Sarasota's Premier Homes
One of the most popular communities provided by {{page_data.agentName}}

Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.
One of the most popular communities provided by Michael Graf
401
# of Listings
2
Avg # of Bedrooms
$849
Avg. $ / Sq.Ft.
$1,464,936
Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

76 Properties Found. Page 1 of 6.

**Pirce Improvement ~ Motivated Seller** Step into the island lifestyle you’ve always imagined at Privateer North, located behind the gates of the Longboat Key Club. This CORNER residence with over 1,400 sq. ft. invites you to wake each morning to the sound of waves and natural light streaming through wide glass doors. Sip your coffee on the balcony as Gulf breezes drift in, and in the evening, watch the sky transform with unforgettable Longboat Key sunsets. Inside, thoughtful UPDATES create a fresh, welcoming home. The owners have recently installed a NEW ELECTRIC PANEL, added NEW LIGHTING, FRESH PAINT in areas where needed, and are offering the property FULLY TURN-KEY FURNISHED — so you can start enjoying it from day one. The OPEN LIVING AND DINING area flows easily for entertaining, while the SPLIT-BEDROOM design ensures privacy. The spacious primary suite features a WALK-IN CLOSET and SPA-STYLE BATH, while the guest suite provides a comfortable retreat for family and friends. Privateer North has just completed a STUNNING MODERNIZATION of its common areas and elevators, complementing its prime beachfront setting. Amenities include a BEACHFRONT POOL AND SPA, FITNESS CENTER, SAUNA, TENNIS and PICKLEBALL courts, CONCIERGE service, and DIRECT BEACH ACCESS — everything you need for a true resort lifestyle. With the new St. Regis Resort just minutes away, and St. Armands Circle and downtown Sarasota within easy reach, this home blends relaxation and sophistication in one of the Gulf Coast’s most desirable locations. Whether a seasonal retreat or full-time residence, Unit 204 offers the perfect balance of LUXURY, LIFESTYLE, and ISLAND CHARM. Call the listing agent today for a V.I.P. tour!
#A4662463

LONGBOAT KEY

1050 LONGBOAT CLUB ROAD 204

2 Beds

2 Baths

1,509 Sq.Ft.

$899,000

MLS#: A4662463

Experience the relaxed Gulf Coast lifestyle at Tiffany Plaza - direct Gulf-front, accessible community on Longboat Key where every day feels like a beach vacation. Go from your patio onto the sand and enjoy spectacular sunsets. This inviting two-bedroom, two-bath residence offers a spacious open living and dining area ideal for hosting 8-12 guests. Updated with stone countertops, fresh paint, new air conditioner, new hot water heater and hurricane-grade windows. Both elevator and landscape assessments are paid, and there was no storm flooding or damage in 2024, according to the owner. Community amenities include a newly updated pool, barbecue grills, beachside tiki hut, and remodeled clubhouse. Tiffany Plaza is self-managed, well-maintained and beautifully landscaped. HOA fees include cable TV, water, sewer, trash, pool and grounds maintenance, manager and more. Convenient mid-island location near Bayfront Park, dog park, Publix, CVS, shops, dining and fitness centers.
#A4668089

LONGBOAT KEY

4325 GULF OF MEXICO DRIVE 102

2 Beds

2 Baths

1,467 Sq.Ft.

$1,000,000

MLS#: A4668089

One or more photo(s) has been virtually staged. This 2 Bedroom, 2 Bath condo overlooking the Gulf has an open kitchen with breakfast bar. It also has a computer nook with a window overlooking the East terrace. The coveted great room design adds to the casual beachfront living experience. The split plan allows for great personal space. Each bedroom has access to its own bath and each bedroom also offers walk-in closets. Unique to this residence are sliding glass windows across the entire lanai, which allow you to enjoy the covered terrace year-round, whether savoring morning coffee or sipping cocktails. One under-building parking space and separate storage add to the convenience of owning in a condo. This 11-acre Gulf-front community, located directly on the magnificently pristine Longboat Key shoreline, presents an exceptional array of amenities including tennis courts, pickleball, a heated saltwater pool and spa, putting green, renovated clubhouse with fitness room, a library, catering kitchen, BBQ grilling spaces and an outdoor entertainment area. Owners will appreciate the comfort of knowing everything is taken care of with on-site management, 24-hour security and a guard gate. The resort lifestyle is yours to enjoy to the fullest at The Players Club. St Regis is next door. It’s a wonderful neighbor to have. Enjoy all of the luxurious amenities it has to offer… just steps outside the complex.
#A4667436

LONGBOAT KEY

1465 GULF OF MEXICO DRIVE 402

2 Beds

2 Baths

1,923 Sq.Ft.

