Sleepy Lagoon Homes with Beach Access Water Frontage

Sleepy Lagoon Homes with Beach Access Water Frontage

Welcome to Sleepy Lagoon, a picturesque subdivision nestled in the heart of Florida, where tranquil living meets the enchanting allure of waterfront paradise. This hidden gem offers a unique blend of coastal charm and modern convenience, making it an ideal destination for those seeking a serene lifestyle by the water.

Sleepy Lagoon is renowned for its stunning homes that boast direct beach access and breathtaking water frontage. Imagine waking up each morning to the soothing sounds of the ocean waves and the gentle breeze wafting through your window. Each residence is thoughtfully designed, featuring spacious layouts, contemporary finishes, and panoramic views that showcase the beauty of the surrounding landscape.

The community’s prime location allows residents to enjoy a myriad of outdoor activities, from sun-soaked days on the beach to exhilarating water sports. Whether you’re kayaking, paddleboarding, or simply lounging on the shore, the waterfront lifestyle here is nothing short of idyllic. Additionally, Sleepy Lagoon is conveniently situated near local shops, restaurants, and recreational facilities, ensuring that all your needs are just a stone’s throw away.

Families will appreciate the excellent schools in the area, while nature enthusiasts will delight in the nearby parks and nature trails. With a welcoming community atmosphere and a variety of social events, Sleepy Lagoon is not just a place to live; it’s a place to thrive.

Discover your dream home in Sleepy Lagoon, where every day feels like a vacation and the beauty of Florida’s coastline is right at your doorstep. Embrace the lifestyle you've always desired and make Sleepy Lagoon your new home today!

Newest Sleepy Lagoon Homes with Beach Access Water Frontage

6603 Gulfside Road, Longboat Key
$15,900,000
5 Beds ⋅ 6 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Just steps from the sand along Longboat Key’s prized coastline, the construction of a modern architectural showpiece is now complete and ready for living the ultimate lifestyle. Majestically poised on over a third of an acre, this modern residence’s visual presentation was intentionally and expertly planned with no detail overlooked. Expansive walls of glass take full advantage of the dramatic Gulf views that stretch across the horizon and set the stage for viewing memorable sunsets in brilliant hues of yellows, oranges and reds. The sophisticated coastal aesthetic has been cohesively designed to evoke a peaceful ambiance, captivate the senses, and create harmonious spaces that inspire and uplift. This exceptional beachfront estate offers a light-filled floor plan of 4,925 sq. ft. and provides five bedrooms, six baths, an executive office and a den. Encompassing nearly 1,000 sq. ft., the living, dining and kitchen area is simply breathtaking with walls of glass on two sides and cerulean blue water panoramas stretch as far as the eye can see. Style and comfort easily flow throughout the residence with its crisp clean lines and spacious open areas filled with natural light, balanced by organic materials and earthy neutral tones to create an open, airy ambiance. From sleek Walker Zanger porcelain tile to custom cabinetry and polished nickel fixtures, the finishes are top-tier. The kitchen façade is artistically impressive and features everything you’d expect in a home of this caliber with a large waterfall-edge island and premium Sub-Zero and Wolf appliance package including double ovens, induction cooktop, and full-size temperature-controlled wine storage. The owner’s retreat is a true showstopper with floor-to-ceiling glass sliders that open wide to a sweeping terrace perched high above the water. Inside, the suite offers a fully customized wardrobe room and a resort-inspired bath featuring tiled walls, a walk-in shower with multiple heads, a freestanding designer tub, dual floating vanities, and a private water closet. Upstairs, an executive office and three generous bedroom suites—each with its own walk-in closet—gives plenty of space for family or guests. A fourth bedroom shares a cozy den, perfect for lounging or movie nights. This incredible residence is well suited for entertaining, whether enjoying small intimate gatherings or hosting elaborate sunset soirees. The enormous ground-level outdoor space is highlighted by a 36-foot lap pool, sun shelf, heated spa, and a fully equipped summer kitchen with a grilling station. Additionally on this level are a three-car garage, an outdoor shower, and an elevator to all 3 levels plus a staircase in a glass enclosed entry. Living along the water’s edge introduces magical nuances with the dawning of every new day. The sights and sounds in one of nature’s most beautiful settings will lull you into peaceful bliss. Life on the water is truly a dream come true—a place to be cherished and appreciated for years to come.

