Location: Sleepy Lagoon, Longboat Key
Do Not Show Listings
569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228
$1,700,000163 Days on yellowkey MLS ID: A4669634
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2804 Built: 1996Monthly Fee: $3 Tax: $22,111 (2024)Community: Sleepy Lagoon ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$22,111
Elementary School: Anna Maria Elementary
High School: Bayshore High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: $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.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Marta Altizer (941-383-7591)
550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228
$1,295,00040 Days on yellowkey MLS ID: A4683082
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1758 Built: 1977 Tax: $6,151 (2025)Community: Sleepy Lagoon ParkSingle Family
Taxes:$6,151
Tax Year: 2025
Remarks: 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 DEEDED 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.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Dean Hinterstoisser (941-726-0314)
530 DE NARVAEZ DR, LONGBOAT KEY, FL 34228
$4,795,000166 Days on yellowkey MLS ID: A4669195
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4106 Built: 2025 Tax: $12,064 (2024)Community: Sleepy Lagoon ParkSingle Family
Taxes:$12,064
Remarks: New Construction - Discover the epitome of waterfront luxury with this newly built home in the heart of Longboat Key—competitively priced and move-in ready. Nestled along a private canal, this 4-bedroom plus den, 4,106 sq ft residence blends contemporary sophistication with coastal appeal. Designed for effortless indoor-outdoor living, the home boasts two spacious lanais, a private pool and spa, and an elevated foundation at 9.5 feet for added peace of mind. Boaters will enjoy concrete canal bulkhead with quick access to the Gulf of Mexico, perfect for endless days on the water. Inside, the home features engineered hardwood flooring, sleek quartz countertops throughout, a large walk-in pantry, and the convenience of dual laundry rooms. Set in a tranquil, private location just minutes from Longboat Key’s renowned beaches, golf courses, and upscale dining, this home is a rare gem. Don’t miss your opportunity to own a waterfront retreat in one of Florida’s most sought-after coastal communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Joshua Freed (941-577-5121)
501 NORTON ST, LONGBOAT KEY, FL 34228
$3,250,00032 Days on yellowkey MLS ID: A4683196
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3042 Built: 1994 Tax: $25,276 (2025)Community: Sleepy Lagoon Park 2Single Family
Taxes:$25,276
Elementary School: None
High School: None
Middle School: None
Remarks: 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.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
6489 GULFSIDE RD, LONGBOAT KEY, FL 34228
$13,995,00079 Days on yellowkey MLS ID: A4677413
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 6616 Built: 2026 Tax: $42,641 (2025)Community: Sleepy LagoonSingle Family
Taxes:$42,641
Remarks: 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. 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.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Nicholle Mckiernan (941-928-2922)
761 NORTON ST, LONGBOAT KEY, FL 34228
$4,390,00073 Days on yellowkey MLS ID: A4677200
Bed: 4 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4674 Built: 2004 Tax: $14,281 (2024)Community: Sleepy Lagoon Park 2Single Family
Taxes:$14,281
Remarks: Tucked along a quiet canal in Longboat Key’s Sleepy Lagoon Park, 761 Norton Street delivers the kind of waterfront lifestyle that’s increasingly rare—equal parts boating-centric, resort-style, and built for hosting at scale. With 4 bedrooms, 4 ensuite baths, 3 half baths, and 4,674 square feet under air, the home is thoughtfully designed for those who want space and flexibility without sacrificing flow, comfort, or privacy, ideal for multi-generational living, extended stays, and entertaining without compromise. Constructed for exceptional strength and durability, this home offers solid concrete block walls on all levels with reinforced rebar, and hurricane-rated windows and doors. A travertine foyer filled with natural light and a planter