Homes in ZIP Code 34228

• 

  

  

  /48

  $880,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,505 Sq Ft

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228

  TURNKEY Furnished Portobello condo with Deeded Beach Access! TWO Balconies with Sunsets AND Sunrises included! Enjoy Beach and Bayou water access! Rarely available end unit with two balconies and lots of privacy and natural lighting. The front open balcony has unobstructed Gulf views whilst the rear balcony is glassed in with sliders/screens and faces the Bayou. This 4th Floor condo has elevator

  

  Monica DeSomma

  PREFERRED SHORE LLC

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
• 

  

  

  /40

  $10,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • Condo for Rent

  615 Dream Island Place Unit 201, Longboat Key, FL 34228

  BRING YOUR BOAT, deeded private boat slip that accommodates up to a 60 ft boat INCLUDED! Picturesque Waterview of Sarasota Bay and easy access by boat to the Gulf. Recently renovated with high end appliances, finishes and designer furniture. The Harbor Villa Club Complex consists of 38 condos in a 3-story plus pool, spa, community boat ramp, kayak launch/storage, 3 tennis/pickle ball courts,

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  615 Dream Island Place Unit 201, Longboat Key, FL 34228
• 

  

  /2

  $655,000

  Sold Dec 10, 2025

  560 Cedar St, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 1,824 Sq Ft
  • Built 1970

  Last Sold Summary

  • 12% Below List Price
  • $359/SF
  • 64 Days On Market

  Current Estimated Value $940,537

  Last Listing Agent Lauren Hofing THE KEYES COMPANY - SARASOTA

  560 Cedar St, Longboat Key, FL 34228
• 

  

  /2

  Est $359,032

  Not Listed For Sale

  655 Spanish Way, Longboat Key, FL 34228

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

  655 Spanish Way, Longboat Key, FL 34228

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY
• 

  

  

  /51

  $689,000

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228

  Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right outside the door. This beautifully remodeled, turnkey furnished fifth floor condo overlooks the quiet waters of Cranes Bayou, positioned to catch soft morning light while the terrace stays comfortably shaded through the afternoon.

  

  Toni Zarghami

  KW COASTAL LIVING III

  3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228
• 

  

  /20

  $6,345

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 2,131 Sq Ft
  • Condo for Rent

  320 N Shore Rd Unit SI ID1591451P, Longboat Key, FL 34228

  The advertised rate of $6,345/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 4, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  320 N Shore Rd Unit SI ID1591451P, Longboat Key, FL 34228
• 

  /2

  $4,750,000

  Sold May 06, 2026

  4127 Gulf of Mexico Dr Unit N101, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 3,582 Sq Ft
  • Built 2007

  Last Sold Summary

  • 5% Below List Price
  • $1,326/SF
  • 58 Days On Market

  Current Estimated Value $4,670,650

  Last Listing Agent Sue Wolverton DOUGLAS ELLIMAN

  4127 Gulf of Mexico Dr Unit N101, Longboat Key, FL 34228
• 

  /2

  Est $1,751,149

  Not Listed For Sale

  2065 Harbour Links Dr Unit 5, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,865 Sq Ft
  • Built 2001

  2065 Harbour Links Dr Unit 5, Longboat Key, FL 34228

  Last Sold Summary

  • 159 Days On Market

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
• 

  

  /52

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  4370 Chatham Dr Unit 304, Longboat Key, FL 34228

  Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2 bathrooms, this move-in-ready residence offers peaceful canal views, thoughtful updates, and exclusive access to a private, gated beach club on the Longboat Key Gulf Beach, just steps away. Building G also offers a special

  

  Kevin Tai

  PREFERRED SHORE LLC

  4370 Chatham Dr Unit 304, Longboat Key, FL 34228
• 

  

  /64

  $11,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft
  • Condo for Rent

  724 Bayport Way Unit 724, Longboat Key, FL 34228

  STUNNING GULF VIEWS! Enjoy the sparkling glimmer of the morning waters and picturesque sunsets from almost every room. This meticulously maintained 2 bedroom, 2 bathroom furnished condominium features an open concept floor plan with expansive Living/Dining/Kitchen area. The generous size primary bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  724 Bayport Way Unit 724, Longboat Key, FL 34228
• 

  /2

  $475,000

  Sold Jun 26, 2026

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

  • 2 Beds
  • 2 Baths
  • 1,449 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Below List Price
  • $328/SF
  • 94 Days On Market

  Current Estimated Value $477,630

  Last Listing Agent Karen Whitaker PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

  

  /57

  Est $3,709,791

  Not Listed For Sale

  6941 Bayside Dr, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 3,272 Sq Ft
  • Built 2023

  6941 Bayside Dr, Longboat Key, FL 34228

  Last Sold Summary

  • 123 Days On Market

  Last Listing Agent Kate Enis FINE PROPERTIES
• 

  

