11,646

Homes in ZIP Code 34228

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  • 2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
    /61

    $1,495,000

    $205K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,513 Sq Ft

    2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228

    Price Reduced $100k—Welcome to Sea Gate Club #10F, a rare 10th-floor corner unit with sweeping, unobstructed Gulf views on Longboat Key. This 2-bed, 2-bath residence is filled with natural light and offers stunning sunsets from nearly every room—an ideal coastal retreat for relaxing or entertaining. Located in an intimate 89-unit beachfront community, Sea Gate Club offers a quiet, refined

    Erica Thomas MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
  • 1591 Gulf of Mexico Dr, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr, Longboat Key, FL 34228
    /31

    $15,000 Per Month

    • 1 Bed
    • 2 Baths
    • 1,556 Sq Ft
    • Unfurnished Luxury Rental at The St. Regis Longboat Key

    1591 Gulf of Mexico Dr, Longboat Key, FL 34228

    Long Term Unfurnished Rental. Experience elevated coastal living in this exceptional unfurnished annual residence at The St. Regis Longboat Key Resort. Accessed via a private elevator, this sophisticated home opens into a dramatic living space defined by soaring ceilings and walls of glass that frame breathtaking views of Sarasota Bay. The expansive living area flows seamlessly to a generous

    1591 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228
    2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228
    /2

    $200,000

    Sold Jun 27, 2025

    2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228

    Last Sold Summary

    • 20% Below List Price
    • 507 Days On Market

    Current Estimated Value $192,770

    Last Listing Agent Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228
    • 3710 Gulf of Mexico Dr Unit A19, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit A19, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit A19, Longboat Key, FL 34228
      /28

      Not Listed For Sale

      3710 Gulf of Mexico Dr Unit A19, Longboat Key, FL 34228

      • 2 Beds
      • 1.5 Baths
      • 720 Sq Ft
      • Built 2023
      3710 Gulf of Mexico Dr Unit A19, Longboat Key, FL 34228

      Last Sold Summary

      • 2 Days On Market

  • 3210 Bayou Sound, Longboat Key, FL 34228
    3210 Bayou Sound, Longboat Key, FL 34228
    3210 Bayou Sound, Longboat Key, FL 34228
    /59

    $1,199,000

    $501K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,091 Sq Ft

    3210 Bayou Sound, Longboat Key, FL 34228

    Motivated seller has a price improvement! This elevated retreat in the sought-after Bayou section of Bay Isles is ready for you! —A seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday

    Julie Lojacono Mackie COLDWELL BANKER REALTY

    3210 Bayou Sound, 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
  • 6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228
    6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228
    /2

    $475,000

    Sold Mar 31, 2026

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

    • 2 Beds
    • 2 Baths
    • 1,441 Sq Ft
    • Built 1970

    Last Sold Summary

    • 17% Below List Price
    • $330/SF
    • 66 Days On Market

    Current Estimated Value $474,726

    Last Listing Agent Amy Jones COASTAL KEY REALTY LLC

    6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228
    • 4960 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
      4960 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
      4960 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
      /43

      Est $632,954

      Not Listed For Sale

      4960 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,325 Sq Ft
      • Built 1975
      4960 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      Last Sold Summary

      • 163 Days On Market

  • 6322 Laguna Dr Unit 1, Longboat Key, FL 34228
    6322 Laguna Dr Unit 1, Longboat Key, FL 34228
    6322 Laguna Dr Unit 1, Longboat Key, FL 34228
    /70

    $2,499,900

    • 4 Beds
    • 3 Baths
    • 2,886 Sq Ft

    6322 Laguna Dr Unit 1, Longboat Key, FL 34228

    Welcome to Laguna Yacht Village on beautiful Longboat Key- a gated waterfront community located across the street from the beach, with private bay access. This fully furnished turnkey home is perfectly positioned to embrace the island lifestyle, with fantastic gulf views from almost every room. The home includes a deeded deep-water dock (Slip #6- boat lift included), located in a protected lagoon

    Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    6322 Laguna Dr Unit 1, Longboat Key, FL 34228
  • 4330 Falmouth Dr, Longboat Key, FL 34228
    4330 Falmouth Dr, Longboat Key, FL 34228
    4330 Falmouth Dr, Longboat Key, FL 34228
    /26

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    4330 Falmouth Dr, Longboat Key, FL 34228