with water feature sets the tone, complemented by a 5-stop elevator. This home features smart home functionality. The living level features an open-concept eat-in kitchen, appointed with wood cabinetry, stainless steel KitchenAid appliances, a beverage cooler, and cooktop, created to serve both everyday ease and elevated entertaining. Designed to maximize indoor-outdoor living, the home opens to a travertine pool deck anchored by an infinity-edge pool and spa, an outdoor shower, and an outdoor kitchen with a Coyote grill, a true backyard retreat that feels like a private resort. For boating enthusiasts, the property’s canal-front setting is enhanced by a 28,000-lb boat lift and lift for two jet skis, offering exceptional convenience for water access and day-to-day coastal living. Inside, architectural details add warmth and dimension, including a two-tone tray ceiling, travertine fireplace, and curated art niches along the hallway. Guest accommodations are generous and private, including multiple en-suite bedrooms with walk-in closets. One suite offers a walk-in shower and vanity, while another features a more spa-like bath with a Jacuzzi tub, dual vanities, a walk-in shower, and a water closet with a bidet. Adding to the home’s standout appeal is its rare, mirrored design, featuring an additional living level with a second kitchen/bar/living arrangement, as well as matching guest suites, creating two complete living experiences under one roof. Whether hosting seasonal guests, accommodating extended family, or simply wanting room to spread out, the layout provides the ultimate “together-but-separate” lifestyle. Additional highlights include a 4-car tandem garage, solid, poured concrete construction and a prime Longboat Key location. Experience the best of island living at this canal-front address featuring seamless access to the Bay, Intracoastal Waterway and Gulf waters. Just minutes away from St. Armand’s Circle, the new St. Regis, downtown Sarasota, and Anna Maria Island, you’re perfectly positioned near celebrated restaurants, boutique shopping, and culture. And from your own dock, the boating lifestyle becomes part of everyday life, with restaurants visible across the way and just a quick boat ride from home, it’s easy to head out for lunch, sunset cocktails, or a spontaneous evening on the water.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
600 DE NARVAEZ DR, LONGBOAT KEY, FL 34228
$2,750,00073 Days on yellowkey MLS ID: A4679376
REDUCED by $50,000 (1.8%) on 04/03/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1971 Built: 2023 Tax: $26,241 (2024)Community: Sleepy Lagoon ParkSingle Family
Taxes:$26,241
Middle School: W.D. Sugg Middle
Remarks: The Future of Luxury Living on Longboat Key! Discover this newly constructed coastal retreat that sets the standard for modern waterfront living. Located on the private north end of Longboat Key, this turnkey-furnished residence is a sanctuary of style & elegance. Soaring 16-foot driftwood ceilings create an atmosphere of warmth and grandeur, while large impact glass sliders connect you seamlessly between indoor and outdoor living. From the porcelain tiles, custom cabinetry, quartzite countertops in the kitchen to the Italian glass vanities in every bathroom, this home has been constructed with every detail in mind. Enjoy customizable Lutron lighting, automatic shades, built in surround sound system, and a Brinks alarm system with CCTV cameras to protect it all. Looking outdoors, a fire pit, outdoor grill, luxury pool & spa with a waterfall, newly installed dock & 10,000 lb boat lift await you. Built to withstand the elements, this flood-resistant home remains untouched by storms & was powered throughout the storms with it's own generator, offering peace of mind and unmatched durability. Experience the perfect fusion of luxury, privacy, and coastal charm—schedule your private tour today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
616 LYONS LN, LONGBOAT KEY, FL 34228
$1,175,00011 Days on yellowkey MLS ID: TB8490318
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1755 Built: 1972 Tax: $11,177 (2024)Community: Sleepy Lagoon Park 2Single Family
Taxes:$11,177
Remarks: 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.
