Longboat Key, FL Homes

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  /80

  $795,000

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

  1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228

  Experience the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  (941) 384-0495

  1922 Harbourside Dr Unit 1104, 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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  $940,000 Sold Jun 23, 2025

  1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,827 Sq Ft
  • Built 1985

  Last Sold Summary

  • 27% Below List Price
  • $515/SF
  • 73 Days On Market

  Current Estimated Value $928,901

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
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  /25

  Est $965,646 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft

  230 Sands Point Rd Unit 3503, Longboat Key, FL 34228

  230 Sands Point Rd Unit 3503, Longboat Key, FL 34228
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  /21

  $1,660,000

  • Land
  • 0.35 Acre
  • $4,742,857 per Acre

  721 Old Compass Rd, Longboat Key, FL 34228

  Take advantage of this great opportunity to build your dream home on an oversized waterfront lot in Emerald Harbor, a premier neighborhood on the north-end of Longboat Key with deeded beach access. This valuable lot is over 15,000 SF with approximately 100’ of waterfront and is located on a wide canal with deep sailboat water and views and direct access to Sarasota Bay. The home was flooded for

  

  Julie Klick

  MICHAEL SAUNDERS & COMPANY

  (941) 389-0862

  721 Old Compass Rd, 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

  $949,000 Sold Apr 23, 2025

  1050 Longboat Club Rd Unit 305, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 1974

  Last Sold Summary

  • $736/SF
  • 2 Days On Market

  Current Estimated Value $912,989

  Last Listing Agent Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

  1050 Longboat Club Rd Unit 305, Longboat Key, FL 34228
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  /56

  Est $941,896 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,239 Sq Ft

  4311 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  4311 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
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  /78

  $1,499,000

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

  775 Longboat Club Rd Unit 705, Longboat Key, FL 34228

  TURN-KEY FURNISHED beach-to-bay corner residence offering 2 bedrooms, 2 ensuite baths, and stunning panoramic views from this coveted 7th-floor beachfront home. A wraparound terrace frames the sparkling Gulf waters to the west and sweeping views of Sarasota Bay, the golf course, and the downtown skyline to the east—allowing you to enjoy both sunrise and sunset vistas. Floor-to-ceiling impact

  

  Donna Bennington

  EXP REALTY LLC

  (941) 394-0831

  775 Longboat Club Rd Unit 705, 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

  $1,940,000 Sold Dec 19, 2025

  565 Sanctuary Dr Unit A203, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,375 Sq Ft
  • Built 1989

  Last Sold Summary

  • 27% Below List Price
  • $817/SF
  • 321 Days On Market

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  565 Sanctuary Dr Unit A203, Longboat Key, FL 34228
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  74 Twin Shores Blvd, Longboat Key, FL 34228

  74 Twin Shores Blvd, Longboat Key, FL 34228
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  /38

  $1,370,000

  • Land
  • 0.41 Acre
  • $3,341,463 per Acre

  560 Gulf Bay Rd, Longboat Key, FL 34228

  RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION. Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of Mexico. Perfectly

  

  Gregory Claxton

  PREFERRED SHORE LLC

  (941) 352-8416

  560 Gulf Bay Rd, 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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  $1,550,000 Sold Nov 07, 2025

  2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • Built 1972

  Last Sold Summary

  • 9% Below List Price
  • $1,062/SF
  • 163 Days On Market

  Last Listing Agent Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
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  /68

  Est $664,409 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  4960 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  4960 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
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  /37

  $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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  $631,000 Sold Aug 28, 2025

  826 Bayport Way Unit 826, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,676 Sq Ft
  • Built 1981

  Last Sold Summary

  • 30% Below List Price
  • $376/SF
  • 347 Days On Market

  Current Estimated Value $630,919

  Last Listing Agent Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

  826 Bayport Way Unit 826, Longboat Key, FL 34228
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  /2

  Est $403,336 Not Listed For Sale

  • Studio

  2600 Harbourside Dr Unit B-10, Longboat Key, FL 34228

  2600 Harbourside Dr Unit B-10, Longboat Key, FL 34228
• 

  

  /25

  $1,660,000

  • 3 Beds
  • 2 Baths
  • 2,262 Sq Ft

  721 Old Compass Rd, Longboat Key, FL 34228

  Build your dream home on this oversized 15,000 SF canal front lot in the beautiful Emerald Harbor boating community on the north end of Longboat Key. Located on a wide, deep-water canal with 80 feet of seawall leading out to the intercoastal waterway. The one-story ranch house was flooded during Hurricane Helene and is ready to be torn down to build an elevated home with the latest hurricane

  

  Julie Klick

  MICHAEL SAUNDERS & COMPANY

  (941) 206-2968

  721 Old Compass Rd, 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

  $585,000 Sold Jun 20, 2025

  653 Cedars Ct Unit 25, Longboat Key, FL 34228

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Built 1988

  Last Sold Summary

  • 16% Below List Price
  • $406/SF
  • 110 Days On Market

  Current Estimated Value $557,296

  Last Listing Agent Shayla Twit CORCORAN DWELLINGS REALTY

  653 Cedars Ct Unit 25, Longboat Key, FL 34228
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  /25

  Est $753,186 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,523 Sq Ft

  4960 Gulf of Mexico Dr Unit A206, Longboat Key, FL 34228

  4960 Gulf of Mexico Dr Unit A206, Longboat Key, FL 34228
• 

  

