Jessamine Beach Rep Homes with Water View

Jessamine Beach Rep Homes with Water View

Welcome to Jessamine Beach Rep, a picturesque subdivision nestled in the heart of Orlando, Florida, where the allure of waterfront living meets the vibrancy of city life. This charming community is a hidden gem within Orange County, offering residents the perfect blend of tranquility and convenience.

One of the standout features of Jessamine Beach Rep is its stunning homes with breathtaking water views. Imagine waking up each morning to the gentle sounds of lapping waves and the serene sight of shimmering waters just outside your window. These beautiful residences are thoughtfully designed to maximize the natural beauty surrounding them, with many properties boasting expansive windows and spacious decks that invite the outdoors in.

Living in Jessamine Beach Rep means more than just enjoying picturesque views; it’s about embracing a lifestyle enriched by nature. Residents can indulge in a variety of outdoor activities, from kayaking and paddleboarding to leisurely strolls along the waterfront. The community is also conveniently located near Orlando’s vibrant attractions, shopping, and dining, ensuring that you’re never far from entertainment and adventure.

Whether you’re looking for a serene retreat or a lively community atmosphere, Jessamine Beach Rep has something for everyone. With its captivating water views and welcoming neighborhood spirit, this subdivision invites you to experience the best of Florida living. Come discover your dream home in Jessamine Beach Rep, where every day feels like a vacation!

Newest Jessamine Beach Rep Homes with Water View

430 Bywater Drive, Orlando
$1,390,000
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. Lake Jessamine a 294-acre lake with a ski course and wakeboarding, located just 15 minutes from downtown Orlando and the Orlando International Airport. RV parking as well. (Note: the nearby public boat ramp closes/locks at dusk daily.)

430 Bywater Drive, Orlando
5400 Kenmore Lane, Orlando
$1,350,000
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
5526 Parkdale Drive, 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
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