Isleworth Homes with Sidewalk Exterior Features

Isleworth Homes with Sidewalk Exterior Features

Welcome to Isleworth, an exquisite subdivision nestled in the heart of Windermere, Florida, within the charming Orange County. This prestigious community is renowned for its luxurious lifestyle, offering an unparalleled blend of elegance and comfort. With its meticulously designed homes and lush landscapes, Isleworth is a haven for those seeking a serene yet vibrant living experience.

One of the standout features of Isleworth is its stunning homes, each boasting unique architectural styles that reflect sophistication and grace. The community is thoughtfully designed with beautiful sidewalks lining the streets, encouraging residents to enjoy leisurely strolls or morning jogs while soaking in the picturesque surroundings. The sidewalks not only enhance the aesthetic appeal of the neighborhood but also foster a sense of community, inviting neighbors to connect and engage.

Isleworth is more than just a beautiful subdivision; it is a lifestyle. Residents enjoy access to exclusive amenities, including a world-class golf course, a state-of-the-art fitness center, and a luxurious clubhouse that serves as a social hub for gatherings and events. The community is also conveniently located near top-rated schools, fine dining, and shopping, making it an ideal choice for families and professionals alike.

In Isleworth, every day feels like a vacation. Whether you are relaxing in your beautifully landscaped backyard, taking a stroll along the tree-lined sidewalks, or enjoying the vibrant community events, you will find that Isleworth is not just a place to live—it’s a place to thrive. Discover the charm and elegance of Isleworth today, where your dream home awaits!

Newest Isleworth Homes with Sidewalk Exterior Features

4 Beds ⋅ 4 Baths ⋅ O6438449 MLS

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

4 Beds ⋅ 6 Baths ⋅ O6414325 MLS

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

6 Beds ⋅ 10 Baths ⋅ O6381880 MLS

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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