Florida's Most Prestigious Barrier Island

Discover Luxury Living on Longboat Key

Pristine beaches, world-class golf, and waterfront estates where the Gulf of Mexico meets Sarasota Bay

$1.7M

Average Home Price

11

Miles of Beaches

7,500

Residents

45

Holes of Golf

Why Longboat Key

Why Longboat Key?

Discover what makes this exclusive barrier island one of Florida's most coveted addresses

Perfect Climate

Enjoy 361 days of sunshine annually with mild winters and refreshing Gulf breezes. Average temperatures range from 65°F to 90°F year-round.

Prestigious Neighborhoods

From resort-style Longboat Key Club to boater's paradise Country Club Shores, find the perfect community to match your lifestyle.

Excellent Schools

Access top-rated Sarasota County schools plus prestigious private options like Out-of-Door Academy and St. Stephen's Episcopal.

Strong Investment

Limited supply, strict development regulations, and enduring prestige make Longboat Key real estate a solid long-term investment.

Explore the Area

Landmarks & Attractions

World-class dining, championship golf, marine life, and cultural treasures await

Longboat Key Club & Resort

World-class resort with 45-hole golf course, marina, and spa

Mote Marine Laboratory & Aquarium

Premier marine research facility with interactive aquarium

St. Armands Circle

Upscale shopping and dining designed by John Ringling

Joan M. Durante Park

Scenic park with walking trails and bay views

Ringling Museum

Art museum, circus museum, and historic mansion

The Dry Dock Waterfront Grill

Award-winning waterfront dining, top 100 al fresco in US

Find Your Community

Longboat Key Neighborhoods

From resort-style living to boater's paradise, discover the community that fits your lifestyle

Longboat Key Club

Longboat Key Club

World-Class Resort Living

GolfResortWaterfront

Median Price

$2.1M

$/Sq Ft

$850

Home to the legendary Longboat Key Club with its 45-hole championship golf course, The Moorings marina with 291 slips, and the new St. Regis Resort. This 410-acre resort community offers tennis, pickleball, five restaurants, a full spa, and private beach access.

Explore Longboat Key Club
Bay Isles

Bay Isles

Gated Elegance on the Bay

GatedGolf ViewsBayfront

Median Price

$1.8M

$/Sq Ft

$720

A prestigious gated community featuring stunning Sarasota Bay and golf course views. Bay Isles residents enjoy access to the Bay Isles Beach Club, heated pools, tennis courts, and walking trails. Grand Bay condos within offer pet-friendly luxury living.

Explore Bay Isles
Country Club Shores

Country Club Shores

Boater's Paradise

BoatingCanal-frontSingle Family

Median Price

$2.4M

$/Sq Ft

$780

Approximately 400 single-family homes spread across 19 deep-water canals wide enough for substantial boat lifts. This is the premier boating community on Longboat Key with direct bay access and stunning waterfront living.

Explore Country Club Shores
Grand Bay

Grand Bay

Luxury Condo Living

CondosBay ViewsGolf

Median Price

$1.5M

$/Sq Ft

$650

A prestigious condominium community within Bay Isles featuring six buildings with spectacular views of the golf course and Sarasota Bay. Residents enjoy two heated pools, fitness center, social rooms, tennis courts, and Bay Isles Beach Club access.

Explore Grand Bay
The Water Club

The Water Club

Mid-Key Panoramic Views

High-RiseGulf ViewsModern

Median Price

$2.8M

$/Sq Ft

$950

A premier high-rise condominium offering panoramic Gulf of Mexico and Sarasota Bay views from mid-Longboat Key. Modern finishes, floor-to-ceiling windows, and resort-style amenities define this sought-after address.

Explore The Water Club
L'Ambiance

L'Ambiance

French-Inspired Elegance

BeachfrontTennisLuxury

Median Price

$1.9M

$/Sq Ft

$820

An elegant beachfront community with French-inspired architecture and exceptional amenities including 8 Har-Tru tennis courts, heated pools, fitness center, and direct Gulf beach access. Known for its active tennis program and social atmosphere.

