11,647

Homes in ZIP Code 34228

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  • /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
  • /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
  • /2

    $1,190,000

    Sold Sep 05, 2025

    1445 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    • 2 Beds
    • 2.5 Baths
    • 1,721 Sq Ft
    • Built 1982

    Last Sold Summary

    • 5% Below List Price
    • $691/SF
    • 51 Days On Market

    Current Estimated Value $1,196,337

    Last Listing Agent Mairead Smialek COLDWELL BANKER REALTY

    1445 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    • /63

      Est $872,558

      Not Listed For Sale

      2213 Harbourside Dr Unit 303, Longboat Key, FL 34228

      • 3 Beds
      • 2.5 Baths
      • 2,224 Sq Ft
      • Built 1984
      2213 Harbourside Dr Unit 303, Longboat Key, FL 34228

      Last Sold Summary

      • 45 Days On Market

  • /62

    $775,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    803 Bayport Way Unit 803, Longboat Key, FL 34228

    Under contract-accepting backup offers. Welcome to the true tropical oasis of Bayport Beach & Tennis Club, a Longboat Key Gulf to Bay community. Bayport was designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture and is recognized for its award-winning, timeless design. Bayport offers 27 lushly landscaped acres with 1,200 feet of private beach. This

    Alexis Smith-Frady COMPASS FLORIDA LLC

    803 Bayport Way Unit 803, Longboat Key, FL 34228
  • /37

    $9,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,602 Sq Ft
    • Condo for Rent

    775 Longboat Club Rd Unit 405, Longboat Key, FL 34228

    AVAILABLE 2026 SEASON. Enjoy beautiful sunsets or sunrises from this spacious 4th floor condo with partial gulf and bay views. This 1600 sq. ft. two bedroom two bath condo is located directly on the sugary beach of Longboat Key with lounge chairs and umbrellas provided. Wrap around balcony with partial Gulf of Mexico and Longboat Key Club golf views. Washer/dryer in the unit, pool, fitness

    Brenda Cozy COLDWELL BANKER REALTY

    775 Longboat Club Rd Unit 405, Longboat Key, FL 34228
  • /2

    $1,750,000

    Sold Oct 27, 2025

    6011 Emerald Harbor Dr, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 1,929 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $907/SF
    • 0 Days On Market

    Current Estimated Value $1,911,900

    Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

    6011 Emerald Harbor Dr, Longboat Key, FL 34228
    • /48

      Est $1,196,648

      Not Listed For Sale

      3437 Winding Oaks Dr Unit 19, Longboat Key, FL 34228

      • 3 Beds
      • 3 Baths
      • 2,678 Sq Ft
      • Built 1988
      3437 Winding Oaks Dr Unit 19, Longboat Key, FL 34228

      Last Sold Summary

      • 200 Days On Market

  • /19

    $375,000

    $50K PRICE DROP

    2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228

    Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228
  • /60

    $6,900 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • House for Rent

    535 Forest Way, Longboat Key, FL 34228

    Welcome to your perfect coastal escape in the heart of Cedars East on Longboat Key, Florida! Professionally managed by Gulf Coast Vacation Rentals, this chic, playful, and stylish 3-story, 2-bedroom, 2-bathroom townhome is nestled in one of the island’s most sought-after communities—offering a unique blend of tropical charm, resort-style amenities, and a peaceful coastal atmosphere.Step

    Andy Moore GULF COAST REALTY & MANAGEMENT

    535 Forest Way, Longboat Key, FL 34228
  • /2

    $1,700,000

    Sold Jun 24, 2026

    2410 Harbourside Dr Unit 131, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 3,825 Sq Ft
    • Built 1993

    Last Sold Summary

    • 8% Below List Price
    • $444/SF
    • 28 Days On Market

    Current Estimated Value $2,150,962

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    2410 Harbourside Dr Unit 131, Longboat Key, FL 34228
    • /25

      Est $1,381,436

      Not Listed For Sale

      1902 Harbour Links Cir Unit 16, Longboat Key, FL 34228

      • 3 Beds
      • 3.5 Baths
      • 2,180 Sq Ft
      • Built 2001
      1902 Harbour Links Cir Unit 16, Longboat Key, FL 34228

      Last Sold Summary

      • 7 Days On Market

  • /65

    $649,900

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    4430 Exeter Dr Unit 108, Longboat Key, FL 34228

