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$18,990,000
6 Beds ⋅ 9 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
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.

612 Juan Anasco Drive, Longboat Key
$17,500,000
7 Beds ⋅ 10 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Simply The Best!! For MLX Data purpose.

6633 Gulf Of Mexico Drive, Longboat Key
$17,500,000
6 Beds ⋅ 8 Baths ⋅ Longboat Key Club SubDv. ⋅ 34228 Zip Code
Regent’s Court: The Pinnacle of Luxury on Florida’s West Coast Regents Court: Where Legend Meets Luxury Beyond the gates of the Longboat Key Club lies an estate that doesn’t just live — it performs. A dramatic masterpiece perched on Florida’s west coast, this estate commands over an acre of pure beachfront with 150 feet of unspoiled Gulf frontage, where sky and water fuse in ever-changing hues at dawn and dusk. Your arrival is nothing short of cinematic: majestic wrought-iron gates part to reveal a sweeping driveway paved in artistic stone, each curve leading closer to the heart of the home. A side-entry garage, cavernous in its capacity, hides generous storage; beside it, a full-house generator promises unbroken comfort even when the world goes dark. Inside, every surface and silhouette feels sculpted for impact. Cream marble floors echo with light. Designer lighting drapes each room in mood and elegance. Premium stainless steel appliances anchor a gourmet kitchen, with a bar area that’s built for both intimate soirées and lavish celebrations. Across stately arches, French doors open into an office and dining space. Ascend via elevator through all four levels, each floor unveiling rooms with cathedral ceilings, balconies with sweeping views over the Gulf. The two-story library has custom woodwork. Adjacent to the large primary bedroom is the super-master bath with both tub and shower framing the Gulf in panoramic glory. On the second living level are three guest suites with private porches that render a daily spectacle — mornings bathed in soft dawn light over the sand dunes and the Gulf, evenings lit by fading sun dancing across the waves. French doors open wide, blurring the boundary between indoors and the beach. The third living level includes an all inclusive guest quarters—your private sky-retreat. Two bedrooms, two baths, a full kitchen, a spacious living and TV room. From its large, sweeping porch, the views stretch across Sarasota Bay and the Gulf’s glassy expanse. By day the Bay shimmers under sunlight, by dusk the city lights begin their soft glow. This is a space where family, friends—or guests—can escape, entertain, or simply soak in nature’s most breathtaking performances. Outside is not secondary, but rather the heart of this sanctuary. Lush tropical landscaping surrounds the estate. There is a NCAA lap pool with motorized cover, a deck edged with gas torches, fire pits that flicker under the stars. There’s an outdoor ice tub plus an outdoor kitchen with refrigerator and a gas grill. A special gym on the second floor is cooled to perfection, central control at your fingertips. Roll-safe shutters provide safety without sacrificing style. At every moment, this home evokes a rare elegance — you’re not just observing the sunset over the Gulf, you are enveloped by it. Minutes from Sarasota, St. Armand’s Circle, Anna Maria — yet here, time moves differently, more luxuriously. This is not just a home. This is a legacy.

865 Longboat Club Road, Longboat Key
$14,500,000
5 Beds ⋅ 6 Baths ⋅ Longboat Key Club SubDv. ⋅ 34228 Zip Code
sale purposes only

801 Longboat Club, Longboat Key
$14,000,000
10 Beds ⋅ 22 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Sought after slice of beachfront paradise on the exclusive island of Longboat Key. Rarely available 2 acre property with 200 feet of beach frontage on the Gulf of America. Currently it hosts a quaint inn featuring ten suites and one cottage, all had been renovated with timeless old Florida decor. The property is surrounded by tropical blooms , lush foliage, vine covered arbors, swaying palm trees, a private gazebo, and a heated swimming pool. Amazing opportunity for a new development, or alternatively a chance to easily bring the property back to its recent glory. The property has been approved to build two single family homes or a six unit luxury Condominium. This fantastic location is near the growing number of top restaurants and attractions . Walk to Harry's Euphemia Haye, Lazy Lobster, new local favorite Lo' Key or stroll over to the bay at Durante Park. All this is just a short drive to the renowned shopping, dining and cultural attractions of St Armands Circle, as wells Downtown Sarasota and Anna Maria Island. So many possibilities for this location, location , location !

5581 Gulf Of Mexico Drive, Longboat Key
$13,505,000
5 Beds ⋅ 6 Baths ⋅ Lighthouse Point SubDv. ⋅ 34228 Zip Code
This bespoke crafted casually elegant furnished residence is in the exclusive gated Lighthouse Point waterfront enclave of just 16 custom residences at the southern tip of Longboat Key. Lighthouse Point is a peninsula nestled on a deep-water boat basin at the edge of the Intracoastal Waterway and New Pass. This residence has been completely remodeled within the past couple years, taken down to the studs to create the ideal coastal waterfront estate. Longfield Fitzgerald of Atlanta oversaw the interior design. The improvements included new impact glass windows and doors throughout and a new tile roof. The furnishings are chosen to make the space comfortable for both relaxing seaside living, as well as hosting family and guests. No detail has been overlooked. The first level includes an open floor plan with a living, family and dining room with a separate media room, and the fifth bedroom with double bunk beds for the little ones. Entering this stunning home, you are welcomed into a grand space, and beyond the beautiful kitchen with island seating, that includes the La Cornue French gas range as the focal point. The living and family rooms each have a gas fireplace. The main floor rooms overlook an expansive terrace and large heated pool with sun shelf chaises, back yard with plenty of space for games, private beach, and the Gulf of Mexico. Take the stately staircase or elevator to the second floor where the primary bedroom and three en-suite guest bedrooms are. The primary and two of the guest suites connect to a wide terrace overlooking the Gulf and Longboat Pass. Enjoy the Gulf’s vibrant sunset skies from the primary suite with spacious bedroom living space, meticulously appointed spa-like bath area, three walk-in closets and gas fireplace. There is a three-car side entry garage with room for storage. Down the street at the community dock is a new 16,000lb boat lift. Owners in the Lighthouse Point neighborhood enjoy their own tennis court plus the nearby gulf front beach, easy access to the Resort at the Longboat Key Club and the Links Golf Course and fitness center with famed St. Armand’s Circle shopping and dining district just over a mile away. Sarasota and its famed arts and entertainment is just 5 miles away. .

