Homes for Sale in Pickering Under $500K

Explore our selection of properties in Pickering priced Under $500K. Known for city centre transformation, Pickering offers nature trails and convenient commuting. The Battaglia Team provides expert guidance to find your perfect home in this connected community.

37 listings available

37 properties found

1210 Radom Street Unit 208, Pickering
Condo

1210 Radom Street Unit 208, Pickering

311,000 sqft

$439,900

2604 William Jackson Drive Unit 84, Pickering
Condo

2604 William Jackson Drive Unit 84, Pickering

22800 sqft

$499,900

1480 Bayly Street Unit 317, Pickering
Condo

1480 Bayly Street Unit 317, Pickering

21500 sqft

$415,000

1480 Bayly Street Unit 708, Pickering
Condo

1480 Bayly Street Unit 708, Pickering

22600 sqft

$475,000

712 Annland Street, Pickering
Detached

712 Annland Street, Pickering

32700 sqft

$399,900

1210 Radom Street Unit 1209, Pickering
Condo

1210 Radom Street Unit 1209, Pickering

321,200 sqft

$399,900

1200 The Esplanade Road Unit 610, Pickering
Condo

1200 The Esplanade Road Unit 610, Pickering

21700 sqft

$424,888

1215 Bayly Street Unit 1406, Pickering
Condo

1215 Bayly Street Unit 1406, Pickering

21600 sqft

$489,000

1210 Radom Street Unit 801, Pickering
Condo

1210 Radom Street Unit 801, Pickering

221,000 sqft

$399,000

1400 The Esplanade N/A Unit 602, Pickering
Condo

1400 The Esplanade N/A Unit 602, Pickering

331,600 sqft

$455,000

1455 Celebration Drive Unit 701, Pickering
Condo

1455 Celebration Drive Unit 701, Pickering

21500 sqft

$429,900

1455 Celebration Drive Unit 1806, Pickering
Condo

1455 Celebration Drive Unit 1806, Pickering

21500 sqft

$429,900

1455 Celebration Drive Unit 417, Pickering
Condo

1455 Celebration Drive Unit 417, Pickering

22600 sqft

$449,000

1435 Celebration Drive Unit 2111, Pickering
Condo

1435 Celebration Drive Unit 2111, Pickering

11500 sqft

$369,900

1400 The Esplanade N/A Unit 411, Pickering
Condo

1400 The Esplanade N/A Unit 411, Pickering

331,800 sqft

$445,000

1695 Dersan Street Unit 304, Pickering
Condo

1695 Dersan Street Unit 304, Pickering

23900 sqft

$499,900

1215 Bayly Street Unit 1409, Pickering
Condo

1215 Bayly Street Unit 1409, Pickering

22800 sqft

$499,800

1435 Celebration Drive Unit 912, Pickering
Condo

1435 Celebration Drive Unit 912, Pickering

22600 sqft

$439,000

1655 Pickering Parkway Unit 306, Pickering
Condo

1655 Pickering Parkway Unit 306, Pickering

21800 sqft

$424,999

765 Oklahoma Drive Unit 4, Pickering
Condo

765 Oklahoma Drive Unit 4, Pickering

321,200 sqft

$499,999

2635 William Jackson Drive Unit 113, Pickering
Condo

2635 William Jackson Drive Unit 113, Pickering

21800 sqft

$499,000

580 Eyer Drive Unit 62, Pickering
Condo

580 Eyer Drive Unit 62, Pickering

431,200 sqft

$499,900

1455 Celebration Drive Unit 607, Pickering
Condo

1455 Celebration Drive Unit 607, Pickering

21500 sqft

$439,000

1400 The Esplanade N/A Unit 402, Pickering
Condo

1400 The Esplanade N/A Unit 402, Pickering

331,800 sqft

$499,990

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About this search

About Homes in Pickering

Pickering is one of the GTA's connected communities, defined by its city centre transformation and nature trails and convenient commuting. The Pickering market includes everything from condo apartments and townhomes to detached homes on mature lots — with the right property type depending on your stage of life, household size, and long-term plans. Buyers drawn to Pickering typically value its proximity to major transit corridors, established school catchments, and the connected character that distinguishes it from neighbouring municipalities.

Who's Buying Under $500K Homes in Pickering

Properties priced under $500k in Pickering attract first-time buyers, investors, and downsizers seeking attainable entry into the market. Most lenders treat properties under $500,000 as low-ratio mortgages, so qualified buyers can put as little as 5% down (CMHC-insured). This price band moves quickly — properties typically sell within 14 days, often with multiple offers in established neighbourhoods.

Working with the Battaglia Team in Pickering

The Battaglia Team has been serving Pickering and the surrounding GTA since 1995. We pair MLS listings (refreshed every few hours from the Toronto Regional Real Estate Board) with hyper-local market knowledge: school boundary changes, planned infrastructure, neighbourhood-specific buyer competition, and recent comparable sales not visible on public portals. Whether you're touring your first home or making a strategic move into Pickering's under $500k market, our team handles MLS searches, virtual previews, in-person showings, offer strategy, and negotiation end-to-end. Reach out for a no-obligation conversation about your goals.

Frequently Asked Questions

How much do homes cost in Pickering under $500k?

Pricing for homes in Pickering varies by neighbourhood, lot size, age of the property, and current market conditions. Within the under $500k band, listings typically reflect the connected character of the area and proximity to city centre transformation. For an up-to-the-minute price snapshot tied to your specific needs, contact the Battaglia Team for a free comparative market analysis.

What should I know before buying a home in Pickering?

Pickering is known for city centre transformation and nature trails and convenient commuting. Before making an offer, review the property's status certificate (for condos), arrange a pre-listing inspection where possible, and confirm school catchment if you have children. Property taxes in Pickering are calculated on assessed value (MPAC) and vary by ward — your agent can pull the exact figure for any address.

What down payment do I need for a under $500k home?

Most lenders treat properties under $500,000 as low-ratio mortgages, so qualified buyers can put as little as 5% down (CMHC-insured).

How quickly do homes sell in Pickering?

Time-on-market in Pickering varies by season, price range, and presentation quality. Well-priced, well-staged listings in the entry-level bands typically attract serious offers within 7–21 days. Luxury listings ($1.5M+) can take 30–90 days. Reach out for a current market velocity report for Pickering.

Need Help Finding Your Home?

The Battaglia Team has been helping families find their perfect home in the GTA since 1995.

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