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7 Dale Ave

Top 10 Most Expensive Condo Sales in Toronto in 2025

By Advice For Buyers, Advice For Sellers, Luxury Real Estate

What These Sales Reveal About Toronto’s True Luxury Market

At the very top of Toronto’s condo market, averages stop being useful. What matters instead is scarcity, execution, and whether a property offers something genuinely difficult to replace. In 2025, ultra‑luxury condo sales were few, deliberate, and highly selective — but when the right product appeared, buyers still stepped forward.

This list captures the ten most expensive condo sales completed in Toronto in 2025. Together, they tell a clear story: price resistance existed, but pricing power remained intact for exceptional homes — particularly penthouses, large-format suites, and residences offering privacy, terraces, and concierge-driven living.

The Big Picture: Ultra‑Luxury Condos in 2025

While broader condo segments faced headwinds in 2025, the $6M+ tier operated by a different set of rules. In total, 12 condos traded for over $6 million during the year — a small number by volume, but telling in terms of where true demand still existed. Buyers were rarely stretching. Most were well-capitalized, patient, and highly specific. The result was a market that rewarded quality, not optimism.

A few themes quickly emerge:

• On average, these ultra‑luxury sales closed at approximately 95% of list price, reinforcing disciplined buyer behaviour.
• The average time on market was roughly two months, even at the very top end.
• The average annual property tax bill across this group was approximately $32,000, underscoring the carrying costs at this level.
• The bulk of sales occurred in Yorkville, with the remainder clustered in Rosedale‑adjacent locations.
• Penthouses and sub‑penthouses dominated the list, with outdoor space — terraces in particular — quietly driving value.
• Only one sale occurred outside the downtown core.

With that context, here’s how the top end of Toronto’s condo market actually traded in 2025. Prices shown reflect original list pricing.

The Top 10 Most Expensive Condo Sales of 2025

#1 – 7 Dale Ave PH3 — $14,000,000

Listed: $14,000,000
Size: Over 2,400 sq.ft. interior + expansive terraces
Layout: 3 bedrooms + den, 4 bathrooms
Parking: 3 spaces

7 Dale Ave
7 Dale Ave

This brand-new, never-lived-in penthouse at 7 Dale Avenue claimed the top spot for 2025 — and for good reason. Set above Rosedale’s private gardens and ravine system, this residence combined scale, elevation, and customization potential in one of Toronto’s most tightly held luxury pockets.

With direct elevator access, multiple terraces, and the ability for the buyer to select final finishes, the appeal wasn’t just luxury — it was control. Even at a discount from list, this sale reaffirmed that truly rare penthouses still define the ceiling of Toronto’s condo market.

7 Dale Ave
7 Dale Ave
7 Dale Ave
7 Dale Ave

Listed by: HAZELTON REAL ESTATE INC., BROKERAGE

#2 – 33 Jackes Ave #902 — $10,500,000

Listed: $10,500,000
Size: Approx. 4,482 sq.ft. interior + 1,255 sq.ft. terraces
Layout: 2 bedrooms + den, 4 bathrooms
Parking: 2 spaces (fits 3 cars)

33 Jackes Ave
33 Jackes Ave

Selling at full ask, this two-level penthouse at 33 Jackes Avenue showcased what happens when architectural pedigree, unobstructed views, and hotel-level service align. With four terraces, curated landscaping, skyline views, and valet service, the property functioned more like a private estate in the sky than a conventional condo.

For sellers, this was a reminder that when pricing is anchored to genuine uniqueness — not optimism — buyers will meet it.

33 Jackes Ave
33 Jackes Ave

Listed by: CHESTNUT PARK REAL ESTATE LIMITED

#3 – 200 Cumberland St #3403 — $8,499,000

Listed: $8,499,000
Size: Approx. 3,300 sq.ft.
Layout: 3 bedrooms + den, 4 bathrooms
Parking: 2 spaces

Located within Yorkville Private Estates, this southwest corner suite delivered volume, light, and flexibility — all traits buyers were prioritizing in 2025. Floor-to-ceiling windows, panoramic skyline views, and a traditional bedroom wing layout appealed to buyers looking to replicate single-family living without leaving the core.

The final sale price reflected negotiation discipline, but also confidence that premium space in Yorkville remains fundamentally desirable.

