One of the most popular communities provided by {{page_data.agentName}}

Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.

One of the most popular communities provided by Michael Graf

507

# of Listings

2

Avg # of Bedrooms

$867

Avg. $ / Sq.Ft.

$1,539,132

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

507 Properties Found. Page 2 of 34.

A rare and extraordinary offering inside the exclusive Bay Harbour within Bay Isles on Longboat Key, this peninsula estate delivers unmatched privacy, breathtaking Sarasota Bay views, and direct boating access to both the Intracoastal Waterway and the Gulf of Mexico. Positioned at the end of a quiet cul-de-sac on a three-sided waterfront peninsula, it includes two private boat docks with water and electric, one with a 15,000 lb. lift, both offering easy on-and-off docks. Reach the Gulf through the nearby jetty with drawbridge or enjoy a second access through the John Ringling Bridge. The seawall was newly capped in 2020, and the pier deck and boatlift controls were replaced in 2025, ensuring exceptional waterfront infrastructure.

Extensively rebuilt and structurally engineered, the residence is warm, refined, and filled with natural light, offering sweeping bay views from nearly every room. The chef-inspired kitchen features custom rare wood cabinetry, an extended breakfast bar, a three-sink layout, double dishwashers, a Sub-Zero refrigerator, Wolf warming drawer, standalone ice maker, and beautifully finished wood ceilings.

Dance your way through the living and dining areas with a custom jazz club floor which open to the wraparound screened lanai, fully reconstructed with multilayer waterproof construction, a rich teak ceiling, and an open-sky section ideal for coastal breezes and stargazing. Multiple seating and dining zones create seamless indoor-outdoor flow with uninterrupted water views.

The outdoor pool area is a private retreat surrounded by tropical landscaping and expansive travertine decking perfect for lounging and entertaining. A custom palm-terrace garden enhances the serene ambiance along the east side of the deck.

All bathrooms are fully remodeled with premium finishes, floor-to-ceiling tilework and frosted glass shower doors. The primary suite offers an elegant, calming bathroom with refined materials and thoughtful design.

Additional upgrades include hurricane-rated windows and doors, 2024 and 2025 5-ton A/C units, all-new plumbing, electrical, and HVAC ductwork, a whole-house water purification system, full security camera system, and extensive structural enhancements completed under engineering oversight. Exterior improvements include landscape lighting, a resurfaced epoxy garage floor with mini-split A/C, and cell-foam insulation for improved efficiency.

Residents of Bay Isles enjoy private Gulf beach access at the Bay Isles Beach Club, featuring tiki huts, restrooms, BBQ areas, and space for private gatherings. The gated community offers 24/7 security, community pools, and miles of shaded sidewalks ideal for walking and cycling.

With exclusive Bay Isles access, exceptional boating amenities, unmatched privacy, and sweeping water views at every turn, this peninsula estate represents one of Longboat Key’s most remarkable waterfront opportunities—an extraordinary home offering luxury, craftsmanship, and unparalleled coastal living.

LONGBOAT KEY

560 HARBOR COVE CIRCLE

3 Beds

3 Baths

5,377 Sq.Ft.

$8,700,000

MLS#: A4672059

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.

LONGBOAT KEY

501 HARBOR POINT ROAD

5 Beds

5 Baths

8,422 Sq.Ft.

$8,500,000

MLS#: A4625287

Sign on Property. Nestled on the pristine shores of Longboat Key, this exclusive beachfront property offers a rare opportunity to build your dream luxury home amidst the breathtaking beauty of the Gulf of Mexico. With direct access to the sugary sands and azure waters, this parcel of land (40,000 sq. ft. / 0.92 acres) promises an unparalleled coastal living experience. Spanning an expansive stretch of coastline, the property boasts uninterrupted views of the shimmering Gulf waters, where fiery sunsets paint the sky in hues of orange and pink, creating a mesmerizing backdrop for tranquil evenings spent by the water's edge. The land is currently zoned for its next chapter as a single-family home. Whether you envision a sleek modern masterpiece, a timeless Mediterranean villa, or a charming beach retreat, the possibilities are endless on this prime piece of real estate. Imagine waking up to the sound of gentle waves lapping against the shore and stepping out onto your own private oasis, where swaying palm trees and sea breezes evoke a sense of serenity and relaxation. Spend your days lounging on the beach, soaking up the sun, or partaking in water sports such as paddle-boarding, kayaking, or sailing right from your doorstep. Whether you seek a peaceful retreat to escape the hustle and bustle of everyday life or an exquisite setting to entertain family and friends, this beachfront gem on Longboat Key provides the perfect canvas for creating lifelong memories in an idyllic coastal paradise. Located in one of Florida's most beautiful coastal communities, this Longboat Key property offers not only unparalleled natural beauty but also convenient access to upscale dining, shopping, and recreational amenities. Indulge in world-class cuisine at nearby restaurants, tee off at championship golf courses, or explore the rich cultural offerings of Sarasota, just a short drive away. (Sarasota/Bradenton International Airport-16 miles; St. Armand’s Circle-10 miles; Access to I-75 N/S-23 miles; and Tampa International Airport-57 miles)

