What Sold in Midtown & Uptown Toronto in May 2025: Key Takeaways and Highlights

 

May 2025 delivered a clear snapshot of how Midtown and Uptown Toronto’s real estate market is performing across multiple housing types. From ultra-luxury detached homes in Rosedale and Forest Hill to the high-velocity condo market in Mount Pleasant West, this month’s activity reveals key insights about demand, price trends, and where opportunities lie for both buyers and sellers.

This report will break down the key takeaways, neighbourhood performance, and provide strategic guidance to help you make informed real estate decisions—whether you're buying, selling, upsizing, or downsizing.


Key Takeaways for the Entire Midtown/Uptown Market

Detached Homes Continue to Dominate Luxury

Rosedale/Moore Park led the city with an average detached sale price of $4.79M. Forest Hill South followed closely at $3.49M. Detached home prices across central neighbourhoods remain resilient and highly desirable.

Semi-Detached Market is Lean and Competitive

Some neighbourhoods didn’t register any semi-detached sales, which underscores limited inventory. However, in areas like Lawrence Park North and Mount Pleasant East, semis sold quickly often above asking.

Condo Activity is Strong in Key Urban Nodes

Mount Pleasant West saw 29 condo sales this month—the highest across all neighbourhoods, with an average price just above $680K. In contrast, luxury condos traded north of $1.6M in areas like Yonge & St. Clair.

Inventory Gaps Create Strategic Opportunities

The lack of sales in some segments, like semis or townhomes in Forest Hill or Bedford Park, can mean fewer choices for buyers and opportunity for well-positioned sellers to command a premium

Bidding Wars Are Still Happening

Neighbourhoods like Mount Pleasant East (41.7%) and Rosedale/Moore Park (28.6%) saw a significant percentage of homes sell above asking, reinforcing that attractive listings are still highly competitive.


Neighbourhood Performance & Strategic Insights

Let’s zoom into each neighbourhood to uncover what’s happening on the ground and what it means for you.

Lawrence Park South

  • Detached: 11 sales at $3.01M avg

  • Townhomes: 4 sales at $1.44M avg

  • Condos: 1 unit at $1.768M

What It Means:
This neighbourhood remains firmly in luxury territory. A single condo traded at a high price, but freehold properties dominate. 18.8% of properties sold above asking.

Advice:
If you’re listing here, ensure your property is marketed as a lifestyle upgrade. Buyers are paying for the location and prestige.


Lawrence Park North

  • Detached: 13 sales at $2.13M avg

  • Semis: 10 sales at $1.63M avg

  • Townhomes: 1 at $1.038M

What It Means:
One of the most active neighbourhoods for semis. Freehold demand is high across price points, making it attractive for move-up buyers.

Advice:
For sellers: Position your home as a rare opportunity in a highly desirable school district.
For buyers: Be fast and ready with financing; this market is highly competitive.


Yonge & Eglinton

  • Detached: 2 sales at $2.85M avg

  • Semi: 1 sale at $2.107M

  • Condos: 4 at $556K avg

What It Means:
Detached and semi inventory is extremely tight. The condo market is more accessible and continues to attract young professionals.

Advice:
Investors: Condos here offer solid rental potential.
Buyers: If you see a freehold listing here; act quickly.


Mount Pleasant East

  • Detached: 13 at $2.32M avg

  • Semis: 8 at $1.48M avg

  • Condos: 2 at $628K avg

What It Means:
The most competitive semi-detached market this month. Nearly 42% of homes sold over asking.

Advice:
This is a strong market for downsizers trading detached for semi/townhomes. For buyers, come prepared with comparables and a strong offer.


Mount Pleasant West

  • Townhomes: 1 at $1.55M

  • Condos: 29 sales at $680K avg

What It Means:
This is condo central. It appeals to first-time buyers and investors alike.

Advice:
Look for units in newer or well-managed buildings. Investors should factor in low DOM and active competition in rental listings.


Leaside

  • Detached: 19 at $2.53M avg

  • Semis: 3 at $1.435M avg

  • Townhomes: 1 at $1.349M

  • Condos: 1 at $870K

What It Means:
Detached is still the driving force here, but a healthy mix of housing types indicates strong overall appeal.