Listed by: CHESTNUT PARK REAL ESTATE LIMITED

#4 – 7 Dale Ave #207 — $8,250,000

Listed: $8,250,000
Size: Approx. 3,428 sq.ft. + terrace
Layout: 2 bedrooms, 3 bathrooms
Parking: 1 space

7 Dale Ave
7 Dale Ave

Another entry from 7 Dale Avenue, Suite 207 reinforced the building’s status as one of Toronto’s most refined boutique offerings. With interiors by Studio Munge, radiant heated floors, and a Crestron-integrated smart home system, this residence appealed to buyers focused on craftsmanship over sheer height.

This sale underscored a recurring theme in 2025: boutique luxury held its ground when execution was flawless.


Listed by:
ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE, BROKERAGE

#5 – 50 Yorkville Ave #4001 — $8,295,500

Listed: $8,295,500
Size: Approx. 2,874 sq.ft.
Layout: 2 bedrooms + den, 4 bathrooms
Parking: 3 spaces

Four Seasons Private Residences

Four Seasons Private Residences continue to define hotel-branded luxury in Toronto, and this northwest-facing suite delivered both scale and service. With private elevator access, marble finishes, and full access to five-star amenities, the appeal here was lifestyle certainty.

The spread between list and sale price also illustrated how even iconic buildings were not immune to negotiation in 2025.

The Four Seasons
The Four Seasons

Listed by: INTERCITY REALTY INC., BROKERAGE

#6 – 128 Hazelton Ave #801 — $8,325,000

Listed: $8,325,000
Size: Over 3,700 sq.ft. (two-storey)
Layout: 3 bedrooms, 4 bathrooms
Parking: 2 spaces

128 Hazelton Avenue
128 Hazelton Avenue

One of only 17 residences in the building — and the only two-storey suite — this sub-penthouse offered privacy, scale, and unobstructed park and skyline views. Boutique density, private elevators, and under-construction customization potential all played a role in attracting a buyer at this level.

128 Hazelton Avenue
128 Hazelton Avenue

Listed by: FOREST HILL REAL ESTATE INC., BROKERAGE

#7 – 50 Yorkville Ave #4403 — $8,499,000

Listed: $8,499,000
Size: Over 3,400 sq.ft.
Layout: 2 bedrooms + den, 3 bathrooms
Parking: 2 spaces

Four Seasons Private Residences
Four Seasons Private Residences

Another Four Seasons residence makes the list, reinforcing the building’s continued dominance at the top end. Dual private elevators, multiple terraces, and full hotel services appealed to buyers prioritizing turnkey luxury with minimal friction.

Four Seasons Private Residences
Four Seasons Private Residences

Listed by: HARVEY KALLES REAL ESTATE LTD., BROKERAGE

#8 – 118 Yorkville Ave #601 — $7,750,000

Listed: $7,750,000
Size: Over 5,200 sq.ft.
Layout: 4 bedrooms, 6 bathrooms
Parking: 6 spaces

The Hazelton Hotel
The Hazelton Hotel

Located within The Hazelton Hotel, this expansive residence functioned more like a private residence than a condo. Purpose-built for family living, the suite’s scale and access to five-star services made it one of the most functionally unique properties on the list.

The Hazelton Hotel
The Hazelton Hotel

Listed by: HAZELTON REAL ESTATE INC., BROKERAGE

#9 – 38 Avenue Rd #2302 — $6,495,000

Listed: $6,495,000
Size: Approx. 4,465 sq.ft.
Layout: 3 bedrooms, 5 bathrooms
Parking: 8 spaces

Prince Arthur
Prince Arthur

The only property on the list to sell above asking — and notably, a power of sale. This outcome highlighted how price positioning, combined with rarity and scale, can still generate competition even in cautious market conditions.

Listed by: SLAVENS & ASSOCIATES REAL ESTATE INC., BROKERAGE

#10 – 1 Strathgowan Ave PH02 — $6,995,000

Listed: $6,995,000
Size: Approx. 3,400 sq.ft. + 1,160 sq.ft. terraces
Layout: 3 bedrooms, 4 bathrooms
Parking: 2 spaces

The Winslow
The Winslow

The only sale outside the downtown core, this Lawrence Park penthouse stood out for its flexible layout and extraordinary outdoor space. With just two penthouses in the building, scarcity — not skyline — drove value here.