Listing is courtesy of: ROOST REALTY INC. (813-326-2569)
Listing Agent: Steve Barthelemy (813-943-2841)
6477 GULFSIDE RD, LONGBOAT KEY, FL 34228
$8,850,000187 Days on yellowkey MLS ID: A4666887
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5862 Built: 2002 Tax: $109,385 (2024)Community: Sleepy LagoonSingle Family
Taxes:$109,385
Remarks: 100' of direct beach and gulf frontage..... Welcome to Paradise! Experience the ultimate in Longboat Key and Gulf-front luxury with this spectacular nearly 6,000 sq. ft. beachfront estate on Longboat Key. Perfectly positioned on a pristine stretch of white-sand shoreline, this gorgeous beach home offers unobstructed, panoramic views of the Gulf of Mexico from nearly every room in the home. Also featuring over 3,000 sq. ft of under-roof outdoor relaxation and entertainment space. Designed for family gatherings and beach front fun, this is the perfect beach home for tranquil coastal living. This beach home features 6 bedrooms, 6.5 bathrooms, a den and a family room, as well as a stunning 24' x 24' rooftop sun deck. Built in 2002, this waterfront beauty offers many unique details like the Mahogany front door, elevator to all 3 levels, all new exterior paint and interior paint, and best of all three expansive levels of outdoor living space, each capturing the beauty of daily sunsets and unobstructed Gulf and beach views. At the heart of your beachfront oasis is a newly refurbished resort-style pool and new paver patio, framed by swaying palms and endless water views. Just steps beyond the pool is access to your 100' of private beach frontage leading directly to the soft sand and crystal-blue Gulf waters. The main level Owner's suite is large, with direct and unobstructed Gulf and beach views. The kitchen is spacious and open, with top-of-the-line appliances and direct Gulf and beach views to enjoy while you cook. The guest bedroom suites are all spacious, with ensuite bathrooms and great Gulf and beach views from every bedroom. Whether you’re seeking a serene retreat or an entertainer's dream, this exceptional Longboat Key residence delivers unparalleled beauty, privacy, and a front-row seat to Florida’s most breathtaking coastline. Hurry up and get here, the views are spectacular!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Robert Delaney (941-315-3185)
635 MARBURY LN, LONGBOAT KEY, FL 34228
$1,945,00054 Days on yellowkey MLS ID: A4681616
REDUCED by $50,000 (2.5%) on 04/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2446 Built: 1958 Tax: $22,205 (2024)Community: Sleepy Lagoon Park 2Single Family
Taxes:$22,205
Remarks: Come savor laid-back luxury and the island lifestyle that Longboat Key is known for in this tranquil, seaside retreat. AND listed more than $100,000. under a current appraisal! This home is a decorators dream! Completely remodeled with a brand new kitchen, all new flooring, 4 bedrooms and 3 baths in an open and inviting space. The line is blurred between indoor and outdoor living with a gorgeous sparkling pool just beyond the mahogany French doors, surrounded by tropical plants and situated on a fabulous canal. For the boaters, you have a 14,000 lb. lift and no fixed bridges to the Gulf of Mexico, making your day on the water an easy experience. Nightly sunsets at the neighborhood beach is just a short walk away and something to make a regular habit of! A short distance to multiple restaurants, shopping, 12 miles of biking paths, and the incredible Joan Durante Park on the Bay only add to the remarkable quality of life living on an island can provide. When you’re ready for something more, St.Armands Circle and the cultural mecca of Downtown Sarasota is just a short drive away. This extraordinary home is a true island paradise you must come see.
Listing Agent: Jodene Moneuse, Pa (941-302-4913)
501 DE NARVAEZ DR, LONGBOAT KEY, FL 34228
$1,068,375257 Days on yellowkey MLS ID: TB8398888
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1708 Built: 1972 Tax: $13,238 (2024)Community: Sleepy Lagoon ParkSingle Family
Taxes:$13,238
Remarks: Some homes whisper. Others make a statement. 501 De Narvaez Drive commands attention—with bold architecture, elegant updates, and a prime waterfront location that elevates the Florida lifestyle into something exceptional. Nestled on a quiet corner lot in the coveted Sleepy Lagoon Park neighborhood, this home is your gateway to prestige, privacy, and the purest form of coastal living. Spanning 1,708 square feet of refined single-story living, this 3-bedroom, 2.5-bath residence is a masterclass in modern comfort and timeless materials. Designed with block construction and finished in stucco with a durable metal roof, the home is as solid as it is stylish. Inside, terrazzo flooring sweeps across the entire home, providing a sleek and enduring foundation underfoot. Enter into a light-drenched open floor plan, where the layout has been carefully crafted for entertaining, lounging, and effortless day-to-day living. The living room flows into a dining space and gourmet kitchen—outfitted with stone counters, solid surface tops, a