Windermere Luxury Houses
Windermere Luxury Houses embody the finest elements of Florida high end living, combining serene lakeside beauty with refined architecture and exclusive community amenities. Nestled among the Butler Chain of Lakes and surrounded by natural elegance, Windermere offers a sophisticated lifestyle defined by privacy, scenic surroundings, and exceptional luxury homes. This desirable Florida enclave attracts discerning buyers seeking spacious estates, waterfront properties, and contemporary residences crafted with world class design and craftsmanship.
Set on 4.43 acres overlooking Lake Olivia, 9639 Westover Roberts Rd is a Mediterranean-inspired sanctuary that redefines luxury living in Central Florida. Now listed at $6.4 million, this home in Windermere for sale offers 11,861 square feet of interiors crafted with meticulous marble detailing, soaring ceilings, and sweeping lake views. Built in 2017, the residence […]
Welcome to 6139 Greatwater Dr, an extraordinary lakefront estate nestled in the prestigious 24-hour guard-gated community of Keenes Pointe in Windermere, Florida. Listed at $9.2 million, this nearly 9,000-square-foot residence captures the essence of refined luxury and offers commanding views of the iconic Lake Tibet, part of the revered Butler Chain of Lakes. This home […]
Perfectly positioned along the shimmering waters of Wauseon Bay, 801 W 2nd Ave is a masterpiece of lakefront luxury in the heart of Windermere, Florida. Listed at $4.5 million, this 5-bedroom, 6-bathroom estate spans 5,639 square feet of interior living space on nearly half an acre. With a curated blend of Mediterranean architecture and contemporary […]
Hidden within the ultra-exclusive, guard-gated Lake Butler Sound community in Windermere, Florida, 6126 Kirkstone Ln is a meticulously remodeled lakefront estate that defines contemporary luxury. Spanning 8,691 square feet with five bedrooms and seven bathrooms, this $7.7 million residence is a true architectural masterpiece, offering breathtaking lake views and world-class amenities. If you are looking […]
Nestled on 1.74 acres, this 10,000 square feet estate epitomizes lakeside elegance. The main residence features a sophisticated master suite, a chef’s kitchen with Wolf and Sub-Zero appliances, spacious upper-level suites, and a tranquil courtyard koi pond. Detached amenities include a guest house with theater access and a game room complete with a bar. Outdoors, […]
Situated on a 1.17-acre lot chosen by golf legend Arnold Palmer, this 11,403 square feet residence at 5271 Isleworth Country Club Dr, Windermere, FL, blends luxury and sophistication with stunning views of the first and tenth holes. Built in 2013, the home boasts 8 bedrooms, 7 full and 2 half baths, a gourmet kitchen, and […]
Nestled on the shores of Lake Tibet in Keene’s Pointe Country Club, this 8,362 square feet custom estate offers modern sophistication and timeless charm. Recently updated, it features 8 bedrooms, 10 bathrooms, a detached guest house, and breathtaking views on a 1.54-acre lot. The gourmet kitchen, equipped with premium appliances, exotic granite, and custom cabinetry, […]
Welcome to “Puesta del Sol,” a breathtaking 5-bed, 9-bath, 8,377 square feet lakefront estate in Isleworth, Windermere. Inspired by Disney magic, this Art Nouveau masterpiece blends whimsical design with luxury finishes like granite, marble, and hand-carved doors. With 75 custom art pieces, a soaring 26-foot ceiling, and a 1933 painting by Maurice del Meu, every […]
Nestled on 4.743 acres along the Butler Chain of Lakes, this Windermere estate epitomizes luxurious living in Florida. The main residence, boasting 6 bedrooms and 6 bathrooms spread across 11,253 square feet, showcases impeccable craftsmanship and lavish details throughout. Additional guest houses ensure privacy and comfort for guests, while amenities such as a private theater, […]
Discover the epitome of luxury living at 6125 Grosvenor Shore Dr, a meticulously crafted 6-bedroom, 7-bathroom estate in the gated community of Keene’s Pointe, Windermere. Built by Goehring & Morgan in 2009, this 8,037 square feet home on a 4-acre lot exudes elegance with detailed ceilings, opulent decor, and thoughtful design. The functional floor plan […]
Nestled on a sprawling lot just under 3 acres in Windermere, FL, 9313 Tibet Pointe Cir is a fully remodeled Keen’s Pointe Villa that epitomizes luxury living and privacy. Boasting 6 beds, 8 baths, and 8,792 square feet of living space, this Orlando villa offers a serene lakeside retreat with a salt-water pool, private boat […]
