11,560

Longboat Key, FL Homes

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  • /43

    $3,295,000

    • 4 Beds
    • 5 Baths
    • 3,926 Sq Ft

    573 Spinnaker Ln, Longboat Key, FL 34228

    Perfectly positioned on a quiet cul-de-sac at the preferred south end of Longboat Key, this 4BR/5BA waterfront residence spans nearly 4,000 sq. ft. of beautifully designed living space just one lot from the open bay. The paver drive and lush landscaping create a gracious welcome to a home filled with natural light, soaring ceilings, and elegant architectural details. Expansive living areas flow

    Bruce Myer COLDWELL BANKER REALTY

    573 Spinnaker Ln, Longboat Key, FL 34228
  • /33

    $18,000 per month

    • 2 Beds
    • 2.5 Baths
    • 2,143 Sq Ft
    • Condo for Rent

    1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228

    The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet kitchen showcases Wolf and Sub-Zero

    Melissa Gissinger MICHAEL SAUNDERS & COMPANY

    1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
  • /2

    $67,500 Sold Aug 04, 2025

    • 26 Days On Market

    408 Gulf of Mexico Dr Unit 1214, Longboat Key, FL 34228

    Welcome to Slip #1214 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities. This premium slip accommodates boats up to 31.5 feet in length, with a maximum height of 8' 4" and an 8' 6" beam (No T-tops unless collapsible). Enjoy

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    408 Gulf of Mexico Dr Unit 1214, Longboat Key, FL 34228
    • /69

      Est $594,126 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,298 Sq Ft

      4140 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

      4140 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
  • /53

    $485,000

    • 2 Beds
    • 2 Baths
    • 992 Sq Ft

    4440 Exeter Dr Unit 204, Longboat Key, FL 34228

    Spectacular Intracoastal Water Views – Your Blank Canvas Awaits! Welcome to this one-of-a-kind condo offering breathtaking Intracoastal water views from every room. Recent upgrades include fresh paint (April 2025), a new king-size mattress and box spring, brand-new hurricane-impact sliding doors, and a new A/C unit — giving you a solid foundation to design and renovate the rest of the space to

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4440 Exeter Dr Unit 204, Longboat Key, FL 34228
  • /44

    $14,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,268 Sq Ft
    • House for Rent

    531 Birdie Ln, Longboat Key, FL 34228

    Annual Rental – Stunning Waterfront Home in Country Club Shores on Longboat Key. Experience the best of waterfront living in this beautiful 4-bedroom, 3.5-bathroom home located in the sought-after Country Club Shores community on Longboat Key. This spacious and elegant residence offers breathtaking canal views, luxurious amenities, and direct boating access and boat lift. This exceptional home

    Karie Gorgone WAGNER REALTY

    531 Birdie Ln, Longboat Key, FL 34228
  • /2

    $490,000 Sold Aug 01, 2025

    • 928 Sq Ft
    • $528/SF
    • 51 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

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

    Welcome to your slice of coastal heaven! This stunning 2-bedroom, 2-bath condo is perched on the 5th floor of the highly sought-after M-1 building at Seaplace, offering breathtaking, unobstructed views of the Gulf of Mexico and nightly sunsets that never disappoint.Whether you're looking for a savvy investment property, a relaxing second home, or the perfect vacation escape, this

    Michael Renick MANGROVE REALTY ASSOCIATES

    2045 Gulf of Mexico Dr Unit M1514, Longboat Key, FL 34228
    • /48

      Est $905,275 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,366 Sq Ft

      1485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

      1485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • /24

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 1,581 Sq Ft

    691 Gulf Bay Rd, Longboat Key, FL 34228

    Experience the best of Florida’s Gulf Coast in this remodeled and elevated single-family home, ideally located on a quiet street that ends at Sarasota Bay and includes deeded beach access. Surrounded by the tropical beauty of Joan M. Durante Park’s nature preserve, this residence blends modern coastal design with the serenity of island living.Inside, an open-concept floor plan welcomes

    Angela Scott MICHAEL SAUNDERS & COMPANY

    691 Gulf Bay Rd, Longboat Key, FL 34228
  • /60

    $4,000 per month

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

    3810 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    1-bed, 1-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community's private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community

    Dakota Magnus FLORIDA GALLERY REAL ESTATE

    3810 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
  • /2

    $415,000 Sold Aug 01, 2025

    • 1,040 Sq Ft
    • $399/SF
    • 53 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1948