Explore L'Ambiance
The Promenade

The Promenade

Boutique Waterfront Living

BayfrontBoutiqueModern

Median Price

$1.6M

$/Sq Ft

$700

A boutique mid-rise condominium community offering stunning Sarasota Bay views and sophisticated living. Features include a waterfront pool, private marina, and easy access to St. Armands Circle shopping and dining.

Explore The Promenade
North Shore

North Shore

Old Florida Charm

VillageQuietCharacter

Median Price

$1.2M

$/Sq Ft

$580

The quiet northern tip of Longboat Key offering old Florida charm with a mix of vintage cottages, renovated homes, and low-rise condos. Close to Anna Maria Island and Beer Can Island, this area offers a more relaxed, village-like atmosphere.

Explore North Shore

Explore the Region

Nearby Cities

Longboat Key's central location puts you minutes from Sarasota's culture, beaches, and more

Sarasota
4 miles east

Sarasota

Arts, Culture & Coastal Living

ArtsDiningBeachesCulture

Known as Florida's Cultural Coast, Sarasota offers world-class arts venues including the Ringling Museum, Sarasota Opera, and Asolo Theatre. The vibrant downtown features exceptional dining, boutique shopping, and easy access to pristine beaches.

Explore Sarasota
Bradenton
8 miles north

Bradenton

Historic Charm & Waterfront Beauty

HistoricRiverwalkAffordableFamily

Offering a more relaxed pace and historic charm, Bradenton features the scenic Riverwalk on the Manatee River, the Village of the Arts, and easy access to beautiful beaches. A great option for those seeking value without sacrificing coastal lifestyle.

Explore Bradenton
Anna Maria Island
5 miles north

Anna Maria Island

Old Florida Beach Town Vibes

BeachesQuaintFamilyCasual

Connected to Longboat Key's north end, Anna Maria Island offers charming beach town vibes with historic cottages, Pine Avenue's boutique shops, and some of the area's best casual waterfront dining. Known for its relaxed atmosphere and family-friendly beaches.

Explore Anna Maria Island
Siesta Key
8 miles south

Siesta Key

World-Famous Beaches

BeachNightlifeShoppingDining

Home to the world-famous Siesta Beach, consistently ranked among America's best beaches for its powdery white quartz sand. Siesta Key Village offers lively nightlife, diverse dining, and a fun beach-town atmosphere.

Explore Siesta Key
Bird Key
3 miles east

Bird Key

Exclusive Island Enclave

ExclusiveWaterfrontLuxuryPrivate

A highly exclusive residential island just off St. Armands Circle featuring stunning waterfront estates. One of Sarasota's most prestigious addresses with spectacular bay views, private docks, and walking distance to St. Armands dining and shopping.

Explore Bird Key
Lido Key
2 miles east

Lido Key

St. Armands Lifestyle

ShoppingDiningBeachCentral

Just across the Ringling Causeway, Lido Key offers beautiful Lido Beach and is home to the famous St. Armands Circle with its upscale boutiques, galleries, and diverse restaurants. The perfect blend of beach lifestyle and urban amenities.

Explore Lido Key

Simple Process

How It Works

Finding your dream home on Longboat Key is easier than you think

1

Share Your Vision

Tell us about your ideal Longboat Key lifestyle—waterfront living, golf course views, boating access, or peaceful retreat.

2

Explore Options

We'll curate properties matching your criteria and arrange private showings of homes, condos, and communities.

3

Find Your Home

With expert negotiation and guidance through closing, you'll be enjoying your Longboat Key lifestyle in no time.

Start Your Journey

Find Your Dream Home

Share your preferences and we'll curate the perfect properties for you

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15+

Years Experience

Your Trusted Guide

Your Name

Luxury Real Estate Specialist

With over 15 years of experience in Longboat Key luxury real estate, I specialize in helping discerning buyers find their perfect waterfront home on Florida's most prestigious barrier island. My deep knowledge of the local market and commitment to personalized service ensures a seamless buying experience.

Brokerage

Your Brokerage Name

License: FL License #XXXXXXX

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Got Questions?

Frequently Asked Questions

Everything you need to know about living and buying on Longboat Key