Homes in ZIP Code 34228

• 

  

  

  /40

  $580,000

  $85K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228

  REDUCED AND INCREDIBLE VALUE! EXCEPTIONAL FULL BAY VIEWS, PRIVATE BEACH ACCESS AND KAYAK LAUNCH, HURRICANE-RATED WINDOWS AND SLIDERS, UPDATED BATHS AND MORE! This 2BR/2BA retreat at Pelican Harbour & Beach Club delivers the quintessential Longboat Key lifestyle. From its 2nd-floor vantage point, enjoy peaceful sunrises over the Bay and the tranquil fountain view from your screened lanai,

  Lenore Treiman MICHAEL SAUNDERS & COMPANY

  4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
• 

  

  

  /77

  $3,750 Per Month

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft
  • Condo for Rent

  1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228

  AVAILABLE IMMEDIATELY PENDING HOA APPROVAL! 2 MONTH MINIMUM! BOOKED FOR JAN-MARCH 2027 SEASON! LUXURIOUS, RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOUGHT AFTER SEAPLACE COMMUNITY ON LONGBOAT KEY. This gorgeous 4th floor condo comes turnkey furnished and located only three miles north of St. Armand's circle. When you walk in you will be blown away by the light, bright and open feeling the

  Brigette Marcus NEXTHOME EXCELLENCE

  1945 Gulf of Mexico Dr Unit M2414, 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 $17,478,628

  Last Listing Agent Rich Polese COMPASS FLORIDA LLC

  845 Longboat Club Rd, Longboat Key, FL 34228
• 

  

  /2

  Est $680,114

  Not Listed For Sale

  4540 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • Built 1975

  4540 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  Last Sold Summary

  • 197 Days On Market
• 

  

  

  /69

  $628,000

  $121K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228

  Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panoramic Sarasota Bay views plus Deeded Beach access right across the street. Stunning water views across Sarasota Bay are yours from the Great Room, the Primary Bedroom & from your waterfront, covered & screened in Balcony. Entertain your guests here or enjoy your own private dining

  Maruta Miluns MICHAEL SAUNDERS & COMPANY

  4234 Gulf of Mexico Dr Unit Q2, 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

  $995,000

  Sold Apr 24, 2026

  1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 1972

  Last Sold Summary

  • 9% Below List Price
  • $771/SF
  • 139 Days On Market

  Current Estimated Value $997,347

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228
• 

  

  /34

  Est $1,142,085

  Not Listed For Sale

  2101 Gulf of Mexico Dr Unit 2504, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • Built 1984

  2101 Gulf of Mexico Dr Unit 2504, Longboat Key, FL 34228

  Last Sold Summary

  • 347 Days On Market
• 

  

  /44

  $1,550,000

  • 2 Beds
  • 3.5 Baths
  • 2,550 Sq Ft

  3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228

  Beautifully positioned within Grand Bay on Longboat Key, this 2-bedroom + den residence offers 2,550 sq ft of light-filled living with a private elevator opening directly into the home. Expansive Sarasota Bay views, two generous terraces, and seamless indoor–outdoor flow create an ideal setting for sunsets, bay breezes, and relaxed coastal living. Set behind the gated Bay Isles entrance,

  Dianne Anderson COMPASS FLORIDA LLC

  3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228
• 

  

  /30

  $11,769 Per Month

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Condo for Rent

  2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228

  ..."' short stories. ....on the island of longboat key You are on the beach included is swimming pool...and a world class tennis courtf...looking play with others and league Town of Longboat Key tennis three blocks away...fitness gym.. . This is direct Gulf front unit with interior hallways from the balcony ,the kitchen,the living room couch...Your on the water.. Breathtaking view of the

  Gerald Cunningham KELLER WILLIAMS ON THE WATER S

  2425 Gulf of Mexico Dr Unit 7B, 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 $744,091

  Last Listing Agent Andrew Vac RE/MAX ALLIANCE GROUP

  2110 Harbourside Dr Unit 522, Longboat Key, FL 34228
• 

  /2

  Est $420,782

  Not Listed For Sale

  3740 Gulf of Mexico Dr Unit 116, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 861 Sq Ft
  • Built 1950

  3740 Gulf of Mexico Dr Unit 116, Longboat Key, FL 34228

  Last Sold Summary

  • 13 Days On Market
• 

  

  /19

  $150,000

  • Land
  • 1,306 Sq Ft
  • $5,000,000 per Acre

  3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228

  WELCOME TO PARADISE! Gulfshore of Longboat Key has it all - private, pristine sand beach, combined with the turquoise waters of the Gulf of Mexico, a marina on Sarasota Bay, large heated community pool, clubhouse with a commercial kitchen, a well-maintained campus and very reasonable HOA fees. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armands

  Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228
• 

  

