Longboat Key, FL Homes

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  /19

  $5,299,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,826 Sq Ft

  2944 Gulf of Mexico Dr, Longboat Key, FL 34228

  Under Construction. Poised along one of Longboat Key’s most coveted stretches, this new semi-custom estate by Mason Martin Builders delivers sophisticated coastal living with rare peace of mind. Each level is designed to capture sweeping Gulf views without the exposure of direct beachfront placement, creating a residence that feels both refined and protected. It is your private sanctuary by the

  Kaisen Mitchell COLDWELL BANKER REALTY

  2944 Gulf of Mexico Dr, 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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  $490,000 Sold Aug 01, 2025

  2045 Gulf of Mexico Dr Unit M1514, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft
  • Built 1974

  Last Sold Summary

  • 11% Below List Price
  • $528/SF
  • 51 Days On Market

  Current Estimated Value $497,406

  Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

  2045 Gulf of Mexico Dr Unit M1514, Longboat Key, FL 34228
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  /41

  Est $412,073 Not Listed For Sale

  3802 Gulf of Mexico Dr Unit A203, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,007 Sq Ft
  • Built 1970

  3802 Gulf of Mexico Dr Unit A203, Longboat Key, FL 34228

  Last Sold Summary

  • 10% Above List Price
  • $372/SF
  • 146 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Sandi Ward COLDWELL BANKER REALTY
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  $13,000,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 4,187 Sq Ft

  1561 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

  Experience unparalleled luxury with breathtaking views of the Gulf of Mexico in the Armand Building. This exceptional residence features an open-concept floorplan designed for entertaining, complete with floor-to-ceiling glass doors that lead to an expansive terrace outfitted with a built-in gas grill, perfect for seamless indoor-outdoor living. Ideal for multi-generational gatherings, the

  Michael Moulton MICHAEL SAUNDERS & COMPANY

  1561 Gulf of Mexico Dr Unit 403, 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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  $100,000 Sold Nov 24, 2025

  85 Twin Shores Blvd, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft
  • Built 1970

  Last Sold Summary

  • 8% Below List Price
  • $125/SF
  • 100 Days On Market

  Last Listing Agent Erica Smentowski KELLER WILLIAMS ON THE WATER S

  85 Twin Shores Blvd, Longboat Key, FL 34228
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  /52

  Est $1,498,277 Not Listed For Sale

  1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1981

  1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

  Last Sold Summary

  • 9% Below List Price
  • $1,185/SF
  • 4 Days On Market

  Last Sold Price $1,650,000

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
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  /31

  $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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  /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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  $17,500,000 Sold Nov 08, 2025

  6633 Gulf of Mexico Dr, Longboat Key, FL 34228

  • 7 Beds
  • 10 Baths
  • 9,622 Sq Ft
  • Built 2013

  Last Sold Summary

  • 12% Below List Price
  • $1,819/SF
  • 0 Days On Market

  Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

  6633 Gulf of Mexico Dr, Longboat Key, FL 34228
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  /31

  Est $995,942 Not Listed For Sale

  1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

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

  1095 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

  Last Sold Summary

  • 2% Above List Price
  • $650/SF
  • 226 Days On Market

  Last Sold Price $977,500

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
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  /39

  $595,000

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

  528 Forest Way, Longboat Key, FL 34228

  New Price! Seize the opportunity to acquire a prime, elevated townhome in Cedars East on beautiful Longboat Key. This location is arguably the closest Cedars East property to the pristine, sugar-white sands of the Gulf. This Large Pet-friendly townhome is an Elevated structure, positioned well above the flood plain, ensuring peace of mind. Offer turn-Key Furnished excluded a few personal items.

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  528 Forest Way, Longboat Key, FL 34228
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  $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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  $775,000 Sold Feb 18, 2026

  580 Neptune Ave, Longboat Key, FL 34228

  • Land
  • 0.43 Acre
  • $1,802,326 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 160 Days On Market

  Current Estimated Value $933,195

  Last Listing Agent Kelly Gitt KELLER WILLIAMS ON THE WATER

  580 Neptune Ave, Longboat Key, FL 34228
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  Not Listed For Sale

  3710 Gulf of Mexico Dr Unit G27, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 744 Sq Ft
  • Built 1965

  3710 Gulf of Mexico Dr Unit G27, Longboat Key, FL 34228

  Last Sold Summary

  • $430/SF
  • 268 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Bill Shuttleworth EDGEWATER REAL ESTATE, INC
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  /61

  $2,995,000

  • 3 Beds
  • 3.5 Baths
  • 2,880 Sq Ft

  340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228

  Two-level penthouse residences at Tangerine Bay Club are rarely available, and this south-facing corner offering sets a new benchmark for waterfront living. Recently reimagined, this nearly 3,000-square-foot residence captures expansive views of Sarasota Bay, the downtown skyline, and protected mangrove preserves, all while offering exceptional privacy. With two generous terraces, a private

  Roger Pettingell COLDWELL BANKER REALTY

  340 Gulf of Mexico Dr Unit 136, 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 $2,932,652

  Last Listing Agent Drew Russell MICHAEL SAUNDERS & COMPANY

  535 Sanctuary Dr Unit B604, Longboat Key, FL 34228
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  Est $805,703 Not Listed For Sale

