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1485 Gulf Of Mexico Drive Unit 202, Longboat Key
$1,190,000
2 Beds ⋅ 3 Baths ⋅ Players Club SubDv. ⋅ 34228 Zip Code
RARE BEACHFRONT OPPORTUNITY! Discover luxury coastal living at The Players Club on coveted South Longboat Key! Ideally situated in Preferred Building 1-A, directly next door to the prestigious St. Regis Longboat Key Resort and The Longboat Key Club with 45 holes of golf, this pristine, extensively renovated 2-bedroom, 3-bath residence offers an exceptional combination of location, elegance, and value. The beautifully remodeled kitchen and all three bathrooms feature new fixtures and designer finishes, complemented by raised ceilings throughout, new interior doors, decorative molding, updated door hardware, plantation shutters, hurricane-impact windows and sliding glass doors, a new water heater, and a freshly resurfaced outdoor deck. Beautifully designer styled and offered turnkey furnished, this residence is ready to enjoy from day one! Building 1-A offers one of the closest walks to the beach and some of the community's lowest monthly fees. Resort-style amenities include a 70-foot heated Gulf-front pool, heated spa, children's pool, four Har-Tru tennis and pickleball courts, putting green, BBQ and fire pit gathering areas, and a newly renovated clubhouse and fitness center with steam room, library, entertainment room, and catering kitchen. Additional features include 24-hour guard-gated security, on-site management, covered under-building garage parking, and lush tropical landscaping. This intimate community of just 134 residences is ideally located near the Longboat Key Club, St. Armands Circle, and Sarasota's exceptional dining, shopping, arts, and cultural attractions. An exceptional beachfront address, extensively renovated, beautifully furnished, and ready to enjoy—your Longboat Key paradise awaits!

1485 Gulf Of Mexico Drive Unit 202, Longboat Key

500 Harbor Cove Circle, Longboat Key
$11,850,000
5 Beds ⋅ 6 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
A remarkable expression of modern waterfront architecture, 500 Harbor Cove Circle is a newly constructed estate in the final stages of completion within the private Harbor Section of Bay Isles on Longboat Key. Combining sophisticated contemporary design, protected deep-water boating, and exceptional craftsmanship, the residence offers a rare opportunity within one of Longboat Key’s premier gated waterfront communities. Positioned behind the double gates of Bay Isles and directly across from The St. Regis Longboat Key Resort, the property enjoys convenient proximity to fine dining, luxury hospitality, golf, tennis, and marina amenities. Ownership also includes access to the private Bay Isles Beach Club on the Gulf of Mexico. Encompassing 5,120 square feet of air-conditioned living space and 8,564 square feet under roof, the residence features five bedrooms, five full bathrooms, one half bathroom, a private office, elevator access to all levels, and a four-car garage. Comprehensive smart-home automation integrates lighting, climate, security, audio, motorized window treatments, pool and spa functions, and essential systems throughout. The arrival experience is defined by lush tropical landscaping, mature specimen palms, tranquil reflecting pools, and dramatic floating staircases. A series of stepping stones appears to float across the water on the approach to the front door, creating the sensation of walking over the reflecting pool and making an immediate impression upon arrival. Inside, an extraordinary palette of natural stone, warm wood, expansive glass, architectural lighting, and hand-applied Venetian plaster across the walls and ceilings creates an atmosphere of understated sophistication. Among the home’s most distinctive features is a more than 20-foot natural travertine wall wrapping an entire corner of the residence, bringing remarkable scale and texture to the interior. The chef’s kitchen features expansive Calacatta stone surfaces, custom cabinetry, integrated appliances, and a substantial waterfall island designed for both everyday living and entertaining. Expansive glass opens the principal living spaces to generous covered terraces, a pool and spa, and multiple outdoor gathering areas overlooking the waterfront. A fully equipped Brown Jordan outdoor kitchen with grill and refrigeration complements the setting, creating an effortless connection between indoor comfort and outdoor entertaining. A dedicated wellness retreat includes a private fitness area, sauna, and cold plunge. For boating enthusiasts, 100 feet of protected deep-water frontage provides convenient access to Sarasota Bay within minutes. The dock is designed to accommodate a substantial yacht, with additional space for potential lifts serving a tender, fishing boat, personal watercraft, or other recreational vessels. With its distinctive architecture, thoughtfully curated natural materials, exceptional boating capabilities, and private Bay Isles setting, 500 Harbor Cove Circle presents a compelling opportunity to experience newly constructed waterfront living on Longboat Key.

500 Harbor Cove Circle, Longboat Key

2045 Gulf Of Mexico Drive Unit M1-314, Longboat Key
$749,500
2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Your Slice of Paradise Awaits at Seaplace on Longboat Key! Coastal Elegance Meets Resort-Style Living in This Beautifully Updated, Turnkey Condominium! Welcome to Seaplace, one of Longboat Key’s most desirable beachfront condominium communities, nestled on approximately 42 acres of beautifully landscaped tropical grounds along the sparkling waters of the Gulf of Mexico. This beautifully appointed two-bedroom, two-full-bathroom condominium offers the perfect blend of modern coastal charm, comfort, and convenience. Featuring beachfront and lush garden views, this inviting retreat captures the essence of Florida’s coveted Gulf Coast lifestyle. Step inside and discover a thoughtfully designed interior featuring a fresh, modern coastal theme that creates a bright, airy, and relaxing atmosphere. The recently updated kitchen offers a stylish space for preparing meals and entertaining, while the comfortable living areas provide an inviting setting to unwind after a day at the beach. Offered turnkey, this condominium makes transitioning into your coastal getaway effortless. Additional conveniences include an in-unit washer and dryer, new hurricane-impact windows, and a private lanai equipped with hurricane shutters, providing added protection and peace of mind. Beyond your front door, Seaplace offers an exceptional resort-style experience. Residents enjoy private beach access, two swimming pools, relaxing spas, a beachfront clubhouse, fitness facilities, tennis courts, and beautifully maintained tropical grounds. Spend your mornings strolling along the powdery sand, afternoons soaking up the Florida sunshine, and evenings admiring spectacular Gulf Coast sunsets. Ideally situated on the southern end of Longboat Key, Seaplace is just minutes from the upscale boutiques, exceptional restaurants, and entertainment of St. Armands Circle, with downtown Sarasota’s renowned arts, cultural attractions, and waterfront dining nearby. Whether you’re searching for a year-round residence or a seasonal coastal escape, this condominium offers an exceptional opportunity to enjoy the very best of island living. Two Bedrooms. Two Full Bathrooms. Beautiful Views. Modern Coastal Style. Turnkey Convenience. Paradise isn’t just a destination. At Seaplace, it’s a lifestyle.

