Windermere Property Search

Hot Windermere Properties

$18,750,000
6 Beds 9 Baths Isleworth SubDv. 34786 Zip Code
Virtually Staged. Pre-Construction. To be built. Poised on a remarkable .69-acre homesite along the shores of Lake Bessie, this exceptional new residence is conceived as a sophisticated modern lakefront estate within Isleworth. Designed and building by Supreme International Construction, the residence will encompass approximately 15,337 square feet of living space across three levels, with six bedrooms, including two private primary suites, an elevator and a four-car garage accommodating up to eight vehicles with lifts. Created for both grand entertaining and effortless everyday living, the main level will feature a dramatic great hall, a formal dining room, family room, expansive kitchen, private study and a serene primary retreat. Soaring architectural spaces and multiple covered balconies create a natural connection to the lakefront setting. The lower level is envisioned as a private destination for leisure, with a beautifully appointed theater delivering an immersive luxury viewing experience, complemented by a separate popcorn and snack room for added convenience and fun. A generous entertainment area, bar, summer kitchen, gym, yoga/Pilates studio, sauna and spa complete the level. The upper floor offers a second primary suite, additional bedroom suites, viewing lounge and PJ lounge. This rare pre-construction opportunity offers the privilege of securing an extraordinary lakefront residence, with the privilege of personalizing select finishes as the residence takes shape. Floorplans available upon request.

5036 Latrobe Drive, Windermere

$500,000
Gotha Town SubDv. 34786 Zip Code
Build your dream home in Windermere. Opportunity is knocking in one of Central Florida’s most desirable areas! This spacious nearly half-acre vacant lot on Dingens Avenue in Windermere offers the perfect opportunity to bring your vision to life and build the home you have always wanted. One of the biggest advantages of this property is NO HOA! Enjoy the freedom and flexibility that comes with owning your own piece of land without the restrictions and monthly fees often associated with planned communities. Whether you envision a beautiful custom estate, a spacious family home, or a private retreat, this property gives you the opportunity to create something that is truly your own. The almost 1/2-acre size provides plenty of room to design a home with the features that matter most to you, think expansive living spaces, a beautiful outdoor entertaining area, pool, garden, garage, or whatever fits your lifestyle and vision. Instead of settling for someone else’s floor plan, start with a blank canvas and make it your own. Location is everything, and this property puts you within convenient reach of the best that the Windermere and greater Orlando area have to offer. Enjoy easy access to excellent restaurants, shopping, major highways, main roads, entertainment, and some of Central Florida’s most popular attractions. Whether you are heading out for dinner, shopping, commuting to work, or enjoying a day at one of the area’s many attractions, you will appreciate the convenience of this location. Windermere is known for its beautiful surroundings, desirable residential areas, charming community atmosphere, and proximity to everything that makes Central Florida such a sought after place to live. Opportunities to purchase a sizable homesite with no HOA in a desirable location can be hard to find. This property is competitively priced to sell, making now the time to take a serious look. Stop dreaming about the perfect home and start building it. Bring your architect, your builder, and your ideas, and turn this nearly half-acre homesite into something uniquely yours. Build what your heart desires. Make your vision come to life. Make this Windermere property the place you call home! Priced competitively to sell. Don't miss this opportunity!

Dingens Avenue, Windermere

$500,000
4 Beds 2 Baths Lakes/Windermere-Peachtree SubDv. 34786 Zip Code
Virtually Staged. Space, flexibility, and a fantastic Windermere location! Set on a prime CUL-DE-SAC LOT in the GATED Lakes of Windermere-Peachtree community, this spacious 3-bedroom + BONUS, 2-bath, 2-car garage home offers a versatile floor plan with the convenience of MAIN-LEVEL LIVING plus an oversized BONUS ROOM upstairs. A NEWER A/C (2022) adds to the appeal. Inside, you will find a welcoming foyer that opens to combined formal living and dining spaces before making your way into the kitchen that connects seamlessly with a casual dining area and spacious family room, creating an easy layout for everyday living and entertaining. Sliding glass doors extend the living space outdoors to a COVERED LANAI. Privately positioned at the back of the home, your PRIMARY SUITE features a WALK-IN CLOSET and private EN-SUITE BATH. Bedrooms two and three share a second full bath, keeping the primary living spaces, bedrooms and baths conveniently together on one level. Upstairs, the bonus room delivers valuable flexibility and can easily serve as a MEDIA ROOM, second living area, HOME OFFICE, guest space or 4TH BEDROOM. Lakes of Windermere-Peachtree offers a beautiful natural setting surrounded by trees and conservation, along with a COMMUNITY POOL and PLAYGROUND. The home is ZONED FOR “A” RATED SCHOOLS, including WINDERMERE HIGH SCHOOL, and is ideally located just off Reams Road with easy access to SR-429. Walt Disney World, Orange County National Golf Center, Four Seasons Golf & Sports Club, ESPN Wide World of Sports, shopping, dining and everyday conveniences are all just minutes away. LOCATION, LAYOUT & VERSATILITY – this Windermere home delivers all three. Call today to schedule a tour and let us say WELCOME HOME!

13424 Hopkinton Court, Windermere

$1,270,000
6 Beds 5 Baths Palms/Windermere SubDv. 34786 Zip Code
Experience elevated Florida living in this extraordinary 4,585-square-foot estate, ideally positioned in the heart of Windermere and just 2 miles from Magic Kingdom. Built in 2025 and presented in pristine, like-new condition, this remarkable residence offers an exceptional combination of sophisticated design, expansive living spaces, and an enviable location. Every detail has been thoughtfully considered to create a home that is as impressive as it is functional. From the moment you enter, the scale and elegance of this residence are immediately apparent. The expansive floor plan features six generously sized bedrooms, a dedicated private office, and a substantial bonus room, providing an extraordinary level of flexibility for today's lifestyle. The separate office is ideal for working from home, while the spacious bonus room can easily be transformed into a home gym, media room, children's playroom, or additional entertainment space. Upstairs, an impressive nearly 600-square-foot loft creates an entirely separate living and entertainment experience. Complete with a built-in wet bar, this remarkable space is perfectly suited for movie nights, game days, entertaining guests, or simply relaxing with family. Designed with modern luxury and everyday convenience in mind, the home features a dedicated laundry room on each floor, an abundance of additional closets, a large walk-in pantry, and generous garage space. There is no shortage of room for storage, hobbies, vehicles, and everything that comes with an elevated lifestyle. Perhaps the most exceptional feature is the location. Situated just minutes from Walt Disney World, you can enjoy the convenience of being only 2 miles from Magic Kingdom while even taking in the spectacular nightly Disney fireworks from your own home. The community also offers a playground, providing a wonderful space for children to play and enjoy the outdoors. At the same time, you'll be close to the highly sought-after Windermere school district, shopping, dining, golf, and everything Central Florida has to offer. Impeccably maintained, exceptionally spacious, and truly move-in ready, this stunning Windermere residence delivers a rare combination of luxury, convenience, and location. With six bedrooms, a dedicated office, a massive bonus room, an expansive loft with wet bar, two laundry rooms, and extraordinary storage, this is a home designed to accommodate both grand entertaining and effortless everyday living.

14360 Crest Palm Avenue, Windermere

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