70 Lighthouse Point Drive, Longboat Key
$10,250,000
5 Beds ⋅ 6 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code
Introducing one of the most exclusive penthouses ever to come to market at L’Ambiance at Longboat Key Club. A rare chance to own a sky-high sanctuary in one of the most prestigious beachfront communities. Set against a backdrop of panoramic views stretching from the Gulf of Mexico to Sarasota Bay and the downtown skyline, this residence redefines coastal luxury. Spanning nearly 5,000 square feet, this move-in ready, impeccably maintained home is as functional as it is breathtaking, with a flexible 5-bedroom layout designed to comfortably accommodate large families or multiple guests. Whether you're hosting holidays, entertaining friends, or simply spreading out in style, this remarkable property delivers space, privacy, and elegance in equal measure. Step inside to discover soaring 13-foot ceilings, dramatic floor-to-ceiling windows, and multiple skylights that flood the home with natural light and amplify the spectacular, unobstructed views. Two expansive 75-foot terraces, one facing east, one west, offering private outdoor living with no neighboring buildings in sight, ideal for morning coffee, sunset dinners, or simply taking in the coastal breeze. The floorplan is both impressive and inviting, featuring a generous great room, formal dining area, office, bonus room and a spacious eat-in kitchen. The wet bar and great room area are perfect for relaxed evenings or lively gatherings, all set against the backdrop of sea and sky. The primary suite is a true retreat, featuring an en-suite bath, walk-in closet, and a nook perfect for your Peloton. Four additional bedrooms offer plenty of flexibility for guest suites. Additional perks include two prime garage parking spaces, an oversized climate-controlled storage room, and a private wine locker, ensuring effortless, secure living L’Ambiance offers true resort-style amenities: 24-hour security, concierge service, elevator access to your private foyer, guest suites, a heated lap pool and spa, Har-Tru tennis courts, a clubhouse with fitness center and sauna, and direct beach access. All of this, tucked behind the gates of the Longboat Key Club and just minutes from St. Armands Circle and the cultural epicenter of downtown Sarasota. A property of this scale, quality, and location is a rare find. A remarkable opportunity to step into elevated beachfront living, today.

435 L Ambiance Drive Unit PH-J, Longboat Key
$9,975,000
5 Beds ⋅ 7 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
A Gulf-Front Masterpiece on Longboat Key! This stunning Gulf-front estate is perfectly placed on nearly an acre of pristine Gulf-front property along the shoreline on Longboat Key. With direct Gulf frontage, this architectural masterpiece offers more than 6,900 square feet of refined interiors and panoramic views that stretch endlessly across the Gulf of Mexico. Designed for both privacy and grand-scale entertaining, the residence balances timeless craftsmanship with recent enhancements including a 2025 primary bath remodel, newer French doors, and resort-style pool and spa with natural gas heating and fire pit. From the moment you arrive through the circular drive, the home’s elegant façade, manicured landscaping, and elevated design make a commanding first impression. Inside, expansive living areas are defined by travertine and hardwood flooring, soaring coffered ceilings, crown molding, and walls of glass framing breathtaking views. The open floor plan flows effortlessly from the formal living and dining rooms to the family room and gourmet kitchen, designed for effortless entertaining. The chef’s kitchen showcases custom wood cabinetry, granite counters, a large island, high-end appliances, double ovens, and a breakfast nook overlooking the Gulf. The main-floor primary suite offers a serene retreat with direct beach views, its own private terrace, dual walk-in closets, and a spa-like new bath featuring dual vanities, stone counters, and a freestanding soaking tub. A private elevator connects all levels, including a versatile second-story loft, media room, and four additional bedrooms (some en-suite) providing ample comfort for family and guests. The outdoor living space defines Florida luxury—complete with an expansive travertine deck, heated pool and spa, summer kitchen, and multiple covered terraces designed for dining and relaxation. Enjoy vibrant sunsets over the Gulf from nearly every vantage point. The property also features new hurricane-rated French doors, a whole-house generator with raised platform, and a three-car side-entry garage with guest parking. Located on the prestigious north end of Longboat Key, this gated estate offers the perfect balance of seclusion and accessibility. Stroll along miles of private beach or take a short drive to the Longboat Key Club, offering championship golf, tennis, and fine dining. Just minutes away, St. Armands Circle and downtown Sarasota offer a vibrant mix of boutique shopping, art galleries, and acclaimed restaurants. With world-class marinas, cultural landmarks, and pristine beaches within reach, this exceptional residence captures the very best of Sarasota’s luxury coastal lifestyle. Offering an unparalleled combination of design, craftsmanship, and Gulf-front serenity, 6001 Gulf of Mexico Drive stands as a statement of timeless coastal elegance—where every sunset feels like home.

6001 Gulf Of Mexico Drive, Longboat Key
$9,500,000
5 Beds ⋅ 6 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Experience the ultimate in beachfront living with this extraordinary 1.6-acre estate on Longboat Key, offering a rare 156 feet of direct frontage along the Gulf of Mexico. Embrace breathtaking water views and spectacular sunsets from every room and multiple balconies. The grand living room features soaring cathedral ceilings and dramatic walls of glass that frame the elevated pool deck with an infinity-edge pool, spa, and endless Gulf views beyond. A private, gated entrance and stately drive lead to a dual staircase entry, setting a tone of sophistication upon arrival. Inside, neutral finishes throughout the approximately 5,600 square feet of living space provide an easy canvas for personalization. Recent upgrades, including a fully modernized electrical system with enhanced lighting, a new HVAC system, an updated dining room, freshly painted interiors and exterior railings, refinished balconies, high-efficiency washers and dryers, and a state-of-the-art entertainment system ensure the home is up-to-date in both style and technology. Garage space under the home can accommodate up to nine vehicles. This solidly built concrete block home did not sustain any damage from recent storms. Don’t miss this opportunity to own this exceptional beachfront retreat, offering breathtaking views, serene privacy, and refined luxury. The canal side property with boat lifts and dock directly across the street is also for sale offering the opportunity to own both properties beachside to bayside.

