11,581

Longboat Key, FL Homes

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  • 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
  • 2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228
    2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228
    2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228
    /63

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,463 Sq Ft
    • Condo for Rent

    2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228

    ***NEW VACATION RENTAL LISTING** * Booked Dec1st-March 31st 2026. Welcome to your amazing beachfront Longboat Key at Sunset Beach vacation. Sunset Beach is a 3 building complex located directly on Gulf of Mexico and it's powdery sandy beach and perfect sunset views. Guests will find a large gulf front pool, spa, community room for social gatherings, fire pit and BBQ grill. You are welcome to

    Jennifer LeBlanc PRECISE REALTY CORP

    2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228
  • 1930 Harbourside Dr Unit 136, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 136, Longboat Key, FL 34228
    /2

    $605,000 Sold Dec 30, 2025

    1930 Harbourside Dr Unit 136, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft
    • Built 1982

    Last Sold Summary

    • 11% Below List Price
    • $476/SF
    • 16 Days On Market

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    1930 Harbourside Dr Unit 136, Longboat Key, FL 34228
    • 5265 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
      5265 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
      5265 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
      /54

      Est $808,709 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,453 Sq Ft

      5265 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      5265 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 7D, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7D, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7D, Longboat Key, FL 34228
    /59

    $1,599,000 Pending

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

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

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Seize your opportunity to claim a slice of paradise at the exclusive Sea Gate Club on historic Longboat Key! Step into unit #7D, where breathtaking, unobstructed views of the Gulf and beach extend as far as the eye can see. This sought-after two-bedroom, two-bath split floor plan perfectly balances privacy

    Matt Bohanon HOUSE MATCH

    2425 Gulf of Mexico Dr Unit 7D, Longboat Key, FL 34228
  • 4325 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
    /40

    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 1,411 Sq Ft
    • Condo for Rent

    4325 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

    Longboat Key vacation rental, rarely available Tiffany Plaza direct Gulf Front condo with amazing views! As you enter your gaze will be drawn to the turquoise waters of the Gulf of Mexico and the serene beach frontage. This lovely home offers 2 beds & 2 baths, plus a bonus office space with a twin Murphy bed! The kitchen and the baths have been updated, the primary bedroom offers a King bed, walk

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4325 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
  • 812 Spanish Dr S Unit 89, Longboat Key, FL 34228
    812 Spanish Dr S Unit 89, Longboat Key, FL 34228
    /2

    $252,000 Sold Apr 17, 2025

    812 Spanish Dr S Unit 89, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,327 Sq Ft
    • Built 1969

    Last Sold Summary

    • 23% Below List Price
    • $190/SF
    • 120 Days On Market

    Current Estimated Value $311,416

    Last Listing Agent Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    812 Spanish Dr S Unit 89, Longboat Key, FL 34228
    • 3330 Gulf of Mexico Dr Unit 106-D, Longboat Key, FL 34228
      3330 Gulf of Mexico Dr Unit 106-D, Longboat Key, FL 34228
      3330 Gulf of Mexico Dr Unit 106-D, Longboat Key, FL 34228
      /35

      Est $543,568 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,106 Sq Ft

      3330 Gulf of Mexico Dr Unit 106-D, Longboat Key, FL 34228

      3330 Gulf of Mexico Dr Unit 106-D, Longboat Key, FL 34228
  • 775 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    775 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    775 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    /53

    $1,399,000

    • 2 Beds
    • 2 Baths
    • 1,602 Sq Ft

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

    Live in this third floor Beaches of Longboat Key condo and enjoy a living maintenance free lifestyle. Located on the southern end of Longboat Key behind the gates of the Longboat Key Club, this spacious two bedroom two bath condo in the unique 04 stack has magnificent full Golf course views from every room. This lovely residence has hurricane code sliding glass doors that open to the expansive

    Reid Murphy DEVELOPERS REALTY LBK, INC

    775 Longboat Club Rd Unit 304, Longboat Key, FL 34228
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /53

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft
    • Condo for Rent

    Unlisted Address

    SEAPLACE on LONGBOAT KEY. Relax and spend your winter days at this tropical seaside paradise. This pretty two bedroom condominium is well appointed with a king size bed in the primary suite. Primary bathroom has a walk in shower. SEAPLACE has all the amenities. to enjoy your stay: Two swimming pools, tennis courts, fitness center, clubhouse, and the most amazing beach on LBK. Just minutes to ST

