11,542

Longboat Key, FL Homes

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  • 2181 Harbourside Dr Unit 1403, Longboat Key, FL 34228
    2181 Harbourside Dr Unit 1403, Longboat Key, FL 34228
    2181 Harbourside Dr Unit 1403, Longboat Key, FL 34228
    /50

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 2,219 Sq Ft

    2181 Harbourside Dr Unit 1403, Longboat Key, FL 34228

    MOTIVATED SELLER! Experience the ultimate in island living in the highly sought-after and prestigious Harbor Oaks community on Longboat Key. This one-story, 3-bedroom, 2.5-bath residence spans 2,219 sq. ft. and offers a host of desirable features—including a private pool, 2-car garage, and deeded beach access through the exclusive Bay Isles Beach Club.A new roof (2025) and fresh interior

    Sharon Morea EXIT KING REALTY

    2181 Harbourside Dr Unit 1403, Longboat Key, FL 34228
  • 3806 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit 111, 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
  • 4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    /2

    $375,000 Sold May 27, 2025

    • 1,325 Sq Ft
    • $283/SF
    • 125 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1975

    4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

    DRAMATIC PRICE IMPROVEMENT! THIS IS YOUR LUCKY DAY! SELLERS ARE MOTIVATED! A blank palette to create the home that you have always dreamed of awaits. Why spend $30,000 for deconstructing and removal down to the studs of an original Windward Bay Condominium, when the work has already been completed and ready for you? Location, Location, Location! Finished remodeled condos on the same floor have

    Debby McCaig COLDWELL BANKER REALTY

    4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    • 1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
      1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
      1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
      /31

      Est $998,284 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,503 Sq Ft

      1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

      1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
  • 564 Spanish Dr N, Longboat Key, FL 34228
    564 Spanish Dr N, Longboat Key, FL 34228
    564 Spanish Dr N, Longboat Key, FL 34228
    /34

    $385,000

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

    564 Spanish Dr N, Longboat Key, FL 34228

    Fantastic value! Fabulous lake view. This is an opportunity to purchase in this old Florida-style community of Spanish Main Yacht Club. A blank canvas ready for you. Customize this villa to reflect your style, taste and needs. The lovely neighborhood of Spanish Main welcomes you home with villa living at its best. This home has a large dining/great room combo that opens onto an expansive lanai

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    564 Spanish Dr N, Longboat Key, FL 34228
  • 4825 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228
    4825 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228
    4825 Gulf of Mexico Dr Unit 605, 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
  • 1581 Gulf of Mexico Dr Unit 407, Longboat Key, FL 34228
    1581 Gulf of Mexico Dr Unit 407, Longboat Key, FL 34228
    /2

    $2,970,000 Sold May 27, 2025

    • 1,721 Sq Ft
    • $1,726/SF
    • 181 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 2024

    1581 Gulf of Mexico Dr Unit 407, Longboat Key, FL 34228

    Incredible investment opportunity for the largest one-bedroom residence at The St. Regis Longboat Key. Seller will consider any and all offers. Enter from your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    1581 Gulf of Mexico Dr Unit 407, Longboat Key, FL 34228
    • 2600 Harbourside Dr Unit O-13 O-14, Longboat Key, FL 34228
      2600 Harbourside Dr Unit O-13 O-14, Longboat Key, FL 34228
      2600 Harbourside Dr Unit O-13 O-14, Longboat Key, FL 34228
      /20

      Not Listed For Sale

      2600 Harbourside Dr Unit O-13 O-14, Longboat Key, FL 34228

      2600 Harbourside Dr Unit O-13 O-14, Longboat Key, FL 34228
  • 4380 Exeter Dr Unit 204, Longboat Key, FL 34228
    4380 Exeter Dr Unit 204, Longboat Key, FL 34228
    4380 Exeter Dr Unit 204, Longboat Key, FL 34228
    /94

