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Luxury Homes in Windermere

Properties

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 Construction one of the most reputed builder in Windermere. who is known for luxury homes. This palatial estate boasts an expansive 20,445 Square feet of luxurious living space, offering unparalleled comfort and sophistication at every turn. Step inside and indulge in the epitome of lavish living.
Entertain in style with your very own private bowling alley and arcade where evenings are spent in friendly competition and laughter echoes through the halls a heaven for all , where endless hours of entertainment await.

For those moments of quiet reflection, escape into the tranquility of the library, a sanctuary of knowledge and serenity. Lose yourself in the pages of your favorite novels or simply bask in the ambiance of this refined space.

Indulge in ultimate relaxation with your own massage room. Step outside to your sunken gazebo, a picturesque oasis surrounded by lush landscaping, perfect for intimate gatherings or peaceful solitude.

Take a dip in your choice of pools-whether indoors in the serene ambiance of your indoor pool, or outdoors under the sun in the sparkling waters of your outdoors under the sun in the sparkling waters of your outdoor pool. With options for every mood and occasion, luxury living has never been more inviting.

For young and young at heart, a hidden hide-and-seek room adds an element of whimsy and surprise. And for the ultimate in convenience and luxury, ascend to the rooftop helipad and take flight to any destination in style.

With every conceivable amenity at your fingertips, this estate epitomizes extravagance beyond compare, Don't miss your chance to own a residence that embodies the essence of refined living.

$15,950,000 Active

9621 Windy Ridge Road Windermere, Florida

9 Beds 16 Baths 20,445 SqFt 2.5 Acres

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 private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudriet. The grand entry sets the tone, with a majestic staircase, a 25+ft hand-painted rotunda ceiling, and a stunning 10-ft Waterford chandelier. Every inch of this residence exudes sophistication, from the marble floors and corbels to the intricately carved fireplace mantels or even the ornate door hinges. Boasting 5 spacious bedroom suites, four with outdoor walk-outs, in the main home, complemented by a separate guest/staff apartment, this estate offers flexibility and privacy. A resort-style pool, cabana, along with a boathouse, dock and paver paths meandering through the property, create an outdoor haven for entertaining and relaxation. The guest quarters or a private office that takes in views from 3 sides. Architectural marvels abound, with handcrafted coffered ceilings, exposed wood beams, and a gourmet kitchen featuring a red brick barreled ceiling and appliances by Wolf and Sub-Zero. Hosting events is effortless with a separate full caterer's kitchen. The primary suite offers serene panoramic water views, complemented by an extraordinary dressing room and bathroom. For wine connoisseurs, a climate-controlled 3,000+ bottle wine cellar awaits. Verandas and terraces afford fresco dining, bar area and sweeping views, enhancing the outdoor experience. Work in the masterful office with birds’ eye 180-degree water views or step into the game room for a game of pool or a sunset view off the balcony. A large travertine parking area for events and a 4-car garage adds practicality to this extraordinary property. This masterpiece transcends the ordinary, offering a lifestyle of unparalleled luxury and sophistication. Seize the opportunity to make this stunning estate your own.

$12,900,000 Active

4200 Down Point Lane Windermere, Florida

6 Beds 9 Baths 14,435 SqFt 1.6 Acres

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 and dining rooms, family and media room, 2 offices, 6 full/2 half baths and 6 bedrooms - one of which could serve as a in-law suite with separate entrance from the outside. From the moment you enter this impeccably designed home ALL ON ONE FLOOR, you are greeted with style and elegance. Featuring built in cabinets, shelving, and wall panels, powered blinds and drapes, lighting controls, designer features and modern decor. The formal living and piano room spotlights a lighted onyx wall and two-sided gas fireplace opening up to the family room and formal dining which leads to the kitchen and media room. The primary suite with two spacious closets and spa-like bath is located privately away from the secondary bedrooms. The house was designed to maximize views of the lake and access to the enclosed lanai which has a sitting room with fireplace, dining area, half bath and kitchen with grill, sink, ice maker and refrigeration. This home has 7 garages, a 4-car garage with EV charging station and air conditioning adjoins the house and a separate 3-car garage on the opposite side of the courtyard which could also be renovated into a separate guest house if needed. There is plenty of deck space around the pool and spa for entertaining and the spacious back yard leads the way to the covered boat dock with boat and jet ski lifts. Located in Windermere, Florida, with top-rated public and private schools, shopping, dining, close to tourist attractions and expressways. This home is your dream come true!

$11,999,999 Active

6149 Grosvenor Shore Dr Windermere, Florida

6 Beds 8 Baths 6,783 SqFt 2.65 Acres

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 waters of Lake Butler with unprecedented long lake views. Built by renowned builder Jones Clayton Construction and designed by coveted architect Mark Nasrallah, this collaboration is simply epic! The 14' glass double entry doors welcome you into this open floor plan, featuring 5 bedrooms, 7 full and 2 half baths with expansive unobstructed 140' lake views. This world class Aurora Award winning estate incorporates signature art deco design finishes and innovative architectural design. The main living area features a fireplace with Swarovski crystal insets, a Biazzi glass mosaic inset into the Benjamin grade Jerusalem limestone flooring, coffered ceiling with nine art deco-inspired custom chandeliers that complement the living room with extravagant floor to ceiling glass walls which offer inspiring views of the lake and 38' x 38' infinity edge pool and heated spa. The kitchen and family room are a work of art with cobalt blue ceiling insets that complement the blue Bahia granite countertops. Enjoy the efficiency of the kitchen and the clean lines of the Aigner cabinetry. The stunning first floor master suite offers Calcutta gold marble flooring, floor to ceiling glass walls, his and her two story dressing areas with a massage area, steam shower, sitting area, balcony and outdoor glass garden. A lovely private guest room is also conveniently located on the main floor. The floating glass 4 person elevator transports you to the second level where you'll enjoy the state of the art home theater with sueded walls and Kaleidescape media system. The third level provides three additional en suite bedrooms with views of the lake, plus a spacious loft and second laundry room. The expansive travertine driveway, air conditioned three car garage (not included in living SF amount), 2,800 feet of pool decking, and 1,000 feet of sun decking offers the ultimate in resort style living nestled among palm trees and endless vistas with panoramic views. This Central Florida estate is unmatched and perfectly located only 30 minutes to Orlando International Airport, 15 minutes to Disney, and just minutes from world famous golf courses, shopping & simply the best dining the Orlando area has to offer bar none!

