Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$20,000,000
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Anna Maria Area Single Family Home

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769 North Shore Drive Anna Maria, FL 34216

6 Bed
9 Baths
7652 sqft
MLS# A4619132
Virtual Tour
Pre-Construction. To be built. Luxurious Beachfront Oasis in Anna Maria, Florida. Experience coastal living at its finest in this brand-new, 7,652 sq ft beachfront estate located in the heart of Anna Maria. This stunning home features 6 spacious bedrooms and 6 elegantly designed bathrooms, including a separate mother-in-law suite complete with a great room, bedroom, bathroom, and powder room. The home is designed with convenience in mind, featuring 2 elevators for easy access across its expansive layout. Car enthusiasts will appreciate the 7-car garage and a total of 14,706 sq ft under roof. Step outside to enjoy the large, heated saltwater pool surrounded by lush tropical landscaping, creating a private paradise. Inside, the gourmet chef’s kitchen is a culinary dream, equipped with top-of-the-line Sub-Zero and Wolf appliances. Entertainment options abound with a separate game room that opens to a private terrace, offering breathtaking views of the Gulf of Mexico. The master bedroom is a true retreat, boasting 2 large walk-in closets and a spa-like bathroom that invites relaxation. This exquisite property perfectly combines luxury, comfort, and stunning Gulf of Mexico and beach views, making it the ultimate beachfront sanctuary. Don't miss the opportunity to own a piece of paradise in Anna Maria, Florida.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Charles Buky
$16,995,000
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Longboat Key Area Single Family Home

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6489 Gulfside Road Longboat Key, FL 34228

4 Bed
5 Baths
6616 sqft
MLS# A4629211
Virtual Tour
Under Construction. Enjoy the ultimate Longboat Key lifestyle in your very own direct Gulf Front private access with stunning Gulf of Mexico views! The progress at this Seaward Homes Curated Collection at 6489 Gulfside is moving right along, with completion expected by August of 2025. Designed by DSDG Architects, this home epitomizes exceptional quality and attention to detail. Situated on a coveted 100' Gulf front lot, this property offers soft sands, endless Gulf views, and miles of walkability. Gulfside Drive provides a quiet entrance street for its Gulf front residents. The main house features 4 oversized en-suite bedrooms and over 6,600 sq ft of air-conditioned living space, including a grade-level wellness room. The wide-open floor plan, oversized rooms, and large impact-rated safety glass sliding doors and windows throughout fill the home with natural light. Two nearly 40' long terraces on the main and second floors provide perfect spots to enjoy the outdoor island lifestyle and stunning Gulf views. Seaward Homes has partnered with premier Sarasota design company, Studio G Homes to bring luxury homes to the next level. Interior finishes include large format porcelain tile and hardwood flooring, Italian imported cabinetry, a custom floating steel and wood staircase, a 3-stop elevator, 8' solid interior doors, high-efficiency mechanical systems, a top-of-the-line Gaggenau appliance package, luxurious plumbing fixtures, wine storage, detailed AV, lighting control, and a security system. Exterior features include solid concrete and masonry construction on all floors, a deep concrete piling foundation for added strength, Longboard premium aluminum architectural details, and a fine light sand exterior stucco finish. The resort-like pool area and custom spa are surrounded by a tropical landscape package. The garage accommodates 4 cars, with the option to add car lifts. Longboat Key, an 11-mile barrier island, is just minutes from St. Armand's Circle and downtown Sarasota. The Sarasota Bradenton International Airport is approximately 25 minutes away. Embrace the opportunity to own this unparalleled residence and enjoy ultimate coastal luxury living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Patrick Dipinto III
$16,750,000
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Holmes Beach Area Single Family Home

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104 Sunset Lane Holmes Beach, FL 34217

