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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
507
# of Listings
2
Avg # of Bedrooms
$867
Avg. $ / Sq.Ft.
$1,539,132
Med. List Price

Browse Long Boat Key Real Estate Listings

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Over $5M

507 Properties Found. Page 25 of 34.

JUST ELEVATED! Gulfshore of Longboat Key, Inc. offers it all. It extends from the Gulf of Mexico to Sarasota Bay. It has approximately 450- 500 feet of frontage on the Gulf, a marina on Sarasota Bay, a large heated community pool, fabulous club house with a commercial kitchen and much more. It is one of the best kept secrets on Longboat. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armands Circle with fabulous shopping and gourmet restaurants. This unit was manufactured in 1983 and has sustained damage from the two recent hurricanes. All water damage has been addressed. (Please note, parts of this listing describe the interior layout as it was before flooding). The interior is now a blank canvass allowing the buyer to design their own layout. This home previously featured a large living room, kitchen, dining room, two bedrooms, and a full bathroom. It also has a separate bath house/bathroom (requires remodeling) with a shower that is perfect for when you return from the beach. The driveway can accommodate two cars. Most importantly, the unit has been elevated to four feet and a new electric feed has been installed. In addition, new steps have been built for the front entrance. Gulfshore is a 55+ community and does not permit rentals or pets. This home, combined with the amenities offered by Gulfshore and the surrounding area, will make it easy for you to own a piece of paradise on Longboat Key.
#A4592507

LONGBOAT KEY

3710 GULF OF MEXICO DRIVE E3

2 Beds

1 Baths

740 Sq.Ft.

$199,999

MLS#: A4592507

The community of Gulfshore of Longboat Key, Inc. offers it all. It is one of the best kept secrets on Longboat. It has approximately 450 feet of frontage on the Gulf of Mexico, a marina on Sarasota Bay, with new pilings and docks being constructed, a large community pool, fabulous club house and more. It is truly a unique example of “Old Florida”. This unit was damaged with the 2024 hurricanes. All water damaged components have been removed. It is now ready for remodeling to make it the quintessential beach cottage. The previous layout included a large, bright living room, dining room, kitchen and two bedrooms as well as a hallway laundry closet that accommodated a stackable washer/dryer. This unit has newer windows (3 years), and a new roof (2024). The primary remodeling work that is required is interior. There are also two contractors available to re-level the home to four feet. It also has an outside bathroom with a shower. The shower is perfect for when you return from the beach. The driveway can accommodate two cars. Gulfshore is a 55+ community and does not permit rentals or pets. The combination of this remodeled unit and the amenities of Gulfshore and the surrounding area make this home the perfect beach getaway. Please schedule your personal tour soon.
#A4667417

LONGBOAT KEY

3710 GULF OF MEXICO DRIVE F3

2 Beds

1 Baths

740 Sq.Ft.

$160,000

MLS#: A4667417

READY FOR REMODELING: This unit in beautiful Gulfshore of Longboat Key, is waiting for a buyer with imagination. This unit will require restoration to make it the beautiful beach bungalow that it once was. As such, they are offering a dramatically reduced asking price to make restoration economically feasible. The home features 620 square feet of living space, with a kitchen, living room, one primary bedroom (L-shaped) and a full bath. There is also an outside bath with shower (needs renovation) that is perfect for when you return from the beach. This unit is close to the clubhouse and the marina. The community of Gulfshore, is truly a tropical paradise and is just six miles from world-famous St. Armands Circle in Sarasota. It offers ownership of approximately 450 feet of beach on the beautiful Gulf of Mexico. The Gulf is known for its wonderful sand beaches and turquoise waters. In addition, Gulfshore has a marina on Sarasota Bay (currently being rebuilt), a large community swimming pool, and a clubhouse for hosting social events. Gulfshore is proud of their financial management and the affordable cost of living that has resulted. Gulfshore is a 55+ community that does not allow rentals or pets. The combination of a beach bungalow with the amenities offered by Gulfshore, truly make this a home in paradise. Please call for your personal showing.
#A4671498

LONGBOAT KEY

3710 GULF OF MEXICO DRIVE F1

1 Beds

1 Baths

665 Sq.Ft.

$159,000

MLS#: A4671498

FANTASTIC OPPORTUNITY to own a home in a beach-to-bay community. Gulfshore of Longboat Key has it all -- private, pristine sand beach, on the Gulf of Mexico, a marina (needs to be repaired) on Sarasota Bay, large community pool, clubhouse with a commercial kitchen, a well-maintained campus and very reasonable HOA fees. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armand’s Circle. This home features a living room, separate kitchen, dining room and two bedrooms. This unit was significantly impacted by the two hurricanes in late September and early October 2024. This home will require a complete remodel. Thus, the price has been reduced to the value of the land. The marina is in the process of being rebuilt. This unit also has parking for two cars and an outside shower/bathroom (needs to be remodeled) that is perfect for when you return from the beach. Gulfshore does not permit rentals or pets. This home offers the perfect opportunity to live in paradise at a very affordable price and in a home that you designed.
#A4634344