$11,995,000 Active

11301 Bridge House Road Windermere, Florida

5 Beds 9 Baths 9,267 SqFt 0.93 Acres

$11,749,000 Active

9832 Laurel Valley Drive Windermere, Florida

6 Beds 10 Baths 11,100 SqFt 0.6 Acres

Once upon a time a Disney Executive fell in love with the beautiful Snow White and built a home that dreams are made of on the shores of the Butler Chain of Lakes. The home was named “Puesta del Sol” inspired by incredible sunsets viewed from the many terraces. Located behind the gates of Isleworth, this home was designed to take full advantage of the prime waterfront site.
Influenced by the Art Nouveau Movement and designed for entertaining the residence delighted many well- known and distinguished guests.
From the bold elegance of the grand porte cochere entry through the curved walls throughout you will discover many Disney influences and whimsical touches while taking in rich finishes of granite, marble, wood, stone and iron.
75 individual works by 12 artists were incorporated to become an integral part of the home. Timeless furnishings and collected antiques blend with original stained-glass windows, hand carved doors and sculpted light fixtures.
The ceiling is 26’ high in the living room. Over the Coquina and French limestone fireplace is a painting of Yosemite National Park painted in 1933 by Maurice del Meu.
The primary suite is art deco with double doors opening to a balcony overlooking the living room and another opening to a private terrace. The marble floor is bottochino and the small observatory windows depict Snow White and the Seven Dwarfs by John Hench.
A photo of Walt Disney covers the wall of the large home theater. Disney ears top the copper cappuccino maker on Toplino’s bar in the game room. Various species are depicted in the Orchid room leading to the pool.
Lush landscape encompasses the pool where a unique collection of garden ornaments provide a sense of animation to the gardens. The 750 sf pool features a rainbow bridge along with a swim up bar with underwater bar stools. Just inside is a steam room and sauna.
Iron gates and custom made torchieres lead to the wine cellar that can hold 1500 bottles of wine.
An elevator connects an underground garage with the kitchen above. 7800 sf of airconditioned garage space can accommodate 5 cars as well as restaurant warmers for party preparation.
To top it off a large double gate leads to the boathouse giving you access to one of Florida’s Outstanding Waterways. 13 interconnecting lakes comprise the enchanting Butler Chain where you can experience natural Florida as well as magical fireworks. Walk to the renowned Isleworth Golf and Country Club a lifestyle for those who can afford the very best. Don’t miss the opportunity to discover this masterpiece and perhaps call” Puesta del Sol” your own.
Embrace the history and the dream…..

$10,000,000 Active

6324 Deacon Circle Windermere, Florida

5 Beds 9 Baths 8,377 SqFt 0.7 Acres

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 home that defines luxury. This stunning two-story modern architectural masterpiece will feature over 14,000 SF of exceptional living and entertaining space, designed with both comfort and elegance in mind.

With six spacious bedrooms and nine luxurious bathrooms, the estate is designed to impress. Three primary suites ensure the utmost in privacy and sophistication, including a grand first-floor suite that boasts dual walk-in closets, a sauna, and your very own Turkish Hammam. Each bedroom is designed with en-suite bathrooms and private balconies, providing breathtaking views and tranquil retreats. The guest suite also offers an expansive outdoor entertainment deck with gorgeous lake views.

Entertainment is endless in this home. The main floor will house a custom game room, while the upper level will feature a state-of-the-art 14-seat theater room. The outdoor space is equally spectacular, with over 1,000 SF of alfresco living areas, including a summer kitchen, overlooking a private pool and spa paradise. Imagine your own custom-designed water and fire features, creating an oasis more enchanting than the fountains of Bellagio.

Designed and built by the esteemed Supreme International Construction, this estate will be constructed with the finest materials, featuring solid concrete and steel for unmatched durability. Every finish, from the flooring to fixtures, will be high-end and tailored to your preferences, making this home a true one-of-a-kind sanctuary. Additional highlights include a glass elevator leading to an elevated floating catwalk, a magnificent great room with soaring ceilings, an office/library, a 5-car garage, and water fountain features.

The estate will be fully furnished with exquisite high-end furniture and finishes, personally curated to create an atmosphere of luxury and comfort. You’ll even receive a luxury vehicle to match the style of this magnificent home, making your move completely stress-free. Simply bring your clothes, and you’ll be ready to indulge in this unparalleled lifestyle from day one.
This exquisite home offers unobstructed views of Lake Butler and exclusive access to the Town of Windermere's resident boat ramp.

If you’re seeking unparalleled luxury, modern design, and a lifestyle of elegance, look no further. Your dream home is waiting. Contact us today for more details.

