11,597

Homes in ZIP Code 34228

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  • /50

    $3,299,000 Open Sat 11AM - 4PM

    • 5 Beds
    • 5 Baths
    • 3,815 Sq Ft

    2945 Pyrula Dr, Longboat Key, FL 34228

    A contemporary masterpiece awaits, constructed in 2024 and completed in 2025 this newly built residence blends contemporary architecture with uncompromising craftsmanship. Step into more than 3,800 square feet of modern design perfection ideally located in one of Longboat Keys most coveted neighborhoods. Just minutes on foot brings you to pristine beach access or a tee time at the Longboat Keys

    Alin Zdroba PROPERTIO

    2945 Pyrula Dr, Longboat Key, FL 34228
  • /59

    $10,000 per month

    • 3 Beds
    • 5 Baths
    • 2,908 Sq Ft
    • House for Rent

    3111 Bayou Sound, Longboat Key, FL 34228

    LOCATION, LOCATION, LOCATION. BEAUTIFUL TURNKEY FURNISHED SINGLE FAMILY HOME available in the sought after community of Bay Isles is available to rent. This lovely light, bright 3 bedroom plus 3 bathroom, two half bathroom home boasts 2,908 square feet, double primary bedrooms, living room/dining room combination, loft/den space and much much more. The home has been fully painted and newly

    C. Alison Hunter JENNETTE PROPERTIES INC

    3111 Bayou Sound, Longboat Key, FL 34228
  • /2

    $275,000 Sold Jun 16, 2025

    2600 Harbourside Dr Unit C-12, Longboat Key, FL 34228

    Last Sold Summary

    • 8% Below List Price
    • 23 Days On Market

    Current Estimated Value $262,613

    Last Listing Agent Jessica Hurley PREMIER SOTHEBY'S INTERNATIONAL REALTY

    2600 Harbourside Dr Unit C-12, Longboat Key, FL 34228
    • /52

      Est $740,267 Not Listed For Sale

      4900 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,561 Sq Ft
      • Built 1975
      4900 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

      Last Sold Summary

      • 10% Below List Price
      • $525/SF
      • 66 Days On Market

      Last Sold Price $819,000

      Last Listing Agent Michael Albano, PA COLDWELL BANKER REALTY

  • /76

    $2,850,000

    • 3 Beds
    • 3 Baths
    • 4,000 Sq Ft

    677 Lands End Dr, Longboat Key, FL 34228

    In a rich tropical waterfront setting on Longboat Key, this unique retreat lives like a modern treehouse while evoking a sense of peace, family and comfortable, easy island living. Tucked within the island’s native landscape along a natural bayou off Sarasota Bay, the property offers a rare opportunity to experience serene waterfront living surrounded by nature, with the Gulf’s azure waters and

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    677 Lands End Dr, Longboat Key, FL 34228
  • /24

    $10,500 per month

    • 2 Beds
    • 2 Baths
    • 1,651 Sq Ft
    • Condo for Rent

    2525 Gulf of Mexico Dr Unit 12-F, Longboat Key, FL 34228

    Stunning Gulf-Front Condo with Breathtaking Views at Islands West! Experience the epitome of coastal living in this exquisite 2-bedroom, 2-bathroom condominium on the 12th floor of Islands West, where full Gulf views become a part of your daily life. This beautifully furnished unit is not just a rental; it’s a lifestyle choice that offers you the chance to wake up to the soothing sounds of waves

    Jane Hunter JENNETTE PROPERTIES INC

    2525 Gulf of Mexico Dr Unit 12-F, 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 $725,669

    Last Listing Agent Bo Fuller FULLER GROUP

    5055 Gulf of Mexico Dr Unit 115, 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

      • $694/SF
      • 2 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  • /39

    $1,700,000

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

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

    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. Just move right in and enjoy the views and amenities. The building has been completely remodeled. New roof, new windows, new railings, new pool, new storage

    Robert Delaney MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 14E, Longboat Key, FL 34228
  • /61

    $14,750 per month

    • 4 Beds
    • 3.5 Baths
    • 2,292 Sq Ft
    • House for Rent

    513 Gunwale Ln, Longboat Key, FL 34228

    Welcome to Beach & Boaters Paradise located on Longboat Key. Enjoy immediate access access to beautiful Sarasota Bay, the Gulf of Mexico and Longboat Key’s sugar white sand beaches and emerald green waters. Fish off the dock or walk to the beach! Or enjoy the large heated pool in this 4 bedroom, 3.5 bath luxury waterfront home designed to provide you and your family a lifetime of vacation

    Marcia Benson Berkshire Hathaway Florida Realty

    513 Gunwale Ln, Longboat Key, FL 34228
  • /2

    $310,000 Sold Apr 14, 2025

    549 Sutton Place, Longboat Key, FL 34228

    • 2 Beds
    • 1.5 Baths
    • 1,008 Sq Ft
    • Built 1972

    Last Sold Summary

    • 22% Below List Price
    • $308/SF
    • 89 Days On Market

    Current Estimated Value $486,779

    Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

    549 Sutton Place, Longboat Key, FL 34228
    • /43

      Est $623,819 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

      • 5% Below List Price
      • $494/SF
      • 163 Days On Market

      Last Sold Price $655,000

      Last Listing Agent Andree Huffine COLDWELL BANKER REALTY

  • /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
  • /26

    $9,800 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    640 Broadway St, Longboat Key, FL 34228