2045 Gulf Of Mexico Drive Unit M1-314, Longboat Key

5655 Gulf Of Mexico Drive Unit A104, Longboat Key
$799,900
2 Beds ⋅ 2 Baths ⋅ Cedars West Of Longboat Inc SubDv. ⋅ 34228 Zip Code
Exceptional Gulf-front living awaits in this beautifully updated condo at Cedars West, where breathtaking views of the Gulf of Mexico and spectacular sunsets are part of everyday life. Park right outside your front door and step into this residence featuring neutral diagonal tile flooring throughout and thoughtfully designed spaces. The welcoming foyer offers a tucked away built-in office complete with file cabinets and shelving, creating a convenient workspace. Gourmet, custom kitchen is a standout, showcasing stunning countertops and backsplash, a wine cooler, two-drawer dishwasher, Fisher & Paykel counter-depth refrigerator, stackable washer and dryer, pantry, and abundant storage. Opened to the spacious great room, the kitchen creates an ideal setting for entertaining and everyday living, with a wall of sliders leading to the screened lanai overlooking the pool and the beautiful Gulf beyond. The primary bedroom features a walk-in closet and its own sliders to the lanai, while the ensuite bath offers an oversized shower and a thoughtfully designed vanity area that can be closed off for privacy, allowing two people to get ready comfortably at the same time. Cedars West residents enjoy a heated and cooled pool, two tennis courts, BBQ grilling areas, and convenient kayak and bike storage. Best of all, the pristine Gulf beach is just steps away. Enjoy watching manatees and dolphins, spotting sea turtle tracks along the shore, collecting shells, or simply relaxing while taking in the unforgettable sunsets. A new metal roof is currently being installed with no assessments to owners. The condo also features a new A/C system in 2025, and a hot water heater installed in 2026. This unit has never been a rental, only used by owner and their family for past 23 years, it is in pristine condition! One of the few complexes on Longboat Key offering a two-week minimum rental policy, Cedars West also welcomes owners with large pets. Enjoy a short walk to excellent restaurants, pubs, and shopping. Enjoy the Art Festival and shops on St Armands Circle a few minutes down the Key. Some furnishings may be available for purchase outside of the contract. If you are looking for a beautifully updated Gulf-front retreat where you can skip the renovations and immediately enjoy the best of Longboat Key living, this is a must see!

5655 Gulf Of Mexico Drive Unit A104, Longboat Key

4830 Gulf Of Mexico Drive Unit Villa 11, Longboat Key
$525,000
2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code
TOTAL PEACE OF MIND INCLUDED! NEW KITCHEN! NEW FLOORING! NEW A/C! NEW WATER HEATER! BEACH ACCESS & RESORT-STYLE AMENITIES! ZERO COMPROMISES! Nestled within the sought-after waterfront community of Windward Bay, this beautifully renovated corner villa places you just steps from the Gulf of Mexico and just steps from Sarasota Bay. Privately situated as an end-unit residence, this light-filled villa benefits from additional windows, enhanced privacy, and a bright, airy atmosphere that immediately feels like home. At the heart of the home, the completely renovated kitchen showcases beautiful new cabinetry, an inviting functional design, and a full suite of brand-new appliances. Two different finishes of porcelain plank tile flooring extend throughout the entire residence, creating a seamless coastal aesthetic that is both stylish and durable. The spacious living and dining areas flow comfortably for everyday living and entertaining, while the private outdoor patio offers the perfect place to enjoy morning coffee, evening cocktails, or simply relax in the gentle island breeze. Beyond the cosmetic improvements, this villa delivers exceptional value through major mechanical upgrades already completed. A new air-conditioning system and new water heater provide years of worry-free ownership and are backed by a transferable 10-year parts and service warranty. Even better, ownership includes two annual air-conditioning service visits, providing convenience and additional peace of mind. Living on the ground floor means easy access with no stairs or elevators to navigate and convenient parking just outside your door. Whether returning from the beach, enjoying a neighborhood walk, or unloading groceries, everyday living feels simple and carefree. The community itself has already completed significant Villa improvements, including hurricane-impact windows, hurricane-impact sliding glass doors, and a newer roof installed in 2020, offering both protection and confidence for years to come. Spread across 26 lushly landscaped waterfront acres, Windward Bay offers an impressive collection of resort-style amenities. Residents enjoy three beach access points, including one private deeded, a scenic half-mile walking trail, two heated swimming pools, fitness center, saunas, clubhouse, tennis courts, pickleball courts, kayak launches, covered parking, storage areas, and boat docks available by waitlist. Nature lovers will appreciate the abundance of wildlife that calls Windward Bay home. Dolphins, manatees, wading birds, and native coastal species are frequent sightings throughout the community's waterfront setting, creating a peaceful connection to the natural beauty of Sarasota Bay. Adding to its appeal, Windward Bay is pet-friendly, financially sound, and has successfully completed both its Milestone Inspection and Capital Reserve Study. Monthly fees have remained remarkably stable, reflecting responsible stewardship and strong long-term planning. Located near the center of Longboat Key, residents enjoy convenient access to St. Armands Circle, Downtown Sarasota, Bridge Street, championship golf courses, waterfront restaurants, boutique shopping, marinas, and the world-class arts and cultural venues that define Florida's Gulf Coast lifestyle. Modern updates, major system replacements, extensive community amenities, and an unbeatable location all come together in one exceptional island retreat. Villa 11, where every day feels like a vacation!

4830 Gulf Of Mexico Drive Unit Villa 11, Longboat Key

4700 Gulf Of Mexico Drive Unit 305, Longboat Key
$705,000
2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code
Welcome to your new home at Windward Bay, where sweeping panoramic views of Sarasota Bay, sophisticated modern finishes, and exceptional resort-style amenities come together to create your extraordinary coastal retreat. Perfectly positioned on the third floor, your turnkey furnished, two-bedroom residence captures breathtaking bay views from nearly every room. From rainbows to dolphins, from rafts of white pelicans to pods of frolicking dolphins, from the pink and blue shades of a coastal sunrise to the orange clouds of sunset, you’ll have a front-row seat to the ever-changing beauty of nature. Beautifully remodeled with today’s most desired finishes, your new residence features luxury rigid-core wood-look plank flooring, elegant crown molding, nature-inspired bath tiles, and an inviting open concept design that seamlessly connects the kitchen, dining and great room. The beautifully appointed chef’s kitchen showcases white quartz countertops, crisp white wood cabinetry with soft-close features, stainless steel appliances, a stylish tile backsplash, and a spacious breakfast bar ideal for casual dining and entertaining. Both bedrooms offer spectacular bay views through expansive sliding glass doors with integrated blinds, creating a peaceful connection to the surrounding coastal landscape. Your primary suite is a private sanctuary complete with an elegantly remodeled en-suite bathroom featuring dual vanities, stone-floored shower, and seamless glass enclosure. And you’ll love the spacious, walk-in California-style closet. Extensive improvements provide modern comfort and peace of mind, including PGT hurricane-impact windows (2019), a new air-conditioning system (2020), updated electrical, remote-controlled Hunter Douglas window treatments, an ecobee wireless thermostat, and an interior utility closet with a new washer and dryer. Additional conveniences include assigned under-building parking and a private storage closet full of everything you’ll need for a day at the beach. Set along the beautiful shores of Sarasota Bay, the recently renovated (2022/2023) Windward Bay complex is a waterfront community of just 151 residences offering new roofs and walkways, and an impressive collection of amenities. Boating enthusiasts will appreciate 28 first-come, first-served boat slips available for lease at just $30 per month, along with kayak storage, two kayak launches, and fish-cleaning stations. An easy three-minute walk to the uncrowded public access point, or a five-minute walk to the HOA’s deeded beach access point just across Gulf of Mexico Drive make enjoying the Gulf’s pristine beaches effortless. Residents also enjoy two heated swimming pools, tennis and pickleball courts, a fitness center, sauna, recently remodeled clubhouse with kitchen and library, barbecue grills, fire pits, outdoor dining areas, active community social committee and approximately half a mile of scenic walking paths. On-site management adds another layer of convenience. Ideally located near championship golf courses, marinas, waterfront dining, boutique shopping, St. Armands Circle, downtown Sarasota, and the vibrant new St. Regis Longboat Key Resort, this residence places the very best of island living within easy reach. Pet-friendly policies allow two pets weighing up to 75 pounds, while flexible rental opportunities, with a one-month minimum and up to two rentals annually, add investment appeal.

