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Longboat Key, FL Homes for Sale

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  • 750 Bayport Way Unit 750, Longboat Key, FL 34228
    750 Bayport Way Unit 750, Longboat Key, FL 34228
    750 Bayport Way Unit 750, Longboat Key, FL 34228
    /93

    $869,000 Open Sat 12PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft

    750 Bayport Way Unit 750, Longboat Key, FL 34228

    Experience contemporary coastal living in this fully renovated, turnkey-furnished unit ideally located in the heart of Longboat Key! Nestled between 1,200 feet of private, powder-soft beach on the Gulf and a serene fishing pier on Sarasota Bay, this residence offers the perfect blend of island tranquility and luxury!Step inside to discover a meticulously cared for interior space updated with

    Jennifer Albright HUNT BROTHERS REALTY, INC.

    750 Bayport Way Unit 750, Longboat Key, FL 34228
  • 4800 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    4800 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    4800 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    /77

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    4800 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

    JAW-DROPPING WATER VIEWS! Revel & Relax as you experience amazing water views from every room of this inviting two-bedroom and two-bathroom condominium. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Sarasota Bay, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises, behold the

    Debby McCaig COLDWELL BANKER REALTY

    4800 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
  • 2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    /71

    $1,490,000

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft

    2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

    HUGE PRICE CHANGE:Veinte (20 in Spanish) is a luxury condominium community with only twenty residents located on the beautiful and unique Longboat Key.Magnificent direct gulf views from all main rooms; electric hurricane shutters on lanai and bedrooms, electric screen on the lanai and custom shades on all windows. Coming furnished with under building parking. This is a magnificent residence

    Sandra Endres COLDWELL BANKER REALTY

    2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
  • 588 Bayview Dr, Longboat Key, FL 34228
    588 Bayview Dr, Longboat Key, FL 34228
    588 Bayview Dr, Longboat Key, FL 34228
    /46

    $1,890,000

    • 4 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    588 Bayview Dr, Longboat Key, FL 34228

    It is time to build your dream home in the best location in Longboat Key. This 100 ft of waterfront looks directly at the estuary across from the house. Located on the canal that leads you into the Intracoastal waterway and the Gulf of America. You're just a block or so to the most beautiful beach in Longboat Key.

    Deborah Marcum EQUITY CONSULTANTS INC

    588 Bayview Dr, Longboat Key, FL 34228
  • 3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228
    /28

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228

    Priced to sell! Discover the perfect blend of comfort and coastal living in this beautifully updated 2-bedroom, 2-bathroom condominium, ideally situated steps away from the pristine sands of the Gulf of Mexico. This luxurious Long Boat Key condo comes completely furnished and features an open-concept design with a fully equipped kitchen, ideal for both relaxation and entertaining. This

    Michael Fyvie KW COASTAL LIVING II

    3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228
  • 578-580 Companion Way, Longboat Key, FL 34228
    578-580 Companion Way, Longboat Key, FL 34228
    578-580 Companion Way, Longboat Key, FL 34228
    /40

    $950,000

    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft

    578-580 Companion Way, Longboat Key, FL 34228

    Seasonal Income Awaits - Turnkey Duplex in the Heart of Longboat Key'Tis the season for a lucrative investment! This fully renovated duplex in the heart of Longboat Key offers the perfect blend of income potential and coastal charm. Featuring two separate units, each with 2 bedrooms and 2 bathrooms, this property is sold fully turnkey, so you can start generating rental income

    Inbal August DOUGLAS ELLIMAN

    578-580 Companion Way, Longboat Key, FL 34228
  • 3302 Sabal Cove Ln, Longboat Key, FL 34228
    3302 Sabal Cove Ln, Longboat Key, FL 34228
    3302 Sabal Cove Ln, Longboat Key, FL 34228
    /55

