Estero's top tier has grown up fast. Golf communities, bayfront estates at The Colony and newer gated neighborhoods off Corkscrew Road now draw buyers who once only looked south. In October 9 homes priced at $1 million and up closed in Estero.
October at a Glance
- 9 sales over $1 million (by list price)
- 5 of 9 buyers paid cash
- 111 days median time on market
- 95.5% median sale-to-list price
- 7.8 months of supply over $1 million
The Top Sale of the Month
The most expensive sale in Estero in October was a home in Messina Court at The Colony at Pelican Landing at $3.2 million. Messina Court is a tiny enclave of estate homes with lake and golf course views inside The Colony Golf and Bay Club. If that sale caught your eye, see what is available at The Colony today.
Ten Years of October $1M+ Sales

This chart tells the Estero story. From 2017 through 2021 the village recorded between 2 and 5 sales over $1 million each October. Since 2022 it has recorded between 8 and 16. Estero is no longer the quiet neighbor. It is a destination in its own right.
| October | 2017 | 2018 | 2019 | 2020 | 2021 | 2022 | 2023 | 2024 | 2025 | 2026 |
|---|---|---|---|---|---|---|---|---|---|---|
| Units Sold | 5 | 2 | 3 | 4 | 3 | 14 | 8 | 15 | 16 | 9 |
Who Is Buying

Five of October's 9 buyers paid cash and 4 used conventional financing. Over the past twelve months 108 of 165 buyers over $1 million paid cash. That is 65%.
The Past Twelve Months
- 165 sales over $1 million from November 2025 through October 2026
- 45 days median time on market
- 94.9% median sale-to-list price
With fewer sales each month, the twelve-month view gives the clearest read on Estero's top tier. Over a full year these homes have sold in about six weeks at roughly 95% of list price.
Inventory and Months of Supply
There are 107 homes over $1 million in inventory, counting every active, pending, pending with contingency and withdrawn listing. Against about 14 sales a month that is 7.8 months of supply. Estero as a whole sits at 5.9 months.
Where the $1M+ Homes Sold
- The Colony at Pelican Landing (Las Palmas, Messina Court): 2
- Shadow Wood at The Brooks (Ginger Pointe, Woodmont): 2
- Corkscrew Estates: 2
- Verdana Village: 2
- Coconut Landing: 1
See how Southwest Florida's top addresses compare in our Ten Most Expensive Communities guide and our Blueprint for Luxury.
Thinking About Buying or Selling This Season?
Curious what your home is worth heading into season? Get a free home value. Ready to look around? Search every home for sale. Want the bigger picture? Browse all of our market reports.
Whatever your next chapter looks like, we would love to help you write it. Contact Chris Griffith at The Griffith Group or call 239-273-7430. Busy season or quiet summer, an Estero address remains one of the most elegant moves in Southwest Florida.
Data source: SWFL MLS data compiled November 8, 2026. Closed residential sales (single-family homes, condos, villas and townhomes) with an Estero city address and a list price of $1 million or more. Median days on market and sale-to-list ratio exclude sales entered for data purposes only. Months of supply includes active, pending, pending with contingency and withdrawn listings divided by average monthly closed sales over the trailing twelve months (10/31/2025 to 10/31/2026). Some communities near the city line, such as The Colony at Pelican Landing, can carry either a Bonita Springs or Estero city address in the MLS. Information deemed reliable but not guaranteed.