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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

417

# of Listings

2

Avg # of Bedrooms

$787

Avg. $ / Sq.Ft.

$1,319,398

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

417 Properties Found. Page 20 of 28.

NEW PRICE...INCREDIBLE VALUE!! Here's your chance to own a slice of paradise at an unbeatable price. Listed well below land value due to damage from Hurricane Helene, this property offers amazing potential in a highly sought-after 55+ Beach-to-Bay community. Perfect for investors, snowbirds, or anyone ready to create their dream coastal retreat. Whether you bring in a new manufactured home or continue the current
renovation, the value here is undeniable. Mold remediation has already been completed. This lot includes a covered carport, front porch area and you're just steps away from the heated saltwater pool, clubhouse, and marina, where you can enjoy boating, kayaking, paddleboarding, and fishing. The community features private deeded beach access, a private marina with boat slips available on a first come, first serve basis and an unbeatable beach-to-bay location—offering the best of both worlds! Residents enjoy an active social calendar filled with events, gatherings, and clubhouse activities, all with affordable community fees.
End your day with breathtaking sunsets and start each morning with fresh Gulf breezes. Opportunities like this are rare—especially in a waterfront community with so much to offer. Come see the potential and make it yours! Unit is being sold "As Is".

LONGBOAT KEY

73 TWIN SHORES BOULEVARD

2 Beds

2 Baths

1,112 Sq.Ft.

$90,000

MLS#: A4649096

Located at the south end of Longboat Key, this frist floor slip at The Boathouse on Longboat offers inside storage for a boat up to 23'6" length overall, 8'6" beam, and a height of 7'2". This coveted location has you just minutes from the open bay or gulf. Restrooms with showers, on site fuel, and covered work racks with fresh water & electricity are all available on site.

LONGBOAT KEY

408 GULF OF MEXICO DRIVE 2119

None Beds

None Baths

N/A

$45,000

MLS#: A4661516

Step into unparalleled elegance with this stunning 4-bedroom, 4.5-bathroom beachfront condo, where modern sophistication meets coastal serenity. This exclusive residence boasts floor-to-ceiling windows that fill the space with natural light and showcase breathtaking panoramic Gulf views from every angle. Designed for ultimate privacy and comfort, the unit features direct elevator access, a private 3-car garage, and a private pool for a truly elevated lifestyle. Entertain effortlessly in the state-of-the-art movie theater room or relax in your expansive living area surrounded by stylish, high-end finishes. The gourmet kitchen flows seamlessly into spacious open plan living and dining areas, while each bedroom offers en-suite bathrooms and custom detailing. The lavish primary suite includes huge his and hers walk-in closets and a spa-like bath retreat. With this rental, you will enjoy EXCLUSIVE MEMBERSHIP AT THE ST REGIS LONGBOAT KEY, granting you access to world-class amenities and five-star service. This is more than a home—it’s a statement of luxury.

LONGBOAT KEY

2251 GULF OF MEXICO DRIVE 203

4 Beds

4 Baths

7,272 Sq.Ft.

$45,000

MLS#: A4650940

Welcome to Slip #2112 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities. This slip accommodates boats up to 23'6''Lx8'6''Wx7'2''H (No T-tops unless collapsible). Enjoy first-class service at an affordable monthly rate with unbeatable amenities. Located just minutes from both Sarasota Bay and the Gulf, this facility offers on-site fuel, restrooms, a ship store, maintenance services, leasing assistance, and even the popular Dry Dock Waterfront Grill restaurant on site. Simply call ahead and your boat will be launched, fueled, and waiting for you. At the end of the day, return to dock and watch as the team expertly rinses and stores your boat in its covered slip. This is more than boat storage, it's effortless boating in paradise. Don't miss your chance to own high and dry covered storage on Longboat Key!

LONGBOAT KEY

408 GULF OF MEXICO DRIVE 2112

None Beds

None Baths

N/A

$43,500

MLS#: A4663562

Enter the unit from a private elevator which features a spacious, open-plan living area with large windows allowing natural light and incredible views of the surrounding landscape and Sarasota Bay. The lavish living space opens up onto a stunning balcony that overlooks Sarasota Bay and the St. Regis grounds and includes a gas grill. The stylish living area includes high-end furniture with a modern, chic design, featuring plush seating, rich textures, and sophisticated décor. The gourmet kitchen is fully equipped with top-of-the-line stone countertops, custom cabinetry, and state-of-the-art appliances. The elegant bedroom includes a king-sized bed with luxurious linens, soft lighting, and unique, custom-made furniture. 2 modern bathrooms- one half bathroom for guests and a full bathroom off of the master bedroom that includes high-end finishes, a freestanding soaking tub, a spacious walk-in shower, double vanities, and a calming color palette. The unit also offers a sound system, parking in the private garage and full laundry room.