    $579,000

    • 2 Beds
    • 2 Baths
    • 992 Sq Ft

    4380 Exeter Dr Unit 204, Longboat Key, FL 34228

    Make your dreams come true with this beautiful waterfront condominium located at the popular Longboat Harbour resort! Enjoy gorgeous views of the water the moment you step in. This newly renovated 2BD/2BA second floor unit offers a roomy open floor plan with plenty of natural light, is being sold turnkey furnished. New Luxury Vinyl flooring and hurricane windows has been installed throughout. The

    Sandi Layfield MICHAEL SAUNDERS & COMPANY

    4380 Exeter Dr Unit 204, Longboat Key, FL 34228
  • 5393 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
    5393 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
    5393 Gulf of Mexico Dr Unit 208, 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
  • 3606 Fair Oaks Place, Longboat Key, FL 34228
    3606 Fair Oaks Place, Longboat Key, FL 34228
    /2

    $2,500,000 Sold May 23, 2025

    • 3,842 Sq Ft
    • $651/SF
    • 85 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2000

    3606 Fair Oaks Place, Longboat Key, FL 34228

    Roof replaced in August 2024. This property presents an exceptional opportunity to acquire a direct bayfront residence comprising of four bedrooms and a den, on a canal in the esteemed Queens Harbour area of Bay Isles. The home features a private pool and spa, as well as access to a community pool. Upon entering the residence, one is greeted by impressive 24-foot ceilings and expansive windows

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3606 Fair Oaks Place, Longboat Key, FL 34228
    • 3710 Gulf of Mexico Dr Unit D16, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit D16, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit D16, Longboat Key, FL 34228
      /19

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 554 Sq Ft

      3710 Gulf of Mexico Dr Unit D16, Longboat Key, FL 34228

      3710 Gulf of Mexico Dr Unit D16, Longboat Key, FL 34228
  • 571 Birdie Ln, Longboat Key, FL 34228
    571 Birdie Ln, Longboat Key, FL 34228
    571 Birdie Ln, Longboat Key, FL 34228
    /55

    $3,300,000

    • 3 Beds
    • 3 Baths
    • 2,626 Sq Ft

    571 Birdie Ln, Longboat Key, FL 34228

    Country Club Shores at its finest. Three homes in from the bay. Attention to detail has created a spectacular updated home, featuring a newer kitchen and appliances, porcelain tile in two bedrooms, newly refinished marble flooring in common areas and baths, custom light fixtures, doors, and trim, along with crown molding. The home is finished with updated high-impact windows and sliders. The

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    571 Birdie Ln, Longboat Key, FL 34228
  • 455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
    /28

    $8,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft
    • Condo for Rent

    455 Longboat Club Rd Unit 401, Longboat Key, FL 34228

    Welcome to Paradise! Beautiful 3 bedroom 3.5 baths, luxury split floor plan condo on LONGBOAT KEY. Behind the gates of Longboat Key Club, known for its privacy and yet close to St. Armand's Circle for dining, shopping, entertainment & cultural offerings of downtown Sarasota. Located on the south end of Longboat Key, this tastefully furnished 4th floor updated unit offers a partial view of the

    Deserea Hardy ROSSI & COMPANY INC

    455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
  • 773 Spanish Dr N Unit 34, Longboat Key, FL 34228
    773 Spanish Dr N Unit 34, Longboat Key, FL 34228
    /2

    $229,000 Sold May 22, 2025

    • 1,393 Sq Ft
    • $164/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1969

    773 Spanish Dr N Unit 34, Longboat Key, FL 34228

    2 bedroom, 2 bath villa ready for the new owner to put their own taste, choices and love to make this their own.  In the restoration/rebuild stage.

