

3 Beds
3 Baths
2000-2500 sq-ft

Brand New Freehold Townhouse End Unit Backing To A Ravine. Featuring 3 Bedrooms And 3Bathrooms.Laminate Flooring Throughout. Enter Into A Spacious Gre

27 Photos

1200 Anson Gate, Halton, ON , MLS #W12199308 , Image - 1

1200 Anson Gate 1010 - JM Joshua Meadows, Oakville, Halton, ON MLS® W12199308

Residential Freehold (Att/Row/Townhouse)

$1359000.0

Price drop by 4.3%

4 Beds
3 Baths
1500-2000 sq-ft

Stunning and functional for the modern day family, young professionals, or investors! Welcome to 1200 Anson Gate in sought-after Joshua Meadows! This

26 Photos

288 Reynolds Street, Halton, ON , MLS #W12223318 , Image - 1

Unit-1, 288 Reynolds Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12223318

Residential Condo & Other (Co-op Apartment)

$390000.0

Price drop by 9.3%

2 Beds
1 Baths
700-799 sq-ft

Welcome to carefree, low-maintenance living in the heart of historic Old Oakville. This beautifully updated 2-bedroom apartment in the boutique Mayfai

40 Photos

2485 Taunton Road, Halton, ON , MLS #W12430022 , Image - 1

Unit-446, 2485 Taunton Road 1015 - RO River Oaks, Oakville, Halton, ON MLS® W12430022

Residential Condo & Other (Condo Apartment)

$499000.0

Price drop by 2.0%

1 +1 Beds
1 Baths
600-699 sq-ft

Gorgeous Beautiful Condo features1 Bedroom plus Den. Over 625 Sq. ft. including balcony, Located in Oak & Co at the intersection of Trafalgar Road and

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

47 Photos

425 Threshing Mill Boulevard, Halton, ON , MLS #W12638820 , Image - 1

425 Threshing Mill Boulevard 1010 - JM Joshua Meadows, Oakville, Halton, ON MLS® W12638820

Residential Freehold (Detached)

$1988000.0

5 Beds
4 Baths
3000-3500 sq-ft

Stunning Family Home on a Premium 50-Ft Lot. Offering 3,315 sq.ft. above grade (as per MPAC) and only 7 years new, this elegant stone-exterior residen

48 Photos

3333 Mockingbird Common E, Halton, ON , MLS #W12642044 , Image - 1

3333 Mockingbird Common E 1010 - JM Joshua Meadows, Oakville, Halton, ON MLS® W12642044

Residential Freehold (Att/Row/Townhouse)

$1069000.0

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

Beautiful freehold townhouse built by Branthaven Homes, backing onto a stunning ravine lot. This home features an open-concept gourmet kitchen with up

36 Photos

244 Ellen Davidson Drive, Halton, ON , MLS #W12641702 , Image - 1

244 Ellen Davidson Drive 1008 - GO Glenorchy, Oakville, Halton, ON MLS® W12641702

Residential Freehold (Att/Row/Townhouse)

$999888.0

4 +0 Beds
4 Baths
1500-2000 sq-ft

$999,888 | FREEHOLD Townhome (No Maintenance Fees) | GO Glenorchy, Oakville Welcome to 244 Ellen Davidson Dr-a showpiece freehold townhome in the hear

7 Photos

49 Burnhamthorpe Road E, Halton, ON , MLS #W12542134 , Image - 1

49 Burnhamthorpe Road E 1008 - GO Glenorchy, Oakville, Halton, ON MLS® W12542134

Residential Freehold (Att/Row/Townhouse)

$1699999.0

Price drop by 10.5%

4 Beds
5 Baths
3000-3500 sq-ft

Embrace the pinnacle of modern living with this unparalleled live-and-work property nestled in prestigious Oakville. This rare gem presents a seamless

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

50 Photos

494 Chartwell Road, Halton, ON , MLS #W12109804 , Image - 1

494 Chartwell Road 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12109804

Residential Freehold (Detached)

$2199000.0

4 +2 Beds
3 Baths
1500-2000 sq-ft

Gorgeous Family Home on Prestigious Chartwell Road in Old OakvilleNestled on a prime 0.29-acre west-facing lot backing onto serene woodlands, this imm

