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

6 Beds ⋅ 8 Baths ⋅ Longboat Key Club SubDv. ⋅ 34228 Zip Code

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

865 Longboat Club Road, Longboat Key

$14,500,000

sale purposes only

5 Beds ⋅ 6 Baths ⋅ Longboat Key Club SubDv. ⋅ 34228 Zip Code

sale purposes only

801 Longboat Club, Longboat Key

$3,490,000

Distinctive Longboat Key Estate with Golf Course Views & Effortless Beach Access. One of just 31 private estates behind the guarded gates of the Longboat Key Club, this exceptional residence offers over 5,100 square feet of thoughtfully designed living space with a striking architectural presence rarely found in the area. The open layout includes five en-suite bedrooms, a dedicated office, and a versatile bonus room ideal as a second office, media room, or play space. At the heart of the home, a dramatic two-story living room with vaulted ceilings sets the tone for both grand entertaining and everyday comfort. A formal staircase greets guests near the entry, while a spiral stairwell connects the garage and mudroom to the kitchen and upper level. A three-stop elevator ensures easy access to all floors. The magazine-worthy sitting room is framed by oversized windows that invite natural light and lush views, creating the perfect space to start the day with coffee or unwind with a book. The adjacent kitchen boasts dual islands and high-end Kitchen Aid appliances, and the formal dining room accommodates larger gatherings with ease. Outdoors, the heated infinity-edge pool offers a front-row seat to the fairways of the Longboat Key Club golf course, providing a tranquil backdrop of lush greens and daily activity. The dedicated pool bathroom enhances the convenience, while a covered outdoor dining area and summer kitchen with grill invite year-round al fresco living. This home has been thoughtfully updated with a 5-year-old tile roof and ES hurricane impact windows and doors, ensuring peace of mind and long-term investment protection. Generous closet and storage spaces throughout, include large walk-ins and a “Florida Basement” adjacent to the three-car garage. Set just across the street from Regent Court, one of Longboat Key’s most exclusive Gulf-front streets and the site of the most expensive residential sale in the Sarasota region (over $30 million), this estate offers the rare opportunity to live among the highest echelon of Gulf Coast properties. The south end of Longboat Key offers unmatched convenience, placing you just minutes from fine dining, shopping, and cultural attractions. Membership to the Longboat Key Club is optional but available, unlocking 500+ acres of luxury amenities including 45 holes of championship golf, tennis and pickleball courts, five restaurants, a spa, private beach club, marina, and fitness center. And with public beach access just three homesites away, your toes can be in the sand within 3–4 minutes of leaving your front door.

5 Beds ⋅ 7 Baths ⋅ Longboat Key Club SubDv. ⋅ 34228 Zip Code

Distinctive Longboat Key Estate with Golf Course Views & Effortless Beach Access. One of just 31 private estates behind the guarded gates of the Longboat Key Club, this exceptional residence offers over 5,100 square feet of thoughtfully designed living space with a striking architectural presence rarely found in the area. The open layout includes five en-suite bedrooms, a dedicated office, and a versatile bonus room ideal as a second office, media room, or play space. At the heart of the home, a dramatic two-story living room with vaulted ceilings sets the tone for both grand entertaining and everyday comfort. A formal staircase greets guests near the entry, while a spiral stairwell connects the garage and mudroom to the kitchen and upper level. A three-stop elevator ensures easy access to all floors. The magazine-worthy sitting room is framed by oversized windows that invite natural light and lush views, creating the perfect space to start the day with coffee or unwind with a book. The adjacent kitchen boasts dual islands and high-end Kitchen Aid appliances, and the formal dining room accommodates larger gatherings with ease. Outdoors, the heated infinity-edge pool offers a front-row seat to the fairways of the Longboat Key Club golf course, providing a tranquil backdrop of lush greens and daily activity. The dedicated pool bathroom enhances the convenience, while a covered outdoor dining area and summer kitchen with grill invite year-round al fresco living. This home has been thoughtfully updated with a 5-year-old tile roof and ES hurricane impact windows and doors, ensuring peace of mind and long-term investment protection. Generous closet and storage spaces throughout, include large walk-ins and a “Florida Basement” adjacent to the three-car garage. Set just across the street from Regent Court, one of Longboat Key’s most exclusive Gulf-front streets and the site of the most expensive residential sale in the Sarasota region (over $30 million), this estate offers the rare opportunity to live among the highest echelon of Gulf Coast properties. The south end of Longboat Key offers unmatched convenience, placing you just minutes from fine dining, shopping, and cultural attractions. Membership to the Longboat Key Club is optional but available, unlocking 500+ acres of luxury amenities including 45 holes of championship golf, tennis and pickleball courts, five restaurants, a spa, private beach club, marina, and fitness center. And with public beach access just three homesites away, your toes can be in the sand within 3–4 minutes of leaving your front door.

