Windermere
Selling in Windermere, FL — Premier Market Trends & Luxury Neighborhood Highlights
Windermere Market Snapshot (Mid‑2025)
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Median Sale Price: Approximately $777,700 as of May 2025, with a median listing price of about $1.13 million, and a healthy sale-to-list ratio of 97.6%. Homes typically go under contract within 30 days. Redfin+15Ackley Platinum Group+15West Orange Times Observer+15Zillow+1
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Luxury Market Pulse: As of mid-2025, Windermere’s upscale real estate market demonstrates resilience, with median home prices near $1.8 million and strong year-over-year growth of 6%. Bankrate+3centralfloridalistings.co+3Windermere+3
Isleworth: The Epitome of Prestige
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Lifestyle & Appeal: Isleworth is a gated, elite community known for its golf course, storied history, and celebrity-owned estates. Residents have included Tiger Woods and Shaquille O’Neal—adding to its elite status.
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Market Highlight: One of the most notable transactions in July 2025 saw an Isleworth estate sell for $4.33 million on Lake Bessie in just 37 days, illustrating the area’s luxury demand and market strength. West Orange Times Observer
Keene’s Pointe: Mature Elegance & Golfing Appeal
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Community Profile: Keene’s Pointe is a mature, centrally located Windermere enclave with attractive architectural variety, mature landscaping, and golf course proximity. Redfin+15centralfloridahomesellingteam.com+15Realtor+15
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Market Snapshot: The median listing price in Keene’s Pointe is $1.8 million, with properties selling for around $1.7 million on average—showing sustained luxury appeal. Windermere+3Realtor+3Realtor+3
Why Sellers Are in a Prime Position
Windermere remains a luxury-tilted seller’s market, especially within high-demand neighborhoods like Isleworth and Keene’s Pointe. These areas consistently command top-dollar thanks to their exclusivity, amenity-rich environments, and proximity to the Butler Chain of Lakes.
Seller Strategy Tips
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Price for Prestige
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In Isleworth and Keene’s Pointe, pricing should reflect exclusivity—set competitively to leverage strong comps and recent high-end sales.
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Maximize Market Visibility
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Invest in premium marketing collateral—drone footage, twilight photography, and lifestyle staging—to showcase lakefront and golf-course lifestyles.
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Capitalize on Demand
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With strong demand and quick market turnaround, well-presented, properly priced luxury homes can still yield top offers.
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Final Thoughts
Windermere stands out as Central Florida’s premium residential enclave. If you’re considering selling in this exclusive market, now is the time to act.
Partner with Creegan Group for an expert home valuation, neighborhood-savvy pricing, and bespoke marketing strategies designed to attract your ideal buyer.