    $2,999,000

    • 5 Beds
    • 4 Baths
    • 3,993 Sq Ft

    3302 Sabal Cove Ln, Longboat Key, FL 34228

    Just Announced: Major Price Improvement! An incredible opportunity awaits with this newly reduced price on one of Longboat Key’s most stunning, fully renovated homes! Don’t miss your chance—this pricing may not last as we head into peak selling season this fall and winter.Experience this exceptional home for yourself! - Step into a world of refined elegance, where no detail has been

    Norma Mladineo COLDWELL BANKER REALTY

    3302 Sabal Cove Ln, Longboat Key, FL 34228
  • 2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
    /45

    $1,695,000

    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft

    2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228

    On the third floor of an exclusive beachfront condominium, this oceanfront residence on Longboat Key offers sweeping, unobstructed vistas of the Gulf of Mexico from every room. With sunlight beaming through walls of glass and the sound of gentle waves in the background, indulge in the pleasures of a coastal lifestyle. Ideally mid-island, this condominium is near Bay Isles Shoppes and within a

    Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

    2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
  • 4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    /71

    $768,000

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

    ASTONISHING SELLER BONUS OFER! Motivated Seller is offering to pay off remaining balance of the $26,490-7/1/2024 special assessment from list price at closing. LOOK NO FURTHER! THIS IS IT! A DESIGNER SHOWPLACE! Behold the quality engineering, true craftmanship, and curated high-end finishes of this exquisitely renovated, highly sought after, two+ bedroom condominium, including an additional Queen

    Debby McCaig COLDWELL BANKER REALTY

    4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
  • 780 Jungle Queen Way, Longboat Key, FL 34228
    780 Jungle Queen Way, Longboat Key, FL 34228
    780 Jungle Queen Way, Longboat Key, FL 34228
    /28

    $795,000

    • 2 Beds
    • 1 Bath
    • 1,242 Sq Ft

    780 Jungle Queen Way, Longboat Key, FL 34228

    Bingo....You have just found your diamond in the rough—Concrete block home is located just six in from the open Bay. Newer seawall. Two-bedroom home is ready for remodel. The home features 125 ft of canal front frontage and is in a desirable area in that it is situated in between more expensive properties. There is plenty of room for a pool. There is a nice, screened lanai overlooking the canal

    Michael Nink, PA MICHAEL SAUNDERS & COMPANY

    780 Jungle Queen Way, Longboat Key, FL 34228
  • 1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
    /52

    $2,495,000

    • 2 Beds
    • 3 Baths
    • 2,655 Sq Ft

    1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228

    Welcome to The Water Club on Longboat Key, where refined Gulf-front living meets everyday comfort and effortless elegance. This ninth-floor residence delivers sweeping, unobstructed views from the Gulf of Mexico to Sarasota Bay. Spanning nearly 2,700 square feet, this three-bedroom (currently configured as two bedrooms plus den), three-bath home offers an ideal balance of indoor space and terrace

    Roger Pettingell COLDWELL BANKER REALTY

    1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
  • 2800 Harbourside Dr Unit D-05, Longboat Key, FL 34228
    2800 Harbourside Dr Unit D-05, Longboat Key, FL 34228
    2800 Harbourside Dr Unit D-05, Longboat Key, FL 34228
    /20

    $325,000

    2800 Harbourside Dr Unit D-05, Longboat Key, FL 34228

    A motivated seller! 70ft. x 26ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island,

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit D-05, Longboat Key, FL 34228
  • 415 L Ambiance Dr Unit D306, Longboat Key, FL 34228
    415 L Ambiance Dr Unit D306, Longboat Key, FL 34228
    415 L Ambiance Dr Unit D306, Longboat Key, FL 34228
    /47

    $3,195,000

    • 2 Beds
    • 4 Baths
    • 2,634 Sq Ft

    415 L Ambiance Dr Unit D306, Longboat Key, FL 34228

    Exquisite Gulf-Front Residence at L’Ambiance. Presenting a truly rare opportunity—this direct Gulf-front 2-bedroom plus den residence offers the pinnacle of beachfront living at the prestigious L’Ambiance on Longboat Key. Featuring the coveted Sabal floor plan, this thoughtfully designed home boasts both sunrise and sunset terraces. Start your mornings with serene eastern light and end your day