    Jane Hunter JENNETTE PROPERTIES INC

    Unlisted Address
  • 2301 Gulf of Mexico Dr Unit 52, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 52, Longboat Key, FL 34228
    /2

    $1,400,000 Sold Aug 25, 2025

    2301 Gulf of Mexico Dr Unit 52, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft
    • Built 1970

    Last Sold Summary

    • 15% Below List Price
    • $1,134/SF
    • 149 Days On Market

    Current Estimated Value $1,313,145

    Last Listing Agent Doug Parks MICHAEL SAUNDERS & COMPANY

    2301 Gulf of Mexico Dr Unit 52, Longboat Key, FL 34228
    • 4765 Gulf of Mexico Dr Unit C301, Longboat Key, FL 34228
      4765 Gulf of Mexico Dr Unit C301, Longboat Key, FL 34228
      4765 Gulf of Mexico Dr Unit C301, Longboat Key, FL 34228
      /45

      Est $4,579,862 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,640 Sq Ft

      4765 Gulf of Mexico Dr Unit C301, Longboat Key, FL 34228

      4765 Gulf of Mexico Dr Unit C301, Longboat Key, FL 34228
  • 2039 Gulf of Mexico Dr Unit G3108, Longboat Key, FL 34228
    2039 Gulf of Mexico Dr Unit G3108, Longboat Key, FL 34228
    2039 Gulf of Mexico Dr Unit G3108, Longboat Key, FL 34228
    /70

    $569,000

    • 2 Beds
    • 2 Baths
    • 933 Sq Ft

    2039 Gulf of Mexico Dr Unit G3108, Longboat Key, FL 34228

    Experience the best of coastal living in this beautifully updated ground-floor two-bedroom, two-bath residence located in Seaplace’s desirable G-3 building, offering a west-facing exposure with views of the Gulf of Mexico. Thoughtfully renovated, this condo features impact-rated sliding glass doors and hurricane shutters, providing both comfort and peace of mind. The inviting floor plan is ideal

    Michael Renick MANGROVE REALTY ASSOCIATES

    2039 Gulf of Mexico Dr Unit G3108, Longboat Key, FL 34228
  • 3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    /47

    $4,800 per month

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

    3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

    VACATION RENTAL!!! AVAILABLE JAN - MARCH 2026! Spacious 6th floor condo awaits your arrival! This lovely 2 Bedroom, 2 Bath condo is inviting and warm and features an updated kitchen with granite counter tops and appliances. Stunning views await you from most rooms! This bright and airy unit provides views of Buttonwood Bayou and Sarasota Bay whether you're sitting inside or relaxing on your

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
  • 4 Winslow Place, Longboat Key, FL 34228
    4 Winslow Place, Longboat Key, FL 34228
    /2

    $2,000,000 Sold Oct 15, 2025

    4 Winslow Place, Longboat Key, FL 34228

    • 4 Beds
    • 3 Baths
    • 3,288 Sq Ft
    • Built 1963

    Last Sold Summary

    • $608/SF
    • 0 Days On Market

    Current Estimated Value $1,938,687

    Last Listing Agent Kaisen Mitchell COLDWELL BANKER REALTY

    4 Winslow Place, Longboat Key, FL 34228
    • 3806 Gulf of Mexico Dr Unit C308, Longboat Key, FL 34228
      3806 Gulf of Mexico Dr Unit C308, Longboat Key, FL 34228
      3806 Gulf of Mexico Dr Unit C308, Longboat Key, FL 34228
      /37

      Est $291,850 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 712 Sq Ft

      3806 Gulf of Mexico Dr Unit C308, Longboat Key, FL 34228

      3806 Gulf of Mexico Dr Unit C308, Longboat Key, FL 34228
  • 2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228
    2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228
    /59

