11,341

Longboat Key, FL Homes

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  • 843 Bayport Way, Longboat Key, FL 34228
    843 Bayport Way, Longboat Key, FL 34228
    843 Bayport Way, Longboat Key, FL 34228
    /24

    $670,000

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

    843 Bayport Way, Longboat Key, FL 34228

    This exceptionally clean and well maintained 2-bedroom, 2-bath residence in Bayport Beach and Tennis Club is ideally positioned as a bright and private second-floor end unit with no neighbors above, and is filled with natural light. Kitchen, dining, living room open design with split bedrooms for privacy. The primary suite features a walk-in closet and a dedicated office niche—perfect for today’s

    Camilo Perez HOME SOLD REALTY LLC

    843 Bayport Way, Longboat Key, FL 34228
  • 1000 Longboat Club Rd, Longboat Key, FL 34228
    1000 Longboat Club Rd, Longboat Key, FL 34228
    1000 Longboat Club Rd, Longboat Key, FL 34228
    /51

    $4,000 Per Month

    • 1 Bed
    • 1 Bath
    • 1,080 Sq Ft
    • SEASONAL SHORT-TERM 1-BED 1 BATH CONDO ON LONGBOAT KEY. BEACH ACCESS

    1000 Longboat Club Rd, Longboat Key, FL 34228

    Seasonal Rental – Beachfront Living at The Privateer on Longboat Key / Escape the cold and enjoy a relaxing winter retreat in this beautifully maintained 1-bedroom, 1-bathroom condo located on the 4th floor of the highly sought-after The Privateer on Longboat Key. This inviting residence offers a bright and open layout, a well-equipped kitchen, and a comfortable, spacious bedroom designed for

    1000 Longboat Club Rd, Longboat Key, FL 34228
  • 3543 Mistletoe Ln, Longboat Key, FL 34228
    3543 Mistletoe Ln, Longboat Key, FL 34228
    /2

    $1,000,000

    Sold Feb 26, 2026

    3543 Mistletoe Ln, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 3,239 Sq Ft
    • Built 1991

    Last Sold Summary

    • 33% Below List Price
    • $309/SF
    • 89 Days On Market

    Current Estimated Value $1,087,978

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    3543 Mistletoe Ln, Longboat Key, FL 34228
    • 83 Main Street Dr, Longboat Key, FL 34228
      83 Main Street Dr, Longboat Key, FL 34228
      /2

      Not Listed For Sale

      83 Main Street Dr, Longboat Key, FL 34228

      • 2 Beds
      • 1.5 Baths
      • 935 Sq Ft
      • Built 1965
      83 Main Street Dr, Longboat Key, FL 34228

      Last Sold Summary

      • 150 Days On Market

      Last Listing Agent Erica Smentowski KELLER WILLIAMS ON THE WATER S

  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /68

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    Unlisted Address

    One or more photo(s) has been virtually staged. Some photos virttually staged. SELLER FINANCING AVAILABLE This gorgeous two-bedroom, two-bath Spanish Main standalone villa is a must-see! The fully complete custom remodel has been beautifully and tastefully appointed with meticulous craftsmanship. So many upgrades. Starting with the neutral tile plank flooring that runs throughout the villa,

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    Unlisted Address
  • 1125 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    1125 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    1125 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    /51

    $11,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,642 Sq Ft
    • Condo for Rent

    1125 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

    Rented February and March 2026. New beautiful renovated kitchen with quartz countertops. SEASONAL or ANNUAL Call for Annual rate. BEACHPLACE is one of Longboat Key's most popular vacation rental resorts on the Island. The condo views from this unit look onto the Gulf of Mexico and the well manicured grounds of the community. Relax on the lanai and take in the beautiful gulf views at sunset. The

    Margaret Young JENNETTE PROPERTIES, INC.

