Discover Longboat Key — Sarasota's Premier Waterfront Community

Stretching 11 miles along the Gulf of Mexico and Sarasota Bay, Longboat Key is among Florida's most prestigious and private barrier island communities. Known for its pristine beaches, resort-style amenities, and exclusive real estate, Longboat Key offers a sophisticated island lifestyle just minutes from Downtown Sarasota and West of Trail neighborhoods. Whether seeking a beachfront condominium, canal-front estate, or a full-time residence with unparalleled coastal charm, Longboat Key delivers privacy, elegance, and convenience in one exceptional location.

Coastal Beauty and Prime Location

Positioned between Anna Maria Island to the north and Lido Key to the south, Longboat Key provides direct access to Sarasota and Bradenton via scenic causeways. The island's natural beauty includes powdery white-sand beaches, turquoise waters, quiet canals, and lush mangrove estuaries. Residents enjoy serene landscapes that feel worlds away, yet remain close to cultural, dining, and shopping amenities in the Sarasota region.

The Gulf-facing beaches of Longboat Key offer tranquility and privacy, ideal for sunrise walks, shell collecting, sunbathing, or enjoying stunning sunsets over the Gulf of Mexico.

Luxury Real Estate and Exclusive Communities

The Longboat Key real estate market is one of Sarasota's most prestigious, featuring luxury beachfront condos, bayfront villas, and custom single-family homes. Many residences include private docks, panoramic water views, spacious terraces, gourmet kitchens, and access to resort-style amenities. Popular condominium communities like The Water Club, Promenade, and Positano provide private beach access, 24-hour concierge services, fitness centers, tennis courts, and heated pools.

Gated neighborhoods such as Bay Isles offer estate-sized lots, deep-water docks, and optional membership to the Longboat Key Club, attracting buyers seeking privacy, security, and a resort-inspired lifestyle.

The Longboat Key Club Experience

The Longboat Key Club serves as a cornerstone of the island's luxury living. Members enjoy two championship golf courses, a world-class tennis center, multiple restaurants, a full-service marina, and a spa and wellness center. The marina accommodates vessels up to 150 feet and provides access to sailing, boating, and fishing in Sarasota Bay and the Gulf of Mexico.

The club complements the island lifestyle with organized events, tournaments, and recreational activities that appeal to residents of all ages and interests.

Beachfront Living with Downtown Convenience

Longboat Key combines peaceful, resort-style living with easy access to Downtown Sarasota. A short drive connects residents to the John and Mable Ringling Museum of Art, Sarasota Opera, Van Wezel Performing Arts Hall, fine dining restaurants, and boutique shopping. This seamless connection allows for both island seclusion and engagement with Sarasota's vibrant cultural scene.

Dining, Culinary, and Lifestyle Excellence

Longboat Key offers a sophisticated yet relaxed culinary scene. Waterfront restaurants, romantic bistros, and contemporary American cuisine are all part of island living. Notable local favorites include Mar Vista Dockside Restaurant, Chart House, Dry Dock Waterfront Grill, and Euphemia Haye. Many venues feature outdoor seating with bay or Gulf views, enhancing the coastal dining experience.

Outdoor Recreation and Island Activities

Residents embrace an active outdoor lifestyle with boating, kayaking, paddleboarding, fishing, cycling, walking, and sailing. The island's multi-use path runs its entire length, providing safe and scenic routes for exercise and exploration. Nearby parks, such as Joan M. Durante Park, offer trails, picnic areas, and birdwatching in a natural setting.

Community and Island Charm

Longboat Key fosters a tight-knit and welcoming community. Residents participate in social events, beach clean-ups, and educational programs at the Longboat Key Education Center. The island is pet-friendly, safe, and well-managed with dedicated police, fire, and municipal services, making it ideal for retirees, seasonal homeowners, and families alike.

Accessibility and Everyday Convenience

Despite its secluded feel, Longboat Key is only 25–30 minutes from Sarasota-Bradenton International Airport. Essential services, grocery stores, medical clinics, and shopping are nearby, while modern infrastructure, high-speed internet, and professional property management ensure convenient, comfortable living year-round.

Investment Value and Long-Term Appeal

Longboat Key real estate offers strong long-term value thanks to limited inventory, waterfront location, and exclusive reputation. The market is ideal for investment, vacation homes, or primary residences. With its combination of natural beauty, resort amenities, and proximity to Downtown Sarasota and West of Trail neighborhoods, Longboat Key remains one of Florida's most desirable coastal communities.

Experience Longboat Key Island Living

From sunrise walks along the Gulf to sunset sails across Sarasota Bay, Longboat Key offers a lifestyle defined by elegance, privacy, and coastal luxury. Every day presents an opportunity to enjoy island charm, outdoor recreation, world-class amenities, and proximity to Sarasota's cultural heart.

Explore elevated living at Longboat Key — where luxury, location, and lifestyle meet seamlessly. I am Sarasota’s leading sales expert. Contact me at 941.281.5472 or email lisa@sarasotaluxurycondos.com.

