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
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• 

  

  

  /48

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  830 Bayport Way Unit 830, Longboat Key, FL 34228

  Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with flat screen TV's, cable and WiFi. This residence features a large outdoor patio with garden views and plenty of seating. Bayport sits on 27 lushly landscaped acres and has 1200 feet of private beach. Complimentary beach chairs and

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  830 Bayport Way Unit 830, Longboat Key, FL 34228
• 

  

  /2

  $1,560,000

  Sold Oct 28, 2025

  2020 Harbourside Dr Unit 454, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,462 Sq Ft
  • Built 1984

  Last Sold Summary

  • 11% Below List Price
  • $634/SF
  • 185 Days On Market

  Current Estimated Value $1,551,974

  Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

  2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
• 

  

  /2

  Est $2,133,881

  Not Listed For Sale

  571 Golf Links Ln, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft
  • Built 1968

  571 Golf Links Ln, Longboat Key, FL 34228

  Last Sold Summary

  • 244 Days On Market

  Last Listing Agent Patricia Hanly HANLY ASSOCIATES 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

  $4,500

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 871 Sq Ft
  • Condo for Rent

  779 St Judes Dr N Unit SI FL2-ID1604522P, Longboat Key, FL 34228

  The advertised rate of $4,500/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 2, 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

  779 St Judes Dr N Unit SI FL2-ID1604522P, Longboat Key, FL 34228
• 

  /2

  $1,600,000

  Sold Mar 16, 2026

  3060 Grand Bay Blvd Unit 154, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,550 Sq Ft
  • Built 1994

  Last Sold Summary

  • 6% Below List Price
  • $627/SF
  • 70 Days On Market

  Current Estimated Value $1,659,094

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  3060 Grand Bay Blvd Unit 154, Longboat Key, FL 34228
• 

  /2

  Est $2,493,444

  Not Listed For Sale

  3365 Bayou Gate, Longboat Key, FL 34228

  • 4 Beds
  • 4.5 Baths
  • 3,528 Sq Ft
  • Built 2013

  3365 Bayou Gate, Longboat Key, FL 34228

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Ryan Heers 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
• 

  

  /79

  $13,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  609 Bayport Way Unit 609, Longboat Key, FL 34228

  ELEGANTLY PRESENTED! This bright and spacious property located just steps away from a private deeded beach is perfect for those who appreciate easy access to sun and sand. This residence boasts modern features and well-thought-out design, making it an ideal retreat for relaxation and comfort.The living area is characterized by an open layout that seamlessly connects to the kitchen,

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  609 Bayport Way Unit 609, Longboat Key, FL 34228
• 

  /2

  $2,250,000

  Sold Jul 08, 2026

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

  • 3 Beds
  • 3.5 Baths
  • 2,780 Sq Ft
  • Built 1990

  Last Sold Summary

  • 13% Below List Price
  • $809/SF
  • 119 Days On Market

  Current Estimated Value $2,226,941

  Last Listing Agent Gina Ursini BRISTA REALTY LLC

  455 Longboat Club Rd Unit 408, Longboat Key, FL 34228
• 

  

  /20

  Not Listed For Sale

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228

  • Studio
  • Built 1983

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Jennifer Wilson LBRE LLC
• 

  

  /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

  $5,212

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • Condo for Rent

  1109 Gulf of Mexico Dr Unit SI ID1591491P, Longboat Key, FL 34228

  The advertised rate of $5,213/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 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

  1109 Gulf of Mexico Dr Unit SI ID1591491P, Longboat Key, FL 34228
• 

  /2

  $7,700,000

  Sold Apr 17, 2026

  501 Harbor Point Rd, Longboat Key, FL 34228

  • 5 Beds
  • 5.5 Baths
  • 6,125 Sq Ft
  • Built 1989

  Last Sold Summary

  • 33% Below List Price
  • $1,257/SF
  • 502 Days On Market

  Current Estimated Value $7,708,503

  Last Listing Agent Rich Polese COMPASS FLORIDA LLC

  501 Harbor Point Rd, Longboat Key, FL 34228
• 

  /2

  Est $895,980

  Not Listed For Sale

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228

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

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Ann Martin MICHAEL SAUNDERS & COMPANY
• 

  

  /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
• 

  

  /39

  $14,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • Condo for Rent

  5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228

  DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
• 

  /2

  $1,940,000

  Sold Dec 19, 2025

  565 Sanctuary Dr Unit A203, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,375 Sq Ft
  • Built 1989

  Last Sold Summary

  • 27% Below List Price
  • $817/SF
  • 321 Days On Market

  Current Estimated Value $1,952,324

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  565 Sanctuary Dr Unit A203, Longboat Key, FL 34228
• 

  

  /30

  Est $1,080,610

  Not Listed For Sale

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft
  • Built 1979

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY
• 

  

  /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

  $5,696

  Total Monthly Price

  • 1 Bed
  • 2 Baths
  • 1,076 Sq Ft
  • Condo for Rent

  6701 Gulf of Mexico Dr Unit SI ID1591482P, Longboat Key, FL 34228

  The advertised rate of $5,696/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 19, 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

  6701 Gulf of Mexico Dr Unit SI ID1591482P, Longboat Key, FL 34228
• 

  /2

  $1,550,000

  Sold Nov 07, 2025

  2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • Built 1972

  Last Sold Summary

  • 9% Below List Price
  • $1,062/SF
  • 163 Days On Market

  Current Estimated Value $1,540,559

  Last Listing Agent Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
• 

  

