Search All Windermere FL Luxury Homes Over $1 Million For Sale

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***Must see custom built Silliman home in the desirable Windermere ‘Waterstone’ community*** This Mediterranean-style property, is like-new and upgraded with multiple des...

Stylish Elegance as Mediterranean Meets Metro… This Classic 4 Car Garage Luxury Estate home has been transformed for today’s active lifestyle… A Builder’s personal home a...

This is the home you have been dreaming of. Located in the desired and luxurious community of Casabella, this beautiful property has the main master bedroom, a guest bedr...

Enjoy luxury living at its finest in this exceptional custom estate perfectly sited on almost a half acre lot in the sought after guard gated Windermere community of Wate...

Magnificent Estate home on the Butler Chain of Lakes! Incredible views of Lake Down and Disney fireworks are in YOUR backyard in this luxurious retreat. Why go to the Fou...

Upon entering this Mediterranean inspired masterpiece you will notice all the attention to detail with an intricately placed wood ceiling as well as stately crown molding...

IMMEDIATELY IMPRESSIVE AND DRAMATIC! Golf-front custom built estate for current owner -the fulfillment of your dreams of owning a Florida estate in Orlando's most exclu...

Luxury and elegance resonate throughout this breathtaking custom Windermere residence. This exquisite home features the perfect blend of old-world timeless charm and mode...

Stunning Mediterranean Modern Home located in the sought out gated CHAINE DU LAC community in Windermere! This 6/5.5 home has been appointed with over $350,000 in designe...

Best value home in Isleworth! Beautiful Spanish/Mediterranean home located among the Butler Chain of Lakes and the renowned Isleworth Golf & Country Club. Located in a p...

Sitting on one of the most magnificent and private lots in all of Windermere, this 9,000+sf estate is like no other. Not only does the lot cover over three acres, but it...

MODERN LUXURY IN THE HEART OF WINDERMERE!! Clean, sleek aesthetics draws your attention to this unique, custom built pool home surrounded by the quaint small town charm o...

Stunning French Chateau nestled along the shores of Lake Burden in the 24-hour guard gated community of Keene’s Pointe. As you step through the front door your immediatel...

One or more photo(s) has been virtually staged. Stunning Modern Mediterranean estate located in the Gardens of Isleworth within renowned Isleworth Golf & Country Club. Th...

Your dream estate in the middle of Windemere. An extraordinary price for an extraordinary 5000 square foot estate home on an acre of beautifully landscaped lawn with frui...

This BEAUTIFUL Mediterranean custom home has one of the most desired locations in the whole neighborhood of KEENE’S POINTE!!!! The Golden Bear Club offering all its ameni...

Rare opportunity to own 1 of the largest lots on Lake Butler on a paved road - Spectacular waterfront Tuscany Style Villa on Lake Butler and the Butler Chain of Lakes. Ov...

Positioned just steps away from Isleworth’s famed Clubhouse and amenities, this beautifully updated golf villa offers a prime location within the gates. Beautiful solid w...

Exceptional custom-built single-story executive estate home with 4 bedrooms, den, bonus room, and spectacular screened pool and spa outdoor oasis. Situated on a premium o...

Stylish chic elegance accentuated by unobstructed, sweeping views of magnificent Lake Butler on the famed Butler Chain of Lakes. Offering arguably the best sights in Olde...

Located in the 24-hour guard-gated neighborhood of Keene’s Pointe, this impressive former Brentwood Custom Home model is brilliantly designed with elegant finishes, grace...

Private Windermere lakefront compound with 18 acres on The Butler Chain of Lakes offering an unparalleled presence and prestige in Central Florida's most desirable locati...

Recently remodeled - New Kitchen Cabinets, Marble Countertops, Copper Farmhouse Sink & Stainless Appliances - New A/C systems - Gated entrance with brick columns, electri...

Stunning water views and completely renovated this custom home, sited on one acre site in prestigious guard gated Waterford Pointe, feels brand new because it pretty much...

GOLF AND LAKEFRONT! Situated on the 18th green at Isleworth Country Club and boasting stunning views of Lake Louise in the Butler Chain of Lakes, this Isleworth mansion i...

This STUNNING Custom Mediterranean Home located in the exclusive golf community of Keene’s Pointe offers everything you need to enjoy the magic life. It has been built wi...