    Longboat Key Beach and Bay Access.2 Bedroom 2 Bathroom First Floor condo in a gated community with tons of amenities.✅ Deepwater channel with docks and slips available up to 34' (on waitlist)✅ Amazing water views & breezes✅ Private deeded beach access (private building on beach with showers + bathrooms, benches and tables!)✅ 4 Pools, clubhouse, gym, sauna,

    4330 Falmouth Dr, Longboat Key, FL 34228
  • 620 Companion Way, Longboat Key, FL 34228
    620 Companion Way, Longboat Key, FL 34228
    /2

    $500,000

    Sold May 01, 2026

    620 Companion Way, Longboat Key, FL 34228

    • Land
    • 8,276 Sq Ft
    • $2,631,579 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 68 Days On Market

    Current Estimated Value $554,677

    Last Listing Agent JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    620 Companion Way, Longboat Key, FL 34228
    • 3710 Gulf of Mexico Dr Unit D22, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit D22, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit D22, Longboat Key, FL 34228
      /25

      Not Listed For Sale

      3710 Gulf of Mexico Dr Unit D22, Longboat Key, FL 34228

      • 2 Beds
      • 1 Bath
      • 676 Sq Ft
      • Built 1991
      3710 Gulf of Mexico Dr Unit D22, Longboat Key, FL 34228

      Last Sold Summary

      • 141 Days On Market

  • 521 Bayport Way Unit 521, Longboat Key, FL 34228
    521 Bayport Way Unit 521, Longboat Key, FL 34228
    521 Bayport Way Unit 521, Longboat Key, FL 34228
    /41

    $619,900

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    521 Bayport Way Unit 521, Longboat Key, FL 34228

    BACK ON THE MARKET and offering an exceptional investment opportunity at Bayport Beach & Tennis Club. Unit 521 is PRICED BELOW a recent June 2026 independent appraisal and currently the lowest-priced residence in the Bayport Beach & Tennis Club complex, we feel this beautifully updated condominium represents one of the best values on Longboat Key for a primary residence, seasonal retreat,

    Robert Coscia PERSONAL REALTY ADVISERS

    521 Bayport Way Unit 521, Longboat Key, FL 34228
  • 3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
    /55

    $7,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft
    • Condo for Rent

    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

    Welcome to Sunset On The Gulf! This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventures. The community of Beach Harbor Club offers resort-style living at its finest. There is a large community pool, a clubhouse with a bar, and a fitness center to get in your morning exercises! You

    Andy Moore GULF COAST REALTY & MANAGEMENT

    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
  • 3155 Gulf of Mexico Dr Unit 257, Longboat Key, FL 34228
    3155 Gulf of Mexico Dr Unit 257, Longboat Key, FL 34228
    /2

    $470,000

    Sold Jan 16, 2026

    3155 Gulf of Mexico Dr Unit 257, Longboat Key, FL 34228

    • 1 Bed
    • 1 Bath
    • 416 Sq Ft
    • Built 1960

    Last Sold Summary

    • $1,130/SF
    • 9 Days On Market

    Last Listing Agent Ryndie Brusco MICHAEL SAUNDERS & COMPANY

    3155 Gulf of Mexico Dr Unit 257, Longboat Key, FL 34228
    • 104 Twin Shores Blvd, Longboat Key, FL 34228
      104 Twin Shores Blvd, Longboat Key, FL 34228
      104 Twin Shores Blvd, Longboat Key, FL 34228
      /51

      Est $331,052

      Not Listed For Sale

      104 Twin Shores Blvd, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 741 Sq Ft
      • Built 1950
      104 Twin Shores Blvd, Longboat Key, FL 34228

      Last Sold Summary

      • 671 Days On Market

  • 718 Spanish Dr N, Longboat Key, FL 34228
    718 Spanish Dr N, Longboat Key, FL 34228
    718 Spanish Dr N, Longboat Key, FL 34228
    /20

    $435,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,327 Sq Ft

    718 Spanish Dr N, Longboat Key, FL 34228

    Discover Longboat Key waterfront living at its very best at 718 Spanish Dr N, a beautifully updated freestanding villa in the sought-after Spanish Main Yacht Club. This home has been completely renovated to today’s highest standards following Hurricane Ian, delivering a fresh, high-end coastal finish throughout with meticulous craftsmanship and premium materials. Just steps from your door, enjoy