$9,998,500 Active

11947 Lake Butler Boulevard Windermere, Florida

6 Beds 9 Baths 14,364 SqFt 1.2 Acres

$8,200,000 Active

5507 Worsham Court Windermere, Florida

5 Beds 11 Baths 10,200 SqFt 0.98 Acres

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 crafted to create the perfect family retreat. Within the Isleworth Golf and Country Club community, this expansive property boasts over 8,000 square feet of luxurious living space, featuring a complete remodel with structural add-ons that have added over 2,000 square feet to the original footprint. The home is equipped with five ensuite bedrooms, each with its own full bathroom, providing privacy and comfort for every member of the family. Totaling seven full bathrooms and one-half bath, along with space for a state-of-the-art gym and an office, this home ensures ample space and convenience for guests and residents alike. An open family entertainment space, equipped with a fully functional wet bar, seamlessly flows into an outdoor kitchen, making the indoor-outdoor living a breeze is complete with a sparkling pool, hot tub, and a large sunken fire pit area. The formal living room welcomes you with large windows infusing natural light and showcasing a stunning glass wine room. The primary bedroom has been transformed with an expansion that includes oversized his and her closet suites, offering ample storage and a luxurious dressing experience. This estate is not just a home; it's a lifestyle. From the carefully designed living spaces to the luxurious amenities, every aspect of this property has been tailored to create the ultimate family paradise.

$6,650,000 Active

5518 Worsham Court Windermere, Florida

5 Beds 8 Baths 8,203 SqFt 0.99 Acres

Elegant and timeless, this custom Lakefront Estate built by Stonebridge Homes presents like a model as it has been a vacation retreat for the current original owners and it looks as new as the day they bought it! It’s just the right size – not too big and not too small…..5BR/5Full Bath/2Half Baths along with all the essential formal living spaces you would expect PLUS more -- LR, DR, home office, Kitchen-FR combo connecting to a fabulous Game room, wet bar, card room area and a lounge area to watch the big screen -and opening through 10 ft sliders into an enormous screened pool area with fireplace, pedestrian bridge over the pool landing onto a deck with lounge chairs to enjoy the firepit! Stone encased fire place surrounds the dining area with summer kitchen nearby! Oversized pool and hot tub with all sorts of water features, such as swim up stools at the fireplace – complete this relaxation station for outdoor enthusiasts! As for the main house, the floor plan is open and inviting, drawing you in with lake views from the moment you step through the front door! Passing through two sets of custom Cantera iron and glass doors you can see beyond the house, over the pool and boardwalk to Lake Tibet Butler, the second largest lake in the pristine Butler Chain of Lakes. You will be impressed with the double-sized covered boathouse with separate hoists for a boat and jet skies with drop down covers! Another amazing bonus is the Keene’s Pointe Nature Preserve along the north side of the property providing the utmost in privacy.

Primary Retreat and guest ensuite are located on the main floor while 3 Bedrooms and 3 Full baths are found on the second floor along with a Home Theatre plus a separate gathering room for the upstairs residents with a hospitality bar and balcony to enjoy the wonderful lake views

This impeccably maintained estate enjoys a transitional style that when built was ahead of its time. Attention to detail is impressive; upgrades include top of the line appliances & granite selections, whole house Crestron lighting system integrated with smart home features, central vac, double pane windows and beautiful travertine floors grace the main floor. Let’s not forget the spotless oversized 4-car garage with built in work bench and epoxy-finished floors. The boardwalk and dock are also in excellent condition with many extra features.

Home can be available fully furnished for new owners convenience. Details to be discussed with sellers.

$6,500,000 Active

9301 Tibet Pointe Circle Windermere, Florida

5 Beds 7 Baths 7,405 SqFt 2.4 Acres

Located within the gates of the Isleworth Golf and Country Club community, this luxurious modern masterpiece is a superb build by Rial Jones with Jones Clayton Construction. The open floor plan with 30+ foot ceilings boasts large windows allowing plenty of natural light. The interior features have been thoughtfully designed by Wendy Kensler with ‘Design Specifications’. The estate includes top-of-the-line appliances and accessories such as Ultra-Aire Dehumidifiers, Control4 Smart Homes System, and Hunter Douglas Shades. The lush landscaping creates a private oasis on this oversized lot at 0.73 acres. Complete with a sparkling infinity pool and spa, featuring a Fyre Glass fireplace with remote control screens and a fully equipped outdoor kitchen. This unique state-of-the-art property is a contemporary showpiece with plenty of space to relax and entertain.

$5,999,999 Active

5190 Latrobe Drive Windermere, Florida

5 Beds 8 Baths 7,191 SqFt 0.73 Acres

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 luxurious living space, meticulously crafted with top finishes and elegant wood beams throughout.

This home offers ample space and privacy for everyone with three rooms on the first floor, an additional bedroom upstairs, a master suite, a detached guest house, and a detached office. The master suite is a true retreat, featuring a separate living room, a private balcony with pond views, his and hers closets, a cozy fireplace, a breakfast area, and an extra-large linen closet.

The heart of the home is the kitchen, a chef's dream with a large island and seating area, top-of-the-line appliances, and a spacious walk-in hidden pantry. The living area is beautifully appointed with porcelain tile, and the bar/game room offers real wood finishes and picturesque views of the pond. The gym on the first floor includes a sauna, perfect for relaxation and wellness.

The open floor plan seamlessly connects the indoor and outdoor spaces, creating the perfect entertainment area with fully open sliding doors that invite you to enjoy the serene pond views. The home also includes a four-car garage (2/2), a convenient laundry room downstairs, and an elevator for easy access to all levels.

For movie enthusiasts, there is a nine-seat movie theater with carpet flooring, providing a cozy and immersive experience. The home is equipped with five new AC units installed in 2023, anti-hurricane windows for added security, and a state-of-the-art ADT security system. The luxurious atmosphere is enhanced by the full surround sound system. The heated pool has been renovated, features a spa, seat in area, and new equipment installed in 2022. Additionally, the exterior of the home received a fresh paint job in 2023.

Located within the sought after Keenes Pointe community, with a membership residents may access The Golden Bear Club, featuring a Jack Nicklaus Signature-designed course. This home is the epitome of luxury living, offering an unparalleled lifestyle in one of Windermere's most sought-after communities.

