Isleworth Homes with Sidewalk Exterior Features

Isleworth Homes with Sidewalk Exterior Features

Welcome to Isleworth, a picturesque subdivision nestled in the heart of Windermere, Florida, within the vibrant Orange County. This exclusive community offers a unique blend of luxury living and serene landscapes, making it an ideal choice for families and individuals seeking both comfort and elegance.

Isleworth is renowned for its beautifully designed homes, many of which feature charming sidewalks that enhance the neighborhood's inviting atmosphere. These sidewalks not only promote a sense of community but also encourage outdoor activities, whether you're taking a leisurely stroll, jogging, or enjoying a bike ride with loved ones. The meticulously manicured lawns and lush landscaping further complement the picturesque streets, creating a perfect backdrop for your daily adventures.

The homes in Isleworth are a testament to architectural excellence, boasting a variety of styles that cater to diverse tastes. From Mediterranean-inspired villas to modern masterpieces, each residence is thoughtfully designed with spacious interiors and luxurious finishes. Many homes also offer expansive outdoor living spaces, perfect for entertaining or simply unwinding after a long day.

Living in Isleworth means embracing a lifestyle of leisure and convenience. Residents enjoy access to top-notch amenities, including a championship golf course, a state-of-the-art fitness center, and a stunning clubhouse. The neighborhood is also conveniently located near shopping, dining, and recreational options, ensuring that everything you need is just a stone's throw away.

Discover the charm and elegance of Isleworth—where community spirit meets luxury living in Windermere, Florida. Your dream home awaits!

Newest Isleworth Homes with Sidewalk Exterior Features

5073 Latrobe Dr, 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
9323 Gladys Garden Court, 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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