Sleepy Lagoon Homes with Water View

Sleepy Lagoon Homes with Water View

Welcome to Sleepy Lagoon, a hidden gem nestled in the picturesque Longboat Key, Florida. This charming subdivision offers a tranquil escape from the hustle and bustle of everyday life, making it the perfect haven for those seeking serenity by the water. With its lush landscapes and stunning waterfront views, Sleepy Lagoon is a delightful blend of natural beauty and coastal living.

As you explore this enchanting community, you’ll discover homes that boast breathtaking water views, allowing residents to bask in the beauty of the sun rising and setting over the shimmering waves. Each property is thoughtfully designed to harmonize with the surrounding environment, featuring spacious layouts, modern amenities, and private outdoor spaces perfect for soaking in the coastal breeze.

Living in Sleepy Lagoon means enjoying a leisurely lifestyle filled with outdoor activities. With direct access to the sparkling waters of the Gulf of Mexico, residents can indulge in fishing, kayaking, or simply lounging on the beach. The nearby Longboat Key Club offers world-class golf and tennis facilities, ensuring that there’s always something to keep you active and engaged.

In addition to its natural allure, Sleepy Lagoon is conveniently located near a variety of dining, shopping, and entertainment options. Whether you’re savoring fresh seafood at a waterfront restaurant or exploring the local boutiques, there’s no shortage of experiences to enjoy.

If you’re ready to embrace a laid-back lifestyle in a stunning waterfront community, Sleepy Lagoon is the perfect place to call home. Come and discover the magic of coastal living in this idyllic Florida paradise!

Newest Sleepy Lagoon Homes with Water View

$2,999,999
6 Beds ⋅ 6 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Virtually Staged. Welcome to an extraordinary waterfront estate on coveted Longboat Key, where timeless coastal elegance meets world-class boating. Perfectly situated on a deep-water saltwater canal with a private dock and direct access to the Gulf, this exceptional residence offers the rare opportunity to experience the very best of Florida luxury living just moments from the island's pristine white-sand beaches. Encompassing nearly 4,700 square feet of thoughtfully designed living space, this impressive home features six spacious bedrooms, five-and-a-half bathrooms, a private elevator, and an oversized four-car garage, providing exceptional space for family, guests, luxury vehicles, and all of your boating equipment. Whether you're searching for a full-time residence, seasonal retreat, or premier waterfront investment, this home offers the versatility to comfortably accommodate up to 20 guests. Designed to embrace its breathtaking waterfront setting, expansive balconies span the entire rear of the home, creating multiple outdoor living spaces perfect for morning coffee, sunset cocktails, or entertaining while overlooking the peaceful canal. The luxurious primary suite serves as a private sanctuary with its own waterfront balcony, where tranquil water views become part of your everyday routine. The backyard is a true resort-style oasis featuring a sparkling in-ground pool, generous lounging areas, and a private dock on a deep-water canal with quick, effortless access to the open Gulf. Spend your days boating, fishing, paddleboarding, or cruising to waterfront restaurants before returning home to your own private paradise. At the heart of the home is a stunning chef's kitchen designed for both everyday living and grand entertaining. Featuring a professional gas range, double ovens, dual wine refrigerators, two dishwashers, gorgeous granite countertops, extensive custom cabinetry, a spacious walk-in pantry, and an oversized center island with seating for six, this kitchen is equally impressive in both form and function. The open-concept floor plan flows seamlessly into elegant living and dining spaces filled with natural light, creating an inviting atmosphere ideal for entertaining on any scale. A secondary kitchenette and expansive game room offer incredible flexibility for hosting guests, creating a private guest suite, or accommodating multi-generational living with ease. For added peace of mind, all major mechanical systems and significant capital improvements have been completed within the past four years, allowing the next owner to simply move in and enjoy the home from day one. Ideally located just minutes from Longboat Key's award-winning beaches, championship golf, fine dining, marinas, boutique shopping, St. Armands Circle, and the cultural attractions of downtown Sarasota, this exceptional property represents a rare combination of luxury, location, deep-water boating, and island lifestyle. Opportunities to own a waterfront home of this caliber—with six bedrooms, deep-water dockage, Gulf access, a four-car garage, and the ability to comfortably host family and friends on one of Florida's most prestigious barrier islands—are truly few and far between. Ride your bike to Anna Maria Island for night life, restaurants and shopping. Beautiful Gulf beaches are just steps away from your new house! Please feel free to check out virtual tour https://next.frame.io/share/09e65a61-fa88-4c36-8474-69609bc826e6/view/f03db32d-b617-4f1c-85ec-54ccc2a57dae

