Longboat Key, FL Homes

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  $899,000

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft

  1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  Enjoy tranquil water views and coastal charm in this renovated two-bedroom, two-bath residence at Beachplace on Longboat Key. This light-filled condominium offers expansive views of the serene pond and fountain, which glows beautifully at night, along with partial views of the Gulf of Mexico. The updated kitchen has been thoughtfully opened to enhance the flow and showcase the views, featuring

  Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
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  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft
  • Condo for Rent

  4420 Exeter Dr Unit 208, Longboat Key, FL 34228

  Must read entirely. 2025 WINTER RENTAL- Not Available 01/21/26-2/21/26. Talk about the perfect beach place. Intercoastal view and private easy access to the beach with a private beach house! Longboat Harbour Condominium Association has tennis courts, a fitness center, Kayak launching pads, docks, fishing areas, many pools, private access to the beach on the Gulf of Mexico. Marina slips MAY be

  Armando Gonzalez AG REALTY SERVICES LLC

  4420 Exeter Dr Unit 208, Longboat Key, FL 34228
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  $925,000 Sold Jul 10, 2025

  5055 Gulf of Mexico Dr Unit 232, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,624 Sq Ft
  • Built 1973

  Last Sold Summary

  • 27% Below List Price
  • $570/SF
  • 25 Days On Market

  Current Estimated Value $966,794

  Last Listing Agent Nathan Mathers PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5055 Gulf of Mexico Dr Unit 232, Longboat Key, FL 34228
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  Est $1,151,903 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,678 Sq Ft

  3437 Winding Oaks Dr Unit 19, Longboat Key, FL 34228

  3437 Winding Oaks Dr Unit 19, Longboat Key, FL 34228
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  /71

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

  A New Year is here and a New Price with gorgeous full gulf views on Longboat Key. Veinte (20 in Spanish) is a luxury condominium community with only twenty residents located on beautiful and unique Longboat Key. Magnificent direct gulf views from all main rooms; electric hurricane shutters on lanai and bedrooms, electric screen on the lanai and custom shades on all windows. Coming partially

  Sandra Endres COLDWELL BANKER REALTY

  2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
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  $12,000 per month

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

  2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228

  ELEGANT BEACH FRONT CONDO ON LONGBOAT KEY. This exquisite 2 bedroom, 2 bathroom condo has been totally updated. The kitchen has top of the line, state of the art appliances. Induction stove top, touchless kitchen sink faucet, cooking island, breakfast bar. From the moment you enter this property you are greeted with a wide open floor plan. Incredible views of the Gulf of Mexico and Sarasota Bay.

  Teresa Ribaudo JENNETTE PROPERTIES INC

  2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228
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  $350,000 Sold Sep 15, 2025

  655 Spanish Way, Longboat Key, FL 34228

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

  Last Sold Summary

  • 11% Below List Price
  • $282/SF
  • 74 Days On Market

  Current Estimated Value $355,740

  Last Listing Agent Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

  655 Spanish Way, Longboat Key, FL 34228
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  /25

  Est $1,371,668 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,180 Sq Ft

  1902 Harbour Links Cir Unit 16, Longboat Key, FL 34228

  1902 Harbour Links Cir Unit 16, Longboat Key, FL 34228
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  $3,595,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,982 Sq Ft

  600 Dream Island Rd, Longboat Key, FL 34228

  Double lot on a wide canal that is 1.06 acres with 200 ft of protected waterfront located on Dream Island Road Longboat Key. This tranquil waterfront retreat is ready for your new home plus the possibility of two canal front homes. For the boating enthusiast, the intracoastal waterway is easily accessible with no bridges. This oasis is a waterfront paradise. There is a 4 bedroom 3 bath home on

  Reid Murphy DEVELOPERS REALTY LBK, INC

  600 Dream Island Rd, Longboat Key, FL 34228
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  $10,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,882 Sq Ft
  • House for Rent

  825 Tarawitt Dr, Longboat Key, FL 34228

  Welcome to your new Beach House Sanctuary!! Completely renovated Island home located 4 houses off Tarawitt point on a large 90x125ft lot! Coveted lifestyle and location on a deep water canal in the heart of Longboat Key! This waterfront home has 125ft of seawall docking for a boat up to 30 ft. plus a jet ski lift and room for other water toys. Catch bait and start fishing in less than 30 minutes!

