Longboat Key, FL Homes

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  $235,000

  2600 Harbourside Dr Unit O-04, Longboat Key, FL 34228

  Great city skyline views and easy access! This 45 x 20 foot slip at Longboat Key Club Moorings is located on the South side of O-dock. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit O-04, Longboat Key, FL 34228
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  $2,300,000 Sold Jun 13, 2025

  5444 Gulf of Mexico Dr, Longboat Key, FL 34228

  • 4 Beds
  • 5 Baths
  • 4,828 Sq Ft
  • Built 1997

  Last Sold Summary

  • 67% Below List Price
  • $476/SF
  • 304 Days On Market

  Current Estimated Value $3,506,265

  Last Listing Agent Tracey Stetler COLDWELL BANKER REALTY

  5444 Gulf of Mexico Dr, Longboat Key, FL 34228
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  Est $1,925,356 Not Listed For Sale

  775 Longboat Club Rd Unit 308, Longboat Key, FL 34228

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

  775 Longboat Club Rd Unit 308, Longboat Key, FL 34228

  Last Sold Summary

  • 4% Below List Price
  • $943/SF
  • 73 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Steve and Janet Walter Michael Saunders
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  /98

  $4,950,000

  • 4 Beds
  • 6 Baths
  • 3,976 Sq Ft

  548 Hornblower Ln, Longboat Key, FL 34228

  This exquisite home is sure to exceed expectations! This exceptional 4 bed/5 bath canal-front estate is located in coveted Country Club Shores, where chic architecture, thoughtful craftsmanship, and effortless coastal luxury converge. Designed by DSDG architects to maximize the contemporary sightlines and southern exposure, this Voight built custom residence offers a spectacular open floor plan

  Kathy Callahan MICHAEL SAUNDERS & COMPANY

  548 Hornblower Ln, Longboat Key, FL 34228
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  $3,050,000 Sold Sep 16, 2025

  3531 Bayou Pointe, Longboat Key, FL 34228

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft
  • Built 1991

  Last Sold Summary

  • 14% Below List Price
  • $726/SF
  • 5 Days On Market

  Current Estimated Value $3,439,906

  Last Listing Agent Ryan Heers COLDWELL BANKER REALTY

  3531 Bayou Pointe, Longboat Key, FL 34228
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  Est $991,342 Not Listed For Sale

  775 Longboat Club Rd Unit 205, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,602 Sq Ft
  • Built 1984

  775 Longboat Club Rd Unit 205, Longboat Key, FL 34228

  Last Sold Summary

  • 1% Below List Price
  • $624/SF
  • 55 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent Cindy Schatzle COLDWELL BANKER REALTY
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  /14

  $699,000

  • 2 Beds
  • 2 Baths
  • 933 Sq Ft

  2089 Gulf of Mexico Dr Unit G1108, Longboat Key, FL 34228

  Welcome to G1-108, a recently remodeled and fully-furnished residence in Seaplace! Overlooking the pristine sands and sunsets of the Gulf, this first-floor 2 bedroom/2 bathroom residence offers unparalleled access to the beach and resort-style amenities. In early 2025, this residence was extensively remodeled, including impact-resistant hurricane door, new bathrooms and a new kitchen with

  David DeNardo COLDWELL BANKER REALTY

  2089 Gulf of Mexico Dr Unit G1108, Longboat Key, FL 34228
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  $130,000 Sold Jul 18, 2025

  88 Twin Shores Blvd, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 902 Sq Ft
  • Built 1965

  Last Sold Summary

  • 32% Below List Price
  • $144/SF
  • 208 Days On Market

  Last Listing Agent Darren Dowling BEYOND REALTY LLC

  88 Twin Shores Blvd, Longboat Key, FL 34228
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  Est $1,061,775 Not Listed For Sale

  1000 Longboat Club Rd Unit 706, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • Built 1972

  1000 Longboat Club Rd Unit 706, Longboat Key, FL 34228

  Last Sold Summary

  • 6% Above List Price
  • $710/SF
  • 58 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent Jim Sauter SAUTER BY THE WATER
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  $599,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  4234 Gulf of Mexico Dr Unit J1, Longboat Key, FL 34228

  Discover relaxed coastal living in this beautifully renovated two-bedroom, two-bath bayfront condominium positioned to capture stunning sunrise views over the water. With an open floor plan and expansive bay views from the great room, this residence blends comfort, style and the best of waterfront living. The updated interior features porcelain tile flooring throughout, a bright and airy living

  Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4234 Gulf of Mexico Dr Unit J1, Longboat Key, FL 34228
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  $1,595,000 Sold Jan 30, 2026