Advice:
For buyers: This is a long-term play. Leaside continues to hold value thanks to transit expansion and community reputation.


Bedford Park / Nortown

  • Detached: 13 at $2.94M avg

  • Condos: 2 at $1.085M avg

What It Means:
High price points and limited sales in semis or townhomes reflect a traditional freehold buyer profile.

Advice:
Sellers: Highlight school access and walkability.
Buyers: Detached homes here are prized for their lot sizes, look for under-utilized homes with renovation potential.


Forest Hill North

  • Detached: 6 at $2.44M avg

  • Condos: 1 at $540K

What It Means:
Lower volume this month. A quiet but still upscale market.

Advice:
For buyers: Patience and persistence can land you a good opportunity.
For sellers: Professional presentation will make you stand out in a low-activity month.


Forest Hill South

  • Detached: 7 at $3.49M avg

  • Condos: 4 at $1.035M avg

What It Means:
Remains a stronghold for luxury homes. Fewer above-asking sales suggest buyers are value-conscious.

Advice:
Sellers: Showcase luxury elements—architectural pedigree, garden, or smart home upgrades.
Buyers: There’s room to negotiate in this pocket.


Yonge & St. Clair

  • Detached: 1 at $1.475M

  • Semis: 3 at $2.25M avg

  • Townhomes: 1 at $4.2M

  • Condos: 6 at $1.65M avg

What It Means:
Luxury living in a vertical format. The $4.2M townhome sale stands out as a top-tier niche product.

Advice:
Buyers: Townhomes and condos here provide prestige with less maintenance.
Sellers: Market to the downsizer and international buyer who wants prestige and walkability.


Rosedale / Moore Park

  • Detached: 14 at $4.79M avg

  • Semis: 4 at $2.68M avg

  • Condos: 7 at $1.405M avg

What It Means:
Toronto’s crown jewel for detached homes. Consistent sales, strong prices, and over 28% above-asking rates.

Advice:
Sellers: Leverage the Rosedale brand, buyers are paying a premium for location and architecture.
Buyers: Be decisive and prepared for multiple offers.


Annex

  • Detached: 5 at $1.98M avg

  • Semis: 4 at $2.5M avg

  • Townhomes: 4 at $1.95M avg

  • Condos: 20 at $1.17M avg

What It Means:
One of the most balanced and active neighbourhoods in all housing categories.

Advice:
For buyers: Lots of variety, but competition is real.
For sellers: With this level of market movement, now is a great time to list well-prepared properties.



Actionable Guidance for Buyers and Sellers

For Buyers:

  • Be Prepared to Compete: Pre-approval and fast decision-making are essential, especially for freeholds and semis in high-demand areas.

  • Balance Budget and Potential: Don’t stretch for a detached if a semi in a prime area offers better value and future upside.

  • Condos Offer Entry and Growth: Investors and first-time buyers should eye Mount Pleasant West, Annex, and Leaside for growth and rental income.

  • Know When to Pounce: If a home’s DOM is higher than the area average, negotiate assertively.


For Sellers:

  • Set the Stage: Staging and presentation are essential. Today’s buyers pay more for move-in-ready homes.

  • Use Smart Pricing: A sharp list price below peak can spark a bidding war. Work with an agent who understands pricing psychology.

  • Leverage Timing: Spring into early summer is prime time. If you're thinking of selling, prepare now.

  • Market the Neighbourhood: Especially in luxury or family-centric pockets, emphasize schools, parks, and walkability.


For Upsizers and Downsizers:

  • Trade Intelligently: Strong detached prices mean it’s a good time to sell and move into a lifestyle condo or luxury townhome.

  • Think Long-Term: Consider future neighbourhood appreciation, especially with upcoming transit (like Leaside's LRT).



Conclusion

May 2025 confirmed that Midtown and Uptown Toronto remain some of the most desirable real estate pockets in the city. For buyers, it’s about timing and precision. For sellers, the window is open, but strategy is key.

Love where you live, and invest where it makes sense.

Looking to buy, sell, or downsize?
Let’s have a conversation tailored to your goals. The right move starts with the right strategy. Call or text me anytime: (647) 277-4617 or email me hello@yolevski.com