Don’t miss the opportunity to make this exquisite residence your own. Contact us today to schedule a private tour and experience the elegance and sophistication of this remarkable home.

$5,990,000 Active

9721 Carillon Park Drive Windermere, Florida

6 Beds 9 Baths 8,305 SqFt 0.51 Acres

Introducing a remarkable 6-bedroom residence, featuring 5 full and 2 half bathrooms, situated on hole 5 of the celebrated Isleworth Golf & Country Club . This expansive home encompasses 8,178 square feet of refined living space. Upon arrival, a grand governor's driveway sets the tone for this beautifully renovated property, characterized by a warm modern-mountain aesthetic.

Inside, elegance prevails with a grand fireplace, rustic wooden accents framing the entryways, and sophisticated lighting throughout. The gourmet kitchen, equipped with dual Thermador and Wolf appliances, a Sub-Zero refrigerator, and a striking copper ventilator, is truly a chef's delight. The sumptuous dining room provides an ideal setting for gatherings, while the custom bar, wine, and cigar lounge invites relaxation, highlighted by a backlit quartz wall and tempered glass doors.

Additional features include two well-appointed laundry rooms, a luxurious office suite, two spacious primary suites, and four generously-sized en-suite bedrooms. The outdoor space is equally inviting, featuring a new saltwater pool and a lanai with retractable screens, ensuring comfort and enjoyment throughout the year. This home harmoniously blends modern luxury with rustic charm, offering an exceptional living experience.

$5,900,000 Active

5121 Latrobe Drive Windermere, Florida

6 Beds 7 Baths 8,178 SqFt 0.76 Acres

... Move in ready custom home in the 24 hours guarded community... This is a 6 bedroom suites, 7 baths, 2 1/2 baths, and 4 car garage custom home that offers over 10,000 square feet of heated space back to the golf course. The grand marble foyer and curved staircase create the elegant feel for the home. This house offers everything you and your family need such as the gourmet kitchen for food, the workout room for sports, the game room and media room for entertainment. Don't forget about the enclosed pool and spa that you can use for 365 days. Wine lovers, the wet bar is conveniently located across from the kitchen and the wine cellar is right next to the formal dining room. There is spacious prep area with dishwasher next to the formal dining room perfectly use for the catering service. The primary suite, office, gym are located on downstairs. All other bedrooms, game room, media room are located upstairs. This spacious custom home has too many features to tell you, please come and see it for yourself!!!

$5,500,000 Active

5174 Vardon Drive Windermere, Florida

6 Beds 9 Baths 10,701 SqFt 0.82 Acres

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 unparalleled living experience. Situated on an expansive 1.16-acre lot, the property boasts breathtaking views of Lake Burden and the enchanting Magic Kingdom fireworks illuminating the night sky from your private balcony or dock.

Spanning over 5,260 square feet, this custom-built estate features 5 bedrooms and 5.5 bathrooms, providing ample space for luxurious living. The floor plan is thoughtfully designed to maximize natural light, with large windows bathing the interior in sunlight. High ceilings in the living and family rooms add to the sense of grandeur, complementing the stunning lake vista.

The home is appointed with wood floors and modern finishes throughout, including a gourmet kitchen equipped with granite countertops, custom cabinetry, and top-of-the-line appliances. A spacious walk-in pantry and wine refrigerator enhance the kitchen's functionality, while providing convenient access to the expansive barbecue area on the covered lanai.

The master suite serves as a tranquil retreat, offering panoramic views of the lake and direct access to the lanai. The luxurious bathroom features a double shower and a generously sized custom-made walk-in closet.

Additional highlights include a private home office/library with custom built-ins, a media room with a projection screen setup, and a 3-car garage with custom cabinetry for optimal organization.

Experience the pinnacle of luxury living in this extraordinary lakefront residence. Schedule your showing today and seize the opportunity to make this dream home yours!

$5,500,000 Active

11618 Vinci Drive Windermere, Florida

5 Beds 7 Baths 5,260 SqFt 1.16 Acres

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 masterpiece is sure to take your breath away, featuring 200 feet of private, unobstructed views of Lake Down, on the famed Butler Chain of Lakes. As you step through the oversized steel pivot door, your eyes are immediately drawn to the 2-story foyer and wall of glass overlooking the pool and lake. The bright, open floor plan is perfect for entertaining with detailed ceiling features and fine finishes throughout. The gourmet kitchen features a large quartz waterfall island overlooking the great room and dining area, custom cabinetry, quartz countertops and backsplash, top of the line Thermador appliances, a 60-bottle wine tower, and a huge walk-in pantry with an additional refrigerator. The primary bedroom suite offers one-of-a-kind lake views and a spa bath with walk-in shower, freestanding tub, and a massive walk-in closet with direct access to the laundry room. Additional features on the first floor include a home office, guest bedroom suite, mudroom, and a game room with corner sliders that open to the 1,500 square feet of covered lanai with motorized, retractable screens, seamlessly blending indoor/outdoor living. On the second floor you will find 2 additional ensuite bedrooms and a set of barn doors opening into a large bonus room/flex space with expansive views. This amazing residence is the epitome of luxury lake front resort living with sliders opening to a custom summer kitchen, outdoor bar area, linear gas fireplace, living area, and dramatic pool and hot tub. The 200ft concrete seawall and new boat dock enable lakefront living at its finest, with expansive views unique to this property to enjoy watching the morning sunrise over the lake and rocket launches from Cape Canaveral in the evenings. For car enthusiasts, the property boasts a 4-car side entry garage (2 on each side). Located in the heart of Windermere, this property is at the very end of a long cul-de-sac, for the ultimate in privacy and serenity with no HOA. Enjoy being just minutes from Windermere A rated schools, the Friday farmers market, quaint eateries, and a short drive to world class shopping, fine dining, and the Disney and Universal theme parks. Call today for a private tour.