    John Woodward SARASOTA REAL ESTATE GROUP

    718 Spanish Dr N, Longboat Key, FL 34228
  • 5801 Gulf of Mexico Dr, Longboat Key, FL 34228
    5801 Gulf of Mexico Dr, Longboat Key, FL 34228
    5801 Gulf of Mexico Dr, Longboat Key, FL 34228
    /39

    $19,975 Per Month

    • 4 Beds
    • 3 Baths
    • 4,000 Sq Ft
    • House for Rent

    5801 Gulf of Mexico Dr, Longboat Key, FL 34228

    Welcome to your own Gulf-front retreat on Longboat Key!This expansive 4-bedroom, 3-bath home offers over 4,200 square feet of living space designed for relaxation, entertaining, and soaking in stunning beach views.Inside, you’ll find an open living and dining area with vaulted ceilings and multi-level walls of windows that bring in natural light and frame the Gulf.The

    5801 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 1930 Harbourside Dr Unit 145, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 145, Longboat Key, FL 34228
    /2

    $515,000

    Sold Jun 03, 2026

    1930 Harbourside Dr Unit 145, Longboat Key, FL 34228

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

    Last Sold Summary

    • 14% Below List Price
    • $406/SF
    • 23 Days On Market

    Current Estimated Value $705,531

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    1930 Harbourside Dr Unit 145, Longboat Key, FL 34228
    • 102 Twin Shores Blvd, Longboat Key, FL 34228
      102 Twin Shores Blvd, Longboat Key, FL 34228
      102 Twin Shores Blvd, Longboat Key, FL 34228
      /42

      Est $342,684

      Not Listed For Sale

      102 Twin Shores Blvd, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 809 Sq Ft
      • Built 1950
      102 Twin Shores Blvd, Longboat Key, FL 34228

      Last Sold Summary

      • 90 Days On Market

  • 761 Norton St, Longboat Key, FL 34228
    761 Norton St, Longboat Key, FL 34228
    761 Norton St, Longboat Key, FL 34228
    /66

    $4,290,000

    $200K PRICE DROP
    • 4 Beds
    • 7 Baths
    • 4,674 Sq Ft

    761 Norton St, Longboat Key, FL 34228

    NOW OFFERED WITH A SIGNIFICANT PRICE IMPROVEMENT, 761 Norton Street presents an exceptional opportunity to own a luxury waterfront home in Longboat Key's highly desirable Sleepy Lagoon community. Positioned along a quiet canal with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf, this canal-front residence combines the durability of reinforced concrete construction

    Joel Schemmel DOUGLAS ELLIMAN

    761 Norton St, 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
  • 3111 Bayou Sound, Longboat Key, FL 34228
    3111 Bayou Sound, Longboat Key, FL 34228
    /2

    $1,030,000

    Sold Oct 31, 2025

    3111 Bayou Sound, Longboat Key, FL 34228

    • 3 Beds
    • 5 Baths
    • 2,908 Sq Ft
    • Built 1984

    Last Sold Summary

    • 30% Below List Price
    • $354/SF
    • 203 Days On Market

    Current Estimated Value $1,151,822

    Last Listing Agent Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3111 Bayou Sound, Longboat Key, FL 34228
    • 4960 Gulf of Mexico Dr Unit 306, Longboat Key, FL 34228
      4960 Gulf of Mexico Dr Unit 306, Longboat Key, FL 34228
      4960 Gulf of Mexico Dr Unit 306, Longboat Key, FL 34228
      /60

      Est $768,721

      Not Listed For Sale

      4960 Gulf of Mexico Dr Unit 306, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,523 Sq Ft
      • Built 1975
      4960 Gulf of Mexico Dr Unit 306, Longboat Key, FL 34228

      Last Sold Summary

      • 20 Days On Market

  • 3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    /25

    $389,000

    $8K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft

    3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

    Welcome to your new slice of paradise at the Beach Harbor Club! This gem is located in 'B' building, closest to the Gulf of Mexico, and less than one-minute walk to pristine white sand beach ! "This bright two-bedroom, two-bathroom condo has been thoughtfully updated. Standing out as a unique residence that is 12.5% larger than front-facing units, this south-facing home is drenched in tons of

    Sarah Wampler REDFIN CORPORATION

    3804 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
  • 2013 Harbour Links Dr, Longboat Key, FL 34228
    2013 Harbour Links Dr, Longboat Key, FL 34228
    2013 Harbour Links Dr, Longboat Key, FL 34228
    /77

    $5,950 Per Month

    • 2 Beds
    • 2 Baths
    • 2,369 Sq Ft
    • Luxury Furnished Longboat Key Retreat with Private Beach Club Access & Golf Course Views Remodele...