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    415 L Ambiance Dr Unit D306, Longboat Key, FL 34228
  • 340 Gulf of Mexico Dr Unit 124, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 124, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 124, Longboat Key, FL 34228
    /82

    $2,150,000

    • 3 Beds
    • 3 Baths
    • 2,365 Sq Ft

    340 Gulf of Mexico Dr Unit 124, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to Tangerine Bay Club, the southernmost condominium on Longboat Key, where refined sophistication meets resort-style living. This exceptional direct Bayfront end residence offers panoramic views of Sarasota Bay and the feel of a single-family home. Move-in ready with a new roof, the home has been extensively updated by the previous owner,

    Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

    340 Gulf of Mexico Dr Unit 124, Longboat Key, FL 34228
  • 340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228
    /62

    $3,295,000

    • 3 Beds
    • 3.5 Baths
    • 2,880 Sq Ft

    340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228

    Two-level penthouses at Tangerine Bay Club are a rare offering, and this south-facing corner residence elevates the standard. Recently reimagined with refined sophistication, this nearly 3,000-square-foot getaway captures breathtaking panoramic views of Sarasota Bay, the city skyline, and lush coastal mangroves. Perfectly situated to ensure ultimate privacy with two coveted terraces and peaceful

    Roger Pettingell COLDWELL BANKER REALTY

    340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228
  • 3540 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    3540 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    3540 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    /77

    $575,000

    • 2 Beds
    • 2 Baths
    • 1,479 Sq Ft

    3540 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    Spellbinding Sunrises, Sunsets, and magical water views from this nicely updated Bayfront Beauty in an ideal Mid-Key Bay to Beach setting can be yours now. Delight in the panoramic Bay to Gulf views from the moment you wake up until you turn in after a fun-filled day at the private beach, or after taking your boat, kayaks or paddleboards out to explore paradise. The spacious patio is the perfect

    Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

    3540 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • 73 Twin Shores Blvd, Longboat Key, FL 34228
    73 Twin Shores Blvd, Longboat Key, FL 34228
    73 Twin Shores Blvd, Longboat Key, FL 34228
    /17

    $90,000

    • 2 Beds
    • 2 Baths
    • 852 Sq Ft

    73 Twin Shores Blvd, Longboat Key, FL 34228

    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

    Mary Moore WAGNER REALTY

    73 Twin Shores Blvd, Longboat Key, FL 34228
  • 600 Sutton Place Unit 305, Longboat Key, FL 34228
    600 Sutton Place Unit 305, Longboat Key, FL 34228
    600 Sutton Place Unit 305, Longboat Key, FL 34228
    /92

    $448,000

    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft

    600 Sutton Place Unit 305, Longboat Key, FL 34228

    Major reduction again! A super opportunity to be the next owner! Immerse yourself in breathtaking panoramic bay views from this beautifully curated end-unit 2-bedroom coastal retreat. Filled with natural light and embraced by serene harbor waters, this radiant oasis perfectly captures the essence of relaxed seaside living. Enjoy the privilege of private deeded beach access, two sparkling

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    600 Sutton Place Unit 305, Longboat Key, FL 34228
  • 675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
    675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
    675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
    /79

    $4,195,000

    • 3 Beds
    • 3.5 Baths
    • 3,564 Sq Ft

    675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228

    Spectacular Gulf front location! Rarely available A floorpan Three bedroom, three bath direct beach corner residence with southern exposure with vistas to the beach, azure Gulf waters and sunsets plus views of the Longboat key Club golf course, Sarasota Bay and downtown Sarasota lights. Sunrise, sunsets are all enjoyed from this third floor spacious, open floor plan. A private, secured elevator

    Reid Murphy DEVELOPERS REALTY LBK, INC

    675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
  • 1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    /64

    $3,295,000

    • 3 Beds
    • 4 Baths
    • 3,045 Sq Ft

    1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

    Welcome to this spectacular three bedroom 6th floor southern facing Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet

    Reid Murphy DEVELOPERS REALTY LBK, INC

    1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228
    2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228
    2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228
    /19

    $425,000

    2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228

    Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228
  • 4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
    4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
    4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
    /23

    $800,000

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft

    4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228

    Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condo holds many happy family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted and professionally cleaned, with newly installed flooring.

