Jessamine Beach Rep Homes with Private Pool type

Welcome to Jessamine Beach Rep, a hidden gem nestled in the heart of Orlando, Florida. This charming subdivision offers a unique blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone looking to enjoy the vibrant Orlando lifestyle. Known for its picturesque surroundings and friendly community atmosphere, Jessamine Beach Rep is the perfect place to call home.

One of the standout features of this delightful neighborhood is the availability of homes with private pools. Imagine basking in the Florida sun, sipping your favorite drink by your own sparkling pool, or hosting unforgettable gatherings with friends and family in your backyard oasis. These private pools provide the perfect escape from the hustle and bustle of everyday life, allowing you to unwind and enjoy the beautiful Florida weather year-round.

In addition to the allure of private pools, Jessamine Beach Rep boasts easy access to a variety of local amenities. Residents can take advantage of nearby parks, shopping centers, and dining options, ensuring that everything you need is just a short drive away. Plus, with Orlando’s world-renowned attractions, including theme parks and entertainment venues, you’ll never run out of fun activities to explore.

Whether you're looking for a serene retreat or a vibrant community, Jessamine Beach Rep offers the best of both worlds. Discover your dream home in this enchanting subdivision and experience the bliss of Florida living today!

Newest Jessamine Beach Rep Homes with Private Pool type

$1,575,000

4 Beds ⋅ 3 Baths ⋅ Jessamine Beach Rep SubDv. ⋅ 32839 Zip Code

COME LIVE THE LAKE LIFE — Completely Remodeled Lakefront Retreat on Lake Jessamine Welcome to 430 Bywater Dr, a fully remodeled lakefront estate on the shores of Lake Jessamine in the heart of Orlando, where every finish has been reimagined for today's buyer. Set on a beautifully landscaped lot with a private boathouse and dock, this home delivers front-row seats to some of the most spectacular sunsets in Central Florida to the west — and it's ready for its next owner to move in and start living the lake life immediately. Spanning over 4,058 square feet under roof, the home offers four bedrooms and three full baths, plus a flexible bonus room and gathering room, and a separate playroom or home theater room — ideal for movie nights, a home gym, or a private retreat. Inside, the transformation is complete: wide-plank flooring, designer lighting, and warm white oak cabinetry set the tone throughout. The chef's kitchen anchors the main living space with an oversized quartz island, custom cabinetry, a pot filler, and a suite of high-end stainless appliances, opening directly to the dining and living areas beneath a striking wood-beamed ceiling and a sleek linear fireplace — perfect for entertaining. The primary suite is a true escape, wrapped in a rich wood-plank ceiling and anchored by a spa-inspired bath with a freestanding soaking tub, oversized rain shower, and brushed-brass fixtures. Step outside to the screened and covered lanai, where a sparkling pool and spa overlook the lake, framed by mature oaks and swaying palms. Down at the water's edge, the covered boathouse and dock are ready for the boat and the jet skis — with evenings made for watching the sun drop over Lake Jessamine. All of this in a no-HOA setting minutes from Belle Isle, the Conway chain of lakes, sought-after Cornerstone Charter School, ORMC, and the excitement of Orlando's theme parks, including the brand-new Epic Universe. Fully remodeled lakefront homes like this don't last — schedule your private showing today. (Note: the nearby public boat ramp closes/locks at dusk daily.)

430 Bywater Drive, Orlando

$1,395,000

3 Beds ⋅ 4 Baths ⋅ Jessamine Beach Rep SubDv. ⋅ 32839 Zip Code

Virtually Staged. Welcome to this beautifully maintained lakefront estate located on the pristine shores of Lake Jessamine, offering a rare opportunity to own in one of the area’s most coveted lake communities. Nestled on a sprawling lot with 120 feet of lake frontage, this home effortlessly blends luxury, comfort, and serene natural beauty. As you enter through a beautifully landscaped courtyard with a horseshoe driveway, you’re immediately greeted by the charm and grandeur of this exceptional property. The interior boasts 3 spacious bedrooms plus a flexible 4th bedroom, currently transformed into a custom California Closets-designed primary walk-in closet. The heart of the home is a modern chef’s kitchen complete with premium appliances, double ovens, expansive counter space, and a massive butler’s pantry/bonus kitchen, perfect for entertaining. Adjacent, the living area is both inviting and impressive, featuring two gas fireplaces, French doors, and large windows that frame breathtaking lake views with downtown Orlando as your scenic backdrop. Step outside to a custom-designed patio with an elegant fireplace, and a fully equipped outdoor kitchen, perfect for hosting gatherings overlooking the tranquil waters. The estate also features an oversized heated pool and spa with a covered 16 x 60 deck area, plus a private boat dock with electric lift, creating endless opportunities for lakefront leisure and entertainment. Additional highlights include; Roof replaced in 2022, upgraded pool & spa equipment 2024, Custom wet bar with built-in wine storage, integrated speaker system and hidden security system, Travertine tile throughout bathrooms, dining room, and a spa-inspired primary bath with custom finishes, Ample storage space with custom built-in shelving throughout, AC unit replaced 2023, floating jet ski dock recently installed, and custom garage cabinetry. This estate offers privacy and elegance while being just minutes from Orlando’s premier shopping, dining, entertainment, and city center. Experience the perfect balance of luxury living with the tranquility of a lakeside retreat.

5400 Kenmore Lane, Orlando

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