spacious island, and stainless steel appliances including a convection oven and cooktop. Whether you’re entertaining guests or enjoying a peaceful morning coffee, every room connects you to the water and the outdoors. The primary suite is an owner’s haven, complete with a walk-in closet and full bath featuring a tub/shower combination. Two additional bedrooms—each with walk-in closets—offer comfort, functionality, and flexibility. A second full bath, half bath, and spacious laundry area provide all the elements of ease and convenience. But what truly defines this home is what lies beyond the doors. A private, heated pool, enclosed within a screened lanai, becomes your year-round sanctuary. The oversized covered deck is perfect for afternoon shade or sunset cocktails. And then there’s the water: with direct canal access to the Intracoastal Waterway, this home is a dream for boaters. The 2022 composite dock and concrete seawall are in pristine condition and ready for your vessel. No HOA means you can live your way, and with 1-month minimum leases allowed (rental license required), this property also offers incredible short- or long-term rental potential. Add in a two-car garage, central air, electric heat, public water/sewer, and fiber optic internet, and you have every modern amenity at your fingertips. This is more than just a home—it’s a statement of lifestyle. A bold, beautiful, and rare opportunity to own in one of Longboat Key’s most established and beloved communities, just moments from world-class beaches, golf, fine dining, and everything the Sarasota area has to offer. For the visionary buyer who seeks distinction, privacy, and water access—501 De Narvaez is where your story begins.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
771 MARBURY LN, LONGBOAT KEY, FL 34228
$2,500,00019 Days on yellowkey MLS ID: A4686401
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3016 Built: 1985 Tax: $24,092 (2025)Community: Sleepy Lagoon Park 2Single Family
Taxes:$24,092
Remarks: One or more photo(s) has been virtually staged. 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.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Holly Switow (941-735-3186)
6381 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$5,995,00073 Days on yellowkey MLS ID: A4678978
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4224 Built: 2021 Tax: $94,565 (2025)Community: Sleepy LagoonSingle Family
Taxes:$94,565
Remarks: One or more photo(s) has been virtually staged. Welcome to a once-in-a-lifetime opportunity to own a sleek, modern coastal estate on one of Longboat Key’s most coveted stretches of sand. Perfectly situated on a rare double lot on the beach side of Gulf of Mexico Drive, this architectural gem incorporates uninterrupted, panoramic views of the Gulf. This completely turnkey furnished 4,420 square foot home has 4 bedrooms, 5 bathrooms and includes many upgrades showcasing incredible style. With nothing ever to be built in front, those golden sunsets and turquoise seas can be yours to savor forever. Built in 2021 with no expense spared, this home is a fortress of strength. Designed for durability by a structural architect, this home is constructed entirely of concrete utilizing sheer walls and concrete block combined with over-engineered pilings for peace of mind. Reglet trim has been achieved by utilizing metal steel framing , providing longevity and function. Inside, dramatic Euro-wall sliders blur the boundaries between indoors and outdoors, leading to a wraparound terrace that offers sweeping 260-degree views. A stunning elevated infinity-edge pool and spa, an outdoor shower and a fire table provide endless enjoyment. Level 5 drywall, oversized porcelain tile floors, and high design finishes elevate every corner. The main living level features a dazzling chef’s kitchen with European lacquer cabinetry, quartzite counters, and top-of the-line appliances: a 48” Sub-Zero fridge, 48” gas range, two ice makers, wine fridge, microwave drawer, natural gas service and more. Lutron LED lighting enhances the crisp, contemporary ambiance. The outdoor living is equally luxurious utilizing matching porcelain tile and a walnut-lined covered terrace to flow seamlessly from the interior. The top floor is a true penthouse master suite, leading to a self-contained oasis. The spa-like bathroom includes a soaking tub, a huge walk in shower and Gulf views from every room. An additional 1,150 square foot upper patio deck is framed by huge sliders allowing true indoor/outdoor living. In addition there is a second laundry room and kitchenette creating an amazing sanctuary. Whether used as a private refuge or separate guest quarters, this space can be closed off from the rest of the home, allowing the second floor, which includes 3 bedrooms and 3.5 baths, to be independently rented while preserving your own private haven. Three garages accommodate up to 9 vehicles, a gym and recreational toys. Leading outside is a large open area providing room to add a pickleball court or putting green. Beyond is over an acre of public land owned by the town of Longboat Key insuring your forever Gulf views. Additional perks include an elevator, two-zone A/C, dual laundry setups, gas tankless water heater, and electronic shades throughout. Currently operating as The Sea Grape Inn, this home offers income potential without sacrificing privacy, making it a rare hybrid of luxury retreat and smart investment. Step from your door to the sugar-white sands of Longboat Key and experience the pinnacle of Gulf-front living.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
