Longboat Key, FL Homes

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  /56

  $889,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,585 Sq Ft

  1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228

  Under contract-accepting backup offers. NEW PRICE- Great Value! Welcome to your dream beachfront retreat at The Promenade. This sunny, south-facing seventh-floor residence offers an open, spacious interior encompassing 1585 sq. ft. of living space. It’s waiting for you to make it your own and embrace the captivating views of the Gulf, Sarasota Bay, and downtown Sarasota from its wraparound

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 271-0250

  1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
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  /81

  $13,000 per month

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

  806 Bayport Way Unit 806, Longboat Key, FL 34228

  Discover a tranquil retreat at 806 Bayport Way, where coastal living meets sophisticated design. This exceptional property is ideally located near a private beach, providing residents with exclusive access to sun-soaked shores and beautiful ocean views.Upon entering, you’ll be greeted by a thoughtfully designed space that emphasizes both comfort and functionality. The kitchen features

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 390-2885

  806 Bayport Way Unit 806, 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 $1,439,046

  Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

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

  

  /2

  Est $1,919,333 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,273 Sq Ft

  1211 Gulf of Mexico Dr Unit 212, Longboat Key, FL 34228

  1211 Gulf of Mexico Dr Unit 212, Longboat Key, FL 34228
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  /57

  $1,395,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  1050 Bogey Ln, Longboat Key, FL 34228

  Looking for a beautifully renovated, easy-care coastal home with a sparkling saltwater pool and spa—all under $1,400,000 on Longboat Key? This is the one. Thoughtfully updated throughout, this 3-bedroom, 2-bath residence with a 1-car garage is ideal as a relaxed full-time home or the perfect vacation retreat. Located on the desirable south end of Longboat Key in Country Club Shores, you’ll enjoy

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  (941) 206-7260

  1050 Bogey Ln, 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

  (941) 214-7905

  609 Bayport Way Unit 609, 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 $1,079,303

  Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

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

  /2

  Est $788,006 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft

  5311 Gulf of Mexico Dr Unit 6, Longboat Key, FL 34228

  5311 Gulf of Mexico Dr Unit 6, Longboat Key, FL 34228
• 

  

  /51

  $2,100,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,274 Sq Ft

  340 Gulf of Mexico Dr Unit 126, Longboat Key, FL 34228

  Under contract-accepting backup offers. Rare Southwest Bayfront corner Residence at Tangerine Bay is now available!. Experience resort-style living in this very private, directly Bayfront corner home with three terraces. Nestled in a gated sanctuary on Longboat Key, this impeccably maintained residence offers over 2,300 square feet of refined living space with breathtaking views of Sarasota Bay

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 336-7293

  340 Gulf of Mexico Dr Unit 126, Longboat Key, FL 34228
• 

  

  /34

  $7,000 per month

  • 3 Beds
  • 2 Baths
  • 1,909 Sq Ft
  • Condo for Rent

  737 Bayport Way Unit D, Longboat Key, FL 34228

  BAYPORT TENNIS AND RAQUET CLUB has all the amenities including direct GULF Access. This tastefully furnished, one floor, three bedroom, two bathroom condo in the Bayport Beach and Tennis Club offers spacious living areas; Wonderful views of the Gulf of Mexico; and beautiful outdoor space. Large patios with tropical Gulf of Mexico views - perfect for morning coffee and sunset cocktails. Two

  

  Marianne LeBar

  ROSEBAY INTERNATIONAL REALTY, INC

  (941) 946-6594

  737 Bayport Way Unit D, 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 $1,539,399

  Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

  2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
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  /57

  Est $3,336,377 Not Listed For Sale

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

  6941 Bayside Dr, Longboat Key, FL 34228

  6941 Bayside Dr, Longboat Key, FL 34228
• 

  

  /80

  $795,000

  • 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

  (941) 384-0495

  1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
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  /64

  $8,000 per month

  • 3 Beds
  • 3 Baths
  • 2,487 Sq Ft
  • House for Rent

  2377 Harbour Oaks Dr, Longboat Key, FL 34228

  AVAILABLE - APRIL 2026 - ANNUAL RENTAL - Welcome home! Enjoy the serenity of this 3 bed, 3 bath, 2 car garage residence, located in Harbour Oaks within the gated community of Bay Isles in the heart of Longboat Key. This tastefully appointed home with open concept floor plan features vaulted ceilings and skylights which create an abundance of natural light throughout the home. The amazing gourmet

