La Lenaire Isle Homes for Sale

Welcome to La Lenaire Isle, a hidden gem nestled in the picturesque Longboat Key, Florida. This enchanting subdivision offers a unique blend of serene coastal living and vibrant community spirit, making it an ideal place for families, retirees, and anyone seeking a tranquil escape from the hustle and bustle of everyday life.

La Lenaire Isle is renowned for its stunning waterfront properties, many of which boast breathtaking views of the Gulf of Mexico. Imagine waking up to the gentle sound of waves lapping against the shore and the warm Florida sun streaming through your window. The homes for sale in this charming community are designed with elegance and comfort in mind, featuring spacious layouts, modern amenities, and beautifully landscaped yards that invite outdoor living at its finest.

As you explore La Lenaire Isle, you’ll discover a friendly neighborhood atmosphere, where neighbors become friends and community events foster lasting connections. With easy access to pristine beaches, world-class dining, and boutique shopping, residents enjoy a lifestyle that balances relaxation and recreation. Whether you’re strolling along the sandy shores, indulging in fresh seafood at a nearby restaurant, or participating in local art festivals, there’s always something to delight in.

If you’re searching for your dream home in a picturesque setting, La Lenaire Isle offers a selection of exquisite properties that are sure to capture your heart. Embrace the opportunity to live in this idyllic enclave and experience the best of Longboat Key living. Your perfect coastal retreat awaits!

Newest La Lenaire Isle Homes for Sale

$5,995,000

4 Beds ⋅ 4 Baths ⋅ La Lenaire Isle SubDv. ⋅ 34228 Zip Code

Private island living on Jewfish Key, one of eight homes, accessible by boat only. This rare offering presents a lifestyle few will ever experience: a secluded island sanctuary surrounded by the turquoise waters of Longboat Pass and the Gulf Coast’s natural beauty. An address like this comes up for sale about once a generation. 7143 La Lenaire is on the market for the first time in more than two decades. The home is a custom built, over 2,700 square feet of living space designed to embrace panoramic water views and effortless indoor-outdoor living, four bedrooms and four baths, finished in 2011 on a 1.24-acre titled lot with roughly 300 feet of water frontage. From the island you are minutes by water to Longboat Key, St Armands Circle, and Anna Maria Island. Every room captures breathtaking western-facing vistas, creating a constant backdrop of sparkling water, coastal breezes, and unforgettable sunsets. The main living areas open onto covered outdoor space and frame the sunset over the intercoastal waters, and the evening light fills the rooms. It was built to handle a quiet weekend or a full house of guests. The private deep-water dock provides immediate boating access to Sarasota Bay, the Intracoastal Waterway, Longboat Key Pass, and the Gulf of Mexico, making this a true boater’s paradise. Jewfish Key is a hidden gem spanning approximately 38 acres, offering a level of privacy and tranquility rarely found along Florida’s Gulf Coast. Surrounded by pristine shoreline, sandbars, native wildlife, and crystal-clear waters, the island delivers an unmatched blend of exclusivity and natural beauty while still being conveniently located near Longboat Key, Anna Maria Island, and Sarasota’s world-class dining, shopping, and entertainment. Whether used as a private family compound, luxury waterfront getaway, or one-of-a-kind investment opportunity, 7143 La Lenaire Drive represents a truly irreplaceable island lifestyle. Turn Key - Furnished.

7143 La Lenaire Drive, Longboat Key

$5,000,000

5 Beds ⋅ 6 Baths ⋅ La Lenaire Isle SubDv. ⋅ 34228 Zip Code

A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian architecture and designed to dissolve the boundaries between indoors and out, this estate home unfolds through airy pavilions connected by elevated walkways. Towering palms and lush tropical landscaping envelop the home, while its 18-foot elevation ensures both peace of mind and panoramic, horizon-level vistas. Inside, the freshly reimagined kitchen serves as the gathering heart of the home, with sleek quartz countertops, modern cabinetry, and a spacious oversized island that effortlessly bridges culinary function and relaxed entertaining. Expansive sliding glass doors draw natural light into the living space and frame sweeping views of the sandbar and bay, perfect for sunset watching. The main residence includes four bedrooms and four-and-a-half baths, plus a separate guest suite offering an additional bedroom, kitchen, and full bath, ideal for hosting with comfort and privacy. The primary suite is where the pace of the island truly settles in. Wake up to wide-open bay views, linger with coffee in the sitting area, or enjoy a glass of wine as the sun sinks toward the horizon. The ensuite feels fresh and spa-like, with a soaking tub, walk-in shower, and water views. A series of screened porches and wraparound decks encourage slow living, morning yoga on the deck, afternoon reading in the shade, sunset grilling and cocktails overlooking the Gulf. Outdoors, a newly installed pool and spa with a sun shelf and expansive sundeck overlook the storied Jewfish Key Sandbar. A private dock with jet ski lift offers instant access to calm waters perfect for fishing, snorkeling, paddle boarding, or exploring neighboring Longboat Key and Anna Maria Island, both just minutes away by boat and beloved for dining, boutique shopping, and laid-back coastal culture. Equal parts island hideaway and refined coastal home, this one-of-a-kind property offers the rare combination of true privacy, effortless access, and natural beauty, set against a backdrop of turquoise water, powder soft sand, and endless sky. Here, relaxation, adventure, and natural beauty converge in a setting that feels almost like an escape, yet unmistakably home.

7147 La Lenaire Drive, Longboat Key

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