11,593

Longboat Key, FL Homes

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  • 610 Yardarm Ln, Longboat Key, FL 34228
    610 Yardarm Ln, Longboat Key, FL 34228
    610 Yardarm Ln, Longboat Key, FL 34228
    /45

    $3,999,999 Pending

    • 4 Beds
    • 4.5 Baths
    • 4,138 Sq Ft

    610 Yardarm Ln, Longboat Key, FL 34228

    Experience elevated coastal living in this updated, elegantly styled waterfront residence in the coveted community of Country Club Shores on South Longboat Key. This beautifully maintained home has no history of flood or storm-water damage and offers peace of mind with a brand-new roof, all-new seawall, new dock, two boat lifts, updated mechanicals, and a private elevator—creating a true turn-key

    Nicholle McKiernan COLDWELL BANKER REALTY

    610 Yardarm Ln, Longboat Key, FL 34228
  • 2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228
    2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228
    2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228
    /30

    $8,721 per month

    • 2 Beds
    • 2 Baths
    • 1,461 Sq Ft
    • Condo for Rent

    2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228

    short stories AVAILABLE NOW... Stunning 2 bedroom 2 bath Longboat Key Gulf front condo with direct sweeping view of the Gulf of Mexico. Every evening enjoy breathtaking sunsets on your private balcony. Start your day with a leisurely stroll on the soft sand beach or take a refreshing dip in the pool. This condo is beautifully furnished and professionally decorated. King size bed in both bedrooms.

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228
  • 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 $1,331,823

    Last Listing Agent Doug Parks MICHAEL SAUNDERS & COMPANY

    2301 Gulf of Mexico Dr Unit 52, Longboat Key, FL 34228
    • 1065 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
      1065 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
      1065 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
      /59

      Est $828,897 Not Listed For Sale

      1065 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,172 Sq Ft
      • Built 1981
      1065 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

      Last Sold Summary

      • 8% Below List Price
      • $768/SF
      • 2 Days On Market

      Last Sold Price $900,000

      Last Listing Agent Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 600 Putter Ln, Longboat Key, FL 34228
    600 Putter Ln, Longboat Key, FL 34228
    600 Putter Ln, Longboat Key, FL 34228
    /44

    $10,500,000

    • 5 Beds
    • 5 Baths
    • 5,982 Sq Ft

    600 Putter Ln, Longboat Key, FL 34228

    Welcome to Paradise on Longboat Key. This coastal modern home is located on the direct bayfront with a total of 270 feet of waterfront on an oversized lot consisting of 18,290 square feet. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota and the Ringling Bridge. Enjoy different types of boating as the

    Kathleen Callender FLORIDA CAPITAL REALTY

    600 Putter Ln, 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
  • 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 $1,951,064

    Last Listing Agent Kaisen Mitchell COLDWELL BANKER REALTY

    4 Winslow Place, Longboat Key, FL 34228
    • 2675 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
      2675 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
      2675 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
      /47

      Est $1,758,863 Not Listed For Sale

      2675 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      • 3 Beds
      • 3 Baths
      • 2,180 Sq Ft
      • Built 1979
      2675 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      Last Sold Summary

      • 18% Below List Price
      • $986/SF
      • 112 Days On Market

      Last Sold Price $2,150,000

      Last Listing Agent Dianne Anderson COMPASS FLORIDA LLC

  • 524 Ketch Ln, Longboat Key, FL 34228
    524 Ketch Ln, Longboat Key, FL 34228
    524 Ketch Ln, Longboat Key, FL 34228
    /62

    $1,799,000 Open Fri 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,028 Sq Ft

    524 Ketch Ln, Longboat Key, FL 34228

    Discover the quintessential Longboat Key lifestyle in this classic masonry beach home located just “3” properties in from Sarasota Bay. Boasting 110 feet of canal frontage, your own private dock, a 7,500 lb. boatlift to complement this classic waterfront treasure it offers direct access for boating, fishing, and kayaking, with frequent visits from playful manatees and dolphins right in your

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    524 Ketch Ln, 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

    • 2 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
  • 2550 Harbourside Dr Unit 322, Longboat Key, FL 34228
    2550 Harbourside Dr Unit 322, Longboat Key, FL 34228
    /2

    $1,725,000 Sold Feb 12, 2026

    2550 Harbourside Dr Unit 322, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 2,830 Sq Ft
    • Built 1990

    Last Sold Summary

    • 25% Below List Price
    • $610/SF
    • 323 Days On Market

    Current Estimated Value $1,800,253

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    2550 Harbourside Dr Unit 322, Longboat Key, FL 34228
    • 4325 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
      4325 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
      4325 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
      /25

