Isleworth Real Estate | Isleworth Properties for Sale

5 Beds ⋅ 5.5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Located within the gates of the Isleworth Golf and Country Club community, this 7,821 square foot estate presents you with breathtaking views of the 8th fairway and glistening Lake Bessie. The interior boasts features such as Venetian plaster walls, custom woodwork accents, marble & travertine floors, and vaulted ceilings. The living spaces have been thoughtfully designed with built-ins that provide both functionality and style. In the central gourmet kitchen, you’ll be equipped with top-of-the-line Subzero appliances, along with a bar and butler station conveniently located nearby. The spacious gym offers the perfect opportunity to stay fit and healthy within the confines of your own estate. With 5 bedrooms, 5 full bathrooms, and 2 half bathrooms, this estate offers a level of comfort and grandeur with a sprawling bonus / game room upstairs. Outside, you'll find a resort-like oasis complete with a sparkling pool and soothing hot tubs, alongside an outdoor kitchen and grill. The expansive 7+ car garage, a rare find, ensures that your prized automobile collection is readily available.

5226 Isleworth Country Club Drive, Windermere

$6,500,000

5 Beds ⋅ 6.5 Baths ⋅ Isle 4th Amd SubDv. ⋅ 34786 Zip Code

Spectacular modern property in the Beautiful gated community of Isleworth. Designed with a concrete structure, luxurious finishes, and numerous windows, this residence is bathed in natural light, creating a pleasant atmosphere. Security is paramount in this exclusive enclave, offering 24-hour protection and access to one of the state's premier golf clubs. Upon entering the community, prepare to be captivated by the imposing presence of the property, boasting over 10,000 square feet of architectural grandeur. This residence features multiple entrances, including a private suite with a discreet entrance for esteemed guests or beloved family members. Every corner of this property showcases high ceilings, including meticulously designed closets, emphasizing a commitment to a lifestyle of unparalleled elegance. The expansive pool gracefully envelops the exterior with outdoor shower and is complemented by a summer kitchen, creating a welcoming atmosphere synonymous with the charm of Florida living. The master suite, conveniently located on the first floor, includes a sauna and two direct accesses to the pool area, promising a perfect blend of comfort and luxury. The kitchen, designed with a fully modern open concept and adorned with top-tier luxury appliances, sets the stage for creating and savoring unforgettable moments. Prepare to be amazed by the luxurious features and impeccable finishes that define this residence, promising to exceed the expectations of even the most discerning individuals. Welcome.

5190 Latrobe Drive, Windermere

$3,095,000

4 Beds ⋅ 4.5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Nestled along the front nine of Isleworth’s renowned championship golf course overlooking Hole 3, this beautiful estate offers a lovely location featuring golf course views. The estate spans 4,739 square feet and features 4 bedrooms and 4 1/2 baths, with wonderful living spaces including formal living and dining rooms, a kitchen with casual dining area, an office, loft and an expansive owner’s suite. The fenced grounds offer plenty of privacy complete with a long driveway and circular motor court, a spacious screened lanai, swimming pool and upper-level balcony from which to enjoy the golf course views.

5186 Vardon Drive, Windermere

$4,400,000

4 Beds ⋅ 5.5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Located within the Garden Villas enclave of Isleworth Golf & Country Club, this spacious estate epitomizes luxury living. With an impressive 5,741 square feet of meticulously designed living space, this villa offers an exquisite blend of elegance and comfort, coupled with a host of exceptional features and amenities. The property encompasses four generously appointed ensuite bedrooms, ensuring residents and guests enjoy the utmost convenience and privacy. A designated office space caters to professionals working from home. The spacious chef’s kitchen is equipped with high-end Viking, Wolf, and Subzero appliances and offers plenty of storage space that is complemented by a butler’s pantry and an adjacent bar. For those seeking to relish the Florida sunshine and the picturesque outdoors, the private pool and spa, along with a well-appointed summer kitchen and spacious lanai, create the perfect setting for outside entertaining. In addition, maintaining a healthy lifestyle is easy with a dedicated gym, providing the convenience of exercising right within the comforts of home. In essence, this Garden Villa exemplifies the pinnacle of luxury living by seamlessly combining a spacious layout with top-notch custom-designed features. Whether you seek solace in the gardens, a refreshing dip in the pool, or a productive work environment in your office, this property provides an unparalleled lifestyle of true distinction.