One or more photo(s) has been virtually staged. Nestled on a cul-de-sac within the gates of Isleworth, this elegant residence offers a lovely retreat in the famed golf cl...

Pre-Construction. To be built. Pre- Construction. Incredible opportunity to build your dream home on the Butler Chain of Lakes or you can build this plan. This beautiful ...

Pre-Construction. To be built. Pre-Construction. Gorgeous lot available for you to build your dream home or this plan if you desire. Bring your own builder!! This gorgeou...

Architectural beauty and the elegance of an old world estate highlight this Richard Watson custom home in guard gated Bellaria. The sense of arrival is heightened by the ...

One or more photo(s) has been virtually staged. FLORIDA LIVING AT ITS FINEST! ONE OF THE BEST WATERFRONT DEALS IN WINDERMERE! Come home to the serenity of your custom est...

Welcome to Tilden Groves a luxury 24 hour gated community in the town of Windermere you will revel in the system of canals that connects eight lakes known as the Butler C...

A rare find in the sought-after golf community of Keenes Pointe with a stunning view of a Golf Course, picturesque sunsets on a lake and a natural pond, all lounging on ...

Impeccable. Exceptional. Luxury. Three words resonating from the first glimpse of the Mediterranean masterpiece. Impeccable craftsmanship...Exceptional selections of ...

HOME is where the HEART is! This Beautiful Custom 5 bedroom 4 Bath Pool Home will have your HEART when you see its Quality Craftsmanship and attention to detail! From its...

Exquisite 5 bedroom, 5 bath home located in the 24 hour guard gated community of Reserve at Lake Butler Sound. As you approach the front doors your immediately greeted by...

Beautifully sited directly on Lake Chase of the Butler Chain of Lakes and located in Isleworth Country Club. Private, with GOLF VIEWS from the front and LAKEFRONT VISTAS...

Set on a half-acre of beautifully landscaped grounds within one of Windermere’s premiere manned-guarded gate communities, Waterstone. This pristine, completely remodeled,...

www.5409tildensgrove.site/mls ..huge price improvement... This one is a must see in the price range, 5500 sq ft of excellence on peaceful pond lot. No detail or expens...

WATCH VIRTUAL TOUR! PRICED BELOW APPRAISED VALUE! Built on the SHORE of LAKE BURDEN- Windermere, this POOL home is INCREDIBLE! The property was built by KHovnanian in 201...

One of the most luxurious and elegant homes in all of Windermere is now available for purchase in Keene's Pointe. High-end finishes are not strong enough words to descri...

Introducing the magnificent Christaldi Model by Silliman Homes. Luxurious 5 bedrooms, 5.5 bathroom home in the elegant guard-gated community of Waterstone, with private ...

Windermere's "Zen House" is the answer to getting away from the daily hustle. This incredible 1+ acre lot is laced with whimsical paths within an immaculate garden inters...

This Custom French Chateau is a one-of-a-kind dream home, built using high quality materials, finishes and extraordinary craftsmanship throughout. This home is situated o...

STUNNING LAKEFRONT LOCATION! This exclusive home is situated on 3.46 acres with 288 feet of lake frontage on beautiful Lake Down. In addition to the vast lake frontage, ...

Set behind the manned gates of Central Florida’s most exclusive neighborhood and on the 4th hole of the Isleworth Golf Course, this executive pool home offers peace and p...

This modern estate, featuring five bedrooms and six full and one half baths, rests on an acre overlooking the seventh fairway of Isleworth’s championship golf course and...

Stately elegance and exceptional craftsmanship define luxury living from inside this graceful waterfront villa with 3-bedroom suites, Executive office, and private movie ...

NEW PRICE.......Perfectly sited along the shores of the coveted Lake Butler, this exquisite home (built by renowned builder, Wyatt Anderson) has amazing sunsets in the 24...

LUXURY at its finest...You know you are approaching Home Sweet Home when you drive through the gates of the Exclusive neighborhood of Chaine Du Lac in Windermere and driv...

SPECTACULAR LAKEFRONT PARADISE WITHIN THE 24/7 GUARD GATED COMMUNITY OF WATERFORD POINTE ON PRISTINE LAKE ROBERTS! For water enthusiasts, with a boat dock which will allo...

PRIME LOCATION. TWO ACRE plus lot with almost 200 ft of shoreline on Lake Down. High elevation affords stunning, panoramic LAKE views, beautiful sunsets and spectacular ...

