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
612 JUAN ANASCO DRIVE
$22,650,000 6/7
9,243sf $2,451 Y / Y
6610 GULF OF MEXICO DRIVE
$22,000,000 4/4
6,891sf $3,193 Y / Y
865 LONGBOAT CLUB ROAD
$18,700,000 6/6
9,328sf $2,005 N / Y
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
$13,900,000 6/6
6,408sf $2,169 Y / Y
6001 GULF OF MEXICO DRIVE
$10,995,000 5/5
6,959sf $1,580 Y / Y
600 PUTTER LANE
$10,500,000 5/5
5,982sf $1,755 Y / Y
560 HARBOR POINT ROAD
$9,700,000 4/5
5,245sf $1,849 Y / Y
6477 GULFSIDE ROAD
$9,250,000 6/6
5,862sf $1,578 Y / Y
6161 GULF OF MEXICO DRIVE
$8,995,000 4/4
4,224sf $2,129 Y / Y
630 DE NARVAEZ DRIVE
$8,925,000 5/5
4,591sf $1,944 Y / Y
560 HARBOR COVE CIRCLE
$8,700,000 3/3
3,485sf $2,496 Y / Y
65 LIGHTHOUSE POINT DRIVE
$7,999,000 4/4
4,921sf $1,625 Y / Y
757 HIDEAWAY BAY DRIVE
$7,488,000 4/5
4,507sf $1,661 Y / Y
591 #A GOLF LINKS LANE
$7,399,000 5/5
4,452sf $1,662 Y / Y
519 ROUNTREE DRIVE
$6,488,000 4/4
3,554sf $1,826 Y / Y
5910 GULF OF MEXICO DRIVE
$5,995,000 5/4
4,272sf $1,403 Y / Y
530 CHIPPING LANE
$5,799,000 5/5
4,216sf $1,375 Y / Y
524 HALYARD LN
$5,495,000 4/4
3,737sf $1,470 Y / Y
2944 GULF OF MEXICO DRIVE
$5,299,000 5/5
4,826sf $1,098 N / Y
7147 LA LENAIRE DRIVE
$5,250,000 5/5
3,503sf $1,499 Y / Y
681 OLD COMPASS ROAD
$4,995,000 3/3
2,520sf $1,982 Y / Y
548 HORNBLOWER LANE
$4,950,000 4/4
3,976sf $1,245 Y / Y
530 DE NARVAEZ DRIVE
$4,895,000 4/4
4,106sf $1,192 Y / Y
569 BAYVIEW DRIVE
$4,850,000 4/4
4,106sf $1,181 N / Y
1571 HARBOR CAY LANE
$4,750,000 4/3
4,209sf $1,129 Y / Y
761 NORTON STREET
$4,490,000 4/4
4,674sf $961 N / Y
510 HARBOR GATE WAY
$4,395,000 4/5
5,080sf $865 Y / Y
590 DE NARVAEZ DRIVE
$4,123,000 4/3
3,243sf $1,271 N / Y
2819 GULF OF MEXICO DRIVE
$3,999,999 3/2
1,173sf $3,410 Y / N
597 BUTTONWOOD DRIVE
$3,990,000 5/5
4,176sf $955 N / Y
3488 MISTLETOE LANE
$3,980,000 3/3
3,341sf $1,191 Y / Y
550 YARDARM LANE
$3,895,000 5/5
4,281sf $910 Y / Y
548 HALYARD LANE
$3,725,000 3/3
3,628sf $1,027 Y / Y
795 MARBURY LANE
$3,599,000 4/3
3,355sf $1,073 Y / Y
562 RANGER LANE
$3,499,900 4/3
3,149sf $1,111 N / Y
5422 SANDHAMN PLACE
$3,499,000 3/2
2,802sf $1,249 Y / Y
1005 BOGEY LANE
$3,300,000 4/4
3,624sf $911 Y / Y
2945 PYRULA DRIVE
$3,299,000 5/5
3,815sf $865 N / Y
501 NORTON STREET
$3,250,000 5/3
3,042sf $1,068 Y / Y
614 NORTON STREET
$3,200,000 6/5
4,676sf $684 Y / Y
3533 FAIR OAKS LANE
$3,199,000 4/4
3,909sf $818 N / Y
3576 FAIR OAKS WAY
$3,195,000 3/5
3,727sf $857 Y / Y
595 BOWSPRIT LANE
$3,175,000 4/2
2,550sf $1,245 Y / Y
510 PUTTER LANE
$2,999,000 3/2
2,253sf $1,331 Y / Y
3548 FAIR OAKS LANE
