Longboat Key, FL Homes

• 

  

  

  /65

  $3,295,000

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

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

  Two-level penthouses at Tangerine Bay Club are a rare offering, and this south-facing corner residence elevates the standard. Recently reimagined with refined sophistication, this nearly 3,000-square-foot getaway captures breathtaking panoramic views of Sarasota Bay, the city skyline, and lush coastal mangroves. Perfectly situated to ensure ultimate privacy with two coveted terraces and peaceful

  Roger Pettingell COLDWELL BANKER REALTY

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

  

  

  /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. Master 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
• 

  

  /2

  $715,000 Sold Mar 24, 2025

  • 2,001 Sq Ft
  • $357/SF
  • 62 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1982

  1912 Harbourside Dr Unit 603, Longboat Key, FL 34228

  Your move-in ready island getaway awaits. This Fairway Bay townhome is beautifully furnished and fully renovated, offering generous views of the tropical landscaping, and featuring exclusive access to the Bay Isles beach club. Located in the gated community of Bay Isles, Fairway Bay offers an amenity-rich lifestyle, a heated resort-style pool and spa, fitness center, tennis and pickleball

  Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1912 Harbourside Dr Unit 603, Longboat Key, FL 34228
• 

  

  

  /35

  Est $920,477 Not Listed For Sale

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

  3808 Gulf of Mexico Dr Unit E401, Longboat Key, FL 34228

  3808 Gulf of Mexico Dr Unit E401, Longboat Key, FL 34228
• 

  

  

  /77

  $639,000

  • 2 Beds
  • 2 Baths
  • 1,479 Sq Ft

  3540 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  Spellbinding Sunrises, Sunsets, and magical water views from this nicely updated Bayfront Beauty in an ideal Mid-Key Bay to Beach setting can be yours now. Delight in the panoramic Bay to Gulf views from the moment you wake up until you turn in after a fun-filled day at the private beach, or after taking your boat, kayaks or paddleboards out to explore paradise. The spacious patio is the perfect

  Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

  3540 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  /2

  $217,000 Sold Mar 21, 2025

  • 1,088 Sq Ft
  • $199/SF
  • 9 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1966

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

  2B/2B WATERFRONT CONDO on Longboat Key! Here's your rare chance to own a waterfront property with direct access to the Inter-coastal Waterway and 40 feet of water frontage, suitable for a private dock. The property has experienced substantial flood damage and offers a blank canvas for you to re-imagine and create your dream waterfront retreat. NEW METAL ROOF with clips and 3rd nail in 2016.

  Cindy Quinn SATO REAL ESTATE INC.

  713 Saint Judes Dr S Unit 1, Longboat Key, FL 34228
• 

  

  /40

  Est $2,131,725 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,247 Sq Ft

  551 Chipping Ln, Longboat Key, FL 34228

  551 Chipping Ln, Longboat Key, FL 34228
• 

  

  /17

  $90,000

  • 2 Beds
  • 2 Baths
  • 852 Sq Ft

  73 Twin Shores Blvd, Longboat Key, FL 34228

  NEW PRICE...INCREDIBLE VALUE!! Here's your chance to own a slice of paradise at an unbeatable price. Listed well below land value due to damage from Hurricane Helene, this property offers amazing potential in a highly sought-after 55+ Beach-to-Bay community. Perfect for investors, snowbirds, or anyone ready to create their dream coastal retreat. Whether you bring in a new manufactured home or

  Mary Moore WAGNER REALTY

  73 Twin Shores Blvd, Longboat Key, FL 34228
• 

  /2

  $775,000 Sold Mar 21, 2025

  • 1,442 Sq Ft
  • $537/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1982

  1930 Harbourside Dr Unit 117, Longboat Key, FL 34228

  STUNNER ALERT- WITH OFFICE SPACE-DON’T PASS THIS BY JUST BECAUSE IT SAYS 2BED/2BATH! This end unit with an oversized walk-down bayfront terrace, and also an additional side terrace, exudes updated elegant comfort with the spanning water view everyone dreams of! The open floor plan combines kitchen/ living/ dining and outdoor spaces and has the office tucked away in the back to keep work space

  Cindy Schatzle COLDWELL BANKER REALTY

  1930 Harbourside Dr Unit 117, Longboat Key, FL 34228
• 

  

  /60

  Est $693,918 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  2045 Gulf of Mexico Dr Unit M1-115, Longboat Key, FL 34228