    $1,799,000

    • 2 Beds
    • 2 Baths
    • 1,468 Sq Ft

    2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228

    Incredible Sunset AND Sunrise views from this fully updated, highly desirable, 8th floor residence at Islands West. From the moment you enter, the blue-green waters of the Gulf of Mexico take center stage through floor to ceiling storm rated windows and sliders and the full bay view can be seen as well! The light filled open plan was completely remodeled in 2020 and features a fully updated

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    2525 Gulf of Mexico Dr Unit 8D, Longboat Key, FL 34228
  • 2369 Harbour Oaks Dr, Longboat Key, FL 34228
    2369 Harbour Oaks Dr, Longboat Key, FL 34228
    2369 Harbour Oaks Dr, Longboat Key, FL 34228
    /100

    $8,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,424 Sq Ft
    • House for Rent

    2369 Harbour Oaks Dr, Longboat Key, FL 34228

    LIVE THE LIFE ON LONGBOAT KEY...in this three bedroom, two-and-a-half bathroom villa in the BAY ISLES gated community. Open floor plan, with vaulted ceilings, hardwood floors throughout. Private screened in pool with a view of the golf course and evening sunsets with plenty of space for entertaining. Kitchen is equipped with everything a cook would need including a separate wet bar with a

    Teresa Ribaudo JENNETTE PROPERTIES INC

    2369 Harbour Oaks Dr, Longboat Key, FL 34228
  • 845 Longboat Club Rd, Longboat Key, FL 34228
    845 Longboat Club Rd, Longboat Key, FL 34228
    /2

    $30,300,000 Sold Jul 31, 2025

    845 Longboat Club Rd, Longboat Key, FL 34228

    • 6 Beds
    • 8 Baths
    • 19,300 Sq Ft
    • Built 2005

    Last Sold Summary

    • 13% Below List Price
    • $1,570/SF
    • 25 Days On Market

    Current Estimated Value $17,133,064

    Last Listing Agent Rich Polese COMPASS FLORIDA LLC

    845 Longboat Club Rd, Longboat Key, FL 34228
    • 2800 Harbourside Dr Unit D-13, Longboat Key, FL 34228
      2800 Harbourside Dr Unit D-13, Longboat Key, FL 34228
      2800 Harbourside Dr Unit D-13, Longboat Key, FL 34228
      /19

      Est $322,902 Not Listed For Sale

      • Studio
      • 1,820 Sq Ft

      2800 Harbourside Dr Unit D-13, Longboat Key, FL 34228

      2800 Harbourside Dr Unit D-13, Longboat Key, FL 34228
  • 6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228
    6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228
    6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228
    /74

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,441 Sq Ft

    6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Beautiful Water Views...EXTREMELY SOUGHT AFTER END UNIT WITH AMAZING Bishops Bayou VIEW IN THIS NEWELY REMODELED WHITNEY BEACH 2/2 CONDO. If you were to pick and choose the best units in this community, surely unit 154 would be on the top of your list, due to its water views and privacy. The water views will often award you close up glimpses at the

    Amy Jones COASTAL KEY REALTY LLC

    6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228
  • 1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228
    /31

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft
    • Condo for Rent

    1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228

    AVAILABLE OFF SEASON RENTAL JULY 1, 2025 THROUGH NOVEMBER 30, 2025 AT $5000 A MONTH AND SEASONAL JANUARY 2026 THROUGH APRIL 30, 2026 through MAY 30, 2026 Located the furthest South Behind The Gates of Longboat Key Club. Privateer North Complex located o Gulf of Mexico. Only a few steps to the beach. This 2 bedroom 2 bath residence has everything you need. Beautiful full Bay from this 8th floor

    Marni Hayden CHROME REALTY LLC

    1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228
  • 2110 Harbourside Dr Unit 522, Longboat Key, FL 34228
    2110 Harbourside Dr Unit 522, Longboat Key, FL 34228
    /2

    $715,000 Sold Dec 18, 2025

    2110 Harbourside Dr Unit 522, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 2,039 Sq Ft
    • Built 1988

    Last Sold Summary

    • 25% Below List Price
    • $351/SF
    • 302 Days On Market

    Last Listing Agent Andrew Vac RE/MAX ALLIANCE GROUP

    2110 Harbourside Dr Unit 522, Longboat Key, FL 34228
    • 3810 Gulf of Mexico Dr Unit F102, Longboat Key, FL 34228
      3810 Gulf of Mexico Dr Unit F102, Longboat Key, FL 34228
      3810 Gulf of Mexico Dr Unit F102, Longboat Key, FL 34228
      /79