  Ian Greenberg BRISTA REALTY LLC

  825 Tarawitt Dr, Longboat Key, FL 34228
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  $545,000 Sold Mar 19, 2025

  3810 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft
  • Built 1970

  Last Sold Summary

  • 22% Below List Price
  • $400/SF
  • 42 Days On Market

  Current Estimated Value $517,845

  Last Listing Agent Susan Mondello MICHAEL SAUNDERS & COMPANY

  3810 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
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  Est $1,398,680 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,476 Sq Ft

  1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228

  1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
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  $1,195,000 Pending

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

  2110 Harbourside Dr Unit 558, Longboat Key, FL 34228

  Under contract-accepting backup offers. Indulge in spectacular, fully reimagined waterfront living in this extraordinary corner Penthouse residence overlooking Sarasota Bay, where elegance, serenity, and coastal grandeur converge. Wrapped in breathtaking panoramic vistas from three sides, this rare offering showcases shimmering turquoise blue bay waters, graceful sailboats gliding by, and the

  Scott Rickards RE/MAX ALLIANCE GROUP

  2110 Harbourside Dr Unit 558, Longboat Key, FL 34228
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  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft
  • House for Rent

  957 Spanish Dr N, Longboat Key, FL 34228

  AVAILABLE STARTING MAY 1, 2026. WITH 3 MONTH MINUMUM RENTAL. FULL WATERFRONT NEWLY RENOVATED (internal new photos coming soon) and TURNKEY FURNISHED VILLA for SEASONAL OR ANNUAL LEASE. Seasonal Lease December to April is $7,000 per month (OR inquire about annual/off season option at $5,500/month). Utilities, Cable and Tax included! Waterfront Villa with Panoramic Bay Views - Spanish Main Yacht

  Norma Mladineo COLDWELL BANKER REALTY

  957 Spanish Dr N, Longboat Key, FL 34228
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  $625,000 Sold Mar 07, 2025

  2215 Harbourside Dr Unit 304, Longboat Key, FL 34228

  • 3 Beds
  • 2 Baths
  • 1,906 Sq Ft
  • Built 1984

  Last Sold Summary

  • 11% Below List Price
  • $328/SF
  • 40 Days On Market

  Current Estimated Value $596,898

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  2215 Harbourside Dr Unit 304, Longboat Key, FL 34228
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  Est $480,238 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft

  583 Spanish Dr S Unit 129, Longboat Key, FL 34228

  583 Spanish Dr S Unit 129, Longboat Key, FL 34228
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  $895,000

  • 2 Beds
  • 2 Baths
  • 1,413 Sq Ft

  3080 Grand Bay Blvd Unit 533, Longboat Key, FL 34228

  As you step into this rarely available Capri floor plan, the entrance sets the stage for an exquisite bayfront experience. Inside, the residence unfolds with white ceramic tile throughout and water views via floor-to-ceiling windows and sliders in every room, creating a bright, private ambiance and a seamless connection to the natural beauty that surrounds you. The 2 large balconies immediately

  Ryan Ackerman COLDWELL BANKER REALTY

  3080 Grand Bay Blvd Unit 533, Longboat Key, FL 34228
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  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,278 Sq Ft
  • Condo for Rent

  534 Sutton Place, Longboat Key, FL 34228

  Available for annual lease starting 5/1/2026! GULF BEACH and BAY ACCESS! This single story end unit is the perfect place to escape the cold winter months and experience Island living on Longboat Key. This 2 bedroom, 2 bathroom condo has a spacious living and dining room combo, which opens to a bright and airy Florida room, perfect for relaxing or entertaining. The Florida room is fully enclosed,