$5,495,000 Active

10821 Bayshore Drive Windermere, Florida

4 Beds 6 Baths 5,275 SqFt 2.8 Acres

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 located in the guard gated golf course community of Keene's Pointe in Windermere, Florida. The Estate sparkles with fresh interior and exterior paint and all new LED lights throughout the home which accent the custom woodworking, cast stone trim, warm chisel edged travertine and hard wood floors throughout. Impeccably maintained by original owners, the estate features 6 Oversized ENSUITE Bedrooms, first floor home theatre, game room and study, plus two upstairs bonus rooms.
As you step through the solid mahogany double entry doors, your eyes are drawn to the huge picture window with views of the large open pool, big backyard and lakefront beyond. The main floor hosts the primary retreat, a guest bedroom suite, an oversized living room, classic study with wood inlaid ceiling, dining room with hospitality bar, a custom built wine cellar, and vast kitchen-family room combination. The main floor seamlessly flows into an expansive game room and home theater, with panoramic views of the sprawling 2-acre property located on Lake Tibet Butler, the second largest of the highly sought after Butler Chain of Lakes. To the front of the home you can enjoy complete privacy as you gaze upon a beautiful pond with lighted fountain which adds the perfect ambiance to this serene location. Ascending the wide wooden staircase to the second floor, the soaring wood-inlaid ceilings, reaching heights of 30+ feet, captivate the senses. The upstairs gathering room which opens to a balcony serves as the focal point of the second floor, surrounded by four huge ENSUITE bedrooms, each offering privacy and luxury. A mid-level bonus room provides versatile space for various purposes, adding another layer of flexibility to this exceptional residence!
The exterior, bathed in the radiant glow of sunshine, mirrors the warmth within, with an impressively large outdoor living space that can be screen enclosed at the touch of a button. A deluxe summer kitchen and entertainment area, complete with a fireplace and walk-up bar, make this outdoor haven perfect for socializing. The south-facing open pool brings an abundance of light into the home throughout the day!
A fully fenced yard, and boardwalk invites a scenic nature stroll down to the dock and covered boathouse on Lake Tibet Butler.
Other unique amenities of this home include a full 3-car garage PLUS a detached single car garage currently modified as a personal gym with space cordoned off for golf cart parking. It also has an electric car charging station conveniently built in. This single garage is connected to the primary retreat through a private open courtyard with hot tub, fireplace and sauna for the owner’s exclusive use.
With endless possibilities and a design that invites many interpretations, this amazing floor plan must be seen in person to be fully appreciated. Come, tour, and let your dreams find your forever home in this impressive Tuscan-inspired Estate built by Master Custom Builder, J. Richard Watson, one of Keene's Pointe's original preferred builders, renown for his exceptional quality construction and design.

$5,450,000 Active

9139 Tibet Pointe Circle Windermere, Florida

6 Beds 9 Baths 10,341 SqFt 2.07 Acres

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, built by the renowned Supreme Construction, offers unparalleled luxury and comfort 6 spacious bedrooms. 6 full bathrooms and 2 half bathrooms with high-end finishes.
Gourmet Kitchen Top-of-the-line appliances, custom cabinetry, and a large island. Master Suite: Spa-like ensuite bathroom, walk-in closet, and private sitting area. Living Spaces:** Formal living room, family room, and cozy fireplace. Outdoor Oasis:** Landscaped backyard with a swimming pool, outdoor kitchen, and dining space. Modern Amenities: Prime Location:** Excellent schools, parks, and convenient access to shopping and dining.
About Supreme Construction:
Supreme Construction is known for quality and excellence, with years of industry experience and a reputation for meticulous attention to detail, innovative designs, and using the finest materials.
Experience luxury living in this magnificent home by Supreme Construction. Don’t miss out! call today

$4,990,000 Active

1516 Hempel Avenue Windermere, Florida

6 Beds 8 Baths 7,484 SqFt 0.49 Acres

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 5,000 square feet, the traditional home features 5 bedrooms, 5 bathrooms, and 1 half bathroom. The primary suite is conveniently located downstairs, offering a stunning view of the lake. The upstairs suites showcase additional views, including the 15th tee of the golf course.
The interior of the home is adorned with ornate details, including custom of built-in cabinetry. With three fireplaces, an office, and a Florida room surrounded by French doors, the residence is designed to capture ample sunlight while providing breathtaking views of the pool and the majestic lake. The three-car garage includes a conveniently large storage room.
This home combines classic elegance and comfort, creating a luxurious living space.

$4,950,000 Active

9844 Laurel Valley Drive Windermere, Florida

5 Beds 6 Baths 5,613 SqFt 0.59 Acres

Keene's Pointe - 24-hour gated/attended community in highly desired Windermere, Florida. This completely renovated home features formal living and dining rooms, great room, spacious and well-equipped kitchen, 4 bedrooms, 5 full and 1 half bath and a second floor bonus suite. No detail was spared in this modern and functional home located on the 17th tee of The Golden Bear Club. As you enter the circular drive into the modern pivoted front door you are encompassed with style and elegance. There are vaulted and wood beamed ceilings, porcelain floors, wood and porcelain wall details, custom lighting, drapes/shades, and much more! The great room, living room and dining room are open and adjoin the over 1,100 square feet of enclosed lanai space overlooking the golf course with air conditioning, kitchen and bath. The primary suite is an oasis with dual vanities, large shower, free-standing tub and large walk-in closet. There are also two offices with built-ins as well as a spacious laundry room and 4-car garage. This home was designed with entertaining in mind. Close to shopping, dining, expressways and tourist attractions, this home has it all!