      Est $351,287 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 976 Sq Ft

      3810 Gulf of Mexico Dr Unit F102, Longboat Key, FL 34228

      3810 Gulf of Mexico Dr Unit F102, Longboat Key, FL 34228
  • 1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
    /60

    $3,595,000

    • 3 Beds
    • 4.5 Baths
    • 3,273 Sq Ft

    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228

    Welcome to an extraordinary corner residence at The Water Club where timeless elegance meets effortless coastal living on Longboat Key. Offering 3,275 square feet of beautifully designed interior space, this 3-bedroom, 4.5-bath condominium captures sweeping unobstructed expansive views of the Gulf of Mexico, glowing sunsets, Sarasota Bay, and the city skyline from nearly every room.

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
  • 1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228
    /24

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • Condo for Rent

    1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228

    Available 07/15/2025 through 12/30/2025. LEASED SEASON JAN, 2026 THROUGH MARCH, 2026. This residence is gulf and bay views through your hurricane sliding doors and a view from every room. Pristine sandy beaches from a luxurious direct front gulf complex. Located in the gated Longboat Key club and Resort. A spacious 2 bedroom, 2 bathroom unit turn-key furnished. Both bedrooms have private lanais,

    Marni Hayden CHROME REALTY LLC

    1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228
  • 4241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
    4241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
    /2

    $1,550,000 Sold Feb 24, 2025

    4241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

    • 3 Beds
    • 2.5 Baths
    • 1,660 Sq Ft
    • Built 1980

    Last Sold Summary

    • 7% Below List Price
    • $934/SF
    • 51 Days On Market

    Current Estimated Value $1,400,352

    Last Listing Agent Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
    • 781 Saint Judes Dr N Unit B, Longboat Key, FL 34228
      781 Saint Judes Dr N Unit B, Longboat Key, FL 34228
      781 Saint Judes Dr N Unit B, Longboat Key, FL 34228
      /42

      Est $406,881 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 882 Sq Ft

      781 Saint Judes Dr N Unit B, Longboat Key, FL 34228

      781 Saint Judes Dr N Unit B, Longboat Key, FL 34228
  • 618 Bayport Way Unit 618, Longboat Key, FL 34228
    618 Bayport Way Unit 618, Longboat Key, FL 34228
    618 Bayport Way Unit 618, Longboat Key, FL 34228
    /30

    $539,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    618 Bayport Way Unit 618, Longboat Key, FL 34228

    Secure your piece of paradise and a proven income stream with this fully furnished, turnkey 2-bedroom, 2-bath second-floor condominium featuring several select owner updates. Located on highly desirable Longboat Key, this property is an exceptional opportunity for investors seeking a profitable rental business or as a second home that generates income. This bright, modern, and welcoming condo has

    Alzira Meierling KELLER WILLIAMS ON THE WATER S

    618 Bayport Way Unit 618, Longboat Key, FL 34228
  • 1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
    1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
    1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
    /42

    $10,000 per month

    • 3 Beds
    • 3 Baths
    • 2,698 Sq Ft
    • Condo for Rent

    1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228

    LONGBOAT KEY'S SEAPLACE Enjoy the tropical sea breezes and the magical Water Views from this custom designed THREE BEDROOM spacious corner unit. Beautiful wrap around Lanai terraces with panoramic scenery of the GULF OF MEXICO. Primary Suite-King Bed, Bedroom #2 Suite-King Bed, Bedroom #3- two twin beds. Seaplace is located close to shopping and restaurants and just minutes to ST Armand's Circle

    Jane Hunter JENNETTE PROPERTIES INC

    1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
  • 2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
    /2

    $1,550,000 Sold Aug 18, 2025

    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228

    • 3 Beds
    • 2.5 Baths
    • 3,080 Sq Ft
    • Built 1990

    Last Sold Summary

    • 11% Below List Price
    • $503/SF
    • 68 Days On Market

    Current Estimated Value $1,508,782

    Last Listing Agent Linda Weber COLDWELL BANKER REALTY

    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
    • 1145 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
      1145 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
      1145 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
      /53