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    773 Spanish Dr N Unit 34, Longboat Key, FL 34228
    • 1075 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228
      1075 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228
      1075 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228
      /51

      Est $1,093,275 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,172 Sq Ft

      1075 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228

      1075 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228
  • 2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228
    2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228
    2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228
    /63

    $744,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228

    Sought-After Beachfront Living at The Islander Club – Resort-Style Luxury on Longboat Key. Welcome to this beautifully updated 2-bedroom, 2-bath condo in the prestigious Islander Club, one of Longboat Key’s most desirable beachfront communities. Located on the 6th floor, this spacious residence spans over 40 feet along the south/southeast side, offering breathtaking Gulf views from the primary

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228
  • 3240 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit 303, 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
  • 3580 Fair Oaks Ln, Longboat Key, FL 34228
    3580 Fair Oaks Ln, Longboat Key, FL 34228
    /2

    $2,900,000 Sold May 22, 2025

    • 4,167 Sq Ft
    • $696/SF
    • 75 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1998

    3580 Fair Oaks Ln, Longboat Key, FL 34228

    Courtyard residences in Queens Harbour are a rare find, and this impeccably recently updated five-bedroom waterfront home is move-in ready, offering a seamless blend of privacy, elegance, and coastal luxury. Designed for effortless indoor-outdoor living, the residence is centered around a lushly landscaped courtyard, where a newly resurfaced swimming pool, spa, and new paver deck create an

    Roger Pettingell COLDWELL BANKER REALTY

    3580 Fair Oaks Ln, Longboat Key, FL 34228
    • 4325 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
      4325 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
      4325 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
      /39

      Est $971,447 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,336 Sq Ft

      4325 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      4325 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
  • 2055 Gulf of Mexico Dr Unit G2108, Longboat Key, FL 34228
    2055 Gulf of Mexico Dr Unit G2108, Longboat Key, FL 34228
    2055 Gulf of Mexico Dr Unit G2108, Longboat Key, FL 34228
    /45

    $519,000

    • 2 Beds
    • 1 Bath
    • 933 Sq Ft

    2055 Gulf of Mexico Dr Unit G2108, Longboat Key, FL 34228

    NEW PRICE:This is a great opportunity to own a piece of paradise on beautiful Longboat Key in the community of Seaplace which is located on 42 acres of land right on the azure waters of the Gulf of Mexico. This beautifully updated 2bedroom/1bath condominium is coming furnished for your convenience. Newly installed hurricane impact slider in the living room and impact window in the primary bedroom

    Sandra Endres COLDWELL BANKER REALTY

    2055 Gulf of Mexico Dr Unit G2108, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 7C, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7C, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7C, Longboat Key, FL 34228
    /25

    $11,900 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; NOW AVAILABLE Jan - Mar 2026!!! Call now, won't last! From floor to ceiling – you’ll just love the magnificent views from every room plus the 85 inch TV 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

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    2425 Gulf of Mexico Dr Unit 7C, Longboat Key, FL 34228
  • 3310 Sabal Cove Ln, Longboat Key, FL 34228
    3310 Sabal Cove Ln, Longboat Key, FL 34228
    /2

    $2,200,000 Sold May 22, 2025

    • 4,465 Sq Ft
    • $493/SF
    • 112 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1991

    3310 Sabal Cove Ln, Longboat Key, FL 34228

    Embrace the resort lifestyle in the tranquil community of Sabal Cove, an exclusive collection of 38 custom single-family homes, nestled within the secure gates of Bay Isles on South Longboat Key. This is a rare opportunity to own a four-bedroom home that sustained no hurricane damage with a gorgeous backdrop on the 2nd hole of the Blue Harbourside Golf Course of the Longboat Key Club. The

    Beverly St Hilaire MICHAEL SAUNDERS & COMPANY

    3310 Sabal Cove Ln, Longboat Key, FL 34228
    • 4325 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
      4325 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
      4325 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
      /33

      Est $882,383 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,336 Sq Ft

      4325 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

      4325 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
  • 3010 Grand Bay Blvd Unit 472, Longboat Key, FL 34228
    3010 Grand Bay Blvd Unit 472, Longboat Key, FL 34228
    3010 Grand Bay Blvd Unit 472, Longboat Key, FL 34228
    /29