  /48

  $4,000 Per Month

  • 1 Bed
  • 1.5 Baths
  • 1,080 Sq Ft
  • Condo for Rent

  1000 Longboat Club Rd Unit 406, 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

  Cody Smith RENT SARASOTA

  1000 Longboat Club Rd Unit 406, 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 $633,691

  Last Listing Agent Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  6901 Poinsetta Ave, Longboat Key, FL 34228
• 

  

  /8

  Not Listed For Sale

  2600 Harbourside Dr Unit G-19 & G-20, Longboat Key, FL 34228

  2600 Harbourside Dr Unit G-19 & G-20, Longboat Key, FL 34228

  Last Sold Summary

  • 788 Days On Market
• 

  

  /34

  $369,000

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft

  509 Spanish Dr N, Longboat Key, FL 34228

  STEPS FROM THE BEACH.....WATERFRONT COMMUNITY......DEEDED BEACH ACCESS......FULLY RENOVATED..........IMPACT WINDOWS..........COMMUNITY POOL...........Just **432 steps from the beach**, this is where coastal living stops being a dream and becomes your daily rhythm. Morning walks on soft sand, sunset returns under glowing skies, and the constant sense that the water is always just around the

  Garrett Sedlacek KELLER WILLIAMS ON THE WATER S

  509 Spanish Dr N, Longboat Key, FL 34228
• 

  

  /33

  $18,000 Per Month

  • 2 Beds
  • 2.5 Baths
  • 2,143 Sq Ft
  • Condo for Rent

  1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228

  2027 Season Rental Rate will be $24,000. The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet

  Melissa Gissinger MICHAEL SAUNDERS & COMPANY

  1591 Gulf of Mexico Dr Unit 313, 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 $1,625,153

  Last Listing Agent Linda Weber COLDWELL BANKER REALTY

  2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
• 

  /2

  Not Listed For Sale

  5393 Gulf of Mexico Dr Unit 216C, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1979

  5393 Gulf of Mexico Dr Unit 216C, Longboat Key, FL 34228

  Last Sold Summary

  • 2 Days On Market
• 

  

  /19

  $425,000

  2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228

  Ask an L-dock boater, they will tell you it’s the best dock in the marina. Slip mid-pier ono the north side of the dock, 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 requires membership in the Longboat Key Club. This slip is one of the very few slips at the marina with a direct view of the Sarasota

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228
• 

  

  /100

  $78,000 Per Month

  • 4 Beds
  • 4.5 Baths
  • 5,334 Sq Ft
  • Condo for Rent

  1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228

  An exceptionally rare opportunity to lease one of the most exclusive waterfront residences ever offered on Florida’s Gulf Coast. Positioned within the iconic St. Regis Residences on Longboat Key, this extraordinary four-bedroom, four-and-a-half-bath condominium redefines annual luxury living with an unrivaled level of privacy, sophistication, and world-class service. Arrive via private elevator

  Jaime Barcelo GULF COAST REALTY & MANAGEMENT

  1591 Gulf of Mexico Dr Unit 619, 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 $934,420

  Last Listing Agent Julie Klick MICHAEL SAUNDERS & COMPANY

  3465 Winding Oaks Dr Unit 33, Longboat Key, FL 34228
• 

  

  /66

  Est $426,098

  Not Listed For Sale

  4870 Gulf of Mexico Dr Unit V12, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft
  • Built 1974

  4870 Gulf of Mexico Dr Unit V12, Longboat Key, FL 34228

  Last Sold Summary

  • 135 Days On Market
• 

  /2

  $4,000,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,600 Sq Ft

  592 Juan Anasco Dr, Longboat Key, FL 34228

  Pre-Construction. To be built. Brought to you by Noah Thomas Builders, a premier luxury builder known for crafting high-end coastal residences with exceptional attention to detail and durability, this stunning new construction home at 592 Juan Anasco Dr offers an unparalleled blend of sophistication, comfort, and waterfront living. Perfectly positioned on a canal-front lot in Longboat Key, this

  Holly Wikfors 1ST CLASS REAL ESTATE SUNCOAST

  592 Juan Anasco Dr, Longboat Key, FL 34228
• 

  

  /18

  $4,500 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  6980 Poinsetta Ave, Longboat Key, FL 34228

  Tucked away in a quiet fisherman’s village on Longboat Key, this elegant one-bedroom cottage blends classic island charm with modern luxury.The bright, open living space features soaring vaulted ceilings and a sleek, contemporary kitchen. Premium comforts include high-speed internet, in-unit laundry, a reverse osmosis water filtration system, and UV air purification.Perfect for couples

  Christina Vescovo LPT REALTY, LLC

  6980 Poinsetta Ave, 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 $1,227,146

  Last Listing Agent Ian Greenberg BRISTA REALTY LLC

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

  

  /59

  Est $3,482,934

  Not Listed For Sale

  603 Buttonwood Dr, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 3,413 Sq Ft
  • Built 2013

  603 Buttonwood Dr, Longboat Key, FL 34228

  Last Sold Summary

  • 24 Days On Market
• 

  