6603 Gulfside Road, Longboat Key
6151 Gulf Of Mexico Drive, Longboat Key
$7,595,000
3 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
One hundred feet of Gulf frontage, three-quarters of an acre, and a house designed by Michael O’Donnell, in the spirit of the Sarasota School of Architecture style, to make the most of this property. Elevated above the pool and garden, almost every room is open to the water. Floor-to-ceiling glass spans the entire Gulf side, so the horizon is part of the room from morning through sunset. Balconies float above the screened pool and gardens. The outside is welcomed inside. The floor plan is an H shape, and it works the way a house like this should. On one side, the living room and dining room enjoy high ceilings, and a staircase wraps around an elevator. There’s also a flex room with its own balcony, and half bath, which could be a guest retreat, a study, or whatever you need it to be. On the other side are three bedrooms, two baths, and laundry; quiet and private. The primary suite opens to a Gulf-facing balcony and has a walk-in closet and ensuite bath. The second bedroom has an east-facing balcony for coffee in the morning sun. The third bedroom is tucked between them with south-facing windows. The kitchen acts as a bridge between the two sides of the house, with walls of windows to the east and west and a breezeway running beneath. Open and spacious; light crosses it all day, and so does the breeze. It features a Viking range and a long island with a vivid blue countertop. Beneath the house, you’ll find a two-car garage and a large storage room, ready to become a workshop, gym, or additional garage space. A private path leads to your deeded beachfront. Newly planted landscaping, an outdoor shower, a gas hookup for grilling, and rooftop solar complete the picture.

6151 Gulf Of Mexico Drive, Longboat Key
6061 Gulf Of Mexico Drive, Longboat Key
$7,900,000
5 Beds ⋅ 6 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
This stunning Gulf front gated Estate property boasts a beautifully almost one acre landscaped setting with a long, elegant paver driveway leading to a spacious six-bedroom, six-bathroom home. Designed with a bright and airy interior, the home features ten-foot ceilings and expansive glass windows that invite natural light into every room. The open floor plan creates a seamless flow, perfect for modern living and entertaining. The property also includes a detached one-bedroom, one-bathroom casita, offering privacy and versatility. Step outside to enjoy the sparkling Gulfside pool, ideal for relaxation or gatherings. A two-car garage provides ample storage, and the location offers convenient access to both the beach and boating, making it a true coastal paradise.This gated estate is located on the most beautiful walking beach plus offers extraordinary privacy. The location is a short distance away from the shopping and dining on St Armands Circle and Anna Maria. Longboat Key Club is also minutes away with golf, tennis, pickleball and other club amenities.

6061 Gulf Of Mexico Drive, Longboat Key
660 Penfield Street, Longboat Key
$2,693,000
3 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
From the moment you enter, the effect is unforgettable. Dramatic floor-to-ceiling windows create an immediate WOW factor, drawing your eye out to the tranquil canal, your own 55’ dock and expansive view of mangroves. An abundance of natural light and a sense of openness defines this special residence. Completely reimagined and extensively rebuilt inside and out between 2022 and 2026, this is far more than a traditional renovation. Every space reflects a thoughtful approach to contemporary design, with attention to details. From the stunning custom kitchen featuring sleek European-inspired cabinetry, Bosch appliances, quartz waterfall island to the sophisticated lighting, impact resistant windows and doors, wide-plank wood-look porcelain tile flooring throughout and beautifully updated bathrooms to the resort-style 34’ pool plus expansive covered outdoor entertaining area, a new metal roof, this distinctive property offers the appeal of contemporary luxury in one of Longboat Key’s most desirable island settings.