5919 Gulf Of Mexico Drive, Longboat Key
$8,625,000
4 Beds ⋅ 5 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code
Longboat Key's iconic, award winning, "Summer House" by Architect John Potvin, Builder Murray Homes and Landscape Architect Michael A. Gilkey. Perched on 260 feet of waterfront, one of the most coveted point lots in Country Club Shores with Deeded Beach Access, this coastal contemporary offers views across Sarasota Bay, the city skyline, and the Ringling Bridge. 2016 Home and Seawall. Designer-furnished and move-in ready, the pinnacle of waterfront luxury. Built with resilience and sophistication, the home and garage are elevated above flood impact levels and experienced no water intrusion throughout recent storm events. The property also benefits from a second, engineered seawall that strengthens the foundation and supports the outdoor terraces, offering both structural security and enduring coastal comfort. Enjoy a 63’ Trex dock with a 14,000-lb lift, 3,000-lb kayak/paddleboard elevator, water and electric, and outdoor shower. A 260' vinyl seawall and breakwater, completed in 2016, ensures peace of mind and lasting stability. Inside, 4,553 sq. ft. of refined living space showcases craftsmanship and advanced technology, including a full-home Lutron system, Windoor 8100 sliders, Doors In Motion wall systems, and a comprehensive security network. Luxurious limestone flooring on the main level, engineered white oak flooring upstairs, cypress outdoor ceilings & soffits, Level 5 drywall, and warm walnut beams. The main living area impresses with soaring 11’4” ceilings and a dramatic two-way natural gas fireplace. The dining room continues the understated luxury with walnut detailing, automated shades, and its own fireplace. The chef’s kitchen is a culinary showpiece, featuring Cristello quartz countertops, walnut veneer cabinetry, Miele appliances, induction cooktop, warming drawer, Grohe filtration, veggie sink with disposal, and a smart dumbwaiter connecting to the second floor. Outdoor living is unparalleled. A 350-sq-ft covered terrace boasts Turkish, Alexander Cream limestone flooring, Wolf grill, marble countertops, refrigeration, big-screen TV, and retractable openings for seamless indoor-outdoor entertaining. An Infiniti edge saltwater pool with tanning shelf and gas fire bowls create a breathtaking setting. The first-floor owner’s suite with a private balcony, custom walnut headboard with pop-up TV, and a spa-inspired bath featuring floor-to-ceiling marble, dual sinks, heated floors and towel racks, double shower, and a walnut walk-in closet with built-in safe. Upstairs, a striking glass-and-walnut floating staircase leads to 10’ ceilings, a versatile 4th bedroom with built-in bunk beds, wet bar, refrigeration, dumbwaiter access, and two fully opening walls to covered and open-air terraces. Pocketing glass doors, Pecky cypress ceilings, Infratech heaters, sweeping skyline views sun terrace for relaxing or entertaining. Every room has an open Bay view. terrace access. Additional luxury features include a dedicated laundry room, powder room, 2-car garage with golf cart charging, epoxy flooring, built-ins, and a natural-gas generator supporting 400-amp service. This is a rare convergence of architectural brilliance delivering Sarasota living at its most elevated and effortless.

600 Wedge Lane, Longboat Key
$8,350,000
6 Beds ⋅ 7 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
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!

6477 Gulfside Road, Longboat Key
$8,000,000
4 Beds ⋅ 5 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
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.

6161 Gulf Of Mexico Drive, Longboat Key
$7,700,000
5 Beds ⋅ 6 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota’s most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance, this five-bedroom home stirs the senses. Completely redesigned by renowned architect Clifford Scholz, construction was completed in October 2023 after two years. This home is filled with top of the line finishes that merge with a thoughtful floorplan and an endless list of custom touches. Set on a dreamy corner lot with basin frontage that leads straight into Sarasota Bay, the outdoor experience was perfected by award-winning landscape architect Michael A. Gilkey. Upon entering the foyer, your eyes are immediately drawn to the oil rubbed, hand scrapped wood floors and extensive woodwork throughout the entire home. The formal living room, anchored by a custom wormy butternut bar, coffered ceilings with hidden air vents and speakers and a wealth of french doors, which leads directly to the outdoor living room, protected by retractable screens and shutters. Enter the chef’s kitchen complete with Viking and Subzero appliances, Italian soapstone countertops, custom Campbell cabinetry, Miele built-in coffee station and ice maker in the beverage center, and two concealed Cove dishwashers. Rounding out the kitchen is the butler’s pantry with additional refrigerator, laundry, and custom cabinetry for storage of all your entertaining essentials. Enjoy morning coffee in the connected family room with gas fireplace and built-in bookshelves and cabinets. Conveniently located steps away is the large outdoor kitchen with grill, power burner, smoker, and custom dining table for twelve. Large media room contains custom leather theater seating and wet bar. Under the staircase is the climate controlled 506-bottle wine cellar with old-world marble floor. The breathtaking dining room includes custom built furniture imported from Italy, Juliet balcony, and wet bar. Two bedrooms finish out the first floor, one complete with custom built-in office. The pool bath has floating wood counters made from antique wooden boat slabs imported from France, mother of pearl shower wall tiles, and Waterstone fixtures. The primary suite is serene and spacious and opens to its own private terrace. Winding down every day becomes a cherished ritual in the primary bath which boasts large copper tub and Waterstone fixtures throughout, imported crema tile in zero clearance wet room that contains rain head, two handhelds, marble bench, and electronic privacy glass. The large ensuite closet is fully custom with mahogany wood slab island. A second-level primary bedroom offers an ensuite bath and its own private terrace. There is an efficiency bedroom, complete with ensuite bath with tub, and kitchenette with full-size fridge. The back yard pampers with a resort-like experience with pool with sun shelf, spa, custom firepit, outdoor shower and dog wash, and pet turf. The HOA maintains the seawall. The boat lift, jetski lift, and corresponding pilings are new, along with new Azek PVC decking material. Other notable items: 36,000 KW Kohler generator which powers the entire residence, Lutron smart home system, laundry room on each level of the home, three-car garage, and hidden retractable electronic Lutron shades throughout.

501 Harbor Point Road, Longboat Key
$7,650,000
3 Beds ⋅ 4 Baths ⋅ Aria Longboat Key SubDv. ⋅ 34228 Zip Code
Rarely available 3-bedroom residence in Aria Longboat Key! This luxury waterfront home is among only 16 residences in this exclusive, boutique community. The home is perfect for entertaining with its spacious and open floor plan, including a private lap pool on the deck. Enjoy the bright, airy feel from the natural light pouring in through the floor-to-ceiling windows. The terrace offers expansive views of the glistening Gulf of Mexico.

