3808 GULF OF MEXICO DR #E412

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) Longboat Key Zone Guide -- South vs. NorthZone 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 Looking for a Longboat Key Realtor?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. Contact Roger Pettingell Explore Sarasota's Barrier Islands Bird KeySiesta KeyLido Key BeachCasey KeyLongboat Key vs. Siesta KeyLiving in Sarasota vs. Longboat KeyBest Sarasota Neighborhoods for RetireesActive Longboat Key ListingsWho 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. Welcome to Longboat KeyIdyllic island community with Gulf and Sarasota Bay views Longboat Key (34228) is a waterfront community on a barrier island between the Gulf of Mexico and Sarasota Bay. Gorgeous white sand beaches run for 11 miles along the coastline. However, Longboat Key is not a single neighborhood; it is a diverse collection of lifestyles. Divided by man-made canals and defined by its proximity to either the Gulf (Beach) or the Bay (Boating), choosing the right "Zone" is your first step.The Longboat Key Lifestyle MapBefore 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 Dining, Entertainment & ShoppingLongboat Key is home to a fantastic array of restaurants that combine sublime cuisine with mesmerizing waterfront views. The Shore: Serves seafood specialties such as Key West shrimp and scallop risotto. The Drydock Waterfront Grill: Overlooking the marina, this is one of the 100 best al fresco dining experiences in the US. Chart House: A refined steakhouse with a terrace perched above the Gulf waters.Neighborhood Video ToursQueen's Harbor Grand Bay Water Club Promenade Beachplace L'Ambiance Country Club Shores Bay Isles Harbor Ready to Tour Longboat Key?Roger Pettingell knows every building and every canal. Schedule a private boat or home tour today. Contact Roger Pettingell