LONGBOAT KEY

6351 GULF OF MEXICO DRIVE

None Beds

None Baths

0.92 acres

$7,775,000

MLS#: T3512919

Introducing Maison d’Azur, a custom waterfront estate in the prestigious Hideaway Bay enclave on the north end of Longboat Key. WHERE COASTAL LUXURY LIVING MEETS THE BAY! This exquisite four-bedroom, five-bath Key West-inspired residence, crafted by acclaimed builder John Cannon, seamlessly blends indoor and outdoor living to create an atmosphere of refined luxury reminiscent of a boutique hotel. Situated on over a quarter of an acre, this bayfront property commands breathtaking, unobstructed views. Enjoy the vibrant hues of sunrise and sunset over tranquil waters, with palm fronds swaying in the coastal breeze.

With a newly renovated private forty-foot-deep water dock and boat lift, Maison d’Azur is a haven for boat enthusiasts and nature lovers. Spend afternoons in the saltwater pool and evenings on the loggia as the Belt of Venus rises over Sarasota Bay. Enjoy dining from your custom outdoor kitchen, surrounded by lush tropical landscaping. Step inside to experience luxury and meticulous craftsmanship, with a grand foyer featuring soaring ceilings and custom pillars. The open floor plan connects a chef’s kitchen, equipped with Sub Zero, Miele, Fisher and Paykel, and Wolf appliances, to a spacious family room with built in cabinetry, creating an inviting atmosphere for entertaining. Archways lead to elegantly decorated formal dining and living rooms.

Ascend the private elevator to the second floor, where a great room with a custom entertainment center awaits, along with a study perfect for savoring a cognac on the captain’s porch. The expansive second floor offers a loggia and bedrooms with stunning panoramic views of the pool and Sarasota Bay. Maison d’Azur embodies exquisite taste and timeless beauty. With imported materials and innovative technology throughout, every detail has been curated for an elegant experience. This residence is sold fully furnished, with pieces selected to enhance each room’s design and ambiance.

Hideaway Bay is located on Longboat Key, an eleven-mile island off the coast of Sarasota. This enclave of only seventeen estates is steps away from the deeded beach and boasts two private tennis courts. Residents enjoy easy access to premier country clubs, golf courses, waterfront activities, dining options, and upscale shopping. Experience coastal living where every day feels like a vacation amidst the beauty and tranquility of the Gulf Coast. This property sustained no damage from the storms/hurricanes of last year. It boasts an elevation of 10.5’, ensuring you stay high and dry.

LONGBOAT KEY

757 HIDEAWAY BAY DRIVE

4 Beds

5 Baths

7,347 Sq.Ft.

$7,488,000

MLS#: A4667459

Price reduced

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.

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 410

2 Beds

2 Baths

4,101 Sq.Ft.

$7,100,000

MLS#: A4665293

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.

LONGBOAT KEY

415 L AMBIANCE DRIVE A801

3 Beds

3 Baths

4,120 Sq.Ft.