991 Longboat Club Road, Longboat Key

1241 Gulf Of Mexico Drive Unit 608, Longboat Key

$2,033,000

Welcome to an extraordinary opportunity at The Water Club on Longboat Key, where spectacular Gulf and Sarasota Bay views create a breathtaking backdrop from nearly every room. Residence 608 offers approximately 2,965 square feet of coastal living space with 2 bedrooms plus a versatile den, 4 full baths, 10-foot ceilings and an expansive open floor plan designed for both everyday living and effortless entertaining. Walls of glass sliders fill the residence with natural light while showcasing incredible water views at every turn. The spacious living and dining areas flow together, complemented by a dedicated entertaining bar that makes this home ideal for hosting family and friends. Multiple covered terraces extend the living space outdoors, providing wonderful places to enjoy morning coffee, Gulf breezes, colorful skies and unforgettable Florida sunsets. The generously sized primary suite is a peaceful retreat, while the additional bedroom and flexible den provide plenty of space for overnight guests, a home office or additional sleeping accommodations. Abundant storage throughout the residence adds exceptional functionality, along with two parking spaces in the secure covered garage, additional private storage and a wine/beverage storage area. Life at The Water Club feels more like a five-star resort than a condominium. Set along the white sands of Longboat Key, this premier gated Gulf-front community offers exceptional service, privacy and security with a 24-hour staffed gated entrance and dedicated concierge staff available seven days a week. Residents enjoy an impressive collection of amenities including a junior Olympic-size heated pool, children's pool, three hot tubs, four lighted Har-Tru tennis courts and a beautifully appointed clubhouse designed for recreation, wellness and entertaining. The clubhouse features a fully equipped fitness center, steam and sauna facilities, locker rooms and private massage areas, an elegant ballroom overlooking the grounds and Gulf, catering kitchen, wood-paneled bar and lounge, library with fireplace and recreation room with billiards and table tennis. From days spent on the beach and afternoons by the pool to sunset cocktails overlooking the Gulf, Residence 608 offers the opportunity to experience Longboat Key living at its finest. All of this is ideally positioned on the south end of Longboat Key, just minutes from the shopping and dining of St. Armands Circle and the arts, culture and waterfront attractions of downtown Sarasota. This is more than a residence—it is the effortless, resort-style Gulf Coast lifestyle that makes The Water Club one of Longboat Key's most coveted addresses. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.

2 Beds ⋅ 4 Baths ⋅ Longboat Key Club SubDv. ⋅ 34228 Zip Code

Welcome to an extraordinary opportunity at The Water Club on Longboat Key, where spectacular Gulf and Sarasota Bay views create a breathtaking backdrop from nearly every room. Residence 608 offers approximately 2,965 square feet of coastal living space with 2 bedrooms plus a versatile den, 4 full baths, 10-foot ceilings and an expansive open floor plan designed for both everyday living and effortless entertaining. Walls of glass sliders fill the residence with natural light while showcasing incredible water views at every turn. The spacious living and dining areas flow together, complemented by a dedicated entertaining bar that makes this home ideal for hosting family and friends. Multiple covered terraces extend the living space outdoors, providing wonderful places to enjoy morning coffee, Gulf breezes, colorful skies and unforgettable Florida sunsets. The generously sized primary suite is a peaceful retreat, while the additional bedroom and flexible den provide plenty of space for overnight guests, a home office or additional sleeping accommodations. Abundant storage throughout the residence adds exceptional functionality, along with two parking spaces in the secure covered garage, additional private storage and a wine/beverage storage area. Life at The Water Club feels more like a five-star resort than a condominium. Set along the white sands of Longboat Key, this premier gated Gulf-front community offers exceptional service, privacy and security with a 24-hour staffed gated entrance and dedicated concierge staff available seven days a week. Residents enjoy an impressive collection of amenities including a junior Olympic-size heated pool, children's pool, three hot tubs, four lighted Har-Tru tennis courts and a beautifully appointed clubhouse designed for recreation, wellness and entertaining. The clubhouse features a fully equipped fitness center, steam and sauna facilities, locker rooms and private massage areas, an elegant ballroom overlooking the grounds and Gulf, catering kitchen, wood-paneled bar and lounge, library with fireplace and recreation room with billiards and table tennis. From days spent on the beach and afternoons by the pool to sunset cocktails overlooking the Gulf, Residence 608 offers the opportunity to experience Longboat Key living at its finest. All of this is ideally positioned on the south end of Longboat Key, just minutes from the shopping and dining of St. Armands Circle and the arts, culture and waterfront attractions of downtown Sarasota. This is more than a residence—it is the effortless, resort-style Gulf Coast lifestyle that makes The Water Club one of Longboat Key's most coveted addresses. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.

1241 Gulf Of Mexico Drive Unit 608, Longboat Key

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