317

Homes for Sale in 34228

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  • 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

    $2,495,000

    • 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

    $599,000

    • 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
  • 4380 Exeter Dr Unit 202, Longboat Key, FL 34228
    4380 Exeter Dr Unit 202, Longboat Key, FL 34228
    4380 Exeter Dr Unit 202, Longboat Key, FL 34228
    /90

    $559,000 Open Sun 1PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4380 Exeter Dr Unit 202, Longboat Key, FL 34228

    NEW PRICE IMPROVMENT! Looking for your piece of paradise on the Suncoast of Florida? Don't miss the opportunity to own in the coveted beach to bay gated community of Longboat Harbour on world famous Longboat Key. Perfect for full time or seasonal residents and investors, take the elevator to this second floor two-bedroom two bath condo Turnkey, with new luxury vinyl plank flooring- just bring

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4380 Exeter Dr Unit 202, 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 Open Sat 1AM - 3PM

    • 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 Open Sat 1PM - 4PM

    • 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 Open Sat 9AM - 11AM

    • 2 Beds
    • 2 Baths
    • 931 Sq Ft

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228

    AMAZING BUYER BONUS! MOTIVATED SELLER IS OFFERING TO PAY THE REMAINDER OF 2025 MONTHLY ASSOCIATION DUES FOR THIS BRAND NEW BEACH & BAY VILLA! (At closing, with accepted contract.) 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

    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!!! 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 shutters, a walk-in storage/closet and kitchen with

    George Sanchez EZ CHOICE REALTY

    4235 Gulf of Mexico Dr Unit G203, Longboat Key, FL 34228
  • 1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228
    /49

    $1,100,000

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

    1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228

    Welcome to the Privateer South Tower – Your Dream Coastal Retreat!Nestled along the pristine beaches of Longboat Key, behind the secure Longboat Key Club guard gate is this beautifully renovated 2-bedroom, 2-bath residence that offers the ultimate in coastal living. Featuring a stylish, coastal-themed design, this move-in-ready, turnkey condo is perfect for those seeking luxury and

    Darcy Leahy MICHAEL SAUNDERS & COMPANY

    1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228
  • 500 Outrigger Ln, Longboat Key, FL 34228
    500 Outrigger Ln, Longboat Key, FL 34228
    500 Outrigger Ln, Longboat Key, FL 34228
    /19

    $1,695,000

    • Land
    • 0.40 Acre
    • $4,237,500 per Acre

    500 Outrigger Ln, Longboat Key, FL 34228

    PRICED BELOW RECENT APPRAISAL; OVERSIZED corner lot ready to build substantial water front home with seawall, composite dock, eastern views down the canal and over to Sarasota Bay and western views to Longboat Key Club golf course and over to Gulf of Mexico.

    Richard Perlman MICHAEL SAUNDERS & COMPANY

    500 Outrigger Ln, Longboat Key, FL 34228
  • 560 Schooner Ln, Longboat Key, FL 34228
    560 Schooner Ln, Longboat Key, FL 34228
    560 Schooner Ln, Longboat Key, FL 34228
    /47

    $3,999,999

    • 4 Beds
    • 3.5 Baths
    • 3,666 Sq Ft

    560 Schooner Ln, Longboat Key, FL 34228

    Coastal Elegance on Longboat Key – A Masterpiece of Waterfront Living. Tucked away in the south longboat community of Country Club Shores, this special property is a masterpiece of modern coastal luxury. Just two homes from the open bay, this stunning residence offers breathtaking views of the bay, canal, and twinkling city skyline beyond. With a complete, to-the-studs renovation and a

    Nicholle McKiernan COLDWELL BANKER REALTY

    560 Schooner Ln, Longboat Key, FL 34228
  • 435 L Ambiance Dr Unit H902, Longboat Key, FL 34228
    435 L Ambiance Dr Unit H902, Longboat Key, FL 34228
    435 L Ambiance Dr Unit H902, Longboat Key, FL 34228
    /68

    $3,995,000

    • 2 Beds
    • 2.5 Baths
    • 2,385 Sq Ft

    435 L Ambiance Dr Unit H902, Longboat Key, FL 34228

    Experience the Pinnacle of Gulf Coast Luxury at L'Ambiance on Longboat Key. Enter a world where refined elegance meets coastal tranquility at L'Ambiance on Longboat Key — a rare gem along Florida’s Gulf Coast. Your luxurious resort lifestyle awaits in this beautifully manicured, sought-after community, renowned for its world-class concierge services and exceptional amenities. From the convenience

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    435 L Ambiance Dr Unit H902, Longboat Key, FL 34228
  • 5055 Gulf of Mexico Dr Unit 422, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 422, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 422, Longboat Key, FL 34228
    /71

