Chaplin Estates Home Sales Statistics for May 2026 by Top Midtown Toronto Agent Jethro Seymour
Market Report — May 2026 Chaplin Estates in May 2026:
By Jethro Seymour | The Seymour Team May was a quieter month for Chaplin Estates by volume — 3 homes sold, down from April's 7 — but the price story tells a different tale. The average sale price of $3,625,000 is up 39.2% year-over-year, and the 12-month rolling average continues to climb, now at $2,676,248 — up 9.5% from the same period last year. The neighbourhood is moving in a smaller pool, but the values are moving up. Missed the April recap? Read the April 2026 Chaplin Estates Market Report here.
Chaplin Estates in May 2026:
Lower Volume, Higher Values
By Jethro Seymour | The Seymour Team May was a quieter month for Chaplin Estates by volume — 3 homes sold, down from April's 7 — but the price story tells a different tale. The average sale price of $3,625,000 is up 39.2% year-over-year, and the 12-month rolling average continues to climb, now at $2,676,248 — up 9.5% from the same period last year. The neighbourhood is moving in a smaller pool, but the values are moving up. Missed the April recap? Read the April 2026 Chaplin Estates Market Report here. Home Sales Statistics
Chaplin Estates
May 2026
3
Homes Sold
3
Detached
10
Active Listings
$3,625,000 May Avg
Sale Price
Sale Price
+39.2% Dollar Value
YoY Change
YoY Change
27 Days Avg Days
on Market
on Market
The Seymour Team
12-Month Rolling Change
The rolling average dipped slightly from April's $2,724,333 — a $48,000 difference across the 12-month window — reflecting May's lower monthly volume rather than a fundamental shift in values. With detached prices up 9.2% year-over-year on the rolling basis, the underlying trajectory remains positive. Chaplin Estates continues to reward sellers who understand that in a low-volume market, each transaction carries outsized weight on the benchmark.
Values Climbing, Volume Finding Its Floor
The 12-month rolling picture through May 2026 tells the core story of Chaplin Estates this spring: fewer transactions, but meaningfully higher prices. The rolling average has now risen for three consecutive months — from $2,583,941 in March to $2,724,333 in April to $2,676,248 in May. Volume is down year-over-year, but that reflects the neighbourhood's limited supply rather than softening demand. $2,676,248 12-Month Rolling Average — All Homes | up 9.5% year-over-year
$2,726,081 Detached Rolling Average | up 9.2% year-over-year | 33 sales
39 Total Homes Sold (12 months) | down 22.0% year-over-year
20 Days Average Days on Market — All Homes (12-month rolling)
The rolling average dipped slightly from April's $2,724,333 — a $48,000 difference across the 12-month window — reflecting May's lower monthly volume rather than a fundamental shift in values. With detached prices up 9.2% year-over-year on the rolling basis, the underlying trajectory remains positive. Chaplin Estates continues to reward sellers who understand that in a low-volume market, each transaction carries outsized weight on the benchmark.
Market Overview
Three Sales, A Familiar Pattern
May's 3 sales — all detached, all 4-bedroom — averaged $3,625,000, up 39.2% from May 2025's $2,603,800. That year-over-year jump is partly a function of the specific product that sold this month: three 4-bedroom detached homes at the upper end of the market. None closed at or above asking, but all three transacted — a meaningful distinction in a neighbourhood where properties can sit for months.- Homes sold: 3 (all detached)
- Active listings as of June 1st: 10
- New listings in May: 7
- Listings sitting 30+ days: 3
- Homes sold at or above asking: 0 of 3 (0%)
- Entry price — Detached: $1.8M
Feature Sale
May's Standout: Elmsthorpe Avenue
The highest sale of the month tells a story that has become familiar in Chaplin Estates: a premium property with a long listing history that ultimately found its buyer once pricing aligned with the market. It also echoes a pattern seen in April's Duplex Ave sale — that the right price, even if it takes time to arrive at, unlocks decisive buyers. Highest Sale: Elmsthorpe Avenue — $4,050,000
- Property type: Detached — Forest Hill
- Lot size: 36 × 124 ft
- Bedrooms / bathrooms: 5 bed / 7 bath
- Size: 5,630 sq ft
- Days on market: 14 (from most recent relist)
- Final sale price: $4,050,000
- Sold for: 90% of relist price ($4,495,000)
- Multiple listings since August 2025
A property that sat for nine months at $5.4M sold in 14 days at $4.5M. The home didn't change. The price did. That's the entire story.