      Est $1,700,153 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft

      1145 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

      1145 Gulf of Mexico Dr Unit 505, 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
    /29

    $379,500

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

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

    Some photo's have been virtually staged. Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price for Longboat Key. This spacious, open concept, 2-bedroom, 2-bathroom villa has been renovated to FEMA regulations and rebuild specifications after Hurricane Helene. It is now ready for occupancy." Once you move in, you will enjoy Spanish Main's

    Adrienne Scott MICHAEL SAUNDERS & COMPANY

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228
  • 500 Schooner Ln, Longboat Key, FL 34228
    500 Schooner Ln, Longboat Key, FL 34228
    500 Schooner Ln, Longboat Key, FL 34228
    /75

    $11,550 per month

    • 2 Beds
    • 2 Baths
    • 1,657 Sq Ft
    • House for Rent

    500 Schooner Ln, Longboat Key, FL 34228

    Booked May 1st- June 16th, July13th-July 27th, Nov 14th-rest of 2025. Booked January, May, October, and Dec 2026 through February 2027, Must be a one month minimum stay during seasonal months and 2 week minimum stay out of season. Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Every detail was

    Jennifer LeBlanc PRECISE REALTY CORP

    500 Schooner Ln, Longboat Key, FL 34228
  • 4700 Gulf of Mexico Dr Unit PH6, Longboat Key, FL 34228
    4700 Gulf of Mexico Dr Unit PH6, Longboat Key, FL 34228
    /2

    $784,950 Sold Feb 17, 2025

    4700 Gulf of Mexico Dr Unit PH6, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,523 Sq Ft
    • Built 1975

    Last Sold Summary

    • 8% Below List Price
    • $515/SF
    • 294 Days On Market

    Current Estimated Value $715,141

    Last Listing Agent Debby McCaig COLDWELL BANKER REALTY

    4700 Gulf of Mexico Dr Unit PH6, Longboat Key, FL 34228
    • 4401 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
      4401 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
      4401 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
      /27

      Est $958,057 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,314 Sq Ft

      4401 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

      4401 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit P-07, Longboat Key, FL 34228
    2600 Harbourside Dr Unit P-07, Longboat Key, FL 34228
    2600 Harbourside Dr Unit P-07, Longboat Key, FL 34228
    /19

    $225,000

    2600 Harbourside Dr Unit P-07, Longboat Key, FL 34228

    Quick access to dock you boat! Located just inside the marina on the east side. This 48 x 20 foot slip at Longboat Key Club Moorings is located on the north side of P-dock. Club membership is not required. 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, a Mediterranean style

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit P-07, 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
    /55

    $11,950 per month

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

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

    Escape to the beauty of Southern Longboat Key with this stunning direct Gulf front vacation rental. From the moment you step into this fourteen-floor residence at Sea Gate, you will be captivated by the breathtaking views from every room.Relax on the lanai with new glass railings and enjoy your morning coffee while you plan your daily adventures. This beautifully renovated two-bedroom,

    Andrey markov ANMARK REALTY LLC

    2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
  • 3465 Winding Oaks Dr Unit 33, Longboat Key, FL 34228
    3465 Winding Oaks Dr Unit 33, Longboat Key, FL 34228
    /2

    $900,000 Sold Nov 14, 2025

    3465 Winding Oaks Dr Unit 33, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 2,608 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Above List Price
    • $345/SF
    • 2 Days On Market

    Last Listing Agent Julie Klick MICHAEL SAUNDERS & COMPANY

    3465 Winding Oaks Dr Unit 33, Longboat Key, FL 34228
    • 4760 Gulf of Mexico Dr Unit Villa 7, Longboat Key, FL 34228
      4760 Gulf of Mexico Dr Unit Villa 7, Longboat Key, FL 34228
      4760 Gulf of Mexico Dr Unit Villa 7, Longboat Key, FL 34228
      /69

      Est $563,809 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 912 Sq Ft

      4760 Gulf of Mexico Dr Unit Villa 7, Longboat Key, FL 34228

      4760 Gulf of Mexico Dr Unit Villa 7, Longboat Key, FL 34228

Showing Results 401 - 440, Page 11 of 18

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