    1125 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
  • 4390 Exeter Dr Unit 104, Longboat Key, FL 34228
    4390 Exeter Dr Unit 104, Longboat Key, FL 34228
    /2

    $357,000

    Sold Dec 19, 2025

    4390 Exeter Dr Unit 104, Longboat Key, FL 34228

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Below List Price
    • $427/SF
    • 22 Days On Market

    Current Estimated Value $357,580

    Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4390 Exeter Dr Unit 104, Longboat Key, FL 34228
    • 2800 Harbourside Dr Unit M-07, Longboat Key, FL 34228
      2800 Harbourside Dr Unit M-07, Longboat Key, FL 34228
      /2

      Est $166,115

      Not Listed For Sale

      2800 Harbourside Dr Unit M-07, Longboat Key, FL 34228

      • Studio
      • Built 1985
      2800 Harbourside Dr Unit M-07, Longboat Key, FL 34228

      Last Sold Summary

      • 196 Days On Market

      Last Listing Agent Jennifer Wilson LBRE LLC

  • 2039 Gulf of Mexico Dr Unit G3207, Longboat Key, FL 34228
    2039 Gulf of Mexico Dr Unit G3207, Longboat Key, FL 34228
    2039 Gulf of Mexico Dr Unit G3207, Longboat Key, FL 34228
    /43

    $550,000

    $135K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    2039 Gulf of Mexico Dr Unit G3207, Longboat Key, FL 34228

    THIS IS THE LARGEST 2 BEDROOM 2 BATH FLOOR PLAN IN SEAPLACE! Located on the second floor (elevator access on the north end) of the G3 building, this home is move in ready! The previous den has been enclosed for a proper bedroom and updated! The primary bedroom and bathroom have both been updated. Updated lighting, updated baseboards, crown molding, no popcorn ceilings, no carpet, new hurricane

    Diane Fogo Harter MICHAEL SAUNDERS & COMPANY

    2039 Gulf of Mexico Dr Unit G3207, 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
    /68

    $5,700 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 2027! 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
  • 5581 Gulf of Mexico Dr, Longboat Key, FL 34228
    5581 Gulf of Mexico Dr, Longboat Key, FL 34228
    /2

    $14,000,000

    Sold Apr 30, 2026

    5581 Gulf of Mexico Dr, Longboat Key, FL 34228

    • 10 Beds
    • 22 Baths
    • 8,529 Sq Ft
    • Built 1952

    Last Sold Summary

    • 7% Below List Price
    • $1,641/SF
    • 0 Days On Market

    Current Estimated Value $8,101,005

    Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

    5581 Gulf of Mexico Dr, 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

      Est $2,894,559

      Not Listed For Sale

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

      • 1 Bed
      • 2 Baths
      • 1,721 Sq Ft
      • Built 2024
      1581 Gulf of Mexico Dr Unit 407, Longboat Key, FL 34228

      Last Sold Summary

      • 181 Days On Market

      Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  • 5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    /60

    $7,495,000

    $755K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,630 Sq Ft

    5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228

    Designed by award-winning architect, John Cooney, and built by Sarasota’s premier coastal homebuilder, Perrone Construction, this mid-Key classic is simply among Longboat Key’s finest homes.Walk in to this fully furnished home which is steps from the beach and with expansive Gulf and Bay views, this masterpiece offers more than 4300 square feet of refined interiors on the main living floors

    Reid Murphy DEVELOPERS REALTY LBK, INC

    5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
    /37

    $14,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • Condo for Rent

    1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228

    Gulf Front Longboat Key Seasonal Rental! Located at the luxurious Promenade on Longboat Key, this sleek and modern 4th floor condo offers stunning gulf views, has two bedrooms, two baths, and is a true split plan. You will love the updated kitchen, with stainless appliances, granite counters, and sparkling tile backsplash. The living and dining areas have wood flooring, a nice contrast to the

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
  • 620 Spanish Dr N, Longboat Key, FL 34228
    620 Spanish Dr N, Longboat Key, FL 34228
    /2

    $320,000

    Sold May 29, 2026

    620 Spanish Dr N, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft
    • Built 1967

    Last Sold Summary

    • 19% Below List Price
    • $236/SF
    • 134 Days On Market

    Current Estimated Value $349,328

    Last Listing Agent Adrienne Scott MICHAEL SAUNDERS & COMPANY

    620 Spanish Dr N, Longboat Key, FL 34228
    • 2721 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228
      2721 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228
      /2

      Not Listed For Sale

      2721 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 884 Sq Ft
      • Built 1970
      2721 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Cody Craig EXIT KING REALTY

  • 530 Jessmyth Dr, Longboat Key, FL 34228
    530 Jessmyth Dr, Longboat Key, FL 34228
    530 Jessmyth Dr, Longboat Key, FL 34228
    /37