LONGBOAT KEY

3710 GULF OF MEXICO DRIVE D19

2 Beds

1 Baths

828 Sq.Ft.

$150,000

MLS#: A4634344

Here’s your chance to own a true slice of Longboat Key paradise at an unbeatable price. This property in the beloved Twin Shores Beach & Marina community experienced hurricane damage and is being sold as-is, offering the perfect opportunity for a remodel or new design to suit your vision. The value here is in the land and location, just steps from both the Gulf of Mexico and Sarasota Bay. Twin Shores is a friendly 55+ beach-to-bay community offering private deeded beach access, a marina with boat slips available on a first-come, first-served basis, a heated saltwater pool and an active clubhouse with social events throughout the year. Residents enjoy the best of both worlds; morning walks along the beach, afternoons kayaking or boating on the bay and breathtaking sunsets each evening. With affordable quarterly fees and a strong sense of community, Twin Shores remains one of Longboat Key’s hidden gems. Whether you’re envisioning a seasonal getaway or a full-time island home, this property offers exceptional potential in one of Florida’s most sought-after coastal communities.
#A4669512

LONGBOAT KEY

68 TWIN SHORES BOULEVARD

2 Beds

1 Baths

772 Sq.Ft.

$100,000

MLS#: A4669512

Located at the south end of Longboat Key, this first floor slip at The Boathouse on Longboat offers inside storage for a boat up to 31'6" length overall, 8'6" beam, and a height of 8'4". 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.
#A4672025

LONGBOAT KEY

408 GULF OF MEXICO DRIVE 1215

None Beds

None Baths

N/A

$70,000

MLS#: A4672025

Welcome to Slip #2224 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 locations. This premium slip accommodates boats up to 30 feet in length, with a maximum height of 7' 8" and a 8.6 ft beam (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.
#A4670915

LONGBOAT KEY

408 GULF OF MEXICO DRIVE 2224

None Beds

None Baths

N/A

$68,500

MLS#: A4670915

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.
#A4661516

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.
#A4650940

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!
#A4663562

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.
#A4642934

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
#A4554366

LONGBOAT KEY

6925 LONGBOAT DRIVE S

3 Beds

3 Baths

2,230 Sq.Ft.

$30,000

MLS#: A4554366

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.
#A4664198

LONGBOAT KEY

591 PUTTING GREEN LANE

5 Beds

5 Baths

5,766 Sq.Ft.

$29,000

MLS#: A4664198

The Residences at The St. Regis Longboat Key mark the debut of a truly iconic address — the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico. Welcome home to the legendary service and sophistication of St. Regis, paired with the tranquil allure of a seaside retreat on the exclusive barrier island of Longboat Key, Florida. Step inside to beautifully designed interiors featuring soaring ceilings and expansive floor-to-ceiling sliding glass doors that wrap around the living, dining, and kitchen spaces — framing breathtaking sunrise and sunset views. The gourmet kitchen is a chef’s dream, appointed with Wolf and Sub-Zero appliances, including a six-burner gas cooktop, double ovens, and a paneled side-by-side refrigerator and freezer. The elegant owner’s suite offers a private sanctuary with a spacious walk-in closet featuring custom wardrobe cabinetry, a frameless walk-in shower, and a secluded water closet. A private elevator with keyless entry provides direct access from your private two-car garage into your residence for ultimate convenience and privacy. Nestled within 17 acres of pristine beachfront, The Residences are part of Sarasota’s most exclusive resort enclave. Enjoy unparalleled amenities, including access to St. Regis Butler and Concierge services, a residents-only pool and spa, a private clubhouse, a state-of-the-art fitness center, and beachside cabanas. Just steps away, immerse yourself in the world-class offerings of The St. Regis Longboat Key Resort — from the pristine private beach and family-friendly pools to the unique saltwater lagoon wildlife experience, home to resident Aldabra tortoises. Indulge in rejuvenation at the oceanfront spa featuring vitality pools or delight in one of the resort’s vibrant, chef-driven dining destinations. Experience coastal luxury redefined — The Residences at The St. Regis Longboat Key invite you to live where timeless elegance meets the serenity of the sea. Inquire about 6 and 9 month pricing.
#A4671506

LONGBOAT KEY

1581 GULF OF MEXICO DRIVE 307

1 Beds

1 Baths

2,323 Sq.Ft.

$25,000

MLS#: A4671506

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.
#A4651194

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 315

1 Beds

2 Baths

1,600 Sq.Ft.

$25,000

MLS#: A4651194

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