11,516

Longboat Key, FL Homes

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  • /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. 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 kitchen has stone counters and every small appliance

    Bobbie Banan MICHAEL SAUNDERS & COMPANY

    5125 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
  • /22

    $7,000 per month

    • 1 Bed
    • 2 Baths
    • 1,244 Sq Ft
    • Condo for Rent

    655 Cedars Ct, Longboat Key, FL 34228

    AVAILABLE. 2025 SEASON.. 90 DAY MIN. ... Kick back and relax while on vacation in this marvelous townhouse located in Cedars East. Cedars East has all the amenities you desire including tennis, fitness center, beach access, swimming, community activities, tiki bar and restaurant on site. The unit has been fully upgraded and has a full gourmet kitchen with breakfast bar. Enjoy sweeping bay

    Brenda Cozy COLDWELL BANKER REALTY

    655 Cedars Ct, Longboat Key, FL 34228
  • /2

    $1,300,000 Sold Feb 14, 2025

    • 1,839 Sq Ft
    • $707/SF
    • 0 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1981

    1485 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228

    The Players Club at 1485 Gulf of Mexico Drive is an exceptional beachfront property that perfectly combines luxury and comfort. With its stunning ocean views, beautifully maintained grounds, and outstanding amenities, it offers a true resort-style experience. The atmosphere is peaceful and relaxing, making it an ideal destination for anyone looking to enjoy the best of Longboat Key.

    Bruce Myer COLDWELL BANKER REALTY

    1485 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
    • /45

      Est $1,578,712 Not Listed For Sale

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

      2020 Harbourside Dr Unit 54/455, Longboat Key, FL 34228

      2020 Harbourside Dr Unit 54/455, 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
  • /32

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Condo for Rent

    3440 Gulf of Mexico Dr Unit 8, Longboat Key, FL 34228

    AVAILABLE 2025 SEASON! AVAILABLE OCT. 2024-DEC.2024 This unit has been remodeled with all new furnishings. This is a first-floor walk-down two bedroom and den, two bathroom unit with over 1,600 square feet of interior living space and two balconies. There is a screened balcony/lanai and an open exterior private balcony/lanai. There is a staircase entrance to the front door of the unit as well as

    Brenda Cozy COLDWELL BANKER REALTY

    3440 Gulf of Mexico Dr Unit 8, Longboat Key, FL 34228
  • /2

    $1,025,000 Sold Feb 14, 2025

    • 1,551 Sq Ft
    • $661/SF
    • 32 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1981

    1485 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

    Welcome to Players Club on Longboat Key, an exclusive community offering a premier coastal lifestyle. This sought-after community provides an array of amenities designed to enhance your everyday living. Residents enjoy a newly constructed clubhouse with a fitness center, library, catering kitchen, BBQ grilling areas, and versatile indoor and outdoor gathering spaces. Additional amenities include

    Bruce Myer COLDWELL BANKER REALTY

    1485 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
    • /27

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 744 Sq Ft

      3710 Gulf of Mexico Dr Unit G27, Longboat Key, FL 34228

      3710 Gulf of Mexico Dr Unit G27, Longboat Key, FL 34228
  • /30

    $1,879,000

    • 2 Beds
    • 2 Baths
    • 1,827 Sq Ft

    1211 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228

    Surround yourself with captivating views and timeless design in this coastal retreat thoughtfully renovated by Brista Homes. While offering partial views, this residence is the closest unit on the market to full beachfront—just one tier away—making it a rare opportunity to enjoy a front-row coastal lifestyle. Inside, every detail has been thoughtfully curated to inspire both beauty and function.

    Gina Ursini BRISTA REALTY LLC

    1211 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
  • /56

    $15,450 per month

    • 4 Beds
    • 3 Baths
    • 2,349 Sq Ft
    • House for Rent

    501 Channel Ln, Longboat Key, FL 34228

    Booked rest of 2024. Booked March through August and Nov 21st-27th. This fabulous newly constructed 4 bedroom 3 bath pool home is located on the south end of Longboat Key. Spacious with an open floorplan, the kitchen and family room are perfect to entertain your friends and family. From the stainless steel appliances to the gorgeous countertops and wonderful warm beachy flooring, this home has

    Jennifer LeBlanc PRECISE REALTY CORP

    501 Channel Ln, Longboat Key, FL 34228
  • /2

    $1,175,000 Sold Feb 12, 2025

    • 2,376 Sq Ft
    • $495/SF
    • 28 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2001

