Jessamine Beach Rep Homes with Waterfront

Welcome to Jessamine Beach Rep, a hidden gem nestled in the heart of Orlando, Florida. This charming subdivision offers a unique blend of serene waterfront living and vibrant community life, making it an ideal place for families, retirees, and everyone in between.

Imagine waking up each morning to the gentle sounds of water lapping at the shore, with breathtaking views right outside your window. Homes in Jessamine Beach Rep boast stunning waterfront properties that allow residents to fully embrace Florida's natural beauty. Whether you're enjoying a peaceful sunrise with a cup of coffee or hosting a sunset gathering with friends, the picturesque surroundings create a perfect backdrop for any occasion.

The community is designed to foster a sense of belonging, with friendly neighbors and a welcoming atmosphere. Residents can take advantage of nearby parks, walking trails, and recreational activities that embrace the outdoor lifestyle. The convenience of living in Orlando means you’re just a short drive away from world-class attractions, shopping, and dining, yet Jessamine Beach Rep offers a tranquil retreat from the hustle and bustle.

With a variety of homes available, each uniquely designed to maximize the waterfront experience, you'll find the perfect place to call home. From charming cottages to spacious family residences, the options are as diverse as the residents themselves.

Discover the allure of waterfront living in Jessamine Beach Rep, where every day feels like a vacation. Come explore this enchanting community and find your dream home today!

Newest Jessamine Beach Rep Homes with Waterfront

$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

$1,599,500

5 Beds ⋅ 5 Baths ⋅ Jessamine Beach Rep SubDv. ⋅ 32839 Zip Code

Welcome to an exceptional lakefront escape on Lake Jessamine, where modern luxury meets serene waterfront living. This beautifully renovated home showcases timeless design, high-end finishes, and over 140 feet of pristine shoreline complete with your own private boat dock, ideal for boating, fishing, or enjoying spectacular sunrise views each morning. Step inside to a bright, open-concept layout that seamlessly blends the living, dining, and kitchen areas, perfect for everyday comfort or entertaining guests. The brand new designer kitchen features sleek cabinetry, quartz-style countertops, modern appliances, and generous storage. Each bathroom has been thoughtfully redesigned with spa-inspired touches, including marble counters and elegant custom tile work. A spacious flex room adds valuable versatility, ideal for a home gym, office, media room, or game room. Outdoors, enjoy a large backyard, a relaxing covered lanai, and a durable metal roof that provides long-term peace of mind. Located in a quiet, convenient neighborhood with NO HOA, this home gives you the freedom to live, rent, or invest as you choose, while still being minutes from top schools, shopping, dining, and major highways. Words can only describe so much seeing this home in person is the only way to truly appreciate the beauty, craftsmanship, and breathtaking lakefront setting. This remarkable waterfront residence offers unmatched comfort, elegance, and lifestyle value. Schedule your private showing today!

5526 Parkdale Drive, Orlando

Start Your Search