  2045 Gulf of Mexico Dr Unit M1-115, Longboat Key, FL 34228
• 

  

  /57

  $674,500

  • 2 Beds
  • 2 Baths
  • 1,624 Sq Ft

  5055 Gulf of Mexico Dr Unit 414, Longboat Key, FL 34228

  Coastal Living Meets Investor's Dream with Resort-Style Amenities in this rarely available first floor Turnkey 2BR/3BR Condo by the Beach ( parking spot directly in front of the entrance door.) Step into the ultimate beachside retreat with this beautifully maintained 2 /3-bedroom, 2-bathroom condominium just steps from the shoreline. Whether you’re looking for a personal paradise or a

  Amy Jones COASTAL KEY REALTY LLC

  5055 Gulf of Mexico Dr Unit 414, Longboat Key, FL 34228
• 

  /2

  $1,800,000 Sold Mar 21, 2025

  • 1,823 Sq Ft
  • $987/SF
  • 29 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1990

  575 Sanctuary Dr Unit A201, Longboat Key, FL 34228

  Direct gulf front 3 bedroom, 2 1/2 bath condo on south Longboat Key behind the gates of the exclusive Longboat Key Club. Enjoy breathtaking Gulf of Mexico views and stunning sunsets from walls of glass in every room. Owners will enjoy the spacious wraparound balcony accessed from the kitchen, the main living area and the guest bedroom. The primary suite offers two walk-in closets, a vanity area,

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  575 Sanctuary Dr Unit A201, Longboat Key, FL 34228
• 

  

  /3

  Est $1,375,507 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,774 Sq Ft

  1485 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  1485 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
• 

  

  /90

  $574,000 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  4380 Exeter Dr Unit 202, Longboat Key, FL 34228

  NEW PRICE! Looking for your piece of paradise on the Suncoast of Florida? Don't miss the opportunity to own in the coveted beach to bay gated community of Longboat Harbour on world famous Longboat Key. Perfect for full time or seasonal residents and investors, take the elevator to this second floor two-bedroom two bath condo Turnkey, with new luxury vinyl plank flooring- just bring your suitcase

  Malihe Karimi MICHAEL SAUNDERS & COMPANY

  4380 Exeter Dr Unit 202, Longboat Key, FL 34228
• 

  /2

  $2,000,000 Sold Mar 21, 2025

  • 3,045 Sq Ft
  • $657/SF
  • 95 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1996

  1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  Welcome to this spectacular three bedroom 3rd floor Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet kitchen with high end

  Reid Murphy DEVELOPERS REALTY LBK, INC

  1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
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  /30

  Est $849,314 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 427 Sq Ft

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

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

  

  /92

  $494,600 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft

  600 Sutton Place Unit 305, Longboat Key, FL 34228

  Significant $55,000 price reduction. Immerse yourself in breathtaking panoramic bay views from this beautifully curated end-unit 2-bedroom coastal retreat. Filled with natural light and embraced by serene harbor waters, this radiant oasis perfectly captures the essence of relaxed seaside living. Enjoy the privilege of private deeded beach access, two sparkling resort-style pools, a friendly

  Malihe Karimi MICHAEL SAUNDERS & COMPANY

  600 Sutton Place Unit 305, Longboat Key, FL 34228
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  /2

  $545,000 Sold Mar 19, 2025

  • 1,361 Sq Ft
  • $400/SF
  • 42 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  3810 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  This move-in-ready, turn-key furnished penthouse unit invites you to embrace the ultimate coastal lifestyle! Enjoy beachside living, boating adventures, and complimentary sunrises and sunsets from your stunning Beach Harbor Club condo. Rarely available and beautifully updated, this condo is a true treasure. Nearly every room boasts picturesque bay views. The thoughtfully designed kitchen is a

  Susan Mondello MICHAEL SAUNDERS & COMPANY

  3810 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
• 

  

  /43

  Est $1,321,946 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
• 

  

  /79

  $4,195,000

  • 3 Beds
  • 3.5 Baths
  • 3,564 Sq Ft

  675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228

  Spectacular Gulf front location! Rarely available A floorpan Three bedroom, three bath direct beach corner residence with southern exposure with vistas to the beach, azure Gulf waters and sunsets plus views of the Longboat key Club golf course, Sarasota Bay and downtown Sarasota lights. Sunrise, sunsets are all enjoyed from this third floor spacious, open floor plan. A private, secured elevator