4807 Alexandra Garden Court, Windermere

$5,975,000

6 Beds ⋅ 7.5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

With gorgeous Classical Revival architecture, this estate sits on a coveted corner lot within the gates of Isleworth Golf & Country Club. Boasting over 10,000 square feet of living space, this residence welcomes you with a grand two-story marble foyer and traditional stone columns that evoke timeless elegance. A gracefully curved staircase guides you into the expansive living room, where marble flooring, a cozy fireplace, and a well-appointed sit-down bar create an inviting ambiance. Oversized windows offer picturesque views of the free-flowing enclosed pool and spa, complete with a charming bridge. The outdoor experience is enhanced by a summer kitchen and a fireplace, ensuring effortless alfresco entertaining. The primary suite is a luxurious retreat that features two distinct sitting areas with direct access to the covered pool. The opulent marble bath boasts dual showers, vanities, and water closets, while a uniquely designed tub fills from a ceiling-mounted spout for an indulgent spa-like experience. A culinary paradise awaits in the gourmet kitchen, where both form and function harmonize effortlessly. Top-tier stainless-steel appliances, a generously sized walk-in pantry, and meticulously crafted custom cabinetry enhance the culinary experience. Designed with a distinct Florida flair that emphasizes seamless indoor/outdoor living, it overlooks the pool and spa creating an idyllic backdrop for relaxation and entertainment. For those seeking a comfortable workspace, the well-appointed study/office boasts custom-built shelving, warm wood flooring, and a beamed ceiling. Upstairs, a flexible space caters to both gaming and studying needs and comes complete with a convenient wet bar. The home theatre is an inviting sanctuary for movie nights. The generously proportioned secondary bedrooms each feature en-suite bathrooms, ensuring comfort and convenience for all.

5174 Vardon Drive, Windermere

$4,750,000

6 Beds ⋅ 7.5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Updated golf front estate with new *roof and generator, offers supreme vistas of the 6th Green along the legendary course of Isleworth Golf & Country Club. Spanning over 7,100 square feet, the property features five-bedroom suites in the main house, a semi-detached cabana, expansive outdoor living with sparkling saltwater pool on almost an acre. The circular driveway leads to a freshly painted, grand entrance of this French Country estate. Upon entering, the foyer ceiling soars upwards showcasing a spiral staircase to the second floor. The interior features new paint, flooring and light fixtures to breathe new life to the home. The formal living room floods with natural light from two large windows on either side of the gas fireplace offering lush green vistas of the golf course. The formal dining room, kitchen and breakfast nook are open to the family room which also features French door access to the screened lanai – perfect for entertaining. The renovated kitchen features stainless steel appliances, beautiful white acrylic cabinetry paired with white stone countertops and upper shelving lined with wood detail and warm accent lighting. For entertaining, the first floor, includes butler’s pantry, a separate walk-in pantry, additional food preparation room with secondary refrigerator, laundry room, a full pool bath with shower as well as a separate powder bath off the formal office. The master is situated on the first floor with an office which could be used as a gym. The master bath is equipped with his and her vanities, two water closets, spa tub and a large dual entry shower with multiple shower heads, steam feature and lighting compatible with Sonos app. The second floor offers four bedroom suites, loft with built-in work stations and laundry room. Moving out onto the covered lanai, you have access to the semi-detached guest cabana with full bath inclusive of garden tub and separate shower, walk-in closet, living room and kitchenette. Remote controlled screened expand the covered lanai to the sizeable pool patio and additional covered lanai off the master retreat. The grounds feature an oversized saltwater pool with diving board and heated spa, putting green, basketball half-court and three-car garage with golf cart entry and a workshop. The estate has everything to entertain family and friends while taking full advantage of the Florida lifestyle within the security of a privately gated community. *New Roof scheduled for November 2023