38 Photos

455 Canterbury Crescent, Halton, ON , MLS #W12201228 , Image - 1

455 Canterbury Crescent 1006 - FD Ford, Oakville, Halton, ON MLS® W12201228

Residential Freehold (Detached)

$1430000.0

Price drop by 6.5%

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

Welcome to 455 Canterbury Crescent - nestled in one of Oakville's Most Sought After Neighborhoods. Tucked away on a serene tree-lined crescent in the

41 Photos

2309 Dunedin Road, Halton, ON , MLS #W12381555 , Image - 1

2309 Dunedin Road 1006 - FD Ford, Oakville, Halton, ON MLS® W12381555

Residential Freehold (Detached)

$2749000.0

Price drop by 1.8%

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

Exquisite Luxury Living in Southeast OakvilleStunning top-to-bottom renovation on a rare -acre estate lot in one of Oakvilles most prestigious neighbo

25 Photos

300 Burton Road, Halton, ON , MLS #W12528168 , Image - 1

300 Burton Road 1020 - WO West, Oakville, Halton, ON MLS® W12528168

Residential Freehold (Detached)

$1339000.0

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

Welcome to this charming bungalow nestled in the sought-after neighbourhood of West Oakville, steps to renowned Appleby College, Pine Grove PS, Glen O

49 Photos

2497 Littlefield Crescent, Halton, ON , MLS #W12111327 , Image - 1

2497 Littlefield Crescent 1007 - GA Glen Abbey, Oakville, Halton, ON MLS® W12111327

Residential Freehold (Att/Row/Townhouse)

$1298000.0

Price drop by 3.8%

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

Experience Elevated Living in This Immaculate Modern Freehold Townhome. Welcome to your dream home, a beautifully upgraded, modern freehold townhome o

50 Photos

300 Ravineview Way, Halton, ON , MLS #W12395100 , Image - 1

Unit-41, 300 Ravineview Way 1018 - WC Wedgewood Creek, Oakville, Halton, ON MLS® W12395100

Residential Condo & Other (Condo Townhouse)

$1098000.0

Price drop by 4.4%

3 Beds
4 Baths
1400-1599 sq-ft

This beautifully maintained home offers an open-concept main level with hardwood floors, a modern kitchen with quartz countertops, a spacious living/d

48 Photos

1460 Caulder Drive, Halton, ON , MLS #W12436812 , Image - 1

1460 Caulder Drive 1011 - MO Morrison, Oakville, Halton, ON MLS® W12436812

Residential Freehold (Detached)

$2499000.0

Price drop by 9.1%

5 Beds
4 Baths
2000-2500 sq-ft

This beautifully updated 5-bedroom executive home offers 3,568 sq ft of total living space and sits on a rare 138.86 ft x 110.35 ft south-facing corne

34 Photos

2393 Bronte Road

Unit-302, 2393 Bronte Road 1019 - WM Westmount, Oakville, Halton, ON MLS® W12010149

Residential Condo & Other (Condo Apartment)

$769000.0

2 +1 Beds
2 Baths
900-999 sq-ft

This is It The search is Over, Location and Value Top Floor, Sun Filled, Quiet, Well Maintained Condo Townhouse In The Desirable Upper Glen Abby West.

22 Photos

2486 Old Bronte Road, Halton, ON , MLS #W12629110 , Image - 1

Unit-418, 2486 Old Bronte Road 1019 - WM Westmount, Oakville, Halton, ON MLS® W12629110

Residential Condo & Other (Condo Apartment)

$475000.0

1 +1 Beds
1 Baths
700-799 sq-ft

Spacious 1 Bedroom Plus Den, 713 Sf Plus A 49 Sf Open Balcony. Enjoy The Beautiful Morning Sun From The East Facing Exposure. Kitchen With Breakfast B

30 Photos

494 George Ryan Avenue, Halton, ON , MLS #W12634224 , Image - 1

494 George Ryan Avenue 1010 - JM Joshua Meadows, Oakville, Halton, ON MLS® W12634224

Residential Freehold (Semi-Detached )