$4,899,000 Active

6719 Valhalla Way Windermere, Florida

4 Beds 7 Baths 6,159 SqFt 0.5 Acres

Water and Golf views illuminate this unparalleled luxury home. Fully remodeled five-bedroom pool home within the distinguished Isleworth Golf Community, ideally situated along the 12 hole of the championship Arnold Palmer designed golf course. With exquisite marble flooring throughout, this stunning residence offers breathtaking views of both the golf course and tranquil water. The open-concept design seamlessly integrates formal dining, elegant living area, a spacious family room featuring an LED built-in fireplace, all flowing into a beautifully appointed gourmet kitchen. This culinary paradise showcases Wolf stainless steel appliances, custom cabinetry, walk in pantry and an impressive 10 foot polished marble center island. High-end appliances include a convection steam oven, a built-in commercial-grade cappuccino machine, and Sub-Zero standalone refrigerator and freezer, all complemented by spectacular vistas. The first floor primary suite serves as a true sanctuary, featuring wood floors, a generous sitting area, a cozy fireplace, and direct access to the covered lanai. The luxurious primary en-suite boasts a large soaking tub, a rain shower and dual shower heads and a dedicated "Get Ready" area. The custom closet is fit for a fashionista, complete with bespoke cabinetry, glass doors, and LED lighting to elegantly display your finest fashion pieces and handbags. On the main floor, you’ll also find a guest bedroom with an en-suite bath and an impressive 1,000-bottle chilled wine room, perfect for connoisseurs. Upstairs, three additional bedrooms and a balcony offering panoramic views of Hole 12 and Hourglass Pond. The double-door flex room can serve as a gym, theater, multi-use room, or playroom, providing endless possibilities. Unwind in the fully tempered Solarium Sanctuary, where you can relax with your favorite beverage and watch the stunning sunset.

$4,790,000 Active

5126 Fairway Oaks Dr Windermere, Florida

5 Beds 5 Baths 5,565 SqFt 0.5 Acres

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 sophistication. As you arrive, you’ll step into a seamlessly designed floor plan that includes 5 bedrooms, 5 bathrooms, and 2 half bathrooms, with the primary suite conveniently located downstairs. At the heart of this home, you’ll find the expansive gourmet kitchen complete with top-tier Thermador appliances and granite countertops, creating a perfect blend of functionality and luxury. Conveniently adjacent to the open kitchen sits the grand family room, making it an inviting gathering space. With high ceilings and modern clean finishes, every detail of this home exudes sophistication. While the wine room provides the perfect space to showcase your collection and entertain guests, the dedicated office suite is a haven for productivity, offering a private retreat within the comfort of your home. Indulge in outdoor living with an expansive pool, hot tub, and an outdoor kitchen complete with a fireplace. Situated on a sprawling 2.16-acre cul-de-sac lot, this residence is graced with breathtaking views of the skiable Lake Cypress, and has a private dock set up to accommodate jet-skis.

$4,600,000 Active

6109 Orta Court Windermere, Florida

5 Beds 7 Baths 5,895 SqFt 2.16 Acres

PRICED TO SELL!!!! Your family simply must see this heavenly retreat! Nestled on a tranquil cul-de-sac, this Isleworth estate will steal your heart. From every corner of the house, you'll be captivated by the breathtaking views of Hourglass Pond. As you step into the living room, your eyes will be drawn to the sparkling water and the lush greenery of the golf course. With six spacious bedroom suites and a half bath, this home is designed for both luxury and comfort. It's a haven for entertaining, with outdoor areas that boast an exceptional summer kitchen, an oversized pool, and even a state-of-the-art synthetic soccer field. Imagine the joy of spending your evenings on the spacious upper deck, surrounded by the serenity of the pond, the beauty of the golf course, and the hues of a glorious sunset. And that's not all! The lower-level is a haven of fun, with a billiard room, a cozy kitchenette, a TV room for movie nights, guest quarters, a full pool bath, and a convenient laundry room. This house is a dream come true.

$4,500,000 Pending

5410 Monterrey Club Court Windermere, Florida

6 Beds 8 Baths 6,665 SqFt 0.7 Acres

Nestled on an impressive 1.09 acres in the exclusive gated community of Chaine du Lac, this custom estate in the heart of Windermere is designed with professional interior touches by Design Studio 15, creating a remarkable blend of sophistication and modern comfort. The captivating British West Indies design seamlessly merges contemporary flair with European charm. Crafted by Element Home Builders, this 2018-built sprawling single-story residence is a fresh and inspiring retreat with no right-side neighbor for added privacy and space.
As you step through the grand 10-foot solid wooden double doors, the foyer sets the tone for seamless transitions, leading to an open layout that beautifully connects multiple living spaces. The emphasis on symmetry and elegant designer finishes creates captivating visual appeal for today’s buyer. The floor plan promotes modern easy living, balancing communal areas for gatherings with intimate spaces for personal reflection.
Just off the foyer lies the formal dining room, featuring a walk-in wine cellar that serves as a modern accent wall, creating an intimate setting for meals with family or friends. Beyond the foyer, you’ll discover the main family room area, complete with a built-in entertainment system featuring Crestron home audio, providing an immersive experience for gatherings. Natural light floods the family area, showcasing dark hardwood flooring and an impressive glass wall that opens to a spacious covered lanai with retractable screens and resort worthy pool and back yard. Perfectly situated adjacent to the family room, you will enjoy a library/office accessible by dual hallways.
The gourmet kitchen is a chef’s dream, equipped with high-end stainless-steel appliances, sleek quartz countertops, a generous center island, walk-in pantry, and custom cabinetry that harmonizes both form and function. Adjacent to the main living area, the theater/game room is perfect for entertaining with motorized shades and a wall of accordion folding glass doors leading to the outdoor living area.

