Under contract-accepting backup offers. It has been 20 years since a penthouse came to market at Regent Place on Longboat Key. Can you imagine the breathtaking views this elusive residence offers, spectacular sunsets over the Gulf and the twinkling lights of downtown Sarasota’s skyline? This extraordinary penthouse has been completely reimagined with coastal sophistication, featuring refined details meant to be experienced, not just seen. Designed by Anne Folsom Smith Interior Design and expertly completed by Ocean Builders, the renovation is timeless in style and function. Offering over 3,100 furnished square feet, the residence showcases 12-foot ceilings, electric storm shutters, private elevator access, a personal two-car garage and two expansive covered balconies, ideal for enjoying panoramic views in every direction. Every room reflects a custom, thoughtfully curated design, seamlessly blending luxury and livability. Highlights include a Crestron smart home system, Mr. Steam shower, Fisher & Paykel, Sub-Zero and Wolf appliances, Neff cabinetry, Hansgrohe fixtures, electric shades, and custom built-ins that beautifully define each space while maintaining an effortless flow throughout the home. This is a residence that must be experienced in person. Behind the gates of the Longboat Key Club, Regent Place is among the island’s exclusive luxury communities, with just 36 residences, ensuring exceptional privacy and premier amenities including a heated beachfront pool and spa, resident clubhouse and fitness center, on-site management and 24/7 security, over 500 feet of private beach frontage and in a pet-friendly community. Enjoy an unparalleled resort lifestyle with golf, tennis, spa services, fine dining and boating just outside your door. Moments away, St. Armands Circle and downtown Sarasota provide world-class shopping, dining and cultural experiences. This is a once-in-a-generation opportunity to own a spectacular penthouse residence. Schedule your private showing today.
Pending
$5,250,000
655 Longboat Club Rd #Penthouse 1, Longboat Key, FL 34228
3beds
3,139sqft
Est.:
Condominium
Built in 1995
-- sqft lot
$4,813,300 Zestimate®
$1,673/sqft
$4,383/mo HOA
What's special
Private elevator accessCustom built-insBreathtaking viewsCrestron smart home systemHansgrohe fixturesElectric storm shuttersCustom thoughtfully curated design
- 65 days |
- 960 |
- 29 |
Zillow last checked: 7 hours ago
Listing updated: March 24, 2026 at 03:52pm
Listing Provided by:
Jo Rutstein 941-587-9156,
PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-364-4000,
Hilary Souza 941-704-6556,
PREMIER SOTHEBY'S INTERNATIONAL REALTY
Source: Stellar MLS,MLS#: A4680593
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Breakfast Room Separate, Great Room, Utility Room, Storage Rooms
Primary bedroom
- Features: Bidet, Built-In Shelving, Ceiling Fan(s), Dual Sinks, En Suite Bathroom, Garden Bath, Makeup/Vanity Space, Multiple Shower Heads, Rain Shower Head, Split Vanities, Steam Shower, Stone Counters, Tub with Separate Shower Stall, Water Closet/Priv Toilet, Window/Skylight in Bath, Walk-In Closet(s)
- Level: First
- Area: 324 Square Feet
- Dimensions: 18x18
Bedroom 2
- Features: Ceiling Fan(s), En Suite Bathroom, Shower No Tub, Single Vanity, Stone Counters, Walk-In Closet(s)
- Level: First
- Area: 175.5 Square Feet
- Dimensions: 13.5x13
Bedroom 3
- Features: Ceiling Fan(s), En Suite Bathroom, Shower No Tub, Single Vanity, Stone Counters, Walk-In Closet(s)
- Level: First
- Area: 175 Square Feet
- Dimensions: 12.5x14
Dinette
- Level: First
- Area: 121 Square Feet
- Dimensions: 11x11
Great room
- Level: First
- Area: 808.5 Square Feet
- Dimensions: 38.5x21
Kitchen
- Level: First
- Area: 176 Square Feet
- Dimensions: 16x11
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Wine Refrigerator
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Elevator, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
- Flooring: Carpet, Tile
- Doors: Outdoor Grill, Outdoor Shower, Sliding Doors
- Windows: Drapes, Shades, Skylight(s), Hurricane Shutters, Hurricane Shutters/Windows
- Has fireplace: Yes
- Fireplace features: Living Room, Ventless
- Furnished: Yes
- Common walls with other units/homes: End Unit
Interior area
- Total structure area: 3,683