    Toni Giliberti COLDWELL BANKER REALTY

    4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
  • 4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    /41

    $385,000

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228

    New Price!!! Now $385,000.Motivated Sellers! Come experience quintessential Coastal Living in the dynamic community of Longboat Harbour located on beautiful Longboat Key. Note: NO Storm Damage! Imagine having your coffee while watching the sunrise from your enclosed lanai in the morning overlooking the water leading to Sarasota Bay, and later in the day, enjoying a private beach area on

    David McHugh COLDWELL BANKER REALTY

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
  • 750 Tarawitt Dr, Longboat Key, FL 34228
    750 Tarawitt Dr, Longboat Key, FL 34228
    750 Tarawitt Dr, Longboat Key, FL 34228
    /50

    $1,499,000

    • 2 Beds
    • 2 Baths
    • 1,360 Sq Ft

    750 Tarawitt Dr, Longboat Key, FL 34228

    Discover your own tropical paradise on the serene North end of Longboat Key and has deeded beach access, a rare gem that blends privacy, luxury, and coastal charm. This stunning, fully renovated home boasts a thoughtfully designed open split-floor plan, perfect for relaxed living and entertaining. The custom-designed kitchen is a chef's dream, featuring sleek solid countertops, custom cabinetry,

    Wayne Fastzkie MICHAEL SAUNDERS & COMPANY

    750 Tarawitt Dr, Longboat Key, FL 34228
  • 3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228
    3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228
    3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228
    /87

    $1,850,000

    • 3 Beds
    • 3.5 Baths
    • 2,369 Sq Ft

    3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228

    Welcome to the Grand Bay community of Bay Isles on Longboat Key – an exclusive, luxurious retreat that promises unparalleled views and resort-style living. Nestled in coveted Building III, this well-appointed condo is tucked away in seclusion against Sarasota Bay for stunning, unobstructed views east, and meandering Harbourside Golf Course vistas stretching west to the Gulf. With floor-to-ceiling

    Christina Pitchford, PA SUNCOAST HOMES & DREAMS

    3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228
  • 3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228
    /24

    $250,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228

    WELCOME TO PARADISE! Gulfshore of Longboat Key has it all - private, pristine sand beach, combined with the turquoise waters of the Gulf of Mexico, a marina on Sarasota Bay, large heated 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. Armands

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit A20, Longboat Key, FL 34228
  • 3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228
    /32

    $385,000

    • 2 Beds
    • 1 Bath
    • 680 Sq Ft

    3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228

    BEAUTIFULLY REMODLED: This home is the epitome of simple elegance. It has been remodeled to create a home that is open and full of light. It features a large Living Room with a wall-mounted TV and a fireplace; a kitchen that has all new cabinets and granite counter tops; two Bedrooms and a full Bath with a step-in shower. Grayhawk windows were installed three years ago. In addition, there is

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228
  • 2800 Harbourside Dr Unit D-19 & D-20, Longboat Key, FL 34228
    2800 Harbourside Dr Unit D-19 & D-20, Longboat Key, FL 34228
    2800 Harbourside Dr Unit D-19 & D-20, Longboat Key, FL 34228
    /27

    $985,000

    2800 Harbourside Dr Unit D-19 & D-20, Longboat Key, FL 34228

    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

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit D-19 & D-20, Longboat Key, FL 34228
  • 5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
    /48

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,484 Sq Ft

    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228

    Gulf water views from back deck in this open concept 2-Bedroom, 2-Bathroom Condo at Club Longboat Beach & Tennis is A Perfect Longboat Key Retreat offers an expansive 1,484 SqFt of thoughtfully designed living space, this condo combines comfort, convenience, and a balcony help you unwind and enjoy the fresh coastal air. As a well-maintained residence (bran new HVAC 2025), this home offers a