2251 Gulf Of Mexico Drive Unit 204, Longboat Key
$7,650,000
4 Beds ⋅ 5 Baths ⋅ Aria Longboat Key SubDv. ⋅ 34228 Zip Code
Step into unparalleled elegance with this stunning 4-bedroom, 4.5-bathroom beachfront condo, where modern sophistication meets coastal serenity. This exclusive fully furnished residence boasts floor-to-ceiling windows that fill the space with natural light and showcase breathtaking panoramic Gulf views from every angle. Designed for ultimate privacy and comfort, the unit features direct elevator access, a private 3-car garage, and a private pool for a truly elevated lifestyle. Entertain effortlessly in the state-of-the-art movie theater room or relax in your expansive living area surrounded by stylish, high-end finishes. The gourmet kitchen flows seamlessly into spacious open plan living and dining areas, while each bedroom offers en-suite bathrooms and custom detailing. The lavish primary suite includes huge his and hers walk-in closets and a spa-like bath retreat. This is more than a home—it’s a statement of luxury.

2251 Gulf Of Mexico Drive Unit 203, Longboat Key
$6,700,000
3 Beds ⋅ 4 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code
Choice Southwest corner- enjoy sunrise to sunset views! Welcome to L’Ambiance, where every day is a holiday. — This residence is the gem of all jewels, a Crown of Coastal Elegance and the epitome of refined luxury living! Discover the true essence of a sophisticated coastal lifestyle at L’Ambiance, where every detail has been meticulously curated to offer unparalleled elegance, comfort, and breathtaking beauty. Nestled just moments from the prestigious Longboat Key Club, residents enjoy access to 45 holes of championship golf, world-class tennis, exquisite dining, a rejuvenating spa, and the second-largest marina on Florida’s west coast. This extraordinary residence is a masterpiece of architectural brilliance and contemporary design, thoughtfully and recently updated to perfection. Step inside this Southwest corner home and be captivated by sweeping panoramic vistas that stretch from the shimmering waters, with sunsets over the Gulf of Mexico, Sarasota Bay, and the vibrant downtown skyline, as well as sunrise and moonrise. These awe-inspiring views set the perfect backdrop for a lifestyle of effortless sophistication and tranquility. Your journey begins with a private elevator that opens directly into a stunning, updated home, featuring windows and sliding glass doors that meet the latest hurricane code. Enjoy a 3,380 sq. ft. sanctuary, where light floods through expansive floor-to-ceiling glass sliders, illuminating an open-concept living and dining area that seamlessly combines style with functionality. Designed for entertaining and everyday living alike, the sleek interiors feature a chef-inspired kitchen with a captivating waterfall-edge island—truly the heart of the home and a testament to culinary artistry. The residence boasts three generously sized bedrooms en-suite, thoughtfully positioned in a split layout to ensure maximum privacy and serenity. The primary suite is a private retreat flooded with natural light and features sliding glass doors that open onto a spacious terrace. Here, you can enjoy your morning coffee while soaking in stunning vistas of the Gulf of Mexico and Siesta Key in the distance. The en-suite primary bathroom is a spa-like sanctuary, offering an indulgent escape with views of the gulf and luxurious finishes and fixtures. We also have a versatile bonus room wing that offers additional space with queen-size bunk beds for children or a private retreat. L’Ambiance offers unrivaled amenities designed to elevate every aspect of luxury living. Residents enjoy a 24-hour manned gated community, concierge service, security, an on-site manager, a resort-style heated Olympic-size pool and spa, a state-of-the-art fitness center, outdoor BBQ areas, three social rooms, and three overflow guest suites available on a first-come, first-served basis. Included are 2 upper-level under-building parking spaces and storage. This pet-friendly community is dedicated to making every detail perfect, delivering a lifestyle that is as effortless as it is extraordinary.

415 L Ambiance Drive Unit A801, Longboat Key
$6,500,000
3 Beds ⋅ 5 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code
This highly desirable southwest corner Royal floor plan, expertly renovated throughout by the high end construction firm Voigt Brothers, offers 180 degree panoramic views from the azure Gulf waters to Sarasota Bay and the downtown city skyline. Exiting the private elevator into the grand foyer leads to an expansive great room with new floor-to-ceiling impact sliders framing breathtaking azure water views. The chef’s kitchen was opened to enhance the Gulf and City views and equipped with top-of-the-line the SubZero, Wolf, and Cove appliances. Adjacent to the kitchen, the breakfast nook boasts big City views and also provides a breakfast/coffee station with refrigerated drawers and access to the southeast facing terrace. The great room combines the spacious dining room area with a 22’X 35’ living space, a built-in wet bar with ice maker and wine refrigeration, and access to the wraparound terrace. Owners are fully pampered in the luxurious primary suite offering two walk-in closets, dual water closets, multiple vanity stations, Hydrosystems soaking tub, separate shower with multiple shower heads and decorator features that must be seen in person. The primary bedroom showcases Gulf water views, access to the wraparound terrace and chic cove lighting. Both guest rooms are ensuite with walk-in closets - one offering southeast views of the Bay and City, the other with direct Gulf views. A versatile 9X16 bonus room can serve as an office, storage or extra bedroom. This unit comes with TWO side by side premium garage parking spaces, a wine locker and additional storage locker. The residences at L’Ambiance are free floating with no common walls between units for ultimate privacy. L’ Ambiance amenities include 24 hour concierge service, gated security, resort-style heated pool & spa, 2 private Har-Tru tennis courts, state-of-the-art fitness and club rooms, several guest suites for extended family use and an onsite resident manager. Located just minutes from St. Armands Circle with its shopping and dining attractions as well as the cultural hub of downtown Sarasota.

