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$17,500,000
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Property Description
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.
Full Property Details
Full Property Details for 865 Longboat Club Rd
General
- Sold For: $17,500,000
- HOA FEE: $129/month
- HOA FEE FREQ.: Annually
- Taxes: $89,855 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4665431
- Added to Site: 233 day(s) ago
Interior
- Number of Rooms: 13
- Interior Features: Attic Fan, Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen
- Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater
- Flooring: Carpet, Marble
Rooms
Bathrooms
- Total Bathrooms: 8
- Full Bathrooms: 6
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 6
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Above Ground, Auto Cleaner
- Spa: Yes
- Spa Description: Above Ground, Heated
- Security/Safety: Closed Circuit Camera(s), Fire Alarm, Fire Sprinkler System, Gated Community, Key Card Entry, Security Fencing/Lighting/Alarms, Security Gate, Security Lights, Security System, Security System Owned
Exterior
- Exterior Features: Awning(s), Balcony, French Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Sauna, Storage
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 4
- Covered Spaces: 4
Location
- Area: 34228 - Longboat Key
- County: Sarasota
- Development Name: 34228 - Longboat Key
- Subdivision: REGENT COURT
- Driving Directions: From south Longboat Key take Gulf of Mexico Drive to left at Longboat Club Road thru guard gate to Regent Court. House on left down the road.
- Direction Faces: West
Community
- Community Name: 34228 - Longboat Key
- Association: Yes
- Assoc. Name: Regent Court /Charlie Martin
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water District: GULF OF MEXICO
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected
Structural Information
- Exterior Const.: Block
- Roof: Metal
- Stories/Levels: Three Or More
- Square Feet: 9,328
- Sq. Ft. Source: Public Records
- Living Area: 9,328 Sq. Ft.
- Year Built: 2001
Lot Features
- Lot Size (Acres): 1.09
- Lot Size (Sq. Ft.): 47,649
- Lot Size: 1.0939
- Street/Road Desc.: Brick
Water Features
- Water Access: Yes
- Water Access Desc: Beach, Gulf/Ocean
- Water Front Name: GULF OF MEXICO
Financial Considerations
- Association Fee: $1,545
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- CDD: Yes
- Tax Amount: $89,855.11
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOTS 18 & 19 & NWLY PORTION OF LOT 17 MORE DESC AS BEG AT THE NLY COR OF SAID LOT 17 TH S-47- 50-17-W 460 FT M/L TO MHWL OF GULF OF MEXICO TH S-40-21-14-E 1.85 FT TH N-47-50-17-E 460 FT M/L TO
- Flood Zone Info: AE
- APN: 10110018
- Property ID: 10110018
Listed by Developers Realty Lbk, Inc
Sold by Own Srq Llc
Get Pre-Approved Today
Schools
Schools serving 865 Longboat Club Rd
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Southside Elementary School, Sarasota, FL 1901 Webber Street, Sarasota, FL 34239 | PK-5 | 4.9 mi |
Booker Middle School 2250 Myrtle Street, Sarasota, FL 34234 | 6-8 | 5.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 865 Longboat Club Rd
Date
Details
Price
Change
Source
4/30/2026
Sold
$17,500,000
-6.42%
MLS
3/10/2026
Price Reduced
$18,700,000
-5.08%
MLS
2/14/2026
Price Reduced
$19,700,000
-0.13%
MLS
1/10/2026
Price Reduced
$19,725,000
-0.13%
MLS
11/03/2025
Price Reduced
$19,750,000
-10.23%
MLS
9/22/2025
Listed
$22,000,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
865 Longboat Club Road, Longboat Key, FL 34228 (MLS# A4665431) is a Single Family property that was sold at $17,500,000 on April 30, 2026. Want to learn more about 865 Longboat Club Road? Do you have questions about finding other Single Family real estate for sale in Longboat Key? You can browse all Longboat Key real estate or contact a Coldwell Banker agent to request more information.