  Tanner Frey KELLER WILLIAMS ON THE WATER S

  534 Sutton Place, Longboat Key, FL 34228
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  $460,000 Sold May 07, 2025

  7119 Longboat Dr E, Longboat Key, FL 34228

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft
  • Built 1930

  Last Sold Summary

  • 26% Below List Price
  • $505/SF
  • 37 Days On Market

  Current Estimated Value $500,371

  Last Listing Agent JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  7119 Longboat Dr E, Longboat Key, FL 34228
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft

  2721 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228

  2721 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228
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  $3,100,000 New Construction

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

  635 Jungle Queen Way, Longboat Key, FL 34228

  A modern, elevated, and inviting 2025 masterpiece on fabulous Longboat Key! What could be better? 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 area and huge chefs

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  635 Jungle Queen Way, Longboat Key, FL 34228
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  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 1,085 Sq Ft
  • Condo for Rent

  3802 Gulf of Mexico Dr Unit 107, Longboat Key, FL 34228

  2-bed, 2-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3802 Gulf of Mexico Dr Unit 107, Longboat Key, FL 34228
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  $2,700,000 Sold Jul 14, 2025

  549 Sloop Ln, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 4,127 Sq Ft
  • Built 2000

  Last Sold Summary

  • 37% Below List Price
  • $654/SF
  • 255 Days On Market

  Current Estimated Value $3,086,472

  Last Listing Agent Tracey Stetler COLDWELL BANKER REALTY

  549 Sloop Ln, Longboat Key, FL 34228
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  Est $1,463,271 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft

  1055 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228

  1055 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228
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  $2,795,000

  • 4 Beds
  • 4.5 Baths
  • 2,900 Sq Ft

  333 Firehouse Ct, Longboat Key, FL 34228

  Experience the best of Longboat Key living in this elevated coastal retreat, ideally located in the desirable Conrad Beach community just a block from the Gulf of Mexico. Designed with timeless style and modern comfort in mind, this 4-bedroom, 4.5-bath residence offers sophisticated finishes, smart upgrades, and all the pleasures of island life without the upkeep of a private pool. Spanning 2,900

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  333 Firehouse Ct, Longboat Key, FL 34228
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  /25

  $11,000 per month

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • Condo for Rent

  1000 Longboat Club Rd, Longboat Key, FL 34228

  Welcome to your elevated coastal retreat on Longboat Key, located behind the gate of the prestigious Longboat Key Club. Available annually at $9,000/month or seasonally from November through April at $11,500/month, this fully renovated upper-floor residence offers refined living with sweeping Gulf and Bay views from two private balconies. Set within one of the island’s most exclusive beachfront

  Jenna Genovese KELLER WILLIAMS ON THE WATER S

  1000 Longboat Club Rd, Longboat Key, FL 34228
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  $2,200,000 Sold Jan 08, 2026

  1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228

  • 2 Beds
  • 3 Baths
  • 2,655 Sq Ft
  • Built 1999

  Last Sold Summary

  • 12% Below List Price
  • $829/SF
  • 221 Days On Market

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,235 Sq Ft

  2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

  2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
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  $995,000

  • 1 Bed
  • 1 Bath
  • 716 Sq Ft

  250 Sands Point Rd Unit 5101, Longboat Key, FL 34228

  A corner A+ junior suite with a walk-down rarely becomes available. It offers quiet and private golf course views and was completely renovated, with the added benefit of being in the hotel program. A separate bedroom from the living room, with a pullout sofa, offers more flexible sleeping arrangements. The living room and bedroom open directly to your private balcony, with stairs leading to the

  Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

  250 Sands Point Rd Unit 5101, Longboat Key, FL 34228
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  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,401 Sq Ft
  • Condo for Rent

