Longboat Key, FL Homes

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  /95

  $450,000

  • 1 Bed
  • 2 Baths
  • 1,244 Sq Ft

  619 Cedars Ct, Longboat Key, FL 34228

  Welcome to your cozy island townhome at the north end of Longboat Key. Perfect as a fulltime residence, seasonal retreat, or investment property, this one-bedroom, two-bath unit fits your needs. This two-story property weathered three hurricanes in 2024, sustaining only minor flooding in the garage during Hurricane Helene and a cracked top-floor window during Hurricane Milton. The HOA will cover

  

  Simone Schaerf

  MICHAEL SAUNDERS & COMPANY

  (941) 219-0078

  619 Cedars Ct, Longboat Key, FL 34228
• Explore Longboat Key

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  /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
• 

  $1,425,000 Sold Nov 26, 2025

  603 Longboat Club Rd Unit 1103N, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1970

  Last Sold Summary

  • 7% Below List Price
  • $977/SF
  • 11 Days On Market

  Last Listing Agent Irma Scherer COMPASS FLORIDA LLC

  603 Longboat Club Rd Unit 1103N, Longboat Key, FL 34228
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  /2

  Est $285,132 Not Listed For Sale

  • Studio

  2600 Harbourside Dr Unit Q5, Longboat Key, FL 34228

  2600 Harbourside Dr Unit Q5, Longboat Key, FL 34228
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  /82

  $10,900,000

  • 8 Beds
  • 8 Baths
  • 5,886 Sq Ft

  4473 Gulf of Mexico Dr, Longboat Key, FL 34228

  Rare opportunity, two fully furnished TWIN residences (TWO UNITS BEING SOLD AS ONE 4473+4477 Gulf of Mexico Drive ). Directly on the pristine shores of Longboat Key! Combined 8 bedrooms, 8 Bathrooms. Spanning nearly 6,000 sq. ft., on .58 GULF-FRONT acres, this two-story property offers mirror-image residences, each thoughtfully decorated with both modern and timeless designs. A true investment

  

  Curtis Andrews

  BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  (941) 841-8278

  4473 Gulf of Mexico Dr, 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

  $585,000 Sold Jan 16, 2026

  4320 Falmouth Dr Unit 301, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1969

  Last Sold Summary

  • 10% Below List Price
  • $445/SF
  • 33 Days On Market

  Last Listing Agent Kevin Tai PREFERRED SHORE LLC

  4320 Falmouth Dr Unit 301, Longboat Key, FL 34228
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  /2

  Est $636,323 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,214 Sq Ft

  2089 Gulf of Mexico Dr Unit G1203, Longboat Key, FL 34228

  2089 Gulf of Mexico Dr Unit G1203, Longboat Key, FL 34228
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  /33

  $590,000

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

  2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228

  ****MOTIVATED SELLER. GET A CONDO ON THE BEACH BELOW MARKET IN AN UPGRADED BUILDING ****Creatively coined “Studio 54,” located at The Islander Club on Longboat Key Beach, this 2-bedroom, 2-bathroom condominium has an enormous lanai that brings the beautiful island breezes in all year long. Located in an upgraded and modern building directly on the beach, this "pad" is fresh, light, bright and

  

  Meredith Van Vaals

  COLDWELL BANKER REALTY

  (941) 220-0872

  2301 Gulf of Mexico Dr Unit 54, 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

  $655,000 Sold Dec 10, 2025

  560 Cedar St, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 1,824 Sq Ft
  • Built 1970

  Last Sold Summary

  • 12% Below List Price
  • $359/SF
  • 64 Days On Market

  Last Listing Agent Lauren Hofing THE KEYES COMPANY - SARASOTA

  560 Cedar St, Longboat Key, FL 34228
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  /2

  Est $1,289,382 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,786 Sq Ft

  5635 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  5635 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
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  /32

  $1,590,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  601 Longboat Club Rd Unit 504S, Longboat Key, FL 34228