    Stunning Sarasota Bay Views from a Move-In-Ready First-Floor Spacious Corner Unit!Wake up to breathtaking, unobstructed Sarasota Bay vistas in this turnkey first-floor corner residence, designed with upscale Tommy Bahama–inspired flair. This exceptional home blends luxury island living with immediate rental potential, offering panoramic water views from both the primary and guest bedrooms,

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4430 Exeter Dr Unit 108, Longboat Key, FL 34228
  • /53

    $4,200 Per Month

    • 2 Beds
    • 2 Baths
    • 1,640 Sq Ft
    • Condo for Rent

    840 Bayport Way Unit 840, Longboat Key, FL 34228

    This stunningly appointed ground floor 2-bedroom 2 bath condo with lots of open living space is the ideal place to spend your summer vacation. Relax on screened lanai and enjoy the gentle breezes of this tropical oasis. Situated between Sarasota Bay and the Gulf of Mexico and surrounded by lush landscaping, you will truly find the private patio a great place to spend your afternoons. The

    Shirley Cuddy REALTY SERVICES INC

    840 Bayport Way Unit 840, Longboat Key, FL 34228
  • /2

    $2,208,000

    Sold May 26, 2026

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

    • 3 Beds
    • 3 Baths
    • 2,122 Sq Ft
    • Built 1984

    Last Sold Summary

    • 11% Above List Price
    • $1,041/SF
    • 7 Days On Market

    Current Estimated Value $1,942,579

    Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

    775 Longboat Club Rd Unit 408, Longboat Key, FL 34228
    • /2

      Est $304,358

      Not Listed For Sale

      699 El Centro Unit 182, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,327 Sq Ft
      • Built 1969
      699 El Centro Unit 182, Longboat Key, FL 34228

      Last Sold Summary

      • 24 Days On Market

  • /28

    $595,000

    • Land
    • 6,098 Sq Ft
    • $4,250,000 per Acre

    641 Broadway St, Longboat Key, FL 34228

    Discover the irresistible charm of historic Longbeach Village and seize a rare opportunity to build your dream island home on Longboat Key. Welcome to the lowest priced vacant single-family parcel available on Longboat Key, an exceptional chance to design a custom residence just off the coast of Sarasota. This desired corner lot in the heart of the village offers flexible design possibilities,

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    641 Broadway St, Longboat Key, FL 34228
  • /46

    $5,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,561 Sq Ft
    • Condo for Rent

    5757 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    A little slice of Gulf-front heaven. Seasonal rental only, available July 15 through December 31, 2026! 60 Day Minimum Lease, not available Jan 1, 2027-March 31, 2027. Fully remodeled and impeccably furnished with Gulf views on Longboat Key, this top-floor 2-bedroom, 2-bath residence offers breathtaking views of the beach and Gulf of Mexico. The clear Caribbean-blue waters and white sand beaches

    Scott Nold TNG PROPERTY MANAGEMENT

    5757 Gulf of Mexico Dr Unit 305, 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 $1,111,573

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    3543 Mistletoe Ln, Longboat Key, FL 34228
    • /66

      Est $498,127

      Not Listed For Sale

      583 Spanish Dr S Unit 129, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,399 Sq Ft
      • Built 1968
      583 Spanish Dr S Unit 129, Longboat Key, FL 34228

      Last Sold Summary

      • 223 Days On Market

  • /47

    $490,000

    $10K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,449 Sq Ft

    6750 Gulf of Mexico Dr Unit 163, Longboat Key, FL 34228

    Under contract-accepting backup offers. Virtually Staged. Tucked within the intimate Whitney Beach community on Longboat Key's serene north end, this beautifully reimagined two-bedroom, two-bath end unit occupies one of the community's most coveted positions — a corner residence offering protected water views over Bishop's Bayou from both the kitchen and living room, sheltered from the wake and

    Karen Whitaker PREMIER SOTHEBY'S INTERNATIONAL REALTY

    6750 Gulf of Mexico Dr Unit 163, 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
  • /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 $370,961

    Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4390 Exeter Dr Unit 104, Longboat Key, FL 34228
    • /2

      Not Listed For Sale

      3710 Gulf of Mexico Dr Unit G26, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 912 Sq Ft
      • Built 1980
      3710 Gulf of Mexico Dr Unit G26, Longboat Key, FL 34228