$999,000

MLS#: A4667436

Perched atop the 11th floor, this penthouse residence at Privateer South captures an extraordinary sweep of views spanning Longboat Key Club’s lush golf course, the expanse of Sarasota Bay, the downtown skyline, and the Gulf of Mexico’s turquoise waves. Offering more than 1,400 square feet, the light-filled interiors flow effortlessly between living, dining, and kitchen spaces, framed by impact windows and glass sliders that open to two private terraces—one Gulf-facing and one Bay-facing—inviting you to enjoy sunrises and sunsets alike. The modernized kitchen balances style and function with quartz countertops, a sleek tile backsplash, shaker cabinetry, and stainless-steel appliances. Porcelain tile flooring adds a timeless touch, enhancing the airy ambiance throughout. The split-bedroom plan ensures privacy when guests visit, with the primary suite offering direct access to the larger terrace, a spacious walk-in closet, and a private en-suite bath, while the guest suite is positioned on the opposite wing with its own serene views. Additional comforts include newer impact-rated windows and sliders, covered parking, and an owner’s storage unit located on the same floor. Privateer South, set directly on the Gulf of Mexico, has recently been enhanced with upgrades that further elevate its appeal, including a newer roof, refreshed lobby, and updated common areas. Residents enjoy a lifestyle that blends leisure and convenience, with a beachside heated pool and spa on an expansive deck, tennis, pickleball, and shuffleboard courts, fitness center, fire pit lounge, barbecue area with outdoor seating, social room with catering kitchen, and guest suites for visitors. On-site management and security provide peace of mind in this sought-after community. Beyond the gates, Longboat Key delivers a lifestyle defined by natural beauty and cultural access. Championship golf and fine dining await for members at the Longboat Key Club, while the boutiques and restaurants of St. Armands Circle are minutes away. Downtown Sarasota, with its world-class theaters, museums, galleries, and vibrant waterfront, is an easy drive south. Award-winning beaches, including those of neighboring Lido and Siesta Key, complete the picture, offering endless opportunities to explore, relax, and savor life on the Gulf Coast. This penthouse is more than a residence—it’s a front-row seat to the very best of Sarasota living.
#A4662719

LONGBOAT KEY

1000 LONGBOAT CLUB ROAD 1103

2 Beds

2 Baths

1,509 Sq.Ft.

$995,000

MLS#: A4662719

This lot is located in The Preserve at Longbeach with plans and design already to go, an exclusive enclave of 12 new homes, light filled and luxurious contemporary homes. Refinement meets relaxation at the north end of LBK in Longbeach Village - where beach-to-bay access with waterfront amenities, al fresco dining, multiple kayak launch points, a neighborhood boat dock and ramp, and a free-spirited lifestyle await. Exhale and enjoy a neighborhood where the waterfront is at your fingertips and peacocks walk the streets. All that makes Coastal Florida living so enchanting is yours to enjoy here - be one of only 12. Located a short distance from the public beach access, the tranquil beaches of Longboat Key are yours to enjoy whether going for a swim in warm, Gulf waters, walking the beach or enjoying the sunset. Whether by boat or car, you're only minutes from world-class dining and shopping, a host of cultural amenities, and nearby barrier islands.
#A4660982

LONGBOAT KEY

6800 LONGBOAT DRIVE S

None Beds

None Baths

0.16 acres

$995,000

MLS#: A4660982

A TRUE FLORIDA DREAM HOME! WALKING DISTANCE TO ONE OF FLORIDA'S MOST BEAUTIFUL BEACH! This 4 bedroom, 3 bath and 2 car garage home is newly renovated thoughout. Step through the door into the spacious open kitchen and living area that expands into a back additional living area large enough for lounging and a pool table. 4 bedrooms and 3 bathrooms offers ample space for family and friends. The open backyard is great to relax and enjoy the Florida weather. The home is located close to wonderful dining and entertainment. The detached 2 car garage offers plenty of space for paddle boards, kayakes or a small boat storage.
#D6142646

LONGBOAT KEY

608 SAINT JUDES DRIVE

4 Beds

3 Baths

2,106 Sq.Ft.