    7030 Lois Ave, Longboat Key, FL 34228

    WOW, substantial price reduction. Take advantage while you can, now is your opportunity to buy the most charming Beach Cottage on the North End of Longboat Key. Some consider an original Whitney Cottage, this charming 2-bed 2-bath home is a perfect setting to create your dream beach home. Slightly elevated structure on corner lot with Alley access and peek a boo Bay Views (More to be had if you

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    7030 Lois Ave, Longboat Key, FL 34228
    • /59

      Est $801,536 Not Listed For Sale

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

      1065 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

      1065 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
  • /53

    $595,000 Open Sun 1PM - 3PM

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

    4390 Exeter Dr Unit 206, Longboat Key, FL 34228

    This beauty is ready for a new owner! Enjoy island living nestled in the VIBRANT community of Longboat Harbour on beautiful Longboat Key. This UPDATED and FULLY RENOVATED condo offers a luxurious living experience with abundant amenities and stunning canal views where the Manatee play and sun bathe! Recent tastefully completed renovations include ALL NEW TILE FLOORING, NEW A/C UNIT, a fully

    Sheryl Vanduren COLDWELL BANKER REALTY

    4390 Exeter Dr Unit 206, Longboat Key, FL 34228
  • /53

    $4,200 per month

    • 2 Beds
    • 2 Baths
    • 1,640 Sq Ft
    • Condo for Rent

    840 Bayport Way Unit 840, Longboat Key, FL 34228

    This stunningly appointed ground floor 2-bedroom 2 bath condo with lots of open living space is the ideal place to spend your summer vacation. Relax on screened lanai and enjoy the gentle breezes of this tropical oasis. Situated between Sarasota Bay and the Gulf of Mexico and surrounded by lush landscaping, you will truly find the private patio a great place to spend your afternoons. The

    Shirley Cuddy REALTY SERVICES INC

    840 Bayport Way Unit 840, Longboat Key, FL 34228
  • /2

    $275,000 Sold Jul 31, 2025

    • 1,193 Sq Ft
    • $231/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1968

    675 El Centro, Longboat Key, FL 34228

    Welcome to Spanish Main Yacht Club, a vibrant 55+ waterfront community on Longboat Key, where coastal living meets unbeatable value. **Offered at just $299,000—including the cost of a complete rebuild—**this stand-alone 2-bedroom, 2-bath villa offers 1,629 total SqFt and represents the best-priced opportunity for a fully restored home in one of the island’s most desirable

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    675 El Centro, Longboat Key, FL 34228
    • /47

      Est $1,811,840 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,180 Sq Ft

      2675 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      2675 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
  • /45

    $939,000

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

    3080 Grand Bay Blvd Unit 516, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Perfectly positioned within the sought-after Grand Bay community, this Aruba residence blends convenient design, refined comfort, and a premier Longboat Key lifestyle. Overlooking Sarasota Bay, the golf course, and the downtown skyline, this two-bedroom home offers a combination of privacy, panoramic vistas, and recent designer enhancements.Set

    Roger Pettingell COLDWELL BANKER REALTY

    3080 Grand Bay Blvd Unit 516, Longboat Key, FL 34228
  • /50

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Condo for Rent

    1930 Harbourside Dr Unit 134, Longboat Key, FL 34228

    GORGEOUS BAY VIEWS plus Private Beach Club Access! You will love the views from this Bay Front, 2 bed, 2 bath third floor condo in the highly sought-after Bay Isles community. The spacious Kitchen had been updated along with the both baths, with Quartz counter-tops and new cabinetry, the Primary suite offers a King bed, views of the bay and the Primary bath has dual sinks, new vanity, new

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1930 Harbourside Dr Unit 134, Longboat Key, FL 34228
  • /2

    $30,300,000 Sold Jul 31, 2025

    • 19,300 Sq Ft
    • $1,570/SF
    • 25 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 2005

    845 Longboat Club Rd, Longboat Key, FL 34228

    A breathtaking tribute to the grandeur of Renaissance Venice, Serenissima—meaning “The Most Serene”—stands as one of Florida’s most revered residences. With its coveted architectural detail and Gulf-front address, this palatial estate is unmatched in design splendor, craftmanship, and artistry. Gracing the southern tip of Longboat Key, endless views of sea, sand, and sky create an unforgettable

    Rich Polese COMPASS FLORIDA LLC

    845 Longboat Club Rd, Longboat Key, FL 34228
    • /25

      Est $807,462 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,336 Sq Ft

      4325 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      4325 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
  • /39