    $5,985,000

    • Land
    • 12,196 Sq Ft
    • $21,375,000 per Acre

    530 Jessmyth Dr, Longboat Key, FL 34228

    Currently under construction and masterfully designed for the ultimate waterfrontlifestyle, this extraordinary canal-front estate in Longboat Key Estates offers anexceptional blend of luxury, comfort, and coastal elegance. Boasting 5 bedrooms, 7bathrooms, and more than 4,500 square feet of thoughtfully crafted living space, thehome features solid block construction and

    Greg Bayer BEACH HOUSE REAL ESTATE LLC

    530 Jessmyth Dr, Longboat Key, FL 34228
  • 1930 Harbourside Dr Unit 134, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 134, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 134, Longboat Key, FL 34228
    /45

    $7,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Condo for Rent

    1930 Harbourside Dr Unit 134, Longboat Key, FL 34228

    GORGEOUS BAY VIEWS plus Private Beach Club Access! You will love the views from this Bay Front, 2 bed, 2 bath third floor condo in the highly sought-after Bay Isles community. The spacious Kitchen had been updated along with the both baths, with Quartz counter-tops and new cabinetry, the Primary suite offers a King bed, views of the bay and the Primary bath has dual sinks, new vanity, new

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1930 Harbourside Dr Unit 134, Longboat Key, FL 34228
  • 780 Jungle Queen Way, Longboat Key, FL 34228
    780 Jungle Queen Way, Longboat Key, FL 34228
    /2

    $600,000

    Sold Dec 08, 2025

    780 Jungle Queen Way, Longboat Key, FL 34228

    • 2 Beds
    • 1 Bath
    • 1,242 Sq Ft
    • Built 1962

    Last Sold Summary

    • 29% Below List Price
    • $483/SF
    • 207 Days On Market

    Current Estimated Value $669,916

    Last Listing Agent Michael Nink, PA MICHAEL SAUNDERS & COMPANY

    780 Jungle Queen Way, Longboat Key, FL 34228
    • 1581 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
      1581 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
      /2

      Not Listed For Sale

      1581 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

      • 1 Bed
      • 1.5 Baths
      • 1,721 Sq Ft
      • Built 2024
      1581 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Georgia Kopelousos COLDWELL BANKER REALTY

  • 1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    /35

    $1,299,000

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

    1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

    This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it

    Roger Pettingell COLDWELL BANKER REALTY

    1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
  • 591 Putting Green Ln, Longboat Key, FL 34228
    591 Putting Green Ln, Longboat Key, FL 34228
    591 Putting Green Ln, Longboat Key, FL 34228
    /68

    $29,000 Per Month

    • 5 Beds
    • 5.5 Baths
    • 4,858 Sq Ft
    • House for Rent

    591 Putting Green Ln, Longboat Key, FL 34228

    LONGBOAT KEY...If you're looking for a Luxury winter vacation home, stop searching. You have just found the perfect house located on a private & peaceful cul-de-sac. This beautiful 5 bedroom, 5.1 bathrooms has everything you would want and more with all the comforts of home. All new furniture throughout in every room. Primary, 1st & 2nd bedrooms all have king size beds. Bedrooms 3 & 4 have twin

    Teresa Ribaudo JENNETTE PROPERTIES INC

    591 Putting Green Ln, Longboat Key, FL 34228
  • 681 Old Compass Rd, Longboat Key, FL 34228
    681 Old Compass Rd, Longboat Key, FL 34228
    /2

    $4,200,000

    Sold May 08, 2026

    681 Old Compass Rd, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 2,520 Sq Ft
    • Built 2022

    Last Sold Summary

    • 16% Below List Price
    • $1,667/SF
    • 60 Days On Market

    Current Estimated Value $4,167,953

    Last Listing Agent Michael Nink, PA MICHAEL SAUNDERS & COMPANY

    681 Old Compass Rd, Longboat Key, FL 34228
    • 2600 Harbourside Dr Unit Q5, Longboat Key, FL 34228
      2600 Harbourside Dr Unit Q5, Longboat Key, FL 34228
      /2

      Est $278,665

      Not Listed For Sale

      2600 Harbourside Dr Unit Q5, Longboat Key, FL 34228

      • Studio
      • Built 1983
      2600 Harbourside Dr Unit Q5, Longboat Key, FL 34228

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Mark J Baron COLDWELL BANKER REALTY

  • 6800 Longboat Dr S, Longboat Key, FL 34228
    6800 Longboat Dr S, Longboat Key, FL 34228
    6800 Longboat Dr S, Longboat Key, FL 34228
    /20

