Longboat Key, FL Homes

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  /53

  $289,900 Pending

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  3740 Gulf of Mexico Dr Unit 5-A, Longboat Key, FL 34228

  Longboat Key Living! Enjoy the private beach directly across the street! 2 bedroom 2 bath home located in Twin Shores Beach & Marina Community. Island life is waiting for you. This home offers updated granite counters in the kitchen, 2 updated bathrooms and ample living space. The living/ Dining room combo is large enough to entertain your friends, family and neighbors. Enjoy some of the best

  

  Jill Young

  CENTURY 21 INTEGRA

  (941) 206-5844

  3740 Gulf of Mexico Dr Unit 5-A, Longboat Key, FL 34228
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  /81

  $13,000 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  806 Bayport Way Unit 806, Longboat Key, FL 34228

  Discover a tranquil retreat at 806 Bayport Way, where coastal living meets sophisticated design. This exceptional property is ideally located near a private beach, providing residents with exclusive access to sun-soaked shores and beautiful ocean views.Upon entering, you’ll be greeted by a thoughtfully designed space that emphasizes both comfort and functionality. The kitchen features

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 390-2885

  806 Bayport Way Unit 806, Longboat Key, FL 34228
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  /2

  $3,075,000 Sold Mar 02, 2026

  5382 Sandhamn Place, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 3,330 Sq Ft
  • Built 1996

  Last Sold Summary

  • 5% Below List Price
  • $923/SF
  • 15 Days On Market

  Current Estimated Value $3,569,686

  Last Listing Agent Nora Johnson MICHAEL SAUNDERS & COMPANY

  5382 Sandhamn Place, Longboat Key, FL 34228
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  /13

  Est $950,355 Not Listed For Sale

  210 Sands Point Rd Unit 2502, Longboat Key, FL 34228

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

  210 Sands Point Rd Unit 2502, Longboat Key, FL 34228

  Last Sold Summary

  • 14% Below List Price
  • $1,713/SF
  • 6 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Kathleen Griffin Michael Saunders
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  /51

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft

  834 Jungle Queen Way, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Situated on an expansive 11,250-square-foot lot, this property offers the perfect canvas to either remodel the existing home into a modern retreat or design a custom coastal estate from the ground up. The oversized lot provides ample room to create a private outdoor oasis, complete with a large pool, while enjoying a deep-water dock that is just

  

  Joey Hutchinson

  DUNCAN REAL ESTATE, INC.

  (941) 300-0228

  834 Jungle Queen Way, Longboat Key, FL 34228
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  /79

  $13,000 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  609 Bayport Way Unit 609, Longboat Key, FL 34228

  ELEGANTLY PRESENTED! This bright and spacious property located just steps away from a private deeded beach is perfect for those who appreciate easy access to sun and sand. This residence boasts modern features and well-thought-out design, making it an ideal retreat for relaxation and comfort.The living area is characterized by an open layout that seamlessly connects to the kitchen,

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  (941) 214-7905

  609 Bayport Way Unit 609, Longboat Key, FL 34228
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  /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 $821,466

  Last Listing Agent Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

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

  Est $510,176 Not Listed For Sale

  225 Sands Point Rd Unit 6105, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft
  • Built 1983

  225 Sands Point Rd Unit 6105, Longboat Key, FL 34228

  Last Sold Summary

  • 14% Below List Price
  • $927/SF
  • 199 Days On Market

  Last Sold Price $595,000

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY
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  /57

  $1,295,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  1050 Bogey Ln, Longboat Key, FL 34228

  Under contract-accepting backup offers. Looking for a vacation getaway or an investment property? This cute coastal home on south Longboat Key is perfect! Just reduced in price to under $1.3 million! It is beautifully renovated and sold turnkey furnished with some exemptions, has a sparkling saltwater pool and spa, fenced in yard, new roof, peek-a-boo view of Sarasota Bay, has low HOA fees,

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  (941) 206-7260

  1050 Bogey Ln, Longboat Key, FL 34228
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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
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  /2

  $1,550,000 Sold Mar 09, 2026

  3060 Grand Bay Blvd Unit 182, Longboat Key, FL 34228

  • 2 Beds
  • 3.5 Baths
  • 2,143 Sq Ft
  • Built 1994

  Last Sold Summary

  • 14% Below List Price
  • $723/SF
  • 106 Days On Market

  Current Estimated Value $1,625,791

  Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

  3060 Grand Bay Blvd Unit 182, Longboat Key, FL 34228
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  /25

  Est $943,993 Not Listed For Sale

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

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

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

  Last Sold Summary

  • 16% Below List Price
  • $1,774/SF
  • 22 Days On Market

  Last Sold Price $1,125,000

  Last Listing Agent Richard Perlman Michael Saunders
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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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  /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

