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Houses for Sale in Woodlands Pickering Under $5 Million

Showing results 1 - 16 of 16

Looking for houses under $5m for sale in Woodlands, Pickering? With Square Yards Canada, discover a vast range of properties within your budget in Woodlands across Toronto. If you plan to buy houses under $5m in Woodlands, Pickering, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Woodlands houses for sale under $5m, including freehold properties, condos, and commercial spaces.

Last Updated: November 11, 2026

35 Photos

735 Sheppard Avenue, Durham, ON , MLS #E14163892 , Image - 1

Unit-76, 735 Sheppard Avenue Woodlands, Pickering, Durham, ON MLS® E14163892

Residential Condo & Other (Condo Townhouse)

$649000.0

3 Beds
3 Baths
1200-1399 sq-ft

Make the Woodlands neighborhood in Pickering your family's next home. A place to create memories, find peace, and enjoy the joys of suburban living. S

Open House : Sun Nov 15, 02:00 PM to 04:00 PM

44 Photos

1460 Whites Road, Durham, ON , MLS #E13737620 , Image - 1

Unit-318, 1460 Whites Road Woodlands, Pickering, Durham, ON MLS® E13737620

Residential Condo & Other (Condo Townhouse)

$575000.0

2 Beds
3 Baths
1000-1199 sq-ft

Spacious 2-Bedroom, 2.5-Bath Condo Townhouse In Desirable Woodlands Community * Huge Rooftop Terrace With Gas BBQ Hookup * Upgraded Banister & Handrai

15 Photos

1486 Old Forest Road, Durham, ON , MLS #E14155422 , Image - 1

1486 Old Forest Road Woodlands, Pickering, Durham, ON MLS® E14155422

Residential Freehold (Detached)

$2998000.0

5 +1 Beds
5 Baths
3500-5000 sq-ft

Some homes are built to impress. Others are designed to be lived in. The Grove was created to do both. Introducing The Grove, a custom-built, three-st

16 Photos

755 Omega Drive, Durham, ON , MLS #E14157778 , Image - 1

Unit-121, 755 Omega Drive Woodlands, Pickering, Durham, ON MLS® E14157778

Residential Condo & Other (Condo Apartment)

$499900.0

2 Beds
2 Baths
900-999 sq-ft

ATTENTION FIRST-TIME BUYERS & INVESTORS! Welcome to Central District Towns. Modern, Stylish and ideally located. this 2 bedroom, 2 bathroom urban town

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

50 Photos

501 Sundown Crescent, Durham, ON , MLS #E13862050 , Image - 1

501 Sundown Crescent Woodlands, Pickering, Durham, ON MLS® E13862050

Residential Freehold (Detached)

$1239900.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 501 Sundown Crescent, where traditional elegance meets modern functionality. 2 storey all brick home loaded with elegant upgrades and locat

50 Photos

1482 Old Forest Road, Durham, ON , MLS #E13732464 , Image - 1

1482 Old Forest Road Woodlands, Pickering, Durham, ON MLS® E13732464

Residential Freehold (Detached)

$1599000.0

Price drop by 3.0%

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

Fully renovated, Newly Completed Home on a Premium approx. 55 x 150 Ft Lot, 4180 sqf of Livable Area ( for the three levels) in One of Pickering's Mos

50 Photos

735 Sheppard Avenue, Durham, ON , MLS #E14105678 , Image - 1

Unit-50, 735 Sheppard Avenue Woodlands, Pickering, Durham, ON MLS® E14105678

Residential Condo & Other (Condo Townhouse)

$699900.0

3 Beds
2 Baths
1200-1399 sq-ft

Rarely Offered End-Unit Townhome in Pickering's Desirable Woodlands Community! One of the largest layouts in the complex, this bright and beautifully

1 Photos

431 Sheppard Avenue Woodlands, Pickering, Durham, ON MLS® E14100278

Residential Freehold (Detached)

$899900.0

4 Beds
1 Baths
1500-2000 sq-ft

RARE OPPORTUNITY TO BUILD YOUR DREAM LUXURY CUSTOME HOME IN PICKERING! BUILDING PERMIT APPROVED BY THE CITY, WITH ALL PERMIT FEES PAID! Extenstive Arc

