Longboat Key, FL Homes

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  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft

  7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

  Experience coastal living at its finest in this beautifully remodeled beachfront condo! This stunning residence features brand new, tastefully selected furniture and a modern, elegant design throughout. Enjoy breathtaking ocean views and unforgettable sunsets from your private west-facing balcony. Perfectly positioned on the beach, this home offers the ideal blend of luxury, comfort, and seaside

  Luziele Dearaujo Realty 100

  7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
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  /25

  $7,500 per month

  • 2 Beds
  • 2 Baths
  • 1,273 Sq Ft
  • Condo for Rent

  2109 Gulf of Mexico Dr Unit 1402, Longboat Key, FL 34228

  LONGBOAT KEY...SUNSET BEACH CLUB II. Nicely appointed 2 bedroom, 2 bath condo, turnkey furnished. Entertainment center in the living room with a flat screen TV. King bed in the master and twin beds in the guest room. Lovely view of the Gulf of Mexico and the pool. Capture beautiful sunsets every night from the balcony. This unit is equipped with everything you will need so you can vacation with

  Teresa Ribaudo JENNETTE PROPERTIES INC

  2109 Gulf of Mexico Dr Unit 1402, Longboat Key, FL 34228
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  $3,050,000 Sold Apr 14, 2025

  535 Sanctuary Dr Unit B604, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,590 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Below List Price
  • $1,178/SF
  • 9 Days On Market

  Current Estimated Value $2,822,480

  Last Listing Agent Drew Russell MICHAEL SAUNDERS & COMPANY

  535 Sanctuary Dr Unit B604, Longboat Key, FL 34228
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  /43

  Est $1,222,565 Not Listed For Sale

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

  1055 Gulf of Mexico Dr Unit 301 B, Longboat Key, FL 34228

  1055 Gulf of Mexico Dr Unit 301 B, Longboat Key, FL 34228
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  /57

  $1,649,000

  • 2 Beds
  • 3 Baths
  • 1,971 Sq Ft

  1485 Gulf of Mexico Dr Unit 110, Longboat Key, FL 34228

  With the Gulf just beyond the terrace, this first-floor two-bedroom, three-bath residence at The Players Club offers direct beachfront living, where uninterrupted water views and the steady rhythm of the shoreline shape daily life. Updated in 2021–2022 and move-in ready, the residence spans approximately 1,971 square feet and has been redesigned to emphasize its coastal setting. High-impact

  Bruce Myer COLDWELL BANKER REALTY

  1485 Gulf of Mexico Dr Unit 110, Longboat Key, FL 34228
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  $11,400 per month

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • Condo for Rent

  1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

  Seasonal. Not available Jan - April 2025. Amazing sunsets from this fabulous 5th floor, direct Gulf beach front, 2 BD, 2 BA condo. Meticulously maintained, this condo has everything you need for a care-free beach vacation! Master suite features king size bed, private bath with Gulf view. Guest room offers twin sleeping arrangements with private entrance to bath. For your comfort, there's flat

  Diann Thelen GULF COAST RENTAL HOMES&CONDOS

  1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
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  $3,700,000 Sold Jun 18, 2025

  551 Ranger Ln, Longboat Key, FL 34228

  • 5 Beds
  • 5.5 Baths
  • 4,117 Sq Ft
  • Built 2016

  Last Sold Summary

  • 15% Below List Price
  • $899/SF
  • 75 Days On Market

  Current Estimated Value $3,513,855

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  551 Ranger Ln, Longboat Key, FL 34228
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  /54

  Est $600,747 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  5265 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

  5265 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
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  $1,475,000

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

  3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228

  This sought-after 2,550 sq. ft. Cayman model in Grand Bay is located within the community’s desirable Building III and ideally positioned to capture magnificent Sarasota Bay and sparkling city views, with additional vistas overlooking the Harbourside Golf Course. Approximately 700 square feet of outdoor living includes two expansive terraces: an east-facing for breathtaking sunrises over the bay