The Resort has plenty of amenities for everyone to enjoy. Enjoy first class dining, an underwater sea lagoon or a lazy river float after drinks at the Monkey Bar. The Resort also offers a spa, coffee shops, butler service, event planning, fitness center, private cabanas and much, much more.

LONGBOAT KEY

1581 GULF OF MEXICO DRIVE 507

1 Beds

1 Baths

2,282 Sq.Ft.

$32,000

MLS#: A4642934

Available May-December with a 90 Day minimum at $15,550 per month plus taxes and fees booked for 2024 season.

Welcome to The Captain's Quarters! This newly built Luxury Rental Home on Longboat Key has everything for you and your family to enjoy your home away from home! This three-story 3-bedroom, 3.5-bath home boasts top of the line features, Smart Home technology, and beautiful décor throughout. As you walk the stone path to the front door, you will find beautifully manicured landscaping in every direction. This home has many luxury details including a gourmet kitchen which, is equipped with all WOLF appliances, SUBZERO refrigerator, wet bar, wine cooler, Spanish porcelain tile floors, quartz countertops, 10' ceilings, custom PGT high impact doors and windows providing plenty of natural lighting and protection from the elements. The ground level bonus room features a wet bar, which includes a refrigerator, ice maker, dishwasher, sink/garbage disposal acting as second kitchen for the guest suite. In addition you will find a custom-built queen murphy bed, a 65” Smart TV, and four comfortable chairs that overlook the stunning pool deck where you will find you and your family spending a lot of time relaxing and making memories. As you make your way to the second level, either by the elevator or the stairs, you are welcomed by an open and airy floor plan. To the right of the staircase is the main large living room that boasts a large plush “L” shape sofa, a cozy swivel day chair, and a 65” Smart TV. Next to the living room is the immaculate dining room, which brings a beautiful coastal element. The dining table can accommodate up to six comfortably. The living room and dining room share a beautiful balcony with views of the pool and all the lush landscaping surrounding this home. There is outdoor seating that can accommodate up to four comfortably. Adjacent to the dining room, you will find the state-of-the-art kitchen where you can prepare all your favorite meals. As you make your way down the hall from you will find the first two bedrooms. The first bedroom has been designed for the kid at heart, and includes three queen-size beds, a 55” Smart TV, and attached private bath. Next door you will find the second bedroom. This room boasts a queen-size bed, a 55” Smart TV, a private bathroom, and balcony. As you head to the top floor, you will find the master suite, which boasts a king-size bed, a 65" Smart TV, and a private deck with seating for two overlooking the pool. This master bathroom is truly one of a kind and includes two separate vanities, an enormous soaking tub, and a walk-in shower! Rinse off in the outdoor shower before heading into the house! This home has everything you and your family will need to make memories that last a lifetime! Enjoy the provided beach and pool essentials, which include beach chairs, a beach wagon, beach floats, and pool floats. This property is available to rent monthly only. Pool and spa heat available for an additional fee. Furry friends welcome. Small dogs only. No cats.

*Taxes and fees not included

LONGBOAT KEY

6925 LONGBOAT DRIVE S

3 Beds

3 Baths

2,230 Sq.Ft.

$30,000

MLS#: A4554366

New on site today

LONGBOAT KEY...If you're looking for a Luxury winter vacation home, stop searching. You have just found the perfect house located on a private & peaceful cul-de-sac. This beautiful 5 bedroom, 5.1 bathrooms has everything you would want and more with all the comforts of home. All new furniture throughout in every room. Primary, 1st & 2nd bedrooms all have king size beds. Bedrooms 3 & 4 have twin beds. Kitchen is a chef's delight with, state of the art appliances, granite countertops, solid wood cabinets, double wall oven, generous amount of counter space and a walk-in pantry. Enjoy the screened lanai with a heated pool and spa overlooking a canal to the Bay. Access to a private deeded Gulf-front Beach. Nearby golf courses, boutique shopping, fine or casual dining. Outdoor activities include biking, boating and nature trails. Don't miss out on this Jewel! Call today to book your vacation of a lifetime in this exquisite home. LONGBOAT KEY, LUXURY VACATION, SARASOTA BAY, GULF OF MEXICO.