Under Construction

The Grand at Universal City

1474 Bayly Street, Pickering

From $589,900-$766,900

Project Info

2 Buildings
758 Units
Condos

Property Mix

Studio(1)
1 Bed(485)
2 Bed(262)
3 Bed(45)

Developer:Chestnut Hill Developments

26 Photos

413 Sheppard Avenue, Durham, ON , MLS #E13859658 , Image - 1

413 Sheppard Avenue Woodlands, Pickering, Durham, ON MLS® E13859658

Residential Freehold (Detached)

$2299000.0

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

Detached home in Pickering's Woodlands community, offering 4,920 sq. ft. above grade, 4+2bedrooms and 6 bathrooms. Built in 2020, with a finished walk

35 Photos

696 Sheppard Avenue, Durham, ON , MLS #E13800596 , Image - 1

696 Sheppard Avenue Woodlands, Pickering, Durham, ON MLS® E13800596

Residential Freehold (Detached)

$1098000.0

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

Exceptional Income Opportunity! This property features a fully legal basement apartment, permitted by the City as a Two-Dwelling House, currently gene

47 Photos

561 Cattail Court, Durham, ON , MLS #E13814170 , Image - 1

561 Cattail Court Woodlands, Pickering, Durham, ON MLS® E13814170

Residential Freehold (Detached)

$1107000.0

4 Beds
3 Baths
2000-2500 sq-ft

WELCOME TO 561 CATTAIL COURT, PICKERING Stunning All-Brick Detached Home on a Quiet Court in the Highly Sought-After Woodlands Community, The newly r

38 Photos

1436 Highbush Trail, Durham, ON , MLS #E13831620 , Image - 1

1436 Highbush Trail Woodlands, Pickering, Durham, ON MLS® E13831620

Residential Freehold (Detached)

$2250000.0

4 Beds
4 Baths
3500-5000 sq-ft

Welcome to this custom built, Victorian farmhouse-style home on a double premium lot backing onto tranquil Petticoat Creek in one of Pickering's most

50 Photos

1472 Highbush Trail, Durham, ON , MLS #E13684770 , Image - 1

1472 Highbush Trail Woodlands, Pickering, Durham, ON MLS® E13684770

Residential Freehold (Detached)

$2769000.0

Price drop by 2.8%

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

(PRIVATE ELEVATOR SERVICING ALL FLOORS ) A Rare Expression Of Luxury, Space & Sophisticated Family Living, This Magnificent Custom-Built Residence Off

10 Photos

1460 Whites Road N, Durham, ON , MLS #E13747634 , Image - 1

Unit-211, 1460 Whites Road N Woodlands, Pickering, Durham, ON MLS® E13747634

Residential Condo & Other (Condo Townhouse)

$650000.0

3 Beds
3 Baths
1200-1399 sq-ft

Sun filled - 2 Storey Corner Townhome by Icon Homes located in a quaint setting of only 92 properties. Centrally situated in Pickering moments from Hi

47 Photos

1449 Rosebank Road, Durham, ON , MLS #E13509302 , Image - 1

1449 Rosebank Road Woodlands, Pickering, Durham, ON MLS® E13509302

Residential Freehold (Detached)

$1850000.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

Rare 120' x 200' lot! Upscale Pickering Woodlands neighbourhood. Minutes to 401/Toronto border, GO Train, 407, schools, and shopping. Fantastic, large

1 Photos

1427 Rosebank Road Woodlands, Pickering, Durham, ON MLS® E13170706

Residential Freehold (Detached)

$2649000.0

4 +3 Beds
7 Baths
3500-5000 sq-ft

Absolutely Stunning 4 years Brand new Custom built Luxury Detached home, Approx 4200 Sq Ft Grand Living, High Quality home with *ELEVATOR* all 3 Floor

Shortlisted Properties

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Houses for Sale in Woodlands Pickering Under $5 Million

1515 Pickering Parkway

The Grand at Universal City

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