- Total interior livable area: 3,139 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Assigned, Garage Door Opener, Ground Level, Guest
- Garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Front Porch, Rear Porch
- Exterior features: Balcony, Lighting, Outdoor Grill, Outdoor Shower, Storage
- Pool features: Gunite, Heated, In Ground, Lap, Lighting
- Has spa: Yes
- Spa features: Heated, In Ground
- Has view: Yes
- View description: City, Golf Course, Water, Bay/Harbor - Full, Beach, Gulf/Ocean - Full, Intracoastal Waterway
- Has water view: Yes
- Water view: Water,Bay/Harbor - Full,Beach,Gulf/Ocean - Full,Intracoastal Waterway
- Waterfront features: Beach, Gulf/Ocean, Beach Access, Gulf/Ocean Access
Lot
- Size: 2.15 Acres
- Features: CoastalConstruction Control Line, FloodZone, Landscaped, Near Golf Course, Near Marina, Near Public Transit, Sidewalk
- Residential vegetation: Trees/Landscaped
Details
- Parcel number: 0011023018
- Zoning: R6MX
- Special conditions: None
Construction
Type & style
- Home type: Condo
- Architectural style: Coastal
- Property subtype: Condominium
Materials
- Concrete
- Foundation: Pillar/Post/Pier
- Roof: Concrete,Tile
Condition
- New construction: No
- Year built: 1995
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected
Green energy
- Energy efficient items: Thermostat
Community & HOA
Community
- Features: Association Recreation - Owned, Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Pool, Sidewalks
- Security: Fire Alarm, Gated Community, Smoke Detector(s), Fire/Smoke Detection Integration
- Pet fee: $0 monthly
- Subdivision: REGENT PLACE PH 1
HOA
- Has HOA: No
- Services included: 24-Hour Guard, Common Area Taxes, Community Pool, Reserve Fund, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pool Maintenance, Recreational Facilities, Security, Sewer, Trash, Water
- HOA fee: $4,383 monthly
- HOA name: David Greene
Location
- Region: Longboat Key
Financial & listing details
- Price per square foot: $1,673/sqft
- Tax assessed value: $3,682,900
- Annual tax amount: $49,102
- Date on market: 2/2/2026
- Cumulative days on market: 64 days
- Listing terms: Cash,Conventional
- Ownership: Condominium
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
$4,813,300
$4.57M - $5.05M
$7,003/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/24/2026 | Pending sale | $5,250,000$1,673/sqft |
Source:  Stellar MLS #A4680593 Report a problem | ||
| 2/2/2026 | Listed for sale | $5,250,000+98.1%$1,673/sqft |
Source: Stellar MLS #A4680593 Report a problem | ||
| 11/30/2006 | Sold | $2,650,000$844/sqft |
Source: Stellar MLS #A256631 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $48,457 -2.8% | $3,682,900 -2.1% |
| 2024 | $49,860 +1.7% | $3,760,572 +3% |
| 2023 | $49,039 +1.5% | $3,651,041 +3% |
| 2022 | $48,302 +16.3% | $3,544,700 +23.9% |
| 2021 | $41,544 -12.5% | $2,860,200 -10.2% |
| 2020 | $47,453 -11.6% | $3,183,900 -13.8% |
| 2019 | $53,671 | $3,693,900 +4.1% |
| 2018 | $53,671 +3.4% | $3,548,000 +0.9% |
| 2017 | $51,919 +13% | $3,515,820 +10% |
| 2016 | $45,950 | $3,196,200 +8.6% |
| 2015 | $45,950 +8.9% | $2,942,600 +9.9% |
| 2014 | $42,194 +6.5% | $2,677,600 |
| 2013 | $39,608 +1.3% | $2,677,600 -1% |
| 2012 | $39,118 +4.6% | $2,703,841 +3% |
| 2011 | $37,385 -1.3% | $2,625,088 +1.5% |
| 2010 | $37,860 -1.5% | $2,586,294 +2.7% |
| 2009 | $38,424 | $2,518,300 -9.4% |
| 2008 | $38,424 -12.8% | $2,780,200 -11.7% |
| 2007 | $44,060 | $3,149,900 -2.5% |
| 2006 | -- | $3,230,500 +3.3% |
| 2005 | -- | $3,128,370 +7.9% |
| 2004 | $47,030 -11.4% | $2,900,000 -6.6% |
| 2003 | $53,095 +4.3% | $3,103,870 +10% |
| 2002 | $50,907 +48.4% | $2,821,700 +42% |
| 2001 | $34,302 +27.1% | $1,987,109 +30% |
| 2000 | $26,988 | $1,528,545 |
Find assessor info on the county website
Monthly payment
Est. payment
$36,120/mo
Principal & interest
$26181
Property taxes
$5556
HOA Fees
$4383
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Climate risks
Neighborhood: 34228
Nearby schools
GreatSchools rating
- 10/10Southside Elementary SchoolGrades: PK-5Distance: 4.6 mi
- 5/10Booker Middle SchoolGrades: 6-8Distance: 5 mi
- 3/10Booker High SchoolGrades: 9-12Distance: 4 mi
Local experts in 34228
- Florida
- Sarasota County
- Longboat Key
- 34228
- 655 Longboat Club Rd Unit Penthouse 1
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