5320 GULF OF MEXICO DR #101
- LONGBOAT KEY, FL
- $999,000
3 Beds 2 Baths 1,323 Sq.Ft. 1.53 Acres
Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel--creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment.
Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views.
The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof.
The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage.
Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court--all surrounded by lush tropical landscaping and Sarasota Bay vistas.
Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key's renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota's vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.
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Longboat Key, FL -- At a Glance
Population
7,512
Median Age
71.5 years
ZIP Code
34228
Avg. Individual Income
$138,251
Listing Agent
Roger Pettingell
Rental Policy
30-day minimum (no STR)
Zone | Vibe | Property Type | Key Communities | Price Range |
|---|---|---|---|---|
South Key | Resort, Golf Club, exclusive gated | St. Regis Residences, Country Club Shores | The St. Regis Longboat Key, Bay Isles, Country Club Shores | [INSERT: current South Key range] |
Mid-Key | Panoramic Gulf views, high-rise | Luxury condos and co-ops | Water Club, Promenade, Grand Bay, L'Ambiance | [INSERT: current Mid-Key range] |
North Key | Old Florida charm, low-rise, private | Private estates, low-rise condos | The Village, Whitney Beach area, Queen's Harbor | [INSERT: current North Key range] |
Price ranges updated from active MLS. Verify current figures with Roger Pettingell. MLS data
Roger Pettingell has more Longboat Key closed sales than any other individual agent in Sarasota. He knows every zone, every building, and every canal on this island.
Explore Sarasota's Barrier Islands
Who is the best real estate agent on Longboat Key?
Roger Pettingell is consistently ranked the top-producing individual agent on Longboat Key, with over $200 million in closed sales volume and decades of experience representing buyers and sellers across every zone of the island. He has sold more homes on Longboat Key than any other agent and knows the specific attributes of each community -- from the South Key gated estates near the St. Regis to the high-rise condos along Mid-Key and the Old Florida private estates on the North End. For buyers, he provides off-market access. For sellers, he brings the buyer network that moves luxury property at full price.
Is Longboat Key a good place to buy real estate?
Longboat Key is one of the most consistently desirable barrier islands in Florida for luxury real estate investment. Its 30-day minimum rental policy protects property values and neighborhood character, making it ideal for end-users, snowbirds, and buyers who prioritize equity appreciation over short-term rental income. The island's limited land supply, Gulf-front positioning, and access to Sarasota's arts and cultural amenities create sustained demand. The St. Regis resort presence on the south end has further elevated the island's profile for ultra-luxury buyers.
What is the difference between North and South Longboat Key?
South Longboat Key (the gated "The Gates" area) is characterized by resort-adjacent exclusivity -- the St. Regis Longboat Key, Country Club Shores, and Bay Isles are concentrated here, offering golf club access and the highest price per square foot on the island. Mid-Key features panoramic Gulf-view high-rises including Water Club, Grand Bay, and L'Ambiance. North Longboat Key (The Village) has an Old Florida atmosphere with low-rise estates and private residences, attracting buyers who prefer a quieter, less resort-driven lifestyle at slightly lower price points than the south end.
What are the rental rules on Longboat Key?
Longboat Key enforces a 30-day minimum rental policy, which prohibits short-term rentals (Airbnb, VRBO, or weekly rentals) throughout the island. This ordinance is one of the defining factors that separates Longboat Key from Siesta Key, which allows weekly and daily rentals. The 30-day minimum makes Longboat Key more attractive to buyers focused on a quiet residential experience and long-term appreciation rather than rental cash flow.
Where is Longboat Key located?
Longboat Key is a barrier island located west of Sarasota, Florida, in Sarasota County. It stretches 12 miles along the Gulf of Mexico, connected to the mainland via bridges. The island runs from Sarasota Bay on the east to the Gulf on the west, with Sarasota directly to the south and Manatee County at the north end. ZIP code is 34228. It is approximately 10 minutes from downtown Sarasota by car.
How far is Longboat Key from Siesta Key?
Longboat Key and Siesta Key are separated by approximately 15-20 minutes of driving time (around 12 miles), passing through downtown Sarasota. They are not directly connected -- you travel via the mainland. Despite being neighboring barrier islands in the Sarasota area, they have distinctly different characters: Longboat Key is quieter, more exclusive, and resort-adjacent, while Siesta Key is more tourist-oriented with weekly rental activity and the famous white-quartz sand beach that draws significant seasonal traffic.
Idyllic island community with Gulf and Sarasota Bay views
Before you explore the neighborhoods below, decide which "Zone" fits your vision.
Zone | The Vibe | Real Estate Type |
|---|---|---|
South Key (The Gates) | Resort & Golf Club | The St. Regis / Country Club Shores |
Mid-Key | Panoramic Views | High-Rise Condos (Water Club, Promenade) |
North Key (The Village) | Old Florida Charm | Low-Rise / Private Estates |
Roger Pettingell knows every building and every canal. Schedule a private boat or home tour today.