$2,995,000 4/4
3,470sf $863 Y / Y
573 SPINNAKER LANE
$2,995,000 4/5
3,926sf $763 Y / Y
720 TARAWITT DRIVE
$2,900,000 3/3
2,160sf $1,343 Y / Y
5970 EMERALD HARBOR DRIVE
$2,895,000 4/3
3,098sf $934 Y / Y
635 JUNGLE QUEEN WAY
$2,895,000 4/3
3,047sf $950 N / N
569 ROUNTREE DRIVE
$2,890,000 3/3
3,428sf $843 Y / Y
677 LANDS END DRIVE
$2,850,000 3/3
4,000sf $712 Y / N
3530 MISTLETOE LANE
$2,795,000 4/3
3,102sf $901 Y / N
3598 FAIR OAKS LANE
$2,795,000 4/4
3,417sf $818 N / Y
651 BROADWAY STREET
$2,795,000 4/3
3,320sf $842 N / Y
3408 FAIR OAKS LANE
$2,695,000 5/5
4,510sf $598 N / Y
610 HIBISCUS WAY
$2,650,000 4/4
2,788sf $951 N / Y
771 MARBURY LANE
$2,500,000 5/4
3,016sf $829 Y / Y
3421 BAYOU SOUND
$2,499,500 3/3
3,768sf $663 Y / Y
640 LYONS LANE
$2,495,000 3/3
2,130sf $1,171 Y / Y
333 FIREHOUSE COURT
$2,495,000 4/4
2,900sf $860 N / N
3311 SABAL COVE DRIVE
$2,450,000 4/3
3,416sf $717 N / Y
311 FIREHOUSE COURT
$2,399,000 3/3
2,352sf $1,020 N / N
6810 LONGBOAT DRIVE S
$2,250,000 4/4
2,848sf $790 N / Y
548 GUNWALE LANE
$2,200,000 3/2
1,853sf $1,187 Y / Y
500 HALYARD LANE
$2,199,000 3/2
2,311sf $952 Y / Y
510 WEDGE LANE
$2,100,000 4/3
1,840sf $1,141 Y / Y
3617 FAIR OAKS PLACE
$2,050,000 3/3
2,950sf $695 Y / Y
6330 LAGUNA DRIVE
$1,999,989 3/3
2,856sf $700 N / N
635 MARBURY LANE
$1,995,000 4/3
2,446sf $816 Y / Y
5920 GULF OF MEXICO DRIVE
$1,799,500 2/3
2,823sf $637 N / Y
3131 BAYOU SOUND
$1,799,000 3/2
3,023sf $595 Y / Y
524 KETCH LANE
$1,799,000 3/2
2,028sf $887 Y / Y
6851 LONGBOAT DRIVE S
$1,775,000 3/4
2,643sf $672 Y / N
569 JUAN ANASCO DRIVE
$1,700,000 3/4
2,804sf $606 Y / Y
701 MARBURY LANE
$1,697,000 3/2
2,246sf $756 Y / Y
7091 LONGBOAT DRIVE E
$1,675,000 3/2
2,089sf $802 N / N
601 NORTON STREET
$1,649,000 3/3
2,956sf $558 Y / Y
758 SAINT JUDES DRIVE N
$1,649,000 3/2
2,341sf $704 Y / Y
765 SAINT JUDES DRIVE N
$1,630,000 4/2
1,900sf $858 Y / N
825 TARAWITT DRIVE
$1,599,000 2/2
1,882sf $850 Y / N
761 TARAWITT DRIVE
$1,599,000 3/3
2,377sf $673 Y / Y
3511 FAIR OAKS COURT
$1,559,000 3/2
2,579sf $604 N / Y
3210 BAYOU SOUND
$1,499,000 3/2
2,091sf $717 N / Y
619 BUTTONWOOD DRIVE
$1,499,000 3/2
2,265sf $662 Y / N
550 DE NARVAEZ DRIVE
$1,295,000 3/2
1,758sf $737 Y / N
615 BUTTONWOOD DRIVE
$1,250,000 3/2
2,080sf $601 Y / N
744 JUNGLE QUEEN WAY
$1,200,000 3/2
1,688sf $711 Y / N
578 COMPANION WAY
$1,099,000 4/3
1,792sf $613 N / N
6841 LONGBOAT DRIVE S
$1,095,000 2/2
1,380sf $793 Y / N
726 JUNGLE QUEEN WAY
$1,090,000 2/2
1,384sf $788 Y / Y
501 DE NARVAEZ DRIVE
$1,068,375 3/2
1,708sf $626 Y / Y
834 JUNGLE QUEEN WAY
$1,050,000 2/2
1,346sf $780 N / N

Longboat Key Location