  /42

  $499,000

  $200K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  4420 Exeter Dr Unit 303, Longboat Key, FL 34228

  Enjoy tranquil, unobstructed Sarasota Bay views from this top-floor, two-bedroom, two-bath partially furnished residence in the desirable Longboat Harbour community. Fresh paint and updated lighting in some areas of the home enhance the bright, inviting interior, while comfortable living spaces offer peaceful water views from most rooms. The kitchen features stainless steel appliances, the hall

  

  Jerry Gemmecke

  SMITH & ASSOCIATES REAL ESTATE

  4420 Exeter Dr Unit 303, Longboat Key, FL 34228
• 

  

  /20

  $4,428

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Condo for Rent

  6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228

  The advertised rate of $4,428/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 13, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228
• 

  /2

  $549,000

  Sold Feb 05, 2026

  2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft
  • Built 1974

  Last Sold Summary

  • $592/SF
  • 0 Days On Market

  Current Estimated Value $560,246

  Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

  2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228
• 

  

  /30

  Est $522,868

  Not Listed For Sale

  225 Sands Point Rd Unit 6105, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft
  • Built 1983

  225 Sands Point Rd Unit 6105, Longboat Key, FL 34228

  Last Sold Summary

  • 199 Days On Market

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY
• 

  

  /36

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228

  Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated with designer finishes throughout, this move-in-ready home features an open, light-filled floor plan highlighted by floor-to-ceiling windows and a spectacular 38-foot covered terrace overlooking lush tropical gardens. Accessible

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228
• 

  

  /87

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Condo for Rent

  817 Bayport Way Unit 817, Longboat Key, FL 34228

  STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  817 Bayport Way Unit 817, Longboat Key, FL 34228
• 

  /2

  $724,000

  Sold Jul 20, 2026

  2020 Harbourside Dr Unit 457, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 1984

  Last Sold Summary

  • $502/SF
  • 2 Days On Market

  Current Estimated Value $725,063

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  2020 Harbourside Dr Unit 457, Longboat Key, FL 34228
• 

  

  /25

  Est $967,476

  Not Listed For Sale

  230 Sands Point Rd Unit 3503, Longboat Key, FL 34228

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

  230 Sands Point Rd Unit 3503, Longboat Key, FL 34228

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Richard Perlman MICHAEL SAUNDERS & COMPANY
• 

  

  /89

  $949,000

  $26K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228

  Experience refined coastal living behind the gates of the Longboat Key Club at Privateer South — a serene waterfront retreat where the Gulf sets the rhythm of each day. This exclusive Longboat Key enclave blends timeless Old Florida charm with resort-style amenities. Residents enjoy access to the Longboat Key Club’s championship golf, tennis, deep-water marina, fine dining, and private beach

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228
• 

  

  /20

  $9,841

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,894 Sq Ft
  • Condo for Rent

  1922 Harbourside Dr Unit SI FL1-ID1590867P, Longboat Key, FL 34228

  The advertised rate of $9,842/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 30, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  1922 Harbourside Dr Unit SI FL1-ID1590867P, Longboat Key, FL 34228
• 

  /2

  $1,600,625

  Sold Jul 28, 2026

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

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1973

  Last Sold Summary

  • 6% Below List Price
  • $1,089/SF
  • 98 Days On Market

  Current Estimated Value $1,599,203

  Last Listing Agent Robert Delaney MICHAEL SAUNDERS & COMPANY

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

  

  /56

  Est $899,869

  Not Listed For Sale

  4311 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,239 Sq Ft
  • Built 1977

  4311 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Tiffany Nisbet RE/MAX ALLIANCE GROUP
• 

  

  /53

  $359,900

  $20K PRICE DROP Under Contract

  • 2 Beds
  • 2 Baths
  • 1,427 Sq Ft

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228

  Under contract-accepting backup offers. Virtually Staged. Welcome to Spanish Main Yacht Club, one of Longboat Key's most beloved waterfront communities, where 55-plus living unfolds at an easy, unhurried pace between the Gulf of Mexico and Sarasota Bay. Tucked along a quiet street lined with tidy single-story villas and swaying palms, this fully renovated two-bedroom retreat captures the

  

  Toni Zarghami

  KW COASTAL LIVING III

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228
• 

  

  /75

  $13,500 Per Month

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft
  • Condo for Rent

  716 Bayport Way Unit 716, Longboat Key, FL 34228

  GORGEOUS INSIDE! This beautifully remodeled ground floor, corner unit, features 3 bedrooms, 2 bathrooms with an open concept floor plan. This home welcomes you into an expansive Living/Dining/Kitchen and offers plenty of natural light. In addition, it boasts a generous size master bedroom with en suite bathroom and an alcove that accommodates a desk and seating area. Bayport Beach & Tennis Club

