Longboat Key, FL Homes & Real Estate For Sale

Thinking about owning a home on Longboat Key? Set between the Gulf of Mexico and Sarasota Bay, Longboat Key’s 11-mile shoreline feels like your own private slice of Florida - quiet mornings on sugar-white sand, bike rides under swaying palms, and dinners that end with Gulf sunsets. Sound tempting yet? This low-density barrier island pairs resort perks with true neighborhood calm, so you can slip away from city noise without giving up conveniences just across the bridge.

Our live Bright MLS feed—the primary multiple listing service for the D.C. metro area—updates every minute, so you’re always looking at the latest inventory. Browse longboat key condos for sale around Bay Isles, canal-front cottages in Longbeach Village, and grand estates tucked inside exclusive longboat key communities.

Homes For Sale in Longboat Key FL

Listings are subject to the Fair Housing Act and Bright MLS rules.

Longboat Key Homes

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Your Longboat Key Real Estate Expert

The Matt Leicht Group brings hometown insight to every Longboat Key deal. Raised in Sarasota, Matt knows which condo towers allow weekly rentals, which canals keep boats well-drafted at low tide, and where new bike paths will boost future appeal.

Backed by eXp Realty technology and a deep local network, our team streamlines everything from virtual showings to contract negotiations. Expect straight talk on pricing, clear timelines, and vendor lists we’d use for our own homes. We hustle hard, communicate often, and celebrate when you snag the keys.

Longboat Key Real Estate Market Pulse

  • Median Listing Price: $1,217,500

  • Median Sold Price: $1,217,500

  • Average Days on Market (DOM): 71 days

  • Price Appreciation: 4.8 % YoY

Values keep drifting upward, but buyers still enjoy a measured pace—plenty of time for inspections and sun-soaked second showings. Waterfront condos lead the charge, especially those with modern storm codes. Sellers who price accurately see strong offers, while shoppers who act quickly on well-located listings avoid bidding wars. Overall, the island’s steady appreciation signals long-term confidence rather than short-term hype.

Living in Longboat Key

Island life centers on Gulf of Mexico Drive, a palm-lined ribbon that links beaches, marinas, and quiet cul-de-sacs. Could your morning commute be a barefoot stroll to the dock? Breeze OnDemand, the island’s app-based shuttle, lets you snag a ride from your front door to a beach chair in minutes, so you can ditch the second car.

Need a culture fix? Downtown Sarasota sits 15 minutes south, serving up art films at the Burns Court Cinema and concerts at the Van Wezel. Northbound, Bradenton’s Riverwalk hosts weekly food-truck rallies—worth the short hop for sunset tacos. All this access boosts rental demand, which in turn props up property values (nice win-win, right?).

Longboat Key Local Highlights & Attractions

  • Pristine Beaches: North-end stretches like Whitney Beach stay blissfully uncrowded, so you can claim breathing-room sand and soak in those endless Gulf views without dodging umbrellas.

  • The Resort at Longboat Key Club: Members tee off on two championship courses, volley at 20-plus Har-Tru courts, fuel up at waterfront grills, then dock right at the on-site marina—your entire Saturday, handled in one spot.

  • Joan M. Durante Park: A 32-acre pocket of mangroves and wetlands with raised boardwalks, where osprey nests and breezy bay lookouts turn an ordinary stroll into a mini-eco tour.

  • Boating and Fishing: Deep channels and sheltered bayous let 40-footers cruise out at low tide, while grass-flat edges hold snook and redfish for an easy dawn cast.

  • St. Armands Circle: Cross the south bridge and you’re browsing open-air boutiques, sipping espresso on a palm-lined piazza, and finishing with artisanal gelato before the ride home.

  • Fine Dining: Local icons range from the intimate loft at Euphemia Haye—save room for the upstairs dessert bar—to the laid-back, always-fresh plates at Lazy Lobster.

  • On-Demand Transit: Tap the Breeze OnDemand app, and a shuttle scoops you up curb-side; bikes fit on racks, beach chairs fit in back—no car keys required for island hopping.

Longboat Key School Scene

There are no schools directly on the island - highly-rated local education options sit just over the bridge in either Sarasota County Schools or the School District of Manatee County.

  • Elementary options are Southside Elementary School

  • Middle Schools are Sarasota School of Arts & Sciences 

  • High School is Booker High School

Advanced or specialized education options nearby include Pine View School, New College of Florida, University of South Florida Sarasota-Manatee, State College of Florida, Manatee-Sarasota.

Crime & Peace-of-Mind in Longboat Key

Longboat Key is consistently recognized as one of the safest communities in Florida. The Longboat Key Police Department keeps a close eye on this laid-back barrier island.

With bike patrols and neighborhood meet-ups, the Longboat Key Police Department maintains trust and visibility—exactly what you want when your front door is often open to Gulf breezes.

Longboat Key Real Estate: Buyer FAQs

Does it matter if a property is in the Sarasota or Manatee County part of Longboat Key?

Yes—and not just for bragging rights. Sarasota County and Manatee County use different millage rates and school districts, so taxes and zoning can shift a few blocks apart. Always double-check the legal description before you fall in love with the view.

What are the typical HOA or condo fees for properties on Longboat Key?

Fees swing widely: boutique buildings may charge a few hundred a month, while Gulf-front towers with concierge and tennis can top $1,500. Be sure to inspect budgets, reserves, and upcoming assessments so monthly costs don’t catch you off guard.

Are there special insurance requirements for beachfront or canal-front homes?

Definitely. Most owners carry separate flood and wind policies, and premiums rise with proximity to open water. Newer, elevated construction often earns discounts, but expect to budget more than you would inland.

What are the rules around boat docks for waterfront properties?

Waterfront homes in Longboat Key usually come with a dock, but any tweak - adding a lift or extending the deck - needs a thumbs-up from county and state officials. Always pull the file to be sure the current dock is fully permitted before you close. If you’re planning upgrades, line everything up with modern seagrass setbacks and storm-code rules so approval sails through.