11,645

Longboat Key, FL Homes

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  • 842 Bayport Way Unit 842, Longboat Key, FL 34228
    842 Bayport Way Unit 842, Longboat Key, FL 34228
    842 Bayport Way Unit 842, Longboat Key, FL 34228
    /54

    $625,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    842 Bayport Way Unit 842, Longboat Key, FL 34228

    Poised within the Gulf to Bay community of Bayport Beach and Tennis Club, 842 Bayport Way offers 1570 square feet of effortless indoor-outdoor living. This comfortably furnished first floor corner residence gives the feeling of a private home with the ease of low maintenance living. A favorite feature of this property is the screened lanai that opens to a west facing extended brick patio. Perfect

    Rosemarie McKee COLDWELL BANKER REALTY

    842 Bayport Way Unit 842, 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
  • 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 $4,456,338

    Last Listing Agent Michael Nink, PA MICHAEL SAUNDERS & COMPANY

    681 Old Compass Rd, 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

  • 2600 Harbourside Dr Unit J-09, Longboat Key, FL 34228
    2600 Harbourside Dr Unit J-09, Longboat Key, FL 34228
    2600 Harbourside Dr Unit J-09, Longboat Key, FL 34228
    /18

    $380,000

    2600 Harbourside Dr Unit J-09, Longboat Key, FL 34228

    Unique location on the lawn at Longboat Key Club Moorings! A 70 x 21 slip that is conveniently located near the Marina Village. One of the boaters favorite location. Club membership is 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 marina

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit J-09, 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
  • 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 $2,735,139

    Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

    6473 Gulf of Mexico Dr, 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 $163,691

      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

  • 1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    /44

    $1,395,000

    • 2 Beds
    • 2.5 Baths
    • 1,569 Sq Ft

    1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

    Coastal elegance meets effortless island living at The Player’s Club on Longboat Key. This 2-bedroom, 2.5-bath Gulf-front residence located in building #1 offers direct Gulf views from the private balcony, where nightly sunsets paint the sky in unforgettable color, your front-row seat to paradise. Located in a guard-gated, low-density community with 560 feet of private beachfront, this property

    Rinat Sikdar COLDWELL BANKER REALTY

    1485 Gulf of Mexico Dr Unit 303, 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
    /42

    $11,300 Per Month

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

    2823 Gulf of Mexico Dr, Longboat Key, FL 34228

    July 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. Relax under the sun,

    Michael Cella CELLA'S REAL ESTATE INC

    2823 Gulf of Mexico Dr, 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 $4,893,850

    Last Listing Agent Toni Zarghami KW COASTAL LIVING III

    5840 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 $3,091,945

      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

  • 690 Jungle Queen Way, Longboat Key, FL 34228
    690 Jungle Queen Way, Longboat Key, FL 34228
    690 Jungle Queen Way, Longboat Key, FL 34228
    /90

    $1,695,000

    • 3 Beds
    • 2 Baths
    • 2,317 Sq Ft

    690 Jungle Queen Way, Longboat Key, FL 34228

    LONGBOAT KEY HOME WITH WATER VIEWS. BEST PRICE PER SQ FT! Attention boating enthusiasts! Sailboat waterfront home in Longboat Key with Florida's favorite southern exposure. Park your boat on the stationary, or floating dock with a boat lift, 10,000 pounds boat lift, NEW seawall 125 ft., stainless ladder and fillet station. The outdoor kitchen is paved with a cedar pergola, a firepit, kitchen

    Reeny Kaney RE/MAX ALLIANCE GROUP

    690 Jungle Queen Way, 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
  • 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 $758,055

    Last Listing Agent Bo Fuller FULLER GROUP

    5055 Gulf of Mexico Dr Unit 115, 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

  • 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 offered turnkey (with a few exclusions), ready for immediate enjoyment. Currently the lowest-priced unit in the community, it also presents a rare opportunity for a new owner to customize and renovate at their own pace—adding personal style while building value. Ideally positioned as a

    Camilo Perez HOME SOLD REALTY LLC

    843 Bayport Way, 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
  • 3322 Bayou Rd, Longboat Key, FL 34228
    3322 Bayou Rd, Longboat Key, FL 34228
    /2

    $1,825,000

    Sold Aug 26, 2025

    3322 Bayou Rd, Longboat Key, FL 34228

    • 5 Beds
    • 3 Baths
    • 3,441 Sq Ft
    • Built 1982

    Last Sold Summary

    • 20% Below List Price
    • $530/SF
    • 111 Days On Market

    Current Estimated Value $1,862,699

    Last Listing Agent Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

    3322 Bayou 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 $274,598

      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

  • 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. 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, providing a seamless flow from room to room. The kitchen is a

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    Unlisted Address
  • 501 Channel Ln, Longboat Key, FL 34228
    501 Channel Ln, Longboat Key, FL 34228
    501 Channel Ln, Longboat Key, FL 34228
    /53

    $13,000 Per Month

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

    501 Channel Ln, Longboat Key, FL 34228

    Booked May-July, September, and November 2026. Looking for a 3 month rental for January-March 2027. Booked April-December 2027. Experience elevated island living in this stunning coastal retreat featuring 4 bedrooms, 3 bathrooms, a private pool, and exceptional indoor-outdoor entertaining spaces. Designed with comfort and style in mind, the bright open-concept living area features soaring