LONGBOAT KEY

591 PUTTING GREEN LANE

5 Beds

5 Baths

5,766 Sq.Ft.

$29,000

MLS#: A4664198

This EXQUISITE 3 bedroom - 3 ½ bath Penthouse has everything you will ever want in a Luxury Beachfront Condo; an open floor plan with plenty of space for living, dining and entertaining and custom appointments throughout. Natural light fills the condo from the moment you enter the foyer and a large skylight is overhead. Floor to ceiling windows frame the 14’ ceiling’s perimeter creating a dramatic living space. The entire condo has been renovated incorporating the latest in design, trends and materials. A few of the highlights are: custom “barn doors”, custom kitchen cabinetry with floor to ceiling pantry space, state of the art appliances and a quartz countertop, a wine fridge and custom bar space, new recessed lighting and spectacular light fixtures, master suite complete with custom closets, king size bed and a breathtaking bathroom, a guest bedroom with an en suite bath. All of this with outstanding, breathtaking views of the Gulf, Bay and Golf Course. You won’t find another unit like this on LONGBOAT KEY. Schedule an appointment to visit today. LUXURY, GULF OF MEXICO, SARASOTA RENTALS, LONGBOAT KEY.

LONGBOAT KEY

455 LONGBOAT CLUB ROAD PH1

3 Beds

3 Baths

2,780 Sq.Ft.

$25,000

MLS#: A4504509

Welcome Serenity Oasis, your paradise at The Residences at the St.?Regis on Longboat Key—where luxury, elegance, and coastal charm converge in this stunning 1-bedroom, 2-bathroom condo. From the moment the elevator opens directly into your private entryway, you’ll be captivated by the exquisite design and attention to detail throughout this sophisticated retreat.

The expansive living room is thoughtfully furnished with a plush sectional, creating the perfect place to unwind after a day of feeding stingrays at Under The Sea or soaking up the Florida sunshine by the residence pool or the pristine Gulf-front beach.

The chef’s kitchen is a dream come true, outfitted with top-of-the-line appliances, sleek cabinetry, and a spacious island with three barstools—ideal for casual bites or entertaining in style. Step outside to your private patio, an inviting space for morning coffee, or evening cocktails. With a built-in outdoor grill and outdoor seating, it's perfect for gatherings with family and friends.

The luxurious primary suite offers a king-size bed, a smart TV, and direct access to the patio. The attached primary bathroom is a spa-like sanctuary, featuring a dual vanity, indulgent soaking tub, expansive walk-in shower, and a high-end Toto toilet for ultimate comfort.

The second bathroom is equally refined, offering a spacious walk-in shower and elegant vanity, providing a seamless experience for guests.

This residence has everything you need—and more—to truly relax, unwind, and enjoy a life of luxury in one of Longboat Key’s most prestigious addresses.

Immerse yourself in unparalleled relaxation and luxury at The St. Regis Longboat Key Resort, where every detail has been thoughtfully curated to deliver an extraordinary experience. Nestled among soaring palms and lush tropical landscaping, the resort's centerpiece—known as “The Pools”—offers a serene escape with a variety of sparkling swimming pools, plush loungers, and private cabanas designed for ultimate comfort and seclusion.

Just moments from your doorstep, the private beach invites you to unwind with attentive service and uninterrupted views of the Gulf of Mexico. Additional world-class amenities include the indulgent St. Regis Spa, a state-of-the-art Fitness Center, and an engaging Children’s Club—ensuring that every member of your party experiences the very best of coastal luxury.

The residences enjoy their own private area, thoughtfully separated from the resort for added exclusivity. Here, a serene pool and spa overlook the breathtaking Gulf of Mexico, offering a peaceful retreat just steps from your door. The outdoor space features grills and seating areas—perfect for hosting gatherings with friends and loved ones. Stay active in the state-of-the-art fitness center, fully equipped with everything you need for an energizing workout. You'll also find convenient touches like a resident-only coffee station and more, designed to elevate your everyday living experience.

Please Note: Upon arrival, guests must check in at the concierge desk in order to access their unit.

