11,645

Longboat Key, FL Homes

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  • /49

    $7,999,000

    $1M PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 4,413 Sq Ft

    3030 Grand Bay Blvd Unit PH3101, Longboat Key, FL 34228

    Breathtakingly gorgeous PENTHOUSE level condominium recently and meticulously redesigned to a clean-line ultra-luxury residence with advanced ultra smart-home technology managing the entire home. This rarely available opportunity offers a refined coastal lifestyle with the highest quality for the discerning buyer. The 4400-square foot custom residence features a dramatic private 5300-square foot

    Carolyn Donnelly COLDWELL BANKER REALTY

    3030 Grand Bay Blvd Unit PH3101, Longboat Key, FL 34228
  • /69

    $7,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft
    • House for Rent

    4780 Gulf of Mexico Dr, Longboat Key, FL 34228

    Booking Now for Summer 2027! Booked for January-June 30, 2027. Looking for the perfect vacation getaway? Lucky you! This stunning, light-filled end-unit beach and bay villa is now available for January 2027! Enjoy views of unforgettable morning sunrises on Sarasota Bay and breathtaking Gulf Sunsets directly across the street, with three beach access points — including private deeded beach access.

    Debby McCaig COLDWELL BANKER REALTY

    4780 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /2

    $575,000

    Sold Feb 17, 2026

    755 Saint Judes Dr N, Longboat Key, FL 34228

    • 2 Beds
    • 1.5 Baths
    • 1,294 Sq Ft
    • Built 1963

    Last Sold Summary

    • 18% Below List Price
    • $444/SF
    • 141 Days On Market

    Current Estimated Value $585,308

    Last Listing Agent Ian Schmitzerle MICHAEL SAUNDERS & COMPANY

    755 Saint Judes Dr N, Longboat Key, FL 34228
    • /89

      Est $5,083,456

      Not Listed For Sale

      435 L Ambiance Dr Unit M908, Longboat Key, FL 34228

      • 3 Beds
      • 4.5 Baths
      • 3,220 Sq Ft
      • Built 1994
      435 L Ambiance Dr Unit M908, Longboat Key, FL 34228

      Last Sold Summary

      • 4 Days On Market

  • /62

    $4,499,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 2,154 Sq Ft

    1591 Gulf of Mexico Dr Unit 413, Longboat Key, FL 34228

    Discover an elegant and gracious two-bedroom residence featuring spacious rooms, expansive glass windows, and soaring ceilings that create an airy, inviting atmosphere. The well-appointed gourmet kitchen boasts top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, and a side-by-side refrigerator, perfect for culinary enthusiasts. Retreat to the large owner's suite,

    Michael Moulton MICHAEL SAUNDERS & COMPANY

    1591 Gulf of Mexico Dr Unit 413, Longboat Key, FL 34228
  • /57

    $11,500 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,101 Sq Ft
    • House for Rent

    2254 Harbour Court Dr, Longboat Key, FL 34228

    Nestled on the tranquil waterfront of Longboat Key, this stunning residence offers the ultimate coastal lifestyle. With direct water access and a private dock, boating and jet skiing are right at your doorstep. Two floating jet ski docks can also accommodate dinghies, making this property a boater’s dream. The home is ideally situated beside the golf course, blending serene water views with lush

    Alex Larchenko KELLER WILLIAMS ON THE WATER S

    2254 Harbour Court Dr, Longboat Key, FL 34228
  • /2

    $440,000

    Sold Feb 02, 2026

    106 Twin Shores Blvd, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 763 Sq Ft
    • Built 1950

    Last Sold Summary

    • $577/SF
    • 0 Days On Market

    Current Estimated Value $427,904

    Last Listing Agent Kelly Fullick COLDWELL BANKER REALTY

    106 Twin Shores Blvd, Longboat Key, FL 34228
    • /28

      Est $3,346,230

      Not Listed For Sale

      435 L Ambiance Dr Unit K905, Longboat Key, FL 34228

      • 2 Beds
      • 4 Baths
      • 2,820 Sq Ft
      • Built 1994
      435 L Ambiance Dr Unit K905, Longboat Key, FL 34228