5 Bed
7 Baths
8563 sqft
MLS# A4599080
Virtual Tour
Luxury Coastal Lifestyle by Design Are you looking for a beach home on an island that attracts people worldwide but retains its hometown vibe? Newsweek released their 25 Most Popular Beach Towns in America, and Anna Maria Island Florida took the top spot. Sunset Dream is the name of this spectacular 8,563 sq ft under-air beach mansion, specially designed to maximize the beach views. Everything, about this calm, contemporary-style fully furnished beach home is custom rather than customary. The imported corner-less wrap-around glass windows provide 180-degree views of the Gulf of Mexico. You'll want to entertain friends and family in this specially crafted kitchen. Most kitchens are designed with the cook working with their back to the guests. Like our favorite cooking shows today, watching the home chef cook directly in front of you is way more entertaining. This contemporary kitchen arrangement was specifically designed for today's engaging home chef. And, when you cater an event, there's an additional hidden full kitchen dedicated to behind-the-scenes preparation. Rounding out this space is the dual faucets Galley Workstation ® sink, full-size Sub Zero ® refrigerator & freezer, separate red and white wine coolers, drink bar, and built-in Frame ® television. The interior living space features a white grand piano, contemporary Menotti ® Italian furnishings, a linear gas fireplace, and richly detailed finishes, demonstrating an extraordinary commitment to craftsmanship and quality. The large floor-to-ceiling Euro Doors ® opens to the exterior environment to provide expansive indoor-outdoor living. Superbowl party! The well-equipped media room with hand-cut paulownia wood wallcovering is an entertainer's dream. Press the smart home button, and the room goes dark as the 155 screen comes alive with sporting events, movies, and your favorite streaming series. Solid smoked oak bar and dual keg beverage service complete the room experience. The third-level master bedroom offers the same floor-to-ceiling corner-less wrap-around glass windows, delivering a full 180-degree view of the Gulf Beach coastline. A built-in breakfast bar and a custom leather bed with a hidden TV lift footboard ensure comfort. The luxurious master bathroom features his and her water closets, offering complete privacy. The corner-less glass windows surrounding the bathtub overlook the beach. It is truly a work of art that must be viewed in person. The ground terrace is designed to create spaces for conversation and relaxation next to the full-size swimming pool featuring in-pool bar seating, a spa, and a one-story high waterfall. The doors open up to the poolside bar and interior seating/entertaining area. Finally, with all this luxury, it would only be complete with an entire smart home security system. The Sunset Dream is fully furnished with everything needed to move in today. Close on the home at noon and share a glass of wine that same evening as the sun sets directly off the terrace.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Charles Buky
$15,000,000
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Longboat Key Area Single Family Home

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6603 Gulfside Road Longboat Key, FL 34228