$6,995,000

MLS#: A4670057

Experience breathtaking sunsets and exceptional privacy from this direct west-facing center residence at The St. Regis Longboat Key. Floor-to-ceiling windows bathe the interiors in natural light and frame unobstructed Gulf views, while the expansive living room offers an ideal setting for elegant entertaining. Every detail of this home has been meticulously upgraded with custom wallpaper, handcrafted millwork, designer lighting, and furnishings by Ralph Lauren Interiors. 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, tray ceilings, and ceramic wood tile flooring. Premium appliances include a Wolf six-burner gas range, Wolf double ovens, Sub-Zero refrigerator and wine refrigerator, Cove dishwasher, and microwave. The main living area continues the home’s refined aesthetic with ceramic wood tile flooring, tray ceilings, crown molding, wainscoting, electric sunshades, and a statement chandelier, creating a sophisticated and inviting environment. The owner’s suite is a serene retreat with a wall of glass overlooking the Gulf and resort grounds. Details include grass cloth wallpaper, wainscoting, and sun and blackout shades. The spa-like bath features Poggenpohl cabinetry, a makeup vanity, dual sinks, a stand-alone soaking tub, walk-in glass shower, water closet, and ceramic tile flooring. A custom walk-in closet with built-ins offers abundant storage. The guest bedroom or office mirrors the same level of craftsmanship with grass cloth wallpaper, wainscoting, crown molding, sun and blackout shades, and a chandelier. The ensuite bath includes a stand-alone glass walk-in shower, water closet, walk-in closet, and ceramic tile flooring. A stylish half bath with a single vanity, along with an oversized laundry room complete with sink, cabinetry add convenience and functionality. Beyond the residence, The St. Regis Longboat Key Resort offers a curated collection of world-class amenities designed exclusively for residents. The private clubhouse includes a state-of-the-art fitness center, a resident-only pool and spa, and access to the signature St. Regis Butler and Concierge services that redefine luxury living. Indulge in the oceanfront spa, diverse dining venues, and beachfront cabanas, or enjoy family-friendly experiences such as a lazy river and saltwater lagoon teeming 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 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.

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 514

2 Beds

2 Baths

3,127 Sq.Ft.

$6,950,000

MLS#: A4666877

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

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 314

2 Beds

2 Baths

3,127 Sq.Ft.

$6,650,000

MLS#: A4665800

Live the boater’s dream on exclusive North Longboat Key. This spectacular, newly built, coastal contemporary waterfront home provides easy access to the tranquil Intercoastal Waterway, sparkling Sarasota Bay and majestic Gulf of Mexico. Located on a three-quarter acre lot with 133 feet of frontage on a 125-foot-wide canal, this 4,210-SF home features an open floorplan with light-color finishes, quartz hard surfaces and wood-look tile flooring. The large kitchen includes a Sub-Zero glass door refrigerator and Thermador appliances. There is an additional full outdoor kitchen with a gas grill, vent hood and U-Line refrigeration. A spacious first-floor office/den overlooks the waterway. There are 5 ample en-suite bedrooms, 2 half-baths. Relax in the second-floor master suite Jacuzzi tub or take the spiral staircase up to the third-floor observation deck to relish the serene views. The large, heated pool includes a Jacuzzi with a sun shelf for year-round enjoyment. During the cooler months, enjoy a relaxing evening in the great room in front of the fireplace or outdoors near a mesmerizing fire pit. Additional luxury amenities include a 60-foot composite deck with a 10x10 sitting area, fish station, water spigots on dock, bumpers, cleats and underwater lights. Water safety features include a new 133-foot seawall raised 13 and vinyl panel fronts on the 125-foot-wide canal. Make use of the two boat lifts – one 20,000-lb. and one 15,000-lb. and an additional Jet Ski spinner lift to delight in a fun-filled day on the water. This stunning home is ideally located near St. Armands Circle, pristine beaches, fine dining and specialty boutique shops. With professionally landscaped grounds, electric drive security gate and easy access to the bay, this luxurious property is perfect for discerning devotees of the boating lifestyle. This property, along with the beachfront property across the street can be sold together.

LONGBOAT KEY

5910 GULF OF MEXICO DRIVE

5 Beds

4 Baths

6,326 Sq.Ft.