614 Norton Street, Longboat Key
$6,495,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Rarely does an estate-sized Gulf-front lot of this stature become available on the northern end of Longboat Key. 6351 Gulf of Mexico Drive presents a truly exceptional 100-foot by 388-foot direct beachfront parcel — nearly 39,000 square feet of pristine Gulf of Mexico frontage. This distinguished property stands as one of the final remaining full beachfront estate-sized lots on Longboat Key, offering a rare and significant opportunity. Commanding sweeping, unobstructed views of the turquoise Gulf waters and the iconic white-sand shoreline, the site serves as a unique blank canvas for the creation of a bespoke oceanfront residence. The expansive and generously proportioned dimensions provide unparalleled design flexibility, allowing the accomplished buyer to fully realize a custom legacy property tailored to the highest standards of coastal elegance, privacy, and sophistication. Ideally situated, the property enjoys convenient proximity to the prestigious Longboat Key Club with its 45 holes of championship golf, tennis facilities, and fine dining. World-class restaurants are moments away, including The Shore, Whitney’s, Mar Vista, Euphemia Haye, and Lazy Lobster. Additionally, St. Armands Circle offers exceptional shopping and dining, while the fine and performing arts venues of downtown Sarasota are easily accessible. Positioned among notable residences yet defined by its substantial scale and immediate beach access, this parcel delivers the rare combination of exclusivity and architectural freedom. It is an offering for the discerning individual who has earned the right to create precisely what they envision — a timeless private sanctuary in one of Florida’s most prestigious coastal communities. Private showings by appointment.

6351 Gulf Of Mexico Drive, Longboat Key
$4,000,000
5 Beds ⋅ 6 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Pre-Construction. To be built. Brought to you by Noah Thomas Builders, a premier luxury builder known for crafting high-end coastal residences with exceptional attention to detail and durability, this stunning new construction home at 592 Juan Anasco Dr offers an unparalleled blend of sophistication, comfort, and waterfront living. Perfectly positioned on a canal-front lot in Longboat Key, this 5-bedroom, 5.5-bath residence is thoughtfully designed to capture the essence of refined coastal living. Expansive windows, soaring ceilings, and a light-filled interior create an inviting atmosphere, while the home’s modern coastal aesthetic is complemented by carefully curated finishes and timeless design elements that elevate every space. The spacious and well-appointed floor plan offers a seamless balance of functionality and privacy, making it ideal for both everyday living and elevated entertaining. Generous living areas provide a welcoming environment for gathering, while the primary suite serves as a true retreat—offering a peaceful escape with a spa-like feel. Each additional bedroom is designed with comfort in mind, providing flexibility for guests, family, or extended stays. Step outside to your private waterfront oasis, where a resort-style setting invites relaxation and effortless entertaining. Whether hosting friends, enjoying quiet evenings by the water, or taking advantage of Florida’s year-round sunshine, this outdoor space is designed to be experienced. With direct canal access, boating enthusiasts will appreciate the ability to enjoy the Intracoastal lifestyle right from their backyard. Built to meet current FEMA guidelines and elevation requirements, this home offers enhanced protection, improved insurance efficiency, and long-term peace of mind—an essential advantage for waterfront properties. The elevated construction is thoughtfully designed to perform in coastal conditions while maintaining both functionality and architectural appeal. Living on Longboat Key means embracing a lifestyle that is both refined and relaxed. Known for its pristine Gulf beaches, world-class golf, and exclusive residential feel, the island offers a quieter, more private alternative to neighboring destinations. Residents enjoy convenient access to the renowned shops and restaurants of St. Armands Circle, the cultural attractions of downtown Sarasota, and nearby marinas, beach clubs, and nature preserves. From morning walks along the shoreline to sunset cruises and evenings of coastal dining, every day feels like a getaway. This is more than a home—it’s a lifestyle defined by waterfront elegance, modern construction standards, and one of Florida’s most sought-after coastal communities. Pricing, availability, and final details subject to adjustment prior to completion.