House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.

While on property, please note that all spa treatments and dining experiences must be paid for at the time of service. Charging services to the unit is not permitted.

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 315

1 Beds

2 Baths

1,600 Sq.Ft.

$25,000

MLS#: A4651194

The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet kitchen showcases Wolf and Sub-Zero appliances, a six-burner gas cooktop, double ovens, and a panel-ready side-by-side refrigerator/freezer. The owner's suite includes a spacious walk-in closet with custom cabinetry, a frameless walk-in shower, and a private water closet. A semi-private elevator with keyless entry provides direct access from the private garage. Residents enjoy access to The St. Regis Resort's legendary Butler and Concierge services, a private clubhouse, resident-only pool and spa, a state-of-the-art fitness center, and beachside cabanas. Just steps away, the resort offers a private Gulf-front beach, multiple pools with cabanas, a family-friendly waterway, an exclusive saltwater lagoon with Aldabra tortoises, and a world-class oceanfront spa. Experience the pinnacle of coastal elegance at The Residences at The St. Regis Longboat Key.

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 313

2 Beds

2 Baths

2,800 Sq.Ft.

$18,000

MLS#: A4644494

#A4655401

LONGBOAT KEY

613 BUTTONWOOD DRIVE

3 Beds

2 Baths

2,888 Sq.Ft.

$17,500

MLS#: A4655401

Luxury and Coastal Elegance! This Stunning Turnkey Canal-Front Pool Home was Built in 2015. Situated on the Highly Desired North End of Longboat Key. Featuring 120 Feet of Beautiful Canal Frontage, A 10,000lbs Boat Lift and Deeded Beach Access only Steps Away! Truly A Boater's Paradise! At Almost 2500 Sq. Ft. of Interior Living, The Home Offers 4 Bedrooms, 3 Full Washrooms, 2 Balconies and Exquisite Finishes Throughout. Tropical and Lush Landscaping With Gorgeous Canal & Bay Views. An Outdoor Kitchen & Seating Area With A Sparkling Pool Overlooking The Canal. Bright Open Concept Floor Plan Features A Gourmet Kitchen including Large Island and High End Appliances. Located just three lots from the Canal Opening to the Intracoastal Waterway, this property provides quick and easy access to Sarasota Bay, the Intracoastal and the Gulf of Mexico. Close To Restaurants, Shops, Parks and only minutes From St. Armands Circle, Lido Beach, Anna Maria Island, Bradenton Beach and Downtown Sarasota.

LONGBOAT KEY

830 TARAWITT DRIVE

4 Beds

3 Baths

3,420 Sq.Ft.

$17,000

MLS#: A4660191

Experience refined coastal luxury in this exclusive beachfront residence, available for the 2026 season. Gulf views greet you in nearly every room, with designer finishes, a chef’s kitchen, spa-style primary suite, and private beach access. With bespoke interiors and elevated design, this privately released residence redefines coastal sophistication. Longboat Key Towers offers amenities including a heated beachfront pool, fitness center, guest suites, sauna, and private event space. One-of-a-kind. One Winter to remember. Available January through March of 2026.

LONGBOAT KEY

601 LONGBOAT CLUB ROAD 404S

2 Beds

2 Baths

1,560 Sq.Ft.

$16,500

MLS#: A4661151

Booked March through Sep 3rd 2025. Looking for a 3 month renter for January, February, and March or the month of January 2026. This fabulous newly constructed 4 bedroom 3 bath pool home is located on the south end of Longboat Key. Spacious with an open floorplan, the kitchen and family room are perfect to entertain your friends and family. From the stainless steel appliances to the gorgeous countertops and wonderful warm beachy flooring, this home has it all. Sit outside on the upper deck with a view of the refreshing pool during breezy afternoons or the covered deck downstairs which offers shade while not sunning. Ping pong and bocce ball complete the picture for hours of fun.

The dining table sits (6) with (4) breakfast bar seats nearby. Two bedrooms have (1) Queen and (1) twin each, one quest bedroom has a Queen and the master has a King bed, all with large screen televisions.

LONGBOAT KEY

501 CHANNEL LANE

4 Beds

3 Baths

4,876 Sq.Ft.

$15,750

MLS#: A4468386

#A4632615

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 906

2 Beds

2 Baths

2,135 Sq.Ft.

$15,500

MLS#: A4632615

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