  /46

  $749,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,031 Sq Ft

  2110 Harbourside Dr Unit 536, Longboat Key, FL 34228

  Under contract-accepting backup offers. Completely reimagined with an uncompromising eye for detail, this furnished, southeast-facing 3-bedroom residence in The Atrium of Fairway Bay offers refined living with sweeping views across the lagoon, mangroves, open bay, and Sarasota skyline beyond. Thoughtfully remodeled with no expense spared, the flexible layout feels both elegant and exceptionally

  Bruce Myer COLDWELL BANKER REALTY

  2110 Harbourside Dr Unit 536, Longboat Key, FL 34228
• 

  

  /75

  $7,850 Per Month

  • 3 Beds
  • 3 Baths
  • 2,250 Sq Ft
  • Condo for Rent

  3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228

  LOCATION AT IT'S BEST!!!!! LUXURY RENTAL in Paradise on LONGBOAT KEY at GRAND BAY. This STUNNING 7th floor condominium has both sweeping WATER VIEWS of SARASOTA BAY and of the spectacular SUNSETS ON THE GULF of MEXICO. Open for a three month or longer stay July through November. Like NEW, this beautifully designed and remodeled this three bedroom luxury residence has recently completed a major

  Patrice Ivan WAGNER REALTY

  3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228
• 

  /2

  $449,000

  Sold Jun 05, 2026

  1975 Gulf of Mexico Dr Unit G4308, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $420/SF
  • 211 Days On Market

  Current Estimated Value $468,843

  Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

  1975 Gulf of Mexico Dr Unit G4308, Longboat Key, FL 34228
• 

  

  /33

  Est $856,320

  Not Listed For Sale

  1085 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft
  • Built 1981

  1085 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

  Last Sold Summary

  • 9 Days On Market
• 

  

  /55

  $2,895,000

  New Construction $205K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,047 Sq Ft

  635 Jungle Queen Way, Longboat Key, FL 34228

  This gorgeous modern, elevated new 2025 masterpiece on fabulous Longboat Key has just made a significant price reduction! Built to the utmost of standards by the owners vision for his own family, (he is a also builder), this home has it all. Let’s start with the heavy custom front door surrounded by gorgeous large scale tiles in colors of the sea, that opens to the expansive great room, dining

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  635 Jungle Queen Way, Longboat Key, FL 34228
• 

  

  /23

  $5,500 Per Month

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

  5757 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  Pristine Gulf Beachfront on Longboat Key Welcome to this beautifully updated 2-bedroom, 2-bathroom luxury beachside retreat located in The Shore on mid-Longboat Key. This inviting second-floor condo offers stunning Gulf views and is just steps from the powdery white sand and crystal-clear waters—an ideal setting for a relaxed island getaway. Highlights-Sweeping Gulf views from living room and

  Matt Darak DARAK GROUP INCORPORATED

  5757 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  /2

  $879,000

  Sold Apr 15, 2026

  2045 Gulf of Mexico Dr Unit M1309, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $695/SF
  • 2 Days On Market

  Current Estimated Value $872,698

  Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

  2045 Gulf of Mexico Dr Unit M1309, Longboat Key, FL 34228
• 

  

  /19

  Est $300,044

  Not Listed For Sale

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

  • Studio
  • 2,132 Sq Ft
  • Built 1989

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

  Last Sold Summary

  • 26 Days On Market
• 

  

  /66

  $649,000

  • 2 Beds
  • 2.5 Baths
  • 933 Sq Ft

  1965 Gulf of Mexico Dr Unit G5103, Longboat Key, FL 34228

  Experience coastal living at its finest in this beautifully updated ground-floor residence at Seaplace on Longboat Key. This 2-bedroom, 2.5-bath condominium in the desirable G5 building offers northwest Gulf views and stunning sunset skies from the screened lanai, just steps from the beach. The bright, open-concept floor plan features a sleek modern kitchen with glossy cabinetry, quartz

  Michael Renick MANGROVE REALTY ASSOCIATES

  1965 Gulf of Mexico Dr Unit G5103, Longboat Key, FL 34228
• 

  

  /25

  $8,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Condo for Rent

  1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228

  Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH OR LONGER STAY. Primary Bedroom has two full beds, queen in second bedroom, and two twins in the third bedroom. Spacious lanai with beautiful beach views. The Seaplace amenities include two large beachfront pools, fitness center, clubhouse, tennis courts and a great expansive

  Jane Hunter JENNETTE PROPERTIES INC

  1925 Gulf of Mexico Dr Unit G8208, 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 $482,480

  Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

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

  

  /45

  Est $1,516,229

  Not Listed For Sale

  2105 Gulf of Mexico Dr Unit 3503, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,463 Sq Ft
  • Built 1984

  2105 Gulf of Mexico Dr Unit 3503, Longboat Key, FL 34228

  Last Sold Summary

  • 17 Days On Market

Showing Results 481 - 520, Page 13 of 18