WOODSTOCK HOUSING TRUTH – Prices Stuck, Listings Explode (2025)

Is Woodstock, Ontario really the affordable escape from Toronto’s housing madness — or just another Canadian trap? Known as “The Friendly City” with a population of ~47,000, Woodstock is facing a housing reality check in 2025. Despite its small-town feel, prices remain out of reach for many locals, and record new listings are flooding the market.
• Median list price: $654,000
• Average sold price: $629,000 (down ~4.6% year-over-year)
• Detached homes: $445,000
• Condos: $275,000
• New listings: 400+ in a single month — the highest ever recorded

I hit the streets of Woodstock to hear directly from locals. The message was blunt: “Can’t afford, can’t escape.” Even with record supply, prices haven’t collapsed. Debt, demand shifts, and owners refusing to sell at a loss are keeping this small-city market in limbo. In this video, we explore whether Woodstock mirrors Toronto’s housing crisis, what locals really think, and if record listings bring relief or just more pain.
• Why small cities like Woodstock mirror the GTA housing crisis.
• How rising debt levels impact both owners and renters.
• What locals really think about affordability and escape options.
• Whether this record supply means relief – or just more pain.

0:00 – Intro: Woodstock’s Housing Dilemma
1:05 – Downtown Woodstock Street Walk
2:30 – Local Speaks: Can’t Afford, Can’t Escape
4:00 – Home Prices Snapshot (Detached, Condos, Median)
5:45 – Record Listings – Highest on Record
7:15 – Why Prices Stay High Despite Stress
9:00 – Debt & Mortgage Pressures in Small Cities
10:30 – Woodstock vs. Toronto: Housing Comparison
11:30 – Bigger Picture: Ontario’s Housing Future
12:20 – Closing Thoughts & Viewer Questions


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"Disclaimer: This video reflects my personal opinions and is for informational and entertainment purposes only. It should not be considered professional advice. I am not responsible for any actions or decisions taken based on this content, and I disclaim all liability for any loss or damage incurred. Please consult a qualified professional for specific guidance."