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 336-7031

  2377 Harbour Oaks Dr, Longboat Key, FL 34228
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  /2

  $940,000 Sold Jun 23, 2025

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

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

  Last Sold Summary

  • 27% Below List Price
  • $515/SF
  • 73 Days On Market

  Current Estimated Value $932,049

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

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

  

  /13

  Est $963,939 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft

  210 Sands Point Rd Unit 2502, Longboat Key, FL 34228

  210 Sands Point Rd Unit 2502, Longboat Key, FL 34228
• 

  

  /67

  $685,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,486 Sq Ft

  723 Bayport Way Unit 723, Longboat Key, FL 34228

  Introducing a remarkable opportunity to own a piece of paradise at 723 Bayport Way in the scenic Longboat Key, Florida. This beautifully situated property offers an exceptional blend of modern living and serene outdoor charm, perfect for those seeking both comfort and a vibrant lifestyle by the coast. This property provides an exceptional opportunity to enjoy all that Longboat Key has to offer,

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 394-0598

  723 Bayport Way Unit 723, Longboat Key, FL 34228
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  /64

  $10,500 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

  (941) 415-6156

  724 Bayport Way Unit 724, Longboat Key, FL 34228
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  /2

  $949,000 Sold Apr 23, 2025

  1050 Longboat Club Rd Unit 305, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 1974

  Last Sold Summary

  • $736/SF
  • 2 Days On Market

  Current Estimated Value $915,645

  Last Listing Agent Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

  1050 Longboat Club Rd Unit 305, Longboat Key, FL 34228
• 

  

  /30

  Est $517,469 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft

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

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

  

  /36

  $938,500

  • 2 Beds
  • 2.5 Baths
  • 2,394 Sq Ft

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

  Experience resort-style living at Tangerine Bay Club, a gated sanctuary on the desirable south end of Longboat Key. This impeccably maintained end-unit residence offers 2,400 square feet of refined living space with lush Sarasota Bay views and unmatched proximity to the area’s top attractions. Minutes to St. Armands Circle, downtown Sarasota, and steps to Dry Dock Marina and Restaurant. No

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 941-8954

  350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
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  /66

  $10,000 per month

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

  832 Bayport Way Unit 832, Longboat Key, FL 34228

  BAYPORT BEACH and TENNIS CLUB, a Gulf to Bay, FULLY FURNISHED 2/2 residence. Bayport is an award winning community situated in theheart of Longboat Key. A friendly, popular, residential enclave of 136 quality-constructed homes on 27 picturesque acres of impeccablymaintained grounds. Tastefully decorated and well maintained with over 1600 square feet of living area; perfect for

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-3341

  832 Bayport Way Unit 832, Longboat Key, FL 34228
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  /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

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

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

  

  /25

  Est $957,487 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft

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

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

  

  /36

  $4,249,000

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228

  BEACH FRONT OPPORTUNITY on Longboat Key! Rare chance to own DIRECT GULF FRONT property on the coveted south end of Longboat Key in Sarasota county. This charming, 1955 beach cottage sustained significant hurricane damage and is now being sold AS-IS for land value only. No HOA fees! Build your dream coastal retreat on this prime GULF-front lot and enjoy breathtaking sunsets, white-sand beaches-

  

  Jenn Flanders

  SERHANT

  (941) 842-0487

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /22

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft
  • Condo for Rent

  5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

  AVAILABLE January 2026 $6,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo where you walk out onto the deck and directly onto the beach? Stay in this 2 bedroom , 2 bath condo in Salty Acres with 2 parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and is in excellent condition. It must be a monthly rental. $4500 a month April -

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 957-2964

  5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
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  /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

  Last Listing Agent Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
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  /56

  Est $931,555 Not Listed For Sale

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

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

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

  