592 Juan Anasco Drive, Longboat Key
$1,175,000
2 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Welcome to your piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil beach lifestyle. Recently impacted by Hurricane Helene, the home has undergone professional remediation and renovation including kitchen, bathrooms and pool. The living area boasts an open floor plan with a cozy corner wood-burning fireplace that adds a warm touch, creating the perfect setting for snug evenings during the cooler winter months. The kitchen has been completely remodeled and equipped with all new cabinets, quartz countertops and appliances, offering plenty of space for culinary adventures. The master suite includes a cedar walk-in closet, an extra linen closet, and direct access to the pool area. In addition to the 2 bedrooms, there is a bonus room that could be made into a bunk room perfect for the little ones or teenagers to make their own retreat. Lyons Lane is renowned for its tranquility and privacy, with lush mangroves lining the opposite side of the street, creating a natural, peaceful ambiance. This unique setting offers the best of both worlds: a serene retreat just moments away from the pristine beaches, boutique shopping, and fine dining that Longboat Key is famous for. Don’t miss this exceptional opportunity to own a slice of paradise.

616 Lyons Lane, Longboat Key
$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
$1,295,000
3 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
One or more photo(s) has been virtually staged. Welcome to 550 De Narvaez Drive, a meticulously maintained WATERFRONT residence set on an ELEVATED 10,000 sq. ft. lot in the highly desirable Sleepy Lagoon neighborhood on the NORTH END of Longboat Key. This solid concrete block home has experienced NO FLOODING & NO STORM DAMAGE, offering exceptional peace of mind. Spanning 1,758 sq. ft., the light-filled interior features 3 SPACIOUS BEDROOMS and 2 beautifully RENOVATED BATHS. Generous room sizes, abundant natural light, and an inviting floor plan create a true sense of warmth throughout the home. The UPDATED KITCHEN and baths showcase contemporary finishes while maintaining comfort and functionality. Enjoy peaceful CANAL VIEWS with direct access to Sarasota Bay—perfect for boating enthusiasts and embracing the ultimate Florida waterfront lifestyle. NEW DOUBLE PANE IMPACT-RESISTANT WINDOWS and sliding glass doors provide enhanced protection and energy efficiency. Additional upgrades include NEWLY LINED PLUMBING PIPES and UPGRADED ATTIC INSULATION for lasting durability and comfort. Offered FULLY FURNISHED, all furnishings convey with the sale—making this a true TURNKEY opportunity. Simply bring your suitcase and start enjoying coastal living immediately. The expansive elevated lot offers ample space for outdoor entertaining, gardening, or FUTURE EXPANSION POTENTIAL. Ideally located near world-renown Gulf beaches with BEACH ACCESS, exclusive dining, boutique shopping, and recreational amenities, this exceptional property is well-suited as a primary residence, seasonal retreat, or investment opportunity. Schedule your private showing today and experience refined, worry-free waterfront living at its finest.

