Florida's Most Prestigious Barrier Island
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
Discover what makes this exclusive barrier island one of Florida's most coveted addresses
Enjoy 361 days of sunshine annually with mild winters and refreshing Gulf breezes. Average temperatures range from 65°F to 90°F year-round.
From resort-style Longboat Key Club to boater's paradise Country Club Shores, find the perfect community to match your lifestyle.
Access top-rated Sarasota County schools plus prestigious private options like Out-of-Door Academy and St. Stephen's Episcopal.
Limited supply, strict development regulations, and enduring prestige make Longboat Key real estate a solid long-term investment.
Explore the Area
World-class dining, championship golf, marine life, and cultural treasures await
World-class resort with 45-hole golf course, marina, and spa
Premier marine research facility with interactive aquarium
Upscale shopping and dining designed by John Ringling
Scenic park with walking trails and bay views
Art museum, circus museum, and historic mansion
Award-winning waterfront dining, top 100 al fresco in US
Find Your Community
From resort-style living to boater's paradise, discover the community that fits your lifestyle
Longboat Key Club
World-Class Resort Living
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.
Bay Isles
Gated Elegance on the Bay
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.
Country Club Shores
Boater's Paradise
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.
Grand Bay
Luxury Condo Living
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.
The Water Club
Mid-Key Panoramic Views
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.
L'Ambiance
French-Inspired Elegance
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.
The Promenade
Boutique Waterfront Living
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.
North Shore
Old Florida Charm
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 the Region
Longboat Key's central location puts you minutes from Sarasota's culture, beaches, and more
Arts, Culture & Coastal Living
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.
Historic Charm & Waterfront Beauty
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.
Old Florida Beach Town Vibes
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.
World-Famous Beaches
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.
Exclusive Island Enclave
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.
St. Armands Lifestyle
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.
Simple Process
Finding your dream home on Longboat Key is easier than you think
Tell us about your ideal Longboat Key lifestyle—waterfront living, golf course views, boating access, or peaceful retreat.
We'll curate properties matching your criteria and arrange private showings of homes, condos, and communities.
With expert negotiation and guidance through closing, you'll be enjoying your Longboat Key lifestyle in no time.
Start Your Journey
Share your preferences and we'll curate the perfect properties for you
15+
Years Experience
Your Trusted Guide
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
Start Your SearchGot Questions?
Everything you need to know about living and buying on Longboat Key