601 NORTON ST, LONGBOAT KEY, FL 34228
$1,649,00048 Days on yellowkey MLS ID: A4682110
4 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2956 Built: 1986Community: Sleepy Lagoon Park 2Single Family
Taxes:
Tax Year:
Remarks: Under contract-accepting backup offers. PRICE REDUCTION! Coastal elegance meets relaxed island living in this beautifully renovated and fully furnished Key West–style waterfront retreat on Longboat Key. Offering boating, beach, and three bedrooms and three full baths, this thoughtfully designed home also features a private guest/in-law suite complete with its own full bath and kitchenette—ideal for extended stays or visiting family and friends. Step outside to your own tropical oasis, where a heated in-ground pool and expansive paver lanai create the perfect setting for alfresco entertaining. The well-protected canal frontage includes a private dock with boat lift, water, and electric, providing effortless access to Sarasota Bay, the Intracoastal Waterway, and the Gulf. Boating enthusiasts will appreciate the direct, easy navigation, while beach lovers will enjoy the nearby neighborhood beach access just a short stroll away. Inside, the open great room floor plan showcases plank wood flooring, a cozy fireplace, and an expansive Florida room overlooking the water. The well-appointed kitchen features gas cooking and generous workspace—perfect for the home chef. The spacious main-level primary suite offers a walk-in closet and private en-suite bath, while a separate guest bedroom and adjacent full bath provide comfort and privacy. On the ground level, the fully appointed in-law / guest suite opens directly to the pool and lanai area and includes a full bath and new kitchenette. A versatile bonus space offers endless possibilities—game room, fitness studio, hobby space, or additional lounge area. Recent improvements include a new roof, Florida room addition with impact windows, Hardie board siding, in-law / guest suite kitchenette cabinets and appliances, and more. Lush tropical landscaping, raised planting beds, a kayak launch, paver drive and walkways, privacy fencing, and a welcoming front porch complete the exterior appeal. Located in the friendly Norton Street neighborhood, residents enjoy a voluntary social homeowners association with regular gatherings—one of the many reasons this is considered one of the island’s most desirable year-round communities. Waterfront luxury. Easy boating. Close to the beach. 601 Norton is your opportunity to embrace the very best of island living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Michael Seamon (941-586-1802)
552 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228
$999,99959 Days on yellowkey MLS ID: A4680786
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1846 Built: 1960Community: Sleepy Lagoon ParkSingle Family
Remarks: Imagine living the coastal lifestyle only dreams are made of! Wake each morning to the sunrise over your local beach—just a short stroll down the street—where you can sink your toes into sugary white sand, take an early walk, or collect seashells along the shore. Return home to enjoy coffee outdoors by your heated pool, relaxing on the deck as tranquil water views set the tone for the day. Take a refreshing dip, then unwind as nature’s canvas unfolds before you, with shifting light and brilliant shades of blue and azure. In the evening, hop on your boat from your backyard and cruise effortlessly to waterfront restaurants and sunset destinations. With a 20,000-lb boat lift, personal watercraft lift, and a 40-foot dock on a deep-water canal, you’ll enjoy immediate access to Sarasota Bay, the Intracoastal Waterway, and the Gulf—with no fixed bridges along the way. End your days with breathtaking sunsets as the sky ignites in color, dolphins play, and manatees glide by. Inside, the home offers an optimal floor plan ready for your personal touches. The spacious eat-in kitchen features an expansive island perfect for casual entertaining, complemented by new stainless-steel appliances. A wall of sliding glass doors seamlessly blends indoor and outdoor living, filling the home with natural light and water views. All main living areas open to the pool and outdoor spaces. Recent updates include a new AC system and a recently refinished pool. The home offers three bedrooms and four baths, with the flexibility to modify the layout or easily add a fourth bedroom. A wood-burning fireplace adds warmth and charm to the living room. Located on the barrier island of Longboat Key, this exceptional property is perfectly suited for the most discerning buyers. Enjoy nearby golf, pickleball, boutique shopping, and dining, with St. Armands Circle and downtown Sarasota just minutes away. Convenient access to SRQ Airport makes this an ideal full-time residence or luxury vacation retreat. Call today to schedule your private showing and experience coastal living at its finest.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kathy Cahill (941-807-3565)
