Isleworth Real Estate

Isleworth Real Estate

Welcome to the prestigious neighborhood of Isleworth in the sunny state of Florida! Nestled in the heart of the beautiful city of Windermere, Isleworth is a luxurious subdivision renowned for its elegance and exclusivity.

This upscale community boasts stunning estate homes, lush landscaping, and world-class amenities, making it a highly sought-after location for those seeking a sophisticated and upscale lifestyle. Residents of Isleworth enjoy access to a private golf course designed by Arnold Palmer, a state-of-the-art fitness center, tennis courts, and a picturesque lake perfect for boating and fishing.

The homes in Isleworth are nothing short of spectacular, featuring exquisite architecture, spacious layouts, and top-of-the-line finishes. From Mediterranean-inspired villas to modern mansions, there is a diverse range of properties to suit every taste and style.

Living in Isleworth offers a perfect blend of tranquility and convenience, with easy access to upscale shopping, dining, and entertainment options. Whether you're looking to relax in the comfort of your own home or socialize with neighbors at the community clubhouse, Isleworth provides a luxurious lifestyle like no other.

Come and experience the epitome of luxury living in Isleworth, where every day feels like a vacation in paradise.

Newest Listings in Isleworth

$4,000,000
4 Beds ⋅ 4 Baths ⋅ O6239895 MLS
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.

5056 Isleworth Country Club Drive, Windermere
$4,000,000
3 Beds ⋅ 3.5 Baths ⋅ O6234876 MLS
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.

9648 Mccormick Place, Windermere
$3,895,000
5 Beds ⋅ 5.5 Baths ⋅ O6227975 MLS
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 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 five 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 TRUE 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 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.

4806 Alexandra Garden Court, Windermere
$6,900,000
5 Beds ⋅ 7.5 Baths ⋅ O6227090 MLS
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.

5518 Worsham Court, Windermere
$3,475,000
5 Beds ⋅ 4.5 Baths ⋅ O6214823 MLS
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 ISLEWORTH. The beautiful oak tree lined street leads to a cul-de-sac providing a peaceful setting with minimal traffic. This house has had many updates including a KITCHEN REMODEL that includes STAINLESS STEEL APPLIANCES, CUSTOM MADE CABINETRY, TWO DISHWASHERS TWO WARMING DRAWERS, A SCOTSMEN ICEMAKER, A SUB-ZERO REFRIGERATOR AND ISLAND WITH VEGTABLE SINK. STONED FIRE PLACE. The master bath was recently updated with ITALIAN MARBLE TILE, a RAIN SHOWER, handheld shower, and a BEAUTIFUL SOAKING TUB. PELLA WINDOWS were installed throughout, with NEW DOORS. All bedrooms are large and have walk-in closets. A paradise worthy view out of the rooms to a tropical gas HEATED POOL and WATERSLIDE, with two WATERFALLS – just amazing to see! The listing includes a patio off the master with a HOPE SPRING LUXURY SPA THAT RETAILS FOR $22,000. The pool was just resurfaced. Large covered porch gives plenty of room for entertaining. The property has a termite bond and pest control, rain gutters, irrigation system, fenced in back yard with gates, TWO WATER HEATERS, TWO HVAC UNITS, paver circular driveway with a side facing 3 car garage with RACEDECK FLOORING, attic stairs, large laundry room with tub and closet. The community includes the GORGEOUS ISLEWORTH COUNTRY CLUB, AN 89,000 SQ FT FACILITY named a Top 100 Platinum Club of the World, with social, tennis, and golf memberships available. Security is 24 hours a day at both the gate and moving throughout the property, in addition to perimeter wall and electronic surveillance. It boasts a championship golf course, tennis center, playground, boat dock and launch. The neighborhood is home to many professional athletes, physicians, attorneys, and business professionals. Residents enjoy biking, jogging, kayaking and boating. THIS HOME OVERLOOKS BRENDA LAKE ON #12 and #13 of the RENOWNED CHAMPIONSHIP GOLF COURSE, which is currently receiving a redesign. You cannot beat this location. It is 3 minutes to a grocery store and shopping, 10 minutes to Dr. Phillips Restaurant Row with 100 or more restaurants, Universal Orlando, and Walt Disney World. Only 25 minutes to Orlando International Airport. Located 90 miles from Tampa-St. Petersburg, and only 50 minutes to the coast. Schools in the area are Windermere Elementary, Chain of Lakes Middle, and the top-rated Olympia High School. See attached list of updates in MLS.

5138 Fairway Oaks Drive, Windermere
$13,250,000
6 Beds ⋅ 7.5 Baths ⋅ O6211352 MLS
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. Boasting a spacious 11,100 square feet of luxurious living space, this magnificent residence features 6 elegant bedrooms, 7 full bathrooms, and 3 convenient half bathrooms. Designed for both comfort and entertainment, the home includes an array of premium amenities such as wellness and recreation; featuring a relaxing sauna, gym, and golf simulator. An entertainment and leisure lounge includes a full bar, spacious theater room and access to exterior lounge area. The outdoor oasis is complete with a sparkling pool and hot tub, along with a fully refurbished dock with a brand-new boat lift. Luxury finishes such as detailed millwork and crown molding throughout; a grand soapstone fireplace and premium quartz and marble surfaces round out the estates’ style and classy décor. This home is not only a haven of comfort but also offers convenience with an elevator and breathtaking lake views. Embrace the bright, open spaces and modern elegance. This stunning property is perfect for those who seek the finest in lakefront living.