    2013 Harbour Links Dr, Longboat Key, FL 34228

    Step into elevated coastal living at 2013 Harbour Links Drive, a recently remodeled and beautifully curated 2-bedroom, 2-bathroom residence offering 2,369 square feet of beautifully designed living space on Longboat Key. Offered fully furnished and ready for immediate enjoyment, this home is perfectly positioned on a quiet cul-de-sac with extra guest parking, combining privacy, luxury, and

    2013 Harbour Links Dr, Longboat Key, FL 34228
  • 603 Longboat Club Rd Unit 1103N, Longboat Key, FL 34228

    $1,425,000

    Sold Nov 26, 2025

    603 Longboat Club Rd Unit 1103N, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Below List Price
    • $977/SF
    • 11 Days On Market

    Current Estimated Value $1,433,363

    Last Listing Agent Irma Scherer COMPASS FLORIDA LLC

    603 Longboat Club Rd Unit 1103N, Longboat Key, FL 34228
    • 1241 Gulf of Mexico Dr Unit 707, Longboat Key, FL 34228
      1241 Gulf of Mexico Dr Unit 707, Longboat Key, FL 34228
      1241 Gulf of Mexico Dr Unit 707, Longboat Key, FL 34228
      /80

      Est $2,917,159

      Not Listed For Sale

      1241 Gulf of Mexico Dr Unit 707, Longboat Key, FL 34228

      • 2 Beds
      • 4.5 Baths
      • 2,965 Sq Ft
      • Built 1996
      1241 Gulf of Mexico Dr Unit 707, Longboat Key, FL 34228

      Last Sold Summary

      • 17 Days On Market

  • 1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
    /36

    $465,000

    • 2 Beds
    • 1 Bath
    • 933 Sq Ft

    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228

    Experience the best of coastal living in this beautifully maintained 2-bedroom, 1-bathroom condominium, perfectly situated on the third floor ofthe desirable Seaside community on Longboat Key. Set within a secure, 24-hour guard-gated enclave, this charming residence offers both privacyand peace of mind. Step inside to discover a light and airy interior that was tastefully repainted in

    Alie Espinoza EATON REALTY

    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
  • 4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
    4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
    4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
    /39

    $10,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • Condo for Rent

    4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228

    **BEST WATER VIEWS - Enjoy a warm Winter Escape at this expansive 3 bed 2 bath LONGBOAT KEY PENTHOUSE BEACHFRONT CONDO!** **AVAILABLE to lease DECEMBER 2026 and APRIL 2027** Welcome to your dream winter retreat, where you can bask in the beauty of the Gulf of Mexico right from your living room. This pristine, 2-bedrooms +Den/Office with Sleeper Sofa and 2-bath penthouse condo is located directly

    Norma Mladineo COLDWELL BANKER REALTY

    4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
  • 3519 Fair Oaks Ln, Longboat Key, FL 34228
    3519 Fair Oaks Ln, Longboat Key, FL 34228
    /2

    $1,675,000

    Sold Mar 27, 2026

    3519 Fair Oaks Ln, Longboat Key, FL 34228

    • 5 Beds
    • 3.5 Baths
    • 3,924 Sq Ft
    • Built 1998

    Last Sold Summary

    • 1% Below List Price
    • $427/SF
    • 5 Days On Market

    Current Estimated Value $1,705,479

    Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

    3519 Fair Oaks Ln, Longboat Key, FL 34228
    • 2185 Gulf of Mexico Dr Unit 245, Longboat Key, FL 34228
      2185 Gulf of Mexico Dr Unit 245, Longboat Key, FL 34228
      /2

      Est $2,777,158

      Not Listed For Sale

      2185 Gulf of Mexico Dr Unit 245, Longboat Key, FL 34228

      • 3 Beds
      • 2 Baths
      • 2,590 Sq Ft
      • Built 1996
      2185 Gulf of Mexico Dr Unit 245, Longboat Key, FL 34228