415 L Ambiance Drive Unit A701, Longboat Key
$6,400,000
2 Beds ⋅ 3 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
A rare opportunity to own the largest two-bedroom floor plan at the exclusive St. Regis Longboat Key. This premier corner residence offers sweeping views of the Gulf of Mexico, Sarasota Bay, resort grounds, and the tropical saltwater lagoon from its expansive wraparound terrace. Flooded with natural light, the spacious living room is ideal for entertaining, complete with a custom bar and beverage refrigerator. The chef’s kitchen is designed with Poggenpohl cabinetry, Wolf and Sub-Zero appliances—including double ovens, gas cooktop, refrigerator, microwave, and dishwasher. An outdoor Wolf gas grill extends the culinary experience to the terrace. The owner’s suite is a private retreat with floor-to-ceiling glass framing breathtaking Gulf views. A morning bar enhances the space, while a custom Closet Envy wardrobe offers exceptional storage. The spa-inspired bath features dual vanities, two private water closets, a walk-in shower, and a soaking tub with stone surround. The ensuite guest bedroom, also with custom built-ins, opens to the terrace for seamless indoor-outdoor living. Designer finishes throughout, curated by Marc Michaels Interior Design, deliver timeless sophistication. Residents of The St. Regis Longboat Key enjoy world-class amenities, including a private clubhouse with fitness center, resident-only pool and spa, and signature St. Regis Butler and Concierge services. Resort offerings extend to an oceanfront spa, beachfront cabanas, diverse dining venues, a lazy river, and a saltwater lagoon alive with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence is more than a home—it is an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment.

1591 Gulf Of Mexico Drive Unit 410, Longboat Key
$6,200,000
2 Beds ⋅ 3 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Experience spectacular Gulf of Mexico vistas from this direct west-facing and exceptionally private residence at The St. Regis Longboat Key. Floor-to-ceiling windows bathe the interiors in natural light and frame unobstructed water views, while the expansive living room provides the perfect setting for elegant entertaining. Step onto the sweeping 878-square-foot terrace—complete with a Wolf gas grill—and enjoy front-row seats to Longboat Key’s world-famous sunsets. The chef’s kitchen is a masterwork of form and function, featuring Poggenpohl cabinetry, Sub-Zero refrigeration, Wolf appliances including double ovens and a gas cooktop, microwave, dishwasher, and a wine/beverage refrigerator. The owner’s suite is a serene retreat with an entire wall of glass overlooking the Gulf and resort grounds. A custom Closet Envy wardrobe ensures abundant storage, while the spa-like bath offers dual vanities, a soaking tub, walk-in shower, and Toto electric commode. The generous ensuite guest bedroom also enjoys Gulf views, custom built-ins, and direct access to the terrace. Finishes throughout, curated by Marc-Michaels Interior Design, embody timeless sophistication. Beyond the residence, The St. Regis Longboat Key offers a collection of world-class amenities designed exclusively for its residents. The private clubhouse features a state-of-the-art fitness center and a resident-only pool and spa. Signature St. Regis Butler and Concierge services set a new standard for luxury living. Indulge in the oceanfront spa, diverse dining venues, and beachfront cabanas, or enjoy family-friendly amenities including a lazy river and a saltwater lagoon teeming with tropical fish, stingrays, and the resort’s resident tortoises. Set on 17 acres of pristine beachfront, and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence represents more than a home—it’s an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment. Begin your journey to Live Exquisite at The St. Regis Longboat Key

1591 Gulf Of Mexico Drive Unit 314, Longboat Key
$6,000,000
2 Beds ⋅ 3 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Perched above the shimmering shoreline, this exquisite two-bedroom, two-and-a-half-bath residence at The St. Regis Longboat Key Resort offers breathtaking panoramic views of the turquoise waters of the Gulf of Mexico and the resort’s serene saltwater lagoon. Designed for both refined comfort and effortless coastal living, the residence showcases exceptional craftsmanship and sophisticated design throughout. A defining feature of this residence is the expansive private terrace, where all principal rooms open seamlessly to the outdoors. Complete with a gas grill, this exceptional outdoor living space provides sweeping views of the Gulf of Mexico and the tranquil lagoon—creating the perfect setting for al fresco dining, entertaining, or simply enjoying spectacular sunsets over the water. The gourmet kitchen is a true showpiece, appointed with sleek Poggenpohl cabinetry and premium appliances including Wolf double ovens, a gas cooktop, microwave, icemaker, and wine refrigerator. A generously sized island provides abundant built-in storage, making the space as functional as it is beautiful. This thoughtfully designed floor plan features two luxurious owner’s suites. The primary suite enjoys stunning views of the Gulf of Mexico and opens directly onto the large terrace. The spa-inspired bathroom features a large double vanity with elegant lighted mirrors plus a separate makeup vanity, two private water closets, a seamless glass shower, and a freestanding soaking tub. Electronic sheers and blackout shades provide effortless ambiance and privacy, while a custom-built closet offers exceptional storage. The second owner’s suite also captures captivating Gulf views and opens onto the terrace. Its spacious bath includes dual vanities with lighted mirrors, a water closet, and custom-built closets. Electronic sheers and blackout shades add both convenience and luxury. Additional highlights include a large laundry room with sink, cabinetry, and hanging rack, as well as an elegantly designed powder room for guests. Offered completely turnkey, the residence is beautifully furnished and enhanced with custom light fixtures throughout, creating a sophisticated yet inviting coastal retreat. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1581 Gulf Of Mexico Drive Unit 406, Longboat Key
$6,000,000
2 Beds ⋅ 3 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Spectacular Gulf of Mexico and Sarasota Bay views from this elegant turnkey furnished two-bedroom corner residence. Designed and furnished by the prestigious Beasley and Henley Interior Design of Winter Park, Florida with bespoke details befitting a private St. Regis residence. The sellers invested over $650,000.00 on the furnishings for this showcase home. Every room is curated with the finest materials, furniture, lighting, wallpaper, window treatments and accessories. This corner residence is flooded with natural light and features a gracious living room complete with built in bar, icemaker and beverage refrigerator for entertaining your esteemed guests. The chef’s kitchen is finished with Poggenpohl cabinetry, top of the line Wolf and Sub-Zero appliances including a double oven, gas cook top, large refrigerator, microwave and dishwasher. Additionally, a large chef’s pantry accommodates all your storage requirements. An outdoor Wolf gas grill makes outdoor entertaining a breeze. Step into the luxurious owner’s suite and be greeted by a wall of floor to ceiling glass windows with exquisite views of the Gulf of Mexico and resort. Enjoy your morning coffee from the elegant morning bar. The bathroom is a spa like retreat with separate vanities, two water closets, a large walk-in shower and soaking tub with stone surround. The generous ensuite guest bedroom with custom built in closets opens to the large wrap around terrace. The interior finishes selected by Marc Michaels Interior design were selected to remain timeless. Electronic black out shades and sheers in the great room and bedrooms provide complete privacy or a subtle light filter. Nestled within the first branded and ultra-luxe 5-star resort on the Gulf of Mexico, The Residences at The St. Regis Longboat Key blend the legendary amenities, including the signature St. Regis butler and concierge services, a world-renowned St. Regis Spa and in-residence dining. Residents enjoy their own private amenities which include a clubhouse, fitness center, pool/spa and beach area. Enjoy your own private amenities while having access to all the resort has to offer. Live like you are on vacation all year long.

