Longboat Key Estates Land for Sale

Longboat Key Estates Land for Sale

Welcome to Longboat Key Estates, a hidden gem nestled in the picturesque surroundings of Longboat Key, Florida. This exclusive subdivision is a haven for those seeking a serene coastal lifestyle, where the beauty of nature meets luxurious living. Located in Sarasota County, Longboat Key is renowned for its stunning beaches, crystal-clear waters, and vibrant community spirit.

Longboat Key Estates offers a unique opportunity to invest in prime land for sale, perfect for building your dream home or vacation retreat. Each parcel of land is thoughtfully designed to provide residents with ample space and privacy, while still being part of a close-knit community. Imagine waking up to the gentle sound of waves lapping against the shore and basking in the sun on your private beach, all just steps from your front door.

The subdivision is ideally situated, offering easy access to a variety of local amenities, including world-class dining, upscale shopping, and recreational activities. Whether you're an avid golfer, a boating enthusiast, or simply someone who enjoys leisurely strolls along the beach, Longboat Key Estates caters to every lifestyle.

As a resident of this enchanting neighborhood, you'll also enjoy the benefits of a vibrant community filled with friendly neighbors and a strong sense of belonging. With its stunning natural beauty and luxurious offerings, Longboat Key Estates is more than just a place to live; it's a lifestyle choice that promises relaxation, adventure, and endless possibilities.

Don’t miss your chance to own a piece of paradise in Longboat Key Estates—where your dream home awaits!

Newest Longboat Key Estates Land for Sale

$5,985,000
Longboat Key Estates SubDv. 34228 Zip Code A4691731 MLS Active Status
Currently under construction and masterfully designed for the ultimate waterfront lifestyle, this extraordinary canal-front estate in Longboat Key Estates offers an exceptional blend of luxury, comfort, and coastal elegance. Boasting 5 bedrooms, 7 bathrooms, and more than 4,500 square feet of thoughtfully crafted living space, the home features solid block construction and hurricane-impact windows, delivering both enduring quality and peace of mind. Designed to maximize seamless indoor-outdoor living, the southwest-facing pool and expansive entertaining areas capture spectacular sunset views over Sarasota Bay and toward the Gulf of Mexico. The elevated lanai is highlighted by detailed ceiling craftsmanship and a fully equipped outdoor kitchen, creating the perfect backdrop for entertaining guests year-round. For boating enthusiasts, the property includes a brand-new seawall and direct bay access, providing effortless navigation to the surrounding waterways. Residents also enjoy private beach access and exclusive HOA amenities, including a beachfront tiki hut for social gatherings and a bayside dock ideal for fishing, kayaking, swimming, or simply relaxing along the water’s edge. Nearby Bayfront Park offers additional recreational amenities including tennis courts, pickleball, walking trails, and a dog park. With construction already underway, buyers have the rare opportunity to personalize select finishes and tailor the residence to their individual style and vision. Ideally situated just minutes from St. Armands Circle, downtown Sarasota, and the world-renowned beaches of Longboat Key, this remarkable estate presents an unmatched opportunity to experience coastal living at its best.

530 Jessmyth Drive, Longboat Key

$2,500,000
Longboat Key Estates SubDv. 34228 Zip Code O6400352 MLS Active Status
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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