Find Homes and Condos in Longboat Key, Florida
Discover unmatched luxury, world-class amenities, pristine beaches, and endless shopping just moments away. In Longboat Key, every stage of life is elevated to a new standard of coastal living.
Experience Living in Longboat Key Florida
Designed with your lifestyle in mind.
Longboat Key effortlessly merges timeless coastal elegance with cutting-edge comforts. Here, your every day feels more like an extended getaway — with private boat slips, championship golf, tennis gardens, and pristine beaches all steps away.
From sleek condos and waterfront homes to tranquil enclaves for those 55+ seeking serenity, Longboat Key offers options for all chapters of life. Many neighborhoods feature communal amenities and gathering spaces designed to foster connection and a sense of belonging.
Here, life slows down just enough to soak in sunset views over the Gulf, while still giving you access to Sarasota’s dining, shopping, arts, and healthcare just minutes away.
Browse Longboat Key Homes for Sale by Neighborhood.
Banyan Bay Club
Banyan Bay Club is a unique Gulf-to-Bay community featuring a clubhouse, pool, fitness center, tennis and pickleball courts, kayak storage, and bayside dockage with boat access. Its rare dual-waterfront layout makes it appealing for buyers who want both beach relaxation and boating lifestyle amenities.
Cabana Beach Club
Cabana Beach Club is a Gulf-front condominium community featuring private beach access, a heated pool, and outdoor grilling areas in an intimate low-rise setting. Its relaxed beachfront atmosphere makes it a strong fit for buyers seeking a quiet coastal retreat with classic Old Florida charm.
Inn on the Beach (Longboat Key Club)
Inn on the Beach is a Gulf-front condominium enclave within the Longboat Key Club resort featuring beachfront pools, spa amenities, and resort services. It’s ideal for buyers seeking condo ownership with optional access to golf, tennis, dining, and spa experiences.
Sand Cay Beach Resort
Sand Cay Beach Resort is a beachfront condo-resort with classic vacation amenities like a heated pool, tennis, shuffleboard, and outdoor BBQ/picnic space steps from the sand. It’s a strong fit for buyers who want simple Gulf-front living with an “easy rental-friendly resort” vibe.
Seahorse Beach Resort
Seahorse Beach Resort is a Gulf-front condo-resort with a heated pool overlooking the beach and a classic “walk-out private beach” setup geared toward easy stays and repeat visits. It’s a solid option for buyers who want a straightforward beachfront retreat with on-site operations and a proven vacation-resort feel.
The Shore
The Shore is a Gulf-front community with a classic “beach club” feel—heated beachfront pool and spa, clubhouse/social spaces (often including library/social room), fitness room, sauna, and convenient private/covered parking. It’s worth a look if you want direct beach access with solid amenities, without the scale of a large high-rise.
Veinte
Veinte is an exclusive Gulf-front community known for being small and private, with direct beach access plus amenities like a Gulf-facing pool and on-site fitness; listing sources also note a tennis/pickleball court and gated/secure entry. It’s best for buyers who want “few neighbors, big water views,” and a quieter luxury footprint.
Bayport Beach & Tennis
Bayport Beach & Tennis is a sprawling Gulf-to-Bay community with private beach access, multiple pools, Har-Tru tennis courts, a fitness center, clubhouse, and fishing pier. Its expansive grounds and amenity depth create an active, resort-style environment with a low-density residential feel.
Buttonwood Cove
Buttonwood Cove is a Gulf-to-Bay community offering private beach access, boat docks, kayak launch, tennis/pickleball courts, a clubhouse, and a heated bayside pool. Its dual-waterfront lifestyle makes it especially appealing for buyers who want both boating access and laid-back beach living.
Corey's Landing
Corey’s Landing is a gated Bay Isles neighborhood of roughly 61 homes featuring a community pool and tennis, with a mix of bayfront and golf-course-oriented properties. It’s compelling for buyers who want a residential neighborhood vibe inside Bay Isles while staying close to the south-end amenities and corridors.
Harbour Circle (Bay Isles)
Harbour Circle is a maintenance-free Bay Isles villa neighborhood (42 homes) with a community pool and spa and a highly visible setting along the Longboat Key Club Harbourside golf corridor. It’s a great fit for buyers who want the “lock-and-leave” ease of a villa community while still living inside gated Bay Isles.
Positano
Positano is a luxury Gulf-front condominium enclave featuring direct beach access, a heated pool, fitness center, clubhouse and recreation facilities, gated security, and private garages. Its low-density design and modern construction create an exclusive beachfront lifestyle for high-end buyers.
Sands Point
Sands Point is a Gulf-front community with a heated pool and spa, a walkway to a more secluded stretch of beach, and waterside extras like a fishing pier (with limited/optional docks referenced in community summaries). It’s compelling for buyers who want “quiet beach + boating proximity” without the feel of a massive resort tower.
Sea Oats
Sea Oats appears to be a tiny, low-density building (8 units) on Gulf of Mexico Drive that’s marketed in rental/listing materials as Gulf-front with walk-out beach access, but with a more “simple basics” amenity profile than the larger towers. It’s one to consider if the priority is privacy and beachfront location over resort-style facilities.
The Beach on Longboat Key
The Beach on Longboat Key is a Gulf-front resort-style condo/hotel setup with on-site amenities like a heated Gulf-front pool, private beach access, and a BBQ/grilling area. It’s ideal if you want true beachfront with a “lock-and-leave” vibe that feels more like a boutique resort stay.