    Amy Jones COASTAL KEY REALTY LLC

    5055 Gulf of Mexico Dr Unit 435, Longboat Key, FL 34228
  • 1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228
    /94

    $1,349,000

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft

    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228

    This TOTALLY RENOVATED ISLAND BEAUTY will charm the most sophisticated Buyers and the spectacular sunrise views over Sarasota Bay enhanced by sunset-lit City and Golf Course views will take your breath away. Ideally situated within a short beach walk between the popular Resort at Longboat Key Club and the brand-new St. Regis Resort, this perfect gem features storm shutters PLUS impact-rated

    Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228
  • 535 Sanctuary Dr Unit A602, Longboat Key, FL 34228
    535 Sanctuary Dr Unit A602, Longboat Key, FL 34228
    535 Sanctuary Dr Unit A602, Longboat Key, FL 34228
    /53

    $2,749,900

    • 3 Beds
    • 2.5 Baths
    • 2,580 Sq Ft

    535 Sanctuary Dr Unit A602, Longboat Key, FL 34228

    Welcome to paradise! This 3 bedroom floor plan offers Northwest and Southeast terraces boasting direct beach and sunset views from the great room and primary suite along with City and Bay views from the kitchen, den and guest bedroom. Floor to ceiling sliders showcase the big views at both ends and provide a bright welcoming atmosphere. The kitchen features a large center island, breakfast nook,

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    535 Sanctuary Dr Unit A602, Longboat Key, FL 34228
  • 545 Sanctuary Dr Unit B806, Longboat Key, FL 34228
    545 Sanctuary Dr Unit B806, Longboat Key, FL 34228
    545 Sanctuary Dr Unit B806, Longboat Key, FL 34228
    /52

    $1,950,000

    • 3 Beds
    • 2.5 Baths
    • 2,375 Sq Ft

    545 Sanctuary Dr Unit B806, Longboat Key, FL 34228

    Welcome to luxury living at The Sanctuary located behind the gates of the Longboat Key Club on south Longboat Key! Whether you're looking for a peaceful retreat or a permanent residence, this 3 bedroom, 2 1/2 bath beachfront paradise has it all. The massive views of Sarasota Bay, the downtown city skyline and manicured golf course greens are front and center from the moment you step across the

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    545 Sanctuary Dr Unit B806, Longboat Key, FL 34228
  • 2333 Gulf of Mexico Dr Unit 1A2, Longboat Key, FL 34228
    2333 Gulf of Mexico Dr Unit 1A2, Longboat Key, FL 34228
    2333 Gulf of Mexico Dr Unit 1A2, Longboat Key, FL 34228
    /75

    $4,950,000

    • 3 Beds
    • 2.5 Baths
    • 3,060 Sq Ft

    2333 Gulf of Mexico Dr Unit 1A2, Longboat Key, FL 34228

    DISCOVER THE DIFFERENCE—A TRUE LUXURY CONDO IN A BUYER’S MARKETWhy This Longboat Key Residence Stands Above the Rest:This isn’t just another beachfront condo—this is a thoughtfully curated, luxury retreat where every detail has been considered, and every upgrade already completed. Enjoy peace of mind with all updates required by Florida’s new condo legislation already done and

    Gigi Silverberg DOUGLAS ELLIMAN

    2333 Gulf of Mexico Dr Unit 1A2, Longboat Key, FL 34228
  • 96 Main Street Dr, Longboat Key, FL 34228
    96 Main Street Dr, Longboat Key, FL 34228
    96 Main Street Dr, Longboat Key, FL 34228
    /31

    $115,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    96 Main Street Dr, Longboat Key, FL 34228

    Location! Location! And excellent value. Live in paradise on Longboat Key with the Bay and Marina on one side and the beach/gulf on the other side. Deeded beach access and private marina with 16 boat slips. This property is being sold as-is and is offered well below its taxable land value. I have done the homework for you to add a new modular home, elevated to approximately 9 feet with potential

    Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

    96 Main Street Dr, Longboat Key, FL 34228
  • 2929 Pyrula Dr, Longboat Key, FL 34228
    2929 Pyrula Dr, Longboat Key, FL 34228
    2929 Pyrula Dr, Longboat Key, FL 34228
    /13

    $700,000

    • Land
    • 0.14 Acre
    • $5,000,000 per Acre

    2929 Pyrula Dr, Longboat Key, FL 34228

    Build your dream home on this exceptional vacant lot located in the heart of Longboat Key. Nestled midway on the island, this rare offering includes deeded beach access just a short stroll away, allowing you to enjoy the pristine Gulf shores at your leisure.Perfectly positioned for both privacy and convenience, the property is just moments from the upscale shopping and dining of St.

    Zain Hartman HARTMAN REAL ESTATE & COMPANY

    2929 Pyrula Dr, Longboat Key, FL 34228
  • 636 Tarawitt Dr, Longboat Key, FL 34228
    636 Tarawitt Dr, Longboat Key, FL 34228
    636 Tarawitt Dr, Longboat Key, FL 34228
    /69

    $895,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    636 Tarawitt Dr, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!! WATERFRONT GEM ON LONGBOAT KEY – Priced UNDER $1M & Renovation Loan Eligible! This is your chance to own a waterfront home on Longboat Key for under $1 million! Opportunities like this are rare, and this property is priced to sell fast. Featuring 2 bedrooms, 2 bathrooms, and a 1-car garage, this home also includes a separate

    Sarah Beth Mayer JT REALTY & ASSOCIATES

    636 Tarawitt Dr, Longboat Key, FL 34228
  • 4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
    /69

    $595,000

    • 2 Beds
    • 2 Baths
    • 931 Sq Ft

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228

    Seller has placed Villa on MLS For Lease this Fall. Please call lease/listing agent if interested in purchasing Villa. BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. From the moment you step inside, you'll be greeted by a thoughtfully

    Debby McCaig COLDWELL BANKER REALTY

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 591 Russell St, Longboat Key, FL 34228
    591 Russell St, Longboat Key, FL 34228
    591 Russell St, Longboat Key, FL 34228
    /5

    $1,395,000

    • Land
    • 0.30 Acre
    • $4,650,000 per Acre

    591 Russell St, Longboat Key, FL 34228

    Beautiful, estate sized corner lot north end of Longboat Key in the historic and charming Village of Longbeach. Water & underground electric in place and property is prepped to build on. A prestigious community with one of a kind restaurants, some with Michelin stars, Diamond rated hotels with spectacular amenities and the best of the best golf courses. Shopping, boating and biking are fabulous

    Jonathan Minerick HOMECOIN.COM

    591 Russell St, Longboat Key, FL 34228
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /22

    $2,900,000

    • Land
    • 0.35 Acre
    • $8,285,714 per Acre

    Unlisted Address

    Great opportunity to build on a private Cu-de-sac in Sleepy lagoon. There is private sandy beach access leading to the azure waters of the Gulf of Mexico. A new home at this location would have outstanding Gulf and stunning sunset views. This Cul-de-sac location is quite and peaceful and the perfect spot for a dream beach home.This location on Gulfside Road offers a unique opportunity to live on

    Reid Murphy DEVELOPERS REALTY LBK, INC

    Unlisted Address
  • 4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228
    4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228
    4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228
    /29

    $475,000

    • 1 Bed
    • 1 Bath
    • 666 Sq Ft

    4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228

    REDUCED PRICE!!! SELLER will pay up to $20,000 of Buyers closing cost. Great investor or seasonal rental property - This charming turnkey short-term vacation rental one bedroom with two queen size beds, one bath and a queen size sofa sleeper, living-dining combo is a beach side end unit. It comfortably accommodates six individuals for an enjoyable stay. Including a screened in porch, plantation

    George Sanchez EZ CHOICE REALTY

    4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228

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