      Est $860,532 Not Listed For Sale

      4325 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,336 Sq Ft
      • Built 1975
      4325 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      Last Sold Summary

      • 2% Above List Price
      • $632/SF
      • 146 Days On Market

      Last Sold Price $845,000

      Last Listing Agent David Craig 1513 REALTY LLC

  • 3080 Grand Bay Blvd Unit 515, Longboat Key, FL 34228
    3080 Grand Bay Blvd Unit 515, Longboat Key, FL 34228
    3080 Grand Bay Blvd Unit 515, Longboat Key, FL 34228
    /55

    $625,000

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft

    3080 Grand Bay Blvd Unit 515, Longboat Key, FL 34228

    Defined by an exceptional indoor–outdoor connection, this 2BR/2BA Grand Bay residence offers a lifestyle centered on expansive terrace living and refined interiors. The living room is wrapped in floor-to-ceiling glass and opens to a wide wraparound veranda, creating an airy, resort-style ambiance that seamlessly blends indoors and out. The open living area flows naturally to the dining space and

    Bruce Myer COLDWELL BANKER REALTY

    3080 Grand Bay Blvd Unit 515, 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
  • 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 $16,934,338

    Last Listing Agent Rich Polese COMPASS FLORIDA LLC

    845 Longboat Club Rd, Longboat Key, FL 34228
    • 1105 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
      1105 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
      1105 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
      /29

      Est $1,220,963 Not Listed For Sale

      1105 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft
      • Built 1981
      1105 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

      Last Sold Summary

      • 6% Above List Price
      • $632/SF
      • 164 Days On Market

      Last Sold Price $1,150,000

      Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  • 605 Sutton Place Unit 102, Longboat Key, FL 34228
    605 Sutton Place Unit 102, Longboat Key, FL 34228
    605 Sutton Place Unit 102, Longboat Key, FL 34228
    /30

    $525,000

    • 2 Beds
    • 2 Baths
    • 992 Sq Ft

    605 Sutton Place Unit 102, Longboat Key, FL 34228

    Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathroom unit features beautiful views of the Sarasota Bay, spacious living area, full-size kitchen with stainless steel appliances and granite countertops, dining area and 3 flat-screen TV’s. If the amenities on the interior of the condo aren’t enough – the community of Sutton Place

    Larry Starr SVN COMMERCIAL ADVISORY GROUP

    605 Sutton Place Unit 102, 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
  • 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

    Current Estimated Value $729,125

    Last Listing Agent Andrew Vac RE/MAX ALLIANCE GROUP

    2110 Harbourside Dr Unit 522, Longboat Key, FL 34228
    • 17 Main Street Dr, Longboat Key, FL 34228
      17 Main Street Dr, Longboat Key, FL 34228
      17 Main Street Dr, Longboat Key, FL 34228
      /13

      Not Listed For Sale

      17 Main Street Dr, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1985
      17 Main Street Dr, Longboat Key, FL 34228

      Last Sold Summary

      • $339/SF
      • 23 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Garrett Sedlacek KELLER WILLIAMS ON THE WATER S

  • 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
    /58

    $625,000 Pending

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

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

    PRICE REDUCED! Don’t miss this opportunity, schedule your showing today! Beachfront Living at Islander Club on Longboat Key Experience relaxed beachfront living at the Islander Club, one of Longboat Key’s most established and sought-after Gulf-front communities. Located directly on the Gulf of Mexico, this beautifully updated 2-bedroom, 2-bath residence offers true resort-style living in a

    Harold Kaufman PREFERRED SHORE LLC

    2295 Gulf of Mexico Dr Unit 64S, 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
  • 6901 Poinsetta Ave, Longboat Key, FL 34228
    6901 Poinsetta Ave, Longboat Key, FL 34228
    /2

    $625,000 Sold Mar 09, 2026

    6901 Poinsetta Ave, Longboat Key, FL 34228

    • 4 Beds
    • 3 Baths
    • 2,173 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Below List Price
    • $288/SF
    • 2 Days On Market

    Current Estimated Value $1,049,335

    Last Listing Agent Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    6901 Poinsetta Ave, Longboat Key, FL 34228
    • 210 Sands Point Rd Unit 2304, Longboat Key, FL 34228
      210 Sands Point Rd Unit 2304, Longboat Key, FL 34228
      210 Sands Point Rd Unit 2304, Longboat Key, FL 34228
      /32