$6,250,000

MLS#: A4627997

Price reduced

One or more photo(s) has been virtually staged. Are you ready to discover your very own private Gulf Oasis? Step into a slice of paradise at your dream coastal retreat located in the esteemed Aria community on Longboat Key's coveted south end. This serene haven is not just a residence; it offers an exclusive lifestyle filled with tranquility and easy access to the finest dining, arts, and cultural experiences that nearby Sarasota has to offer. Imagine living in a stunning home nestled along 300 feet of pristine private Gulf-front shoreline, where every day brings a lifestyle that is truly extraordinary. As you approach through Aria's gated entrance, you’ll be welcomed by timeless design, lush native landscaping, charming walking trails, and a lovingly preserved artesian well—a beautiful nod to the property’s storied history. Step inside your private elevator and explore nearly 4,000 square feet of meticulously crafted, light-filled living spaces. The grand foyer seamlessly flows into an open-concept layout that beautifully blends a chef’s kitchen, luxurious spa-inspired bathrooms, and elegant living areas—all thoughtfully designed for comfort and effortless entertaining. Soaring 9+ foot ceilings, floor-to-ceiling glass windows, and wrap-around terraces provide breathtaking Gulf views that you can enjoy from every angle. Relax in the inviting family room or host unforgettable gatherings in the magnificent great room. The kitchen is a culinary dream, showcasing exquisite quartz countertops, solid wood cabinetry for ample storage, and elite Wolf and Miele appliances. The primary suite is a tranquil sanctuary designed for ultimate relaxation, complete with an opulent ensuite bathroom featuring two private baths connected by a spacious walk-in shower—an indulgence you’ll cherish every day. Two additional ensuite bedrooms ensure your guests feel right at home, while a versatile home office or optional fourth bedroom adds practicality. A bonus room awaits your creative hobbies, crafts, or extra storage needs. Living in Aria means immersing yourself in a truly unparalleled lifestyle. At the community's heart lies Villa am Meer, a beautifully restored 1935 seaside mansion that forms the elegant residents' clubhouse. Whether you’re hosting friends or enjoying a peaceful evening, you can unwind in the exclusive wine cellar and choose a bottle to savor on your terrace as the sun dips below the horizon. Enjoy an array of resort-style amenities, including a beachfront pool and spa, yoga and fitness studios, a massage room, and a serene, service-oriented atmosphere. A private, oversized two-car dehumidified garage adds to your convenience, while a dedicated resident caretaker ensures that personal service is always just a phone call away. Aria is not just a home; it’s a lifestyle choice that embodies luxury and elegance. Make 2251 Gulf of Mexico Drive #301 your new address—a place where timeless sophistication meets contemporary indulgence. Embrace the extraordinary life by the sea at Aria. Don’t let this opportunity slip away!

LONGBOAT KEY

2251 GULF OF MEXICO DRIVE 301

4 Beds

4 Baths

5,022 Sq.Ft.

$5,999,000

MLS#: A4658325

Price reduced

#A4663499

LONGBOAT KEY

524 HALYARD LN

4 Beds

4 Baths

5,168 Sq.Ft.

$5,650,000

MLS#: A4663499

A Rare Opportunity to Own an Exquisite Bayfront Property on Longboat Key!
Discover an extraordinary chance to build the waterfront estate of your dreams on this sprawling estate-sized property located in the exclusive enclave of Bayou Hammock. Boasting an impressive 200 feet of direct bayfront access, this prime location offers unobstructed, forever views across the bay to the Intracoastal Waterway.
Immerse yourself in the natural beauty of the surroundings, where panoramic vistas of sparkling water are complemented by the serene sights and sounds of graceful seabirds, playful sea life, and gentle bay breezes. This private, secluded setting provides a rare blend of tranquility and prestige, making it the perfect canvas for a magnificent custom estate.
Whether you envision a grand waterfront mansion, lush tropical landscaping, or a private dock to fully embrace the boating lifestyle, this property offers endless possibilities. Don't miss this once-in-a-lifetime opportunity to secure one of Longboat Key’s most coveted bayfront addresses.
For those who value privacy, elegance, and breathtaking waterfront views, this property represents an unparalleled offering. Walking distance to the beach and many fine restaurants and shopping.

LONGBOAT KEY

6516 BAYOU HAMMOCK ROAD

None Beds

None Baths

0.78 acres

$5,600,000

MLS#: A4632347

Rarely available Bay Isles Harbor bayfront lot. Enjoy incredible sweeping Sarasota Bay views in the prestigious Harbor section of Bay Isles. The property is at the end of a cul-de-sac on an oversized 16,000-square-foot lot with 150 feet of canal frontage overlooking Sarasota Bay. This is an incredible opportunity to build your dream residence on an extraordinary Bay Isles Harbor Lot with panoramic Sarasota Bay views. Owners enjoy the private Bay Isles lifestyle behind the gates, with access to the Bay Isles Beach Club and Longboat Key Club's Harbourside Golf Course, Tennis Gardens and other amenities available to club members. Architect renderings available.

