Isleworth Homes with Sidewalk Exterior Features

Isleworth Homes with Sidewalk Exterior Features

Welcome to Isleworth, a prestigious subdivision nestled in the heart of Windermere, Florida, within the scenic Orange County. Known for its luxurious lifestyle and stunning surroundings, Isleworth is a premier destination for those seeking an exquisite blend of comfort, elegance, and community spirit.

As you stroll through the beautifully landscaped streets of Isleworth, you’ll find homes that showcase exceptional architectural designs, all featuring charming sidewalk exterior features that encourage a vibrant neighborhood feel. These inviting sidewalks not only enhance the aesthetic appeal of the community but also foster a sense of connection among residents, making it easy to enjoy leisurely walks, morning jogs, or evening strolls with family and friends.

Isleworth boasts an array of luxurious homes, each thoughtfully designed with high-end finishes and spacious layouts that cater to a variety of lifestyles. Whether you’re looking for a cozy retreat or a sprawling estate, Isleworth has something for everyone. The community is also conveniently located near top-rated schools, upscale shopping, and fine dining, ensuring that residents have access to everything they need right at their fingertips.

In addition to its stunning homes and community amenities, Isleworth is renowned for its picturesque views and proximity to the pristine lakes and parks that define Windermere. This idyllic setting provides the perfect backdrop for outdoor enthusiasts and families alike.

Experience the charm and sophistication of Isleworth, where your dream home awaits in one of Florida's most sought-after neighborhoods. Come and discover why this community is the perfect place to call home!

Newest Isleworth Homes with Sidewalk Exterior Features

$2,900,000
4 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
This luxury estate in Isleworth offers a rare opportunity to remodel or create a custom estate in the highly coveted Isleworth community. Situated directly on the 17th hole of the Isleworth Country Club golf course, this property offers a unique combination of golf-course frontage and beautiful lake views. Designed for ultimate privacy, this spacious layout offers four bedroom suites each complete with a dedicated ensuite. Schedule your private tour today!!!

5379 Isleworth Country Club Drive, Windermere
$2,800,000
4 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure a coveted address in one of Central Florida's most distinguished private golf communities. Encompassing more than 4,700 square feet, the property offers exceptional potential for renovation, customization, or the creation of a new vision tailored to today's luxury lifestyle.Positioned overlooking the 6th tee of Isleworth's renowned championship golf course and across from a scenic pond with water features, the homesite enjoys a picturesque setting with golf and water views and mature landscaping. Existing amenities include a pool, summer kitchen, circular driveway, and a three-car garage.For buyers seeking an opportunity to personalize a home within Isleworth or establish a long-term presence in this exceptional community, few properties offer such a compelling combination of location, scale, and potential. Surrounded by the Butler Chain of Lakes and secured by four staffed guard gates, Isleworth is renowned for its championship golf, exceptional amenities, and unparalleled lifestyle, with club membership available separately.

5073 Latrobe Dr, Windermere
$11,900,000
6 Beds ⋅ 10 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage plus golf cart garage, and a friends-and-family entry with covered parking. Inside, discover Sierra Pacific casement windows with stained interior mullions flood the home with natural light, highlighting warm beams, wide-plank floors, and curated details. Lutron lighting, Sonos audio, and powered draperies enhance modern comfort without compromising design. The formal dining room features a stained white oak arched opening, classic dentil molding, and built-in wine display. The living room is anchored by a gas Isokern fireplace with precast surround, custom built-ins, stained beams, and sculptural custom one off lighting, while an interior glass breezeway subtly defines the transition to the private primary wing. The primary suite offers a serene retreat with custom arch detailing, a nickel joint ceiling, and stained beams. The spa-inspired bath includes a marble soaking tub and a dramatic solid limestone staircase leading to a hidden upper-level flex space, ideal for an office or gym, complete with beverage refrigeration and powered Roman shade. The boutique-style closet features dual islands and an integrated wash tower. At the heart of the home, the chef’s kitchen stuns with soaring 18-foot ceilings, exposed beams, a curved reeded island, and custom Urban Electric pendants designed specifically for the residence. Sub-Zero refrigeration, freezer, and wine column, a 60-inch Wolf range, dual integrated dishwashers, and a fully equipped back kitchen ensure effortless entertaining. Indoor and outdoor living connect seamlessly to a private courtyard-style retreat featuring a resort-inspired pool with copper scupper water features, a summer kitchen with Wolf grill, powered screens, and multiple lounging areas designed for year-round enjoyment. Additional highlights include four upstairs en-suite bedrooms, including a secondary primary suite, an upstairs laundry with linen towers and folding station, a third-level bonus floor with theater, bar, powder bath, and storage, elevator-ready construction, and an advanced security system with AI-enabled cameras and window vibration sensors. Designed with architectural intention, this home pairs refined craftsmanship with warmth, creating spaces that feel both elevated and deeply livable.

9323 Gladys Garden Court, Windermere
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