    $995,000

    • Land
    • 6,969 Sq Ft
    • $6,218,750 per Acre

    6800 Longboat Dr S, Longboat Key, FL 34228

    This lot is located in The Preserve at Longbeach with plans and design already to go, an exclusive enclave of 12 new homes, light filled and luxurious contemporary homes. Refinement meets relaxation at the north end of LBK in Longbeach Village - where beach-to-bay access with waterfront amenities, al fresco dining, multiple kayak launch points, a neighborhood boat dock and ramp, and a

    Reid Murphy DEVELOPERS REALTY LBK, INC

    6800 Longboat Dr S, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228
    /34

    $12,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,513 Sq Ft
    • Condo for Rent

    2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228

    ELEGANT BEACH FRONT CONDO ON LONGBOAT KEY. This exquisite 2 bedroom, 2 bathroom condo has been totally updated. The kitchen has top of the line, state of the art appliances. Induction stove top, touchless kitchen sink faucet, cooking island, breakfast bar. From the moment you enter this property you are greeted with a wide open floor plan. Incredible views of the Gulf of Mexico and Sarasota Bay.

    Teresa Ribaudo JENNETTE PROPERTIES INC

    2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228
  • 6473 Gulf of Mexico Dr, Longboat Key, FL 34228
    6473 Gulf of Mexico Dr, Longboat Key, FL 34228
    /2

    $2,700,000

    Sold Jan 28, 2026

    6473 Gulf of Mexico Dr, Longboat Key, FL 34228

    • 3 Beds
    • 2.5 Baths
    • 2,804 Sq Ft
    • Built 2001

    Last Sold Summary

    • 8% Above List Price
    • $963/SF
    • 30 Days On Market

    Current Estimated Value $2,710,046

    Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

    6473 Gulf of Mexico Dr, Longboat Key, FL 34228
    • 1055 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228
      1055 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228
      /2

      Est $1,543,092

      Not Listed For Sale

      1055 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,503 Sq Ft
      • Built 1981
      1055 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY

  • 721 Binnacle Point Dr, Longboat Key, FL 34228
    721 Binnacle Point Dr, Longboat Key, FL 34228
    721 Binnacle Point Dr, Longboat Key, FL 34228
    /8

    $1,499,000

    $726K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 3,229 Sq Ft

    721 Binnacle Point Dr, Longboat Key, FL 34228

    Under contract-accepting backup offers. PREMIER LOCATION in Emerald Harbor -- HOUSE TO BE DEMOLISHED -- LOT IS GRADED AND READY TO BUILD -- Located on the apex of the WIDEST CANAL on Longboat Key, 721 Binnacle Point Drive is ready for a new owner with a new vision! The property has 96' of canal frontage with BRAND NEW Sea Wall (2024), 120' of street frontage, with just over 18,800 SF upon which

    James Frost KINCAID REALTY

    721 Binnacle Point Dr, Longboat Key, FL 34228
  • 4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
    /23

    $9,587 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,336 Sq Ft
    • Condo for Rent

    4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228

    THIS WONDERFUL PROPERTY IS FOR RENT...NOT FOR SALE...short stories inc...be careful of 3rd party web sites. Stunning direct Gulf front 3 bedroom condo on the quaint island of Longboat Key on Florida's tranquil Gulf Coast. Sunny days and uncompromising beauty awaits you. Experience the island lifestyle of relaxation and escape. Warm ocean breezes flow through the unit and the peaceful sound of

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
  • 5840 Gulf of Mexico Dr, Longboat Key, FL 34228
    5840 Gulf of Mexico Dr, Longboat Key, FL 34228
    /2

    $4,500,000

    Sold May 18, 2026

    5840 Gulf of Mexico Dr, Longboat Key, FL 34228

    • 4 Beds
    • 6 Baths
    • 4,145 Sq Ft
    • Built 2022

    Last Sold Summary

    • 15% Below List Price
    • $1,086/SF
    • 127 Days On Market

    Current Estimated Value $4,508,581

    Last Listing Agent Toni Zarghami KW COASTAL LIVING III

    5840 Gulf of Mexico Dr, Longboat Key, FL 34228
    • 2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
      2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
      2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
      /64

      Not Listed For Sale

      2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,235 Sq Ft
      • Built 1970
      2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

      Last Sold Summary

      • 132 Days On Market

      Last Listing Agent Mark Midyett KELLER WILLIAMS ON THE WATER S

  • 2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
    2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
    2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
    /87