      Last Sold Summary

      • 267 Days On Market

  • /35

    $1,950,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 3.5 Baths
    • 2,476 Sq Ft

    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228

    Gated Bay Isles Villa with Private Beach Access on Longboat Key!Discover effortless island living in sought-after Emerald Pointe South, where privacy, convenience, and the coastal lifestyle come together. This beautifully maintained villa offers an open, light-filled floor plan with spacious living and dining areas that flow to a private screened lanai surrounded by lush tropical

    Cathy Palmer DOUGLAS ELLIMAN

    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
  • /22

    $5,500 Per Month

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

    3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

    Stunning Portobello Vacation 2/2 Condo on Longboat Key. Season rate is $8000 (Jan-Apr) and off season rate is $5500 (May-Dec). Minimum 2 month rental and full months only. This beautiful condo provides easy and relaxed living with gorgeous direct gulf views. Full length screened lanai to enjoy the view. This totally renovated condo features luxurious and relaxed beach style décor, new windows and

    Terri Lindsay LINDSAY LEASING LLC

    3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
  • /2

    $3,664,311

    Sold Jun 22, 2026

    581 Hibiscus Way, Longboat Key, FL 34228

    • 4 Beds
    • 4.5 Baths
    • 3,235 Sq Ft
    • Built 2026

    Last Sold Summary

    • 5% Below List Price
    • $1,133/SF
    • 1 Day On Market

    Last Listing Agent Annabelle Bennett BEACH HOUSE REAL ESTATE LLC

    581 Hibiscus Way, Longboat Key, FL 34228
    • /88

      Est $2,930,127

      Not Listed For Sale

      435 L Ambiance Dr Unit K705, Longboat Key, FL 34228

      • 2 Beds
      • 3.5 Baths
      • 2,820 Sq Ft
      • Built 1994
      435 L Ambiance Dr Unit K705, Longboat Key, FL 34228

      Last Sold Summary

      • 28 Days On Market

  • /42

    $995,000

    • 1 Bed
    • 1 Bath
    • 716 Sq Ft

    250 Sands Point Rd Unit 5101, Longboat Key, FL 34228

    A corner A+ junior suite with a walk-down rarely becomes available. It offers quiet and private golf course views and was completely renovated, with the added benefit of being in the hotel program. A separate bedroom from the living room, with a pullout sofa, offers more flexible sleeping arrangements. The living room and bedroom open directly to your private balcony, with stairs leading to the

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    250 Sands Point Rd Unit 5101, Longboat Key, FL 34228
  • /2

    $640,000

    Sold Oct 07, 2025

    4825 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Built 1970

    Last Sold Summary

    • 8% Below List Price
    • $459/SF
    • 11 Days On Market

    Current Estimated Value $732,143

    Last Listing Agent Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4825 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    • /45

      Est $3,553,168

      Not Listed For Sale

      435 L Ambiance Dr Unit J603, Longboat Key, FL 34228

      • 2 Beds
      • 3.5 Baths
      • 2,820 Sq Ft
      • Built 1994
      435 L Ambiance Dr Unit J603, Longboat Key, FL 34228

      Last Sold Summary

      • 14 Days On Market

  • /67

    $1,145,000

    $50K PRICE DROP Pending
    • 3 Beds
    • 3.5 Baths
    • 2,250 Sq Ft

    3060 Grand Bay Blvd Unit 155, Longboat Key, FL 34228

    Under contract-accepting backup offers. Framed by sweeping vistas that span the manicured Harbourside golf course, Sarasota Bay, and the distant city skyline, this 3BR/3.5BA residence in Grand Bay offers an exceptional vantage point that captivates from the moment you arrive. Positioned on the fifth floor, the perspective is both expansive and elevated, showcasing breathtaking panoramic views