    1901 Harbour Links Cir Unit 1, Longboat Key, FL 34228

    Take a look at what is available in Bay Isles, and I think you will find the condition and value of this residence to be very attractive. Located in Emerald Pointe, the owner is granted deeded beach access to the private Bay Isles Beach Club on the Gulf of Mexico. With its three bedrooms and the primary bedroom being located on the first floor, you will agree that it you feel this is a home with

    Michael Nink, PA MICHAEL SAUNDERS & COMPANY

    1901 Harbour Links Cir Unit 1, Longboat Key, FL 34228
    • /55

      Est $482,871 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,085 Sq Ft

      3808 Gulf of Mexico Dr Unit E101, Longboat Key, FL 34228

      3808 Gulf of Mexico Dr Unit E101, Longboat Key, FL 34228
  • /56

    $890,000

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

    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228

    New Low Price! 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 lanai, storage and garage space, this resort home provides the ultimate in luxe living, comfort and convenience. Upon entering this home, you're

    Eileen Gillen COLDWELL BANKER REALTY

    1928 Harbourside Dr Unit 1403, Longboat Key, FL 34228
  • /25

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,027 Sq Ft
    • Condo for Rent

    3806 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228

    Available May-December with a 90 Day minimum at $2,800 per month plus taxes and fees booked for 2024 season. Seasonal, furnished, 2 bedrooms, 2 bath condo located in Beach Harbor Club on Longboat Key. This ground floor unit is centrally located and minutes away from urban activities with in-unit washer and dryer. The master bedroom features a queen bed, walk-in closet and ensuite

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    3806 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
  • /2

    $459,000 Sold Feb 11, 2025

    • 1,206 Sq Ft
    • $381/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    610 Fox St, Longboat Key, FL 34228

    The Village of Longboat Key, one of Florida's most unique coastal communities. The existing structure is a solidly built, block-construction featuring two (or 3) bedrooms, two bathrooms & 1,200+ square feet of living space. A large, glass-enclosed Florida room with vaulted ceilings adds an additional 540+ sqft. Updated windows, newer roof (2019). Renovate the existing home or start fresh and

    Nichole Roberts ALL FLORIDA HOMES REALTY LLC

    610 Fox St, Longboat Key, FL 34228
    • /44

      Est $545,484 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,187 Sq Ft

      3320 Gulf of Mexico Dr Unit 203-C, Longboat Key, FL 34228

      3320 Gulf of Mexico Dr Unit 203-C, Longboat Key, FL 34228
  • /38

    $599,000

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

    1930 Harbourside Dr Unit 142, Longboat Key, FL 34228

    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 professionally redone, it was freshly painted and new

    Liz Nason PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1930 Harbourside Dr Unit 142, Longboat Key, FL 34228
  • /34

    $7,200 per month

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Condo for Rent

    4825 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228

    This magnificent Gulf front vacation retreat sits on the 6th floor of the beautiful Westchester of Longboat Key, boasting expansive full Gulf views. This is a stunning property situated on a 7-acre stretch of white, powdery beaches and meticulously manicured landscape. The amenities can’t be beat and include 2 heated pools, tennis court, Clubhouse, shuffleboard, private Tiki-huts, & covered

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    4825 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228
  • /2

    $700,000 Sold Feb 11, 2025

    • 1,014 Sq Ft
    • $690/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    5310 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228

    **Under Contract, BUT ACCEPTING BACKUP OFFERS** Stunning Remodeled Condo in Prime Longboat Key Location ~ Welcome to Beach Castle Resort, a serene retreat located at 5310 Gulf of Mexico Drive on Longboat Key! Offering PRISTINE BLUE WATER, WHITE SANDY BEACHES, and a peaceful atmosphere away from tourist crowds, this beautifully REMODELED condo is the perfect blend of luxury and comfort. Nearly

    Chris Carpenter COLDWELL BANKER SARASOTA CENT.