    Step into living history in the heart of Historic Longbeach Village. This exceptional property occupies land that was part of Civil War veteran Thomas Mann’s 144-acre homestead, where in 1891 he built the island’s first permanent residence just steps away. This serene corner lot is where Longboat Key truly began! Fully rebuilt and elevated in 2025 to the highest modern standards after the 2024

    Christina Vescovo LPT REALTY, LLC

    640 Broadway St, 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 $1,827,507

    Last Listing Agent Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

    3322 Bayou Rd, 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

      • $422/SF
      • 141 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  • /55

    $929,000

    • 3 Beds
    • 2 Baths
    • 2,105 Sq Ft

    2110 Harbourside Dr Unit 547, Longboat Key, FL 34228

    Experience refined coastal living behind the gates of the prestigious Bay Isles. This beautifully appointed 3-bedroom, 2-bath residence in The Atrium offers an exceptional blend of elegance, comfort, and convenience just minutes from St. Armands Circle and vibrant downtown Sarasota. Designed for effortless living and entertaining, the open floor plan showcases high ceilings, a sophisticated blend

    Mimi Kruk MICHAEL SAUNDERS & COMPANY

    2110 Harbourside Dr Unit 547, Longboat Key, FL 34228
  • /33

    $14,400 per month

    • 2 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • House for Rent

    701 Broadway St, Longboat Key, FL 34228

    This charming single-story residence is a meticulous rebuild with an open-concept great room featuring high ceilings, abundant natural light, and a gourmet kitchen equipped with stainless steel appliances and a gas range. The private, fully fenced backyard offers a lagoon style heated swimming pool, separate hot tub, lush tropical landscaping, and the soothing sound of swaying palms. Completely

    Christina Vescovo LPT REALTY, LLC

    701 Broadway St, 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 $2,226,980

    Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

    548 Ketch Ln, Longboat Key, FL 34228
    • /56

      Est $647,645 Not Listed For Sale

      225 Sands Point Rd Unit 7304, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 642 Sq Ft
      • Built 1983
      225 Sands Point Rd Unit 7304, Longboat Key, FL 34228

      Last Sold Summary

      • 14% Below List Price
      • $1,168/SF
      • 9 Days On Market

      Last Sold Price $750,000

      Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

  • /48

    $1,425,000

    • 2 Beds
    • 2 Baths
    • 1,491 Sq Ft

    2525 Gulf of Mexico Dr Unit 6B, Longboat Key, FL 34228

    Ultra-luxury, fully remodeled Gulf-front residence on Longboat Key. This sixth-floor, move-in ready condo at Islands West comes furnished and showcases imported Italian cabinetry, level 5 drywall, carrara marble flooring, aqua quartz countertops and steam shower. All-new hurricane-impact windows and doors, including floor-to-ceiling glass in both bedrooms, frame sweeping water views and a

    Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

    2525 Gulf of Mexico Dr Unit 6B, Longboat Key, FL 34228
  • /23

    $5,000 per month

    • 1 Bed
    • 1.5 Baths
    • 725 Sq Ft
    • Condo for Rent

    4401 Gulf of Mexico Dr Unit 703, Longboat Key, FL 34228

    Desirable Furnished One Bedroom 1 1/2 Bathroom Condo on Longboat Key. It is on the 7th floor with a 20 ft lanai that has an outstanding view of the beach and the Gulf of America. The building is one of the closest to the beach with access within few feet of the building, is well managed, has a salt water heated pool & recreational area with gas grill. There is an exercise center, public kitchen,

    David Gardner PINEBROOK IRONWOOD REALTY

    4401 Gulf of Mexico Dr Unit 703, 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 $679,976

    Last Listing Agent Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

    723 Bayport Way Unit 723, Longboat Key, FL 34228
    • /51

      Est $336,698 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

      • 1% Below List Price
      • $459/SF
      • 671 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Marni Hayden CHROME REALTY LLC

  • /66

    $1,030,000

    • 2 Beds
    • 2 Baths
    • 1,293 Sq Ft

    615 Dream Island Rd Unit 202, Longboat Key, FL 34228

    Bring your boat to Longboat Key. Fully furnished second floor corner unit with boat dock and stunning views of the Sarasota Bay in beautiful Harbor Villa Club. This beautifully renovated 2-bedroom, 2-bathroom condo is an incredible opportunity to live right on the Sarasota bay with 180 degree breathtaking water views. This single level, corner unit has plenty of natural light and has been updated