  Reid Murphy DEVELOPERS REALTY LBK, INC

  675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
• 

  /2

  $2,200,000 Sold Mar 19, 2025

  • 3,684 Sq Ft
  • $597/SF
  • 67 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1990

  3161 Bayou Sound, Longboat Key, FL 34228

  This stunning 4-bedroom home, located on the tranquil Bay Isles Waterway, offers a luxurious lifestyle within the popular Bayou neighborhood of the Longboat Key Club. With a thoughtfully designed open floor plan, the home features high ceilings and expansive glass walls that allow natural light to flood the space, creating a bright and inviting atmosphere. The modern kitchen seamlessly flows into

  Linda Weber COLDWELL BANKER REALTY

  3161 Bayou Sound, Longboat Key, FL 34228
• 

  

  /54

  Est $696,989 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
• 

  

  /64

  $3,295,000

  • 3 Beds
  • 4 Baths
  • 3,045 Sq Ft

  1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

  Welcome to this spectacular three bedroom 6th floor southern facing Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet

  Reid Murphy DEVELOPERS REALTY LBK, INC

  1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
• 

  /2

  $1,530,000 Sold Mar 18, 2025

  • 2,550 Sq Ft
  • $600/SF
  • 2 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1994

  3060 Grand Bay Blvd Unit 124, Longboat Key, FL 34228

  Nestled in the prestigious Grand Bay community on Longboat Key, this exquisitely updated 2BR/2.5BA residence offers 2,550 sq. ft. of sophisticated waterfront living. From the moment you step inside, rich wood floors set a tone of elegance and warmth. The expansive living room, featuring a cozy fireplace, opens seamlessly to a terrace through a wall of sliders, showcasing breathtaking views of the

  Bruce Myer COLDWELL BANKER REALTY

  3060 Grand Bay Blvd Unit 124, Longboat Key, FL 34228
• 

  

  /27

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  3710 Gulf of Mexico Dr Unit D9, Longboat Key, FL 34228

  3710 Gulf of Mexico Dr Unit D9, Longboat Key, FL 34228
• 

  

  /19

  $425,000

  2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228

  Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228
• 

  /2

  $711,000 Sold Mar 18, 2025

  • 1,561 Sq Ft
  • $455/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  4540 Gulf of Mexico Dr Unit PH1, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. DISCOVER THE EPITOME OF COASTAL LIVING IN THIS STUNNING 2-BEDROOM, 2-BATH RENOVATED CORNER PENTHOUSE situated in a 26-acre low density community on Longboat Key. Boasting breathtaking gulf to bay views, this sunny retreat offers a perfect backdrop for both sunrises and sunsets. The open floor plan seamlessly integrates the living and dining areas

  Marcela Terrell COLDWELL BANKER REALTY

  4540 Gulf of Mexico Dr Unit PH1, Longboat Key, FL 34228
• 

  

  /38

  Est $2,159,614 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
• 

  

  /42

  $519,900

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  605 Sutton Place Unit 102, Longboat Key, FL 34228

  All You Need is your Bathing Suit! Your Gulf-to-Bay Condo in the Desired Community of Sutton Place in Longboat Key is TURNKEY, and ready for you to just move in. Everything included in the sale - even the Washer and Dryer in the home - a bonus, as not all units have laundry inside. This beautiful, 1st Floor, open floor plan is full of natural light from the sliding glass doors that open up and

  Amy Conrad XCELLENCE REALTY, INC

  605 Sutton Place Unit 102, Longboat Key, FL 34228
• 

  /2

  $450,000 Sold Mar 17, 2025

  • 775 Sq Ft
  • $581/SF
  • 2 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  4430 Exeter Dr Unit 104, Longboat Key, FL 34228

  Stunning Bayview Condo with Deeded Beach Access in Longboat Key!Wake up to breathtaking Bay views and unwind in this beautifully updated, spacious 1-bedroom, 1-bath condominium at 4430 Exeter Dr #104. Recently remodeled in 2024, the kitchen and bath feature stunning new finishes, including custom shower tile, a double vanity, updated doors, and a sleek new toilet. Modern living is enhanced by

  Kerre Allman MARCUS & COMPANY REALTY

  4430 Exeter Dr Unit 104, Longboat Key, FL 34228
• 

  

  /49

  Est $1,048,046 Not Listed For Sale

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

  1115 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  1115 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  

  /23

  $800,000

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

  4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228

  Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condo holds many happy family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted and professionally cleaned, with newly installed flooring.