Introducing 6004 Cartmel Lane, a remarkable lakefront estate nestled on Windermere‘s coveted shores. Situated within the exclusive guard-gated community of The Reserve of Lake Butler Sound, this architectural masterpiece sprawls across 4.78 acres, boasting 540 feet of Lake Butler’s pristine waterfront. With 20,240 square feet under air (30,949 gross), this home seamlessly blends indoor elegance […]
Situated within Windermere‘s exclusive community, this 10,485-square-foot estate at 6507 Rosella Ct embodies luxury living at its peak. Built by Stonebridge Custom Homes in 2007, the 7-bedroom, 8-bathroom property features an impressive array of amenities including a grand atrium with stunning lake views, a theater, two swimming pools, a spa, and an outdoor kitchen. With […]
Welcome to a captivating lakefront estate that embodies luxury living at its finest. This exquisite custom-built home boasts unparalleled beauty and sophistication with meticulous attention to detail and premium materials. Enjoy breathtaking lake views from the two-story formal living room and indulge in resort-style amenities, including a salt-water pool, boat house, car garage, private elevator, […]
Discover elegance and luxury at 5200 Isleworth Country Club Drive in Windermere, Florida. This magnificent 5-bed, 8-bath estate with 9,482 sq ft of living space is situated on the eighth fairway of the Isleworth Golf and Country Club golf course, offering breathtaking views of Lake Bessie. The first floor boasts a gourmet chef’s kitchen, formal […]
Experience luxury living at 6432 Deacon Circle in Windermere, Florida. This magnificent lakefront estate in the Isleworth Country Club Community offers impeccable craftsmanship, panoramic views, and 11,021 square feet of living space. With a grand dual staircase, open-concept design, gourmet kitchen, five spacious bedrooms with en-suite bathrooms, and a lavish primary suite, this property exudes […]
Experience luxury at 9508 Windy Ridge Road, Windermere, Florida – an exquisite lakefront estate on 18 acres with stunning views of Lake Down. This gated compound offers 7 bedrooms, 16 bathrooms, and over 29,000 square feet of living space. Built in 2011, it combines classic Georgian architecture with modern amenities. Highlights include a grand entrance, […]
Experience a magnificent New Orleans-inspired custom estate in guard-gated Lake Butler Sound at 11114 Bridge House Road, Windermere, Florida. This 5-bed, 7-bath French Chateau on 0.94 acres boasts a 7,138 sq ft living space, impeccable grounds, and stunning features such as de Gournay hand-painted wallpaper, a gourmet kitchen, and a vaulted pecky cypress ceiling. The […]
Experience luxury living at 5507 Worsham Court in Windermere, Florida. This stunning custom estate offers 5 beds, 9 baths, and an expansive living space of 10,200 sqft, overlooking the 14th green of Isleworth Golf and Country Club. Enjoy premium appliances, a summer kitchen, and resort-style amenities, including a pool and jetted-hot tub. Don’t miss out […]
This luxurious lakefront mansion at 9306 Blanche Cove Drive in Windermere, Florida, is a custom-crafted masterpiece built for the ultimate sports enthusiast. The 5-bedroom, 8-bath home spans 14,856 square feet and includes a 6,060 square foot air-conditioned full-sized basketball court, a theater, an exercise room with sauna, and a two-story master closet. The outdoor living […]
4066 Isabella Circle, Windermere, Florida is a spectacular home with beautiful porcelain floors, high-end appliances, accent wall, expensive light features, and an amazing backyard and gorgeous views. This Home in Windermere offers 6 bedrooms and 8 bathrooms with over 7,300 square feet of living spaces. To know more about 4066 Isabella Circle, please contact Patricia Zimath […]
Blanche Cove Custom Home in Windermere, Floria was designed by Phil Kean Design Group in Modern style offers luxurious living from high-end finish and luxurious amenities. This home located on on pristine Lake Blanche of the coveted Butler Chain of Lakes with amazing views and wonderful outdoor living spaces including patio, pool, garden and more. […]
Windermere Luxury Houses – Comprehensive Real Estate Overview
Windermere Luxury Houses offer an extraordinary blend of natural beauty, architectural sophistication, and upscale Florida living. Situated in the heart of Orange County and known for its peaceful environment, pristine lakes, and elegant communities, Windermere has long been recognized as one of Central Florida’s most exclusive residential destinations. The area attracts high profile buyers, successful professionals, and families seeking privacy, picturesque scenery, and luxury homes with premium amenities.