With a focus on Florida's indoor/outdoor lifestyle, the expansive covered outdoor living area with retractable screens includes a summer kitchen outfitted with a grill, fridge, and gas fireplace, all overlooking the stunning contemporary pool and cascading spa.
Accessible via its own private entrance, the one-bedroom, one-bath detached in-law suite next to the summer kitchen welcomes guests with a cozy living room and kitchenette, providing a comfortable and independent retreat.
This estate features five spacious bedrooms, each adorned with rich wood flooring and walk-in custom closets, complimented by en-suite bathrooms that include walk-in showers for modern convenience. The primary suite complete with motorized shades offers a serene escape, featuring a gorgeous tray ceiling and a luxurious bath with dual quartz vanities, a vessel tub, and a spacious walk-in shower overlooking a private exterior shower and courtyard. As you make your way to the primary closet, you’ll find a charming quartz countertop coffee and wet bar, perfect for savoring your favorite brew. The primary closet exemplifies elegance, showcasing a quartz counter island for added convenience and ample storage. With so much more to discover beyond the meandering driveway and four car garage, this estate truly stands out in both design and functionality and won’t last long!

$4,500,000 Active

3428 Chaine Du Lac Boulevard Windermere, Florida

5 Beds 7 Baths 6,196 SqFt 1.09 Acres

This property includes an Incredibly Rare Air Conditioned Boathouse that is completely renovated with Apartment, Kitchen and Bathroom. A Custom Platform Boat Lift with overhead garage door lends security and privacy that other boathouses do not offer.......................

The home has all the latest state of the art technology allowing you to control everything from the convenience of your phone from the best Brands like Lutron Smart House Electronics to control Lighting, Nest for A/C, Schlage for Exterior Doors and MyQ for Overhead Garage Doors. The Whole House Generac Generator brings comfort and peace of mind to your family during the worst weather......................

The whole property has been completely remodeled with the finest materials. The Miele Kitchen Appliances boast a Free Standing Fridge & Freezer with Furniture Grade Cabinet Doors. The Steam Oven wall unit brings a whole new dimension to Gourmet meals with a 6 Burner Gas Range and separate Oven makes large parties a breeze...........................................

The wall unit Convection Oven / Microwave gives a 3rd option for meal prep. An Ice Maker and Bar Sink in the Island gives the Mixologist a great place to Host friends & family. The Stainless Farmhouse Sink overlooks the Lake & Pool and provides another easy area for clean-up...................................

This Home is the Entertainers Dream with a Huge Flagstone Pool Deck featuring a Covered Porch and Automatic Screens that make it the perfect place to enjoy amazing sunsets. Continue the fun indoors with a Luxurious Theatre complete with stadium seating, a Concession Stand with mini fridge, sink & Ticket Booth. It is the perfect place to host a birthday or weekend Slumber Party...............................

The Resort like Primary Suite with Shower and Soaking Tub Inside a Bay Window Overlooking the Lake & Pool provides the most Romantic place to enjoy the Sunset and release the stress from your busy day. The Entrance Foyer Elevator opens up on the 2nd floor to a large mezzanine making it easy to get to the 3 upstairs Ensuite Bedrooms, Theatre & Office/Study................................

Each Bedroom has a private bath and oversized closet. All 3 Bedrooms have direct access to the huge balcony that overlooks the Pool & Lake................................

The 3 Car Garage is equipped with 2 Tesla Chargers. There is a separate 8 spot parking area for 8 Guests, perfect for larger gatherings........................

If you want to have a place where all of the kids and their friends want to hang out and create lasting memories this is it!.....................

Windermere is a Golf Cart friendly community. The Brewery, Cafe, Pizza & Coffee shop is a short walk down Main Street. The Butler Chain has 13 interconnected lakes giving you over 5,000 acres of endless boating and fishing options

$4,499,000 Active

904 Main Street Windermere, Florida

4 Beds 6 Baths 6,079 SqFt 2.24 Acres

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 sunsets over Sunset Bay, providing a picturesque backdrop for daily living.

The master suite, office, entertainment room and an additional suite are conveniently located on the main floor, while three more bedrooms and bonus room are upstairs. Cozy up by the fireplace in the spacious living area, or enjoy the elegance of Italian porcelain flooring throughout the home.

Outdoor living is elevated with a large pool patio and entertainment area, complete with a summer kitchen. The expansive grassy yard leads up to your private beach and dock, perfect for enjoying the best of lakefront living.

At just under 6,000 square feet, this home offers ample space for comfort and luxury. Don't miss the opportunity to own this spectacular property in Windermere.

$4,495,000 Active

5000 Down Point Lane Windermere, Florida

5 Beds 6 Baths 5,802 SqFt 1.99 Acres

Under contract-accepting backup offers. 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 6,115 square feet of beautifully curated living space on an oversized lot, this home has been fully restored to the original esthetics from builder designs. Custom ceilings, travertine floors adorned with intricate tile inlays, and carefully crafted shell stone columns are just a few of the distinctive features that elevate this residence. The grandeur of the formal living room is accentuated by its soaring 20-foot ceiling, complemented by a magnificent chandelier and a stately stone fireplace. The heart of the home lies within the chef's kitchen, where custom cabinets, professional-grade Wolf, Thermador, Bosch and Sub-Zero appliances, and granite countertops converge to create a culinary haven. A beautiful groin-vault ceiling adds to the allure while allowing direct access to both the casual dining nook and the formal dining room with a built-in bar for effortless entertaining. The family room, which has an open and airy layout, has a built-in media display and seamless access to the lanai. Retreat to the main-level owner's suite, where a cozy fireplace, dual closets, and a lavish bath await, featuring dual vanities, a walk-in shower, and a luxurious soaking tub enveloped by elegant stone columns. Additional interior highlights include a distinguished home office trimmed with knotty pine wood, a versatile bonus room, and a spacious laundry room outfitted with custom cabinetry. Upstairs, the remaining bedroom suites open onto a sprawling balcony, offering panoramic views of the golf course and the sparkling waters of Lake Bessie. Outside, a haven of relaxation awaits, complete with an open-air swimming pool, a private putting green, and ample deck space surrounded by meticulously maintained landscaping. The European-style lanai, with a graceful balustrade, provides the perfect setting for al fresco gatherings and captivating sunsets against the backdrop of the golf course. This estate epitomizes the ultimate in golf-front living with its unparalleled blend of luxury, convenience, and breathtaking surroundings.

