Longboat Key Homes for Sale | Luxury Real Estate in Sarasota

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.

Address Price Bed / Bths Interior Space $sf WF / Pool MLS
612 JUAN ANASCO DRIVE
$23,500,000 6/7
9,243sf $2,542 Y / Y
865 LONGBOAT CLUB ROAD
$19,750,000 0/
9,328sf $2,117 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
6001 GULF OF MEXICO DRIVE
$11,995,000 5/5
6,959sf $1,724 Y / Y
630 DE NARVAEZ DRIVE
$11,900,000 5/5
4,591sf $2,592 Y / Y
5919 GULF OF MEXICO DRIVE
$10,495,000 5/6
5,596sf $1,875 Y / Y
6477 GULFSIDE ROAD
$10,000,000 6/6
5,862sf $1,706 Y / Y
6161 GULF OF MEXICO DRIVE
$9,900,000 4/4
4,224sf $2,344 Y / Y
600 WEDGE LANE
$9,875,000 4/4
4,338sf $2,276 Y / Y
560 HARBOR POINT ROAD
$9,700,000 4/5
5,245sf $1,849 Y / Y
560 HARBOR COVE CIRCLE
$8,700,000 3/3
3,485sf $2,496 Y / Y
501 HARBOR POINT ROAD
$8,500,000 0/
6,125sf $1,388 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
590-600 DE NARVAEZ
$6,923,000 7/6
5,214sf $1,328 N / Y
519 ROUNTREE DRIVE
$6,488,000 4/4
3,554sf $1,826 Y / Y
5910 GULF OF MEXICO DRIVE
$6,250,000 5/4
4,272sf $1,463 Y / Y
524 HALYARD LN
$5,650,000 4/4
3,737sf $1,512 Y / Y
7147 LA LENAIRE DRIVE
$5,495,000 5/5
3,503sf $1,569 Y / Y
548 HORNBLOWER LANE
$5,455,000 4/4
3,976sf $1,372 Y / Y
2944 GULF OF MEXICO DRIVE
$5,299,000 5/5
4,826sf $1,098 N / Y
5840 GULF OF MEXICO DRIVE
$5,280,000 4/4
4,145sf $1,274 Y / Y
585 GUNWALE LANE
$5,225,000 3/3
4,733sf $1,104 N / Y
569 BAYVIEW DRIVE
$5,049,000 4/4
4,106sf $1,230 N / Y
670 OLD COMPASS ROAD
$4,925,000 0/
4,022sf $1,225 N / Y
510 HARBOR GATE WAY
$4,895,000 4/5
5,080sf $964 Y / Y
530 DE NARVAEZ DRIVE
$4,895,000 4/4
4,106sf $1,192 Y / Y
610 YARDARM LANE
$4,700,000 4/4
4,138sf $1,136 Y / Y
2819 GULF OF MEXICO DRIVE
$4,499,000 3/2
1,173sf $3,835 Y / N
524 SCHOONER LANE
$4,300,000 4/4
4,438sf $969 Y / Y
597 BUTTONWOOD DRIVE
$3,999,950 5/5
4,176sf $958 N / Y
550 YARDARM LANE
$3,995,000 5/5
4,281sf $933 Y / Y
520 HARBOR CAY DRIVE
$3,995,000 4/4
3,828sf $1,044 Y / Y
3488 MISTLETOE LANE
$3,980,000 3/3
3,341sf $1,191 Y / Y
3540 MISTLETOE LANE
$3,595,000 4/3
3,166sf $1,136 Y / Y
3576 FAIR OAKS WAY
$3,495,000 3/5
3,727sf $938 Y / Y
2945 PYRULA DRIVE
$3,350,000 5/5
3,815sf $878 N / Y
573 SPINNAKER LANE
$3,295,000 0/
3,926sf $839 Y / Y
595 BOWSPRIT LANE
$3,275,000 4/2
2,550sf $1,284 Y / Y
601 TRITON BEND
$3,275,000 4/3
3,313sf $989 N / Y
569 ROUNTREE DRIVE
$3,190,000 3/3
3,428sf $931 Y / Y
510 PUTTER LANE
$2,999,000 3/2
2,253sf $1,331 Y / Y
651 BROADWAY STREET
$2,899,000 4/3
3,320sf $873 N / Y
640 LYONS LANE
$2,845,000 3/3
2,130sf $1,336 Y / Y
311 FIREHOUSE COURT
$2,799,000 3/3
2,352sf $1,190 N / N
333 FIREHOUSE COURT
$2,795,000 4/4
2,900sf $964 N / N
3408 FAIR OAKS LANE
$2,790,000 0/
4,510sf $619 N / Y
3310 BAYOU ROAD
$2,750,000 3/3
2,995sf $918 Y / Y
3311 SABAL COVE DRIVE
$2,650,000 4/3
3,416sf $776 N / Y
610 HIBISCUS WAY
$2,650,000 4/4
2,788sf $951 N / Y
6810 LONGBOAT DRIVE S
$2,599,000 4/4
2,848sf $913 N / Y
725 PENFIELD STREET
$2,475,000 4/4
2,902sf $853 Y / Y
3151 BAYOU SOUND
$2,295,000 4/3
3,263sf $703 Y / Y
510 WEDGE LANE
$2,215,000 4/3
1,840sf $1,204 Y / Y
3617 FAIR OAKS PLACE
$2,090,000 3/3
2,950sf $708 Y / Y
6330 LAGUNA DRIVE
$1,999,999 3/3
2,856sf $700 N / N
5920 GULF OF MEXICO DRIVE
$1,999,000 2/3
2,823sf $708 N / Y
3361 BAYOU SOUND
$1,975,000 3/3
3,327sf $594 Y / N
524 KETCH LANE
$1,899,000 3/2
2,028sf $936 Y / Y
569 JUAN ANASCO DRIVE
$1,800,000 3/4
2,804sf $642 Y / Y
3210 BAYOU SOUND
$1,699,999 2/3
3,171sf $536 N / Y
701 MARBURY LANE
$1,697,000 3/2
2,246sf $756 Y / Y
721 OLD COMPASS ROAD
$1,660,000 3/2
2,262sf $734 Y / Y
721 EMERALD HARBOR DRIVE
$1,650,000 3/2
1,719sf $960 Y / Y
761 TARAWITT DRIVE
$1,599,000 3/3
2,377sf $673 Y / Y
619 BUTTONWOOD DRIVE
$1,575,000 3/2
2,265sf $695 Y / N
691 GULF BAY ROAD
$1,495,000 3/2
1,581sf $946 N / N
3543 MISTLETOE LANE
$1,495,000 0/
3,239sf $462 N / Y
747 MARBURY LANE
$1,425,000 3/2
2,353sf $606 Y / Y
615 BUTTONWOOD DRIVE
$1,250,000 3/2
2,080sf $601 Y / N
726 JUNGLE QUEEN WAY
$1,250,000 2/2
1,395sf $896 N / Y
552 JUAN ANASCO DRIVE
$1,239,552 3/3
1,846sf $671 N / Y
501 DE NARVAEZ DRIVE
$1,168,375 3/2
1,708sf $684 Y / Y