  /69

  Not Listed For Sale

  3750 Gulf of Mexico Dr, Longboat Key, FL 34228

  • 6 Beds
  • 4.5 Baths
  • 3,470 Sq Ft
  • Built 1950

  3750 Gulf of Mexico Dr, Longboat Key, FL 34228

  Last Sold Summary

  • 123 Days On Market

  Last Listing Agent Erica Smentowski KELLER WILLIAMS ON THE WATER S
• 

  

  /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
• 

  

  /60

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  805 Bayport Way Unit 805, Longboat Key, FL 34228

  Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful pristine private beach exclusive for your enjoyment, with Intracoastal Bay Access. Tim Seibert, designer of Bayport, sought to create private villas surrounded by lush landscaped tropical gardens, and he

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  805 Bayport Way Unit 805, Longboat Key, FL 34228
• 

  /2

  $325,000

  Sold Apr 20, 2026

  576 Sutton Place, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft
  • Built 1972

  Last Sold Summary

  • 29% Below List Price
  • $256/SF
  • 109 Days On Market

  Current Estimated Value $348,567

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  576 Sutton Place, Longboat Key, FL 34228
• 

  

  /57

  Est $4,892,181

  Not Listed For Sale

  4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 3,319 Sq Ft
  • Built 2007

  4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Judy Nimz MICHAEL SAUNDERS & COMPANY
• 

  

  /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
• 

  

  /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

  $1,650,000

  Sold Jun 10, 2026

  775 Longboat Club Rd Unit 203, Longboat Key, FL 34228

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

  Last Sold Summary

  • 17% Below List Price
  • $778/SF
  • 215 Days On Market

  Current Estimated Value $1,635,331

  Last Listing Agent Courtney Tarantino COLDWELL BANKER REALTY

  775 Longboat Club Rd Unit 203, Longboat Key, FL 34228
• 

  /2

  Est $67,464

  Not Listed For Sale

  408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228

  • Studio
  • Built 1987

  408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY
• 

  

  /28

  $339,000

  • 1 Bed
  • 1 Bath
  • 761 Sq Ft

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  Welcome to coastal living at its finest in this beautifully renovated 1-bedroom, 1-bath condo at Beach Harbor Club on coveted Longboat Key. Perfectly positioned adjacent to the beach, this second-story retreat offers a peek-a-boo view of the sparkling Gulf and 761 square feet of stylish, light-filled comfort. Step inside to discover a fully updated interior featuring impact windows, a new AC

  

  Shaun Cumston

  STERLING REALTY

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
• 

  

  /68

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  720 Bayport Way Unit 720, Longboat Key, FL 34228

  Bright and Spacious! This lovely 2 bedroom, 2 bathroom furnished condominium is nestled comfortably in a lush tropical setting with a spacious eat-in kitchen that is open to the living area. Elegantly furnished in a natural color pallet. The master suite is tastefully decorated, with a built in vanity, double sinks and his and her closets. It also features a small alcove with a desk with access

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  720 Bayport Way Unit 720, Longboat Key, FL 34228
• 

  /2

  $1,300,000

  Sold Mar 25, 2026

  1701 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,551 Sq Ft
  • Built 1975

  Last Sold Summary

  • 16% Below List Price
  • $838/SF
  • 214 Days On Market

  Current Estimated Value $1,297,403

  Last Listing Agent Doug Parks MICHAEL SAUNDERS & COMPANY

  1701 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
• 

  

  /24

  Est $908,551

  Not Listed For Sale

  628 Lyons Ln, Longboat Key, FL 34228

  628 Lyons Ln, Longboat Key, FL 34228

  Last Sold Summary

  • 101 Days On Market

  Last Listing Agent JoDene Moneuse MICHAEL SAUNDERS & COMPANY
• 

  

  /30

  $2,200,000

  • 2 Beds
  • 4 Baths
  • 2,965 Sq Ft

  1241 Gulf of Mexico Dr Unit 608, Longboat Key, FL 34228

  Welcome to an extraordinary opportunity at The Water Club on Longboat Key, where spectacular Gulf and Sarasota Bay views create a breathtaking backdrop from nearly every room. Residence 608 offers approximately 2,965 square feet of coastal living space with 2 bedrooms plus a versatile den, 4 full baths, 10-foot ceilings and an expansive open floor plan designed for both everyday living and

  

  Lisa Kroshus

  RE/MAX ALLIANCE GROUP

  1241 Gulf of Mexico Dr Unit 608, 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

  $1,400,000

  Sold Aug 25, 2026

  721 Binnacle Point Dr, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 3,229 Sq Ft
  • Built 1973

  Last Sold Summary

  • 37% Below List Price
  • $434/SF
  • 518 Days On Market

  Current Estimated Value $1,674,711

  Last Listing Agent James Frost KINCAID REALTY

  721 Binnacle Point Dr, Longboat Key, FL 34228
• 

  

  /17

  Est $196,688

  Not Listed For Sale

  2600 Harbourside Dr Unit G-2, Longboat Key, FL 34228

  • Studio
  • 800 Sq Ft
  • Built 1983

  2600 Harbourside Dr Unit G-2, Longboat Key, FL 34228

  Last Sold Summary

  • 391 Days On Market

  Last Listing Agent Jennifer Wilson LBRE LLC

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