My Search Tools:

$19,750,000 - 865 Longboat Club Road, LONGBOAT KEY

6
Bedrooms
8
Baths
9,328
SQ. Feet
1.09
Acres

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.

Essential Information

  • MLS® #:
    A4665431
  • Price:
    $19,750,000
  • Bedrooms:
    6
  • Bathrooms:
    8.00
  • Full Baths:
    6
  • Half Baths:
    2
  • Square Footage:
    9,328
  • Acres:
    1.09
  • Year Built:
    2001
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Status:
    Active

Community Information

  • Address:
    865 Longboat Club Road
  • Area:
    Longboat Key
  • Subdivision:
    REGENT COURT
  • City:
    LONGBOAT KEY
  • County:
    Sarasota
  • State:
    FL
  • Zip Code:
    34228

Amenities

  • # of Garages:
    4
  • Has Pool:
    Yes

Interior

  • Interior Features:
    Cathedral Ceiling(s), Ceiling Fans(s), Eat-in Kitchen
  • Appliances:
    Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater
  • Heating:
    Central, Electric
  • Cooling:
    Central Air, Attic Fan
  • # of Stories:
    3

Exterior

  • Exterior Features:
    Awning(s), Balcony, French Doors, Hurricane Shutters, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Sauna, Storage
  • Roof:
    Metal
  • Foundation:
    Block, Slab, Stilt/On Piling

Additional Information

  • Days on Market:
    75
  • Zoning:
    GPD

Listing Details

  • Listing Office:
    Developers Realty Lbk, Inc

Listing information courtesy of Developers Realty Lbk, Inc.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on December 6th, 2025 at 4:04pm EST.