Homes in ZIP Code 34228

• 

  

  

  /55

  $1,828,000

  $120K PRICE DROP Pending

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

  545 Sanctuary Dr Unit B506, Longboat Key, FL 34228

  Under contract-accepting backup offers. Bright, spacious and beautifully maintained, this 3BR/2.5BA fifth-floor residence at The Sanctuary offers refined coastal living in one of Longboat Key’s most sought-after gated communities, ideally positioned on the island’s desirable southern end. Upon entry, walls of floor-to-ceiling glass sliders immediately draw your eye to sweeping panoramic views of

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  545 Sanctuary Dr Unit B506, 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

  $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 $787,474

  Last Listing Agent Lauren Hofing THE KEYES COMPANY - SARASOTA

  560 Cedar St, Longboat Key, FL 34228
• 

  

  /2

  Est $66,505

  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
• 

  

  

  /80

  $725,000

  $70K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228

  Experience the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
• 

  

  /20

  $5,787

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft
  • Condo for Rent

  4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228

  The advertised rate of $5,787/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 26, 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

  4330 Falmouth Dr Unit SI ID1578356P, 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 $4,826,162

  Last Listing Agent Sue Wolverton DOUGLAS ELLIMAN

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

  /2

  Not Listed For Sale

  29 Main Street Dr, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 2019

  29 Main Street Dr, Longboat Key, FL 34228

  Last Sold Summary

  • 0 Days On Market
• 

  

  /86

  $640,000

  Open Sat 1PM - 4PM $109K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  4350 Chatham Dr Unit 208, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. NEW PRICE IMPROVEMENT! REDUCED $35,000! NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERS TOTALLY REMODELED FROM FLOOR TO CEILING second-floor corner

  

  Billie Chipain

  COLDWELL BANKER REALTY

  4350 Chatham Dr Unit 208, 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

  $350,000

  Sold Jul 03, 2025

  3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,396 Sq Ft
  • Built 1970

  Last Sold Summary

  • 18% Below List Price
  • $251/SF
  • 70 Days On Market

  Current Estimated Value $393,615

  Last Listing Agent Kathleen Magnus FLORIDA GALLERY REAL ESTATE

  3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
• 

  /2

  Est $60,180

  Not Listed For Sale

  408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228

  • Studio
  • Built 1987

  408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228

  Last Sold Summary

  • 6 Days On Market
• 

  

  /48

  $895,000

  $10K 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
• 

  

  /20

  $7,990

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,173 Sq Ft
  • Condo for Rent

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

  The advertised rate of $7,990/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 13, 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

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

  /2

  $1,098,000

  Sold Jul 30, 2025

  240 Sands Point Rd Unit 4201, Longboat Key, FL 34228

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

  Last Sold Summary

  • 8% Below List Price
  • $1,464/SF
  • 162 Days On Market

  Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

  240 Sands Point Rd Unit 4201, Longboat Key, FL 34228
• 

  /2

  Not Listed For Sale

  2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228

  • Built 1985

  2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228

  Last Sold Summary

  • 66 Days On Market
• 

  

  /70

  $3,850,000

  • 3 Beds
  • 3 Baths
  • 2,650 Sq Ft

  1241 Gulf of Mexico Dr Unit 506, Longboat Key, FL 34228

  Welcome to coastal luxury redefined at the Water Club on Longboat Key. This fully reimagined residence at 1241 Gulf of Mexico Dr, Unit 506 has undergone a complete, top-to-bottom renovation completed in 2025, offering a like-new living experience in one of Florida’s most sought-after beachfront communities. No detail was overlooked—featuring a brand-new designer kitchen with premium finishes,

  

  Tyler Sajan

  LPT REALTY, LLC

  1241 Gulf of Mexico Dr Unit 506, 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

  $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 $560,275

  Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

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

  /2

  Est $586,757

  Not Listed For Sale

  681 Fox St, Longboat Key, FL 34228

  • 2 Beds
  • 1 Bath
  • 810 Sq Ft
  • Built 1964

  681 Fox St, Longboat Key, FL 34228

  Last Sold Summary

  • 4 Days On Market
• 

  

  /42

  $599,000

  $100K 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
• 

  

  /16

  $4,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Condo for Rent

  601 Longboat Club Rd Unit 1004S, Longboat Key, FL 34228

  Property Id: 2517125This beachfront retreat offers breathtaking panoramic views from its Gulf-front and east-facing balconies, encompassing Lido and Siesta Keys, Longboat Key, and the Sarasota skyline. Inside, a sunlit living room with large windows, a dining area with ocean views, and an updated kitchen with stainless steel appliances and an in-unit washer/dryer provide comfortable