4700 Gulf Of Mexico Drive Unit 305, Longboat Key

2425 Gulf Of Mexico Drive Unit 2C, Longboat Key
$1,575,000
2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code
Incredible second floor unit now available at Sea Gate Club, and priced to sell! This is the gorgeous, nicely remodeled beach condo you've been waiting for. This awesome unit in the coveted "C-Stack" is elevated enough to take away the worries, but an easy walk down the stairs or a quick elevator ride to the beach only 20 steps away! Both bedrooms have direct and unobstructed Gulf and beach views. Plus 2 lovely bathrooms, and best of all an open floor plan with split bedrooms on opposite sides of the unit. Nicely updated white kitchen cabinets, quartz countertops, and newer appliances. Both bathrooms have beautiful walk-in showers, and the guest bedroom has its own private balcony! Sea Gate Club condos are comprised of 89 units, spread across 15 floors. The building has been extensively updated over the past few years. Recent updates include a new pool and hot tub, new roof, newer hurricane rated windows, newer exterior stucco and paint, new elevator doors, climate-controlled bike storage, and paddleboard/kayak storage. No pending or upcoming assessments! One of the lowest HOA fees on the island. Come see this amazing condo unit today! Perfectly positioned near mid-island, and close to shopping at Publix or CVS.

2425 Gulf Of Mexico Drive Unit 2C, Longboat Key

4430 Exeter Drive Unit M108, Longboat Key
$549,900
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
SELLER WANTS IT SOLD NOW! Panoramic Sarasota Bay Harbor view! Enjoy a spacious END Unit with open floor plan, elegant Tommy Bahama-inspired interiors, spacious enclosed lanai, walk-in closet, and convenient in-unit washer and dryer. Just steps from the heated pool, this beautifully maintained home offers the perfect blend of island simplicity and casual elegance. INCOME ALREADY IN PLACE! Seasonal lease secured from mid-January through the end of April, generating $16,000 in rental income! Enjoy Longboat Harbour's outstanding amenities: private gated beach club with parking, restrooms, indoor showers and beach storage, four heated pools, tennis and pickleball, spacious fitness center, banquet hall, art room, kayak and paddleboard storage, and boat docks for power and sailboats up to 34 feet (approximately $500 annual fee). One assigned covered parking space included. A rare opportunity to own a furnished waterfront retreat with immediate rental income, spectacular views, and resort-style amenities at an exceptional price. Seller is motivated – bring your offer!

4430 Exeter Drive Unit M108, Longboat Key

575 Sanctuary Drive Unit A303, Longboat Key
$1,495,000
3 Beds ⋅ 3 Baths ⋅ Sanctuary SubDv. ⋅ 34228 Zip Code
Contemporary interiors meet relaxed coastal living in this renovated third-floor residence at The Sanctuary. Offering 1,823 square feet, three bedrooms and two-and-a-half baths, A303 combines an inviting layout with partial Gulf and Bay views, golf-course outlooks, and surrounding greenery. The updated kitchen features two-tone cabinetry, stone countertops, and a central island, complemented by warm wood-look flooring and thoughtfully updated bathrooms. Step onto the terrace to enjoy the island setting, or make the interior your own with furnishings that reflect your style. Set within the gates of the Longboat Key Club, The Sanctuary offers beachfront grounds with beach-access walkways, a lap pool, spa, tennis courts, clubhouse, and fitness center. St. Armands Circle and Sarasota’s dining, shopping, and cultural attractions are within easy reach. The residence is now vacant and offered unfurnished. Photographs show prior furnishings that have been removed; furniture is not included in the sale.

575 Sanctuary Drive Unit A303, Longboat Key

6750 Gulf Of Mexico Drive Unit 152, Longboat Key
$329,000
1 Beds ⋅ 1 Baths ⋅ Whitney Beach SubDv. ⋅ 34228 Zip Code
Virtually Staged. Bring your boat!!! Excellent water views in this north end desirable Whitney Beach waterfront community. If you’ve been waiting for the perfect second-floor residence in the highly sought-after Whitney Beach community on Longboat Key, this is the one. Offering some of the finest views in the complex, this turn-key condominium has been thoughtfully upgraded and is move-in ready. What truly sets Whitney Beach apart is its rare combination of resort-style living and relaxed island charm: Pet-friendly paradise — One of the few communities on Longboat Key that welcomes up to two large dogs, making it a dream for dog lovers. Private boat docks on the protected bayou, providing easy access to the water. One of the widest and most beautiful private beaches on the island, with direct deeded access. Resort-style heated and cooled pools for year-round enjoyment. Prime second-floor positioning that delivers the community’s best panoramic views. Unforgettable wildlife moments right from your home — watch mama manatees nurturing their calves in the canal and dolphins feeding just offshore. Convenient kayak storage and launch area. Exceptionally walkable location — just steps from upscale restaurants, shops, and a fitness center. One of the most pedestrian-friendly communities on all of Longboat Key. A thoughtfully designed floor plan with a low-density, intimate feel — no high-rise hotel atmosphere here. Spacious, peaceful surroundings where residents enjoy privacy and breathing room. Serene walking path to the iconic Beer Can Island (Greer Island), with its pristine beach and natural beauty. Just over the bridge lies Coquina Beach, home to vibrant weekly craft fairs and farmers markets. Nestled at the tranquil northern end of Longboat Key, this location offers the best of both worlds — easy proximity to the charming village atmosphere and world-class amenities of Anna Maria Island, one of America’s most treasured coastal gems. Don’t miss your opportunity to own a piece of this turquoise paradise at an exceptional value. Wake up every morning in one of Florida’s most exclusive island retreats — where luxury, nature, and relaxed coastal living come together perfectly.