5084 Isleworth Country Club Drive, Windermere

$3,900,000

5 Beds ⋅ 5.5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Under Construction. (Renovation) An exceptional opportunity awaits to take over an existing property within the prominent Isleworth Country Club community. Situated gracefully along the 17th fairway, this residence spans over 5,300 square feet offering enchanting vistas of Lake Louise. After completion you'll be welcomed by elegantly modernized spaces in this magnificent two-story masterpiece, boasting five bedrooms and five and a half bathrooms. The layout of the residence has been re-envisioned to embrace an open-concept design, highlighted by marble flooring, granite countertops, radiant cabinetry, and designer light fixtures that adorn the kitchen, breakfast nook, and family room. These spaces are destined to become the dynamic focal point of the home, perfect for entertaining gatherings of all kinds. The plans encompass a home theater, game room, sparkling pool, and a summer kitchen. Although the property is presently in the construction phase, the envisioned outcome holds the promise of an extraordinary and seamless fusion of opulence, natural surroundings, and refined living. Property is being sold 'AS-IS'. Buyer will be responsible for cost and completion of renovation.

5373 Isleworth Country Club Drive, Windermere

$3,995,000

5 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Unbelievable Price Reduction! A Florida Paradise Awaits You within the prestigious 600-acre enclave of Isleworth Golf and Country Club! You will find this extraordinary custom-built home where elegance meets comfort. In this exclusive community, you'll find yourself surrounded by the enchanting beauty of the Butler Chain, a network of 12 interconnected, pristine lakes perfect for boating and water sports. This spacious and meticulously designed family home redefines the essence of relaxation and sophistication. As you enter the expansive foyer, a world of surprise and delight unfolds before you with thoughtful details inspired by the enchanting magic that resides in its beautiful surroundings. The inviting living room/library boasts soaring double-height ceilings and a magnificent gas fireplace, setting the stage for unforgettable gatherings. Prepare culinary masterpieces in the chef's dream kitchen, featuring top-of-the-line appliances from Subzero, Wolf, Viking, and a Thermador flat grill, all centered around a generous island. The sprawling double-height family room comes complete with oversized custom cabinets, state-of-the-art TVs, a spacious bar area with bespoke countertops, and a captivating game station. Multiple sets of double French doors and expansive picture windows beckon you to the breathtaking 4000 square foot enclosed pool and spa oasis. Immerse yourself in luxury with 27-foot high pecky cypress wood ceilings, skylights, and exquisite lighting, creating a seamless indoor/outdoor resort-style experience. Whether rain or shine, this sanctuary is perfect for year-round entertainment and overlooks a majestic water fountain and pond. The Master Suite is a haven of tranquility, offering a generous seating area, a spa-worthy bathroom with double vanities, a spacious walk-in shower, and a separate tub. A walk-in designer closet ensures your wardrobe is impeccably organized. Double French doors and windows open to reveal the pool and lanai, bringing the outdoors in. Your laundry and pantry are located off the kitchen for utmost convenience. An enchanting curving staircase, featuring a wine cellar, leads to the first floor, where you'll find two additional suites, two more bedrooms, and three full baths. A well-kept secret bonus room awaits your discovery on this level. If you prefer an effortless descent, the elevator will transport you to the ground floor, where you can unwind in the custom home theatre with top-of-the-line speakers and screen. This home is designed for ultimate family living, with a 3-car garage situated discreetly to the side, complemented by ample parking, courtesy of the circular driveway and additional parking areas. Security and exclusivity are paramount in this 24-hour manned gated community, which boasts one of the world's most private and distinguished clubs and golf courses, renowned for its exceptional service. Isleworth's unique charm extends to the historic town of Windermere, where you can savor a small-town atmosphere, weekly farmers' markets, eclectic shops, cozy coffee spots, a charming brewery, and seasonal events. Just minutes away from world-class shopping, exceptional dining, renowned theme parks, and easy access to Orlando International Airport and the captivating East and West Coast beaches of central Florida. With everything at your doorstep, this is your invitation to embrace your Florida paradise. Don't miss your chance to own this extraordinary piece of Florida sophisticated living.