$1255000.0

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

This beautifully maintained semi-detached home offers approximately 2,000 sq ft of living space, featuring 3+1 bedrooms and 3 bathrooms. The second-fl

28 Photos

47 Stewart Street, Halton, ON , MLS #W12211033 , Image - 1

47 Stewart Street 1002 - CO Central, Oakville, Halton, ON MLS® W12211033

Residential Freehold (Detached)

$1000000.0

Price drop by 9.0%

3 Beds
2 Baths
1500-2000 sq-ft

Excellent opportunity in trendy Kerr Village. Renovate, build or live in this 3 bedroom, 2 full baths, one and a half storey property just steps from

31 Photos

1123 Lakeshore Road E, Halton, ON , MLS #W12375640 , Image - 1

1123 Lakeshore Road E 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12375640

Residential Freehold (Detached)

$2699000.0

Price drop by 3.6%

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

Welcome to 1123 Lakeshore Road, located in one of Oakville's most sought-after neighbourhoods, a bright, sun-filled home nestled on a rare and expansi

40 Photos

2485 Taunton Road, Halton, ON , MLS #W12570526 , Image - 1

Unit-346, 2485 Taunton Road 1015 - RO River Oaks, Oakville, Halton, ON MLS® W12570526

Residential Condo & Other (Condo Apartment)

$499000.0

1 +1 Beds
1 Baths
600-699 sq-ft

Gorgeous Beautiful Condo features1 Bedroom plus Den. Over 625 Sq. ft. including balcony, Located in Oak & Co at the intersection of Trafalgar Road and

49 Photos

1342 Kestell Boulevard, Halton, ON , MLS #W12571882 , Image - 1

1342 Kestell Boulevard 1009 - JC Joshua Creek, Oakville, Halton, ON MLS® W12571882

Residential Freehold (Detached)

$2299000.0

4 +2 Beds
6 Baths
3500-5000 sq-ft

5 Elite Picks! Here Are 5 Reasons To Make This Home Your Own: 1. Bright & Beautiful Gourmet Kitchen Boasting Large Centre Island with Breakfast Bar, G

18 Photos

3200 William Coltson Avenue, Halton, ON , MLS #W12583594 , Image - 1

Unit-318, 3200 William Coltson Avenue 1010 - JM Joshua Meadows, Oakville, Halton, ON MLS® W12583594

Residential Condo & Other (Condo Apartment)

$479000.0

1 Beds
1 Baths
600-699 sq-ft

Discover this beautifully designed 1-bedroom condo at the sought-after Upper West Side Condos by Branthaven Homes. Perfectly positioned in vibrant Jos

50 Photos

2489 Taunton Road, Halton, ON , MLS #W12605080 , Image - 1

Unit-108, 2489 Taunton Road 1015 - RO River Oaks, Oakville, Halton, ON MLS® W12605080

Residential Condo & Other (Condo Townhouse)

$1099000.0

3 Beds
3 Baths
1400-1599 sq-ft

RAVINE-VIEW EXECUTIVE TOWNHOME * OVER $100K IN CUSTOM UPGRADES * TWO SIDE-BY-SIDE PARKING SPACES! Experience elevated living in this impeccably curate

49 Photos

2365 Grand Ravine Drive, Halton, ON , MLS #W12629976 , Image - 1

2365 Grand Ravine Drive 1015 - RO River Oaks, Oakville, Halton, ON MLS® W12629976

Residential Freehold (Detached)

$1399999.0

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

Welcome to 2365 Grand Ravine Drive, a move-in-ready detached home located in one of Oakville's most family focused communities that is ideal for buyer

23 Photos

185 Robinson Street, Halton, ON , MLS #W12629910 , Image - 1

Unit-404, 185 Robinson Street 1013 - OO Old Oakville, Oakville, Halton, ON MLS® W12629910

Residential Condo & Other (Condo Apartment)

$629000.0

1 +1 Beds
1 Baths
700-799 sq-ft

Welcome to Ashbury Square in the heart of Downtown Oakville. This stylish two-storey loft-style condo offers just over 760 square feet of beautifully

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