  3465 Gulf of Mexico Dr Unit 225, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 427 Sq Ft
  • Built 1950

  3465 Gulf of Mexico Dr Unit 225, Longboat Key, FL 34228

  Last Sold Summary

  • 44% Above List Price
  • $1,311/SF
  • 2 Days On Market

  Last Sold Price $559,900

  Last Listing Agent Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  /49

  $5,799,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,216 Sq Ft

  530 Chipping Ln, Longboat Key, FL 34228

  Introducing the newest custom residence by Brista Homes, where exceptional craftsmanship and thoughtful design come together in a limited and highly refined offering. Nestled along a quiet canal in the sought-after waterfront community of Country Club Shores, this 4216 square-foot residence captures the essence of the Longboat Key boating lifestyle. With desirable south-facing rear exposure,

  Gina Ursini BRISTA REALTY LLC

  530 Chipping Ln, Longboat Key, FL 34228
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  /2

  $1,800,000 Sold Feb 09, 2026

  3613 Fair Oaks Place, Longboat Key, FL 34228

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft
  • Built 1995

  Last Sold Summary

  • 5% Below List Price
  • $806/SF
  • 20 Days On Market

  Current Estimated Value $1,772,585

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  3613 Fair Oaks Place, Longboat Key, FL 34228
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  Est $1,308,213 Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft
  • Built 1981

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

  Last Sold Summary

  • 7% Below List Price
  • $1,195/SF
  • 61 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Lenore Treiman Michael Saunders
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  /48

  $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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  $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 $3,630,732

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  551 Ranger Ln, Longboat Key, FL 34228
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  /54

  Est $638,940 Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • Built 1974

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

  Last Sold Summary

  • 20% Below List Price
  • $709/SF
  • 0 Days On Market

  Last Sold Price $800,000

  Last Listing Agent Jens Pinkernell DOUGLAS ELLIMAN
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  /57

  $1,595,000

  • 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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  $1,100,000 Sold Feb 27, 2026

  2721 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft
  • Built 1970

  Last Sold Summary

  • $1,244/SF
  • 3 Days On Market

  Current Estimated Value $969,996

  Last Listing Agent Cody Craig EXIT KING REALTY

  2721 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
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  Est $334,630 Not Listed For Sale

  641 Fox St, Longboat Key, FL 34228

  641 Fox St, Longboat Key, FL 34228

  Last Sold Summary

  • 11% Below List Price
  • 6 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  /40

  $2,100,000

  • 3 Beds
  • 3 Baths
  • 2,094 Sq Ft

  100 Sands Point Rd Unit 114, Longboat Key, FL 34228

  Completely updated and offered furnished, this spectacular direct Gulf-front residence at Sands Point delivers the rare combination of expansive living space, modern design, and immediate beach access. True three-bedroom, three-bath Gulf-front residences are seldom available in this sought-after Longboat Key community, making this nearly 2,100-square-foot getaway a standout opportunity. This

  Roger Pettingell COLDWELL BANKER REALTY

  100 Sands Point Rd Unit 114, 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 $2,048,863

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  535 Sanctuary Dr Unit A202, Longboat Key, FL 34228
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  Est $2,175,323 Not Listed For Sale

  6840 Longboat Dr S, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 2,665 Sq Ft
  • Built 2019

  6840 Longboat Dr S, Longboat Key, FL 34228

  Last Sold Summary

  • 2% Below List Price
  • $835/SF
  • 274 Days On Market

  Last Sold Price $2,225,000

  Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC
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  $1,250,000

  • 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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  $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

  Current Estimated Value $166,865

  Last Listing Agent Ian Greenberg BRISTA REALTY LLC

  729 Saint Judes Dr S Unit 1, Longboat Key, FL 34228
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  Est $666,009 Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • Built 1975

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

  Last Sold Summary

  • 6% Below List Price
  • $537/SF
  • 197 Days On Market

  Last Sold Price $712,000

  Last Listing Agent Eileen Gillen COLDWELL BANKER REALTY
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  /73

  $449,000

  • 1 Bed
  • 1 Bath
  • 630 Sq Ft

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

  Live that Longboat Key waterfront lifestyle and have your own boat lift without the multi-million dollar price. Cute and conveniently located, this on-grade one bedroom condominium unit that is located on a saltwater canal on Longboat Key, features its own 10,000 lb boat lift, and is one block to the gulf beaches and adjacent to Durante Park. Everything new in 2025, including a washer and dryer

  Steven Schield MICHAEL SAUNDERS & COMPANY

  729 Saint Judes Dr S Unit 3, 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 $569,701

  Last Listing Agent Francis Perdisatt PREFERRED SHORE LLC

  2016 Harbourside Dr Unit 332, Longboat Key, FL 34228
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  Est $1,162,038 Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • Built 1984

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

  Last Sold Summary

  • 3% Below List Price
  • $884/SF
  • 347 Days On Market

  Last Sold Price $1,200,000

  Last Listing Agent Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  $1,095,000

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft

  6841 Longboat Dr S, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Rarely does a property offer this much land, waterfront, and location value within the cherished Longbeach community of Longboat Key. Located on the desirable Manatee County side of the island, this original 1935 coastal cottage sits on an oversized .34+ acre waterfront lot with approximately 78 feet of frontage and an impressive 192-foot

  Shayla Twit CORCORAN DWELLINGS REALTY

  6841 Longboat Dr S, Longboat Key, FL 34228
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  $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 $1,202,396

  Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY

  1045 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
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  Est $695,088 Not Listed For Sale

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

  • 3 Beds
  • 3 Baths
  • 1,753 Sq Ft
  • Built 1970

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

  Last Sold Summary

  • 7% Below List Price
  • $428/SF
  • 74 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Andrew Reese COLDWELL BANKER SUNSTAR REALTY

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