Property Attributes
- MLS#A4666688
- TypeSingle Family
- Listing Status Active
- CountySarasota
- CityLONGBOAT KEY
- AreaLongboat Key
- NeighborhoodBAY ISLES
- Zip34228
- StyleContemporary Elevated
- Year Built1987
- Taxes$ 16979
- Price$ 4,550,000
- Bedrooms4
- Full Bathrooms3
- Half Bathrooms1
- Sqr Footage4209
- Lot Size0.59 Acres
Data Source:
Stellar MLS
Property Description
Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key. Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area featuring soaring 23-foot ceilings filled with natural light, rich oak flooring, custom lighting and a gas/wood-burning fireplace. Expansive walls provide the perfect showcase for fine artwork, while the spacious living and dining areas flow seamlessly into a warm family room and a chef’s dream kitchen. The gourmet kitchen is equipped with custom mahogany cabinetry, premium stainless-steel appliances including an induction cooktop, a large island topped with quartzite countertops, and a bright breakfast area overlooking the pool and waterway. Sliding glass doors lead to your private outdoor oasis—a massive 28-foot saltwater pool with solar heating and a partially covered patio with heat-resistant coral stone tile. The luxurious master suite offers two walk-in closets, a sitting area or office, and a spa-inspired bathroom with translucent onyx walls and flooring, a soaking tub, and an oversized shower. Additional features include a large laundry and craft room, an oversized two-car garage with workbench, hurricane-impact windows and doors, reinforced garage doors, and a brand-new concrete tile roof. A beautifully landscaped circular drive welcomes guests, while the deep-water bayou behind the home provides direct access to Sarasota Bay—ideal for boating enthusiasts. Residents of Bay Isles enjoy 24-hour gated security, membership to the Bay Isles Beach Club, and close proximity to the Longboat Key Club, St. Armands Circle, world-class dining, shopping, and the brand-new five -star St. Regis Longboat Key Resort. This exceptional property offers the best of luxury, privacy, and the coveted waterfront lifestyle on Florida’s Gulf Coast.
| Elementary School | Middle School | High School |
|---|---|---|
| Southside Elementary Elementary School | Booker Middle Middle School | Booker High High School |
| Price History | |
|---|---|
| 1/22/2026 | Listed $5,000,000 |
| 2/17/2026 | 5$4,750,000 |
| 4/29/2026 | 4$4,550,000 |
General Features
| Sewer | Public Sewer |
|---|---|
| Heating | Central,Electric |
| Cooling | Central Air |
| Utilities | Cable Connected,Natural Gas Connected,Phone Available,Public,Sewer Connected,Solar,Sprinkler Meter,Sprinkler Well,Street Lights,Underground Utilities,Water Connected |
| Roof | Concrete,Tile |
| Appliances | Built-In Oven,Cooktop,Dishwasher,Disposal,Dryer,Exhaust Fan,Freezer,Microwave,Refrigerator,Tankless Water Heater,Washer,Wine Refrigerator |
| Zoning | PD |
| Garage Spaces | 2 |
| Association Fee Includes | 24-Hour Guard,Escrow Reserves Fund,Manager,Private Road,Recreational Facilities,Security |
| Patio/Porch Features | Covered,Deck,Patio,Rear Porch |
| Architectural Style | Contemporary,Elevated |
| Pool Features | Auto Cleaner,Child Safety Fence,Chlorine Free,Gunite,Heated,In Ground |
| Security Features | Fire Alarm,Gated Community,Security System,Security System Owned,Smoke Detector(s) |
| Construction Materials | Concrete,Metal Frame,Stucco,Wood Frame |
| Pets Allowed | Yes |
| Year Built | 1987 |
| Electric | Photovoltaics Seller Owned |
| View | Garden,Pool,Water |
| Levels | Two |
| Property Subtype | Single Family Residence |
| Tax Year | 2024 |
| Ownership | Fee Simple |
| Waterfront Features | Bay/Harbor Front,Canal Front,Gulf/Ocean Front,Waterfront,Canal - Saltwater |