1591 Gulf Of Mexico Drive Unit 511, Longboat Key
$5,687,500
4 Beds ⋅ 5 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Experience an unparalleled coastal retreat where the gulf meets impeccable design and technology. Beyond photographs or video, stepping into this home is an invitation to a lifestyle like no other. Boasting direct oceanfront views, crafted by Hughes Design Associates, this residence epitomizes sophistication through its refined neutral palette and innovative smart home integration. Each detail has been meticulously curated, from the luxurious electric drapes that reveal stunning vistas at the touch of a button to the expansive 1,800-square-foot astro-turfed rear patio, ideal for enjoying the sun-drenched ambiance. Every aspect of this residence is designed to elevate daily living. Bask in the Florida sunshine as the residence opens seamlessly to the outdoors, inviting private moments on the game-ready patio, and discover state-of-the-art amenities, including a whole-home water filtration system and a personal steam shower. This end-unit layout is flooded with natural light, enhancing the airy openness of the living spaces, four fully appointed bedroom suites, and a versatile den/office. Every feature speaks of luxury and precision from the Wolf-Sub-Zero appliance suite, quartz countertops and Italian cabinetry to the high-end TOTO electronic toilets with built-in bidets, Waterworks fixtures, frameless walk-in showers, impact-rated floor-to-ceiling windows and sliding doors. Enjoy an outdoor summer kitchen on the main balcony and the convenience of a private two-car garage. Sage on Longboat Key, designed by the renowned Hoyt Architects, is a boutique beachfront community where sophistication and exclusivity meet. With only 16 luxury residences, each home offers unobstructed gulf views and unmatched services, including 24-hour white-glove concierge and security, poolside and beach attendants, and exclusive amenities. The 260 feet of pristine gulf shoreline hosts an oceanfront heated Olympic lap pool, sundeck with chaise lounges, private cabanas, fire pit, and a fully equipped fitness center in a pet-friendly environment. Seize this rare opportunity to reside in Sage on Longboat Key, a sanctuary where luxury seamlessly intersects with cutting-edge technology and coastal elegance, making every day a celebration of refined beachfront living.

4651 Gulf Of Mexico Drive Unit 402, Longboat Key
$5,650,000
5 Beds ⋅ 7 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code
Introducing the newest custom residence by Brista Homes, where exceptional craftsmanship and thoughtful design come together in a limited and highly refined offering. Nestled along a quiet canal in the sought-after waterfront community of Country Club Shores, this 4216 square-foot residence captures the essence of the Longboat Key boating lifestyle. With desirable south-facing rear exposure, tranquil canal views create a peaceful backdrop to daily living, while upper balconies frame beautiful views of Sarasota Bay. The home’s architecture, floor plan, and interior selections were curated by Brista’s in-house design team, drawing on years of experience building on Longboat Key and a deep understanding of what today’s waterfront buyers value most—timeless architecture, premium materials, and seamless indoor-outdoor living. A handcrafted iron pivot entry door framed by natural stone detailing creates a striking first impression. Inside, pocketing glass doors open the main living spaces to a resort-style outdoor setting where a custom salt water pool and elevated heated spa are surrounded by porcelain pavers and lush coastal landscaping. A fully equipped outdoor kitchen creates the ideal setting for entertaining along the water. At the heart of the home, the kitchen blends refined design with exceptional functionality. Custom Italian cabinetry is complemented by a dramatic Quartzite waterfall island and matching hood feature. A premium appliance suite by Miele — including a built-in refrigerator, integrated dishwashers, speed oven, and built in coffee maker — is complemented with a striking 48-inch dual-fuel range. A hidden butler’s pantry and custom wine display add both style and practicality for effortless entertaining. The great room centers around a sleek linear fireplace, creating a sophisticated gathering space. Upstairs, a spacious club room with a media wall and wet bar offers a relaxed setting for evenings with family and guests. Architectural details throughout the home include white oak plank flooring, a dramatic floating staircase, recessed baseboards, and clean modern lines that reflect a refined coastal aesthetic. Modern conveniences include whole-home audio, a whole house generator, multi-zone climate control, and integrated security. Located within one of Longboat Key’s most desirable boating communities, where deepwater canals provide quick access to Sarasota Bay and the Gulf of Mexico, this newly completed custom residence represents a rare opportunity to experience waterfront living defined by thoughtful design, exceptional craftsmanship, and enduring quality.

530 Chipping Lane, Longboat Key
$5,500,000
4 Beds ⋅ 5 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code
590 Birdie Lane is the definition of "having it all" - private, waterfront luxury with bay and beach access - just minutes from vibrant St. Armand's Circle and downtown Sarasota's dining and cultural scene. It's coastal elegance at its best - refined custom interiors and effortless indoor-outdoor living. Perfectly positioned on a rare Longboat Key homesite — one home from open bay — capturing sweeping water views while offering peace of mind and protection that comes with ideal placement and newer construction. Built by John Cannon in 2017, this West Indies–inspired home in desirable Country Club Shores spans nearly 4,300 sf with four bedrooms, four and a half baths, a private office, gameroom and multiple outdoor living spaces. From the moment you enter, there's a feel of sophistication and craftsmanship - evident in the volume and coffered ceilings, extensive wainscoting, quartz-surround fireplace with custom built-ins and expansive walls of 10-foot pocketing sliders that open to turquoise water views. The kitchen is both a statement and a centerpiece - featuring Sub-Zero and Wolf appliances, quartz countertops, an oversized island, and a hidden walk-in pantry. A custom wine bar with Sub-Zero refrigeration enhances the home’s entertaining appeal. The primary suite is a private retreat with access to the pool, tray ceiling and dual custom walk-in closets. The spa-inspired bath showcases a walk-in tiled shower, dual vanities, mother-of-pearl accents and a central soaking tub. The home is designed for privacy for family and guests - with additional upstairs bedrooms offering en-suite baths and generous closets. Outdoor living is equally extraordinary. Coral stone decks, custom wood ceilings on covered patios, and lush tropical landscaping frame the PebbleTec pool with infinity-edge spa, sun ledge and built-in loungers. The designer outdoor kitchen includes grill, sink, and refrigeration - creating a seamless setting for waterfront entertaining. For boating enthusiasts, the deep-water canal frontage includes a composite dock, 16,000-lb lift, kayak launch, and newer seawall — providing immediate access to Sarasota Bay and minutes to the open Gulf. Blending modern resilience with convenience, this home offers an elevator, impact glass windows and doors throughout, 14ft elevation, a generator, tankless water heaters, electronic shades and an air-conditioned garage. This is a rare opportunity to experience elevated coastal living on one of Longboat Key’s most desirable waterfront settings — where panoramic views, beach access and boating convenience converge in a beautifully executed custom residence.