Available Properties in Longboat Key

Address Price Bed / Bths Interior Space $sf WF / Pool MLS
5965 GULF OF MEXICO DRIVE
$38,450,000 11/1
17,199sf $2,236 Y / Y
6610 GULF OF MEXICO DRIVE
$22,000,000 4/4
6,891sf $3,193 Y / Y
6664 & 6660 & 6670 GULF OF MEX
$18,500,000 2/2
10,298sf $1,796 Y / N
6685 GULF OF MEXICO DRIVE
$15,550,000 8/8
12,752sf $1,219 Y / Y
6603 GULFSIDE ROAD
$15,000,000 5/5
4,925sf $3,046 Y / Y
6489 GULFSIDE ROAD
$13,995,000 4/4
6,616sf $2,115 Y / Y
6680 GULF OF MEXICO DRIVE
$12,900,000 6/6
6,408sf $2,013 Y / Y
500 HARBOR COVE CIRCLE
$12,250,000 5/5
5,120sf $2,393 Y / Y
1600 HARBOR SOUND DRIVE
$11,900,000 5/5
5,689sf $2,092 Y / Y
600 PUTTER LANE
$9,400,000 5/5
5,982sf $1,571 Y / Y
630 DE NARVAEZ DRIVE
$8,925,000 5/5
4,591sf $1,944 Y / Y
560 HARBOR COVE CIRCLE
$7,900,000 3/3
3,485sf $2,267 Y / Y
7094 LONGBOAT DRIVE E
$6,995,000 6/6
4,776sf $1,465 Y / Y
711 OLD COMPASS ROAD
$6,495,000 4/4
4,274sf $1,520 Y / Y
7143 LA LENAIRE DRIVE
$5,995,000 4/4
2,721sf $2,203 Y / N
569 BAYVIEW DRIVE
$4,695,000 6/4
4,106sf $1,143 N / Y
1571 HARBOR CAY LANE
$4,550,000 4/3
4,209sf $1,081 Y / Y
626 BUTTONWOOD DRIVE
$4,395,000 6/4
4,106sf $1,070 N / Y
510 HARBOR GATE WAY
$4,395,000 4/5
5,080sf $865 Y / Y
657 HALYARD LANE
$4,300,000 4/5
4,364sf $985 Y / Y
530 DE NARVAEZ DRIVE
$4,295,000 6/4
4,106sf $1,046 Y / Y
592 JUAN ANASCO DRIVE
$4,000,000 5/5
3,600sf $1,111 Y / Y
597 BUTTONWOOD DRIVE
$3,995,000 5/5
4,176sf $957 N / Y
2819 GULF OF MEXICO DRIVE
$3,590,000 3/2
1,173sf $3,061 Y / N
562 RANGER LANE
$3,499,900 4/3
3,149sf $1,111 N / Y
617 WESTON POINTE COURT
$3,100,000 4/5
4,395sf $705 Y / Y
614 NORTON STREET
$2,999,999 6/5
4,676sf $642 Y / Y
1005 BOGEY LANE
$2,999,000 4/4
3,624sf $828 Y / Y
524 HORNBLOWER LANE
$2,900,000 3/3
3,045sf $952 Y / Y
720 TARAWITT DRIVE
$2,900,000 3/3
2,160sf $1,343 Y / Y
705 JUNGLE QUEEN WAY
$2,795,000 4/3
3,083sf $907 Y / Y
610 HIBISCUS WAY
$2,650,000 4/4
2,788sf $951 N / Y
3527 FAIR OAKS LANE
$2,550,000 4/4
4,154sf $614 Y / Y
771 MARBURY LANE
$2,500,000 5/4
3,016sf $829 Y / Y
333 FIREHOUSE COURT
$2,325,000 4/4
2,900sf $802 N / N
549 HALYARD LANE
$2,195,000 3/2
1,594sf $1,377 Y / Y
617 ROUNTREE DRIVE
$2,150,000 3/2
1,972sf $1,090 Y / Y
525 SLOOP LANE
$1,999,000 5/3
2,934sf $681 Y / Y
3481 BAYOU SOUND
$1,950,000 5/3
3,391sf $575 Y / Y
548 GUNWALE LANE
$1,950,000 3/2
1,853sf $1,052 Y / Y
523 JUAN ANASCO DRIVE
$1,895,000 4/3
2,899sf $654 N / Y
741 OLD COMPASS ROAD
$1,795,000 3/3
2,173sf $826 Y / Y
5920 GULF OF MEXICO DRIVE
$1,749,500 2/3
2,823sf $620 N / Y
569 JUAN ANASCO DRIVE
$1,700,000 3/4
2,804sf $606 Y / Y
791 BROADWAY STREET
$1,625,000 2/2
2,236sf $727 N / Y
825 TARAWITT DRIVE
$1,499,000 2/2
1,882sf $796 Y / N
602 BUTTONWOOD DRIVE
$1,399,000 3/3
2,107sf $664 N / Y
392 FIREHOUSE LANE
$1,349,000 2/2
1,761sf $766 N / N
550 DE NARVAEZ DRIVE
$1,295,000 3/2
1,758sf $737 Y / N
3301 BAYOU ROAD
$1,250,000 4/3
2,827sf $442 N / Y
616 LYONS LANE
$1,175,000 2/2
1,755sf $670 N / Y
834 JUNGLE QUEEN WAY
$1,050,000 2/2
1,346sf $780 N / N

Longboat Key Location