      Last Sold Summary

      • 20 Days On Market

  • 560 Harbor Point Rd, Longboat Key, FL 34228
    560 Harbor Point Rd, Longboat Key, FL 34228
    560 Harbor Point Rd, Longboat Key, FL 34228
    /64

    $9,700,000

    • 4 Beds
    • 5 Baths
    • 5,245 Sq Ft

    560 Harbor Point Rd, Longboat Key, FL 34228

    Exquisite Palladian-Style Waterfront Estate Located on the serene shores of Sarasota Bay, this home epitomizes elegance and sophistication. Designed by Cliff Scholz and meticulously crafted by Murray Homes, this, 5,300-square-foot masterpiece is situated in a double-gated community offering unparalleled privacy and exclusivity. Perched at the end of a quiet cul-de-sac, the property boasts almost

    Jonathan Fox MICHAEL SAUNDERS & COMPANY

    560 Harbor Point Rd, Longboat Key, FL 34228
  • 3240 Gulf of Mexico Dr, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr, Longboat Key, FL 34228
    /54

    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Seasonal/short term 2/2 condo rental with full water view on Longboat Key.

    3240 Gulf of Mexico Dr, Longboat Key, FL 34228

    Seasonal / Short-Term Rental on Longboat KeyVacation in one of the nation’s most celebrated coastal destinations, where a leading national travel magazine ranked Longboat Key among the Top 5 Best Islands in the United States. Experience the beauty firsthand while enjoying breathtaking water views from nearly every room of this stunning condominium at Portobello. This beautifully renovated and

    3240 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 540 Gulf Bay Rd, Longboat Key, FL 34228
    540 Gulf Bay Rd, Longboat Key, FL 34228
    /2

    $1,850,000

    Sold Oct 03, 2025

    540 Gulf Bay Rd, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 1,880 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Below List Price
    • $984/SF
    • 124 Days On Market

    Current Estimated Value $1,815,539

    Last Listing Agent Brett Coady PINEYWOODS REALTY LLC

    540 Gulf Bay Rd, Longboat Key, FL 34228
    • 4540 Gulf of Mexico Dr Unit PH1, Longboat Key, FL 34228
      4540 Gulf of Mexico Dr Unit PH1, Longboat Key, FL 34228
      /2

      Est $667,231

      Not Listed For Sale

      4540 Gulf of Mexico Dr Unit PH1, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,561 Sq Ft
      • Built 1975
      4540 Gulf of Mexico Dr Unit PH1, Longboat Key, FL 34228

      Last Sold Summary

      • 34 Days On Market

  • 2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228
    2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228
    2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228
    /64

    $610,000

    $15K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,094 Sq Ft

    2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228

    NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled. This gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space and spacious lanai adding an additional 112 square feet with custom 95% UV blocking solar shades. The convenient second floor location

    Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

    2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228
  • 3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228
    3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228
    3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228
    /44

    $4,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,106 Sq Ft
    • Condo for Rent

    3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228

    Tucked along the quiet edge of the key, where the water gently meets the shoreline and wildlife drifts by with the tide, this easily accessible residence offers something increasingly hard to find: effortless coastal living with the comfort and privacy of a home. Here, your day begins without elevators or long corridors. You simply pull up, step inside, and settle into a space designed for ease.

    Janette Schafer COLDWELL BANKER REALTY

    3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228
  • 4360 Chatham Dr Unit 204, Longboat Key, FL 34228
    4360 Chatham Dr Unit 204, Longboat Key, FL 34228
    /2

    $340,000

    Sold Nov 25, 2025

    4360 Chatham Dr Unit 204, Longboat Key, FL 34228

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft
    • Built 1969

    Last Sold Summary

    • $455/SF
    • 0 Days On Market

    Current Estimated Value $354,051

    Last Listing Agent Mairead Smialek COLDWELL BANKER REALTY

    4360 Chatham Dr Unit 204, Longboat Key, FL 34228
    • 3710 Gulf of Mexico Dr Unit G-6, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit G-6, Longboat Key, FL 34228
      /2

      Not Listed For Sale

      3710 Gulf of Mexico Dr Unit G-6, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 643 Sq Ft
      • Built 1959
      3710 Gulf of Mexico Dr Unit G-6, Longboat Key, FL 34228

      Last Sold Summary

      • 85 Days On Market

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