    $1,725,000

    • 3 Beds
    • 2.5 Baths
    • 2,143 Sq Ft

    3010 Grand Bay Blvd Unit 472, Longboat Key, FL 34228

    Your semi-private elevator provides access to the beautiful 7th floor condo with sweeping wide water views of Sarasota Bay and the Gulf of Mexico. At night, the views of the lights of downtown Sarasota and the Ringling Bridge are nothing short of spectacular. Floor to ceiling windows and wrap around terraces provide unparalleled views of the sunrise and sunset over the bay and gulf. The

    Steven Koleno BEYCOME OF FLORIDA LLC

    3010 Grand Bay Blvd Unit 472, Longboat Key, FL 34228
  • 3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
    3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
    3235 Gulf of Mexico Dr Unit 302, 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
  • 2525 Gulf of Mexico Dr Unit 5A, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 5A, Longboat Key, FL 34228
    /2

    $1,400,000 Sold May 20, 2025

    • 1,460 Sq Ft
    • $959/SF
    • 16 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    2525 Gulf of Mexico Dr Unit 5A, Longboat Key, FL 34228

    Experience breathtaking, direct Gulf views from this beautifully appointed two-bedroom, two-bathroom condominium. Situated in a pet-friendly building, this residence boasts an expansive feel, with floor-to-ceiling windows that flood the space with natural light and maximize the spectacular scenery. Enjoy the convenience of easy access to shopping, along with a protected turn into the condominium

    Susan Fox MICHAEL SAUNDERS & COMPANY

    2525 Gulf of Mexico Dr Unit 5A, Longboat Key, FL 34228
    • 2020 Harbourside Dr Unit 54/455, Longboat Key, FL 34228
      2020 Harbourside Dr Unit 54/455, Longboat Key, FL 34228
      2020 Harbourside Dr Unit 54/455, Longboat Key, FL 34228
      /45

      Est $1,496,089 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
  • 2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
    /47

    $1,999,000

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228

    BREATHTAKING WATER VIEWS FROM EVERY ROOM! Enjoy nightly sunsets from your private balcony in this beautifully updated 14th-floor condominium. This highly sought-after two-bedroom, two-bath split floorplan offers the perfect blend of privacy and open living. Each bedroom is positioned on opposite sides of the unit, creating an ideal layout for guests or remote work. Recent upgrades include

    Andrey markov ANMARK REALTY LLC

    2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
  • 2109 Gulf of Mexico Dr Unit 1402, Longboat Key, FL 34228
    2109 Gulf of Mexico Dr Unit 1402, Longboat Key, FL 34228
    2109 Gulf of Mexico Dr Unit 1402, 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
  • 2800 Harbourside Dr Unit E-15, Longboat Key, FL 34228
    2800 Harbourside Dr Unit E-15, Longboat Key, FL 34228
    /2

    $275,000 Sold May 20, 2025

    • 382 Days On Market

    2800 Harbourside Dr Unit E-15, Longboat Key, FL 34228

    Nice 63 x 20 Boat Slip at Longboat Key Moorings Marina for sale right now in the marina! LBK Club membership is optional. 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, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops),

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit E-15, Longboat Key, FL 34228
    • 3710 Gulf of Mexico Dr Unit G27, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit G27, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit G27, 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
  • 630 de Narvaez Dr, Longboat Key, FL 34228
    630 de Narvaez Dr, Longboat Key, FL 34228
    630 de Narvaez Dr, Longboat Key, FL 34228
    /94

    $11,900,000

    • 5 Beds
    • 5.5 Baths
    • 4,591 Sq Ft

    630 de Narvaez Dr, Longboat Key, FL 34228

    This stunning Bayfront estate delivers over 680 feet of pristine Bayfront waterfront on nearly an acre and a half of prime point property. True Longboat Key gold. Special features of this home include five bedrooms, five full bathrooms, hardwood floors, sky-high ceilings plus walls of glass. The home opens to multiple covered terraces built for soaking in endless Bay views and the best of Florida

    Reid Murphy DEVELOPERS REALTY LBK, INC

    630 de Narvaez Dr, Longboat Key, FL 34228
  • 1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    /32

