Sleepy Lagoon Homes with Beach Front Water Frontage

Sleepy Lagoon Homes with Beach Front Water Frontage

Welcome to Sleepy Lagoon, a hidden gem nestled in the heart of Longboat Key, Florida. This enchanting subdivision offers an idyllic coastal lifestyle, where the gentle sound of waves and the warm embrace of the sun create a serene atmosphere that feels like paradise.

Sleepy Lagoon is renowned for its stunning beachfront properties, each boasting direct water frontage that allows residents to enjoy breathtaking views of the Gulf of Mexico. Imagine waking up to the soothing sound of the ocean, sipping your morning coffee on your private balcony, and watching the sun rise over the horizon. Here, every day feels like a vacation.

The homes in Sleepy Lagoon are designed with coastal elegance in mind, featuring open floor plans, expansive windows, and luxurious finishes that reflect the beauty of the surrounding landscape. Whether you’re looking for a cozy beach cottage or a sprawling estate, this subdivision offers a variety of options to suit your lifestyle. Many properties come equipped with private docks, making it easy for boating enthusiasts to access the sparkling waters right from their backyard.

Beyond the stunning homes, Sleepy Lagoon is conveniently located near Longboat Key’s charming boutiques, gourmet restaurants, and recreational activities. Residents can enjoy leisurely strolls along pristine beaches, engaging golf courses, and vibrant community events that foster a sense of belonging.

If you’re seeking a tranquil retreat where the beauty of nature meets luxurious living, Sleepy Lagoon is the perfect place to call home. Discover the magic of beachfront living in this picturesque subdivision and make your dream of coastal life a reality.

Newest Sleepy Lagoon Homes with Beach Front Water Frontage

6441 Gulfside Road, Longboat Key
$5,600,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Build your dream beachfront estate on nearly three-quarters of an acre on exclusive North Longboat Key. With 100 feet of private Gulf frontage, this rare homesite offers endless views of turquoise waters spectacular sunsets and direct access to powder sand just steps from your future doorstep. Set within a rising luxury enclave, this prime property is moments from the new St. Regis Resort and the Longboat Key Club, offering world-class golf, tennis, dining, and five-star amenities. Enjoy the charm of nearby Anna Maria Island and the upscale shopping and cultural experiences of St. Armands Circle. This is one of the last opportunities to create a custom beachfront retreat in one of the Gulf Coast’s most coveted locations

6441 Gulfside Road, Longboat Key
6601 Gulfside Road, Longboat Key
$5,600,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Discover an extraordinary opportunity to own two parcels in a newly developed beachfront enclave, complete with private entry gates when project is complete leading directly to the pristine sugar sands and turquoise waters of the Gulf of Mexico. Parcel one, identified by property ID 7847700154, offers a 2,000-square-foot homesite with 100 feet of direct Gulf frontage. Parcel two, property ID 78477000078, is a sprawling 9,757-square-foot parcel. These two exclusive Gulf-front estates are nestled at the end of North Gulfside Road on Longboat Key, offering unmatched privacy in a secluded cul-de-sac. With endless views, serene surroundings, and ultimate exclusivity, this is a rare chance to create your dream coastal haven. 6509 is also listed if you would like to have a estate size lot.

6601 Gulfside Road, Longboat Key
6489 Gulfside Road, Longboat Key
$13,995,000
4 Beds ⋅ 5 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Ready to live directly on the Gulf? This Seaward Homes Curated Collection residence at 6489 Gulfside is move-in ready, with direct Gulf-front private access and stunning views of the Gulf of Mexico. Designed by DSDG Architects and staged by Clive Daniel Homes, the home pairs cutting-edge, hurricane enhanced construction with exceptional quality and attention to detail throughout. Set on a coveted 90' Gulf/beach-front lot, the property offers soft sand, endless Gulf views, and miles of walkability. In 2025, Longboat Key completed a major beach re-nourishment project, giving Gulfside Road homeowners one of the widest and deepest stretches of beach on the island. Gulfside Road is also one of the rare Gulf-side streets set back from the main highway, so the setting feels private and quiet, worlds away from the activity of Gulf of Mexico Drive, just minutes from Whitney Plaza and North Longboat Village, and moments from fine dining at Shore and Mar Vista. The main house is elevated over 15', with 11' ceilings, four oversized en-suite bedrooms, and more than 6,600 square feet of air-conditioned living space, including a grade-level, air-conditioned multipurpose room ready for a home gym, a wellness studio, or whatever fits your lifestyle. The wide-open floor plan, generous room sizes, and large impact-rated safety glass sliding doors and windows fill the home with natural light. Two nearly 40' terraces, one on the main floor and one on the second, are ideal for enjoying the outdoor island lifestyle and breathtaking Gulf views. Interior finishes by Studio G Homes take the home to the next level, with large-format porcelain tile and hardwood flooring, Italian-imported cabinetry, a custom floating steel-and-wood staircase, a three-stop elevator, 8' solid interior doors, high-efficiency mechanical systems, a top-of-the-line Thermador™ appliance package, AXOR™ and Hansgrohe™ plumbing fixtures, temperature-controlled wine storage, and detailed AV, lighting control, and security systems. Exterior features include solid concrete and masonry construction on all floors, a deep concrete piling foundation for added strength, premium Longboard™ aluminum architectural details, and a fine light-sand stucco exterior. A resort-like pool and spa are surrounded by lush tropical landscaping, and the four-car garage leaves room to add car lifts. Longboat Key is an 11-mile barrier island just minutes from St. Armands Circle and downtown Sarasota, with Sarasota Bradenton International Airport about 25 minutes away. This is a rare chance to own this level of coastal luxury directly on the Gulf, don't wait!

6489 Gulfside Road, Longboat Key
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