  Toni Giliberti COLDWELL BANKER REALTY

  4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
• 

  /2

  $510,000 Sold Mar 17, 2025

  • 1,192 Sq Ft
  • $428/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1982

  1932 Harbourside Dr Unit 232, Longboat Key, FL 34228

  This two-bedroom, two bathroom 1,192 square foot unit with its 120 square foot covered and open balcony overlooking Sarasota Bay is now available for sale. The over fifteen year owners are selling this furnished unit, and have left many pieces of art if you want them. The building has a ground level lobby and indoor parking. This unit is 3 floors above the ground floor and has views from the

  Andrew Vac RE/MAX ALLIANCE GROUP

  1932 Harbourside Dr Unit 232, Longboat Key, FL 34228
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  /62

  Est $6,509,739 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,185 Sq Ft

  435 L Ambiance Dr Unit J204 & K205, Longboat Key, FL 34228

  435 L Ambiance Dr Unit J204 & K205, Longboat Key, FL 34228
• 

  

  /41

  $399,900

  • 1 Bed
  • 1 Bath
  • 747 Sq Ft

  4350 Chatham Dr Unit 105, Longboat Key, FL 34228

  Price Improvement!!! Now $399,900.Come experience quintessential Coastal Living in the dynamic community of Longboat Harbour located on beautiful Longboat Key. Note: NO Storm Damage! Imagine having your coffee while watching the sunrise from your enclosed lanai in the morning overlooking the water leading to Sarasota Bay, and later in the day, enjoying a private beach area on the Gulf of America

  David McHugh COLDWELL BANKER REALTY

  4350 Chatham Dr Unit 105, Longboat Key, FL 34228
• 

  /2

  $450,000 Sold Mar 14, 2025

  • 711 Sq Ft
  • $633/SF
  • 2 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1973

  5310 Gulf of Mexico Dr Unit 26, Longboat Key, FL 34228

  Bayfront Bliss with Gulf Access – Updated 1BR/1BA Condo-Wake up to breakfast every morning watching breathtaking SUNRISE VIEWS over Sarasota Bay from your private lanai in this beautifully updated 1-bedroom, 1-bathroom bayfront condo. Located just steps from Gulf beaches, this prime location offers the best of both worlds—PRIVATE BEACH ACCESS to sugar-white sands or fishing and water

  John Heidemann COLDWELL BANKER SARASOTA CENT.

  5310 Gulf of Mexico Dr Unit 26, Longboat Key, FL 34228
• 

  

  /25

  Est $485,666 Not Listed For Sale

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

  3810 Gulf of Mexico Dr Unit F205, Longboat Key, FL 34228

  3810 Gulf of Mexico Dr Unit F205, Longboat Key, FL 34228
• 

  

  /50

  $1,549,000 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft

  750 Tarawitt Dr, Longboat Key, FL 34228

  Discover your own tropical paradise on the serene North end of Longboat Key and has deeded beach access, a rare gem that blends privacy, luxury, and coastal charm. This stunning, fully renovated home boasts a thoughtfully designed open split-floor plan, perfect for relaxed living and entertaining. The custom-designed kitchen is a chef's dream, featuring sleek solid countertops, custom cabinetry,

  Wayne Fastzkie MICHAEL SAUNDERS & COMPANY

  750 Tarawitt Dr, Longboat Key, FL 34228
• 

  

  /20

  $1,000,000 Sold Mar 14, 2025

  • 1,503 Sq Ft
  • $665/SF
  • 13 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  1105 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

  A rarely available Penthouse at Beachplace. This sixth floor residence offers views of the beach, reflection pond and year round sunsets. Features include new impact floor to ceiling sliding glass doors, new impact windows and an oversized double balcony with access from the master suite and living area and plank styled ceramic tile with a light wood appearance. This is the largest two bedroom

  Maggie Hicks COLDWELL BANKER REALTY

  1105 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
• 

  

  /27

  Est $1,157,953 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,463 Sq Ft

  2109 Gulf of Mexico Dr Unit 1103, Longboat Key, FL 34228

  2109 Gulf of Mexico Dr Unit 1103, Longboat Key, FL 34228

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