      Last Sold Summary

  • /76

    $2,695,000

    $155K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 4,182 Sq Ft

    677 Lands End Dr, Longboat Key, FL 34228

    Experience the timeless appeal of a quintessential Florida island home, immersed in a lush tropical waterfront setting on Longboat Key. Elevated above a serene natural bayou off Sarasota Bay, this distinctive residence embodies the relaxed elegance of island living, with soaring ceilings, expansive wraparound decks, and pristine Gulf beaches just moments away.Launch a kayak from your private

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    677 Lands End Dr, 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
  • /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 $8,069,774

    Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

    5581 Gulf of Mexico Dr, Longboat Key, FL 34228
    • /2

      Est $1,331,808

      Not Listed For Sale

      603 Longboat Club Rd Unit 903N, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,458 Sq Ft
      • Built 1970
      603 Longboat Club Rd Unit 903N, Longboat Key, FL 34228

      Last Sold Summary

      • 26 Days On Market

  • /58

    $2,400,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 2,154 Sq Ft

    1591 Gulf of Mexico Dr Unit 512, Longboat Key, FL 34228

    Fractional Ownership. Fractional Ownership Opportunity at The St. Regis Longboat Key. Each purchase includes complimentary Resort Membership, valued at $125,000, along with the added benefit of no annual dues (a $14,000 value) and no minimum annual expenditure requirements. The Resort Membership can be enjoyed year-round, providing exceptional value and convenience to owners. For 2026, fee for

    Michael Moulton MICHAEL SAUNDERS & COMPANY

    1591 Gulf of Mexico Dr Unit 512, 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
  • /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 $405,517

    Last Listing Agent Adrienne Scott MICHAEL SAUNDERS & COMPANY

    620 Spanish Dr N, Longboat Key, FL 34228
    • /2

      Est $434,606

      Not Listed For Sale

      4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,325 Sq Ft
      • Built 1975
      4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      Last Sold Summary

      • 125 Days On Market

  • /47

    $724,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft

    2020 Harbourside Dr Unit 457, Longboat Key, FL 34228

    Under contract-accepting backup offers. Located on the 5th-floor penthouse level of Fairway Bay, this corner 2BR/2BA residence offers beautiful views of Sarasota Bay, the downtown skyline, manicured grounds, pool, and mangrove channels. Garage parking, a rare and desirable feature on Longboat Key, adds to the appeal. From the moment you enter, a wall of sliders draws your eye through the living

    Bruce Myer COLDWELL BANKER REALTY

    2020 Harbourside Dr Unit 457, 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
  • /2

    $1,000,000

    Sold Jul 01, 2025

    230 Sands Point Rd Unit 3501, Longboat Key, FL 34228

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Built 1982

    Last Sold Summary

    • 13% Below List Price
    • $1,333/SF
    • 58 Days On Market

    Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

    230 Sands Point Rd Unit 3501, Longboat Key, FL 34228
    • /2

      Est $514,203

      Not Listed For Sale

      575 Sutton Place Unit T-4, Longboat Key, FL 34228

      • 3 Beds
      • 2.5 Baths
      • 1,450 Sq Ft
      • Built 1972
      575 Sutton Place Unit T-4, Longboat Key, FL 34228

      Last Sold Summary

      • 23 Days On Market

  • /39

    $1,675,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

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

    Back on the market, buyer's financing fell through. Home inspection already completed and all good, and appraisal from bank already completed with no issues. Amazing and Unobstructed 14th Floor Gulf and Beach Views! This is the perfectly remodeled unit you've been waiting for, with stunning sky views! Open floor plan, tile floors throughout, gorgeous open kitchen, and split bedroom floor plan.

    Robert Delaney MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 14E, 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
  • /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 $668,034

    Last Listing Agent Michael Nink, PA MICHAEL SAUNDERS & COMPANY

    780 Jungle Queen Way, Longboat Key, FL 34228
    • /2

      Est $8,449,739

      Not Listed For Sale

      1581 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228

      • 4 Beds
      • 4.5 Baths
      • 4,017 Sq Ft
      • Built 2024
      1581 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228

      Last Sold Summary

      • 32 Days On Market

Showing Results 201 - 240, Page 6 of 18

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