Nestled along the pristine shores of Longboat Key, this direct Gulf-front getaway offers an exceptional beachfront lifestyle and modern updates. With the beach in your backyard, this rare mid-Key offering captures breathtaking sunsets and mesmerizing water views from nearly every room. Thoughtfully updated, the nearly 3,000-square-foot, two-story residence features engineered wood flooring, impact-rated windows and French doors, storm shutters, and a reimagined gourmet kitchen. The open-concept main level is designed for effortless indoor-outdoor living, where the Gulf-front living room seamlessly flows into the dining area with a fireplace and a chef’s kitchen. A culinary retreat boasting an expansive island with breakfast bar, marble countertops, stylish tile backsplash, and top-tier stainless steel appliances, including a Wolf gas range, Sub-Zero refrigerator, and Miele dishwasher. Custom cabinetry provides abundant storage, ensuring both function and beauty. Two guest suites, positioned on opposite ends of the main floor, offer enhanced privacy for visitors. A gracefully winding staircase leads to the upper level, where the Gulf-front primary suite serves as a serene sanctuary. Wake up to uninterrupted water views and indulge in the spa-like en-suite bathroom featuring marble finishes, dual vanities, and his-and-her walk-in closets. A third guest suite completes this level, offering comfort and privacy. Outside, enjoy pavered walkways framed by wrought-iron gates, two-car garage, and Gulf-front pool deck designed for relaxation and entertaining. Step directly onto the sandy shores and into the tranquil waters of the Gulf of Mexico, embracing the ultimate Longboat Key lifestyle. Ideally situated on mid-Longboat Key, this home is moments from championship golf and fine dining at Longboat Key Club, boutique shopping, and the cultural attractions of St. Armands Circle and downtown Sarasota. Whether seeking a primary residence or a coastal escape, this rare Gulf-front gem delivers an unparalleled experience in one of Florida’s most sought-after destinations.
For sale
Price cut: $500K (4/9)
$3,995,000
4473 Gulf Of Mexico Dr, Longboat Key, FL 34228
4beds
2,943sqft
Est.:
Condominium
Built in 1959
-- sqft lot
$3,622,900 Zestimate®
$1,357/sqft
$1,167/mo HOA
What's special
Direct gulf-frontMesmerizing water viewsGulf-front primary suiteMarble countertopsCustom cabinetryBreathtaking sunsetsMarble finishes
- 92 days
- on Zillow |
- 468 |
- 14 |
Zillow last checked: 7 hours ago
Listing updated: May 20, 2025 at 07:12am
Listing Provided by:
Roger Pettingell 941-387-1840,
COLDWELL BANKER REALTY 941-383-6411
Source: Stellar MLS,MLS#: A4639482
Originating MLS: Sarasota - Manatee

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: Great Room, Utility Room, Storage Rooms
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Dual Closets
- Level: Second
- Area: 294 Square Feet
- Dimensions: 14x21
Bedroom 1
- Features: Ceiling Fan(s), En Suite Bathroom, Built-in Closet
- Level: First
- Area: 182 Square Feet
- Dimensions: 14x13
Bedroom 2
- Features: Ceiling Fan(s), En Suite Bathroom, No Closet
- Level: First
- Area: 143 Square Feet
- Dimensions: 13x11
Bedroom 3
- Features: Ceiling Fan(s), En Suite Bathroom, Built-in Closet
- Level: Second
- Area: 210 Square Feet
- Dimensions: 15x14
Primary bathroom
- Features: Built-In Shelving, Dual Sinks, En Suite Bathroom, Stone Counters, Tub with Separate Shower Stall, Water Closet/Priv Toilet
- Level: Second
- Area: 187 Square Feet
- Dimensions: 17x11
Dining room
- Features: Ceiling Fan(s)
- Level: First
- Area: 210 Square Feet
- Dimensions: 15x14
Foyer
- Level: First
- Area: 91 Square Feet
- Dimensions: 7x13
Kitchen
- Features: Breakfast Bar, Built-In Shelving, Built-in Features, Pantry, Stone Counters
- Level: First
- Area: 230 Square Feet
- Dimensions: 23x10
Laundry
- Features: Built-In Shelving
- Level: Second
- Area: 70 Square Feet
- Dimensions: 10x7
Living room
- Level: First
- Area: 294 Square Feet
- Dimensions: 14x21
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range Hood, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters
- Flooring: Engineered Hardwood
- Doors: French Doors
- Windows: Storm Window(s), Hurricane Shutters, Hurricane Shutters/Windows
- Has fireplace: Yes
- Fireplace features: Gas, Non Wood Burning, Other Room
- Furnished: Yes
- Common walls with other units/homes: Corner Unit,End Unit
Interior area
- Total structure area: 3,593
- Total interior livable area: 2,943 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway, Driveway, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Front Porch, Patio
- Has private pool: Yes
- Pool features: Deck, Gunite, In Ground
- Has view: Yes
- View description: Pool, Water, Beach, Gulf/Ocean - Full
- Has water view: Yes
- Water view: Water,Beach,Gulf/Ocean - Full
- Waterfront features: Waterfront, Gulf/Ocean, Beach Access, Gulf/Ocean Access
- Body of water: GULF OF MEXICO
Lot
- Size: 0.29 Acres
- Features: FloodZone, In County, Near Golf Course, Near Marina, Private
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 8016700158
- Zoning: R3MX
- Special conditions: None
Construction
Type & style
- Home type: Condo
- Architectural style: Custom
- Property subtype: Condominium
Materials
- Stucco
- Foundation: Slab
- Roof: Tile
Condition
- New construction: No
- Year built: 1959
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sewer Connected, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Water Access, Waterfront, Deed Restrictions
- Security: Security System, Security System Owned
- Subdivision: SEASIDE OF LONGBOAT
HOA
- Has HOA: Yes
- Amenities included: Fence Restrictions, Maintenance, Vehicle Restrictions
- Services included: Insurance, Maintenance Grounds, Pool Maintenance
- HOA fee: $1,167 monthly
- HOA name: SEASIDE OF LONGBOAT CONDO ASSOCIATION
- Pet fee: $0 monthly
Location
- Region: Longboat Key
Financial & listing details
- Price per square foot: $1,357/sqft
- Tax assessed value: $3,890,657
- Annual tax amount: $18,441
- Date on market: 2/21/2025
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Brick, Paved
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