2026 Market Brief · Windermere
The 2026 Windermere Luxury Market Brief — for active $1M+ buyers and sellers.
A broker-level read on the segment of the Orlando market most distorted by AVM estimates — pulled from verified StellarMLS data, not Zestimates.
Inside the Brief
What the data actually shows
- 01 Isleworth vs. Keene’s Pointe — closed-price spreads, days-on-market, and price-per-square-foot deltas the public listings won’t reveal.
- 02 Butler Chain of Lakes waterfront analysis — verified premiums for direct-chain access vs. canal-fed lots, dock condition adjustments, and view orientation.
- 03 Bay Hill premium read — what golf-frontage actually adds, what it doesn’t, and which holes carry the strongest comp support.
- 04 Off-market velocity — the share of $1M+ Windermere transactions occurring outside the public MLS, and how to reach them.
- 05 What Zestimates miss — the structural reasons AVMs systematically misprice luxury Orlando, with side-by-side AVM-vs-StellarMLS comparisons.
Request Access
Send me the 2026 Windermere Luxury Market Brief.
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or call (352) 638-6645
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2026 Windermere Luxury Market Brief
32 pages of StellarMLS verified reads — Isleworth, Keene’s Pointe, Bay Hill, Butler Chain.
Chase Aaron Real Estate
Chase Checho — Broker / Owner
(352) 638-6645 ·