      Est $878,879 Not Listed For Sale

      210 Sands Point Rd Unit 2304, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 650 Sq Ft
      • Built 1982
      210 Sands Point Rd Unit 2304, Longboat Key, FL 34228

      Last Sold Summary

      • 14% Below List Price
      • $1,567/SF
      • 142 Days On Market

      Last Sold Price $1,018,500

      Last Listing Agent Ian Addy, PA Michael Saunders

  • 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 Pending

    • 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
  • 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
  • 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 $1,572,790

    Last Listing Agent Linda Weber COLDWELL BANKER REALTY

    2450 Harbourside Dr Unit 233, 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 $794,458 Not Listed For Sale

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

      • 3 Beds
      • 3 Baths
      • 1,453 Sq Ft
      • Built 1974
      5265 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      Last Sold Summary

      • 14% Below List Price
      • $637/SF
      • 271 Days On Market

      Last Sold Price $925,000

      Last Listing Agent Adam Cuffaro Michael Saunders

  • 2600 Harbourside Dr Unit L-05, Longboat Key, FL 34228
    2600 Harbourside Dr Unit L-05, Longboat Key, FL 34228
    2600 Harbourside Dr Unit L-05, Longboat Key, FL 34228
    /20

    $425,000

    2600 Harbourside Dr Unit L-05, Longboat Key, FL 34228

    Ask an L-dock boater, they will tell you it’s the best dock in the marina. Slip is near the seawall, just a few flat steps to your parked vehicle with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This slip is one of the very few slips at the marina with a direct view of the Sarasota cityscape and colorfully lit Ringling bridge. Unlike most slips here, this does

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit L-05, 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
  • 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

    Current Estimated Value $898,500

    Last Listing Agent Julie Klick MICHAEL SAUNDERS & COMPANY

    3465 Winding Oaks Dr Unit 33, 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 $516,883 Not Listed For Sale

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

      • 2 Beds
      • 2 Baths
      • 1,106 Sq Ft
      • Built 1971
      3330 Gulf of Mexico Dr Unit 106-D, Longboat Key, FL 34228

      Last Sold Summary

      • 24% Below List Price
      • $613/SF
      • 117 Days On Market

      Last Sold Price $678,000

      Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES

  • 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
  • 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 January, May, October, and Dec 2026 through February 2027, There is 2 week minimum stay required. 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 thought out from kitchen to bathrooms. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a

    Jennifer LeBlanc PRECISE REALTY CORP

    500 Schooner Ln, Longboat Key, FL 34228
  • 4241 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    4241 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    /2

    $1,150,000 Sold Jan 08, 2026

    4241 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

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

    Last Sold Summary

    • 15% Below List Price
    • $693/SF
    • 117 Days On Market

    Current Estimated Value $1,183,202

    Last Listing Agent Ian Greenberg BRISTA REALTY LLC

    4241 Gulf of Mexico Dr Unit 202, 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 $4,875,486 Not Listed For Sale

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

      • 4 Beds
      • 4.5 Baths
      • 3,640 Sq Ft
      • Built 2016
      4765 Gulf of Mexico Dr Unit C301, Longboat Key, FL 34228

      Last Sold Summary

      • 14% Below List Price
      • $1,566/SF
      • 12 Days On Market

      Last Sold Price $5,700,000

      Last Listing Agent Pam Charron COMPASS FLORIDA LLC

  • 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 Pending

    • 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
  • 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
  • 1965 Gulf of Mexico Dr Unit G5304, Longboat Key, FL 34228
    1965 Gulf of Mexico Dr Unit G5304, Longboat Key, FL 34228
    /2

    $435,000 Sold Dec 19, 2025

    1965 Gulf of Mexico Dr Unit G5304, Longboat Key, FL 34228

    • 2 Beds
    • 1 Bath
    • 933 Sq Ft
    • Built 1977

    Last Sold Summary

    • 13% Below List Price
    • $466/SF
    • 112 Days On Market

    Current Estimated Value $451,880

    Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

    1965 Gulf of Mexico Dr Unit G5304, Longboat Key, FL 34228
    • 3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
      3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
      3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
      /37

      Est $372,853 Not Listed For Sale

      3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,046 Sq Ft
      • Built 1970
      3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228

      Last Sold Summary

      • 1% Below List Price
      • $359/SF
      • 4 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Dakota Magnus FLORIDA GALLERY REAL ESTATE

Showing Results 401 - 440, Page 11 of 18

Florida Manatee County Longboat Key

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