5 Bed
6 Baths
4925 sqft
MLS# A4605073
Virtual Tour
Pre-Construction. To be built. Introducing a rare gem of contemporary luxury on Longboat Key: a brand-new, direct Gulf-front masterpiece crafted by Vertical Design Build to the most exacting standards. Still in the beginning stages, there is plenty of time to make your personal selections! Set on over a quarter-acre of lush beachfront property, this architectural marvel offers an unparalleled coastal living experience. Designed to showcase the breathtaking vistas of the Gulf of Mexico, every aspect of this home has been meticulously planned and executed to perfection. No detail has been overlooked in this chic and opulent retreat. From the sleek Walker Zanger Porcelain Tile flooring to the custom modern cabinetry and polished nickel fixtures in the gourmet kitchen, every element exudes sophistication and style. The kitchen features an expansive island with a waterfall edge, perfect for casual dining or entertaining guests, as well as brand-new, top-of-the-line appliances to include double Wolf ovens, a Sub-Zero full-size wine cooler, and a Wolf Induction cooktop. The heart of the home is the open-concept living/dining/kitchen area, where floor-to-ceiling walls of glass invite the natural beauty of the surroundings inside. This space offers a truly immersive coastal experience. Retreat to the primary suite, located on the northwest side of the main living level, for ultimate relaxation and privacy. Floor-to-ceiling walls of glass sliders open onto the Gulf-front terrace, offering sweeping views of the azure waters beyond. The spacious suite also features a huge walk-in closet with extensive built-ins, ensuring ample storage space, and a spa-inspired en-suite bathroom with stunning tiled walls, walk-in shower with multiple showerheads, a Signature Hardware soaking tub, dual floating vanities, and a private water closet. Convenience meets luxury with an office conveniently located on the first floor, providing a dedicated workspace with inspiring views. Ascend the 3-stop elevator or take the stairs to the second level, where three additional bedroom suites with walk-in closets await, along with a fourth bedroom that shares a bathroom with the den. Each room is designed with comfort and relaxation in mind, offering ample space and stunning views of the surrounding landscape. Step outside to the breathtaking outdoor living space, where multiple balconies on both levels provide the perfect vantage point for enjoying panoramic beach views. The ground level is a true oasis, featuring a 36-foot lap pool as the main focal point, surrounded by all the elements necessary for Gulf coast relaxation. A sun shelf and heated spa by Freestyle Pools and Spas invite you to unwind, while quiet lounge areas, dining spaces, and a summer kitchen with a grilling station offer endless opportunities for outdoor entertaining. The most luxurious feature of all is the home's direct access to the warm waters of the Gulf, allowing you to step directly from your backyard into paradise. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$11,995,000
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Anna Maria Area Single Family Home

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809 N Shore Drive Anna Maria, FL 34216

5 Bed
6 Baths
4936 sqft
MLS# A4608114
Virtual Tour
JUST COMPLETED! BRAND NEW CONSTRUCTION!!! Gulf Front Luxury Living is at its Absolute Best in this Exquisite Estate in the Heart of Anna Maria! It will be love at first sight when you enter this stunning FULLY FURNISHED 5 Bedroom, 5.5 Bathroom Gulf Front Estate. This home has it all including endless views of The Gulf of Mexico. With over 4,936 square feet under air, this home features Control 4 smart home automation, expansive living spaces with custom, designer finishes, in-ceiling speakers, custom built-ins and motorized Lutron blinds throughout. Take the master staircase or commercial-grade elevator to the open-concept, main living area which features an oversized, luxurious living room with views of the crystal blue waters of the Gulf as you look out through the floor-to-ceiling, pocket sliding doors containing the highest quality windows. The main living level also features a gorgeous Gulf front dining room, detailed gourmet chef's kitchen featuring Sub Zero and Wolf appliances, separate walk-in pantry, conversation full bar sitting area with a walk-in and a custom outdoor kitchen on the lanai. Then, continue up the grand staircase to your private hideaway master suite which includes an oversized bedroom, sitting and lounge area, balcony, walk-in designer closet, large designer bath area with spectacular finishes and, of course, more amazing Gulf views! This floor also features two additional guest suites. On the ground level, the expansive Gulf-front swimming pool and enormous surrounding deck offers significant, additional entertaining space. Professional landscaping placed with privacy in mind, a 4-car garage and a paved driveway with plenty of room for both owner and guest vehicles. All of this and you are a short stroll from the shops and restaurants of Pine Avenue. Call me today to make your dream of owning an exquisite, luxurious Gulf-front Estate a reality!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Charles Buky
$10,100,000
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Nokomis Area Single Family Home

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0 Casey Key Road Nokomis, FL 34275

