Windermere Luxury Homes for Sale

Welcome to your own slice of paradise in Florida! Nestled on 4.743 acres of pristine land, this one-of-a-kind family compound offers unparalleled luxury and breathtaking ...

Under Construction. One or more photo(s) has been virtually staged. Welcome to your opulent retreat nestled in the heart of elegance! Building by Supreme International C...

Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a ...

One or more photo(s) has been virtually staged. Introducing an exquisitely remodeled three-level Isleworth home on Lake Butler in the renowned Butler Chain of Lakes. Boa...

Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living ...

Stunning modern masterpiece situated in Windermere's Reserve on Lake Butler Sound's most coveted waterfront lot. Known as "Overjoy" for its location on the sparkling wate...

Located in the prestigious Town of Windermere, this spectacular 1.2-acre property on the renowned Lake Butler Blvd. offers the rare chance to build a truly custom estate ...

Presenting one of Isleworth’s most iconic mansions: magnificent and grand, impressively positioned along the 14th fairway of the Isleworth golf course, behind the secured...

One or more photo(s) has been virtually staged. Welcome to this stunning estate, a masterpiece of design and functionality, where every detail has been meticulously craft...

Welcome to this stunning ultra-modern home located in the prestigious gated community of Windermere, FL. This architectural masterpiece boasts 4 spacious bedrooms and 5 l...

Welcome to a stunning professionally designed home nestled within the guard gates of Keenes Pointe in Windermere. This exceptional residence boasts 8,305 sq ft of luxurio...

This fully furnished masterpiece of a home is located within the luxurious golf gated community of Keene's Pointe in Windermere, this exceptional lakefront home offers an...

Experience the epitome of sophistication at this exquisite Park Avenue estate, cradled in a peaceful cove of Lake Butler. As you step inside, harmonious blends of transit...

Don't miss this rare opportunity to own the only new construction home currently available on the Butler Chain of Lakes. Just completed, this stunning transitional modern...

Rarely do you find VALUE and LUXURY in one place! At $527 a sq ft, this extraordinary custom-built estate provides both VALUE and LUXURY in this lakefront mansion locat...

Within the gates of the beautiful Waterstone community sits this expansive lakefront estate, spanning 5,895 square feet, boasting a fusion of modern elegance and sophisti...

Pre-Construction. To be built. Stunning Luxury Home in Windermere by Supreme Construction Welcome to your dream home in the Windermere community! This exquisite property...

This classic luxury estate is situated along the picturesque Butler Chain of lakes on Lake Butler, within the gates of the renowned Isleworth community. Spanning over 5,0...

PRICE REDUCTION!!! Step into the world of luxury living with this magnificent $5.1 million dollar home, now at an even more enticing price! Your family simply must see th...

Rare, coveted, and simply extraordinary. Majestic in every way, this Butler Chain of Lakes oasis boasts over one acre of landscaped beauty, exquisite design, extreme priv...

Welcome to 5000 Down Point Lane in Windermere, a luxurious retreat situated on 2 acres of pristine lakefront property. This entirely renovated home offers breathtaking su...

This exquisite estate, built by Pelligrini Homes, sits along the front nine of Isleworth championship golf course and provides breathtaking views of Hole 6. Boasting 6,11...

Elevate your living experience in this exquisite Windermere home, located in the prestigious gated Casabella neighborhood on nearly a one-acre lot. This high-tech smart h...

Breathtaking lake and golf views abound from this majestic residence, perched on the #2 hole of Isleworth’s championship golf course with the backdrop of Lake Chase just ...

Awake to awe-inspiring sunrises from this unparalleled lakefront estate on LAKE DOWN, nestled within the renowned BUTLER CHAIN of LAKES. Experience the tranquility and ex...

Located within the Garden Villas enclave of Isleworth Golf & Country Club, this updated and spacious estate epitomizes luxury living. With an impressive 5,695 square feet...

Experience timeless elegance combined with the tranquil ambiance of the golf course in this magnificent 5BR/5Full baths/2-half bath French Country Custom Home in Keene's...

An beautiful and luxury house on a one acre lot in exclusive Lake Cawood Estates in a quiet and convenient small community in Windermere. Built from ICF insulated concret...

Detached Guest Suite overlooking Pool with Fireplace has Private Entrance in Courtyard - Courtyard Pool with Waterfall from the Heated Spa has the feel of an Olde World E...

Keene's Pointe - Gated/24-hour attended community in highly desired Windermere, Florida. This beautiful custom-built home is located on the 5th green of The Golden Bear C...

SPECTACULAR LAKE AND GOLF COURSE VIEW. 5 BEDROOM 4 ½ BATH LUXURY HOME (5TH BR CAN BE MEDIA/BONUS ROOM) LOCATED IN THE PRESTIGIOUS WINDERMERE GATED GOLF COMMUNITY OF ISLEW...

Beautiful private estate pool home nestled in a quiet gated community in desirable Chaine Du Lac in Windermere, FL. 5116 sq. ft of living space on 1.12 acres. 5 bedrooms ...

Get ready to enjoy the lake lifestyle in your custom estate poised on a cul-de-sac lot with 110 feet of pristine shoreline on Lake Burden. Recently underwent a $1 million...

Owner motivated! Must see in person! You will fall in love with this stunning home nestled in the serene and sought-after Keene's Pointe. This amazing home offers a luxu...