$4,000,000 Pending

5092 Isleworth Country Club Drive Windermere, Florida

5 Beds 5 Baths 6,115 SqFt 0.93 Acres

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 beyond, inside the secured and guarded gates of one of the world’s most prestigious private golf club communities. This expansive home with a grand entrance and Great Room stands supreme for its open concept floorplan, large kitchen with cooktop island, and mammoth first-floor primary retreat with reimagined and expanded fashionable closet. Two secondary ensuite bedrooms are located upstairs – both with balcony access. Upgrades within the last few years include: new septic tank, new hardscape and landscape, new pavers in driveway and pool area, new garage floors and garage doors, fresh paint job, turf in the backyard, glass wall, updated summer kitchen with new granite, new grill, pizza oven, sink and lights, resurfaced pool and new pool heater, 15 feet backyard extension to the left of the property, new planters, new fencing, new retractable screens, new kitchen dishwasher, led stair lights, new primary wing HVAC unit and tankless hot water heater. Captivating views are the hallmark of luxury living inside this well-appointed residence. Be among the first to experience Isleworth’s completely renovated golf course, opening this Fall. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. On-site home services are available for a carefree lifestyle. Isleworth Golf and Country Club, which is located within the community, offers various membership opportunities and is recognized as one of the Top 100 Platinum Clubs of the World offering the ultimate in amenities and concierge living. Club and Golf amenities are separate and available for Club Members Only, residents are not required to join the Club.

$4,000,000 Active

9648 Mccormick Place Windermere, Florida

3 Beds 4 Baths 4,889 SqFt 0.54 Acres

Experience luxury living in this stunning, modern estate situated on the renowned Isleworth Country Club Golf Course, overlooking the scenic hole 6. This exquisite home offers the finest in contemporary design and high-end amenities, providing a perfect blend of elegance and comfort. The updated, modern, chic 4,225 square-foot home boasts four bedrooms and four bathrooms along with spacious, open-concept living and dining areas. High ceilings with large windows offer abundant natural light and panoramic views of the golf course. The gourmet kitchen is equipped with top-of-the-line appliances, custom cabinetry, and a large island with seating; along with modern fixtures and finishes, including quartz countertops and designer lighting. A sparkling pool, expansive patio with seating, dining area, and a custom fire pit round out the property with the ideal outdoor gathering space on a magical golf front oasis.

$4,000,000 Active

5056 Isleworth Country Club Drive Windermere, Florida

4 Beds 4 Baths 4,225 SqFt 0.5 Acres

BACK ON MARKET...BUYERS COULD NOT CLOSE. CURRENT APPRAISAL AND INSPECTION AVAILABLE! 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 home offers a resort-like backyard perfect for all your entertainment needs. Unique to the Orlando/Windermere area, the home features concrete floors on both the first and second levels. As you enter the sought-after Villa Milano floor plan, you are welcomed by soaring ceilings and abundant natural light, giving the home an airy and luxurious feel. The separate formal dining and living room spaces frame spectacular views of the tranquil backyard, which boasts a resort-worthy remote-controlled smart pool system to adjust lights, water flow and temperature. Enjoy the expansive covered lanai with a fully equipped summer kitchen and a relaxing, fully stocked 20,000+ gallon KOI pond, with gas-powered water heater, new pump, and filter. The separate formal dining and living areas are enhanced with a wet bar and a modern glass wine cellar, providing an endless backdrop for entertaining. The meticulously designed floor plan encompasses 7,217 sq ft of living space, including an expansive primary suite, a spacious princess suite, and four additional generously sized bedroom suites. Newly installed, water-resistant high-quality flooring runs throughout the house. The amazing kitchen and family area offer an open concept design, adorned with state-of-the-art Sub-Zero appliances, a gas cooktop range, and massive quartz center island with a sink. Additionally, there are three wine and beverage coolers located throughout the home. The sprawling primary suite on the main floor, features a bonus space ideal for a home gym or office. The adjoining spa-like bath includes motorized shades and walk-in closets, a smart shower system, a separate soaking tub, dual quartz countertop vanities, and two toilet rooms with Toto smart toilets. The main floor also includes a study, a private guest suite, a pool bath, and a laundry room complete with a double-section washer and dryer that are smartphone-compatible. High-end cabinetry is featured throughout, including in the laundry room, with custom closets in every bedroom. Ascend to the upper level to indulge in the state-of-the-art home theater, complete with a 133” movie screen, an 11.2 Surround Dolby Atmos 4K 3D system, 11 speaker sets, and two powerful subwoofers. A dedicated concession area completes the theater experience. The home is fully equipped with Lutron switches for controlling most indoor and outdoor lights, complemented by high-end smart window shades that are fully programmable and integrated. Custom window treatments adorn every window, adding timeless elegance throughout. Stay connected with the entire house wired with Cat 6a cabling, supporting up to 10G networking. Ethernet connections are available in almost every room, while some rooms feature multiple ports. The whole-house smart WiFi system, backed by a wired backbone, ensures fast and secure internet access. Security is ultramodern with a 360-degree wired alarm system offering sensors throughout the house for added peace of mind. The extra-deep triple car garage comes with high-end cabinetry and bamboo countertops, alongside a newly installed Level 2 Fast Charge Tesla charging station. The custom-designed driveway features an ambassador driveway plus two additional spaces on the side.

$3,999,000 Active

4029 Isabella Circle Windermere, Florida

6 Beds 8 Baths 7,217 SqFt 0.85 Acres

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