(Windermere, FL Homes for Sale & Community Information)
Overview
Tucked between the pristine lakes of Central Florida, Windermere, Florida is a picturesque town known for luxury lakefront estates, charming tree-lined streets, and a true small-town feel. Just west of Doctor Phillips, Windermere offers a peaceful retreat with easy access to Orlando’s business centers, theme parks, and cultural attractions. Residents enjoy award-winning schools, vibrant community events, and outdoor recreation on the renowned Butler Chain of Lakes.
Downtown Windermere – A quaint main street with coffee shops, local markets, and historic buildings that give the town its unique charm.
Butler Chain of Lakes – A network of 13 connected lakes, perfect for boating, fishing, and watersports.
Gated Luxury Communities – Exclusive neighborhoods like Isleworth, Keene’s Pointe, and The Reserve at Lake Butler Sound feature championship golf, guarded entries, and multi-million-dollar homes.
Education is a strong draw for families:
Windermere Elementary School – Highly rated with strong academic and enrichment programs.
Bridgewater Middle School – A-rated school with a focus on STEM and extracurricular opportunities.
Windermere High School – Modern facilities and diverse academic programs, including advanced placement and athletics.
Private Options – Windermere Prep, The First Academy, and other respected private institutions serve the area.
Butler Chain of Lakes Access – Residents enjoy boat ramps, marinas, and private docks for year-round lake activities.
Golf – World-class courses at Isleworth Golf & Country Club and Keene’s Pointe’s Golden Bear Club.
Parks – Central Park in Downtown Windermere, Lake Street Park, and the scenic Windermere Recreation Center.
Downtown offers cozy cafés, farm-to-table dining, and boutique shops.
Just minutes away in Dr. Phillips, Restaurant Row offers upscale dining variety.
Proximity to Orlando – About 25–35 minutes to Downtown Orlando.
Theme Parks Nearby – 20 minutes to Walt Disney World and Universal Orlando Resort.
Airport Access – Orlando International Airport (MCO) is about 30 minutes away.
Windermere’s real estate market is known for spacious luxury homes, private waterfront properties, and upscale amenities.
Median Home Price: ~$1,050,000
Price Range: $550,000 – $12M+ for luxury estates
Market Status: Competitive, with limited inventory and strong buyer demand
Population: ~3,500 (town proper), larger when including unincorporated Windermere area
Known for its tight-knit community atmosphere and year-round events like food truck nights, holiday parades, and farmers markets.
Doctor Phillips – Luxury living with top-rated schools and a vibrant dining scene.
Bay Hill – Golf-course estates and lakefront luxury.
Horizon West – One of Central Florida’s fastest-growing master-planned communities.
Metrowest – Golf, affordability, and convenient commuting.
Is Windermere a good place to live?
Yes—Windermere is one of the most prestigious addresses in Central Florida, with a blend of small-town charm and luxury living.
What is Windermere known for?
Its lakefront estates, elite golf communities, and the Butler Chain of Lakes lifestyle.
Are there affordable homes in Windermere?
While the area is known for luxury, there are townhomes and smaller single-family homes available in the $500Ks.
Whether you’re searching for a waterfront estate, golf community home, or a cozy downtown cottage, Max Life Realty can help you find the perfect property.