5 Bed
6 Baths
5414 sqft
MLS# A4628430
Virtual Tour
Pre-Construction. To be built. Nestled on the coveted shores of Casey Key, this extraordinary Bayfront estate offers the epitome of Florida coastal living with unmatched elegance and seclusion. Spanning 1.37 pristine acres, this 5,414 sqft modern masterpiece is positioned on 300 feet of serene bay frontage, complete with a private dock on deep boating water. With 5 bedrooms, 5.5 baths, and an expansive 5-car garage, this residence is designed for both luxury and practicality, featuring an elevator for convenience and a private pool for ultimate relaxation. The property’s elevated construction meets the latest velocity zone codes, providing unmatched resilience against the elements, ensuring peace of mind for years to come. Inside, light-filled spaces blend seamlessly with the outdoors, and balconies offering 360-degree unobstructed water views, capturing the beauty of the bay and Gulf in every direction. Beyond the bay, a deeded private beach access awaits on the finest stretch of sand, granting exclusive access to Casey Key’s pristine coastline. Casey Key is an eight-mile barrier island with a unique blend of privacy and convenience, offering a secluded haven away from high-rise buildings and traffic lights, with fewer than 400 single-family homes. Known as a retreat for CEOs, authors, and celebrities, this island provides the tranquility of nature without sacrificing proximity to Sarasota’s vibrant culture. Access to the mainland is easy with bridges at both the northern and southern ends, connecting you to Sarasota’s amenities. This estate on Casey Key is not just a home—it’s a private sanctuary in one of Florida’s most reputable coastal enclaves.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Rinat Sikdar
$10,000,000
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Sarasota Area Single Family Home

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3544 San Remo Terrace Sarasota, FL 34239

5 Bed
7 Baths
7960 sqft
MLS# A4610057
Virtual Tour
This home has proven its strength and durability through the challenges of the 2024 hurricane season. During Hurricane Helene, while many coastal properties and barrier island homes experienced significant flooding, the storm surge never even reached the pool of this home. Additionally, in the face of Hurricane Milton's record-breaking winds, this home emerged unscathed, with zero damage. These storms truly tested the resilience of properties in our area, and this exceptional home has passed with flying colors, showcasing its ability to weather the strongest of nature’s elements. Crowning the esteemed West-of-Trail neighborhood of San Remo Estates, this grand 7,960 sq ft waterfront property, carefully positioned to capture only breathtaking views, epitomizes luxury waterfront living. Sprawling bay and inter-coastal views, only panoramic, and rarely available here. This estate is not just a home; it is a resort in its own right, offering a lifestyle of unparalleled opulence and ultimate convenience. Commanding a prime location, close to downtown and Siesta Key, parcels of this magnitude are exceptionally rare, making this offering extraordinarily special. With its significant water frontage curving to create a protected boat basin, this property ensures a blend of privacy, security, and waterfront access that is difficult to match. The residence exudes an elegant blend of stunning modern mediterranean design, open floor plan, two expansive master suites, along with three additional guest suites, thoughtfully designed to offer tranquil separate retreats for privacy and relaxation. A sophisticated Smart Home System with extensive audio and video zones is an expected and well-deserved addition, along with a gourmet kitchen with top-tier Viking appliances, a luxurious 1,000-bottle wine room, and a pantry. Outdoor living is at an elite level, with multiple large terraces, including an Alfresco kitchen and a unique swim-up bar, an entertainer's paradise. The expansive patio overlooks the crystal-clear bay with a sunset orientation, perfect for evening gatherings. Additional luxury amenities include an impressive 827 Sq ft pool with two spas, a rooftop deck for panoramic views, and a waterfront basketball court, offering endless fun and opportunities to create lasting memories. For the automobile enthusiast or those who value expansive spaces, this estate also serves as a collector’s dream with ample secure parking. This property is a true estate in every sense of the word, offering not just a home, but a lifetime of luxury and memories. Available for the discerning buyer seeking the ultimate in privacy, luxury, and location, this property is a rare gem in Sarasota’s prestigious real estate market. ***The main house's heated area is 6,710 square feet. With the new garage, there's an extra 1,250 square feet. Total heated area is 7,960 square feet.***
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski
$9,995,000
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Sarasota Area Single Family Home

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1249 S Basin Lane Sarasota, FL 34242

