Sleepy Lagoon Homes with Sailboat Water Water Frontage

Sleepy Lagoon Homes with Sailboat Water Water Frontage

Welcome to Sleepy Lagoon, a hidden gem nestled in the heart of Florida, where tranquility meets the allure of waterfront living. This charming subdivision offers a unique blend of serene landscapes and vibrant community life, making it the perfect place to call home.

Sleepy Lagoon is renowned for its stunning homes with sailboat water frontage, providing residents with direct access to the sparkling waters of Florida's waterways. Imagine stepping out of your backyard and onto your sailboat, ready to explore the scenic coastlines and enjoy the gentle ocean breezes. Whether you're an avid sailor or simply appreciate the beauty of waterfront living, these homes offer an unparalleled lifestyle that is both relaxing and invigorating.

The community of Sleepy Lagoon is characterized by its friendly atmosphere and well-maintained surroundings. Lush greenery and picturesque views create a peaceful environment, perfect for families, retirees, and anyone seeking a tranquil retreat from the hustle and bustle of everyday life. The nearby amenities, including parks, shopping centers, and dining options, ensure that you have everything you need within reach.

As you explore the homes in Sleepy Lagoon, you'll find a variety of architectural styles, each designed to complement the stunning natural surroundings. Spacious layouts, modern finishes, and breathtaking views are just a few of the features that await you.

Embrace the Florida lifestyle in Sleepy Lagoon, where your dream home with sailboat water frontage awaits! Come and experience the serenity and beauty of this exceptional community.

Newest Sleepy Lagoon Homes with Sailboat Water Water Frontage

$59,000
Sleepy Lagoon SubDv. ⋅ 34667 Zip Code
Waterfront living in Hudson, Florida! Ideally situated on a deep-water canal with direct access to the Gulf of Mexico within minutes & No bridges, making it a perfect retreat for boaters and water enthusiasts. 43 ft on water; enjoy the convenience of docking your boat right in your backyard and spending your days fishing, kayaking, or cruising the open water. Hudson is centrally located to many options for restaurants, shopping, minutes from Hudson Beach, hospitals & doctors. It is only 10 minutes to Sun West Park with its large man-made sandy beach & water park that everyone will enjoy. Hernando, Homosassa, Crystal River to the north & many locations south such as New Port Richey, Dunedin, Clearwater beach, there is never a shortage of things to do. Tampa & Tampa International Airport are within an hour. You own the Land. No HOA's, direct access to open water. Come and check it out!

Lot 34 Indigo Lane, Hudson
$2,500,000
5 Beds ⋅ 4 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Boaters will love this spacious elevated home in a premier waterfront location on Longboat Key with dock, lift and by boat it is just four homes from the intercoastal, open bay waters and a short boat ride to the Gulf. Built for large gatherings, this home is beautifully designed with loads of gathering and entertaining spaces. The open plan home was thoughtfully designed with five bedrooms, four with en-suite baths. The kitchen features custom wood cabinets and granite countertops. Entertaining will be a breeze with two large gathering spaces, including a great room with dining area and adjacent bonus room that would be a wonderful media or game room. Ground level highlights include two bonus areas and a huge four-car garage. The composite dock has a 10,000-pound boat lift, water and electric. Recent updates include hurricane windows and doors (2025), metal roof (2025), pool equipment and pool heater (2025) and interior freshly painted. This location on Longboat Key can't be beat with community beach access just across the street, and a heated pool and boating in your own backyard. This is the ideal home to create wonderful island memories.

771 Marbury Lane, Longboat Key
$2,995,000
5 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
PRICE IMPROVEMENT! In the tranquil north end of Longboat Key, where Gulf breezes drift through the palms and the pace slows to a whisper, this extraordinary beach retreat captures the essence of refined coastal living. Positioned on nearly half an acre of canal front property and encompassing over 3,000 square feet of interior living space (more than 6,000 square feet total), the residence sits just across from the ultra convenient public beach access. This unique residence offers the rare luxury of both boating and beachside lifestyles in one remarkable setting. Recently transformed through a stunning renovation and offered turnkey furnished, the five bedroom, three bath waterfront home showcases long, picturesque canal views and an effortless indoor outdoor flow. A NEW ROOF in 2023 and new impact windows were installed in 2022 provide peace of mind. Vaulted ceilings and light-filled spaces that feel both expansive and inviting. At the heart of the home, the chef’s kitchen blends timeless style with modern performance, featuring classic shaker cabinetry, gleaming white quartz countertops, high-end white Café appliances, and generous island seating ideal for gathering. The primary suite is a private sanctuary of nearly 700 square feet, complete with dual walk-in closets and a spa-inspired bath designed for indulgence, including a dramatic double soaking tub with jets, fireplace and TV, a Moen technology-enhanced shower, and electronic Woodbridge toilets that elevate daily living with comfort and innovation. Each of the guest bedrooms offer sizeable walk in closets. Step from the screened lanai off the living room down to a resort-caliber outdoor environment that rivals the finest destinations, where a heated pool and spa anchor the space alongside a putting green, waterfront fire pit, game area, and a beautifully pavered outdoor kitchen designed for effortless entertaining. For boating enthusiasts, the property is exceptionally equipped with a 10,000-pound boat lift and a second dock for added enjoyment. Substantial non-conforming enhanced storage beneath the home and a spacious three-car garage provide versatility without compromising luxury, making this a rare waterfront compound where mornings begin at the beach, afternoons unfold on the water, and evenings are spent poolside under the stars. Located a short distance to the Bridge Street Pier which offers ample dining, shopping and entertainment options, this residence truly is the ultimate beach getaway.