    Jennifer Le Blanc PRECISE REALTY CORP

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

    $2,200,000

    Sold Jan 19, 2026

    548 Ketch Ln, Longboat Key, FL 34228

    • 2 Beds
    • 3 Baths
    • 2,273 Sq Ft
    • Built 1972

    Last Sold Summary

    • $968/SF
    • 0 Days On Market

    Current Estimated Value $2,025,121

    Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

    548 Ketch Ln, 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 $1,542,494

      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

  • 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
  • 1000 Longboat Club Rd Unit 1001, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 1001, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 1001, Longboat Key, FL 34228
    /40

    $10,000 Per Month

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

    1000 Longboat Club Rd Unit 1001, Longboat Key, FL 34228

    Available for 2027 Season. Welcome to The Privateer, one of Longboat Key’s most coveted beachfront communities. This 10th-floor residence offers a rare opportunity to experience refined coastal living with panoramic, unobstructed views of the Gulf of Mexico. From the moment you step inside, you are greeted by a light-filled interior that opens seamlessly to two private balconies, each offering a

    Jenna Genovese KELLER WILLIAMS ON THE WATER S

    1000 Longboat Club Rd Unit 1001, Longboat Key, FL 34228
  • 723 Bayport Way Unit 723, Longboat Key, FL 34228
    723 Bayport Way Unit 723, Longboat Key, FL 34228
    /2

    $675,000

    Sold Feb 17, 2026

    723 Bayport Way Unit 723, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,486 Sq Ft
    • Built 1983

    Last Sold Summary

    • 1% Below List Price
    • $454/SF
    • 6 Days On Market

    Current Estimated Value $679,481

    Last Listing Agent Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

    723 Bayport Way Unit 723, 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

  • 455 Longboat Club Rd Unit 408, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 408, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 408, Longboat Key, FL 34228
    /58

    $2,399,000

    $200K PRICE DROP Pending
    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft

    455 Longboat Club Rd Unit 408, Longboat Key, FL 34228

    Behind the gates of the renowned Longboat Key Club, this stunning residence at The Pierre offers a rare opportunity to enjoy elevated coastal living paired with the ease and sophistication of a true resort lifestyle. Completely renovated by Brista Homes, this 3-bedroom, 3.5-bath condominium is spacious, refined, and thoughtfully curated, with three oversized bedrooms each featuring a private

    Gina Ursini BRISTA REALTY LLC

    455 Longboat Club Rd Unit 408, 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
    /66

    $12,000 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: 90 day minimum. No damages sustained in Hurricane. Beautiful unit 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

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    2425 Gulf of Mexico Dr Unit 7C, Longboat Key, FL 34228
  • 7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    /2

    $760,000

    Sold Jan 16, 2026

    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $650/SF
    • 19 Days On Market

    Current Estimated Value $775,770

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    7155 Gulf of Mexico Dr Unit 22, 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

      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

  • 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
  • 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-June 8th, October, and Dec 2026 through April 15th 2027, May 2027. **2-Week Minimum Stay Required** Escape to this beautifully renovated waterfront retreat on Longboat Key. This spacious 2-bedroom, 2-bath home features an open-concept design, designer coastal décor, and a gourmet kitchen with a large island, wine cooler, and premium finishes throughout. Both bedrooms offer tranquil

    Jennifer Le Blanc PRECISE REALTY CORP

    500 Schooner Ln, Longboat Key, FL 34228
  • 598 Lyons Ln, Longboat Key, FL 34228
    598 Lyons Ln, Longboat Key, FL 34228
    /2

    $2,700,400

    Sold Jan 15, 2026

    598 Lyons Ln, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 2,276 Sq Ft
    • Built 2021

    Last Sold Summary

    • 8% Below List Price
    • $1,186/SF
    • 35 Days On Market

    Current Estimated Value $2,718,332

    Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    598 Lyons Ln, Longboat Key, FL 34228
    • 4770 Gulf of Mexico Dr Unit Villa 6, Longboat Key, FL 34228
      4770 Gulf of Mexico Dr Unit Villa 6, Longboat Key, FL 34228
      4770 Gulf of Mexico Dr Unit Villa 6, Longboat Key, FL 34228
      /57

      Est $435,933

      Not Listed For Sale

      4770 Gulf of Mexico Dr Unit Villa 6, Longboat Key, FL 34228

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1974
      4770 Gulf of Mexico Dr Unit Villa 6, Longboat Key, FL 34228

      Last Sold Summary

      • 0 Days On Market

  • 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
  • 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 05/01/2026 through 12/30/2026 FOR $5000. LEASED SEASON JAN, 2026 THROUGH MARCH, 2027. 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

    Marni Hayden CHROME REALTY LLC

    1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228
  • 2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    /2

    $1,200,000

    Sold Apr 28, 2026

    2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft
    • Built 1979

    Last Sold Summary

    • 32% Below List Price
    • $633/SF
    • 84 Days On Market

    Current Estimated Value $1,271,268

    Last Listing Agent Sandra Endres COLDWELL BANKER REALTY

    2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    • 3320 Gulf of Mexico Dr Unit 302C, Longboat Key, FL 34228
      3320 Gulf of Mexico Dr Unit 302C, Longboat Key, FL 34228
      /2

      Est $514,760

      Not Listed For Sale

      3320 Gulf of Mexico Dr Unit 302C, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,187 Sq Ft
      • Built 1971
      3320 Gulf of Mexico Dr Unit 302C, Longboat Key, FL 34228

      Last Sold Summary

      • 48 Days On Market

Showing Results 241 - 280, Page 7 of 18

Florida Manatee County Longboat Key

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