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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
447
# of Listings
2
Avg # of Bedrooms
$850
Avg. $ / Sq.Ft.
$1,483,859
Med. List Price

Browse Long Boat Key Real Estate Listings

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Over $5M

86 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

Price reduced
One or more photo(s) has been virtually staged. Experience the ultimate beachfront lifestyle in this stunning 1,393 sq. ft. 2-bedroom, 2-bathroom retreat on Longboat Key. Perfectly positioned on the third floor, this home offers amazing views of the beautiful beaches and the endless Gulf horizon—visible from nearly every room! Wake up to the sound of waves in the master suite, where sliding doors open to a private balcony with breathtaking ocean views. Both bedrooms feature spacious walk-in closets, ceiling fans, while both bathrooms have been fully remodeled with modern, high-end finishes and Toto washlet toilets. The newly updated kitchen boasts a sleek induction stove with a vented range hood, perfect for cooking with a view. New AC, LED lighting, and brand-new impact sliding doors enhance comfort and efficiency. Beyond your private oasis, take advantage of resort-style amenities, including two Gulf-front heated pools unique to the Westchester, Elevators, tennis courts, and direct beach access. Plus, you’re conveniently located just minutes from Publix, top-rated restaurants, and boutique shopping. Enjoy short rides to the vibrant St. Armands Circle and downtown Sarasota, where world-class dining, entertainment, and cultural attractions await. This is coastal luxury at its finest—don’t miss your chance to own a piece of paradise!
#A4642701

LONGBOAT KEY

4835 GULF OF MEXICO DRIVE 302B

2 Beds

2 Baths

1,604 Sq.Ft.

$995,000

MLS#: A4642701

Price reduced
* BREATHTAKING GULF-FRONT CONDO WITH PANORAMIC VIEWS AND LUXURIOUS AMENITIES! ** This stunning condo offers a unique blend of elegance and tranquility, perfectly situated to capture the serene beauty of the Gulf of Mexico. Imagine waking up to the gentle sound of waves and enjoying unobstructed views from every room. Retreat to the primary suite, a tranquil haven with ample closet space and an en-suite bathroom. The open-concept design seamlessly integrates indoor and outdoor living, ** HOME FEATURES: * Exquisite Furnishings * GULF VIEWS FROM EVERY ROOM * PRIVATE OUTDOOR TERRACE * MODERN KITCHEN WITH BREAKFAST BAR * IN-UNIT WASHER AND DRYER * BRAND NEW HOT WATER HEATER AND AC UNIT INSTALLED 2025 * Additional conveniences include an elevator for easy access and assigned parking. Grounds and exterior maintenance, cable, internet, water, sewer, trash and pest control are all included in the quarterly dues. ** COMMUNITY INFORMATION: Nestled within the exclusive Portobello community, residents enjoy a host of amenities designed for a luxurious coastal lifestyle. The heated pool offers a refreshing escape, while the boat dock and fishing pier provide endless opportunities for water-based activities. With direct beachfront and bayside access, every day is an opportunity to soak up the sun or take a leisurely stroll along the shore. ensuring comfort at every turn. The community also features tennis courts, kayak storage, and an outdoor grilling area. Located mid-key and close to shops, restaurants, golf courses, Publix, the world renown St. Armand's Circle and downtown Sarasota, there is so much to encounter and explore while you are here. Experience the essence of coastal sophistication in this Longboat Key gem.
#A4646346

LONGBOAT KEY

3235 GULF OF MEXICO DRIVE A305

2 Beds

2 Baths

1,420 Sq.Ft.

$995,000

MLS#: A4646346

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

New on site 2 days ago
Wonderful "Manhattan Style" beachfront Condo with sweeping views of Sarasota Bay and views of the Gulf now available at the popular Islander Club on LBK. This gorgeous beachfront renovation was completed 4 years ago and truly shows all the craftmanship that went into the process under the owner's direction. Open kitchen beings the morning light into the room for enjoying your coffee or tea as you gaze across the sparking blue waters of the bay. Large 38ft balcony also has views of bay and a bit of the Gulf of Mexico. The Primary suite is a comfortable 13X20 which accesses the balcony and has a large walk-in closet. It is light and bright and a restful haven away from the main living area. The Islander club has recently renovated their clubhouse. The gym overlooks the gulf and the pool. There is a conference room, library, and an Olympic size heated pool, not to mention their Har-Tru tennis courts. The Location is very convenient. The shops of Bay Isles with the Publix and CVS are just a couple of minutes away. It's only 10 minutes to World renown St Armand Circle. Make this your permanent home or your week-end getaway. Secured Building . At The Islander Club "Everyday is a Holiday and Life is an endless vacation.
#A4670081

LONGBOAT KEY

2295 GULF OF MEXICO DRIVE 115S

2 Beds

2 Baths

1,485 Sq.Ft.

$975,000

MLS#: A4670081

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

Price reduced
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

* * 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

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

PRICE REDUCTION! Waterfront 3BR Coastal Condo with Panoramic Bay Views! Experience the pinnacle of island living in this recently refreshed 3-bedroom, 2-bath condo in the highly desirable Pelican Harbour & Beach Club on Longboat Key. Located on the second floor, this light-filled end unit offers sweeping Sarasota Bay views from the living room, primary suite, and your private screened-in balcony—ideal for morning coffee or sunset cocktails. With over 1,600 sq ft of coastal-inspired living space, this residence features a spacious living room, tranquil dining area, and a serene owner’s suite with lanai access and a beautifully renovated ensuite bath. Recent updates include new carpet, furniture, recessed lighting, professionally painted interiors, mounted TVs, and a new AC and water heater (2024). Additional conveniences include in-unit laundry and covered parking. Pelican Harbour offers resort-style amenities: 200 feet of private deeded beach with new lounge chairs, Heated pool & clubhouse, Marina with boat slips (up to 28 ft) & kayak launch, Tennis & pickleball courts, Pet-friendly. Professionally managed, the community features new roofs, hurricane-rated carports. Ideally located mid-key, you're just minutes from St. Armands Circle, Bayfront Park, and the new St. Regis Resort. Whether you're seeking a full-time residence, seasonal escape, or investment opportunity, this bayside retreat offers the perfect blend of luxury, comfort, and convenience.
#A4653045

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE G2

3 Beds

2 Baths

1,794 Sq.Ft.

$949,000

MLS#: A4653045

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

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