$989,000

MLS#: D6142646

A one of a kind boat slip available for sale with fortified pilings that are plastic coated and an extended finger pier, deep water, protected, yet easy access to Sarasota Bay and the Gulf at Longboat Key Moorings Marina. This is a 154 ft. T-dock/face dock ready to accommodate a yacht; T of D-dock has 2 50s/100 service outlets. D-19 is 74.5 feet, and D-20 is 79.5 feet, because this slip is deeded as two slips, two boats are permitted. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasota Bay. This only deep water marina on the West Coast of Florida is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes bath house, laundry facilities, restaurant, shopping - close to Publix, CVS, and other specialty shops - recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. This slip will accommodate one or two vessels total 149 feet. Usable beam is 25 feet.
#A4646560

LONGBOAT KEY

2800 HARBOURSIDE DRIVE DRIVE D-19 D-20

None Beds

None Baths

N/A

$985,000

MLS#: A4646560

IT'S BIGGER THAN IT LOOKS! I bet you've heard that before but it's true! Rare find! & NO BUILDER ATTACHMENT! Just under a 1/2 acre homesite located on a quiet street & available now to build your dream home! Perfectly situated just 1 block to the public beach access that leads straight out to the Gulf Mexico! If you're new to Longboat Key, rest easy that rental restrictions limit to renting only one time a month so it doesn't feel like a tourist trap! It's relaxing, serene & will be your own escape from all the hustle & bustle. Did you know Longboat has amazing sidewalks for safe walking & bike riding that are wide & make it EASY to stay active. Literally, there is NO EXCUSE to not be active in a place like this. It is truly paradise. This property offers the ideal blend of luxury, convenience & peaceful, coastal living. Sewer & electric are present on the property in addition to an Artesian well for irrigation. Enjoy the island lifestyle with a short walk or bike ride to the Longboat Key Moorings Marina, Publix, charming boutiques, the library, churches, tennis center or Bayfront Park for pickleball & yoga. Only a short ride to Anna Maria Island, IMG Academy, world class medical or head south to St Armand's Circle for fine dining, the arts & less than an hour to three major airports: Tampa International, Sarasota/Bradenton or Clearwater/St Pete. Buyer is responsible to verify all boundaries. AMAZING SUNSETS INCLUDED!
#A4663455

LONGBOAT KEY

580 NEPTUNE AVENUE

None Beds

None Baths

0.43 acres

$950,000

MLS#: A4663455

* * DO NOT MISS OUT ON THIS LONGBOAT SPECIAL * * MULTIPLE USES ARE AVAILABLE TO YOU * * Presently set up as a 3 bedroom / 2 bathroom / 2 car garage home with a formal living room. Completely updated kitchen that provides access to a family room and attached reading room. Oversized 2 car garage with a FULL INLAW SUITE above the garage. INLAW SUITE has a huge living room. Kitchen that opens to dinette. One bedroom and a one bathroom. It has two separate entrances (one from inside home and one with direct access to outside). Large balcony off the living room. FOR THE DEVELOPER - Large quarter acre lot that is 123' wide. Lots of space to build that dream home. Previous marketing indicates private deeded beach access (this statement is not warranted, and buyer needs to verify). EVERYONE WANTS TO LIVE ON LONGBOAT KEY. This is paradise at its best! Multiple golf courses on the island and easy access to more on the mainland. Go north and enjoy Bradenton Beach and Anna Maria and all that they have to offer. Go south and enjoy St. Armands Circle or Downtown Sarasota. All of the shopping and restaurants you could want! If you are a boater, multiple marinas locally to handle all of your boating needs. * * PLEASE NOTE * * It is buyer’s responsibility to verify all information. Information posted in MLS or any marketing information is not guaranteed.
#U8252397

LONGBOAT KEY

651 JUNGLE QUEEN WAY

4 Beds

3 Baths

2,242 Sq.Ft.