  /78

  $1,499,000

  • 2 Beds
  • 2 Baths
  • 1,602 Sq Ft

  775 Longboat Club Rd Unit 705, Longboat Key, FL 34228

  TURN-KEY FURNISHED beach-to-bay corner residence offering 2 bedrooms, 2 ensuite baths, and stunning panoramic views from this coveted 7th-floor beachfront home. A wraparound terrace frames the sparkling Gulf waters to the west and sweeping views of Sarasota Bay, the golf course, and the downtown skyline to the east—allowing you to enjoy both sunrise and sunset vistas. Floor-to-ceiling impact

  

  Donna Bennington

  EXP REALTY LLC

  (941) 394-0831

  775 Longboat Club Rd Unit 705, Longboat Key, FL 34228
• 

  

  /50

  $10,500 per month

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft
  • Condo for Rent

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

  No damage to unit after storms. Call for rates and availability. Available December - April. One month minimum. Tremendous view of the Gulf from this Gulfside/Beachside 2 BR/2 B condo. Direct Gulf front unit. Breathtaking view of the pristine waters of the Gulf of Mexico. Sit on the balcony to your 7th floor unit. Take in the sunsets with your loved ones and friends. Just a couple minutes and

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 584-4726

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

  /2

  $631,000 Sold Aug 28, 2025

  826 Bayport Way Unit 826, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,676 Sq Ft
  • Built 1981

  Last Sold Summary

  • 30% Below List Price
  • $376/SF
  • 347 Days On Market

  Current Estimated Value $629,493

  Last Listing Agent Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

  826 Bayport Way Unit 826, Longboat Key, FL 34228
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  74 Twin Shores Blvd, Longboat Key, FL 34228

  74 Twin Shores Blvd, Longboat Key, FL 34228
• 

  

  /38

  $1,370,000

  • Land
  • 0.41 Acre
  • $3,341,463 per Acre

  560 Gulf Bay Rd, Longboat Key, FL 34228

  RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION. Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of Mexico. Perfectly

  

  Gregory Claxton

  PREFERRED SHORE LLC

  (941) 352-8416

  560 Gulf Bay Rd, Longboat Key, FL 34228
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  /72

  $11,000 per month

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

  739 Bayport Way Unit 739, Longboat Key, FL 34228

  This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features anexpansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove thataccommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 393-0590

  739 Bayport Way Unit 739, Longboat Key, FL 34228
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  /2

  $585,000 Sold Jun 20, 2025

  653 Cedars Ct Unit 25, Longboat Key, FL 34228

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

  Last Sold Summary

  • 16% Below List Price
  • $406/SF
  • 110 Days On Market

  Current Estimated Value $554,528

  Last Listing Agent Shayla Twit CORCORAN DWELLINGS REALTY

  653 Cedars Ct Unit 25, Longboat Key, FL 34228
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  /68

  Est $646,069 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  4960 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  4960 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  

  /29

  $1,023,000

  • 3 Beds
  • 2.5 Baths
  • 2,395 Sq Ft

  2323 Harbour Oaks Dr, Longboat Key, FL 34228

  Welcome to 2323 Harbour Oaks Drive, a light-filled villa with a wide-open layout and peaceful vistas overlooking the Longboat Key Club golf course and a serene pond. Positioned to capture gorgeous natural light throughout the day, this residence lives effortlessly with soaring ceilings, generous room sizes, and seamless indoor–outdoor connection. An inviting great room and dining area open to the

  

  Steven Moore

  MICHAEL SAUNDERS & COMPANY

  (941) 369-9008

  2323 Harbour Oaks Dr, Longboat Key, FL 34228
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  /71

  $10,000 per month

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

  838 Bayport Way Unit 838, Longboat Key, FL 34228

  GORGEOUS SHORT TERM RENTAL!!!! 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

  (941) 352-9696

  838 Bayport Way Unit 838, Longboat Key, FL 34228
• 

  /2

  $385,000 Sold Nov 20, 2025

  556 Spanish Dr N Unit 154, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Built 1969

  Last Sold Summary

  • $276/SF

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  556 Spanish Dr N Unit 154, Longboat Key, FL 34228
• 

  /2

  Est $399,330 Not Listed For Sale

  • Studio

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

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

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