    $1,495,000

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

    1211 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228

    Discover a rare stretch of oceanfront living where the beach feels blissfully uncrowded and the shoreline seems reserved just for you. This beautifully updated residence at The Promenade blends refined coastal luxury with exceptional privacy—an opportunity so uncommon you’ll want to experience it firsthand. Enjoy sweeping views of the Gulf of Mexico, Sarasota Bay, and the sparkling city skyline

    Ryan Ackerman COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
  • /38

    $4,000 per month

    • 2 Beds
    • 2 Baths
    • 1,031 Sq Ft
    • Condo for Rent

    3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228

    Steps from the Sand – Luxury Beach Condo with Pool Access!Leave the snow behind and soak up the sun! This stunningly turnkey renovated 2-bedroom, 2-bathroom condo has everything you need for a carefree beach living– including a washer and dryer for sandy swimsuits!Enjoy private access to the shimmering Gulf beaches, relax by the heated pool, or paddle your cares away in the community

    nicoletta buonaccordo ALTIS REALTY

    3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228
  • /2

    $8,500,000 Sold Jul 31, 2025

    • 6,345 Sq Ft
    • $1,340/SF
    • 53 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2007

    641 Ranger Ln, Longboat Key, FL 34228

    A luxurious coastal retreat at the water’s edge on Longboat Key, 641 Ranger Lane captures the essence of relaxed waterfront luxury. Set on a rare .42-acre corner lot with over 270 feet of prime waterfrontage, this coastal estate offers four bedrooms, 5.5 baths and 7,033 square feet of refined living space. With sweeping views from nearly every room, this home lives as beautifully as it

    Joel Schemmel DOUGLAS ELLIMAN

    641 Ranger Ln, Longboat Key, FL 34228
    • /29

      Est $1,149,623 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft

      1105 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

      1105 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
  • /82

    $3,980,000

    • 3 Beds
    • 3 Baths
    • 3,341 Sq Ft

    3488 Mistletoe Ln, Longboat Key, FL 34228

    A Rare Longboat Key Bayfront Opportunity. Discover an exceptional opportunity to live behind the gates of the Longboat Key Club in the highly coveted Corey’s Landing neighborhood — one of the island’s premier bayfront addresses. Rarely available, this detached single-family home offers direct Sarasota Bay views, a private boat dock and lift, pool, three bedrooms plus a study, a loft, and

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    3488 Mistletoe Ln, Longboat Key, FL 34228
  • /34

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • Condo for Rent

    3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    2-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle

    Dakota Magnus FLORIDA GALLERY REAL ESTATE

    3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • /2

    $1,070,000 Sold Jul 31, 2025

    • 1,314 Sq Ft
    • $814/SF
    • 425 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    4401 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228

    ANOTHER PRICE REDUCTION!!STUNNING UNPARALLELED FULL GULF VIEWS from this rarely available 7th floor 2 bedroom/2 bathroom residence on picturesque Longboat Key. Renovations include wood plank tile flooring throughout, remodeled master bathroom, new A/C and furnace with new duct work, newer blinds, and picture windows maximizing the pristine azure water and beach views. Also electric hurricane

    Thomas Washburn BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

    4401 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
    • /13

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft

      17 Main Street Dr, Longboat Key, FL 34228

      17 Main Street Dr, Longboat Key, FL 34228
  • /22

    $449,000

    • 2 Beds
    • 1 Bath
    • 695 Sq Ft

    2850 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

    Welcome to Neptune on Longboat Key — a charming community where coastal comfort meets relaxed island living. This bright 2-bedroom, 1-bath residence features tile flooring throughout, a full kitchen with quality appliances, and a beautifully tiled bath. The open living and dining area leads to a screened lanai surrounded by lush tropical landscaping — the perfect spot to enjoy morning coffee and

    Bruce Myer COLDWELL BANKER REALTY

    2850 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
  • /31

    $3,900 per month

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

    3240 Gulf of Mexico Dr Unit B404, Longboat Key, FL 34228

    Available October through January for two to four months. Take advantage of quiet beaches, easy to get dinner reservations and off season rates. The weather is (mostly) perfect and begs for island bike rides, tennis, kayaking and hours of comfortably lounging on the pristine beach with a good book. If this sounds like a plan, this well appointed and updated condo in Portobello welcomes. An open

    Rosemarie McKee COLDWELL BANKER REALTY

    3240 Gulf of Mexico Dr Unit B404, Longboat Key, FL 34228
  • /2

    $1,098,000 Sold Jul 30, 2025

    • 750 Sq Ft
    • $1,464/SF
    • 162 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1982

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

    Create unforgettable memories in this stunning Gulf-front beach oasis at Inn on the Beach, where the sparkling waters of the Gulf of America await. This resort offers the best of both worlds—a true condominium managed like a hotel, providing exceptional rental opportunities. Don't miss out on the rare chance to own a coveted CORNER A+ "Junior Suite," 50 sq. ft. larger than a standard suite.