The Residences at The St. Regis
The Residences at The St. Regis Longboat Key are positioned as a guard-gated, ultra-luxury resort-residence experience with multiple pools, spa and fitness, and chef-driven dining, plus curated owner-only amenities like a residents’ lounge and private pool/sun deck. This is the pick for buyers who want five-star service, new-build prestige, and a true “destination resort at home” lifestyle.
Tiffany Plaza
Tiffany Plaza is a smaller Gulf-front building with a heated pool, clubhouse/meeting space, sauna, grilling area, and a private beach walkway (plus handy extras like storage/tiki hut beach storage noted by local listing sources). It’s appealing for buyers who want intimate beachfront living with the core amenities done right.
Bay Isles - Harbor Section
The Bay Isles Harbor Section is a gated, prestige neighborhood inside larger Bay Isles, positioned for buyers who want a secure, private community feel on the south end of Longboat Key. A key lifestyle perk is Bay Isles ownership, which includes access to the private Bay Isles Beach Club on the Gulf.
Bayview Estates
Bayview Estates is a Longboat Key waterfront neighborhood with a mix of older island homes, updated residences, and newer builds. It’s a good fit for buyers who want single-family living and are comfortable comparing homes individually for condition, water access, and renovation level.
Castillian
The Castillian is a Gulf-front condo community offering a heated pool and spa, tennis, clubhouse/game room with kitchen, BBQ/picnic pavilion, elevators, secure entry, under-building parking, storage, and kayak storage racks. It’s a classic beachfront building for buyers who want strong “core amenities” and a straightforward Longboat Key beach lifestyle. The Castillian is a Gulf-front condo community offering a heated pool and spa, tennis, clubhouse/game room with kitchen, BBQ/picnic pavilion, elevators, secure entry, under-building parking, storage, and kayak storage racks. It’s a classic beachfront building for buyers who want strong “core amenities” and a straightforward Longboat Key beach lifestyle.
Club Longboat
Club Longboat is a beachfront condominium community at 5055 Gulf of Mexico Drive featuring 8 Har-Tru tennis courts, two heated pools, a Jacuzzi, sauna/spa features, a fitness center, and a clubhouse with social spaces. It’s a true “beach + tennis resort” lifestyle for buyers who want an amenity-rich community without confusing it with the separate Longboat Key Club resort brand.
Country Club Shores
Country Club Shores is a classic, highly sought-after south-end neighborhood known for canal-front homes with private docks and an “Old Florida” waterfront layout. Buyers love it for the combination of boating convenience and deeded beach access, plus quick proximity to St. Armands and Sarasota.
Emerald Pointe (Bay Isles)
Emerald Pointe is a private Bay Isles enclave (North & South) positioned for buyers who want a smaller, quieter neighborhood inside a gated master community. As part of Bay Isles, residents have access to the private Bay Isles Beach Club, adding a true “beach club lifestyle” layer to the neighborhood.
Harbour Court (Bay Isles)
Harbour Court is a boutique Bay Isles enclave of 18 homes where each residence includes a dock on the Bay Isles waterway with direct access out to Sarasota Bay. It’s a standout for buyers who want a rare “private home + built-in boating” setup behind the gates, without the scale of a large neighborhood.
Longboat Harbour Towers
Longboat Harbour Towers is a Gulf-front condominium community featuring beachfront access, a heated pool, tennis courts, shuffleboard, fitness facilities, and on-site management. It offers a traditional beachfront living experience with a mix of recreational and coastal lifestyle amenities.
Sage Longboat Key
Sage Longboat Key is a modern, ultra-boutique beachfront enclave built around wellness, with an Olympic-style lap pool, private cabanas, fire-pit lounges, a high-end fitness/wellness center, concierge service, and gated security. It’s a high-end “private resort at home” pick for buyers who want new(er) construction and a curated luxury lifestyle.
Sea Gate Club
Sea Gate Club is a beachfront community offering a heated Gulf-front pool, Har-Tru tennis, a fitness center, and strong common spaces like a social room/kitchen and library, plus on-site management and covered parking/storage. It’s a great choice for buyers who want a true “resort-amenity checklist” in a walkable mid-Key location.
The Beaches (Longboat Key Club)
The Beaches is a high-rise within the Longboat Key Club area, offering full-service conveniences like concierge/24-hour doorman, a heated pool and spa, fitness center, and a resident clubroom. It’s a compelling option for buyers who want beachfront luxury with staffed building services and a more “tower lifestyle” feel.
The Sanctuary (Longboat Key Club)
The Sanctuary is a Longboat Key Club gated enclave known for layered security (manned gate access) and resort-style amenities including a beachfront pool/spa, tennis courts (Har-Tru), fitness/recreation facilities, and beachfront gathering spots like a gazebo. It’s a top contender for buyers who want high privacy + full amenities without leaving the south Longboat Key Club area.
Turtle Crawl Inn
Turtle Crawl Inn is a Gulf-front, resort-style condo property with a heated pool, beach access, and “easy vacation living” perks like grills/BBQ areas and tropical grounds (frequently highlighted by guest-facing materials). It’s a strong match for buyers who want a casual, stay-and-play beachfront setup rather than a formal luxury tower.