Ideally situated in Longboat Key Estates, this tropical residence offers unparalleled, panoramic views of Sarasota Bay and its turquoise waters. A combination of Old Florida architecture with a modern flair defines this residence as an eclectic waterfront estate offering the finest island lifestyle. Walls of glass, skylights and clerestory windows combine with the cathedral ceilings to bathe the interior spaces with natural light. The open floor plan is perfect for entertaining and allows for the optimum enjoyment of lovely water views from most rooms. The property's focus revolves around the refined living areas which are accented with a cozy fireplace, tile and bamboo flooring, tongue-and-groove wood ceilings and a relaxed ambiance. The upstairs owner’s suite features 18-foot ceilings, an intimate wraparound terrace which is enhanced by floor-to-ceiling glass to optimize the beautiful water views. Two huge custom walk-in closets, a studio/reading nook and an owner’s bath custom-designed with exquisite cabinetry and natural stone finishes. A private sun deck completes this lavish and spacious retreat. Two private ground-level guest suites are separated by the inviting kitchen that offers gas cooking, granite countertops, stainless steel appliances and a center island. The exterior spaces include a spacious patio with a heated swimming pool, relaxing spa and a dock with davits. This wonderful property also comes with deeded beach access and a beachfront tiki hut for Gulf-front entertaining. On the bay side of the property is a community pier for fishing or relaxing.
Sold
$3,250,000
566 Jessmyth Dr, Longboat Key, FL 34228
3beds
3,923sqft
Single Family Residence
Built in 1955
0.30 Acres lot
$3,190,500 Zestimate®
$828/sqft
$167/mo HOA
What's special
Zillow last checked: 7 hours ago
Listing updated: February 26, 2024 at 08:16pm
Listing Provided by:
Kathleen Wingate 813-731-3332,
PREMIER SOTHEBYS INTL REALTY 941-383-2500,
Steve Branham 757-288-4852,
PREMIER SOTHEBYS INTL REALTY
Bought with:
Roger Pettingell, 0499842
COLDWELL BANKER REALTY
Source: Stellar MLS,MLS#: A4563422
Originating MLS: Sarasota - Manatee


Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 4
Primary bedroom
- Level: Second
- Dimensions: 16x16
Bedroom 1
- Level: First
- Dimensions: 19x17
Bedroom 2
- Level: First
- Dimensions: 12x19
Dining room
- Level: First
- Dimensions: 14x11
Family room
- Level: First
- Dimensions: 15x19
Kitchen
- Level: First
- Dimensions: 14x14
Living room
- Level: First
- Dimensions: 14x16
Loft
- Level: Second
- Dimensions: 9x10
Office
- Level: First
- Dimensions: 10x10
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Refrigerator, Tankless Water Heater
- Laundry: Laundry Closet, Laundry Room
Features
- Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Bamboo, Ceramic Tile
- Windows: Skylight(s), Window Treatments, Shutters
- Has fireplace: Yes
- Fireplace features: Wood Burning
Interior area
- Total structure area: 4,786
- Total interior livable area: 3,923 sqft
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway, Garage Door Opener, Guest
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 19x23
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio, Screened
- Exterior features: Balcony, Irrigation System, Private Mailbox
- Has private pool: Yes
- Pool features: Gunite, In Ground, Outside Bath Access, Pool Sweep, Tile
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Water, Bay/Harbor - Full, Canal
- Has water view: Yes
- Water view: Water,Bay/Harbor - Full,Canal
- Waterfront features: Canal - Saltwater, Bay/Harbor Access, Beach Access, Saltwater Canal Access, Lift
Lot
- Size: 0.30 Acres
- Dimensions: 100 x 133
- Features: Cul-De-Sac, Flood Insurance Required, FloodZone, Landscaped
Details
- Parcel number: 0002060006
- Zoning: R4SF
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Florida
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Metal
Condition
- New construction: No
- Year built: 1955
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Sewer Connected, Water Connected
Community & neighborhood
Security
- Security features: Smoke Detector(s)
Community
- Community features: Water Access
Location
- Region: Longboat Key
- Subdivision: LONGBOAT KEY ESTATES
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $167 monthly
- Association name: Sandy Sullenberger
- Association phone: 817-991-3285
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Road surface type: Paved
Services availability
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Estimated market value
$3,190,500