  Ryan Ackerman COLDWELL BANKER REALTY

  3030 Grand Bay Blvd Unit 323, Longboat Key, FL 34228
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  /25

  $12,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,532 Sq Ft
  • House for Rent

  2319 Harbour Oaks Dr, Longboat Key, FL 34228

  SEASONAL: All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort-style living positioned behind the guarded Harbourside gates of Bay Isles. This updated 3 bedroom, 2 1/2 bath home overlooks the Longboat Key Club golf course! With over 2,500 sq. feet of living space, pool, private Beach Club access and sought after Southern Longboat address this is the

  Diann Thelen GULF COAST RENTAL HOMES&CONDOS

  2319 Harbour Oaks Dr, Longboat Key, FL 34228
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  $1,950,000 Sold May 28, 2025

  535 Sanctuary Dr Unit A202, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,580 Sq Ft
  • Built 1990

  Last Sold Summary

  • 17% Below List Price
  • $756/SF
  • 52 Days On Market

  Current Estimated Value $1,879,939

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  535 Sanctuary Dr Unit A202, Longboat Key, FL 34228
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  /2

  Est $406,029 Not Listed For Sale

  641 Fox St, Longboat Key, FL 34228

  641 Fox St, Longboat Key, FL 34228
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  /62

  $2,200,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,853 Sq Ft

  548 Gunwale Ln, Longboat Key, FL 34228

  Country Club Shores - Completely renovated 3-bedroom, 2-bath canal-front home just three houses from the Bay. Updates include a new flat tile roof (2025), Carrier A/C and A.O. Smith water heater (2024), Pebble Tec pool and paver deck (2024), and newer seawall, dock, and 16,000 lb. boat lift (2.5 years). Enjoy Bay views from the 18 foot x 16 foot Trex dock with lighting and water, plus a 3 foot x

  John August MICHAEL SAUNDERS & COMPANY

  548 Gunwale Ln, Longboat Key, FL 34228
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  /25

  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Condo for Rent

  1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228

  Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH OR LONGER STAY. Primary Bedroom has two full beds, queen in second bedroom, and two twins in the third bedroom. Spacious lanai with beautiful beach views. The Seaplace amenities include two large beachfront pools, fitness center, clubhouse, tennis courts and a great expansive

  Jane Hunter JENNETTE PROPERTIES INC

  1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228
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  $165,000 Sold Feb 04, 2026

  729 Saint Judes Dr S Unit 1, Longboat Key, FL 34228

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft
  • Built 1966

  Last Sold Summary

  • $196/SF
  • 2 Days On Market

  Last Listing Agent Ian Greenberg BRISTA REALTY LLC

  729 Saint Judes Dr S Unit 1, Longboat Key, FL 34228
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  Est $2,103,668 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,665 Sq Ft

  6840 Longboat Dr S, Longboat Key, FL 34228

  6840 Longboat Dr S, Longboat Key, FL 34228
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  $1,125,000 Open House 2/21

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft

  6841 Longboat Dr S, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. An exceptional offering in the sought-after Longbeach neighborhood of Longboat Key. Located on the Manatee County side of the island, this original 1935 coastal cottage sits on an oversized .34+ acre waterfront lot with approximately 78 feet of water frontage and an impressive depth of roughly 192 feet, offering direct, bridge-free access to the

  Shayla Twit CORCORAN DWELLINGS REALTY

  6841 Longboat Dr S, Longboat Key, FL 34228
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  $555,000 Sold Jun 03, 2025

  2016 Harbourside Dr Unit 332, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Below List Price
  • $466/SF
  • 24 Days On Market

  Current Estimated Value $551,319

  Last Listing Agent Francis Perdisatt PREFERRED SHORE LLC

  2016 Harbourside Dr Unit 332, Longboat Key, FL 34228
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  /2

  Est $700,008 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft

  4540 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  4540 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
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  $1,950,000