  Welcome to Unit 504S at Longboat Key Towers, a rare corner beachfront condo for sale on the highly sought-after south end of Longboat Key, ideally located behind the gates of Longboat Key Club and just minutes from St. Armands Circle and downtown Sarasota. Perfectly positioned above the sand and sea, this spacious 2-bedroom 2.5 bath residence captures uninterrupted sweeping views of the Gulf of

  

  Irma Scherer

  COMPASS FLORIDA LLC

  (941) 401-0752

  601 Longboat Club Rd Unit 504S, 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

  $350,000 Sold Jul 03, 2025

  3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,396 Sq Ft
  • Built 1970

  Last Sold Summary

  • 18% Below List Price
  • $251/SF
  • 70 Days On Market

  Current Estimated Value $367,312

  Last Listing Agent Kathleen Magnus FLORIDA GALLERY REAL ESTATE

  3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
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  /2

  Est $2,190,275 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,416 Sq Ft

  3596 Fair Oaks Ln, Longboat Key, FL 34228

  3596 Fair Oaks Ln, Longboat Key, FL 34228
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  /89

  $2,375,000

  • 3 Beds
  • 3.5 Baths
  • 3,690 Sq Ft

  2410 Harbourside Dr Unit 111, Longboat Key, FL 34228

  Longboat Key luxury living with sweeping water views. Introducing bayside luxury at Marina Bay within Bay Isles. Now available for the first time to purchase, this unique single level condominium residence boasts a private elevator lobby. This unique residence fitted with impact glass and newer roofing is secured for the quality of your peace of mind. The condo association offers resident

  

  Tonna Gruber

  COLDWELL BANKER REALTY

  (941) 206-2461

  2410 Harbourside Dr Unit 111, Longboat Key, FL 34228
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  /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

  $1,098,000 Sold Jul 30, 2025

  240 Sands Point Rd Unit 4201, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1982

  Last Sold Summary

  • 8% Below List Price
  • $1,464/SF
  • 162 Days On Market

  Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

  240 Sands Point Rd Unit 4201, Longboat Key, FL 34228
• 

  /2

  Est $1,218,390 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,255 Sq Ft

  380 Gulf of Mexico Dr Unit 525, Longboat Key, FL 34228

  380 Gulf of Mexico Dr Unit 525, Longboat Key, FL 34228
• 

  

  /50

  $599,999

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft

  3320 Gulf of Mexico Dr Unit 207-C, Longboat Key, FL 34228

  Modern Waterfront Living in the Heart of Longboat Key-Experience the best of coastal living in this beautifully renovated 2-bedroom, 2-bathroom condo, perfectly situated on the water in one of Longboat Key’s most desirable communities. This light-filled residence features a newly reimagined open-concept kitchen with gleaming quartz countertops, bright modern cabinetry, premium stainless steel

  

  Tami Cashi

  COLDWELL BANKER REALTY

  (941) 206-4076

  3320 Gulf of Mexico Dr Unit 207-C, Longboat Key, FL 34228
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  /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
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  /2

  $549,000 Sold Feb 05, 2026

  2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228

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

  Last Sold Summary

  • $592/SF
  • 0 Days On Market

  Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

  2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228
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  /2

  Est $433,073 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  4440 Exeter Dr Unit 104, Longboat Key, FL 34228

  4440 Exeter Dr Unit 104, Longboat Key, FL 34228
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  /71

  $649,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  4350 Chatham Dr Unit 307, Longboat Key, FL 34228

  Luxury Coastal Living at Longboat Harbour: Experience stunning canal views and modern elegance in this impeccably renovated 3rd-floor condo, ideally situated in the desirable all-age community of Longboat Harbour. Offered turnkey furnished, this beautifully curated residence is ready for your immediate enjoyment, whether you're seeking a winter retreat or full-time coastal living. Step inside to

  