    5310 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228
    • /35

      Est $973,165 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,753 Sq Ft

      3808 Gulf of Mexico Dr Unit E401, Longboat Key, FL 34228

      3808 Gulf of Mexico Dr Unit E401, Longboat Key, FL 34228
  • /57

    $3,100,000

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

    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228

    A Waterfront Sanctuary Where Every Detail Feels Like Home and at 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 direct bay views and a sense of calm

    Monique Holston-Greene COLDWELL BANKER REALTY

    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
  • /28

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Condo for Rent

    5393 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

    Breathtaking Direct Gulf views from this second floor condo at Longboat Terrace. This two bedroom, two bath has everything you need to make this your home away from home. Both the master and guest suites have their own private baths and balconies. Enjoy the morning paper at the breakfast nook or entertain in the great room. The brand new living room furniture features a sleeper sofa, perfect for

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    5393 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
  • /2

    $1,600,000 Sold Feb 11, 2025

    • 2,393 Sq Ft
    • $669/SF
    • 48 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1970

    720 Old Compass Rd, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Unique opportunity to renovate (or build) in Emerald Harbor - one of Longboat Key's most sought-after neighborhoods. Located at the widest point on the widest canal on the Key (172ft), this 155ft x 100ft lot offers limitless possibilities. The existing structure was flooded during hurricane Helene, but has been professionally remediated and is

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    720 Old Compass Rd, Longboat Key, FL 34228
    • /40

      Est $2,175,640 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,247 Sq Ft

      551 Chipping Ln, Longboat Key, FL 34228

      551 Chipping Ln, Longboat Key, FL 34228
  • /54

    $689,000

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228

    This exceptional two-bedroom, two-bath penthouse is the only residence in Seaplace with no shared walls, offering unparalleled privacy and tranquility. Fully remodeled in 2019, the home features a designer kitchen with quartz countertops, custom cabinetry and premium appliances, seamlessly complemented by elegant soft grey laminate hardwood flooring throughout. A spacious lanai spans the length

    Rita Pogany PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
  • /66

    $7,200 per month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    3240 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

    Absolutely beautiful turnkey furnished condo at the sought after Portobello on Longboat Key. The meticulously maintained, light and bright two bedroom, two bathroom unit has a combination living room/dining room, separate kitchen with stainless steel appliances, split bedrooms and a washer and dryer in the unit. Newly renovated bathrooms and kitchen with high end finishes round out this fabulous

    C. Alison Hunter JENNETTE PROPERTIES INC

    3240 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
  • /2

    $250,000 Sold Feb 10, 2025

    • 912 Sq Ft
    • $274/SF
    • 2 Beds
    • 2 Baths
    • Built 1980

    3710 Gulf of Mexico Dr Unit G26, Longboat Key, FL 34228

    WATERFRONT ON SARASOTA BAY – This home sits directly on the Buttonwood Harbor portion of Sarasota Bay. As such, it enjoys panoramic water views and dramatic sunrises. This home was significantly damaged by the two recent hurricanes. Therefore, it now requires extensive remodeling.The community of Gulfshore, is truly a tropical paradise and is just six miles from world-famous St. Armands

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit G26, Longboat Key, FL 34228
    • /60

      Est $704,632 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,076 Sq Ft

      2045 Gulf of Mexico Dr Unit M1-115, Longboat Key, FL 34228

      2045 Gulf of Mexico Dr Unit M1-115, Longboat Key, FL 34228
  • /90

    $4,350,000

    • 5 Beds
    • 5.5 Baths
    • 4,117 Sq Ft

    551 Ranger Ln, Longboat Key, FL 34228

    Enter a world where elegance meets functionality in this John Cannon custom-designed 5-bedroom, 5.5-bathroom coastal inspired Spanish Mediterranean masterpiece, offering 4,117 square feet of refined coastal living. Designed for the most discerning buyer, this gorgeous residence is in the exclusive Country Club Shores IV community, on south Longboat Key, seamlessly blends contemporary finishes

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    551 Ranger Ln, Longboat Key, FL 34228
  • /20

    $13,500 per month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Condo for Rent

    2425 Gulf of Mexico Dr Unit 7C, Longboat Key, FL 34228

    SEASONAL; From floor to ceiling – you’ll just love the magnificent views from every room in this direct Gulf front residence. Perched on the seventh floor of Sea Gate, this Southern Longboat community offers gorgeous sand beaches, great location and amazing sunsets! This two bedroom, two bath condominium is beautifully renovated with new professionally designed interior. Sip your morning coffee

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    2425 Gulf of Mexico Dr Unit 7C, Longboat Key, FL 34228
  • /2

    $263,000 Sold Feb 07, 2025

    • 1,088 Sq Ft
    • $242/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1966

    713 Saint Judes Dr S Unit 2, Longboat Key, FL 34228

    Waterfront Oasis in Longboat Key with Direct Sarasota Bay AccessDiscover the perfect coastal retreat in this waterfront gem, ideally situated in the heart of Longboat Key. This 2 Bedroom 2 Bath end unit offers an abundance of natural light, creating a serene and inviting atmosphere. For boating enthusiasts, the property features a 30'x3' private boat dock, offering direct access to