Positioned along the renowned Butler Chain of Lakes, Windermere features some of the most desirable waterfront real estate in the state. From expansive contemporary estates with panoramic lake views to Mediterranean inspired mansions and custom built homes within gated neighborhoods, Windermere Luxury Houses provide an unparalleled combination of comfort, elegance, and timeless appeal.
Why Windermere Is a Premier Florida Luxury Home Market
Windermere stands out as one of Florida’s most refined and sought after locations thanks to its:
- Exclusive lakeside communities
- Quiet residential atmosphere
- Proximity to downtown Orlando and major attractions
- Access to elite private and public schools
- Beautiful natural landscapes and recreational activities
- Strong property value appreciation
- Luxury shopping, dining, and entertainment options nearby
With its gentle balance of nature and luxury living, Windermere remains a top choice for buyers seeking a private, high quality lifestyle in Central Florida.
Top Luxury Neighborhoods in Windermere
Windermere offers an impressive array of upscale communities, each with its own character and amenities.
Isleworth
Globally recognized for its championship golf course, waterfront estates, and celebrity residents. Isleworth is synonymous with prestige and unmatched privacy.
Keene’s Pointe
A master planned community known for its scenic views, Jack Nicklaus designed golf course, and custom luxury homes.
Lake Butler Sound
A gated community offering elegant estate homes nestled along the Butler Chain of Lakes.
The Reserve at Lake Butler
Prestigious estates with beautiful waterfront settings and lush landscaping.
Downtown Windermere Area
Historic charm blends with modern luxury in this serene part of town featuring mature trees, walkable streets, and lake access.
Architectural Styles That Define Windermere Luxury Houses
Luxury homes in Windermere reflect a wide range of premium architectural influences, such as:
Mediterranean Estates
Stucco exteriors, arched windows, grand entrances, and timeless elegance.
Modern and Contemporary Homes
Clean lines, expansive glass walls, open floor concepts, and indoor outdoor living areas.
Traditional Florida Luxury Homes
Warm color palettes, spacious layouts, and beautiful landscaping.
Custom Waterfront Residences
Private docks, panoramic lake views, outdoor entertainment terraces, and resort style pools.
Lifestyle Benefits of Living in Windermere Luxury Houses
Windermere’s unique blend of tranquility and convenience makes it one of Florida’s most desirable luxury markets.
Residents enjoy:
- Boating, paddleboarding, and fishing on the Butler Chain of Lakes
- Proximity to championship golf courses
- Luxury shopping and dining in Dr. Phillips, Horizon West, and Winter Garden
- Quick access to downtown Orlando, major highways, and Orlando International Airport
- A peaceful, nature rich atmosphere ideal for families and retirees
- Beautiful parks, walking paths, and community events
Windermere combines upscale living with a warm and welcoming environment.
Market Trends in Windermere Luxury Real Estate
High Buyer Demand
Windermere continues to attract local and out of state buyers seeking premium lakefront homes.
Strong Appreciation
Limited waterfront inventory and ongoing development in surrounding areas support long term property value growth.
Increasing Interest in Modern Builds
New construction luxury homes with advanced technology and sustainable features are in high demand.
Appeal to Relocation Buyers
Executives moving to Central Florida favor Windermere for its schools, lifestyle, and proximity to Orlando’s business centers.
A Guide for Luxury Home Buyers in Windermere
Waterfront Lifestyle
Lake access significantly enhances home value and lifestyle quality.
Community Amenities
Golf, gated security, boat docks, fitness centers, and private clubs.
Architectural Preferences
Consider upgrades such as wine rooms, outdoor kitchens, smart home systems, and resort style pools.
Investment Outlook
Windermere’s steady demand and limited luxury inventory make it a secure long term investment.
Frequently Asked Questions (FAQ)
What makes Windermere Luxury Houses so desirable?
The combination of lakeside beauty, privacy, luxury communities, and proximity to Orlando makes Windermere exceptional.
Which areas in Windermere are best for luxury homes?
Isleworth, Keenes Pointe, Lake Butler Sound, and Lake Butler Reserve are among the most prestigious.
Are Windermere luxury homes a good investment?
Yes. Waterfront properties and estates in gated communities maintain strong resale value.
What price range defines a luxury home in Windermere?
Luxury homes generally start around 1.5 million dollars and can exceed 10 million dollars for premium lakefront estates.