6 Bed
7 Baths
10455 sqft
MLS# A4630794
Virtual Tour
This extraordinary waterfront property offers an unparalleled opportunity to create a stunning retreat overlooking the tranquil waters of Little Sarasota Bay. Spanning over 1.5 acres, this expansive corner parcel boasts more than 500 feet of water frontage on two sides, providing exceptional privacy and sweeping coastal views. Situated within the exclusive Sanderling Club on Siesta Key, this unique property is poised for transformation. The existing six-bedroom home offers a canvas ready for designing your custom dream residence. The main house includes formal living and dining rooms, an eat-in kitchen, family room, media room, and multiple dens. The first level features three bedroom suites, while the primary suite occupies the second floor with an additional guest suite and a bonus room. The third level houses another flexible space, ideal for a den or home office. A four-car split garage, connected by a courtyard, includes a studio apartment with a bedroom suite and guest kitchen, offering potential for guest accommodations or a private workspace. The outdoor spaces are equally expansive, featuring an open pool deck, fountain, waterfront lounge areas, winding walkways, and basketball court. With over 500 feet of waterfront access, boating enthusiasts will appreciate the ample opportunities to enhance this property with custom docks or lifts. Nestled in the prestigious Sanderling Club, this property combines the charm of Siesta Key’s coastal lifestyle with the exclusivity of a gated community. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offers residents access to a renovated clubhouse with a catering kitchen and library, three Har-Tru tennis courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions. This is a once-in-a-lifetime opportunity to design a coastal sanctuary in one of Sarasota’s most coveted neighborhoods.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$9,995,000
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Holmes Beach Area Single Family Home

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535 70th Street Holmes Beach, FL 34217

6 Bed
7 Baths
5921 sqft
MLS# A4566818
Virtual Tour
Anna Maria luxury at its finest! This 5,921 square foot, spectacular bayfront estate provides the perfect combination of privacy and coastal elegance in the center of the tropical paradise that is Anna Maria Island. Whether it is boating you desire, beaches, or both, this home has everything you need to live the island lifestyle. When you enter this beautiful home, you will be enchanted by the amazing views of the crystal blue waters of Bimini Bay that greet you from every room in the home. This sprawling 2-story home contains 6 bedrooms, 5 bathrooms, 2 half bathrooms, and 2 living rooms. The home also has an entertainment room, 2 gas fireplaces, multiple balconies, and a two-and-a-half car garage. The finest touches and finishes encompass every corner of this home from the custom Amish cabinetry to the detailed ceiling and trim to the walnut flooring and beyond. This home shows like a priceless work of art! The master suite is impressive with its built-in, automated shades, exquisite ceiling, plush seating area, private lanai, complete with gas fireplace, and expansive closet with dedicated washer and dryer. The gourmet kitchen also doubles as a centerpiece to the home with its spacious 16-foot island complete with galley sink, quartz countertops, Dacorappliance package, Miele dishwasher, and walk-in pantry. Connected to the kitchen, a butler pantry includes Sub-Zero Wolf refrigerator and freezer doors, Perlick ice maker, Cove dishwasher, and sink. Keeping in line with the luxurious nature of this home, it also is a smart home in every sense of the word with its Lutron automated shades and lighting. Stepping outside the home, you will fall in love with the lush tropical landscaping and artificial turf lawn, which provides that look of perfection combined with the ease of minimal maintenance. For the boating crew, the two docks located on a deep-water canal provide plenty of space to keep your boats easily and conveniently accessible and ready to use at a moment’s notice. The outdoor living space includes a total of four covered patios, a fireplace, outdoor kitchen, infinity edge pool and spa, and even a putting green complete with realistic sand pit for golf enthusiasts. Not only are the indoor and outdoor finishes and fixtures of this home spectacular, but this home comes fully furnished with beautifully appointed custom furniture, upholstery, and window treatments. The coastal elegance of this home even earned this home a Best in Living award by the National Association of Home Builders. Please call for your private showing today. You will not want to miss out on your chance to own one of the most elegant, unique, and exquisite homes on Anna Maria Island!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Charles Buky