6161 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$8,995,000186 Days on yellowkey MLS ID: A4665992
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4224 Built: 1997Community: Sleepy LagoonSingle Family
Remarks: Gulf front Masterpiece with Bayside Boathouse and 12klb lift Experience the pinnacle of coastal living at this unparalleled Gulf-to-Bay estate on Longboat Key, where 100 feet of private, sugar-white beachfront meets the rare luxury of a deeded bayside boathouse—a coveted feature seldom available on the island. For the discerning boater, this exceptional amenity includes a 12,000-lb lift and upgraded dockage on tranquil Sarasota Bay, allowing seamless access to open water adventures while preserving the serenity of Gulf-front living. Architecturally envisioned by Clifford M. Scholz and brought to life by Perrone Construction, the residence is a timeless fusion of coastal elegance and enduring craftsmanship. Elevated concrete block construction, a newly installed metal roof, and impact-rated windows ensure peace of mind, while expansive verandas and elevated terraces provide panoramic views of the Gulf, Bay, and captivating sunsets. Spanning three levels with elevator access from garage to top-level owner’s suite, the home’s interior is equally refined 4BR/4,224sf (7,758sf total) - anchored by a gourmet kitchen with Sub-Zero, Viking, and Neff appointments, and graced with fluid indoor-outdoor spaces designed for both grand-scale entertaining and quiet personal retreats. The primary suite is a sanctuary unto itself, featuring dual walk-in closets, spa-inspired bath, and breathtaking views of the Gulf from its private balcony. The ground level offers over 2,600 sq ft of flex space, ideal for a collector’s garage, home gym, or additional guest accommodations. Outdoors, the Gulf-front pool deck with summer kitchen invites year-round al fresco living, while a private path leads directly to one of Florida’s most pristine beaches. Perfectly positioned on North Longboat Key - near Anna Maria Island, St. Armands Circle, and downtown Sarasota, this rare estate offers absolute privacy without sacrificing access to the region’s finest dining, shopping, and cultural experiences. This is not simply a beachfront home—it is an irreplaceable legacy property offering the best of both Gulf-front tranquility and Bayfront boating. Private showings by appointment only for qualified buyers.
Listing Agent: Steve Walter (941-809-0907)
614 NORTON ST, LONGBOAT KEY, FL 34228
$3,200,00066 Days on yellowkey MLS ID: TB8470030
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 4676 Built: 1994Community: Sleepy Lagoon Park 2Single Family
Remarks: Experience exceptional waterfront living in this impressive canal-front estate on coveted Longboat Key, offering deep-water boating, a private dock, and quick, easy access to the open Gulf. Perfectly positioned on a saltwater canal just moments from the beach, this residence delivers an outstanding coastal lifestyle for boating enthusiasts and luxury buyers alike. Spanning just under 4,700 square feet, the home features six generously sized bedrooms, five and a half baths, a private elevator, and a rare four-car garage, providing abundant space for family, guests, and storage. Expansive balconies extend across the entire rear of the home, creating multiple outdoor living areas ideal for entertaining, relaxing, and enjoying tranquil water views. The primary suite offers its own private balcony overlooking the canal. Outdoor living is enhanced by a sparkling in-ground pool and ample space for waterside enjoyment. Boaters will appreciate the deep-water canal, private dock, and efficient access to the Gulf. Inside, the home showcases a true chef’s kitchen featuring a gas range, double ovens, dual wine refrigerators, two dishwashers, stunning granite countertops, abundant cabinetry and storage, and a large walk-in pantry. An oversized island with seating for six anchors the space, ideal for casual dining and entertaining. A formal dining room, multiple living areas, and abundant natural light create a welcoming yet sophisticated atmosphere. A secondary kitchenette and game room area provide added flexibility for entertaining, extended guests, or multi-generational living. Conveniently located close to Longboat Key’s renowned beaches, dining, and shopping, this exceptional property offers a rare opportunity to enjoy luxury waterfront living with boating access, generous living space, and refined coastal comfort in one of Florida’s most desirable island communities.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Tracey Johnson (813-767-2067)
701 MARBURY LANE, LONGBOAT KEY, FL 34228