9725 Chestnut Ridge Drive, Windermere

$8,475,000

5 Beds ⋅ 5.5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

This stunning estate, complete with top-tier amenities and meticulously maintained to perfection, is a turnkey sale, inviting immediate occupancy and delight for its discerning new owner. The home is primed with all the essential features and adorned with tasteful furnishings, beautiful art, and notable pieces such as a Yamaha Baby Grand Disklavier Piano. Attention to detail is paramount, with no facet left unaddressed. The well-appointed theater, featuring an array of autographed Star Wars memorabilia, is a true testament to the estate's refinement. A recent renovation in March 2022 by Paradise Pools by Design has transformed the pool and spa into a pristine oasis. The home boasts a whole house generator, a comprehensive automation system with a Lutron Lighting System, Nuvo Sound System, and state-of-the-art security and alarm systems, all accessible via wireless controls for convenience. This seamless transition into a comfortable lifestyle is further enhanced by the captivating sunset views overlooking Lake Bessie and the 8th fairway of the esteemed Isleworth Golf and Country Club. This turnkey luxury estate offers a complete sanctuary ready for immediate enjoyment. Your personal belongings are the only missing piece in this extraordinary equation, as everything else stands poised and ready for its new residents.

5200 Isleworth Country Club Dr, Windermere

$8,300,000

5 Beds ⋅ 7.5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Welcome to this magnificent lakefront estate in the Isleworth Country Club Community. This exceptional property offers the epitome of luxury living, combining a classic Pellegrini Home with impeccable craftsmanship, and panoramic views. With 11,021 square feet of living space on an oversized 1.16 acre lot, this estate has an unparalleled level of grandeur and elegance. Inside is a captivating grand dual staircase with a seamless open entry to views that blend the glamorous infinity pool into the pristine open lake. The open-concept floor plan allows for seamless flow between the spacious living areas, ideal for entertaining guests or simply enjoying time with family. The soaring ceilings, expansive windows, and skylights flood the interior with natural light, creating an airy and uplifting atmosphere. The gourmet kitchen boasts top-of-the-line appliances, custom cabinetry, and a large center island that serves as a gathering point. Adjacent to the kitchen, the formal dining room provides an elegant space with a full bar for more intimate gatherings. The estate features five generously-sized bedrooms, including a lavish primary suite that exudes tranquility and opulence. This includes a spa-like ensuite bathroom with a luxurious soaking tub, a spacious walk-in shower, and dual vanities. Each additional bedroom offers ample space, en-suite bathrooms, and walk-in closets, ensuring privacy and comfort for all residents. Outdoors, the estate presents an oasis of relaxation and entertainment. The expansive backyard showcases a beautifully designed patio area for lounging or al fresco dining. With the backdrop of sweeping vistas, including breathtaking views of Lake Chase, there is a true sense of serenity and escape. Additional features of this remarkable estate include a home office/library, a state-of-the-art media room, a fitness center, several bars and a spacious garage sufficient to hold a car collection. Whether you seek tranquility, luxury, or both, this extraordinary residence delivers an unparalleled lifestyle that exceeds expectations.

6432 Deacon Circle, Windermere

$16,500,000

5 Beds ⋅ 6.5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Sophisticated elegance masterfully packaged into a custom-crafted lakefront mansion built specifically for the ultimate sports enthusiast, situated behind the secured manned gates of Central Florida’s most exclusive address. Featuring a 6,060 square foot air-conditioned full-sized basketball court, this incredible Isleworth estate surpasses all expectations with state-of-the-art technology, chic modern styling, and epic recreational offerings. Recently built to the highest standards, this residence combines modern luxury with today’s demanding lifestyles. Encompassing nearly 15,000 square feet in size, including 6,060 for the basketball court, the other 9,000 square feet of living space spans formal and living areas, 5 bedrooms, 8 baths, exercise room with sauna, theater, office, recreation room, and two-story master closets, washer and dryer in master – plus hidden shoe and memorabilia closets. Offering sweeping sunset and nightly Disney fireworks views from its perch above Lake Blanche on the famed Butler Chain of Lakes, the setting is serene and peaceful. Outdoor living areas are generously appointed and include a summer kitchen with WOLF appliances inside and out plus retractable invisible screens. The sparkling swimming pool and spa deliver a refreshing private resort experience. Located within the gates of the 600-acre Isleworth community, surrounding the Butler Chain of Lakes, this residential enclave 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. (Full-size basketball court could be easily converted into a show garage for car collectors.) Interior photos provided to qualified buyers.

9306 Blanche Cove Drive, Windermere

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