  3010 Grand Bay Blvd Unit 434, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,550 Sq Ft
  • Built 1999

  Last Sold Summary

  • $625/SF
  • 10 Days On Market

  Current Estimated Value $1,641,901

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  3010 Grand Bay Blvd Unit 434, Longboat Key, FL 34228
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  Est $1,064,559 Not Listed For Sale

  1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • Built 1972

  1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228

  Last Sold Summary

  • 1% Above List Price
  • $745/SF
  • 56 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Julie Klick Michael Saunders
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  /93

  $850,000

  • 2 Beds
  • 2 Baths
  • 1,370 Sq Ft

  750 Bayport Way Unit 750, Longboat Key, FL 34228

  Experience contemporary coastal living in this fully renovated, turnkey-furnished unit ideally located in the heart of Longboat Key! Nestled between 1,200 feet of private, powder-soft beach on the Gulf and a serene fishing pier on Sarasota Bay, this residence offers the perfect blend of island tranquility and luxury!Step inside to discover a meticulously cared for interior space updated with

  Jennifer Albright HUNT BROTHERS REALTY, INC.

  750 Bayport Way Unit 750, Longboat Key, FL 34228
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  $1,450,000 Sold Oct 10, 2025

  3491 Byron Ln, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,480 Sq Ft
  • Built 1990

  Last Sold Summary

  • 17% Below List Price
  • $585/SF
  • 239 Days On Market

  Current Estimated Value $1,409,541

  Last Listing Agent Gigi Silverberg DOUGLAS ELLIMAN

  3491 Byron Ln, Longboat Key, FL 34228
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  Est $1,089,772 Not Listed For Sale

  1000 Longboat Club Rd Unit 603, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • Built 1972

  1000 Longboat Club Rd Unit 603, Longboat Key, FL 34228

  Last Sold Summary

  • 7% Below List Price
  • $834/SF
  • 91 Days On Market

  Last Sold Price $1,175,000

  Last Listing Agent Jennifer Meyer Michael Saunders
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  $259,000

  • 1 Bed
  • 1 Bath
  • 630 Sq Ft

  701 Saint Judes Dr S Unit 3, Longboat Key, FL 34228

  DIRECT WATERFRONT OPPORTUNITY IN LONGBOAT KEY! Here's your rare chance to own a waterfront property with direct access to the Intercoastal Waterway! Perfectly located for vacation rentals, this canal-front 1-bedroom, 1-bathroom end unit offers incredible potential for income, especially with high demand bookings from January to April. This property boasts 21 feet of water frontage and a newly

  Filitsa Sterner NIZZ REALTY INC

  701 Saint Judes Dr S Unit 3, Longboat Key, FL 34228
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  $1,150,000 Sold Oct 06, 2025

  2103 Harbourside Dr Unit 1102, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,448 Sq Ft
  • Built 1984

  Last Sold Summary

  • 11% Below List Price
  • $470/SF
  • 55 Days On Market

  Current Estimated Value $1,089,452

  Last Listing Agent Nick Gard COLDWELL BANKER REALTY

  2103 Harbourside Dr Unit 1102, Longboat Key, FL 34228
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  Est $8,295,392 Not Listed For Sale

  620 Yardarm Ln, Longboat Key, FL 34228

  • 5 Beds
  • 7 Baths
  • 7,278 Sq Ft
  • Built 2016

  620 Yardarm Ln, Longboat Key, FL 34228

  Last Sold Summary

  • 21% Below List Price
  • $1,442/SF
  • 0 Days On Market

  Last Sold Price $10,495,000

  Last Listing Agent Melanie Russell QUEST PROPERTIES INC
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  $850,000

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

  1050 Longboat Club Rd Unit 204, Longboat Key, FL 34228

  **Pirce Improvement ~ Motivated Seller** Step into the island lifestyle you’ve always imagined at Privateer North, located behind the gates of the Longboat Key Club. This CORNER residence with over 1,400 sq. ft. invites you to wake each morning to the sound of waves and natural light streaming through wide glass doors. Sip your coffee on the balcony as Gulf breezes drift in, and in the evening,

  Chris Carpenter COLDWELL BANKER SARASOTA CENT.

  1050 Longboat Club Rd Unit 204, Longboat Key, FL 34228
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  $705,000 Sold Nov 18, 2025

  4805 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

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

  Last Sold Summary

  • 3% Below List Price
  • $506/SF
  • 93 Days On Market

  Current Estimated Value $771,834

  Last Listing Agent Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4805 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

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