  $1,750,000 Sold Jun 02, 2025

  3303 Sabal Cove Cir, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft
  • Built 1995

  Last Sold Summary

  • 17% Below List Price
  • $547/SF
  • 37 Days On Market

  Current Estimated Value $1,686,963

  Last Listing Agent Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3303 Sabal Cove Cir, Longboat Key, FL 34228
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  /56

  Est $889,067 Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,239 Sq Ft
  • Built 1977

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

  Last Sold Summary

  • 20% Below List Price
  • $898/SF
  • 7 Days On Market

  Last Sold Price $1,112,500

  Last Listing Agent Tiffany Nisbet RE/MAX
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  /48

  $905,000

  • 2 Beds
  • 2 Baths
  • 1,505 Sq Ft

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228

  TURNKEY Furnished Portobello condo with Deeded Beach Access! TWO Balconies with Sunsets AND Sunrises included! Enjoy Beach and Bayou water access! Rarely available end unit with two balconies and lots of privacy and natural lighting. The front open balcony has unobstructed Gulf views whilst the rear balcony is glassed in with sliders/screens and faces the Bayou. This 4th Floor condo has elevator

  

  Monica DeSomma

  PREFERRED SHORE LLC

  (941) 253-2088

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
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  /64

  $6,000 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

  $357,000 Sold Jul 09, 2025

  4420 Exeter Dr Unit 104, Longboat Key, FL 34228

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

  Last Sold Summary

  • 7% Below List Price
  • $427/SF
  • 26 Days On Market

  Current Estimated Value $367,204

  Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

  4420 Exeter Dr Unit 104, Longboat Key, FL 34228
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  /2

  Not Listed For Sale

  74 Twin Shores Blvd, Longboat Key, FL 34228

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

  74 Twin Shores Blvd, Longboat Key, FL 34228

  Last Sold Summary

  • $323/SF
  • 62 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Garrett Sedlacek KELLER WILLIAMS ON THE WATER S
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  /36

  $938,500

  • 2 Beds
  • 2.5 Baths
  • 2,394 Sq Ft

  350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

  Experience resort-style living at Tangerine Bay Club, a gated sanctuary on the desirable south end of Longboat Key. This impeccably maintained end-unit residence offers 2,400 square feet of refined living space with lush Sarasota Bay views and unmatched proximity to the area’s top attractions. Minutes to St. Armands Circle, downtown Sarasota, and steps to Dry Dock Marina and Restaurant. No

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 941-8954

  350 Gulf of Mexico Dr Unit 211, 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

  $590,000 Sold Mar 06, 2026

  2089 Gulf of Mexico Dr Unit G1104, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,257 Sq Ft
  • Built 1974

  Last Sold Summary

  • 9% Below List Price
  • $469/SF
  • 7 Days On Market

  Current Estimated Value $726,446

  Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

  2089 Gulf of Mexico Dr Unit G1104, Longboat Key, FL 34228
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  /68

  Est $646,149 Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1975

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

  Last Sold Summary

  • 3% Below List Price
  • $507/SF
  • 60 Days On Market

  Last Sold Price $665,000

  Last Listing Agent Eileen Gillen COLDWELL BANKER REALTY
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  /36

  $3,999,999

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228

  BEACH FRONT OPPORTUNITY on Longboat Key! Rare chance to own DIRECT GULF FRONT property on the coveted south end of Longboat Key in Sarasota county. This charming, 1955 beach cottage sustained significant hurricane damage and is now being sold AS-IS for land value only. No HOA fees! Build your dream coastal retreat on this prime GULF-front lot and enjoy breathtaking sunsets, white-sand beaches-

  

  Jenn Flanders

  SERHANT

  (941) 842-0487

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /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

  $537,500 Sold Nov 05, 2025

  4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1975

  Last Sold Summary

  • $410/SF

  Current Estimated Value $538,896

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

  4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228
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  /2

  Est $394,292 Not Listed For Sale

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

  • Studio
  • Built 1983

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

  Last Sold Summary

  • 12% Below List Price
  • 6 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Jennifer Wilson LBRE LLC
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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
• 