Jethro Seymour | The Seymour Team Active Market Watch
What's Available Right Now
With 10 active listings as of June 1st — up from 9 in April — buyers have a slightly wider selection heading into summer. Seven of the 10 are fresh to market; 3 have been sitting beyond 30 days. Entry Point: $1,999,900 The lowest-priced active listing is a 4-bedroom detached on Maxwell Ave at 72 DOM — the same property that appeared in April's report at 43 DOM. It has now been on the market for over two months. For buyers looking to enter Chaplin Estates below $2M, it remains the only option — but the extended timeline signals that a pricing conversation may be overdue. Top of Market: $4,499,000 The highest-priced active listing is a 3-bedroom, 5-bathroom detached on Tarlton Rd at just 9 DOM — a fresh listing at the top end of the market. At this price point, buyers are discerning and timelines tend to be longer, but the Elmsthorpe Ave sale this month demonstrates that well-presented properties do find their buyer when the price is right. Active inventory spans $1,999,900 to $4,499,000. Entry into Chaplin Estates for detached homes starts at approximately $1.8M. What This Means
Advice for Buyers & Sellers
For Buyers With 10 active listings and only 3 sales in May, buyers in Chaplin Estates have more time and selection than in many neighbouring markets. That said, the Maxwell Ave listing at 72 DOM and the Tarlton Rd entry at 9 DOM illustrate the two speeds at play — stale inventory that hasn't adjusted, and fresh listings that command attention. Focus on the fresh, be patient with the stale, and always anchor your offer to the 12-month rolling average of $2,676,248. For Sellers The Elmsthorpe Ave sale is a nine-month lesson compressed into one data point: the market will not meet you at your aspirational price. It will, however, respond quickly when you meet it. Fourteen days from final relist to sale. April's Duplex Ave took 6 days at 126% of list with an aggressive pricing strategy. The common thread is conviction in pricing — whether that means pricing to generate urgency or accepting that a correction is needed. In Chaplin Estates, the gap between a listing that sits and a listing that sells is almost always the starting price. Summary
Key Takeaways — May 2026
The Numbers at a Glance
May reinforced what Chaplin Estates has been demonstrating all spring: this is a low-volume, high-value market where each transaction carries real weight. Volume pulled back from April's strong 7 sales, but the average price surged and the rolling benchmark continues its upward trajectory. The Elmsthorpe Ave sale — nine months of listing history resolved in 14 days once pricing aligned — is the clearest signal of what this market asks of sellers. Price correctly, and it responds. - 3 homes sold — all detached (down from 7 in April)
- 0 of 3 (0%) sold at or above asking — all 4-bedroom transactions at $3M+
- May average sale price: $3,625,000 — up 39.2% year-over-year
- Average DOM: 27 days (up from 11 in April)
- 12-month rolling average: $2,676,248 — up 9.5% year-over-year
- Detached rolling average: $2,726,081 — up 9.2% year-over-year
- 10 active listings as of June 1st | 7 new | 3 stalled 30+ days
- Feature sale: Elmsthorpe Ave — $4,050,000, 90% of relist, 14 DOM (from most recent relist), after multiple listings since August 2025
- Entry point: ~$1.8M detached
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Sales Volume Changes*
MAY 2026
39
MAY 2025
50
↓
-22.0%
Compared to MAY 2025
All homes – down 22.0% to 39 homes sold
Detached – down 21.4% to 33 homes sold
Semi-detached – down 66.7% to 1 home sold
Dollar Value Changes*
MAY 2026
$2,676,248
MAY 2025
$2,443,042
↑
+9.5%
Compared to MAY 2025
All homes – up 9.5% to $2,676,248
Detached – up 9.2% to $2,726,081
Semi-detached – up 26.4% to $1,710,000
*MLS 12-month year-over-year changes ending May 31, 2026; Provided by Jethro Seymour
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Jethro Seymour is one of the Top Toronto Real Estate Brokers and a midtown Toronto residential specialist with over 20 years of sales experience in real estate, marketing, construction, and publishing. He has helped many families find homes in Toronto’s great neighbourhoods, and has extensive knowledge of local markets, new home construction, resale home sales, and the condo market. Living in Midtown Toronto, Jethro previews many of the homes that come to market for his clients and inventory knowledge. Jethro specializes in Chaplin Estates, Deer Park, Summerhill and North Toronto.
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