    Lorna Yankee PLLC FATHOM REALTY FL LLC

    713 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
    • /3

      Est $1,386,925 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,774 Sq Ft

      1485 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

      1485 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
  • /58

    $1,699,000

    • 3 Beds
    • 3 Baths
    • 2,410 Sq Ft

    455 Longboat Club Rd Unit 407, Longboat Key, FL 34228

    Lowest Price 3 bedroom/3 bath condo on LBK with gulf views!! Welcome to The Pierre, nestled within the exclusive gated Longboat Key Club, offering coastal views of pristine coastline and sparkling gulf waters. This residence delivers the ultimate beachfront views and lifestyle, enhanced by wonderful amenities. Relax and unwind from everyday life in this 4th floor unit spanning 2,410 square feet

    Stacy Hanan MICHAEL SAUNDERS & COMPANY

    455 Longboat Club Rd Unit 407, Longboat Key, FL 34228
  • /22

    $8,000 per month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

    Stunning Portobello Vacation 2/2 Condo on Longboat Key. This beautiful condo provides easy and relaxed living with gorgeous direct gulf views. Full length screened lanai to enjoy the view. This totally renovated condo features luxurious and relaxed beach style décor, new windows and sliding glass doors, new laminate flooring and carpet, new kitchen appliances, three flat screen TVs with HD boxes

    Terri Lindsay LINDSAY LEASING LLC

    3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
  • /2

    $675,000 Sold Feb 07, 2025

    • 1,150 Sq Ft
    • $587/SF
    • 32 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    4234 Gulf of Mexico Dr Unit Y1, Longboat Key, FL 34228

    Stunning waterfront coastal renovation in this gorgeous Pelican Harbour & Beach Club two-bedroom, two-bath unit. Spacious kitchen featuring custom cabinetry with soft-close, center-island, and stainless appliances. Hurricane windows and doors, crown molding, profile trim, and plank porcelain tile throughout. The open floor plan flows effortlessly with the large and bright great room looking out

    Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4234 Gulf of Mexico Dr Unit Y1, Longboat Key, FL 34228
    • /13

      Est $1,996,529 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,394 Sq Ft

      230 Sands Point Rd Unit 3801, Longboat Key, FL 34228

      230 Sands Point Rd Unit 3801, Longboat Key, FL 34228
  • /56

    $649,000

    • 1 Bed
    • 1.5 Baths
    • 1,094 Sq Ft

    2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228

    Sellers have paid special assessment in full for new hurricane rated front door and louvers, which will be installed by December 2025. NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled. This gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space

    Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

    2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228
  • /25

    $8,000 per month

    • 2 Beds
    • 2 Baths
    • 1,273 Sq Ft
    • Condo for Rent

    2109 Gulf of Mexico Dr Unit 1402, Longboat Key, FL 34228

    LONGBOAT KEY...SUNSET BEACH CLUB II. Nicely appointed 2 bedroom, 2 bath condo, turnkey furnished. Entertainment center in the living room with a flat screen TV. King bed in the master and twin beds in the guest room. Lovely view of the Gulf of Mexico and the pool. Capture beautiful sunsets every night from the balcony. This unit is equipped with everything you will need so you can vacation with

    Teresa Ribaudo JENNETTE PROPERTIES INC

    2109 Gulf of Mexico Dr Unit 1402, Longboat Key, FL 34228
  • /2

    $1,700,000 Sold Feb 07, 2025

    • 2,339 Sq Ft
    • $727/SF
    • 25 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    3607 Fair Oaks Place, Longboat Key, FL 34228

    Plan to be amazed by this pristine residence that has a wonderful ethereal feeling as you are embraced by the voluminous ceilings, high-end fixtures and soft contemporary finishes. You feel as though you are in a designer’s home situated behind the Bay Isles gates in maintenance free “Queens Harbour” This fabulous newly renovated 3 bedroom 2 bath open floor plan home boasts 12’ ceilings, an

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    3607 Fair Oaks Place, Longboat Key, FL 34228
    • /30

      Est $852,999 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 427 Sq Ft

      3465 Gulf of Mexico Dr Unit 225, Longboat Key, FL 34228

      3465 Gulf of Mexico Dr Unit 225, Longboat Key, FL 34228

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