6750 Gulf Of Mexico Drive Unit 152, Longboat Key

605 Sutton Place Unit 201, Longboat Key
$582,000
2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code
Virtually Staged. INCREDIBLE BAY VIEWS & BREATHTAKING SUNRISES! This is the one you've been waiting for! Discover exceptional coastal living in this beautifully renovated, light-filled CORNER residence in Sutton Place, a sought-after, pet-friendly beach-to-bay community. Meticulously maintained and thoughtfully updated, this spacious two-bedroom, two-bath residence showcases spectacular bay views from nearly every room through impact-rated windows and sliding glass doors. The open-concept chef's kitchen features premium cabinetry, abundant storage, and Cambria quartz countertops. The custom dining island with wraparound seating flows seamlessly into the expansive living area. Plantation shutters add timeless coastal elegance. The glass-enclosed lanai overlooking the bay is the perfect setting for morning coffee, spectacular sunrises, evening relaxation, or hosting guests. Both generously sized bedrooms enjoy beautiful water views and direct lanai access. The primary suite features a spacious walk-in closet with custom organizers and a beautifully renovated bathroom with walk-in shower. The guest bedroom also offers custom closet organizers and convenient access to the tastefully renovated guest bath. Additional conveniences include covered assigned parking, ample guest parking, elevator access, and an in-building storage unit. A BOATER'S PARADISE & PET-FRIENDLY COASTAL RETREAT! Sutton Place offers an exceptional waterfront lifestyle with marina facilities and boat slips available for just $300 annually (currently waitlisted), kayak launch and storage, and a fish-cleaning station. Residents also enjoy two heated swimming pools, clubhouse, grilling areas, car wash stations, and deeded beach access with a private beach pavilion featuring storage lockers, showers, and restrooms. Condo fee includes Fiber TV, internet, water & sewer. The community weathered the 2024 hurricanes remarkably well, sustaining minimal damage with no impact to individual units. Spectacular bay views, beautiful renovations, exceptional boating amenities, and a welcoming pet-friendly community make this a rare opportunity to enjoy the very best of Florida's beach-to-bay lifestyle. Come experience it for yourself! Schedule your private showing today!***Virtual staging is limited to select furnishings***

605 Sutton Place Unit 201, Longboat Key

5 Winslow Place, Longboat Key
$2,495,000
4 Beds ⋅ 4 Baths ⋅ Buttonwood Harbor SubDv. ⋅ 34228 Zip Code
Exceptional waterfront living on Longboat Key! Discover the ideal blend of coastal elegance, outstanding boating, stunning beaches and relaxed island living in this gorgeously renovated four-bedroom, four-bath residence offering 2,544 square feet of beautifully designed living space. Along a tranquil, protected bayou with expansive water views, this exceptional home captures the essence of the Longboat Key lifestyle. From the moment you enter, the home's flowing, open floor plan and thoughtfully designed living spaces create an inviting atmosphere, with spectacular water views from virtually every room. Beautifully renovated interiors combine sophisticated finishes with comfortable, effortless living. Designed with the chef in mind, the stunning kitchen is a culinary showpiece and a natural gathering place. An oversized center island with a convenient prep sink provides exceptional workspace while inviting casual conversation and entertaining. Gorgeous quartz countertops, including a dramatic waterfall island design, complement the high-end appliance suite featuring Bosch appliances. The kitchen flows seamlessly into the home's open living and dining areas, where expansive views of the pool and bayou provide a beautiful backdrop for everyday living and entertaining. The thoughtfully designed bedroom arrangement offers exceptional privacy and flexibility. The private primary suite features a spacious walk-in closet and beautifully appointed en-suite bath. A generous guest suite offers a large bedroom, separate den and beautifully designed custom bath, creating an ideal retreat for visiting family and friends. Two additional bedrooms, one with an en-suite bath and the other with an adjoining full bath, provide comfortable accommodations for family and guests. Outdoor living is equally spectacular. Surrounded by professionally designed tropical landscaping, the gorgeous custom, free-flowing heated pool and spa create a private resort-like setting overlooking the peaceful bayou. An easy-care saltwater system enhances the enjoyment of this exceptional outdoor retreat. For boating enthusiasts, the property is particularly appealing. A new composite dock, well-protected sailboat-depth water, and direct boating access to Sarasota Bay and the Gulf provide an outstanding opportunity to explore some of Southwest Florida's beautiful waterways. Additional features include hurricane-impact windows and doors throughout, a newer roof, natural gas, an on-demand hot water heater, a welcoming circular driveway, and a garage featuring epoxy flooring and additional storage. The location is simply outstanding. In a fabulous mid-island neighborhood, the home enjoys beach access just a stone’s throw away, offering the rare opportunity to spend mornings on the Gulf's beautiful beaches and afternoons cruising the waters of Sarasota Bay. Nearby shopping, restaurants, the Town Green, and amphitheater add to the convenience and charm of this exceptional island setting. Beautifully renovated, thoughtfully designed and surrounded by the natural beauty of its tranquil waterfront setting, 5 Winslow Place offers an exceptional opportunity to experience the best of Longboat Key living. Whether your passion is boating, enjoying the Gulf's beautiful beaches, entertaining family and friends, or simply relaxing in the privacy of your waterfront retreat, this extraordinary residence offers a lifestyle as inviting as its surroundings.

5 Winslow Place, Longboat Key

536 Ketch Lane, Longboat Key
$2,895,000
3 Beds ⋅ 3 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code
Better than new. No history of storm damage. And just two canal lots from Sarasota Bay. This completely reimagined waterfront residence in Country Club Shores delivers the best of Longboat Key living, with direct canal access to the Bay and a lifestyle that invites you to kayak, boat, entertain, and enjoy the water every day. Spanning approximately 3,000 square feet, this thoughtfully renovated home offers 3 bedrooms, 3 baths, a dedicated media room, and a private office. Exceptional craftsmanship shines throughout, with 10-foot ceilings, custom millwork, impact-rated windows and doors, wide-plank porcelain flooring, and thoughtfully chosen finishes. The showpiece kitchen pairs a dramatic 9-foot Dolomite island with Thermador refrigerator and freezer columns and a 48-inch, six-burner gas range. Twelve-foot bifold impact doors and 8-foot bifold windows open the living spaces to the outdoors, creating an effortless connection to the patio and beautiful water views. The owner's suite is a private, Zen-inspired retreat overlooking the water, complete with a luxurious two-person hydrojet soaking tub and an aroma steam shower with dual rain heads and hand showers. A media room with surround sound and a wet bar sets the stage for relaxed evenings, while the separate office offers dual workstations and a pull-out sofa for additional guests. Two spacious guest suites feature beautifully appointed baths with floor-to-ceiling porcelain tile and premium fixtures. Outside, 110 feet of seawall and a versatile dock system make the waterfront lifestyle the real star. Enjoy an entertaining area, a dedicated mooring station with shore power and water, and a floating dock perfect for launching kayaks or heading out by boat. With Sarasota Bay just around the corner, spontaneous days on the water become a part of everyday life. On Longboat Key's desirable south end, adjacent to the Resort at Longboat Key Club and minutes from St. Armands Circle and Sarasota, the property also includes deeded beach access. A rare opportunity to enjoy a completely renovated, exceptionally appointed waterfront home without the projects, compromises, or storm-related concerns. Seller motivated. Schedule your private showing and experience it for yourself.