Presenting Casa Amare", built by Multi-Award Winning and Master Custom Builder, Castleworks. This courtyard style home with today's sought after warm contemporary design ...

Keene's Pointe - 24-hour gated/attended community. This stunning, completely REMODELED, home is located on the 8th hole of The Golden Bear Club, an 18-hole golf course b...

Surround yourself with privacy and Sunsets on Lake Down with all A-rated schools. Impressive home with its own gated entryway and a Decorative Fountain. No details were s...

Don't miss 5000 Sq ft Keene's Pointe Custom built Campbell Home on a quiet cul-de-sac overlooking the 4th tee with views of the lake !Convenient access to both gates !Wal...

Luxury at its finest on the Butler Chain of Lakes! This gorgeous Akers Custom Home located in gated Chaine du Lac has everything you can dream of! The 12 stately columns,...

A rare find! Extremely well appointed custom home in the heart of Downtown Windermere on one of the very few paved roads, with direct access to the Butler Chain of Lake...

Welcome to ISLEWORTH, one of the most exclusive GATED communities in the WORLD! Private, luxurious, & inviting, known for its championship GOLF course. Access the renowne...

ONE OF A KIND Beautiful BRIERHILL Custom Built Windermere Retreat with 5 bedrooms, 4 and a half baths, office, Great room and game room is situated within the highly soug...

This beautiful estate has 110' OF FRONTAGE ON LAKE DOWN is priced below market! Newly updated! Striking Hardwood floors, modern open stairway, and so much more. This home...

Price Reduced! Come see this beautiful home just 2 blocks from the heart of downtown Windermere. This house is combining the ultimate craftsmanship with the warmth and co...

One or more photo(s) has been virtually staged. Under Construction. Welcome to the Gated community of Lake Olivia Reserve, your next step to luxury lakefront living. Loca...

Magnificent custom estate (recently updated by Beyond Measures) in guard gated Lake Butler Sound. Beautiful travertine floors and intricate wrought iron chandeliers grac...

Unparalleled Isleworth estate with amazing views of Lake Butler combined with direct golf course frontage on Isleworth’s 15th hole. This one of a kind three story home ha...

Keene's Pointe - 24-hour gated/attended community located among the Butler Chain of Lakes. This stunning estate home boasts over 7,200 sq ft. on .85 acres in the highly-d...

The desired Golf Villas of Isleworth offer the best in country club living, located just steps from the famed Clubhouse, amenities and renowned Butler Chain of Lakes. Be...

This stunning “RICK WATSON” European styled custom home is located in Keene’s Pointe Country Club (A Golden Bear Community) on the desirable Butler Chain of Lakes located...

Stunning, upgraded, custom home in beautiful Keene's Pointe. A must-see beauty with its own unique Mediterranean-style, this home is move-in ready and offers exceptional ...

Luxury abounds in this exquisite lakefront estate on the Butler Chain of Lakes in Keene's Pointe. Beyond the circular driveway with fountain & porte-Cohere entry, a pair ...

This gorgeous property, situated in the upscale section of Keenes Pointe, has been completely renovated – light and bright and very modern. Maintenance is also a high pr...

Arthur Rutenberg Homes Montalcino offers luxury living at its best. Located on a cul-de-sac in the City of Windermere Florida just minutes from “restaurant row”, Universa...

Perfectly positioned on a prime 1-acre corner lot in the guard-gated community of Waterford Pointe in Windermere, this exquisite estate stands supreme for its quality, fi...

Pre-construction. To be built. Perfectly sited in this 24-hour virtual “guard” gated Town of Windermere neighborhoogated - The Reserve at Lake Down. This estate has been ...

Pre-Construction. To be built. "Pre-construction. To be built".This new transitional architectural style custom estate is perfectly sited on over a 1/2 acre in Windermere...

This brand new Furnished Element Home Builders model home is a Transitional style custom design situated on just over a half acre. The contemporary glass double front doo...

BEAUTIFUL CUSTOM HOME AT KEENE'S POINTE JUST FULLY Remodeled - With a great modern OPEN floor plan - Located on a half acre CANAL LOT with quick access to the world class...

Perfectly sited on just under one acre on the 14th hole of renowned Isleworth Golf and Country Club this Transitional style estate presents a 21st century translation;com...

One or more photo(s) has been virtually staged. A rare opportunity in the exclusive, nine home private gated community of Worthington Park in Windermere! This stunning cu...