6300 MIDNIGHT PASS RD #809

Siesta Key, Sarasota FL -- At a Glance ZIP Code 34242 County Sarasota County, FL Beach Ranking #1 in the US, #11 in the world Island Length 8 miles along Gulf of Mexico Best For Boaters Siesta Isles -- deep-water canals, private docks Listing Agent Roger Pettingell Siesta Key Neighborhood Guide -- Four Distinct Zones Neighborhood Best For Property Types The Vibe Siesta Key Village Walkability, nightlife, beach access Bungalows, low-rise condos Social and urban -- most walkable zone on the island Siesta Isles Boaters, canal-front living Ranch-style homes, renovated waterfront estates Deep-water canals, private docks, Gulf access Point of Rocks Privacy, snorkeling, seclusion Gulf-front estates, mid-size homes Quiet mid-island -- best snorkeling on the Gulf Coast Turtle Beach Seclusion, bay and Gulf views High-rise condos, Gulf-front homes Quiet south end -- sea turtle nesting, less traffic Verify current pricing with Roger Pettingell. Market stats from 2024-2025 -- confirm with active MLS before publishing. Looking for a Siesta Key Specialist? The best canal-front homes in Siesta Isles and Gulf-front properties at Point of Rocks rarely reach public listing. Roger Pettingell specializes in Sarasota's island markets and maintains private relationships with sellers across all four Siesta Key neighborhoods. Contact Roger Pettingell Explore Sarasota's Barrier Islands Bird Key Longboat Key Lido Key Beach Casey Key Longboat Key vs. Siesta Key Best Beaches in Sarasota Guide Search Active Sarasota Listings Market Insight A Tale of Two Markets The current Siesta Key market shows a distinct split. The luxury sector ($2M+) remains highly resilient, driven by demand for newer hurricane-hardened waterfront estates. The condo market ($500K-$1M) offers rising inventory, creating negotiating power for buyers seeking vacation rentals or second homes. Canal-front homes in Siesta Isles are seeing particularly strong interest from boaters. Median luxury price approximately $1.41M, $745/sqft, 65 days on market -- verify with current MLS before publishing. What to Love About Siesta Key Siesta Key Beach ranked #1 in the United States by TripAdvisor, Travel Channel, and multiple other travel organizations Barefoot elegance lifestyle -- beach days, sunset cocktails, and Gulf seafood in the evenings Siesta Key Village -- vibrant walkable nightlife and boutique shopping at the north end Deep-water boating in Siesta Isles canal community with Gulf access Free "Siesta Breeze" trolley service across the island -- no car needed Jim Neville Marine Preserve -- mangrove kayak tunnels with manatees and osprey Sunday Drum Circle at Siesta Key Beach -- free community sunset celebration, year-round Dining and Entertainment Siesta Key's dining spans from laidback Gulf-view seafood to destination fine dining -- all within the island's compact footprint. Summer House Steak and Seafood -- The island's premier chop house, known for Wagyu steaks and a signature roasted chicken locals rate as the island's best. Ophelia's on the Bay -- The most romantic setting on Siesta Key, with tables at the water's edge and a menu highlighting seared tuna and scallops. Cafe Gabbiano -- Authentic Italian cuisine in the Village with a 4,000-bottle wine cellar. Siesta Key Oyster Bar (SKOB) -- An island institution with dollar bills on the walls, live music nightly, and fresh oysters. Sun Garden Cafe -- The go-to brunch spot; the sweet potato pancakes are non-negotiable. The Old Salty Dog -- Famous beer-battered hot dogs in a pet-friendly open-air setting. Things to Do Siesta Key's beaches span the full island with distinct characters at each access point. Siesta Key Beach (north) is the famous white-sand main beach with the Pavilion and full amenities. Crescent Beach (mid-island) is popular for swimming and calmer conditions. Turtle Beach (south) is a sea turtle nesting site with a more secluded character. Point of Rocks -- Just south of Crescent Beach, the only geological rock formation on Florida's west coast and the premier snorkeling spot on the Gulf. Jim Neville Marine Preserve -- A maze of mangrove tunnels accessible by kayak from the bay side. Manatees and osprey are regular sightings. Sunday Drum Circle -- Every Sunday at sunset on Siesta Key Beach, a free community gathering of drummers, dancers, and locals celebrating the end of the week. Schools and Education No schools are located directly on the island. Siesta Key is served by some of Sarasota County's highest-rated public schools, just across the bridge: Phillippi Shores Elementary -- Public, A-Rated, IB World School Brookside Middle School -- Public, A-Rated Sarasota High School -- Public, AICE Cambridge Program Pine View School -- Public Magnet, Grades 2-12, ranked #1 in Florida Where is Siesta Key, Florida? Siesta Key is an 8-mile barrier island in Sarasota County, Florida, on the Gulf of Mexico. ZIP code 34242. It is connected to the Sarasota mainland by two bridges -- the Siesta Drive Bridge to the north and the Stickney Point Road Bridge to the south. The island sits approximately 6 miles from downtown Sarasota. Is Siesta Key beach really #1 in the US? Yes -- Siesta Key Beach has been ranked #1 in the United States by TripAdvisor, the Travel Channel, and multiple other travel ranking organizations. The distinction is driven by the beach's quartz-white sand, which stays cool underfoot even in summer heat, the warm and calm Gulf of Mexico water, and the wide, spacious beach footprint. It has also been ranked #11 in the world. What is the best neighborhood on Siesta Key? The best Siesta Key neighborhood depends on priorities. Siesta Key Village is best for walkability to beach, nightlife, and dining. Siesta Isles is best for boaters -- deep-water canals, private docks, and Gulf access. Point of Rocks is best for privacy and snorkeling access. Turtle Beach is best for buyers who want seclusion and quieter beach conditions. Roger Pettingell has sold extensively across all four areas and provides specific guidance based on individual buyer needs. What is the average home price on Siesta Key? Siesta Key's luxury segment had a median price of approximately $1.41M in 2024-2025, with price per square foot averaging $745. The condo market ($500K-$1M) has seen rising inventory, creating negotiating opportunities for buyers. Canal-front homes in Siesta Isles and Gulf-front estates at Point of Rocks represent the upper tier. Verify with current MLS data before making purchase decisions. Is Siesta Key good for investment property? Siesta Key has historically been a strong short-term rental market given its #1 beach ranking and year-round tourist demand. The current condo market ($500K-$1M) offers more inventory and negotiating power for investors than the luxury waterfront tier. However, Sarasota County short-term rental regulations apply -- confirm the specific rental designation for any property before assuming rental income potential. Roger Pettingell can provide specific guidance on the investor landscape. Find Your Siesta Key Home Roger Pettingell has sold extensively across all four Siesta Key neighborhoods and has access to off-market listings before they reach public listing. Contact Roger Pettingell