    $649,900

    • 2 Beds
    • 2 Baths
    • 1,624 Sq Ft

    5055 Gulf of Mexico Dr Unit 422, Longboat Key, FL 34228

    Luxury turnkey furnished beach condominium in the sought-after resort-style Club Longboat Beach and Tennis community. Near the beautiful sandy beaches on the Gulf, experience captivating sunsets from Longboat Key’s 10-mile sugary sandy beaches with your own private beach access. Imagine waking up to lush, pristine landscaping, tropical sea oats, and sparkling blue Gulf waters with the sound of

    Nathan Mathers PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5055 Gulf of Mexico Dr Unit 422, Longboat Key, FL 34228
  • 4765 Gulf of Mexico Dr Unit B202, Longboat Key, FL 34228
    4765 Gulf of Mexico Dr Unit B202, Longboat Key, FL 34228
    4765 Gulf of Mexico Dr Unit B202, Longboat Key, FL 34228
    /79

    $5,995,000

    • 3 Beds
    • 3.5 Baths
    • 3,368 Sq Ft

    4765 Gulf of Mexico Dr Unit B202, Longboat Key, FL 34228

    Embrace unparalleled modern elegance and coastal serenity at Infinity on Longboat Key, where refined architecture meets the timeless beauty of the Gulf of Mexico. This exclusive boutique condominium boasts only 11 meticulously designed residences, offering a private and luxurious retreat for those seeking a sophisticated island lifestyle. From your private elevator, enter a spacious foyer that

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    4765 Gulf of Mexico Dr Unit B202, Longboat Key, FL 34228
  • 5125 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    5125 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    5125 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    /54

    $840,000

    • 2 Beds
    • 2 Baths
    • 961 Sq Ft

    5125 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228

    Attention Investors! This is a rare opportunity to own on the beach on LBK and collect rent. The GROSS INCOME from 1/1/25-7/31/25 is $61,278. This intimate, unique beachfront resort has only 8 condos and is available for daily, weekly or monthly rentals. All condos are beautifully appointed and smoke free. You will enjoy many relaxing hours on the beach where chairs are provided for you. The

    Bobbie Banan MICHAEL SAUNDERS & COMPANY

    5125 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
  • 2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
    2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
    2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
    /60

    $1,650,000

    • 3 Beds
    • 3 Baths
    • 2,462 Sq Ft

    2020 Harbourside Dr Unit 454, Longboat Key, FL 34228

    An incredible opportunity to own a rarly redone to the highest stanard condo. Now available sought after top floor three bedroom condo offering almost 2500, sq. ft. of living space. The special feature of this condo is the amazing unobstructed views of Sarasota Bay and downtown Sarasota plus views of the beach and the Gulf of Mexico from the kitchen. This very spacious Bay front condominium has

    Reid Murphy DEVELOPERS REALTY LBK, INC

    2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
  • 1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228
    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228
    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228
    /56

    $825,000

    • 2 Beds
    • 2.5 Baths
    • 1,590 Sq Ft

    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228

    Are you looking for a spacious home with fine finishes, vaulted ceilings and the convenience of a condo community with bay and beach access? Look no further. Luxury and style await in this beautifully updated townhouse, located behind the gates of the exclusive Bay Isles resort. With 1,590 sq. ft. of meticulously designed and finished indoor living space plus another 1,100 sq. ft. of screened

    Eileen Gillen COLDWELL BANKER REALTY

    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228
  • 1930 Harbourside Dr Unit 142, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 142, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 142, Longboat Key, FL 34228
    /44

    $598,000

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    1930 Harbourside Dr Unit 142, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Full unobstructed and private views of the Intracoastal Waterway, Sarasota Bay and the dramatic city skyline and Ringling Bridge from the protected balcony + 1 under-building parking spot. This immaculately maintained, never-rented condominium is a blank canvas, ready for your personal touches, however, recently both bedroom closets were

    Liz Nason PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1930 Harbourside Dr Unit 142, Longboat Key, FL 34228
  • 2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
    /54

    $2,995,000

    • 3 Beds
    • 3.5 Baths
    • 3,382 Sq Ft

    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228

    A 4th Floor Waterfront Sanctuary Where Every Detail Feels Like Home and with a new price position.Step inside Unit 142 at Marina Bay, and you’ll instantly feel the difference. This is more than just a home—it’s a private retreat designed for comfort, luxury, and effortless coastal living.From the moment you arrive via your private elevator, you're greeted by breathtaking elevated

    Monique Holston-Greene COLDWELL BANKER REALTY

    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228

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