  601 Longboat Club Rd Unit 1004S, Longboat Key, FL 34228
• 

  /2

  $975,000

  Sold Jul 28, 2025

  663 Penfield St, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 1,446 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $674/SF
  • 7 Days On Market

  Current Estimated Value $1,013,512

  Last Listing Agent Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  663 Penfield St, Longboat Key, FL 34228
• 

  /2

  Est $589,350

  Not Listed For Sale

  653 Cedars Ct Unit 25, Longboat Key, FL 34228

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Built 1988

  653 Cedars Ct Unit 25, Longboat Key, FL 34228

  Last Sold Summary

  • 110 Days On Market
• 

  

  /30

  $974,500

  • 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
• 

  

  /57

  $10,000 Per Month

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

  519 Bayport Way Unit 519, Longboat Key, FL 34228

  Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both directions for miles along the Gulf of Mexico shore. The complex includes a large pool surrounded by flowering trees, four immaculately maintained clay tennis courts, fitness center, a large clubhouse,

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  519 Bayport Way Unit 519, Longboat Key, FL 34228
• 

  /2

  $1,500,000

  Sold Aug 19, 2025

  1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

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

  Last Sold Summary

  • 16% Below List Price
  • $967/SF
  • 81 Days On Market

  Current Estimated Value $1,488,358

  Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

  1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
• 

  /2

  Est $1,061,672

  Not Listed For Sale

  3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,568 Sq Ft
  • Built 1980

  3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  Last Sold Summary

  • 7 Days On Market
• 

  

  /67

  $2,350,000

  • 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
• 

  

  /20

  $9,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Condo for Rent

  4805 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

  Property Id: 2484818Available December 1st, 2026, January 2027, and February 2027! (December has a discount!) THE OCEAN IS YOUR BACKYARD! Minutes away from world-class golfing, boating, tennis, dining, and shopping. This exclusive, private, and serene Gulf Coast Condominium unit has been a traveler's dream for so many years now. The Property offers steps to the Gulf Coast's richest

  4805 Gulf of Mexico Dr Unit 102, 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 $688,482

  Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

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

  /2

  Est $1,026,015

  Not Listed For Sale

  1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,827 Sq Ft
  • Built 1985

  1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

  Last Sold Summary

  • 73 Days On Market
• 

  

  /93

  $4,550,000

  $450K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,209 Sq Ft

  1571 Harbor Cay Ln, Longboat Key, FL 34228

  Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key.Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area

  

  Julie Klick

  MICHAEL SAUNDERS & COMPANY

  1571 Harbor Cay Ln, Longboat Key, FL 34228
• 

  

  /54

  $6,000 Per Month

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

  517 Bayport Way Unit 517, Longboat Key, FL 34228

  Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this beautifully landscaped Beach and Tennis Club. Four professional quality Hart-Tru Clay Courts with ball machine, Junior Olympic (heated) swimming pool, ping pong table, bocce ball court, fitness center

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  517 Bayport Way Unit 517, 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

  Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

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

  /2

  Est $687,409

  Not Listed For Sale

  3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1980

  3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  Last Sold Summary

  • 66 Days On Market
• 

  

  /57

  $3,200,000

  $300K PRICE DROP

  • 2 Beds
  • 3.5 Baths
  • 2,525 Sq Ft

  435 L Ambiance Dr Unit L807, Longboat Key, FL 34228

  Sunrise to Sunset Views - Your Coastal Paradise awaits you at L'Ambiance!** 2 bedrooms with an open den --step into a world of instant enjoyment. Nestled along the stunning Gulf of Mexico, L'Ambiance offers you a front-row seat to Sarasota's dramatic sunrises and captivating sunsets. This exceptional corner residence is a rare gem, designed to help you create a lifetime of cherished memories. As

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
• 

  

  /20

  $14,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft
  • House for Rent

  6979 Longboat Dr S, Longboat Key, FL 34228

  Escape to your own private garden oasis on beautiful Longboat Key. This home features lush tropical landscaping, a sparkling heated pool, and a spacious screened lanai perfect for outdoor dining and relaxation. Inside, enjoy a chef’s kitchen with premium appliances, including a Wolf range, and newly updated bedrooms and baths — the primary suite offers a brand-new king bed, while the kid’s room

  6979 Longboat Dr S, 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 $602,603

  Last Listing Agent Rita Pogany PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

  /2

  Not Listed For Sale

  250 Sands Point Rd Unit 5105, Longboat Key, FL 34228

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

  250 Sands Point Rd Unit 5105, Longboat Key, FL 34228

  Last Sold Summary

  • 108 Days On Market

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