    $11,400 per month

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • Condo for Rent

    1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

    Seasonal. Not available Jan - April 2025. Amazing sunsets from this fabulous 5th floor, direct Gulf beach front, 2 BD, 2 BA condo. Meticulously maintained, this condo has everything you need for a care-free beach vacation! Master suite features king size bed, private bath with Gulf view. Guest room offers twin sleeping arrangements with private entrance to bath. For your comfort, there's flat

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
  • 1560 Harbor Sound Dr Unit 1, Longboat Key, FL 34228
    1560 Harbor Sound Dr Unit 1, Longboat Key, FL 34228
    /2

    $3,000,000 Sold May 19, 2025

    • 4,213 Sq Ft
    • $712/SF
    • 80 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 1991

    1560 Harbor Sound Dr Unit 1, Longboat Key, FL 34228

    This impeccably updated waterfront residence in the prestigious Bay Isles Harbor neighborhood offers a seamless blend of luxury and coastal charm. Located behind the secure, 24-hour manned gates of Bay Isles, this home has been meticulously enhanced with thoughtful renovations inside and out. Recent improvements include lush new landscaping (2024), impact windows (2018), a renovated family room,

    Roger Pettingell COLDWELL BANKER REALTY

    1560 Harbor Sound Dr Unit 1, Longboat Key, FL 34228
    • 3808 Gulf of Mexico Dr Unit E101, Longboat Key, FL 34228
      3808 Gulf of Mexico Dr Unit E101, Longboat Key, FL 34228
      3808 Gulf of Mexico Dr Unit E101, Longboat Key, FL 34228
      /55

      Est $407,076 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
  • 730 Spanish Dr S Unit 99, Longboat Key, FL 34228
    730 Spanish Dr S Unit 99, Longboat Key, FL 34228
    730 Spanish Dr S Unit 99, Longboat Key, FL 34228
    /16

    $399,500

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228

    Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price. This 2 bedroom, 2 bathroom villa is being renovated to code after Hurricane Helene and the attractive price reflects that it will not be ready to inhabit until estimated mid-summer 2025. Once you move in, you will enjoy Spanish Main's low-maintenance Longboat Key lifestyle with many restaurants

    Bill Anderson MICHAEL SAUNDERS & COMPANY

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228
  • 2319 Harbour Oaks Dr, Longboat Key, FL 34228
    2319 Harbour Oaks Dr, Longboat Key, FL 34228
    2319 Harbour Oaks Dr, Longboat Key, FL 34228
    /25

    $12,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,532 Sq Ft
    • House for Rent

    2319 Harbour Oaks Dr, Longboat Key, FL 34228

    SEASONAL: All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort-style living positioned behind the guarded Harbourside gates of Bay Isles. This updated 3 bedroom, 2 1/2 bath home overlooks the Longboat Key Club golf course! With over 2,500 sq. feet of living space, pool, private Beach Club access and sought after Southern Longboat address this is the

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    2319 Harbour Oaks Dr, Longboat Key, FL 34228
  • 1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    /2

    $690,000 Sold May 19, 2025

    • 1,409 Sq Ft
    • $490/SF
    • 88 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228

    NOW the lowest priced condominium behind the gates of the Longboat Key Club & Resort on the gulf side, on the beach, and all future assessments that have been levied by the Association have been paid in FULL by this unit owner. This two-bedroom, two bathroom unit in Privateer South has 1,409 square feet and unobstructed angle gulf views from the side balcony on the northeast corner of the

    Andrew Vac RE/MAX ALLIANCE GROUP

    1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    • 3320 Gulf of Mexico Dr Unit 203-C, Longboat Key, FL 34228
      3320 Gulf of Mexico Dr Unit 203-C, Longboat Key, FL 34228
      3320 Gulf of Mexico Dr Unit 203-C, Longboat Key, FL 34228
      /44

      Est $482,704 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

Showing Results 481 - 520, Page 13 of 18

Florida Manatee County Longboat Key

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