  3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL 34228

  Available for season 2026! Experience resort-style living in this spacious 2-bedroom, 2-bath condo located in Beach Harbor Club on Longboat Key. Nestled along Sarasota Bay, this community offers refreshing bay breezes and an array of waterfront amenities, including kayak storage and lift, a boating and fishing pier, and private beach access to the pristine sands of the Gulf of Mexico. Relax by

  Maureen Plichta STRINGER MANAGEMENT INC

  3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL 34228
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  $2,275,000 Sold Feb 28, 2025

  3521 Fair Oaks Ln, Longboat Key, FL 34228

  • 4 Beds
  • 4.5 Baths
  • 4,048 Sq Ft
  • Built 1995

  Last Sold Summary

  • 5% Below List Price
  • $562/SF
  • 10 Days On Market

  Current Estimated Value $2,199,279

  Last Listing Agent Kathleen Wingate PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3521 Fair Oaks Ln, Longboat Key, FL 34228
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  /31

  Est $860,870 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 657 Sq Ft

  210 Sands Point Rd Unit 2302, Longboat Key, FL 34228

  210 Sands Point Rd Unit 2302, Longboat Key, FL 34228
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  /40

  $1,095,000

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

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

  Coastal Elegance at Privateer South, Longboat Key!Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club. Move-in ready, every detail of this turnkey fourth-floor getaway speaks to comfort, style, and sophistication, framed by sweeping Gulf views and

  Roger Pettingell COLDWELL BANKER REALTY

  1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228
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  $10,000 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

  Rinat Sikdar COLDWELL BANKER REALTY

  6979 Longboat Dr S, Longboat Key, FL 34228
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  $300,000 Sold Dec 18, 2025

  3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,106 Sq Ft
  • Built 1971

  Last Sold Summary

  • 25% Below List Price
  • $271/SF
  • 28 Days On Market

  Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY

  3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228
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  Est $734,509 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft

  225 Sands Point Rd Unit 6106, Longboat Key, FL 34228

  225 Sands Point Rd Unit 6106, Longboat Key, FL 34228
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  $2,795,000

  • 4 Beds
  • 3.5 Baths
  • 3,102 Sq Ft

  3530 Mistletoe Ln, Longboat Key, FL 34228

  Located behind the gates of Corey’s Landing in the prestigious Bay Isles community, this direct bayfront residence offers a rare combination of waterfront views, thoughtful renovations, and a low-maintenance Longboat Key lifestyle. Spanning 3,102 square feet across two living levels, the four-bedroom layout is designed to maximize natural light, functionality, and seamless indoor-outdoor

  Roger Pettingell COLDWELL BANKER REALTY

  3530 Mistletoe Ln, Longboat Key, FL 34228
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  $14,000 per month

  • 4 Beds
  • 3 Baths
  • 2,447 Sq Ft
  • House for Rent

  830 Tarawitt Dr, Longboat Key, FL 34228

  Short Term or Annual Lease Available! Luxury and Coastal Elegance! This Stunning Turnkey Canal-Front Pool Home was Built in 2015. Situated on the Highly Desired North End of Longboat Key. Featuring 120 Feet of Beautiful Canal Frontage, A 10,000lbs Boat Lift and Deeded Beach Access only Steps Away! Truly A Boater's Paradise! At Almost 2500 Sq. Ft. of Interior Living, The Home Offers 4 Bedrooms, 3

  Ian Greenberg BRISTA REALTY LLC

  830 Tarawitt Dr, Longboat Key, FL 34228
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  $1,600,000 Sold May 09, 2025

  581 Broadway St, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,148 Sq Ft
  • Built 1988

  Last Sold Summary

  • 11% Below List Price
  • $745/SF
  • 36 Days On Market

  Current Estimated Value $1,489,217

  Last Listing Agent Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  581 Broadway St, Longboat Key, FL 34228
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  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 621 Sq Ft

  3710 Gulf of Mexico Dr Unit C24, Longboat Key, FL 34228

  3710 Gulf of Mexico Dr Unit C24, Longboat Key, FL 34228

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