536 Ketch Lane, Longboat Key

4621 Gulf Of Mexico Drive Unit 11D, Longboat Key
$625,000
2 Beds ⋅ 2 Baths ⋅ Casa Del Mar SubDv. ⋅ 34228 Zip Code
Truly a rare find at Casa del Mar, Longboat Key's highly sought-after, beachfront short-term rental community. This beautifully updated 2-bedroom, 2-bathroom second-floor courtyard residence offers the perfect blend of coastal luxury and turn-key convenience outfitted to comfortably sleep up to six guests in order to maximize rental income. Step inside to discover a sophisticated interior featuring high-end porcelain stoneware tile flooring and elegant granite countertops flowing seamlessly throughout. Both bathrooms have been meticulously upgraded with modern walk-in showers enclosed by custom frameless tempered glass doors. The spacious 12x18 living room steps out directly onto a relaxing screened in lanai—an idyllic spot for morning coffee or evening breezes over the lush courtyard. Complete with an excellent rental history and top-tier resort amenities (including a heated Gulf-front pool, tennis, pickleball & BBQ grilling pavilion), this turn-key furnished condo is an investor’s dream with onsite management & rental office and the perfect personal island escape.

4621 Gulf Of Mexico Drive Unit 11D, Longboat Key

3602 Fair Oaks Lane, Longboat Key
$2,595,000
3 Beds ⋅ 4 Baths ⋅ Queens Harbour (F/K/A Manchester Bay) SubDv. ⋅ 34228 Zip Code
Enjoy beautiful sunrises and tranquil waterfront living in this three-bedroom custom ranch home in popular Queens Harbour, behind the gates of the Longboat Key Club. Set on a quiet cul-de-sac overlooking a large pond and the Longboat Key Golf Course, this maintenance -free, courtyard-style residence shows like a model, with an open floor plan, soaring 15-foot cathedral ceilings, and walls of glass that showcase breathtaking water and golf course views. A striking stone fireplace anchors the living space, while extensive upgrades and a two-car garage add comfort and convenience. Outdoors, the spacious pavered lanai is designed for entertaining, featuring a pool, spa, and grill. Southern exposure and lush landscaping create a beautifully private setting for relaxing or gathering with guests. Membership to the Bay Isles Club is included in the fee, adding to the appeal of this exceptional home. With its picturesque setting, inviting indoor-outdoor living, and impressice appointmetns, this property represents a true value in today's market

3602 Fair Oaks Lane, Longboat Key

5055 Gulf Of Mexico Drive Unit 315, Longboat Key
$775,000
2 Beds ⋅ 2 Baths ⋅ Club Longboat Beach & Tennis SubDv. ⋅ 34228 Zip Code
Miami chic meets Gulf-front living on Longboat Key. This turnkey, fully renovated first-floor residence at Club Longboat Beach & Tennis pairs an urban edge with easy beach living: raised ceilings with exposed ductwork and linear AC vents, and a sophisticated palette of black, grey, stone, and taupe. The open floor plan was reimagined for light and flow, with a former den removed to create a flexible studio or office space. The kitchen features white cabinetry, stainless steel appliances, a new induction cooktop with hood, stone backsplash, under-cabinet lighting, a working island with storage, and a breakfast bar with glass shelving and glass-paned cabinets overlooking the elongated dining room and great room. The owner's suite feels like a boutique hotel, with back-to-back vanities and mirrors facing the whirlpool tub on one side and the walk-in shower on the other, organic stone vessel sinks, pebble flooring, a Toto washlet, and a built-in towel cabinet. A hallway lined with custom cabinetry keeps everything organized, and the suite opens to its own patio lounging area. The guest suite has its own bath with a Toto washlet down the hall, plus an adjacent reading room and flex room, ideal for a Peloton, Pilates reformer, or an additional sitting room. A stackable washer and dryer is tucked into one of the many closets. Approximately 1,484 square feet with 2 bedrooms, 2 baths, and flex space. Hurricane impact doors and sliders throughout, with floor-to-ceiling plantation shutters. Each room opens onto lushly landscaped paver walkways and a large private patio for dining alfresco or reading in the sun. No elevators or long walks: covered parking is at your doorstep, with an outside storage closet steps away. The resort offers approximately 750 feet of Gulf-front beach with chairs and umbrellas, eight Har-Tru tennis courts with an on-site pro, pickleball, two heated pools with separate adult and family areas, spa, sauna, grilling, bocce, and fishing. On-site management and an active social calendar round out the experience, and a newly renovated clubhouse with expanded fitness and social spaces is planned. Pet-friendly for owners, including large dogs. 30-day minimum rentals, up to 12 leases annually. The mid-key location puts boating, golf, and the dining and shopping of St. Armands Circle just minutes away.

5055 Gulf Of Mexico Drive Unit 315, Longboat Key

831 Bayport Way Unit 831, Longboat Key
$685,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
Welcome home to Bayport Beach & Tennis Club conveniently located directly across from the best stretch of beach Longboat Key has to offer. This 2nd floor condo offers a bright and airy living space with an abundance of natural light. Once inside, it is immediately evident that this residence has been well maintained and updated. The beautifully renovated kitchen features granite countertops, newer windows, a pantry, stainless steel appliances, a breakfast bar, ample counter space for creating culinary delights while easily conversing with guests and family in the combined living/dining area. The primary suite pampers owners with a nook currently being used as an office space, a large renovated primary bathroom featuring a walk-in closet, granite countertops, dual vanities and a modern glass enclosed shower. Guests will be comfortable in the ensuite guest bedroom with their own large walk-in closet. A screened rear patio surrounded by lush landscaping is the perfect spot for reading, bird watching and enjoying the outdoor air and feels like being in a luxury treehouse. The spacious front patio is ideal for alfresco dining and grilling. There is a carport with additional storage provided on the ground level and guest parking directly in front of the carport. In addition to the fantastic interior features, this condo also offers excellent amenities that enhance the overall living experience. These include a bocci ball court, kayak storage, a fishing pier, a clubhouse with fitness center, heated Olympic size swimming pool, 4 Har Tru tennis courts, onsite management and picturesque tree lined walking trails. For beach lovers, Bayport Beach & Tennis Club offers deeded beach access to easily enjoy the sun, sand and surf, with beach chairs and umbrellas on 1200 feet of white sand beach. Conveniently located mid-Longboat Key close to Publix, Bayfront Park, shopping, fine & casual dining, St. Armands Circle and the cultural hub of southwest Florida, downtown Sarasota.