660 Penfield Street, Longboat Key
6529 Gulfside Road, Longboat Key
$15,000,000
5 Beds ⋅ 5 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Be renewed and inspired by this striking Gulf-front residence in an exclusive island community, featuring an impressive 100 feet of direct beachfront. Renovated and redesigned in 2025 to offer seamless indoor-outdoor integration and wide, unobstructed Gulf views, the setting is simply spectacular. This sophisticated contemporary masterpiece captures the relaxed spirit of beachfront living through clean lines, organic textures, and a crisp, minimalist aesthetic, creating a space that feels airy, bright, and deeply connected to nature. Interior layouts embrace high ceilings and expansive open-plan living zones that share light across the entire footprint through vast expanses of glass. The distinctive 6,660-square-foot beach house blends rigorous structural engineering with minimalist design to celebrate the coastal environment. Luxury finishes and fixtures include Louis XIV champagne White Oak floors, Dennis & Leen custom chandeliers and sconces, and a custom Murano glass chandelier. The living room, dining room, and kitchen span nearly 1,200 square feet of open living, enhanced by a dramatic two-story ceiling and seamless access to the oversized lanai. Multiple sets of triple-glazed sliders open wide, dissolving the boundaries between indoors and out and creating a dramatic setting for effortless entertaining, relaxed gatherings, and unforgettable open-air living. In addition to mesmerizing tropical views and a light-drenched workspace, the extraordinary kitchen and butler’s pantry feature marble counters and high-end appliances, including a Wolf double-range oven, a Wolf steam oven, an integrated Sub-Zero refrigerator and freezer, and two Sub-Zero beverage refrigerators. Elevated to showcase the 180-degree unobstructed horizon views, a glamorous primary suite offers an exquisite bath surrounded by plush comfort amenities, with gorgeous vistas dominating the space. Two additional en-suite bedrooms, a third bedroom currently used as an office with a bath, and a loft library with a long wall of built-in bookcases offer plenty of room for everyone to unwind and rejuvenate at day’s end. The ground-floor space has 2 garage doors for vehicle and water-toy access, an elevator to the second and third levels, a huge lounge with abundant seating, a large-screen TV, an adjoining exercise room, and 2 mini-split air conditioners dedicated to this enormous ground-level space. Notable features throughout the house include 5 full bathrooms, a laundry room with marble counters and flooring, a water filtration system and softener, a Generac generator, a security system with ten cameras, and a Sonos audio system. Outdoor living is integral to this exceptional beachside residence, with multiple levels designed to capture breathtaking water panoramas and embrace the surrounding beauty. Spanning the entire Gulf-facing façade, a covered ground-level patio, a second-level lanai, and a third-level balcony create an effortless progression of spaces for relaxing, entertaining, and enjoying spectacular sunsets. A truly exceptional beachside retreat, 6529 Gulfside Road delivers a refined coastal experience that embraces everything that makes Florida living so extraordinary. From its spectacular setting to its thoughtfully designed spaces, every element celebrates the beauty, ease, and allure of Gulfside living. *Variance in place and plans drawn for 1,000 sq. ft. guest house and pool, making the square footage over 7,500 under air.

6529 Gulfside Road, Longboat Key
795 Marbury Lane, Longboat Key
$3,295,000
5 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
This stunning, elevated coastal home is the epitome of luxurious island living. A waterfront paradise offering dreamy views from multiple rooms. From the moment you arrive at the gorgeous pecky cypress double doors, your eye goes immediately to the elevated pool and spa and an outdoor kitchen overlooking the wide canal with views of Sarasota Bay. It’s location (only 2 in from the bay) allows you to be on the boat and in the Intracoastal waterway in mere moments, and with no fixed bridges to the Gulf of Mexico your day out on the water is an easy escape. Unique Mediterranean architecture bathed in beautiful natural light through the many windows and doors make for effortless indoor-outdoor flow. A beautifully remodeled kitchen features top-tier appliances, and a generous island, making it perfect for both intimate family dinners and grand-scale entertaining. Multiple levels for bedrooms and baths make for great privacy for you and your guests. When you’re ready to really relax, the luxurious primary suite serves as a private sanctuary on the top level and is complete with its own covered waterfront balcony with a fire pit. Situated in a true neighborhood with no high rises, and just a short stroll from the neighborhood beach access, your daily routine of quiet beach walks and nightly sunsets make this a rare opportunity to own a true piece of paradise.

