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

Best value on one of the largest lakefront properties on famed The Butler Chain of Lakes within The Town of Windermere. Watch the most beautiful sunrise and sunsets over ...

Within the gates of Isleworth West, this elegant estate is nestled on a large corner home site and spans more than 4,800 square feet of living space. Beautiful custom doo...

Absolutely stunning, completely remodeled Windermere home with a detached remodeled guest or in-law suite. Covered breezeway to garage and guest house. This 6 bedroom and...

One acre Windermere estate home with unique charm and character offering an incredible lifestyle. Almost 6,000 sf living area with 5/6 bedrooms, 5 bathrooms, bonus/media ...

Your DREAM HOME awaits! This Toll Brothers executive home is situated on a generous 2/3 acre lot, ample parking, with a magnificent outdoor entertainment area. As you ent...

Come home to this Lakefront Mediterranean Mansion w/ French Moroccan flare built by Campbell Custom Homes. This incredible estate is situated on a ¾ acre lot on a quiet c...

Welcome to 4260 Isabella Circle, a contemporary masterpiece located at Casabella. This exquisite residence features unparalleled details and upgrades throughout, from the...

Where YOU were meant to be. A Place where dreams come true. *Truly unique, warm, cozy details... *Amazing location with wonderful views... *Welcoming feel, sense of...

Offering a prime location within the gates of the renowned Isleworth Golf & Country Club, this beautifully updated golf-front estate sits along the front nine overlooking...

Beautifully sited on close to three acres and located in prestigious guard gated Keene’s Pointe Country Club this Butler Chain of Lakes, lakefront home exudes a spirit of...

Walk through the doors and you will never want to leave! Arguably, one of the most beautiful waterfront lots in all of Windermere if not all of Central Florida. This Cust...

A one-of-a-kind residence within the gates of the renowned Isleworth Golf & Country Club, this remarkable estate offers impeccably designed interiors spanning more than 3...

Just Listed! Custom Rick Watson estate situated on a premium golf frontage lot inside the exclusive 24 hour man gated famed Jack Nicklaus designed Golden Bear Country Clu...

Experience Butler Chain living at its finest in this stunning Akers custom home, situated on a quiet cove of Lake Butler, within the gated community of Chaine du Lac! Thi...

Your Dream Lakefront home is here! This single family home is located on the highly coveted and prestigious Lake Butler of the Butler Chain of Lakes in Windermere. You wi...

Under Construction. Nestled behind the famed gates of Isleworth, one of the most exclusive private Golf and Country Club communities in the world, situated on one of the ...

Welcome to this Mediterranean enchanting and lavish Estate at the heart of Windermere in the upscale gated community THE RESERVE AT LAKE BUTLER. This stunning propert...

Escape the HOA, & arrive at 416 E 7th Ave. A one of a kind trophy estate built by one of Windermere's finest builders. Set on over an acre & situated on private Lake Bess...

Exclusive and secluded custom Windermere home on an acre + behind the gates of a private & prestigious Butler Chain community. Features more than 5,100 sq feet of luxurio...

Amazing Golf Frontage Lot and Open-Concept Home! You must see these beautiful views of #4 tee boxes with Lake Burden on one side and golf course pond on the other. Owners...

Spectacular Lakefront home on BUTLER CHAIN -LAKE DOWN- This 6 bedroom 6.5 bathroom Estate boast architectural craftsmanship with no expense spared from the beginning of i...

Two Story Custom 6 Bedrooms / 6 Baths, 1 Acre Estate Home in Windermere. As you enter the 8' French Doors of the property you are greeted by a Foyer that features a 21' C...

Enjoy Isleworth’s classical lake and golf views in an exquisitely unique contemporary oasis! Nestled along the lakefront, this fully renovated residence offers prime view...

Under Construction. A secluded courtyard welcomes you home to the 4 bedroom, 3.5 bathroom Cannes. This home features a dining room off the foyer for your more formal occa...

Soak up the stunning views of Lake Down from this 4 BR 3.5 BA Chain of Lakes home. NEW ROOF, NEW PLUMBING and NEW INTERIOR PAINT. Float in the large pool overlooking yo...

Pre-Construction. To be built. Build Your New Dream Home On This Homesite With Element Builders. (www.ehbfl.com) Offering a scenic and private setting, the lovely Bella ...

Exquisitely set along Isleworth’s back nine behind the 18th tee, this grand estate offers views extending from the tee box down the fairway and overlooking beautiful Lake...

STUNNING KEENE'S POINTE GEM located on an oversized lot nestled on the 17th Fairway of the 18-hole Jack Nicklaus-designed signature golf course at the Golden Bear Club. T...

Custom built contemporary home located on hole 3 of the renowned Jack Nickaus golf course within Windermere’s exclusive Keene’s Pointe. Sitting on a 1/5 acre lot, the 4,0...

One or more photo(s) has been virtually staged. THIS BEAUTIFUL CUSTOM BUILT HOME SITS ON 1/2 ACRE IN ONE THE QUIETEST HIDDEN GATED COMMUNITIES IN WINDERMERE. CLOSE TO SHO...

Situated within Isleworth Golf & Country Club - one of central Florida’s top gated golf communities. This home offers nearly four acres of western facing waterfront prope...

Beautiful Estates at Lake Clarice. This stately home located on a 1-ACRE PRIVATE LOT offers formal living and dining, office, 4 bedrooms,5 baths and a bonus/media room A...

Discover the Classic Elegance of this Lake Front Residence that combines new construction, premium renovations, a new pool and outdoor living area, to create an impressiv...

This 18-acre private walled and gated compound is one of the most exceptional properties in Central Florida, unrivaled by its sheer size, ideal shape, remarkable topograp...