    Greg Orquera ORQUERA FLORIDA INVESTMENTS

    615 Dream Island Rd Unit 202, Longboat Key, FL 34228
  • /35

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft
    • Condo for Rent

    3808 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

    2-bed, 2-bath seasonal rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community's private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on

    Dakota Magnus FLORIDA GALLERY REAL ESTATE

    3808 Gulf of Mexico Dr Unit 211, 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 $766,208

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    7155 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    • /42

      Est $348,749 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

      • 16% Below List Price
      • $513/SF
      • 90 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Allison Menke BRIGHT REALTY

  • /35

    $1,299,000

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

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

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

    Roger Pettingell COLDWELL BANKER REALTY

    1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
  • /40

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • House for Rent

    573 Spanish Dr N, Longboat Key, FL 34228

    NOW AVAILABLE STARTING JUNE 1, 2026 - BRAND NEW RENOVATED and TURNKEY FURNISHED available for ANNUAL LEASE ($3,500/MONTH) OR SEASONAL Jan - April ($5,500/MONTH). 6 MONTH MINUMUM RENTAL (OR INQUIRE ABOUT ANNUAL OPTION). ALL Utilities, Cable and Tax included. Come live the island life in this peaceful, fully detached villa nestled in the vibrant 55+ waterfront community of Spanish Main Yacht Club.

    Norma Mladineo COLDWELL BANKER REALTY

    573 Spanish Dr N, 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 $2,688,280

    Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    598 Lyons Ln, Longboat Key, FL 34228
    • /60

      Est $773,589 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

      • 21% Below List Price
      • $640/SF
      • 20 Days On Market

      Last Sold Price $975,000

      Last Listing Agent Debby McCaig COLDWELL BANKER REALTY

  • /43

    $889,000

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft

    4835 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Experience the ultimate beachfront lifestyle in this stunning 1,393 sq. ft. 2-bedroom, 2-bathroom retreat on Longboat Key. Perfectly positioned on the third floor, this home offers amazing views of the beautiful beaches and the endless Gulf horizon—visible from nearly every room! Wake up to the sound of waves in the master suite, where sliding doors

    Donna Wrobel BERKSHIRE HATHAWAY HOMESERVICE

    4835 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
  • /83

    $20,000 per month

    • 1 Bed
    • 1.5 Baths
    • 1,721 Sq Ft
    • Condo for Rent

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

    The Residences at The St. Regis Longboat Key mark the debut of a truly iconic address — the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico. Welcome home to the legendary service and sophistication of St. Regis, paired with the tranquil allure of a seaside retreat on the exclusive barrier island of Longboat Key, Florida. Step inside to beautifully

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    1581 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
  • /2

    $925,000 Sold Jul 10, 2025

    5055 Gulf of Mexico Dr Unit 232, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,624 Sq Ft
    • Built 1973

    Last Sold Summary

    • 27% Below List Price
    • $570/SF
    • 25 Days On Market

    Current Estimated Value $977,551

    Last Listing Agent Nathan Mathers PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5055 Gulf of Mexico Dr Unit 232, Longboat Key, FL 34228
    • /53

      Est $651,810 Not Listed For Sale

      4401 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 896 Sq Ft
      • Built 1972
      4401 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

      Last Sold Summary

      • 11% Below List Price
      • $815/SF
      • 113 Days On Market

      Last Sold Price $730,000

      Last Listing Agent Michael Nink, PA Michael Saunders

  • /52

    $975,000

    • 2 Beds
    • 2 Baths
    • 961 Sq Ft

    5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228

    Nestled in the heart of Longboat Key, this exceptional two-bedroom, two-bathroom beachfront condo offers a rare blend of luxury, comfort, and high rental potential. Situated within the meticulously maintained Seagrape Inn, this turnkey furnished unit is an investor’s dream, boasting a potential gross annual revenue of $108,000 and a net operating income of $66,000. The Seagrape Inn's lush

    Patrick Brogley KELLER WILLIAMS ON THE WATER S

    5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228
  • /31

    $10,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,957 Sq Ft
    • Condo for Rent

    1445 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    Luxury Living meets Modern Coastal at Gulf Front Haven, a beautifully updated, modern, ocean view floorplan that sits right on the beach at Longboat Key, one of the Gulf Coasts Premier Living Areas! This home is located right in the heart of the Players Club, one of Longboat Keys most luxurious communities with all the amenities to make your stay great!! The condo is located on the 3rd Floor with

    Brad Wilson M&M PROPERTY MANAGEMENT GROUP

    1445 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • /2

    $350,000 Sold Sep 15, 2025

    655 Spanish Way, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,241 Sq Ft
    • Built 1968

    Last Sold Summary

    • 11% Below List Price
    • $282/SF
    • 74 Days On Market

    Current Estimated Value $346,072

    Last Listing Agent Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    655 Spanish Way, Longboat Key, FL 34228
    • /80

      Est $3,001,660 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

      • 12% Below List Price
      • $1,147/SF
      • 17 Days On Market

      Last Sold Price $3,400,000

      Last Listing Agent Michael Moulton Michael Saunders

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