795 Marbury Lane, Longboat Key
614 Norton Street, Longboat Key
$2,794,900
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
523 Juan Anasco Drive, Longboat Key
$1,690,000
4 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four bedrooms and a complete top-to-bottom renovation. New hurricane-rated windows and doors ensure safety, and two brand-new air conditioning units—still under warranty—keep you cool. A tankless water heater, just three years old, provides endless hot water. In the garage, there’s a Mitsubishi AC dehumidifier, and the roof was replaced in 2026, giving you peace of mind. The kitchen is fully outfitted with Wolf and Sub-Zero appliances, and every bathroom has been completely remodeled. You’ll find extra storage in the garage, and deeded beach access means the sand is just moments away. Beyond the home, the location is unbeatable. You’re right across from the island’s pristine white sand beaches and close to golf, tennis, and the Longboat Key Club. You’re also a short drive from Anna Maria’s restaurants and bars. And if you love the outdoors, you can paddleboard, boat, kayak, and enjoy the island’s abundant wildlife—all right at your doorstep. This home offers both elegance and adventure, all in one stunning package.

523 Juan Anasco Drive, Longboat Key
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
771 Marbury Lane, Longboat Key
$2,400,000
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
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
6500 Gulfside Road, Longboat Key
$1,449,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
6500 Gulfside Road in Longboat Key...A Rare Opportunity to Build Steps from the Beach. Welcome to an exceptional chance to create your own coastal sanctuary on one of Longboat Key’s most treasured streets. Situated just steps from the powder-soft sands and turquoise waters of the Gulf of Mexico, this vacant parcel at 6500 Gulfside Road offers over 10,500 square feet of prime, buildable land—an expansive canvas for your dream beach residence. Perfectly positioned on the serene and coveted north end of the island, this homesite places you directly across the street from deeded beach access, allowing you to enjoy daily sunrise strolls, sunset vistas, and the restorative rhythm of the waves within moments of your doorstep. Whether envisioning a contemporary coastal masterpiece, a refined modern retreat, or a timeless island-style estate, this generous lot provides the space, flexibility, and setting to bring your architectural vision to life. Surrounded by mature tropical landscaping and tucked into a quiet residential pocket, the property offers an exceptional sense of privacy while remaining close to the best of Longboat Key living. A short walk or quick bike ride leads you to the charming shops and waterfront dining of the north end, including Mar Vista and Shore. Nearby, you’ll also find the natural beauty of Joan M. Durante Park, world-class boating and kayaking opportunities, and the gentle, unspoiled beaches that make this stretch of the island so beloved. With no home to remove, no renovation required, and immediate readiness for your builder, this parcel stands out as a true turnkey opportunity for those seeking to streamline the process of creating a custom coastal estate. Public utilities are available, and the generous dimensions of the lot provide ideal placement options for a pool, elevated living areas, lush landscaping, and outdoor entertaining spaces designed to capture Gulf breezes. Longboat Key continues to be celebrated for its low density, remarkable natural beauty, and refined lifestyle—offering the perfect blend of tranquility, sophistication, and recreation. Downtown Sarasota, St. Armands Circle, Anna Maria Island, and world-class cultural venues are all easily accessible, yet the property remains wonderfully peaceful, making it an exceptional location for a primary residence, seasonal getaway, or investment opportunity.If you’ve been searching for the ideal homesite to build a coastal haven that reflects your personal style and captures the magic of life near the Gulf, 6500 Gulfside Road presents a rare and rewarding opportunity. With its oversized footprint, unparalleled proximity to the beach, and charming north-end setting, this property invites you to create a life defined by sunlit mornings, barefoot afternoons, and unforgettable sunsets—just across the street from one of Florida’s most breathtaking shorelines. Your piece of paradise awaits.

6500 Gulfside Road, Longboat Key
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