Welcome to 6155 Cartmel Drive located in exclusive Lake Butler Sound, in the sought-after town of Windermere. This 4 bedroom, 4.5 bath (with Den & Playroom) residence has...

The largest lot at Casabella (1.19 acres) and one of the most beautiful houses you will ever see, this property features six bedrooms and seven bathrooms. Master bedroom ...

Perfectly sited on approximately one acre this Transitional style estate was completely renovated in 2015. The residence opens up at the foyer visually connecting interio...

Don't miss out on this gorgeous, fully remodeled home located in the Crescent Lakes Estates! This 4 bedrooms, 3.5 bathroom compound sits on a well manicured 1 acre lot wi...

Welcome to 2730 Midsummer Drive in Windermere Florida on the Eastern shores of Lake Down 1 of 13 lakes in the famed Butler Chain of Lakes receiving the designation of Out...

This custom home was built by Wyatt Anderson, a well-known and respected builder in the area. The present owners are the second to occupy this very well built and excitin...

Live like Rock star Royalty in this elegantly designed Rick Watson custom home on the shores of Lake Burden. Designed with timeless elegance this luxurious home was meant...

Windermere 1-acre home site, COMPLETELY UPDATED, PRIVATE entry gate, over 3800 square feet PLUS pool! Rarely does a property this special come on the market, and lucky i...

One or more photo(s) has been virtually staged. Located in the sought after community of Isleworth Golf and Country Club, right off the 4th fairway, this home sits on ove...

Uncompromised quality. This Toll Brothers Villa Lago luxury home situated in the award-winning gated community of Casabella will exceed your expectations. Conveniently lo...

Luxurious custom-built Windermere retreat with 4 bedrooms, 4 1/2 baths overlooking a park-like pond. Located in much sought-after West Orange County situated within the g...

"Casa de Paz" -- (The House of Peace) -- is an impressive example of authentic Spanish architecture built by Silliman Homes in the guard gated golf course and lake front...

BEAUTIFUL LAKEFRONT home at the GOLF Course in the UPSCALE and EXCLUSIVE Keene's Pointe gard gated community in Windermere. ONE OF A KIND custom home located in a PREMIUM...

Short Sale. Stunning 4089 sq.ft. Villa with water views has been carefully designed to blend effortlessly with the surrounding Mediterranean style residences in the gated...

Yes, you really can feel like you are living in Italy without leaving Florida when you move into this five-bed, five-bath home that remarkably, sits on nearly an acre of ...

Under Construction. UNIQUE OPPORTUNITY to own one of the last NEW CONSTRUCTION ESTATES on LAKE BUTLER CHAIN OF LAKES, this brand new lake front custom HOME is located in ...

Beautifully finished this lovely custom built home with detached GUEST HOUSE is located in guard gated Keene’s Point Country Club overlooking the 15th fairway of the Gold...

Discover the ultimate in lakefront living at this custom family compound with not one but two detached guest residences, expansive indoor and outdoor living, complete wit...

GORGEOUS custom built Mediterranean style home nestled on over 1 acre of beautifully manicured landscaping within the desirable gated community of Harbor Isle. The grande...

Take a look at this rare opportunity to own this completely remodeled Windermere estate in the gated neighborhood of Oxford Moor. You will be amazed at this four bedroom,...

Owner says BRING ALL OFFERS! Stunning traditional estate situated on a grand piece of land overlooking the beautiful Cypress Lake. This custom 2-story lakefront home allo...

Welcome to the best double waterfront lot at CASABELLA. A Luxury gated community in upscale Windermere. Offering only 79 single family homes on half-acre home sites. The ...

Welcome to Isleworth! Beyond the gates is the notable Isleworth Golf & County Club where you will find this two-story Estate which boasts superior details and charm at ev...

Enjoy a sophisticated, true Florida lifestyle in this transitional masterpiece located within guard-gated Casabella at Windermere. No detail was overlooked in this 5 bedr...

This 2017 Windermere lake house located on Little Wauseon Bay offers the best of both worlds, With its ideal location on the lake and proximity to the amazing parks Orlan...

MODERN ELEGANCE! Outstanding 5 bedrooms, 6 bath home at the reputable Keene's Pointe. It is a must-see property to realize the beauty of true Florida living. Master Bedr...

Welcome to Paradise! This custom built masterpiece is perfectly situated on Wasseon Bay of the famed Butler Chain of Lakes in Windermere. Sprawling across almost 8000sf, ...

Immaculate custom estate perfectly situated on the 14th green of the Isleworth Country Club. This Isleworth mansion features an exquisite transitional, contemporary and t...

MASTERFULLY CUSTOM DESIGNED BUTLER CHAIN OF LAKES ESTATE POSITIONED ON ONE OF THE BEST LAKEFRONT LOTS IN KEENE’S POINTE!! Here's your opportunity to purchase a rare 7 bed...

*** PRICE IMPROVMENT*** Beautiful Lakefront Home with over 190ft on Lake Butler and located in the Historic Town of Windermere. This 4bedroom 3.5 bath home has been comp...

Majestic golf course views abound from this beautifully-crafted Isleworth estate. Situated on the 6th fairway in the main phase of the Isleworth Golf & Country Club, thi...

Extraordinary lake front opportunity in Windermere on 1.75 acres! This estate could house a family compound for the individual seeking security and privacy with it's own ...

MOTIVATED SELLER!!!!!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 ...

One or more photo(s) has been virtually staged. Magnificent Estate home on the Butler Chain of Lakes! Incredible views of Lake Down with breathtaking sunsets and see the ...

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...

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, you are immed...

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...

Recently remodeled 2019 - New Kitchen Cabinets, Marble Countertops, Copper Farmhouse Sink & Stainless Appliances - New A/C systems - Gated entrance with brick columns, el...

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...