831 Bayport Way Unit 831, Longboat Key

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

6603 Gulfside Road, Longboat Key

2110 Harbourside Drive Unit 548, Longboat Key
$999,000
3 Beds ⋅ 3 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Virtually Staged. Sweeping Sarasota Bay views, spectacular sunrises and sunsets, and an exceptional opportunity to create your own coastal retreat await at The Atrium at Fairway Bay. Ideally positioned on the fourth floor within gated Bay Isles, this spacious corner residence enjoys multiple exposures overlooking the bay, golf course, tennis and pickleball courts, and lush community grounds. The sought-after Banyan floor plan offers 2,616 square feet of living space, three bedrooms, two-and-a-half baths, and 3,301 total square feet. Ready for a new owner's vision, its generous proportions and private balconies provide an outstanding foundation for renovation. A welcoming foyer leads to spacious living and dining areas with wood flooring, crown molding, and walls of glass that fill the rooms with natural light. The living room features built-in shelving and opens to a wraparound waterfront balcony. The adjoining dining room also enjoys bay views, while a separate breakfast area provides casual dining space. The eat-in kitchen includes granite countertops, wood cabinetry, stainless steel appliances, breakfast bar seating, and pantry storage, with ample potential for a fresh design. The primary suite features floor-to-ceiling glass, balcony access, and sweeping Sarasota Bay views. Its bathroom, updated in 2016, includes dual sinks, a freestanding soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, an office, or den, each with balcony access. A guest bathroom, powder room, and dedicated laundry room with storage complete the layout. More than 600 square feet of balconies offer distinctive vantage points to enjoy morning sunrises, colorful sunsets, the sparkling bay, golf course, and the community's tennis and pickleball courts amid tropical greenery. Under-building garage parking and additional storage add convenience. Comfortable in its current condition, the residence is ready for a comprehensive renovation tailored to its next owner's tastes. Residents of The Atrium at Fairway Bay enjoy 24-hour gated security, a heated pool and spa, fitness facilities, tennis and pickleball courts, a clubhouse, and beautifully maintained grounds. Ownership also provides access to the private Bay Isles Beach Club along Longboat Key's Gulf shoreline. Near Longboat Key Club golf and marina amenities, this location offers convenient access to St. Armands Circle's shops and restaurants, the beaches of Longboat and Lido Key, and downtown Sarasota's dining, theaters, galleries, and cultural attractions. Fairway Bay Atrium #548 combines remarkable views, spacious outdoor living, and the opportunity to create a personalized Longboat Key residence.

2110 Harbourside Drive Unit 548, Longboat Key

3541 Fair Oaks Lane, Longboat Key
$1,799,000
3 Beds ⋅ 3 Baths ⋅ Queens Harbour (F/K/A Manchester Bay) SubDv. ⋅ 34228 Zip Code
Set on one of Queens Harbour's most coveted lots, this home offers stunning water views and some of the best sunsets in the neighborhood. An original soft, neutral palette gives the discerning buyer a blank canvas to choose finishes and upgrades to their own taste. Voluminous ceilings, built-in shelving, and a great open floor plan flow into the large kitchen, where a gas cooktop on the island overlooks the pool and patio, the perfect spot to take in the bird activity at sunset. The grand primary suite features three closets, double vanities, a soaking tub, a walk-in shower, and direct access to the pool and patio. At the front of the home, a very private guest suite connects through an adjoining door to the third bedroom, currently an office with custom built-in cabinetry and shelving. With its beautiful natural light, it could easily become an exercise studio or art room. The large two-car garage has overhead attic access. Several neighbors have added a bedroom and bath in this space, so the potential is endless. Queens Harbour sits behind the secure gates of Bay Isles, with an additional neighborhood gate for extra peace of mind, plus a heated community pool for larger gatherings. The HOA is known for consistent management and strong financial reserves. Residents enjoy a maintenance-free lifestyle and easy access to Longboat Key Club Moorings, Longboat Key Club, Tennis Gardens, Publix and CVS, and deeded access to the Gulf of Mexico beaches of Bay Isles Beach Club. Easy island living at its best awaits at Queens Harbour.

3541 Fair Oaks Lane, Longboat Key

531 Broadway Street, Longboat Key
$3,750,000
4 Beds ⋅ 4 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code
Under Construction. **NEW CONSTRUCTION WATERFRONT LUXURY IN HISTORIC LONGBOAT KEY VILLAGE!** Discover an exceptional opportunity to enjoy modern coastal living in one of Longboat Key's most charming and sought-after neighborhoods. Situated on a canal-front homesite, this beautifully designed contemporary residence offers approximately **3,472 square feet of living space and 5,955 square feet under roof**, blending premium architecture, thoughtfully designed interiors, and the relaxed elegance of Florida's island lifestyle. Designed for both entertaining and everyday comfort, the residence features four spacious bedrooms, an expansive great room, an elegant dining area, and a beautifully appointed kitchen with a generous center island, premium appliance provisions, and seamless access to the covered outdoor entertaining area. Expansive windows invite abundant natural light while creating an open, airy atmosphere throughout the home. The primary suite offers a private retreat with a spacious bedroom, luxurious bath, walk-in closet, and thoughtfully designed amenities. Additional guest accommodations provide comfort and privacy for family and visitors. Outdoor living is central to the home's design, featuring a covered main-level lanai with outdoor kitchen provisions, an upper-level sun deck, and a ground-level covered lanai overlooking the planned pool area and canal. Multiple outdoor gathering spaces create opportunities to enjoy the island's tropical surroundings, coastal breezes, and beautiful Florida weather. The elevated architectural design incorporates generous garage and storage space, contemporary exterior finishes, and an impressive combination of clean lines and coastal-inspired details. **LOCATION, LOCATION, LOCATION!** Nestled in the heart of historic Longboat Key Village, this residence offers convenient access to the beautiful Gulf beaches, nearby waterfront dining, boating, fishing, and the authentic Old Florida charm that makes this neighborhood so special. Enjoy the atmosphere of a close-knit island community while remaining within easy reach of St. Armands Circle, downtown Sarasota, world-class shopping, cultural attractions, and entertainment. Whether envisioned as a full-time residence or an exceptional island retreat, **531 Broadway Street offers a rare combination of new construction, waterfront living, modern luxury, and the timeless appeal of Longboat Key Village.** **Experience the very best of Florida's Gulf Coast lifestyle!**

531 Broadway Street, Longboat Key

521 Broadway Street, Longboat Key
$3,500,000
4 Beds ⋅ 4 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code
Under Construction. NEW CONSTRUCTION - ISLAND LIVING IN HISTORIC LONGBOAT KEY VILLAGE! Discover a rare opportunity to own a newly constructed coastal residence in one of Longboat Key's most charming and distinctive neighborhoods. Situated across the street from the Whitney Beach Access. This exceptional property combines the appeal of modern luxury with the relaxed character of Old Florida waterfront living. Thoughtfully designed for today's coastal lifestyle, this home will provide the benefits of brand-new construction in a setting that is increasingly difficult to replicate. Enjoy tranquil canal views, a waterfront atmosphere, and the opportunity to experience the very best of island living. Located in the heart of historic Longboat Key Village, this property offers convenient access to neighborhood restaurants, waterfront dining, local shops, and the beautiful beaches of Longboat Key. Take a morning stroll for coffee, enjoy an afternoon on the water, or spend the evening discovering the exceptional dining and laid-back lifestyle that make this northern end of the island so desirable. Currently under construction, this is an opportunity to secure a brand-new waterfront home in one of Longboat Key's most sought-after historic neighborhoods.