| Community Features | Bay/Harbor Front,Canal Front,Gulf/Ocean Front,Intracoastal Waterway,Water Access,Waterfront,Association Recreation - Owned,Buyer Approval Required,Deed Restrictions,Gated Community - Guard,Special Community Restrictions |
| Assoc Fee Paid Per | Annually |
| County | Sarasota |
| New Construction | false |
| Property Type | Residential |
| Association Amenities | Gated,Maintenance,Recreation Facilities,Security |
| Attached Garage | true |
| Subdivision Name | BAY ISLES |
| Facing Direction | North |
| Garage Y/N | true |
| Green Energy Generation | Solar |
| Total Rooms | 3 |
| Full Baths | 3 |
| Status | Active |
| Directions | Gulf of Mexico Drive to Bay Isles South Gate on Harbourside Drive. Take immediate right onto Harbor Sound Drive and go through Harbor Section gate. Go to second left on Harbor Cay and property is at the end of street on right corner. Buyers must be accompanied by a realtor. |
| High School | Booker High |
| City | LONGBOAT KEY |
| Body of Water | SARASOTA BAY |
| Association Name | Ken Kandefer |
| Senior Community Y/N | false |
| MLS Area | 34228 - Longboat Key |
| Lot Size Units | Square Feet |
| Lot Size Square Feet | 25711 |
| Carport Y/N | false |
| Listing Terms | Cash,Conventional |
| Elementary School | Southside Elementary |
| Land Lease Y/N | false |
| Tax Annual Amount | 16979.96 |
| Middle/Junior High School | Booker Middle |
| Additional Parcels Y/N | false |
| Lease Considered Y/N | true |
| Building Area Units | Square Feet |
| Living Area Units | Square Feet |
| Standard Status | Active |
| Occupancy Type | Owner |
| Tax Lot | 34 |
| Legal Description | LOT 34 BAY ISLES UNIT 1 |
| Water View | Canal |
| Water Access Type | Bay/Harbor,Canal - Saltwater,Gulf/Ocean,Intracoastal Waterway |
| Pet Size Limit | Large (61-100 Lbs.) |
| Minimum Lease | 1-2 Years |
| Water Access Y/N | true |
| Additional Rooms | Breakfast Room Separate,Family Room,Inside Utility |
| Water View Y/N | true |
| Flood Zone Code | AE* |
| In Law Suite YN | false |
Interior Features
| Interior Amenities | Built-in Features,Ceiling Fan(s),High Ceilings,Living Room/Dining Room Combo,Open Floorplan,Primary Bedroom Main Floor,Solid Surface Counters,Solid Wood Cabinets,Split Bedroom,Stone Counters,Thermostat,Vaulted Ceiling(s),Walk-In Closet(s),Window Treatments |
|---|---|
| Basement | Crawl Space,Unfinished |
| Flooring | Brick/Stone,Ceramic Tile,Tile,Hardwood |
| Fireplace Features | Family Room,Gas,Masonry,Wood Burning |
| Total Stories | 2 |
| Air Conditioning Y/N | true |
| Heating Y/N | true |
| Window Features | Insulated Windows,Shutters,Storm Window(s),Window Treatments,Wood Frames |
| Fireplace Y/N | true |
| Half Baths | 1 |
| Laundry Features | Electric Dryer Hookup,Inside,Washer Hookup |
| Total Bedrooms | 4 |
| LivingAreaSource | Public Records |
| Total Baths | 4 |
Exterior Features
| Exterior Amenities | Garden,Irrigation System,Lighting,Outdoor Grill,Private Mailbox,Sliding Doors |
|---|---|
| Vegetation | Mature Landscaping,Trees/Landscaped |
| Fencing | Other |
| Parking Features | Circular Driveway,Driveway,Electric Vehicle Charging Station(s),Garage Door Opener,Guest,Oversized,Workshop in Garage |
| Lot Features | Corner Lot,Flood Insurance Required,FloodZone,Landscaped,Near Golf Course,Near Marina,Oversized Lot |
| Water Source | Public |
| Lot Size Area | 25711 |
| Foundation Details | Crawlspace,Stem Wall |
| Building Area Total | 5387 |
| Lot Size Acres | 0.59 |
| Road Surface Type | Paved,Asphalt |
| Private Pool | true |
| Waterfront Y/N | true |
| Covered Spaces | 2 |
| Road Frontage Type | Street Paved,Private Road |
| Road Responsibility | Private Maintained Road |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
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All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Updated on August 22, 2026 8:32 PM UTC