9832 Laurel Valley Drive, Windermere
$599,000
O6196675 MLS
PRICED TO SELL! 20.13 +- Acres in Wachula zoned Industrial (I-2) with frontage on both 5th Ave and Sterner Road. Call Now for more information

2230 S 5th Avenue, Wauchula
$8,650,000
5 Beds ⋅ 7.5 Baths ⋅ O6180706 MLS
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 and guarded gates of one of the world’s most prestigious private golf club communities. This palatial estate offers a stunning mix of stately elegance and classic grandeur - and has been just reimagined with new custom touches throughout and topped with a brand-new roof. Enter the stylish foyer and be greeted with marble flooring, graceful millwork, a grand staircase, and an upstairs landing with beautiful iron railings to accentuate a majestic showplace beyond. Impressive floor-to-ceiling windows in the two-story living room, a thick and detail-crafted marble mantel fireplace, and rich wood flooring highlight the distinctive custom features found throughout. The sumptuous master retreat offers a luxurious haven, adorned with ornate refinement and French doors and shutters that reveal a private terrace. The master bath features an expansive closet, new and refreshed vanities, a new separate steam shower with scents, and a beautifully crafted giant roman spa-inspired shower room with jetted tub as a centerpiece. A colonnade hall spans the first floor of the estate, spanning from the primary retreat to the expansive dining room. A central family activity space is a favorite spot for homework, crafts, and activities. The well-appointed chef’s kitchen with large island, double sinks, gas cooktop with hood and pot filler, built-in refrigerator, and premium appliances are ready to satisfy every culinary desire. An espresso bar with beverage station and separate butler’s pantry are perfectly suited for entertaining or everyday use. The casual family dining room and family room are both generous in size and are bathed in natural sunlight. Glass sliders reveal a sizable, covered patio with stone flooring and summer kitchen with grill and hood, offering direct access to the massive resort-style pool, half-basketball court, and the manicured grounds. Upstairs are four ensuite bedrooms including a junior master, Hollywood-style home theater with bar, balcony access, second laundry room, and second staircase. Home also features an elevator for effortless second-floor access, child’s playroom and gym. Other recent upgrades include many technological updates. Furniture is negotiable. Located in the ultra-secure “Butler Side” of Isleworth featuring private gates and very limited access. 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.

5507 Worsham Court, Windermere
$4,950,000
5 Beds ⋅ 5.5 Baths ⋅ O6173216 MLS
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.

9844 Laurel Valley Drive, Windermere
$5,999,999
5 Beds ⋅ 5.5 Baths ⋅ O6172519 MLS
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.

5190 Latrobe Drive, Windermere
$2,997,000
4 Beds ⋅ 3.5 Baths ⋅ O6172675 MLS
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 an acre offers 4-bedrooms, 3.5 bathrooms and spans an impressive 3,872 square feet, providing ample space for comfortable living and entertaining. The open living space features high ceilings, large windows, and an abundance of natural light, creating an inviting and airy atmosphere with picturesque and panoramic views across the 17th fairway, serene Lake Louise and the wildlife sanctuary. As you approach, the meticulously manicured landscaping welcomes you to the 24-hour manned gated entrance, ensuring privacy and security. Beyond the confines of your luxurious community, you'll find yourself just a short drive away from Orlando's most renowned attractions, including Disney, Universal Studios, Restaurant Row and the finest golf courses and shopping destinations in the area. Welcome to your new home in Isleworth where elegance meets convenience and where luxury knows no bounds.

5379 Isleworth Country Club Drive, Windermere
$2,850,000
5 Beds ⋅ 4.5 Baths ⋅ O6170293 MLS
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 club in the heart of Orlando.Near attractions, shopping, easy access to beaches and toll roads, i4. This beautiful cul-de-sac home offers extra privacy within the private community. This gorgeous brick home has heated pool with outdoor kitchen and excellent views of 7th Fairway. Spacious master is on the first floor with walk in closet and a huge master bath. Beautiful hardwood floors, chef's kitchen with granite countertops, eat-in bar. Formal living room and dining room. Fireplace. THREE CAR GARAGE. You have to see this home to appreciate……THIS IS NOT YOUR TYPICAL SHORT SALE IT WILL BE VERY QUICK RESPONSE ONLY A FEW DAYS TO GET AN ANSWER. SOME OF THE LIGHT FIXTURES AND APPLIANCES HAD BEEN REMOVED BY THE OWNER. POOL IS BLACK AND NO POWER IN THE HOME NOW!!!!!

5001 Latrobe Drive, Windermere
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