  • Land
  • 0.29 Acre
  • $6,724,138 per Acre

  536 Gunwale Ln, Longboat Key, FL 34228

  536 Gunwale Lane, with its south facing waterfront location, is ideally situated for the best of island living. Recently cleared, this highly sought waterfront lot in Country Club Shores offers the perfect opportunity to design and build the legacy home you’ve been dreaming of...enjoy fantastic boating on protected deep water with direct access to the Bay, Intracoastal, and Gulf waters and a

  Jenifer Schwell MICHAEL SAUNDERS & COMPANY

  536 Gunwale Ln, Longboat Key, FL 34228
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  /2

  $1,185,000 Sold Aug 27, 2025

  1045 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • Built 1981

  Last Sold Summary

  • 24% Below List Price
  • $788/SF
  • 372 Days On Market

  Current Estimated Value $1,183,031

  Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY

  1045 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
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  Est $1,083,557 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft

  2101 Gulf of Mexico Dr Unit 2504, Longboat Key, FL 34228

  2101 Gulf of Mexico Dr Unit 2504, Longboat Key, FL 34228
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  /80

  $1,400,000 Pending

  • 2 Beds
  • 2 Baths
  • 2,186 Sq Ft

  513 Bayport Way Unit 513, Longboat Key, FL 34228

  If you’ve been waiting for one of Bayport's coveted 3-bedroom floor plans, here it is! Welcome to the true tropical oasis of Bayport Beach & Tennis Club, a Longboat Key Gulf to Bay community. Bayport was designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture – and is recognized for its award-winning, timeless design. Bayport offers 27 lushly

  Alexis Smith-Frady COMPASS FLORIDA LLC

  513 Bayport Way Unit 513, Longboat Key, FL 34228
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  /2

  $253,000 Sold Oct 02, 2025

  594 Spanish Dr S, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,427 Sq Ft
  • Built 1969

  Last Sold Summary

  • 33% Below List Price
  • $177/SF
  • 110 Days On Market

  Current Estimated Value $267,210

  Last Listing Agent Amber Lynch COMPASS FLORIDA LLC

  594 Spanish Dr S, Longboat Key, FL 34228
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  Est $684,271 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,753 Sq Ft

  3810 Gulf of Mexico Dr Unit F401, Longboat Key, FL 34228

  3810 Gulf of Mexico Dr Unit F401, Longboat Key, FL 34228
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  /83

  $2,000,000

  • 3 Beds
  • 3 Baths
  • 2,365 Sq Ft

  340 Gulf of Mexico Dr Unit 124, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Welcome to Tangerine Bay Club, the southernmost condominium on Longboat Key, where refined sophistication meets resort-style living. This exceptional direct Bayfront end residence offers panoramic views of Sarasota Bay and the feel of a single-family home. Move-in ready with a new roof, the home has been extensively updated by the previous owner,

  Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

  340 Gulf of Mexico Dr Unit 124, Longboat Key, FL 34228
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  $700,000 Sold Nov 24, 2025

  7061 Longboat Dr E, Longboat Key, FL 34228

  • Land
  • 0.33 Acre
  • $2,121,212 per Acre

  Last Sold Summary

  • 36% Below List Price
  • 283 Days On Market

  Last Listing Agent Fred Flis REAL ESTATE MART

  7061 Longboat Dr E, Longboat Key, FL 34228
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  Est $378,882 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  4770 Gulf of Mexico Dr Unit V-6, Longboat Key, FL 34228

  4770 Gulf of Mexico Dr Unit V-6, Longboat Key, FL 34228
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  $3,250,000

  • 3 Beds
  • 4.5 Baths
  • 3,260 Sq Ft

  4561 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  Spectacular North west corner three bedroom condo with direct beachfront views at The Grande, a oasis with only 8 residences. This is Florida living at its very best! This second floor corner location has breathtaking views of the Gulf of Mexico and miles of beautiful sandy beach plus some views of Sarasota Bay and amazing sunsets. A fantastic wrapping terrace on the Gulfside offers outdoor