$950,000

MLS#: U8252397

Highly desirable and rarely available 1st floor walkdown Junior Suite with Gulf views in Building 4 now available. This completely renovated unit is currently in the hotel program and reported healthy income in 2023 and 2024. There is an expanded deck in addition to the covered terrace, which provides direct access to the beach. Building 4 is situated farthest north on the gulf side where owners value privacy from the pool activities, but are still close to all of the amenities. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship golf, the award-winning Tennis Gardens, spa/wellness center, white sand beach with umbrellas and waitstaff and a full-service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying the Longboat Life today!
#A4663925

LONGBOAT KEY

240 SANDS POINT ROAD 4102

1 Beds

1 Baths

640 Sq.Ft.

$950,000

MLS#: A4663925

GATED, DEEDED PRIVATE BEACH ACCESS! This is a rare thing to be found on the keys! The main level with plantation shutters and hardwood floors includes the kitchen, dining and living areas. The kitchen has Subzero and Jenn-Air built in stainless steel appliances and granite countertops. A large second story skylight shines natural light through open ceilings onto the main floor dining area. The living area includes a fireplace and provides access to the back screened in lanai. Split bedrooms can be found on the 3rd level of the home. Both bedrooms have ensuite bathrooms and walk in closets. The owners ensuite bathroom includes dual sinks and a shower skylight. A heated pool is only steps away. Take advantage of the gym in the main clubhouse as well as the many amenities offered, including tennis. Membership to the Longboat Key Club is available for the ultimate Longboat Key lifestyle.
#TB8422578

LONGBOAT KEY

1926 HARBOURSIDE DRIVE 1302

2 Beds

2 Baths

2,606 Sq.Ft.

$949,000

MLS#: TB8422578

Discover this exquisitely renovated condo with high-impact windows and sliders that lives like a single-family home! This fully furnished 3-bedroom, 2-bath home in the friendly “Harbour Oaks” section of the prestigious Bay Isles community on Longboat Key comes with a private 2 car garage. With just under 2,000 square feet of living space, this residence perfectly combines luxury, comfort, and convenience. This home has been meticulously designed with high-end finishes by an interior designer, offering a sophisticated aesthetic throughout, featuring custom wood paneling, recessed lighting, engineered wood floors, Stark wool carpet in the primary bedroom, and custom window treatments. The 2020 upgraded kitchen features premium stainless-steel appliances and an induction range. Additional thoughtful design elements include cove lighting in the dining room and a wood-burning fireplace with custom Carrera Marble surround. The lanai with a motorized no-see-um bug screen overlooks the Longboat Key Club Harbourside Golf Course, providing breathtaking and comfortable sunset views framed by beautiful trees and lush greenery. For safety, durability and financial peace of mind, this gorgeous second floor residence features recently upgraded high-impact sliders and windows, plus community-wide new roofing and siding. Located in the gated Bay Isles community with 24/7 security, this home is within walking or biking distance to the private and newly renovated Bay Isles Beach Club, the Longboat Key Club Moorings Marina and Portofino restaurant, the Longboat Key Club Pickleball and Tennis Courts, Publix, CVS, as well as to the new Longboat Key St. Regis, which offers exceptional dining options and the vibrant St. Regis Monkey Bar, now open to the public. This remarkable turn-key property with a beautiful community pool and spa offers a rare opportunity to embrace the unparalleled Longboat Key lifestyle. Don’t miss the chance to make it your own.
#A4635715

LONGBOAT KEY

2195 HARBOURSIDE DRIVE 404

3 Beds

2 Baths

2,600 Sq.Ft.

$949,000

MLS#: A4635715

Sought after mid-key cottage home with DEEDED BEACH ACCESS on the barrier island of Longboat Key.  Entering the home, you are greeted by terrazzo floors, wood beam ceilings and a tile accented gas fireplace in the large living room.  An additional room overlooking screened in pool can be used as an office, exercise room or extra space for guests. Newly renovated kitchen with wood cabinets, quartz countertops, new sink and fixtures.  Bathrooms have been completely renovated with beautiful walk-in tiled showers. A built-in bookcase in the living room adds charm with plantation shutters, accent lighting and ceiling fans throughout. Completely restored home by licensed general contractor and professionally mitigated after hurricane Helene flood damage. The house shares a driveway and deeded beach access with 5920 Gulf of Mexico Drive making it a perfect guest house or family compound when purchased together. Another possibility is to use one as as a rental for an ongoing revenue stream. The property is being sold As-Is (use FAR-BAR-ASIS-7.
#A4651805

LONGBOAT KEY

5924 GULF OF MEXICO DRIVE

2 Beds

2 Baths

2,286 Sq.Ft.