521 Broadway Street, Longboat Key

360 Gulf Of Mexico Drive Unit 333, Longboat Key
$1,575,000
3 Beds ⋅ 4 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code
Virtually Staged. One of Tangerine Bay Club's coveted few corner penthouses, this exceptional residence showcases stunning bayfront views and nearly 2,600 sq. ft. of interior space on two levels that live like a single-family home. Freshly painted interiors, partially furnished and attractively priced, this serene sanctuary offers two terraces (3045 square feet in total), 3 bedrooms, 3 1/2 baths, a private courtyard and oversized garage with storage. Soaring ceilings, a gas fireplace and extra windows available only in end units create an inviting ambiance. The kitchen features a morning room with built-in desk, and an aquarium window over the sink. The adjoining dining and great rooms flow effortlessly, while sliding glass doors extend the living experience outdoors. Mahogany double doors lead to the primary suite, a peaceful retreat with its terrace access, bay views, volume ceilings, custom walk-in and built-in closets, and beautifully renovated bath. An additional guest bedroom (used as a den) with ensuite bath, a laundry room, and powder room, complete the first level. On the second level a spacious guest suite, office with built-in desk, shelving and storage, and a full bath provide comfortable accommodations and privacy for family and friends. Impact windows, plus storm shutters on larger windows, provide peace of mind. Tangerine Bay offers an enviable resort-like lifestyle amid lush tropical landscaping. Enjoy the lagoon pool with waterfalls, lap lane and spa, along with a day dock, fishing, kayak launch, tennis and pickleball courts, fitness center, clubhouse, and scenic walking paths. Owners may join the Bay Isles Beach Club directly on the Gulf of Mexico for a modest annual fee. Ideally situated on Longboat Key's south end, this gated community is just minutes from the St. Regis resort and St. Armand's Circle, with its shops and fine dining. Downtown Sarasota, with its celebrated arts, dining and culture, is a short drive across the Ringling Bridge. Optional membership at the Longboat Key Club, just across the street, offers 45 holes of championship golf, fine dining and a marina. A rare corner-penthouse opportunity, exceptional bayfront views and lifestyle--discover why Tangerine Bay Club remains one of Longboat Key's most desirable waterfront communities.

360 Gulf Of Mexico Drive Unit 333, Longboat Key

760 Marbury Lane, Longboat Key
$2,800,000
4 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Experience the best of Longboat Key waterfront living, where breathtaking water views, refined coastal elegance, and exceptional construction come together in one remarkable island residence. Recently updated and thoughtfully designed to embrace its spectacular waterfront setting, this home offers a sophisticated balance of comfort, architectural integrity, and effortless coastal living. Beyond its inviting interiors and expansive water views, the residence distinguishes itself through its hurricane-resistant construction and specialized roofing system. Designed with resilience in mind, the home features a substantial protective foam roofing application intended to enhance the roof's structural integrity and weather resistance, offering an added measure of confidence in coastal living. A true boater's dream, this waterfront retreat invites you to embrace life on the water, whether setting out for a day of cruising, enjoying an evening sunset ride, or exploring the beautiful waterways surrounding Longboat Key. Just moments from the shoreline, convenient beach access places the powdery sands and turquoise waters of the Gulf within easy reach. Mornings along the beach, afternoons on the boat, and evenings spent enjoying spectacular sunsets and waterfront dining define the effortless elegance of island living. Ideally positioned on Longboat Key, the residence offers convenient access to the charming coastal communities of Anna Maria Island to the north and the renowned dining, boutique shopping, and cultural attractions of St. Armands Circle and downtown Sarasota to the south. The nearby St. Regis Longboat Key Resort further elevates the island lifestyle, offering exceptional dining and luxury resort experiences just a short drive away. More than an exceptional waterfront residence, this is an invitation to experience the beauty, sophistication, and enduring appeal of Longboat Key living.

760 Marbury Lane, Longboat Key

3235 Gulf Of Mexico Drive Unit A201, Longboat Key
$1,195,000
2 Beds ⋅ 2 Baths ⋅ Portobello SubDv. ⋅ 34228 Zip Code
**BREATHTAKING BEACHFRONT CORNER CONDO WITH PANORAMIC GULF VIEWS!** Experience the beauty of beachfront living in this spacious, beautifully appointed two-bedroom, two-bath residence overlooking the Gulf of Mexico. Located on the second floor of the desirable Portobello community on Longboat Key, this exceptional corner unit offers approximately 1,500 square feet of living space, a thoughtfully designed split-bedroom floor plan, and two balconies offering spectacular coastal views. Offered turnkey furnished, this residence is ready to enjoy! Wake up to the soothing sounds of the waves in the spacious primary suite, complete with a generous walk-in closet, updated en-suite bathroom with stone countertops, dual sinks and a walk-in shower, and sliding glass doors opening directly onto the expansive waterfront balcony shared with the living room. The generously sized kitchen features beautiful wood cabinetry, stone countertops, a breakfast bar, and abundant storage, while the separate dining area offers additional space for gathering with family and friends. The guest bedroom provides its own private Gulf-view balcony and walk-in closet, creating a comfortable retreat for visitors. **HOME FEATURES:** - DESIRABLE SECOND-FLOOR CORNER UNIT - TWO PRIVATE BALCONIES - SPACIOUS SPLIT-BEDROOM FLOOR PLAN - TURNKEY FURNISHED - UPDATED KITCHEN AND BATHROOMS - CROWN MOLDING AND GENEROUS WALK-IN CLOSETS - IN-UNIT WASHER AND DRYER - WATER HEATER (2022) - NEWER ROOF (2025) Additional conveniences include elevator access and assigned parking. **COMMUNITY INFORMATION:** Nestled within the sought-after Portobello community, residents enjoy an exceptional coastal lifestyle with amenities on both the beach and bay sides of Longboat Key. Enjoy private, gated beach access, a heated swimming pool, tennis courts, kayak storage, an outdoor grilling area, and a bayside day dock and fishing pier. Whether spending the afternoon on the sand, enjoying a sunset, or exploring the waters of Sarasota Bay, Portobello offers opportunities to embrace island living. Conveniently located mid-key, just minutes from shopping, dining, golf courses, Publix, the world-renowned St. Armands Circle, and downtown Sarasota, this residence provides the perfect combination of island tranquility and nearby conveniences. **Discover the beauty of beachfront living in this spacious Longboat Key retreat, where spectacular views and coastal comfort come together.**