  Marsha Winegarden

  WAGNER REALTY

  (941) 239-6809

  4350 Chatham Dr Unit 307, 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

  $880,000 Sold Apr 07, 2025

  1930 Harbourside Dr Unit 113, Longboat Key, FL 34228

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft
  • Built 1982

  Last Sold Summary

  • $462/SF

  Current Estimated Value $829,272

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

  1930 Harbourside Dr Unit 113, Longboat Key, FL 34228
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  /2

  Est $1,383,308 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,713 Sq Ft

  3605 Fair Oaks Place, Longboat Key, FL 34228

  3605 Fair Oaks Place, Longboat Key, FL 34228
• 

  

  /57

  $995,000

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

  1050 Longboat Club Rd Unit 301, Longboat Key, FL 34228

  Huge price reduction now under $1mm for direct 180 degree gulf front!Imagine waking up every morning to the sound of gentle waves and stepping onto your balcony to enjoy uninterrupted, straight-on Gulf views—this rarely available 01-stack residence delivers beachfront living exactly the way it should be. Perfectly positioned behind the private gates of the Longboat Key Club and nestled

  

  Greg Martin

  STERLING REALTY

  (941) 369-9007

  1050 Longboat Club Rd Unit 301, 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
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  /2

  $975,000 Sold Jul 28, 2025

  663 Penfield St, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 1,446 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $674/SF
  • 7 Days On Market

  Current Estimated Value $964,098

  Last Listing Agent Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  663 Penfield St, Longboat Key, FL 34228
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  /2

  Est $1,343,681 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,925 Sq Ft

  3060 Grand Bay Blvd Unit 111, Longboat Key, FL 34228

  3060 Grand Bay Blvd Unit 111, Longboat Key, FL 34228
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  /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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  /39

  $14,000 per month

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • Condo for Rent

  5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228

  DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 394-0592

  5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
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  /2

  $1,250,000 Sold Apr 15, 2025

  541 Edlee Ln, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,664 Sq Ft
  • Built 1976

  Last Sold Summary

  • 10% Below List Price
  • $469/SF
  • 50 Days On Market

  Current Estimated Value $1,226,521

  Last Listing Agent Lisa Garcia COLDWELL BANKER REALTY

  541 Edlee Ln, Longboat Key, FL 34228
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  /2

  Est $580,631 Not Listed For Sale

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

  1930 Harbourside Dr Unit 122, Longboat Key, FL 34228

  1930 Harbourside Dr Unit 122, Longboat Key, FL 34228
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  /49

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft

  4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228

  TRADE SNOW BOOTS FOR BAREFOOT MORNINGS AND GENTLE WAVES ON LONGBOAT KEY! This DIRECT GULF-FRONT CONDO offers panoramic views of shimmering turquoise waters, white sandy beaches, and spectacular sunsets from this pristine, beautifully updated 2-bedroom, 2-bath residence on the 8th floor. Calm coastal colors and casual elegance create an ideal beach retreat or full-time residence. Seller updates

  

  Julie Larson

  WHITE SANDS REALTY GROUP FL

  (941) 229-3886

  4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
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  /87

  $6,000 per month

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

  817 Bayport Way Unit 817, Longboat Key, FL 34228

  STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 732-8949

  817 Bayport Way Unit 817, Longboat Key, FL 34228
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  /2

  $4,000,000 Sold Mar 25, 2025

  3480 Bayou Sound, Longboat Key, FL 34228

  • 5 Beds
  • 4.5 Baths
  • 3,926 Sq Ft
  • Built 2024

  Last Sold Summary

  • 23% Below List Price
  • $1,019/SF
  • 57 Days On Market

  Current Estimated Value $3,468,390

  Last Listing Agent Nicholle McKiernan COLDWELL BANKER REALTY

  3480 Bayou Sound, Longboat Key, FL 34228
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  /2

  Est $3,618,803 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,685 Sq Ft

  455 Longboat Club Rd Unit 504, Longboat Key, FL 34228

  455 Longboat Club Rd Unit 504, Longboat Key, FL 34228

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