590 Birdie Lane, Longboat Key
$5,450,000
3 Beds ⋅ 5 Baths ⋅ L'Ambiance SubDv. ⋅ 34228 Zip Code
Rare corner Gulf-front residence with expansive wraparound terrace and views. An exceptional residence in L’Ambiance, where sweeping water views and refined coastal design converge. This light-filled corner home is defined by an expansive wraparound terrace, offering multiple seating areas and uninterrupted vistas of the Gulf - creating a seamless connection between indoor and outdoor living. Walls of glass frame the horizon from the main living spaces, enhanced by high-impact glass throughout, where generous scale and an open layout provide an effortless setting for both intimate living and entertaining. The kitchen is thoughtfully designed with extensive custom cabinetry, stone surfaces, and a functional layout complemented by a dedicated dining area. A private split-bedroom plan enhances comfort and separation, while a flexible den or media room offers additional space for guests or a home office. Throughout the residence, polished flooring and plantation shutters add a layer of understated sophistication. This residence includes two garage parking spaces, a private wine locker, and additional storage, offering both convenience and security. L’Ambiance offers a boutique beachfront setting with concierge service, a well-appointed fitness center, three guest suites for visiting family and friends, two Har-Tru tennis courts, and an expansive resort-style pool and spa set within beautifully maintained tropical grounds, all with direct beach access. Ideally positioned on the south end of Longboat Key and adjacent to the Longboat Key Club, with optional membership offering access to championship golf, tennis, marina, dining, and a full-service spa, this is a rare opportunity to experience elevated beachfront living.

415 L Ambiance Drive Unit A301, Longboat Key
$5,350,000
4 Beds ⋅ 4 Baths ⋅ Positano SubDv. ⋅ 34228 Zip Code
Step right into the epitome of Florida beachfront luxury with this stunning first-floor Capri unit on Longboat Key. Nestled within the exclusive Positano community—an intimate 10-acre oasis of just 29 residences—this condo offers a seamless walkout straight to the pristine beach and the azure waters of the Gulf of Mexico. This is Florida living at its finest. The condo features a fantastic wrap-around terrace on the Gulf side, perfect for soaking in the outdoor splendor from morning coffee to sunset cocktails. The primary suite offers direct steps down to the private community pool, while additional terraces off the secondary bedrooms ensure both privacy and gorgeous views. Spanning a generous 3,343 square feet, this true three-bedroom, all en-suite residence boasts a Gulf-front gourmet kitchen with state-of-the-art appliances, an adjacent family gathering area, and an open-plan flow from the living room to the dining space. Floor-to-ceiling windows frame dramatic views of the Gulf and the beach, while beautiful porcelain tile floors, 10-foot ceilings, and crown molding add to the sense of refined elegance. You'll enjoy the convenience of a private, enclosed two-car garage and the exceptional amenities of the owner's club, including a state-of-the-art fitness center, catering kitchen, and a lounge with a fireplace, plasma TV, and surround sound. Outdoors, there's a 75-foot Olympic pool, spa, grilling area, and shaded cabanas, all set amidst lush tropical landscaping. Truly, this condo is as close to the beach as it gets on Longboat Key.

4995 Gulf Of Mexico Drive Unit 500, Longboat Key
$5,300,000
3 Beds ⋅ 4 Baths ⋅ Infinity On Longboat Key SubDv. ⋅ 34228 Zip Code
Embrace unparalleled modern elegance and coastal serenity at Infinity on Longboat Key, where refined architecture meets the timeless beauty of the Gulf of Mexico. This exclusive boutique condominium boasts only 11 meticulously designed residences, offering a private and luxurious retreat for those seeking a sophisticated island lifestyle. From your private elevator, enter a spacious foyer that flows into an expansive living area, where floor-to-ceiling glass sliders frame breathtaking Gulf views. Beyond, a large covered balcony with an outdoor kitchen and multiple seating areas beckons, perfect for alfresco dining amid endless ocean vistas. The open-concept kitchen exudes sophistication through its thoughtful design. Custom cabinetry in warm wood tones pairs beautifully with pristine stone countertops and Italian Britannium backsplash. Premium stainless steel appliances, including a gas cooktop and sleek hood, anchor the space. A central island provides both functionality and visual interest, while elegant pendant lighting and expansive Gulf views elevate the aesthetic, creating an inviting culinary environment that seamlessly blends style and practicality. The exquisite primary suite is a haven of calm, with sliders opening to a private balcony where you’ll awaken to the sound of waves and views of turquoise waters lapping sugar-white sands. The spa-inspired primary bath offers a tranquil escape, featuring dual vanities, a water closet, and a spacious walk-in shower. Thoughtfully designed guest suites ensure privacy and comfort. A versatile flex room provides endless possibilities, whether used as a home office, media room, or den. Additional conveniences include a well-equipped laundry room with ample counter space and storage. This condo comes with two private garages that can fit four cars. Resort-style amenities elevate the living experience with a beachfront heated pool, private spa overlooking the beach, large sun deck, beach access, an outdoor entertainment area, clubhouse with catering kitchen, fitness center, and pickleball/tennis courts. Infinity’s prime location on Longboat Key provides effortless access to St. Armands Circle’s world-class shopping and dining, as well as the vibrant cultural offerings of downtown Sarasota. Golf enthusiasts can enjoy nearby championship courses, while boating enthusiasts have easy access to marinas and coastal waterways.