Incredible Sunsets & Disney Fireworks Every Night - Open Water View of Lake Butler & the Pristine & Quiet Side of Bird Island - White Sand Beach - Crystal Clear Water - 3...

Exquisite Lakefront Estate on Lake Olivia Indulge in unparalleled elegance and refined living with this custom-built masterpiece, crafted by the esteemed Wyatt Anders...

Welcome to the epitome of luxury living in the prestigious Keene's Pointe Community. This exclusive pool home combines elegance, sophistication, and tranquility in one ca...

Exquisite lakefront compound surrounding a spectacular custom-built 6-bedroom Mediterranean masterpiece with attached mother-in-law suite, sprawling 1.75 acres behind sec...

Welcome home to Windermere's hidden gem community of Kelso on Lake Butler where quiet, tree-lined streets lead to this beautiful secluded custom estate offering luxury li...

The designer-decorated Villa Milano Mediterranean model home presents the utmost in luxury at the exclusive and gated Casabella Community. This spacious residence feature...

Awake to a breathtaking sunrise in this beautiful Key West Style custom-designed house. ALMOST AN ACRE WITH 130 FEET DIRECT LAKEFRONT PROPERTY LOCATED ON PRESTIGE LAKE BU...

One or more photo(s) has been virtually staged. Incredible turn-key Silliman Custom Home in the guard gated community of Waterstone on a private one acre homesite with ma...

Boasting a prime location in the Town of Windermere on Lake Down with access to the Butler Chain of Lakes, enjoy the perks of town and lake living being in the heart of W...

Just like brand new, fully renovated by Davila Homes, this gorgeous home on Wauseon Bay in the Lake Butler Chain is taking shape. Featuring 4 bedrooms and 3 bathrooms, th...

The vision for a remodel has already been achieved and all of the major demo is now complete. This gorgeous property just needs final touches and will be ready for move-...

Video tour and 3D floorplan experience available. Indulge in ultimate luxury at this gated Lake Crescent retreat. Enjoy water-skiing on a private lake, fishing from your ...

Welcome to luxury living at its finest! Nestled within the exclusive and world-renowned Isleworth Golf and Country Club community, this remarkable residence on over half ...

Short Sale. VACANT NOW! HOME HAS NO POWER!!! POOL IS BLACK NOW! Welcome to One of a kind community of ISLEWORTH IN WINDERMERE. Must see and must live golf and country c...

Welcome to your dream home nestled in a quiet, gated Windermere neighborhood. This stunning residence boasts luxury living at its finest, offering unparalleled privacy an...

Welcome to this beautiful, unique and modern home, built less than 2 years ago. Secluded in a great sized lot and within the sought-after and exclusive City of Windermere...

Welcome to 3413 Lilas Court, a stunning residence nestled in the heart one of Windermere’s most desirable communities. This exquisite home offers a blend of modern luxury...

Located within the highly desired guard-gated community of Lake Butler Sound, this custom Spanish-style Hacienda estate emits a seamless blend of old-world charm and mode...

This spectacular, custom designed, 7 bed room, 4.5 bath lakeside retreat has everything! Located in the highly desirable Windermere, FL area with excellent schools. Metic...

One of a Kind!!! Estate home in a Gated Community in the heart of Windermere, over looking Lake Down from a massive outdoor area with pool and lot of space to entertain i...

Majestic and stately castle-style home set on a 1.2-acre lot in privately gated Lake Down Crest. This dramatic residence stands supreme for its commanding curb appeal acc...

Under Construction. UNDER CONSTRUCTION! Welcome to your dream home on the serene banks of Lake Sawyer! Crafted by Davila Homes, this magnificent property features 5 spaci...

Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER...

Pre-Construction. To be built. Welcome to 1815 Windermere Road! This remarkable design by Hanson Custom Homes presents a rare opportunity in a tranquil and secluded setti...

Villa Mirrano, a breathtaking Tuscan-inspired estate crafted by the award-winning Stonebridge Homes. Nestled in the guard-gated Bellaria community of Windermere, this cus...

Welcome to 4279 Isabella Cir, Windermere, FL 34786. This 5-bedroom, 4/2-bathroom home has been completely remodeled and upgraded, perfectly marrying luxury with comfort. ...

Stunning, thoughtfully designed, contemporary pool home, NEW (completed in 2024). Bright, open floor plan boasting 4 spacious bedrooms, two with ensuite bathrooms, and a...

EXTRAORDINARY LAKEFRONT POOLS/SPA HOME IN GATED WINDERMERE FLORIDA COMMUNITY! Located in the popular Reserve at Belmere, this Arthur Rutenberg home sits on the shores of...

BACK ON THE MARKET! Seller will consider VERY ATTRACTIVE SELLER FINANCING at 4.5 Percent Interest Rate at Full Price. Please call Broker for Seller Financing Terms and Co...

If you are searching for the perfect golf front home, inside the country club community of Keene’s Pointe, then look no further. This immaculate custom home is laid out i...

Luxurious Modern Mediterranean Custom-Built Home in Exclusive Windermere Community of HARBOR ISLE which is sought after. 0.66 Acre lot. Nestled in a prestigious gated enc...

Experience luxury living in this stunning golf front home located in Windermere's prestigious Keene's Pointe, one of Central Florida's premier 24-hour guard-gated communi...