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    240 Sands Point Rd Unit 4201, Longboat Key, FL 34228
    • /32

      Est $905,537 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 650 Sq Ft

      210 Sands Point Rd Unit 2304, Longboat Key, FL 34228

      210 Sands Point Rd Unit 2304, Longboat Key, FL 34228
  • /50

    $1,950,000

    • 3 Beds
    • 3 Baths
    • 2,298 Sq Ft

    340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

    Perfectly positioned on Sarasota Bay at the southern end of Longboat Key, this beautifully renovated 3BR/3BA, 2,298± sq. ft. residence with a private 2-car garage at Tangerine Bay Club combines luxury, comfort, and a premier location just moments from St. Armands Circle and downtown Sarasota. A private front courtyard welcomes you inside, where rich wood floors, custom doors, and neutral tones

    Bruce Myer COLDWELL BANKER REALTY

    340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
  • /30

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Condo for Rent

    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    SEASONAL/VACATION RENTAL! AVAILABLE FOR 2026 SEASON! CALL TODAY! Stunning Gulf views and beautiful sunsets from this spacious, immaculate turnkey furnished 2-bedroom, 2 bath split plan corner unit. Featuring 2 tiled screen enclosed lanais that overlooking lush garden, pools and, of course, serene beach views. This turnkey residence comes complete with cable & wifi, large walk-in closets and

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • /2

    $730,000 Sold Jul 30, 2025

    • 1,723 Sq Ft
    • $424/SF
    • 219 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1953

    611 Hibiscus Way, Longboat Key, FL 34228

    Here is an amazing opportunity to either renovate or tear down and rebuild on a gorgeous oversized 10,800 sf lot with a beautiful pool already in place. Located in the sought after “Village” of Longboat Key, it is surrounded by multi-million dollar homes and is ready to be reimagined! The interior of the home was remediated after the recent storm with removal of drywall and has been left in that

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    611 Hibiscus Way, Longboat Key, FL 34228
    • /54

      Est $816,548 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,453 Sq Ft

      5265 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      5265 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
  • /38

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,106 Sq Ft

    3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228

    Investor alert for this two-bedroom, 2 bath split floor plan residence ready for your personal touch. This property offers a nice view of Sarasota Bay and the lovely grounds of Longboat Arms from the large glassed enclosed lanai. The current owners have made space in the guest bathroom to allow for a washer/dryer space and this property also has a deeded carport parking place. Longboat Arms

    Maggie Hicks COLDWELL BANKER REALTY

    3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228
  • /39

    $10,500 per month

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • Condo for Rent

    4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228

    **BEST WATER VIEWS - Enjoy a warm Winter Escape at this expansive 3 bed 2 bath LONGBOAT KEY PENTHOUSE BEACHFRONT CONDO!** **AVAILABLE to lease JANUARY and FEBRUARY 2026 with the option to include APRIL 2026** Welcome to your dream winter retreat, where you can bask in the beauty of the Gulf of Mexico right from your living room. This pristine, 2-bedrooms +Den/Office with Sleeper Sofa and 2-bath

    Norma Mladineo COLDWELL BANKER REALTY

    4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
  • /2

    $750,000 Sold Jul 29, 2025

    • 1,900 Sq Ft
    • $395/SF
    • 136 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1963

    765 Saint Judes Dr N, Longboat Key, FL 34228

    BEST Waterfront Buy on all the Islands! Excellent Opportunity for Luxurious Waterfront Living. This exceptional property presents a unique chance to own a prime piece of real estate on the highly sought-after island of Longboat Key. A true island retreat, this stunning Canal-Front residence offers an ideal blend of comfort, elegance, and coastal charm. Featuring 4 bedrooms and 2 bathrooms, the

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    765 Saint Judes Dr N, Longboat Key, FL 34228
    • /35

      Est $549,897 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,106 Sq Ft

      3330 Gulf of Mexico Dr Unit 106-D, Longboat Key, FL 34228

      3330 Gulf of Mexico Dr Unit 106-D, Longboat Key, FL 34228

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