    $5,999,000

    $251K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,921 Sq Ft

    2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228

    Welcome to an exceptional Gulf-front residence within the prestigious Aria community on the coveted south end of Longboat Key where refined coastal living meets timeless elegance. Set along 300 feet of pristine private shoreline, this extraordinary property offers a rare opportunity to experience true beachfront luxury in one of Sarasota’s most exclusive enclaves.Beyond the gated entrance,

    Rachel Woodruff HOUSE MATCH

    2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
  • 2823 Gulf of Mexico Dr, Longboat Key, FL 34228
    2823 Gulf of Mexico Dr, Longboat Key, FL 34228
    2823 Gulf of Mexico Dr, Longboat Key, FL 34228
    /46

    $12,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,744 Sq Ft
    • House for Rent

    2823 Gulf of Mexico Dr, Longboat Key, FL 34228

    The month of November 2026 is currently available! Call today! Welcome to BEACHFRONT PARADISE on Longboat Key! This outstanding location offers a RARE OPPORTUNITY to enjoy coastal living with BREATHTAKING VIEWS of the shoreline. Nestled along the PRISTINE SHORES of Longboat Key, this three-bedroom, three-bathroom single family home invites you to experience the ultimate beachfront lifestyle.

    Michael Cella CELLA'S REAL ESTATE INC

    2823 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    /2

    $738,000

    Sold Oct 14, 2025

    5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft
    • Built 1973

    Last Sold Summary

    • 33% Below List Price
    • $497/SF
    • 186 Days On Market

    Current Estimated Value $734,060

    Last Listing Agent Bo Fuller FULLER GROUP

    5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    • 6821 Longboat Dr S, Longboat Key, FL 34228
      6821 Longboat Dr S, Longboat Key, FL 34228
      /2

      Est $1,954,872

      Not Listed For Sale

      6821 Longboat Dr S, Longboat Key, FL 34228

      • 3 Beds
      • 4 Baths
      • 2,834 Sq Ft
      • Built 1996
      6821 Longboat Dr S, Longboat Key, FL 34228

      Last Sold Summary

      • 129 Days On Market

      Last Listing Agent Amy Drake DOUGLAS ELLIMAN

  • 6604 Gulf of Mexico Dr, Longboat Key, FL 34228
    6604 Gulf of Mexico Dr, Longboat Key, FL 34228
    6604 Gulf of Mexico Dr, Longboat Key, FL 34228
    /9

    $1,000,000

    • Land
    • 19,166 Sq Ft
    • $2,272,727 per Acre

    6604 Gulf of Mexico Dr, Longboat Key, FL 34228

    Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond three estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on

    Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    6604 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228
    /38

    $4,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,031 Sq Ft
    • Condo for Rent

    3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228

    Steps from the Sand – Luxury Beach Condo with Pool Access!Leave the snow behind and soak up the sun! This stunningly turnkey renovated 2-bedroom, 2-bathroom condo has everything you need for a carefree beach living– including a washer and dryer for sandy swimsuits!Enjoy private access to the shimmering Gulf beaches, relax by the heated pool, or paddle your cares away in the community

    nicoletta buonaccordo ALTIS REALTY

    3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228
  • 2367 Harbour Oaks Dr, Longboat Key, FL 34228
    2367 Harbour Oaks Dr, Longboat Key, FL 34228
    /2

    $915,000

    Sold Jul 17, 2026

    2367 Harbour Oaks Dr, Longboat Key, FL 34228

    • 3 Beds
    • 2.5 Baths
    • 2,219 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $412/SF
    • 197 Days On Market

    Current Estimated Value $942,790

    Last Listing Agent Sandra Endres COLDWELL BANKER REALTY

    2367 Harbour Oaks Dr, Longboat Key, FL 34228
    • 225 Sands Point Rd Unit 6106, Longboat Key, FL 34228
      225 Sands Point Rd Unit 6106, Longboat Key, FL 34228
      225 Sands Point Rd Unit 6106, Longboat Key, FL 34228
      /53

      Est $742,468

      Not Listed For Sale

      225 Sands Point Rd Unit 6106, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 642 Sq Ft
      • Built 1983
      225 Sands Point Rd Unit 6106, Longboat Key, FL 34228

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

Showing Results 241 - 280, Page 7 of 18

Florida Sarasota County

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