550 De Narvaez Drive, 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 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
$13,995,000
4 Beds ⋅ 5 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. Enjoy the ultimate Longboat Key lifestyle with your own direct Gulf-front private access and stunning views of the Gulf of Mexico. Designed by DSDG Architects, this home epitomizes exceptional quality and attention to detail. Come and witness the cutting edge of enhanced hurricane construction, wander and enjoy the exquisite staging by Clive Daneil Homes. Situated on a coveted 90' Gulf/Beach-front lot, the property offers soft sands, endless Gulf views, and miles of walkability. In 2025, Longboat Key completed a significant beach re-nourishment project, giving Gulfside Road homeowners one of the widest and deepest stretches of beach on the entire island. Equally notable, Gulfside Road is one of the rare Gulf-side streets set back from the main highway, offering a tranquil, private environment that feels worlds away from the activity of Gulf of Mexico Drive. The main house, elevated over 15 feet, features 11' ceilings, four oversized en-suite bedrooms, and more than 6,600 sq ft of air-conditioned living space, including a grade-level, air-conditioned multipurpose room that can be tailored for wellness, fitness, or a variety of additional lifestyle needs. 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 on the main and second floors provide ideal spaces to enjoy the outdoor island lifestyle and breathtaking Gulf views. Interior finishes by Studio G Homes elevate luxury living to the next level. The interior finishes include 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, Longboard™ premium aluminum architectural details, and a fine light-sand exterior stucco finish. The resort-like pool area and custom spa are surrounded by a lush tropical landscape package. The garage accommodates four cars, with the option to add car lifts. Longboat Key, an 11-mile barrier island, is just minutes from St. Armands Circle and downtown Sarasota. The Sarasota Bradenton International Airport is approximately 25 minutes away. Embrace the opportunity to own this unparalleled residence and experience the pinnacle of coastal luxury living.

6489 Gulfside Road, Longboat Key
$1,700,000
3 Beds ⋅ 4 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
$100,000 PRICE REDUCTION!!! Live the ultimate Florida Waterfront lifestyle in this private, calm, secure, spacious and elegant large elevated coastal home. Located on the North end of Longboat Key less than a mile to Anna Maria Island in the relaxed Sleepy Lagoon neighborhood with deeded beach access just around the corner, leading you to never crowded stretches of sand. The home is located on a boating canal just three houses in from the bay offering direct access to Sarasota Bay and the Intercoastal Waterway. This large ( 5328 SF total) very well maintained and upgraded elevated home offers 2800 SF on the main living level plus 2500 SF of bonus space on the first floor with an elevator. This elevated, well-built custom home sustained no damage nor have any flood claims ever been filed. This home spans two level of living and has an open floor plan, blending indoor and outdoor living. The main living area is upstairs with large flowing open rooms, vaulted ceilings, a fireplace and features French Doors leading to a screened Lanai overlooking the natural canal with foliage for privacy. The bedrooms are arranged in a split plan with each having en-suite bathrooms with lots of closets and built-ins. The large eat-in kitchen has custom cabinetry with crown molding, pull-outs, granite countertops and stainless appliances plus a large separate dining room perfect for all your family or friends. Just off the kitchen on the main living level is a very large laundry room along with all the closets in this home you will have all the storage you need. On the first level is the open foyer leading up to the living area with the elevator access and oversized split garages. There is an additional 2500 SF of AC/heated of interior space that is finished with polished concrete floors and walls of sliding doors leading to the pool area, porch, deck, yard and dock area. Also just outside your bonus space is private 60’ long screened, heated lap pool with a full bath. The property would provide great renal income also for a part time owner as it has in the past. Walk the beach, swim in the pool or ocean, ride your bike on the Longboat Key Bike path, fish, boat, kayak, paddle board, jet ski and enjoy your spacious home that is just a short drive to Sarasota, St. Armand’s circle and Anna Maria Island. Please see the videos. What are you waiting for? Start living the dream.

569 Juan Anasco Drive, Longboat Key
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