501 Norton Street, Longboat Key
$65,000
Sleepy Lagoon SubDv. ⋅ 34667 Zip Code
Waterfront living in Hudson, Florida! Ideally situated on a deep-water canal with direct access to the Gulf of Mexico within minutes & No bridges, making it a perfect retreat for boaters and water enthusiasts. 63.38 ft on water; 1.5 lots combined. Enjoy the convenience of docking your boat right in your backyard and spending your days fishing, kayaking, or cruising the open water. Hudson is centrally located to many options for restaurants, shopping, minutes from Hudson Beach, hospitals & doctors. It is only 10 minutes to Sun West Park with its large man-made sandy beach & water park that everyone will enjoy. Hernando, Homosassa, Crystal River to the north & many locations south such as New Port Richey, Dunedin, Clearwater beach, there is never a shortage of things to do. Tampa & Tampa International Airport are within an hour. You own the Land. No HOA's, direct access to open water. Come and check it out!

Lot 23 and S1/2 of 24 Indigo Lane, Hudson
$2,000,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond three estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on Longboat Key and provides a blank canvas to build your dream home, nearly one acre of land, creating the ultimate family estate and a rare opportunity in this area. Featuring approximately 280 feet of canal frontage with access to Sarasota Bay and the Intracoastal Waterway, this sought-after location invites you to fully immerse yourself in the island lifestyle. Enjoy deeded beach access just across the street, where white sand beaches and the sparkling waters of the Gulf of Mexico await. Ideally just a short drive from the shopping and dining of St. Armands Circle, along with golf, tennis, boating, Holmes Beach, Anna Maria Island and all the Sarasota–Bradenton area has to offer, you really can have it all.

6604-6608 Gulf Of Mexico Drive, Longboat Key
$1,000,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond two estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on Longboat Key and provides a blank canvas to build your dream home. With the additional purchase of the adjacent lot at 6608 Gulf of Mexico Drive, nearly one acre of land can be assembled, creating the ultimate family estate and a rare opportunity in this area. Featuring approximately 140 feet of canal frontage with access to Sarasota Bay and the Intracoastal Waterway, this sought-after location invites you to fully immerse yourself in the island lifestyle. Enjoy deeded beach access just across the street, where white sand beaches and sparkling waters of the Gulf of Mexico await. Ideally just a short drive from the shopping and dining of St. Armands Circle, along with golf, tennis, boating, Holmes Beach, Anna Maria Island, and all the Sarasota–Bradenton area has to offer, you really can have it all.

6608 Gulf Of Mexico Drive, Longboat Key
$1,000,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond three estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on Longboat Key and provides a blank canvas to build your dream home. With the additional purchase of adjacent lot at 6608 Gulf of Mexico Drive, nearly one acre of land can be assembled, creating the ultimate family estate and a rare opportunity in this area. Featuring approximately 140 feet of canal frontage with access to Sarasota Bay and the Intracoastal Waterway, this sought-after location invites you to fully immerse yourself in the island lifestyle. Enjoy deeded beach access just across the street, where white sand beaches and sparkling waters of the Gulf of Mexico await. Ideally just a short drive from shopping and dining of St. Armands Circle, along with golf, tennis, boating, Holmes Beach, Anna Maria Island and all the Sarasota–Bradenton area has to offer, you really can have it all.

6604 Gulf Of Mexico Drive, Longboat Key
$1,090,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Discover the exceptional potential of 640 Lyons Lane, a perfectly situated vacant lot on a unique street in North Longboat Key, with homes only on one side and protected wetlands on the other. This property offers an outstanding opportunity to build your dream residence in the sought-after Longboat Key with expansive views over the tranquil canal. Adding to its allure, the property includes a newly installed pool and a convenient boat dock with a 10,000 lb lift, which can all be seamlessly integrated into the future home. Whether you're looking to create a permanent residence or a luxurious vacation retreat, 640 Lyons Lane offers the ideal canvas. Don't miss this opportunity to own a piece of paradise in Longboat Key, with proximity to pristine beaches, golf courses, and fine dining.

640 Lyons Lane, Longboat Key
$8,925,000
5 Beds ⋅ 6 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
This stunning Bayfront estate delivers over 480 feet of pristine Bayfront waterfront on a prime point property. True Longboat Key gold. Special features of this home include five bedrooms, five full bathrooms, hardwood floors, sky-high ceilings plus walls of glass. The home opens to multiple covered terraces built for soaking in endless Bay views and the best of Florida living at its finest. The open-concept layout blends indoor comfort with outdoor style, perfect for hosting or unwinding in total privacy. The kitchen is sleek and spacious with high end Wolf package and Sub Zero ready for gourmet meals or casual bites with a view. The adjoining family room also features a large stone fireplace. The primary suite is a retreat all its own with private terrace access, spa-style bath and water views that never quit. Outside, the lifestyle really takes off. A large Bayfront resort-style pool with a hot tub anchors the backyard, surrounded by multiple fire pits perfect for evening gatherings under the stars. Need space for guests? A separate guest house is available to design to your personal touch, offers total privacy and comfort, ideal for hosting family or friends without sacrificing your own space. This estate isn’t just a home it’s a waterfront playground built for bold living. There's kayak storage and room for multiple docks and all your water toys. The new seawall built in 2010 adds peace of mind. There is a four car garage. This North Longboat property is a must see for anyone seeking a luxurious lifestyle combined with natural beauty. With its modern amenities, prime location, and stunning views, it stands out as a dream home. Don’t miss the opportunity to make this exquisite residence your own. This north Longboat location is near many outstanding restaurants and Anna Maria Island. Watch dolphins and manatees and so many Florida birds glide past your backyard. The azure waters of the Gulf of Mexico and the beach are just steps away.

630 De Narvaez Drive, Longboat Key
Start Your Search