Jessamine Beach Rep Homes with Pool

Jessamine Beach Rep Homes with Pool

Welcome to Jessamine Beach Rep, a hidden gem nestled in the heart of Orlando, Florida! This charming subdivision offers the perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle close to the city's vibrant attractions.

One of the standout features of Jessamine Beach Rep is its stunning homes, many of which come complete with private pools. Imagine waking up to the gentle sounds of nature and stepping out into your backyard oasis, where you can soak up the Florida sun or enjoy a refreshing swim at your leisure. These homes are designed for both relaxation and entertainment, featuring spacious layouts that seamlessly connect indoor and outdoor living spaces.

The community is not only about beautiful homes; it’s also about a lifestyle. Residents of Jessamine Beach Rep enjoy easy access to nearby parks, walking trails, and the picturesque shores of local lakes. Whether you’re hosting a summer barbecue by the pool or enjoying a quiet evening under the stars, this neighborhood provides the perfect backdrop for cherished memories.

Located just a short drive from Orlando's world-renowned attractions, shopping, and dining, Jessamine Beach Rep offers the best of both worlds: a peaceful retreat and the excitement of city life. With its inviting atmosphere, beautiful homes with pools, and a community spirit that welcomes all, Jessamine Beach Rep is more than just a place to live; it’s a place to call home. Discover the charm and warmth of this delightful subdivision today!

Newest Jessamine Beach Rep Homes with Pool

$1,575,000
4 Beds ⋅ 3 Baths ⋅ Jessamine Beach Rep SubDv.
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.
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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