3235 Gulf Of Mexico Drive Unit A201, Longboat Key

1050 Longboat Club Road Unit 901, Longboat Key
$1,249,000
2 Beds ⋅ 2 Baths ⋅ Privateer North SubDv. ⋅ 34228 Zip Code
Welcome to your beachfront retreat in the sky. Perched on the 9th floor of the highly desirable Privateer North community on Longboat Key, this turnkey, beautifully furnished 2-bedroom, 2-bath residence offers 1,409 square feet of coastal elegance and breathtaking panoramic Gulf views from every room. Furnishings are included. This single-level residence is on the ninth floor of a ten-story building. Wake each morning to the sound of waves and endless turquoise water, and end each day with spectacular sunsets from the comfort of your living room, primary suite, or private balcony. The light-filled open floor plan is designed to showcase the stunning waterfront setting, featuring spacious living and dining areas that flow seamlessly to the balcony overlooking the Gulf of Mexico. The well-appointed kitchen offers quartz countertops, modern appliances, ample cabinetry, and everything needed for effortless entertaining. The spacious primary suite features direct balcony access, a king-sized sleeping area, and an updated en-suite bath, while the guest bedroom provides generous accommodations for family and friends. Both bathrooms have been tastefully updated with elegant finishes and walk-in showers. Just steps from the building, residents enjoy a secluded stretch of pristine private beach complete with beach chairs and umbrellas, as well as a large heated beachfront pool and spa with unobstructed Gulf views. Privateer North offers an exceptional resort-style lifestyle with a newly renovated fitness center, pickleball courts, shuffleboard, outdoor grilling and picnic areas, covered parking, secure entry, on-site management, and beautifully maintained grounds. Ideally located on the southern end of Longboat Key, this residence is only minutes from the upscale shopping, dining, and entertainment of St. Armands Circle and a short drive to downtown Sarasota, renowned for its arts, culture, waterfront parks, and world-class restaurants. Offering unmatched views, exceptional amenities, and one of the area’s most sought-after beachfront locations, this is coastal living at its finest. ** Seller is a licensed Florida Real Estate Agent

1050 Longboat Club Road Unit 901, Longboat Key

40 Lighthouse Point Drive, Longboat Key
$20,000,000
7 Beds ⋅ 8 Baths ⋅ Lighthouse Point SubDv. ⋅ 34228 Zip Code
A modern architectural masterpiece on the southern end of Longboat Key, this extraordinary waterfront estate designed by renowned Sarasota architect Guy Peterson occupies nearly ¾-acres in exclusive Lighthouse Point, overlooking New Pass where Sarasota Bay meets the Gulf of Mexico. Built in 2013, the elevated family compound offers 6,800 square feet of interior living, seven en-suite bedrooms, and 123 feet of waterfrontage. Walls of impact glass, striking contemporary lines, and spectacular water views define this exceptional coastal retreat. A dramatic courtyard entrance features a reflecting pool and towering glass curtain wall with exterior louvered sunscreens. Inside, soaring ceilings, beautiful hardwood accents, and expansive glass create an impressive sense of light and space. Tile flooring flows throughout the main living areas, while plush carpeting adds comfort to the bedrooms. The two-story great room opens to the pool terrace and waterfront beyond. The gourmet kitchen features leathered quartz countertops, an oversized island, custom cabinetry, and a seamless connection to the dining and entertaining spaces. Three en-suite guest bedrooms on the main level are thoughtfully arranged for privacy. An open upper-level promenade and connecting bridge overlook the great room below, leading to a spacious loft with custom built-ins, sitting areas, and a family room with morning kitchen. The private north wing houses the primary suite and an oversized guest suite suitable as a second primary retreat. Additional bedroom accommodations and multiple covered outdoor areas provide exceptional flexibility for family and guests. A detached one-bedroom casita with private entrance, bathroom, kitchenette, and bonus room offers a secluded retreat for extended stays. Outside, the heated swimming pool and spa anchor a private waterfront oasis with expansive terraces, covered dining, and a built-in grilling station. An elevated rooftop deck captures refreshing Gulf breezes, spectacular sunsets, and sweeping views of the surrounding waterways. Additional conveniences include laundry rooms on both living levels and an oversized three-car garage. A private 45-foot dock at the nearby community waterfront provides boating access to New Pass, Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Within the gated Lighthouse Point enclave, residents enjoy community tennis facilities and nearby Gulf beach access. This coveted southern Longboat Key location is moments from Longboat Key Club golf and marina amenities, St. Armands Circle's boutiques and restaurants, and the beautiful beaches of Longboat and Lido Key. Downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions are also within easy reach. Combining architectural distinction, expansive living spaces, exceptional privacy, and a premier waterfront setting, 40 Lighthouse Point Drive represents a remarkable expression of contemporary coastal luxury.

40 Lighthouse Point Drive, Longboat Key

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

6151 Gulf Of Mexico Drive, Longboat Key

501 Norton Street, Longboat Key
$2,850,000
5 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
In the tranquil north end of Longboat Key, where Gulf breezes drift through the palms and the pace slows to a whisper, this extraordinary beach retreat captures the essence of refined coastal living. Positioned on nearly half an acre of canal front property and encompassing over 3,000 square feet of interior living space (more than 6,000 square feet total), the residence sits just across from the ultra convenient public beach access. This unique residence offers the rare luxury of both boating and beachside lifestyles in one remarkable setting. Recently transformed through a stunning renovation and offered turnkey furnished, the five bedroom, three bath waterfront home showcases long, picturesque canal views and an effortless indoor outdoor flow. A NEW ROOF in 2023 and new impact windows were installed in 2022 provide peace of mind. Vaulted ceilings and light-filled spaces that feel both expansive and inviting. At the heart of the home, the chef’s kitchen blends timeless style with modern performance, featuring classic shaker cabinetry, gleaming white quartz countertops, high-end white Café appliances, and generous island seating ideal for gathering. The primary suite is a private sanctuary of nearly 700 square feet, complete with dual walk-in closets and a spa-inspired bath designed for indulgence, including a dramatic double soaking tub with jets, fireplace and TV, a Moen technology-enhanced shower, and electronic Woodbridge toilets that elevate daily living with comfort and innovation. Each of the guest bedrooms offer sizeable walk in closets. Step from the screened lanai off the living room down to a resort-caliber outdoor environment that rivals the finest destinations, where a heated pool and spa anchor the space alongside a putting green, waterfront fire pit, game area, and a beautifully pavered outdoor kitchen designed for effortless entertaining. For boating enthusiasts, the property is exceptionally equipped with a 10,000-pound boat lift and a second dock for added enjoyment. Substantial non-conforming enhanced storage beneath the home and a spacious three-car garage provide versatility without compromising luxury, making this a rare waterfront compound where mornings begin at the beach, afternoons unfold on the water, and evenings are spent poolside under the stars. Located a short distance to the Bridge Street Pier which offers ample dining, shopping and entertainment options, this residence truly is the ultimate beach getaway.

501 Norton Street, Longboat Key

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