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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!

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    Mark Savel

    As a lifelong resident of the city, home has always been in midtown Toronto. In creating TorontoLivings, I wanted a place to share my experiences in the city, to educate our clients on the ever-changing market, and show people a side of the City that most don’t see every day.