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.
Est. $11,072 per month, based on comparable rentals
Sale and tax history for 865 Longboat Club Rd
Sale History
Tax History
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #A4665431
Apr 30, 2026
Sold
$17,500,000
$1,876/sq ft
Apr 13, 2026
Pending
—
Mar 10, 2026
Price Changed
$18,700,000
$2,005/sq ft
Feb 14, 2026
Price Changed
$19,700,000
$2,112/sq ft
Jan 10, 2026
Price Changed
$19,725,000
$2,115/sq ft
Nov 3, 2025
Price Changed
$19,750,000
$2,117/sq ft
Sep 22, 2025
Listed
$22,000,000
$2,358/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$91,790 (+2.2%)
2024
$89,855 (+1.7%)
2023
$88,390 (+1.5%)
2022
$87,077 (−2.3%)
2021
$89,115 (−1.2%)
2020
$90,171 (+4.9%)
2019
$85,929 (+1.2%)
2018
$84,920 (+0.4%)
2017
$84,610 (+0.1%)
2016
$84,525 (−1.8%)
2015
$86,107
2014
$86,135 (+6.5%)
2013
$80,849 (+4.0%)
2012
$77,733
Public record
Public record
Permits
Beds
6
Baths
7
Stories
3
Lot width
—
Lot depth
—
Lot size
1.09 Acres
Year renovated
2006
Sq. Ft.
9,328
Year built
2001
Style
Single Family Residential
County
Sarasota County
APN
0010110018
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 10, 2026.
May 4, 2026 • Final
Residential mechanical ac changeout
HVAC
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected
Location
Multi-Family Financial Information
Total Annual Fees: $2,683.28
Total Monthly Fees: $223.61
Multi-Unit Information
Unit Number YN: 0
HOA Information
Association Name: Regent Court /Charlie Martin
Association 2 Name: Longboat Key association
Has HOA
MFR_Association2YN: 1
Association Fee Requirement: Required
Monthly HOA Amount: 128.75
Association Fee: $1,545
Association Fee Frequency: Annually
Association Fee 2: $1,138.28
Association Fee 2 Frequency: Annually
Location Information
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.
Condo Information
Floor Number: 4
Community Information
Pets Allowed: Cats OK, Dogs OK
Public facts
Beds: 6
Baths: 7.0
Sq. Ft.: 9,328
Stories: 3.0
Lot Size: 1.09 acres
Style: Single Family Residential
Year Built: 2001
Year Renovated: 2006
County: Sarasota County
APN: 0010110018
Home facts updated by county records on Jul 10, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 941-799-9096
Previous Status: Pending
Backups Requested YN: 0
Listing Date Information
Days to Contract: 203
Status Contractual Search Date: 2026-04-30
Listing Price Information
Calculated List Price By Calculated Sq Ft: 2004.72
Green Information
Green Verification Count: 0
Direction Faces: West
Home Information
Living Area: 9328
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 866.60
Building Area Total: 22863
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Block, Slab, Stilt/On Piling
Stories Total: 3
Levels: Three Or More
Security Features: 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
Around this home
Schools
Southside Elementary School
Public K-5 • Assigned • 4.9mi
10/10
Booker Middle School
Public 6-8 • Assigned • 5.1mi
5/10
Booker High School
Public 9-12 • Assigned • 4.2mi
3/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
10/10 Heat Factor
7 days above 106° expected this year, 29 days in 30 years
10/10 Wind Factor
99% chance of strong winds in next 30 years
3/10 Air Factor
2 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Longboat Key, FL • 34228
Average low and high temperatures (°F)
68
52
70
58
76
63
80
68
85
75
88
78
89
79
89
79
89
78
84
71
79
64
74
59
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
93/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Longboat Key. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.2 hrs
7.4 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$14.80M – $17.91M
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