Windermere is one of the most exclusive addresses in Greater Orlando and continues to attract investors and foreign families seeking quality of life and high-end real estate. This article is an in-depth look at Complete Guide to Windermere, with trends and opportunities in the Windermere real estate market.
Introduction: Windermere Housing Market (2025)
The luxury segment remains resilient, with competition for well-located homes and selective buyers — many international.
Current market overview
🏷️ Median selling price
US$ 1,289,000 (Jul/2025)
📈 Annual variation
+29,2% vs. 2024
📅 Average time on the market
40 days
⏱️ Days until proposal
37 days
🏠 Typical Value (Zillow HVI)
US$ 702.963
🧾 Listing Median
US$ 969.117
🔥 Sales above order
~5% of transactions
- 📍 Well-located and well-priced properties continue to sell quickly.
- 🌊 High demand for waterfront and condominiums fechados.
Windermere vs. Lake Nona vs. Dr Phillips
| Location | Price/Median | Property Profile | Differentials |
|---|---|---|---|
| Windermere | US$ 1,289,000 | Luxury homes, waterfront, condominiums | Exclusivity, renowned schools, high barrier |
| Lake Nona | From US$$ 450,000 | Planned communities, new homes | Rapid growth, strong rental demand |
| Dr. Phillips | ~43.5% cheaper | Large houses, established neighborhoods | Urban-suburban style, nearby restaurants |
Market trends (2025–2026)
- 📈 Continuous appreciation in properties waterfront (estimate 6–9%).
- 🏡 Limited supply keeps prices firm.
- 🤝 Market still favorable to sellers, but buyers beware.
- 💵 High interest rates reduce financing; cash payments sustain luxury.
Buyer profile
👨👩👧 High-end families
They seek security, excellent schools and privacy.
🌴 Second residence
Vacation homes, many with lake views.
💼 Luxury Investors
Premium rentals (less common than in Lake Nona).
🌍 International buyers
Latin America, Europe and the Middle East highlighted.
Challenges and care
🧾 Costs & risks
- 🏘️ HOA (residents' association), special insurance and maintenance.
- ⏳ Variable liquidity in expensive/customized properties.
🧮 Strategy
- 🎯 Correct pricing: 2025 buyers are well informed.
- 🗓️ Recommended horizon: 5–10 years (long term).
Rental prices
💵 Tracks
- 🏠 Big houses: from US$ 3,000/month.
- 🌊 Luxury (waterfront/new condominiums): significantly higher prices.
📌 Note
Lake Nona tends to have more affordable rents and lower purchase prices—which can increase the percentage return for investors.
Conclusion
Windermere remains one of the most valued markets in Greater Orlando. Lakefront homes and high-end condos maintain prices, even in a selective market. For those seeking exclusivity and long-term ownership, the region remains solid.
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Get in touchFrequently Asked Questions
How much will a house in Windermere cost in 2025?
Is Windermere more expensive than Lake Nona?
Is it worth investing in rentals in Windermere?
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Is Windermere safe for foreign families?
📚 Read also
Real Estate Market in Windermere
Prices, trends and opportunities.
Schools in Windermere
Performance, zones and tips for families.
Where to Eat in Windermere
Restaurants by price range and style.
Leisure in Windermere
Parks, culture and local events.
Health in Windermere
Hospitals, clinics and community centers.
Thinking about investing: How to make the most of the moment?
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