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.

102 listings available

102 properties found

Condo

1360 Glenanna Road Unit 17A, Pickering

321,400 sqft

$499,900

Condo

1210 Radom Street Unit 208, Pickering

311,000 sqft

$449,000

Condo

1215 Bayly Street Unit 103, Pickering

11500 sqft

$429,900

Condo

1530 Pickering Parkway Unit 206, Pickering

321,200 sqft

$499,900

Condo

1210 Radom Street Unit 1901, Pickering

221,000 sqft

$399,000

Condo

1625 Pickering Parkway Unit 703, Pickering

22700 sqft

$399,000

Condo

2635 William Jackson Drive Unit 1013, Pickering

21700 sqft

$469,898

Condo

2550 Castlegate Crossing Unit 403, Pickering

231,000 sqft

$499,000

Condo

1210 Radom Street Unit 509, Pickering

321,200 sqft

$465,000

New Construction

1255 Bayly Street Unit 908, Pickering

21600 sqft

$474,900

Condo

2550 Castlegate Crossing Unit 218, Pickering

231,200 sqft

$499,000

Condo

1540 Pickering Parkway Unit 609, Pickering

321,000 sqft

$499,000

Condo

1665 Pickering Parkway Unit 211, Pickering

321,000 sqft

$429,900

Condo

1235 Bayly Street Unit 1116, Pickering

11500 sqft

$425,000

Condo

1435 Celebration Drive Unit 2111, Pickering

11500 sqft

$379,900

Condo

2592 William Jackson Drive Unit 90, Pickering

22900 sqft

$449,888

Townhouse

1969 Bowler Drive, Pickering

321,100 sqft

$499,900

Condo

1890 Valley Farm Road Unit 715, Pickering

221,000 sqft

$498,000

Condo

1480 Bayly Street Unit 1610, Pickering

22600 sqft

$489,990

Condo

1455 Celebration Drive Unit 611, Pickering

11500 sqft

$300,000

Condo

1255 Bayly Street Unit 2208, Pickering

11500 sqft

$429,900

Condo

925 Bayly Street Unit 102, Pickering

321,000 sqft

$499,999

Condo

2566 William Jackson Drive, Pickering

22700 sqft

$489,999

Condo

1400 The Esplanade N/A Unit 411, Pickering

331,800 sqft

$499,900

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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.