LONGBOAT KEY

1630 HARBOR CAY LANE

None Beds

None Baths

0.37 acres

$5,595,000

MLS#: A4657747

A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian architecture and designed to dissolve the boundaries between indoors and out, this estate home unfolds through airy pavilions connected by elevated walkways. Towering palms and lush tropical landscaping envelop the home, while its 18-foot elevation ensures both peace of mind and panoramic, horizon-level vistas. Inside, the freshly reimagined kitchen serves as the gathering heart of the home, with sleek quartz countertops, modern cabinetry, and a spacious oversized island that effortlessly bridges culinary function and relaxed entertaining. Expansive sliding glass doors draw natural light into the living space and frame sweeping views of the sandbar and bay, perfect for sunset watching. The main residence includes four bedrooms and four-and-a-half baths, plus a separate guest suite offering an additional bedroom, kitchen, and full bath, ideal for hosting with comfort and privacy. The primary suite is where the pace of the island truly settles in. Wake up to wide-open bay views, linger with coffee in the sitting area, or enjoy a glass of wine as the sun sinks toward the horizon. The ensuite feels fresh and spa-like, with a soaking tub, walk-in shower, and water views. A series of screened porches and wraparound decks encourage slow living, morning yoga on the deck, afternoon reading in the shade, sunset grilling and cocktails overlooking the Gulf. Outdoors, a newly installed pool and spa with a sun shelf and expansive sundeck overlook the storied Jewfish Key Sandbar. A private dock with jet ski lift offers instant access to calm waters perfect for fishing, snorkeling, paddle boarding, or exploring neighboring Longboat Key and Anna Maria Island, both just minutes away by boat and beloved for dining, boutique shopping, and laid-back coastal culture. Equal parts island hideaway and refined coastal home, this one-of-a-kind property offers the rare combination of true privacy, effortless access, and natural beauty, set against a backdrop of turquoise water, powder soft sand, and endless sky. Here, relaxation, adventure, and natural beauty converge in a setting that feels almost like an escape, yet unmistakably home.

LONGBOAT KEY

7147 LA LENAIRE DRIVE

5 Beds

5 Baths

8,170 Sq.Ft.

$5,495,000

MLS#: TB8448347

Under Construction. Poised along one of Longboat Key’s most coveted stretches, this new semi-custom estate by Mason Martin Builders delivers sophisticated coastal living with rare peace of mind. Each level is designed to capture sweeping Gulf views without the exposure of direct beachfront placement, creating a residence that feels both refined and protected. It is your private sanctuary by the sea.

Currently under construction and scheduled for completion in 2026, this architectural showcase spans approximately 10,300 total square feet with 4,900 square feet under air. Mason Martin’s craftsmanship is evident throughout, with modern tropical lines, exotic landscaping, and refined stonework that blend seamlessly into the surroundings.

Inside, the home is curated for luxury living and effortless entertaining. The main floor features a chef’s kitchen anchored by natural gas and equipped with high-end Wolf and Sub-Zero appliances. An oversized island, full butler’s pantry, and adjoining bar flow into the spacious living and dining areas. Floor-to-ceiling glass opens to generous terraces overlooking the lap pool, creating a beautiful blend of indoor and outdoor living. An elevator services all living levels.

The residence offers five bedrooms, five full bathrooms, and a powder room. The primary suite is a serene retreat with a private bar, a Gulf-facing terrace, and a spa-inspired bath. Guest suites provide their own refined comforts, and two full laundry rooms on separate floors enhance everyday convenience.

The ground level includes a four-car garage and a large flex space envisioned as a wellness sanctuary. Plumbing and power are prepared for a cold plunge, sauna, and gym. Outdoors, the property lives like a private resort with a long lap pool framed by shaded lounging areas, outdoor dining space, and lush privacy plantings. The one thousand square foot rooftop deck serves as the pinnacle of the home with an outdoor kitchen and panoramic sunset views over the Gulf.

Construction details further elevate this residence with extensive use of Ipe hardwood providing warmth, longevity, and natural resilience. Every detail has been planned to create a home of lasting beauty, modern comfort, and architectural significance. This is a rare opportunity to secure a semi-custom Gulf-view estate on Longboat Key before it becomes the next headline sale.

LONGBOAT KEY

2944 GULF OF MEXICO DRIVE

5 Beds

5 Baths

10,369 Sq.Ft.

$5,299,000

MLS#: A4672670

1 2 3 4 ... 34

Buyers resources

7 Reasons to Work with a Realtor

7 Principles For Home Buying Success

Getting a Mortgage To Buy a Home

Home Hazards Awareness

Key Items For Home Inspection

Questions When Buying a Condo

Questions When Choosing a Realtor

Sellers resources

8 reasons to work with a realtor

Calculating Capital Gains

Checklist for Better Showing

Cleaning Home For Sale

Improving Odds Of an Offer

Preparing Home for photoshoot

Selling Your Home for More $$

Buyers resources

BUYERS RESOURCES

Sellers resources

SELLERS RESOURCES

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