  Reid Murphy DEVELOPERS REALTY LBK, INC

  4561 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
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  $2,150,000 Sold Dec 10, 2025

  603 Weston Pointe Ct, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,712 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $793/SF
  • 6 Days On Market

  Last Listing Agent Ryan Heers COLDWELL BANKER REALTY

  603 Weston Pointe Ct, Longboat Key, FL 34228
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  Not Listed For Sale

  2600 Harbourside Dr Unit G-19 & G-20, Longboat Key, FL 34228

  2600 Harbourside Dr Unit G-19 & G-20, Longboat Key, FL 34228
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  /40

  $649,000

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

  4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228

  Exceptional full Bay views, private beach access and kayak launch and incredible value! This fully furnished 2BR/2BA retreat at Pelican Harbour & Beach Club delivers the quintessential Longboat Key lifestyle. From its 2nd-floor vantage point, enjoy peaceful sunrises over the Bay and the tranquil fountain view from your screened lanai, surrounded by lush tropical landscaping. Then, end your day

  Lenore Treiman MICHAEL SAUNDERS & COMPANY

  4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
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  /83

  $700,000 Sold Mar 14, 2025

  5757 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,561 Sq Ft
  • Built 1974

  Last Sold Summary

  • 11% Below List Price
  • $448/SF
  • 170 Days On Market

  Current Estimated Value $664,662

  Last Listing Agent Josh Mills FINE PROPERTIES

  5757 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
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  Est $471,249 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  4870 Gulf of Mexico Dr Unit V12, Longboat Key, FL 34228

  4870 Gulf of Mexico Dr Unit V12, Longboat Key, FL 34228
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  /54

  $684,900 Open House 2/15

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

  4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228

  Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panoramic Sarasota Bay views plus Deeded Beach access right across the street. Stunning water views across Sarasota Bay are yours from the Great Room, the Primary Bedroom & from your waterfront, covered & screened in Balcony. Entertain your guests here or enjoy your own private dining

  Maruta Miluns MICHAEL SAUNDERS & COMPANY

  4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228
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  $3,450,000 Sold May 01, 2025

  608 Bayview Dr, Longboat Key, FL 34228

  • 3 Beds
  • 4 Baths
  • 3,199 Sq Ft
  • Built 2023

  Last Sold Summary

  • 4% Below List Price
  • $1,078/SF
  • 24 Days On Market

  Current Estimated Value $3,223,810

  Last Listing Agent Joel Schemmel DOUGLAS ELLIMAN

  608 Bayview Dr, Longboat Key, FL 34228
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  Est $3,369,830 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,413 Sq Ft

  603 Buttonwood Dr, Longboat Key, FL 34228

  603 Buttonwood Dr, Longboat Key, FL 34228
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  $1,550,000

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

  3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228

  Beautifully positioned within Grand Bay on Longboat Key, this 2-bedroom plus den, 3.5-bath residence offers 2,550 square feet of well-designed living space with a private elevator that opens directly into the home. Natural light fills the open living and dining areas, highlighting the stunning wide views of Sarasota Bay. Indoor and outdoor living are seamlessly connected through an expansive

  Dianne Anderson COMPASS FLORIDA LLC

  3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228
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  $215,000 Sold Jun 10, 2025

  701 Saint Judes Dr S Unit 4, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 630 Sq Ft
  • Built 1966

  Last Sold Summary

  • 9% Below List Price
  • $341/SF
  • 16 Days On Market

  Current Estimated Value $220,883

  Last Listing Agent James Broadus DIVERSIFIED REALTY HOLDINGS

  701 Saint Judes Dr S Unit 4, Longboat Key, FL 34228
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  Est $1,701,167 Not Listed For Sale

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

  2675 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  2675 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

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