Listed by: ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM, BROKERAGE

Patterns That Defined the Top End in 2025

Across all ten sales, a few truths became impossible to ignore:

Buyers consistently paid for irreplaceability rather than hype, gravitating toward homes that offered something genuinely difficult to replicate. Large terraces and a sense of privacy mattered just as much as interior square footage, particularly for buyers replacing single-family homes. Hotel‑branded residences and ultra‑boutique buildings continued to dominate outcomes, reflecting a preference for service, discretion, and low density. Above all, pricing discipline proved decisive — well‑positioned listings moved efficiently, while aspirational pricing stalled, even at the very top end.

What This Means for Ultra‑Luxury Buyers

For buyers considering the $5M–$10M+ segment, 2025 reinforced that patience creates real leverage — not because prices collapsed, but because competition thinned. With fewer active buyers operating at this level, decision‑making became calmer and more deliberate, allowing well‑prepared purchasers to negotiate thoughtfully rather than react emotionally. The best opportunities weren’t necessarily cheap, but they offered strong relative value: exceptional homes, limited alternatives, and pricing that reflected today’s conditions rather than yesterday’s peak. For buyers who understood what truly mattered, value was high precisely because competition was lower.

Thinking About Buying or Selling at This Level?

If you’re curious about final sold prices or how these properties ultimately transacted, we’re always happy to share that context privately — just reach out.

Whether you’re quietly exploring opportunities or evaluating what your property could command in today’s market, ultra‑luxury decisions benefit from experience, discretion, and real pricing context.

Reach out to TorontoLivings for a confidential conversation about navigating the top end of Toronto’s condo market.

For Buyers Exploring Toronto’s Ultra‑Luxury Condo Market

If you’re considering a purchase at the very top end of Toronto’s condo market, we’ve built a dedicated resource that tracks the city’s most expensive condos, iconic buildings, and benchmark penthouse offerings — designed to help buyers understand where true value, scarcity, and long‑term prestige actually sit.

Explore our guide to Toronto’s most expensive condos

It’s a useful starting point if you’re narrowing your focus, comparing buildings, or simply trying to understand how the upper tier of the market really works before making your next move. Send us a message below, for a confidential conversation about navigating the top end of Toronto’s condo market!

530 St. Clair

Pied-à-Terre in Toronto: Meaning, Use Cases, and Where Buyers Focus

By Advice For Buyers, Advice For Sellers

What Is a Pied-à-Terre?

A pied-à-terre is a small, secondary residence used on a part‑time basis rather than as a primary home. The term comes from France (literally meaning “foot on the ground”), and in Toronto real estate it almost always refers to a downtown condo owned by someone who lives elsewhere most of the time.

Think of it as a city base — a place to stay during the workweek, for cultural events, or for regular visits — without the commitment of full‑time urban living. In practice, Toronto pied‑à‑terres are typically studios or one‑bedroom condos in walkable, transit‑rich neighbourhoods with strong building management and concierge services.

Importantly, a pied‑à‑terre isn’t bought purely as an investment. It’s a lifestyle‑driven purchase first, with flexibility and long‑term value playing supporting roles.

Why Pied-à-Terres Fell Out of Favour — And Why They’re Back

During the height of COVID, Toronto experienced a very real shift. Remote work untethered many professionals from daily commutes, and a noticeable number of residents left the city for larger homes, quieter streets, or more space further afield. Downtown condos — the traditional home of the pied‑à‑terre — suddenly felt less essential.

Fast‑forward to today, and the story has shifted once again — quietly, but meaningfully.

1001 Roselawn Ave
1001 Roselawn Ave

Hybrid work is now the norm rather than the exception. Offices are busier mid‑week. Cultural life has fully returned. And many people who left Toronto didn’t lose their connection to the city — they just changed how they use it.

Instead of moving back full‑time, a growing number of buyers are opting for part‑time ownership. A pied‑à‑terre offers a practical middle ground: maintain a primary home outside the core while still having a reliable, comfortable place downtown.

Add in the fact that downtown condo prices have come down from their peak, and the timing suddenly makes sense. For many buyers, today’s market feels like a re‑entry point rather than a stretch.

