Location: Longboat Key, Longboat Key
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1581 GULF OF MEXICO DR #507, LONGBOAT KEY, FL 34228
$30,000405 Days on yellowkey MLS ID: A4642934
REDUCED by $2,000 (6.3%) on 04/01/2026
Bed: 1 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1684 Built: 2024Community: St Regis Longboat KeyCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: 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.
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
825 TARAWITT DR, LONGBOAT KEY, FL 34228
$10,000223 Days on yellowkey MLS ID: A4663797
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1882 Built: 1982Community: Longboat KeySingle Family
Remarks: Welcome to your new Beach House Sanctuary!! Completely renovated Island home located 4 houses off Tarawitt point on a large 90x125ft lot! Coveted lifestyle and location on a deep water canal in the heart of Longboat Key! This waterfront home has 125ft of seawall docking for a boat up to 30 ft. plus a jet ski lift and room for other water toys. Catch bait and start fishing in less than 30 minutes! Intracoastal waterway 50 yards from the point of the canal. Direct access to Sarasota Bay with no bridges! This meticulously maintained home has three bedrooms, two full baths and one half bath plus a one car garage. Open floor plan with spectacular views of Sarasota Bay. Large master bedroom includes a seating area, tv, a large walk-in-closet and a bath with a double vanity and a large walk-in shower. The kitchen and living room open onto a porch with Bay views. The residence was renovated in 2022 and has a new roof and new windows and doors. Other upgrades include granite countertops and new appliances, updated bathrooms, new flooring, freshly painted interior and exterior plus a hot tub. Deeded beach access is directly across Tarawitt Dr for enjoying the beautiful beach and warm Gulf waters on the shores of Longboat Key. The location is walking distance to Harry's Restaurant, Euphemia Haye, The Lazy Lobster, and biking distance to The Shore or Mar Vista. Plus it's an easy drive to Anna Maria, St. Armands Circle and Sarasota.
Listing is courtesy of: BRISTA REALTY LLC (941-373-0500)
Listing Agent: Ian Greenberg, Llc (941-724-4003)
601 LONGBOAT CLUB RD #902S, LONGBOAT KEY, FL 34228
$9,000124 Days on yellowkey MLS ID: A4674604
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1458 Built: 1970Community: Longboat Key TowersCondo
Remarks: Your winter on the Gulf begins here. This is a rare opportunity to enjoy direct Gulf front living in a fully furnished seasonal residence, available January through March 2027. Tucked behind the private gates of Longboat Key, this premium condo blends the ease of coastal condo living with the comfort of generous, well-designed interiors. Mornings begin with soft sunrise views over the golf course from the bedrooms, while evenings wind down with glowing sunsets over the Gulf from the main living spaces. The primary suite offers walk-in closets and a peaceful retreat, and the open layout creates an effortless flow for entertaining or quiet nights at home. Residents enjoy resort-style amenities including a heated beachfront pool and spa, fitness center, sauna, steam room, and around the clock gated security. Water, cable, Wi Fi, and parking are included, making your stay truly effortless. Located within the Longboat Key Club community, Longboat Key Towers offers a serene beachfront escape while keeping you just minutes from the dining, culture, and lifestyle that make Sarasota so special.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Irma Scherer (305-490-8981)
1591 GULF OF MEXICO DR #313, LONGBOAT KEY, FL 34228
$18,000392 Days on yellowkey MLS ID: A4644494
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2143 Built: 2024Community: St. Regis Longboat KeyCondo
Remarks: 2027 Season Rental Rate will be $24,000. 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.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Melissa Gissinger (941-404-2722)
603 LONGBOAT CLUB RD #204N, LONGBOAT KEY, FL 34228
$15,00024 Days on yellowkey MLS ID: A4686763
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1560 Built: 1970Community: Longboat Key TowersCondo
Remarks: LONGBOAT KEY CLUB – GULF FRONT LUXURY RENTAL Enter the private, gated community of Longboat Key Club and experience true coastal paradise with breathtaking Gulf-front views. This completely remodeled 2-bedroom, 2-bath condominium showcases elegant, high-end finishes throughout. The bright and open living area features stunning marble flooring and walls, with expansive windows and a large private balcony that perfectly frame the panoramic ocean views. The modern kitchen has been thoughtfully redesigned with a sleek style, offering a large island and seamless flow into the living and dining areas—ideal for entertaining. The dining room also enjoys beautiful water views, creating the perfect backdrop for every meal. The spacious primary suite is a private retreat, while the luxurious primary bathroom makes a bold statement with striking black marble finishes. The second bedroom is generously sized and comfortably accommodates double beds. Residents enjoy resort-style amenities including a heated beachfront pool and spa, a state-of-the-art fitness center, sauna, steam room, and 24-hour security. Available for 3- to 6-month stays.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Lily Behrends (941-526-9121)
730 FOX ST, LONGBOAT KEY, FL 34228
$6,500 MLS ID: A4679347
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1350 Built: 1965Community: Longbeach On Longboat KeySingle Family
Remarks: Serene and cozy home in beautiful Longboat Key Village, place where the old Florida meet the new one. Exquisite dining is couple minutes away (The Shore, Whitney’s or Mar Vista), as well as almost private Whitney Beach. Old times charm slows the time itself and once you enter the home, you will feel like on vacation. Three bedrooms, three bathrooms (two of them are en-suite), nice living room with dining are and spacious kitchen will make you feel at home right away. The kitchen is fully equipped for your convenience. Outdoors of this home is even more welcoming and paradise-life. Lush and tropical garden around the beautiful swimming pool, cabana with comfortable seating or other seating areas are there just for our guests. There is plentiful parking spaces in front of the house or next to it. And - the beaches..yes that is what matters. Whitney Beach on Longboat Key, couple minutes of walk. Or you can visit the Beer Can Island, popular place for boats to hang out. Coquina Beach on Anna Maria Island is not far also. La Paloma just has it all! Sweet home with good vibe close to all you need on vacation!
Listing is courtesy of: ENVISION REALTY PARTNERS LLC (941-840-3188)
Listing Agent: Linda Votrubova (941-840-3188)
6925 LONGBOAT DR S, LONGBOAT KEY, FL 34228
$30,0001222 Days on yellowkey MLS ID: A4554366
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2230 Built: 2019Community: Longbeach On Longboat KeySingle Family
Remarks: 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
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Jaime Barcelo (941-275-3233)
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