Longboat Key Estates Homes with Bay Front Water Frontage

Welcome to Longboat Key Estates, an exquisite enclave nestled in the heart of Longboat Key, Florida. This charming subdivision is a hidden gem within Sarasota County, offering a perfect blend of luxury, tranquility, and breathtaking natural beauty. Known for its stunning bay front properties, Longboat Key Estates is the ideal destination for those seeking a serene waterfront lifestyle.

Imagine waking up to the gentle sound of waves lapping against the shore and panoramic views of the sparkling bay right from your doorstep. Homes in Longboat Key Estates boast exquisite bay front waterfrontage, providing residents with unparalleled access to the pristine waters of the Gulf of Mexico. Whether you're an avid boater, a fishing enthusiast, or simply someone who enjoys the calming presence of water, this community has something for everyone.

The architectural styles of the homes in Longboat Key Estates are as diverse as the residents themselves, ranging from elegant Mediterranean villas to contemporary coastal retreats. Each residence is thoughtfully designed to maximize the stunning views and embrace the laid-back luxury that Longboat Key is known for. With spacious outdoor living areas, private docks, and lush tropical landscaping, these homes offer the perfect setting for entertaining or simply relaxing in the sun.

In addition to the idyllic waterfront lifestyle, residents of Longboat Key Estates enjoy proximity to world-class dining, shopping, and cultural attractions in nearby Sarasota. Whether you're exploring the vibrant arts scene or indulging in fresh seafood at a local eatery, there's always something to discover.

Experience the charm of Longboat Key Estates—where luxury meets nature, and every day feels like a vacation. Your dream waterfront home awaits!

Newest Longboat Key Estates Homes with Bay Front Water Frontage

$2,150,000

3 Beds ⋅ 2 Baths ⋅ Longboat Key Estates SubDv.

Discover the perfect canvas for your coastal vision in the prestigious Longboat Key Estates. This premier waterfront opportunity offers 100 feet of direct canal frontage in one of the island’s most desirable enclaves. Positioned on a quiet interior street, this property sits in an area undergoing significant luxury transformation, providing an ideal foundation for a custom residence with superior investment potential. The deep-water canal offers bridge-free access minutes to Sarasota Bay, while the property features a 2022 seawall and a 16,000-pound boat lift (2022). Residents of this deed-restricted community enjoy private deeded beach access complete with a private neighborhood Tiki. Ideally located next to Bayfront Park—offering tennis, pickleball, kayaking, trails, and a fishing pier—you are also minutes from fine dining, St. Armands Circle, downtown Sarasota, and Sarasota International Airport. This is truly a unique opportunity to secure your place in a fabulous neighborhood where modern, high-end living is setting the new standard!

617 Rountree Drive, Longboat Key

$2,500,000

Longboat Key Estates SubDv.

BREAKING NEWS: Famous John Cannon Custom Homes has over a half dozen home plans for you to pick your best fit for this beautiful vacant lot nestled between two brand new mansions! Build your waterfront residence and be perfectly positioned in one of Longboat Key’s most elegant neighborhoods- Longboat Key Estates where sunrise occurs over the Bay while sunset occurs over the Gulf. You will have both and each new day provides unique views. This build-ready lot offers 100 feet of deep-water canal frontage and 117 feet of depth from canal to street where you’ll enjoy direct access to Sarasota Bay. Load up the boat and cruise the bay, the Intracoastal Waterway, and the Gulf of Mexico, with popular waterfront restaurants along the way. Just over the bridge from the mainland, you’re moments from Sarasota —cultural venues, marinas, and everyday conveniences. A private deeded beach access lies just across Gulf of Mexico Drive, where a shady Tiki Hut welcomes you before taking a few short steps which lead to the gentle Gulf waters and sandy shoreline. The private Tiki Hut is often the venue for neighborhood parties and a frequent gathering spot for sunset seekers! This vacant lot on Rountree Drive presents a rare chance to enjoy both boating and beachside living in one extraordinary location. Your future dream home could capture panoramic bay and beach views, creating the perfect backdrop for unforgettable Florida sunsets. With no fixed bridges to the Gulf of Mexico except the new very high Ringling Bridge to the mainland, this is truly a boater’s paradise. Just steps away is Bayfront Park, a beautiful waterfront park overlooking Sarasota Bay. Amenities include picnic tables, tennis courts, lighted pickleball courts, basketball courts, shuffleboard, a kayak launch with rentals, a dog park with separate large- and small-dog areas, a playground, a multipurpose sports field, and a community center offering activities such as yoga and fitness programs. Located in the heart of Longboat Key, this ready-to-build homesite offers an unparalleled coastal lifestyle. Head north to Center Shops for local favorites such as the Lazy Lobster, Harry's Continental Kitchen, Mar Vista Dockside Restaurant & Pub, and the Shore Longboat Key. Travel south to St. Armand’s Circle for world-class dining, boutique shopping, and vibrant island charm, including Columbia Restaurant, Cha Cha Coconuts, The Daiquiri Deck, Dockside, Chart House, and Tommy Bahama’s Restaurant, among many other fine dining places. In summary, enjoy championship golf, boutique shopping, award-winning dining, and some of Florida’s most beautiful Gulf Coast beaches, all from your future home in Longboat Key Estates on Longboat Key!

581 Rountree Drive, Longboat Key

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