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  716 Bayport Way Unit 716, Longboat Key, FL 34228
• 

  /2

  $675,000

  Sold May 15, 2026

  4805 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Built 1970

  Last Sold Summary

  • 21% Below List Price
  • $485/SF
  • 80 Days On Market

  Current Estimated Value $673,096

  Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

  4805 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
• 

  /2

  Not Listed For Sale

  74 Twin Shores Blvd, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1974

  74 Twin Shores Blvd, Longboat Key, FL 34228

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Garrett Sedlacek KELLER WILLIAMS ON THE WATER S
• 

  

  /82

  $949,000

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  806 Bayport Way Unit 806, Longboat Key, FL 34228

  Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a sereneenvironment.Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  806 Bayport Way Unit 806, Longboat Key, FL 34228
• 

  

  /49

  $8,640 Per Month

  • 3 Beds
  • 3 Baths
  • Condo for Rent

  5275 Gulf of Mexico Dr Unit SI FL2-ID1623889P, Longboat Key, FL 34228

  The advertised rate of $8,640/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 1, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  5275 Gulf of Mexico Dr Unit SI FL2-ID1623889P, Longboat Key, FL 34228
• 

  /2

  $1,075,000

  Sold Oct 16, 2025

  240 Sands Point Rd Unit 4403, Longboat Key, FL 34228

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

  Last Sold Summary

  • 1% Below List Price
  • $1,717/SF
  • 2 Days On Market

  Current Estimated Value $1,077,778

  Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  240 Sands Point Rd Unit 4403, Longboat Key, FL 34228
• 

  /2

  Est $3,741,416

  Not Listed For Sale

  3480 Bayou Sound, Longboat Key, FL 34228

  • 5 Beds
  • 4.5 Baths
  • 3,926 Sq Ft
  • Built 2024

  3480 Bayou Sound, Longboat Key, FL 34228

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Nicholle McKiernan COLDWELL BANKER REALTY
• 

  

  /67

  $2,350,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,485 Sq Ft

  2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

  Experience and enjoy breathtaking, unobstructed Gulf views from this exceptional “walk-down” corner 3-bedroom 3-bath residence in the prestigious Villa Di Lancia community on South Longboat Key. Fully updated and spanning 2,485 sq. ft., this residence feels like its own private beachfront home. Upon entering from the semi-private elevator lobby, you are welcomed into an open and light-filled

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
• 

  

  /62

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft
  • Condo for Rent

  741 Bayport Way Unit 741, Longboat Key, FL 34228

  ABSOLUTELY GORGEOUS INSIDE! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  741 Bayport Way Unit 741, Longboat Key, FL 34228
• 

  /2

  $583,950

  Sold Apr 01, 2026

  1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1979

  Last Sold Summary

  • 10% Below List Price
  • $547/SF
  • 137 Days On Market

  Current Estimated Value $590,615

  Last Listing Agent Rita Pogany PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
• 

  /2

  Est $403,497

  Not Listed For Sale

  2600 Harbourside Dr Unit B-10, Longboat Key, FL 34228

  • Studio
  • Built 1983

  2600 Harbourside Dr Unit B-10, Longboat Key, FL 34228

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Jennifer Wilson LBRE LLC
• 

  

  /64

  $1,100,000

  $150K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,827 Sq Ft

  3301 Bayou Rd, Longboat Key, FL 34228

  Welcome to the absolute BEST DEAL in Bay Isles! Located within the gated and highly desirable community of Bay Isles on Longboat Key, this 4 bedroom, 3 bathroom pool home encompasses 2827 square feet of living space. The residence features a functional and spacious floor plan, including a well-appointed bedroom layout, an open kitchen and family room combo, and a formal living and dining room

  

  Michele Tanner

  PREFERRED SHORE LLC

  3301 Bayou Rd, Longboat Key, FL 34228
• 

  

  /33

  $6,686

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Condo for Rent

  5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228

  The advertised rate of $6,686/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 26, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228
• 

  /2

  $1,387,500

  Sold May 08, 2026

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

  • 2 Beds
  • 2 Baths
  • 1,491 Sq Ft
  • Built 1972

  Last Sold Summary

  • 13% Below List Price
  • $931/SF
  • 112 Days On Market

  Current Estimated Value $1,391,744

  Last Listing Agent Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

  

  /33

  Not Listed For Sale

  3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft
  • Built 1988

  3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228

  Last Sold Summary

  • 248 Days On Market

  Last Listing Agent Michael Sexton SAFE LIST REALTY, LLC

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