  

  /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

  Available January - April 15 Call for rates and availability. Prefer three month lease. 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 you'll be walking on the

  

  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

  $1,000,000 Sold Jun 23, 2025

  3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,568 Sq Ft
  • Built 1980

  Last Sold Summary

  • 13% Below List Price
  • $389/SF
  • 7 Days On Market

  Current Estimated Value $1,019,959

  Last Listing Agent Alexis Smith-Frady COMPASS FLORIDA LLC

  3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
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  /33

  Not Listed For Sale

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

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft
  • Built 1988

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

  Last Sold Summary

  • $379/SF
  • 248 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Michael Sexton SAFE LIST REALTY, LLC
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  /81

  $1,675,000

  • 2 Beds
  • 2.5 Baths
  • 2,378 Sq Ft

  350 Gulf of Mexico Dr Unit 219, Longboat Key, FL 34228

  Welcome home to this impeccably remodeled corner residence in the highly sought-after south Longboat Key community of Tangerine Bay. From the moment you arrive, the lushly landscaped entrance sets the tone — offering privacy, tranquility, and the promise of refined coastal living. Inside, expansive views of Sarasota Bay take center stage, framed by hurricane-impact windows and additional side

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  (941) 420-6148

  350 Gulf of Mexico Dr Unit 219, Longboat Key, FL 34228
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  /32

  $5,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Condo for Rent

  1050 Longboat Club Rd Unit 506, Longboat Key, FL 34228

  Beachfront Longboat Key Luxury Living. Wake up every day to sweeping **Gulf views** from this beautifully renovated **5th-floor beachfront residence**. Designed for comfort, tranquility, and effortless coastal living, this 12-month annual rental places you steps from the sand and moments from the world-class dining and boutique shopping of **St. Armands Circle**. Property Highlights*Direct

  Donna Channey WAGNER REALTY

  1050 Longboat Club Rd Unit 506, Longboat Key, FL 34228
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  /2

  $2,250,000 Sold Dec 08, 2025

  2410 Harbourside Dr Unit 151, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 3,825 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Below List Price
  • $588/SF
  • 7 Days On Market

  Current Estimated Value $2,269,700

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  2410 Harbourside Dr Unit 151, Longboat Key, FL 34228
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  Est $1,950,418 Not Listed For Sale

  571 Golf Links Ln, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft
  • Built 1968

  571 Golf Links Ln, Longboat Key, FL 34228

  Last Sold Summary

  • 2% Below List Price
  • $1,146/SF
  • 244 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Patricia Hanly HANLY ASSOCIATES REALTY
• 

  

  /20

  $1,105,000

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

  1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  Beachplace at Longboat Key: Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! An iconic condominium in the mid-century modern style, Beachplace was constructed under the direction of Tim Siebert, one of the leaders of the Sarasota School of Architecture, and spans 31 acres with a quarter mile of Gulf beachfront. The recent price reduction makes this an ideal

  

  Tom Aposporos

  DUNCAN REAL ESTATE, INC.

  (941) 347-0703

  1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
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  /74

  $10,000 per month

  • 3 Beds
  • 3 Baths
  • 1,825 Sq Ft
  • Condo for Rent

  575 Sanctuary Dr Unit A504, Longboat Key, FL 34228

  Welcome to The Sanctuary on Longboat Key, where beachfront living meets effortless comfort. Available as either a 4-month short-term rental for $25,000/month or a 1-year lease at $10,000/month, this southwest corner penthouse offers a rare opportunity to wake up to sweeping Gulf views and end every day with unforgettable sunset skies. From the moment you step through the double-door foyer,

  Ryan Heers COLDWELL BANKER REALTY

  575 Sanctuary Dr Unit A504, Longboat Key, FL 34228
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  /2

  $470,000 Sold Jun 27, 2025

  4380 Exeter Dr Unit 304, Longboat Key, FL 34228

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

  Last Sold Summary

  • 3% Below List Price
  • $474/SF
  • 27 Days On Market

  Current Estimated Value $468,111

  Last Listing Agent Brett Keyser, Jr RE/MAX ALLIANCE GROUP

  4380 Exeter Dr Unit 304, Longboat Key, FL 34228
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  /20

  Not Listed For Sale

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

  • Studio

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

  Last Sold Summary

  • 8 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Jennifer Wilson LBRE LLC

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