Who Typically Buys a Pied-à-Terre in Toronto

While every buyer’s story is different, pied‑à‑terre owners in Toronto tend to fall into a few familiar profiles:

  • Professionals commuting into the city two or three days a week
  • Former Torontonians who moved out during COVID but still work, socialize, or invest time downtown
  • Suburban homeowners who want a downtown base for events, dining, or late nights
  • Snowbirds and international buyers splitting time between cities
  • Empty nesters who no longer need a full‑time city home but still want access

What they share isn’t a desire for more space — it’s a desire for convenience, predictability, and control over how they experience the city.

What Buyers Look for in a Toronto Pied-à-Terre

When a property is only used part‑time, priorities naturally shift.

Most pied‑à‑terre buyers focus on:

  • Location over size — walkability and transit matter more than square footage
  • Efficient layouts — every inch needs to work
  • 24‑hour concierge and security — peace of mind when you’re away
  • Low‑maintenance ownership — lock‑and‑leave convenience
  • Strong resale and rental demand — flexibility if plans change

Not every condo checks these boxes, even if the price looks right on paper.

How we help: We help buyers avoid buildings that look good online but don’t function well for part‑time living — from inefficient layouts to management issues that only show up after you own.

Where Buyers Focus: Toronto’s Most Popular Pied-à-Terre Neighbourhoods

While pied‑à‑terres can exist across the city, demand consistently clusters in a few key downtown areas.

Yorkville

Yorkville remains a top choice for buyers who value prestige, walkability, and transit access. Luxury buildings, strong concierge services, and proximity to Bloor Street make it especially appealing for executives and international owners.

King West & King East

For buyers who want to be close to tech, finance, dining, and nightlife, King West and King East continue to dominate. These neighbourhoods work particularly well for mid‑week living and short, frequent stays.

Financial District

This is the classic pied‑à‑terre market. Smaller, efficient condos used primarily during the workweek, with unmatched access to offices, transit, and PATH connections.

Entertainment District

Events, culture, restaurants, and transit converge here. Buyers drawn to sports, theatre, and downtown energy often gravitate to this pocket.

Yonge & Bloor

As a major transit hub with consistent resale demand, Yonge & Bloor offers flexibility. It’s especially popular with buyers who want easy access to multiple parts of the city.

Neighbourhood guidance: Choosing the right neighbourhood matters even more when you’re only here part‑time. We help match how you’ll use the city with where you’ll enjoy it most.

Below are some our favourite luxury buildings in the city, that often attract those looking for a pied-a-terre

Are Pied-à-Terres a Good Investment?

A pied‑à‑terre shouldn’t be viewed as a traditional income property. While some owners choose to rent their units long‑term, the real value lies in flexibility.

You’re buying:

  • A guaranteed place to stay
  • Freedom from hotels or short‑term rentals
  • A hedge against rising accommodation costs
  • Optional future rental or resale upside

With condo pricing more balanced than it was a few years ago, many buyers feel the risk‑reward equation has improved — especially if they already plan to use the unit regularly.

CTA — Honest advice: We’ll tell you when buying makes sense — and when renting or staying flexible is the smarter move. Not every situation calls for ownership.

A Smart Alternative: Medium‑Term Rentals

For some buyers, owning a pied‑à‑terre is the end goal. For others, it’s a step they’re not quite ready to take — and that’s where medium‑term rentals come in.

Medium‑term rentals (typically 1–6 months) have quietly become a strong alternative for people who:

  • Need a downtown base a few days a week
  • Are testing neighbourhoods before buying
  • Want flexibility without committing capital
  • Are returning to Toronto gradually post‑COVID

Unlike short‑term rentals, medium‑term options feel more like real homes. And unlike hotels, they offer consistency, privacy, and comfort — without long‑term ownership risk.

How this ties in: Many clients use a medium‑term rental as a bridge — re‑establishing a downtown routine first, then deciding whether a pied‑à‑terre makes sense longer term.

Final Thoughts: Toronto Isn’t an All‑or‑Nothing City Anymore

For many buyers, the pied‑à‑terre reflects how life actually works now — flexible schedules, hybrid work, and a desire to stay connected without over‑committing. As prices recalibrate and the city continues to hum back to life, part‑time ownership is becoming a very intentional choice.

How we can help: If you’re considering a pied‑à‑terre in Toronto, we can help you evaluate buildings, neighbourhoods, and options that actually suit part‑time living — and avoid the ones that don’t.

Whether you’re returning to the city or redefining how you use it, the goal is the same: buy smart, buy intentionally, and enjoy the flexibility that comes with it – send us a message below to get started today!