  /75

  $675,000

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering luxury Longboat Key living at its finest with preserved mangrove and Sarasota Bay views. Every detail has been thoughtfully updated ,this home has been renovated from top to bottom, featuring new flooring, new plumbing, new electrical, new lighting, hurricane-impact windows with shutters for peace of mind

  

  Paulina Vasiliev

  KELLER WILLIAMS ON THE WATER S

  (941) 759-9957

  4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /11

  $3,200 per month

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft
  • Condo for Rent

  600 Sutton Place Unit 201, Longboat Key, FL 34228

  Available 6/1/25 **** Sarasota Bay view. 1 Bedroom x 1 1/2 Bathroom Condo. Living Room looks out over the pool that sits on Sarasota Bay. Fully furnished. 90 day minimum rental period. Prefer 6 mo.- 1 year rental. Sutton Place has many amenities including two heated pools, bicycle storage, outdoor grills, Gulf beach access with beach house, 1 assigned parking spot and several shared guest spaces.

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 335-6064

  600 Sutton Place Unit 201, Longboat Key, FL 34228
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  /2

  $385,000 Sold Nov 20, 2025

  556 Spanish Dr N Unit 154, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Built 1969

  Last Sold Summary

  • $276/SF

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

  556 Spanish Dr N Unit 154, Longboat Key, FL 34228
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  /33

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228

  3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228
• 

  

  /59

  $2,100,000

  • 2 Beds
  • 2 Baths
  • 1,485 Sq Ft

  2295 Gulf of Mexico Dr Unit 83S, Longboat Key, FL 34228

  Imagine waking up each morning to the gentle sound of waves and a breathtaking view of the Gulf from every room in your home. This stunning 2-bedroom, 2-bathroom residence offers just that, with a 35-foot lanai that perfectly frames the spectacular scenery. Recently remodeled, this home embodies luxury, comfort, and style. The interior of this residence is nothing short of remarkable. Light-toned

  

  Peter Ingrasselino

  DEAL HOUSE REALTY LLC

  (941) 274-4734

  2295 Gulf of Mexico Dr Unit 83S, Longboat Key, FL 34228
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  /48

  $9,000 per month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  830 Bayport Way Unit 830, Longboat Key, FL 34228

  Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with flat screen TV's, cable and WiFi. This residence features a large outdoor patio with garden views and plenty of seating. Bayport sits on 27 lushly landscaped acres and has 1200 feet of private beach. Complimentary beach chairs and

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-4978

  830 Bayport Way Unit 830, Longboat Key, FL 34228
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  /2

  $450,000 Sold Mar 17, 2025

  4430 Exeter Dr Unit 104, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $581/SF
  • 2 Days On Market

  Current Estimated Value $411,426

  Last Listing Agent Kerre Allman MARCUS & COMPANY REALTY

  4430 Exeter Dr Unit 104, Longboat Key, FL 34228
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  /2

  Est $1,812,751 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft

  571 Golf Links Ln, Longboat Key, FL 34228

  571 Golf Links Ln, Longboat Key, FL 34228
• 

  

  /52

  $924,900

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

  2195 Harbourside Dr Unit 404, Longboat Key, FL 34228

  Discover this exquisitely renovated condo with high-impact windows and sliders that lives like a single-family home! This fully furnished 3-bedroom, 2-bath home in the friendly “Harbour Oaks” section of the prestigious Bay Isles community on Longboat Key comes with a private 2 car garage. With just under 2,000 square feet of living space, this residence perfectly combines luxury, comfort, and

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  (941) 205-7069

  2195 Harbourside Dr Unit 404, Longboat Key, FL 34228
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  /48

  $9,000 per month

  • 3 Beds
  • 2 Baths
  • 1,731 Sq Ft
  • Condo for Rent

  5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  Available December and January .Call for rates and availability .Looking for a vacation in warm sunny Florida in a condo where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acres with 2 covered parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and recently remodeled. It must be a

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  (941) 207-6603

  5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
• 

  /2

  $1,000,000 Sold Aug 18, 2025

  1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1985

  Last Sold Summary

  • 37% Below List Price
  • $476/SF
  • 155 Days On Market

  Current Estimated Value $1,082,022

  Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
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  Not Listed For Sale

  • Studio

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228
• 

  

  /6

  $649,000

  • Land
  • 0.14 Acre
  • $4,635,714 per Acre

  6981 Lois Ave, Longboat Key, FL 34228

  LOCATION ALERT!!! Build your dream home on this 6,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 763-6831

  6981 Lois Ave, Longboat Key, FL 34228
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  /60

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  805 Bayport Way Unit 805, Longboat Key, FL 34228

  Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful pristine private beach exclusive for your enjoyment, with Intracoastal Bay Access. Tim Seibert, designer of Bayport, sought to create private villas surrounded by lush landscaped tropical gardens, and he

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 207-8014

  805 Bayport Way Unit 805, Longboat Key, FL 34228
• 

  /2

  $845,000 Sold Jun 18, 2025

  523 Bayport Way Unit 523, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,685 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $501/SF
  • 52 Days On Market

  Current Estimated Value $785,535

  Last Listing Agent Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

  523 Bayport Way Unit 523, Longboat Key, FL 34228
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  /30

  Est $1,046,006 Not Listed For Sale

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

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

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