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.
For sale
Price cut: $1M (3/10)
$18,700,000
865 Longboat Club Rd, Longboat Key, FL 34228
6beds
9,328sqft
Est.:
Single Family Residence
Built in 2001
1.09 Acres Lot
$-- Zestimate®
$2,005/sqft
$224/mo HOA
What's special
Private porchesCustom woodworkMajestic wrought-iron gatesLush tropical landscapingFrench doorsRooms with cathedral ceilingsGourmet kitchen
- 203 days |
- 3,264 |
- 93 |
Zillow last checked:
Listing updated:
Listing Provided by:
Reid Murphy 941-232-3304,
DEVELOPERS REALTY LBK, INC 941-799-9096
Source: Stellar MLS,MLS#: A4665431
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 8
- Full bathrooms: 6
- 1/2 bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
- Area: 540 Square Feet
- Dimensions: 27x20
Other
- Features: Built-in Closet
- Level: Upper
- Area: 300 Square Feet
- Dimensions: 15x20
Bedroom 2
- Features: Built-in Closet
- Level: Third
- Area: 300 Square Feet
- Dimensions: 15x20
Bedroom 3
- Features: Built-in Closet
- Level: Third
- Area: 300 Square Feet
- Dimensions: 15x20
Bedroom 4
- Features: Built-in Closet
- Level: Third
- Area: 300 Square Feet
- Dimensions: 15x20
Bedroom 5
- Features: Built-in Closet
- Level: Upper
- Area: 300 Square Feet
- Dimensions: 15x20
Dinette
- Level: Second
- Area: 364 Square Feet
- Dimensions: 14x26
Foyer
- Level: Second
- Area: 204 Square Feet
- Dimensions: 12x17
Gym
- Level: Third
Kitchen
- Level: Second
- Area: 224 Square Feet
- Dimensions: 14x16
Living room
- Level: Second
- Area: 396 Square Feet
- Dimensions: 18x22
Office
- Level: Second
- Area: 400 Square Feet
- Dimensions: 20x20
Workshop
- Level: First
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Bar Fridge, Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater
- Laundry: Laundry Room
Features
- Attic Fan, Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen
- Flooring: Carpet, Marble
- Doors: French Doors, Outdoor Grill, Outdoor Kitchen, Outdoor Shower
- Windows: Hurricane Shutters
- Has fireplace: No
Interior area
- Total structure area: 22,863
- Total interior livable area: 9,328 sqft
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Garage - Attached
- Attached garage spaces: 4
Features
- Levels: Three Or More
- Stories: 3
- Exterior features: Awning(s), Balcony, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Sauna, Storage
- Has private pool: Yes
- Pool features: Above Ground, Auto Cleaner
- Has spa: Yes
- Spa features: Above Ground, Heated
- Has view: Yes
- View description: Gulf/Ocean - Full
- Has water view: Yes
- Water view: Gulf/Ocean - Full
- Waterfront features: Beach Access, Gulf/Ocean Access
- Body of water: GULF OF MEXICO
Lot
- Size: 1.09 Acres
Details
- Parcel number: 0010110018
- Zoning: GPD
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Block, Slab, Raised
- Roof: Metal
Condition
- New construction: No
- Year built: 2001
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected
Community & HOA
Community
- Security: 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
- Pet fee: $0 monthly
- Subdivision: REGENT COURT
HOA
- Has HOA: Yes
- HOA fee: $224 monthly
- HOA name: Regent Court /Charlie Martin
- HOA phone: 813-695-2231
- Second HOA name: Longboat Key association
Location
- Region: Longboat Key
Financial & listing details
- Price per square foot: $2,005/sqft
- Tax assessed value: $10,443,200
- Annual tax amount: $89,855
- Date on market: 9/22/2025
- Cumulative days on market: 190 days
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Brick
Estimated market value
Not available
Estimated sales range
Not available
$77,470/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/10/2026 | Price change | $18,700,000-5.1%$2,005/sqft |
Source:  Stellar MLS #A4665431 Report a problem | ||
| 2/14/2026 | Price change | $19,700,000-0.1%$2,112/sqft |
Source: Stellar MLS #A4665431 Report a problem | ||
| 1/10/2026 | Price change | $19,725,000-0.1%$2,115/sqft |
Source: Stellar MLS #A4665431 Report a problem | ||
| 11/3/2025 | Price change | $19,750,000-10.2%$2,117/sqft |
Source: Stellar MLS #A4665431 Report a problem | ||
| 9/22/2025 | Listed for sale | $22,000,000$2,358/sqft |
Source: Stellar MLS #A4665431 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $91,790 +2.2% | $6,926,843 +2.9% |
| 2024 | $89,855 +1.7% | $6,731,626 +3% |
| 2023 | $88,390 +1.5% | $6,535,559 +3% |
| 2022 | $87,077 -2.3% | $6,345,203 +3% |
| 2021 | $89,115 -1.2% | $6,160,391 +1.4% |
| 2020 | $90,171 +4.9% | $6,075,336 +2.3% |
| 2019 | $85,929 | $5,938,745 +1.9% |
| 2018 | $85,929 +1.2% | $5,828,013 +2.1% |
| 2017 | $84,920 -1.4% | $5,708,142 -28% |
| 2016 | $86,107 | $7,932,900 -4% |
| 2015 | $86,107 0% | $8,260,700 +52.2% |
| 2014 | $86,136 +6.5% | $5,426,416 |
| 2013 | $80,849 +4% | $5,426,416 +1.7% |
| 2012 | $77,733 +4.6% | $5,335,709 +3% |
| 2011 | $74,307 -4.8% | $5,180,300 -2.1% |
| 2010 | $78,066 -17.2% | $5,293,900 -15.8% |
| 2009 | $94,236 | $6,288,100 -7% |
| 2008 | $94,236 -5.5% | $6,764,200 -5.4% |
| 2007 | $99,703 | $7,152,900 +2.5% |
| 2006 | -- | $6,978,439 +3% |
| 2005 | -- | $6,775,184 +3% |
| 2004 | $106,269 -3.4% | $6,577,849 +1.9% |
| 2003 | $109,996 -4.5% | $6,455,200 +1.1% |
| 2002 | $115,192 +321.3% | $6,384,900 +303.1% |
| 2001 | $27,343 +29.1% | $1,584,000 +32% |
| 2000 | $21,187 | $1,200,000 |
Find assessor info on the county website
Monthly payment
Est. payment
$112,584/mo
Principal & interest
$92569
Property taxes
$19791
HOA Fees
$224
More affordability tools
Climate risks
Neighborhood: 34228
Nearby schools
GreatSchools rating
- 10/10Southside Elementary SchoolGrades: PK-5Distance: 4.9 mi
- 5/10Booker Middle SchoolGrades: 6-8Distance: 5.1 mi
- 3/10Booker High SchoolGrades: 9-12Distance: 4.1 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Sarasota County
- Longboat Key
- 34228
- 865 Longboat Club Rd
Nearby cities
Nearby zip codes
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