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Triton Bend Longboat Key: A Boutique Neighborhood with Key West Charm

Most neighborhoods on Longboat Key are defined by contrast — new construction towering beside older ranch homes.

But Triton Bend is different.

This boutique enclave offers a unified look and feel: a collection of Key West–inspired and contemporary coastal homes, all newer, all well-kept, and all just steps from the beach. With only 13 residences, Triton Bend is as rare as it is charming.

Quick Take

  • 13 single-family homes built in the early 2000s or newer
  • Key West–style and contemporary architecture with no fixer-uppers
  • Mid-Key location close to Publix, CVS, library, and Longboat Key Tennis Center
  • Two private-feeling beach access points directly across Gulf of Mexico Drive
  • No HOA fees and pet-friendly with large breeds welcome
  • Flexible rental policy: up to 12 times per year, minimum 1 month

Why Triton Bend Feels Like a Hidden Gem

A neighborhood designed for beauty, cohesion, and community.

Unlike other parts of the island where older homes mix with new construction, Triton Bend has no patchwork feel. The last of its older ranch houses was replaced recently, leaving behind a neighborhood made entirely of modern, coastal-style residences. Many are painted in cheerful Key West colors, while others lean contemporary, with clean lines and sleek finishes. The result is a boutique community that feels cohesive yet still individual.

With just three connected streets — Triton Bend, Neptune Avenue, and Pyrula Drive — the neighborhood has the intimate feel of a private loop. Neighbors know each other, kids play safely, and the pace of life is relaxed and residential.

No HOA Fees or Restrictions

Freedom and flexibility in ownership.

Unlike most Longboat Key neighborhoods, Triton Bend has no homeowners’ association. That means no monthly fees, no architectural review boards, and no restrictive rules. Owners enjoy freedom while still benefiting from a neighborhood that feels cohesive and well-kept.

Triton Bend homes average between 2,000 and 3,500 square feet, with designs that reflect both classic coastal charm and modern convenience.

Expect:

  • Spacious open layouts
  • Contemporary exteriors with colorful accents
  • Sleek finishes and hurricane-rated construction
  • Well-maintained landscaping and curb appeal throughout the neighborhood

Because the community is small, homes rarely come on the market. When they do, they attract buyers looking for a boutique coastal lifestyle that blends charm, convenience, and access to the beach.

Beach Access Just Steps Away

Two paths to the Gulf within minutes of your front door.

One of Triton Bend’s biggest perks is its direct access to the Gulf of Mexico.

Residents enjoy two nearby access points:
Neptune Avenue beach path – includes a few parking spots, making it easy to unload gear or meet friends.
Triton Bend beach path – pedestrian-only, lined with natural archways of trees that open onto a quiet, postcard-perfect stretch of sand.

Both provide easy entry to Longboat Key’s pristine shoreline for swimming, sunbathing, or simply watching the island’s spectacular sunsets.

Pet-Friendly and Rental-Friendly

Welcoming to families, investors, and four-legged friends.

Triton Bend is known for being pet-friendly, welcoming large dogs and multiple pets — something rare for island communities.

Rental policies are also flexible:

  • Up to 12 leases per year
  • One-month minimum stay


This makes the neighborhood ideal for both part-time residents who want to generate income while away and full-time owners looking for a vibrant, community-focused environment.

Prime Mid-Key Location

Convenience without sacrificing peace.

Triton Bend sits in the mid-key of Longboat, offering unmatched access to local essentials and cultural experiences. Within minutes, you’ll find:

  • Publix Super Market and CVS Pharmacy for everyday needs
  • Longboat Library and Bayfront Park Recreation Center
  • Longboat Key Public Tennis Center
  • The Pavilion at Town Center Green, home to concerts and seasonal events
  • The Farmers & Artisans Market at the Town Center, open December–April

And when you want to venture off the island, you’re only 10 minutes to St. Armands Circle for dining and shopping, and 20 minutes to downtown Sarasota for theater, museums, and art galleries.

Why Buyers Choose Triton Bend

A rare blend of charm, privacy, and practicality.

  • Boutique community of just 13 homes
  • Steps from the Gulf with two beach access points
  • No HOA fees or restrictive rules
  • Mid-island location close to shopping, dining, and recreation
  • Pet- and rental-friendly policies
  • Cohesive neighborhood feel with Key West–style and contemporary homes

For buyers who want a neighborhood that feels like a permanent vacation escape, Triton Bend delivers.

FAQs About Triton Bend Longboat Key

How many homes are in Triton Bend?
There are just 13 residences, making it one of the most exclusive boutique neighborhoods on the island.

Are there HOA fees?
No — Triton Bend has no HOA, giving owners more freedom.

Is the neighborhood pet-friendly?
Yes, large dogs and multiple pets are welcome.

Does Triton Bend have beach access?
Yes, two access points across Gulf of Mexico Drive provide direct paths to the Gulf.

What are the rental rules?
Homes can be rented up to 12 times per year with a one-month minimum.

What styles of homes are in Triton Bend?
A mix of Key West–style and contemporary homes, all built in the 2000s or newer.