$1,500,000277 Days on yellowkey MLS ID: A4657604
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2246 Built: 1993Community: Sleepy Lagoon Part No 2Single Family
Remarks: Welcome to Bougain Villa, your Tropical Island Oasis on a deep water canal leading to secluded sandbars, the turquoise waters of the Gulf of Mexico, and several nearby waterfront restaurants. From the moment you arrive at this magical property, Zen Vibes will calm the mind and put it's whimsical spell on you. Lush plantings, perfectly positioned sitting areas, a private cocktail pool and a custom dock flanked by native mangroves surround this elevated Charmer. Perfectly updated and decorated for maximum pleasure, the vaulted ceilings, clerestory windows providing lots of natural light, and huge back deck enhance the inviting living space and make this home perfect for entertaining indoors & outdoors. Cherry wood cabinetry, a cozy breakfast bar, granite tops, gas range and stainless steel appliances enhance the private kitchen which overlooks the comfortable family room. The primary suite with it's vaulted ceilings and wood floors is totally tucked away, and it's spa-like bathroom with dual sink, separate shower and jetted tub is a perfect retreat highlighted by natural stone and Travertine finishes. The guest bedrooms offer sunrise views, vaulted ceilings and cozy wood flooring and share a Moroccan inspired bathroom. The pecky cypress ceilings, indirect lighting throughout the living space and the colorful interior design and decor are truly special and the enclosed workshop, garage space and gardening sheds below provide additional room for fun. Easy access to miles of Longboat Key's pristine sugar sand beaches where neighbors gather to enjoy spectacular sunsets or just to enjoy a relaxing beach day. The convenience of nearby casual & fine dining, shopping and a short drive to Anna Maria Island's popular night life spots, as well as the Longboat Key Club with resort style amenities, make this the perfect island location for anyone dreaming of living the coveted Florida lifestyle. So come and discover your coastal adventures today on Florida's most prestigious barrier island.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Rudek Stark, Pa (941-920-0303)
612 JUAN ANASCO DR, LONGBOAT KEY, FL 34228
$22,500,000396 Days on yellowkey MLS ID: A4643123
Bed: 6 Bath: 8.0 Liv Area Sq Ft: 9243 Built: 2024Community: Sleepy Lagoon ParkSingle Family
Remarks: Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage, this stunning property offers panoramic views of Whitney Bayou and Harris Canal and provides the ultimate waterfront lifestyle. With 9,243 square feet of air-conditioned living space and a total of 21,562 square feet on over an acre of pristine land, this estate is a masterpiece of design and craftsmanship. Designed in the timeless British West Indies style, this home showcases vaulted ceilings, extensive trim detailing, white oak floors throughout, and two fireplaces, creating an ambiance of elegance and warmth. The expansive covered patios and porches invite you to embrace the serenity of waterfront living, while the heated pool and an impressive 13' x 13' hot tub serve as the ultimate retreats. A custom outdoor fire pit, two outdoor kitchens, and indoor and outdoor pool tables elevate the entertainment experience. For boating enthusiasts, this estate is unrivaled, featuring four low-profile boat lifts—the largest accommodating vessels up to 30,000 pounds, the second suitable for a vessel up to 20,000 pounds, and the third and fourth lifts each with a 5,000-pound capacity, ideal for jet skis, kayaks, and paddle boards. Located just 10 minutes from the Gulf of Mexico by boat and 5 minutes to Shore and Mar Vista restaurants, this is the perfect haven for life on the water. Inside, the Wolf Sub-Zero appliances provide top-tier performance in a gourmet kitchen built for culinary excellence. A Control4 smart home system offers seamless automation throughout, while HVAC-equipped garages ensure comfort year-round. The multiple garages can accommodate up to 9 cars, and the massive driveway can host 20+ vehicles. The residence boasts six spacious bedrooms, each with an en-suite bathroom, plus an additional full bath and two half baths. Designed for both productivity and leisure, the home features his and hers offices, a media/theater room, a fully equipped gym, sauna, golf simulator, tackle garage, and a workshop. A private guest suite with a separate entrance includes a kitchenette, dining room, living room, bedroom, and bathroom, offering a luxurious retreat for visitors. With two state-of-the-art elevators, expansive landscaping, and a maintenance-free turf yard, this estate blends modern convenience with natural beauty. Ideally located near pristine beaches, world-class shopping, and gourmet dining, this estate is the epitome of waterfront elegance and exclusivity. Experience the pinnacle of coastal living—this is truly paradise found.
Listing Agent: Charles Buky (941-228-6086)
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