4765 Gulf Of Mexico Drive Unit B202, Longboat Key
$5,250,000
3 Beds ⋅ 4 Baths ⋅ Positano SubDv. ⋅ 34228 Zip Code
Completely redone with the highest detail to finishes just finished in 2025! Spectacular walkout to the beautiful beach and azure Gulf of Mexico from this first floor beachfront condo that features a private pool and spa. Positano, a 10 acre oasis with only 29 residences, has a full time security and a gated entrance. This is Florida living at its very best! A fantastic wrapping terrace on the gulfside offers outdoor enjoyment from the main living area and master suite with steps leading down to the private pool. Two other terraces off the additional bedrooms with privacy and wonderful views. This true three bedroom all with private baths is 3343 square feet. A Gulf front gourmet kitchen with state-of-the art appliances has an adjacent family gathering area. The open plan flows from the living room area to the dining room and the floor to ceiling windows dramatically overlook the Gulf of Mexico and beach. This home has a private elevator which leads to a home with beautiful wood floors, 10 foot ceilings, crown molding and comes with a private enclosed over size garage. The Owners' Club amenities include a state-of-the-art fitness center, catering kitchen, lounge with a fireplace, Plasma TV and surround sound system. There is a 75 foot olympic pool and spa plus outdoor grilling and shaded cabanas. The grounds are lush with tropical foliage and meticulously maintained

4955 Gulf Of Mexico Drive Unit 101, Longboat Key
$5,150,000
4 Beds ⋅ 6 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code
Virtually Staged. Only ONE BUYER will be the FIRST OWNER! Crafted by an award winning design team, this brand-new coastal contemporary waterfront residence awaits you in the exclusive Country Club Shores community on South Longboat Key. Designed for high performance and easy maintenance, this rock-solid, all block two-story residence with a private elevator provides peace of mind while capturing the essence of easy island living. A fluid open-concept layout is ideal for seamless indoor-outdoor waterfront entertaining. Soaring ceilings with impressive transom glass over casement windows and 10-foot tall sliding glass doors illuminate the interiors with natural light. At the heart of the home, a thoughtfully created gourmet kitchen and wet bar are a showpiece, featuring tailor made modern shaker doors and full panel rift-cut white oak cabinetry. Striking elements include the waterfall island and a dramatic ceiling-height hood, both wrapped in exotic natural Quartzite. A full suite of Wolf & Sub-Zero appliances includes twin 30" refrigerator & freezer towers, an 18" wine tower, under counter beverage centers, wall ovens and a contemporary gas cooktop. The first-floor primary suite is a serene retreat featuring a warm wood-slatted ceiling, expansive glass and a gorgeous bathroom with a freestanding soaking tub, dual vanities and textured porcelain tile accents. An inviting staircase leads to an elevated private home office with a half bathroom. The second floor features a game room with a wet bar and three en-suite guest bedrooms, offering comfort and flexibility complemented by a 30 foot covered balcony overlooking the tranquil water views. Energy-efficient features include variable speed 17 SEER HVAC systems, spray foam insulation and hurricane impact-resistant ES windows and doors. Control4 Smart Home technology provides many conveniences. A host of pre-wired systems—including sound, security, shades and EV charging—can be customized to the buyer's selections. Outside, a brand-new, 100-foot-long, extra-wide seawall protects a resort-style paradise! A four piece French patterned Crema Nova marble decking surrounds the 40-foot linear pool with in-water bench seating, a large sun shelf and a 12 foot wide spa. An elevated lanai with detailed ceilings features an outdoor kitchen, complete with Naturkast marine grade cabinetry, under counter refrigerator and a 42 inch built-in grill offering the perfect retreat for alfresco dining and poolside lounging. All this is just minutes from the extraordinary shopping and dining of St. Armands Circle, the cultural richness of downtown Sarasota, and the world-renowned Gulf beaches of Longboat Key. Seller is offering generous allowances towards custom closets and boat dock design providing an opportunity for the buyer to personalize these features to meet their sytle and preferences!

524 Halyard Ln, Longboat Key
$5,000,000
3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Breathtakingly gorgeous PENTHOUSE level condominium recently and meticulously redesigned to a clean-line ultra-luxury residence with advanced ultra smart-home technology managing the entire home. This rarely available opportunity offers a refined coastal lifestyle with the highest quality for the discerning buyer. The 4400-square foot custom residence features a dramatic private 5300-square foot wraparound terrace with outdoor kitchen and panoramic 270-degree sunrise-to-sunset views of the area including Sarasota Bay, the golf course, Sarasota city skyline, marina, Gulf of Mexico and beach area of Longboat Key. At an understated tasteful level of luxury living, the thoughtfully designed space now offers 3 ensuite bedrooms, an entertainment room, a den or office, living room, dining area, and a large functional kitchen featuring Cucine Ricci cabinetry, Dornbracht fixtures, high-end appliances, and a discreet area containing the butler's pantry, dry bar, and extensive storage. A premium Lutron smart-home system manages lighting, air conditioning, doors, window treatments, plumbing fixtures and electronics enhancing home convenience and elegance. The impressive primary bedroom suite is complete with stunning views, a fabulous dressing room with multiple built-ins, expansive personalized and automated bathroom with heated tile floors & towel racks, and sleek clean-finish tile & minimalist easy-cleaning cabinetry. Each private and spacious guest suite is thoughtfully planned with a complete built-in beverage center, bathrooms with heated floors and private balcony. As an extra bonus this sophisticated penthouse is sold fully furnished with high-end custom furniture tailored to the design. Words cannot describe this extraordinary residence purposefully created with no expense spared and where nothing has been overlooked. It must be experienced to be appreciated. Also included are two deeded parking spaces with Tesla charging station and air-conditioned storage unit. Grand Bay is among Longboat Key’s premier gated communities, offering resort-style amenities including two heated pools, Har-Tru tennis courts, a well-equipped fitness center, clubhouse, and social activities. Residents benefit from on-site management and 24-hour security. Ownership includes deeded access to the private Bay Isles Beach Club, featuring a Gulffront pavilion, grilling areas, and beautiful sandy beaches. Located within the Longboat Key Club, residents have the option to join golf, tennis, and social memberships, all just minutes from the boutiques and dining on world-renowned St. Armands Circle, downtown Sarasota’s cultural attractions and Harbourside Marina. Appraisal available.

3030 Grand Bay Boulevard Unit PH3101, Longboat Key