$949,000

MLS#: A4651805

Experience resort-style living at Tangerine Bay Club, a gated sanctuary on the desirable south end of Longboat Key. This impeccably maintained end-unit residence offers 2,400 square feet of refined living space with lush Sarasota Bay views and unmatched proximity to the area’s top attractions. Minutes to St. Armands Circle, downtown Sarasota, and steps to Dry Dock Marina and Restaurant. No current assessments and meticulously maintained grounds. Thoughtful floor plan with multiple terrace access points to enjoy morning and afternoon sun. This three-bedroom, two-and-a-half-bath, plus den, includes an oversized private two-car garage. There is also a natural gas barbecue on the front terrace. Resort-style amenities at Tangerine Bay Club include a heated pool, lap lane, heated spa, tennis, and regulation pickleball courts, a clubhouse with a fitness center, and a vibrant social room and calendar (happy hours, pickleball, cultural excursions). Freshly renovated boat dock, two kayak launches, a fishing pier, and prime fishing directly on Sarasota Bay. Enjoy just “sittin’ on the dock of the bay” watching the dolphins roll in. Take a scenic nature walk between Sarasota Bay and Quick Point Nature Preserve. Do not forget about the private Bay Isles Beach Club access to the beach, which includes amenities and facilities. Longboat Key is renowned for golf, tennis, fine dining, boating, and world-class fishing. Be sure to explore the newly opened St. Regis resort, just a short stroll to the north on the beach side. Ongoing management ensures a carefree ownership experience with no special assessments anticipated. Recent capital projects (painting, waterproofing, elevator rebuilds, 2024 roof replacements, exterior tile walkway updates) have been completed and funded, with milestone inspections cleared. Pet-friendly, gated entry, and a day dock for fishing. This residence offers the perfect blend of luxury, convenience, and peace of mind—an ideal retreat for those seeking sophistication and coastal living at its finest. DON’T JUST THINK ABOUT IT, COME EXPERIENCE IT FOR YOURSELF AND MAKE IT YOUR REALITY.
#A4667037

LONGBOAT KEY

350 GULF OF MEXICO DRIVE 211

3 Beds

2 Baths

2,844 Sq.Ft.

$938,500

MLS#: A4667037

Step into easy, worry-free condo living behind the double gates of Bay Isles. Set within an intimate community of just 20 residences, this fully furnished home is a rare find—showing no water or storm damage from recent storms. Seller recently updated HVAC system as well. Relax on your oversized screened lanai with peaceful golf course views and western skies that glow at sunset. The spacious primary suite opens directly to the lanai, while the guest bedroom is also en suite for privacy and comfort. A flexible family room and formal living area provide plenty of space for work, hobbies, or quiet relaxation. The private one-car garage and community-maintained elevator offer effortless access to the second-floor living area. Inside, the updated kitchen opens to a grilling patio, and the soaring ceilings in the living room create a bright, airy setting for entertaining family and friends. Ideally located on the south end of Longboat Key, this home is just minutes from St. Armands Circle, where dining, shopping, and coastal charm come together. Downtown Sarasota is only a short drive away, offering world-class restaurants, theaters, and boutique shopping. As a Bay Isles resident, you’ll enjoy exclusive membership to the Bay Isles Beach Club—boasting private access to the island’s sugary white sands and sparkling aqua waters. Additional membership opportunities are available at the Longboat Key Club, offering championship golf, tennis, spa, dining, and resort amenities.
#A4668074

LONGBOAT KEY

2013 HARBOUR LINKS DRIVE 2013

2 Beds

2 Baths

2,961 Sq.Ft.

$899,999

MLS#: A4668074

1 2 3 ... 6
Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here