    Bruce Myer COLDWELL BANKER REALTY

    3060 Grand Bay Blvd Unit 155, Longboat Key, FL 34228
  • /2

    $3,170,000

    Sold Aug 08, 2025

    689 Lands End Dr, Longboat Key, FL 34228

    • 4 Beds
    • 4.5 Baths
    • 3,254 Sq Ft
    • Built 2005

    Last Sold Summary

    • 17% Below List Price
    • $974/SF
    • 140 Days On Market

    Current Estimated Value $3,324,603

    Last Listing Agent Matthew Voss PREFERRED SHORE LLC

    689 Lands End Dr, Longboat Key, FL 34228
    • /2

      Est $7,034,130

      Not Listed For Sale

      415 L Ambiance Dr Unit PHA, Longboat Key, FL 34228

      • 3 Beds
      • 3.5 Baths
      • 5,170 Sq Ft
      • Built 1992
      415 L Ambiance Dr Unit PHA, Longboat Key, FL 34228

      Last Sold Summary

      • 12 Days On Market

  • /9

    $425,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 758 Sq Ft

    96 Main Street Dr, Longboat Key, FL 34228

    Welcome to PARADISE!!! Award winning beaches/sunsets on the Gulf side and a beautiful bay on the other. Sunrise to sunset this location can only make you smile. Enjoy the huge community heated pool and recently remodeled dockside clubhouse next to your brand new, 2026, elevated 2-bedroom, 2 bath, open floorplan home. The home is built by Skyline, highly regarded in the industry, winning

    Kyle Adams EVENTIDE REALTY LLC

    96 Main Street Dr, Longboat Key, FL 34228
  • /2

    $740,000

    Sold Jan 15, 2026

    2120 Harbourside Dr Unit 617, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 2,039 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Below List Price
    • $363/SF
    • 44 Days On Market

    Current Estimated Value $756,310

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    2120 Harbourside Dr Unit 617, Longboat Key, FL 34228
    • /98

      Est $2,917,640

      Not Listed For Sale

      415 L Ambiance Dr Unit B902, Longboat Key, FL 34228

      • 2 Beds
      • 3.5 Baths
      • 2,385 Sq Ft
      • Built 1992
      415 L Ambiance Dr Unit B902, Longboat Key, FL 34228

      Last Sold Summary

      • 77 Days On Market

  • /27

    $675,000

    • Land
    • 6,098 Sq Ft
    • $4,821,429 per Acre

    525 Channel Ln, Longboat Key, FL 34228

    LOCATION, LOCATION, LOCATION!!! Discover a rare and recently cleared premium homesite located on one of Longboat Key’s most charming and historic streets. This exclusive New Pass Shores community features only 6 homes, providing an intimate neighborhood atmosphere. While this homesite is not directly on the waterfront, it includes a NEW composite wood boat dock shared with just 3 other homes,

    Chris McKee VUE REALTY, LLC

    525 Channel Ln, Longboat Key, FL 34228
  • /2

    $1,538,000

    Sold Oct 08, 2025

    2675 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 2,180 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $706/SF
    • 46 Days On Market

    Current Estimated Value $1,617,220

    Last Listing Agent Sandra Endres COLDWELL BANKER REALTY

    2675 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
    • /2

      Est $5,691,892

      Not Listed For Sale

      415 L Ambiance Dr Unit F608, Longboat Key, FL 34228

      • 3 Beds
      • 5 Baths
      • 3,220 Sq Ft
      • Built 1992
      415 L Ambiance Dr Unit F608, Longboat Key, FL 34228

      Last Sold Summary

      • 0 Days On Market

  • /55

    $9,995,000

    $2M PRICE DROP
    • 5 Beds
    • 7 Baths
    • 6,959 Sq Ft

    6001 Gulf of Mexico Dr, Longboat Key, FL 34228

    A Gulf-Front Masterpiece on Longboat Key! This stunning Gulf-front estate is perfectly placed on nearly an acre of pristine Gulf-front property along the shoreline on Longboat Key. With direct Gulf frontage, this architectural masterpiece offers more than 6,900 square feet of refined interiors and panoramic views that stretch endlessly across the Gulf of Mexico. Designed for both privacy and

    Roger Pettingell COLDWELL BANKER REALTY

    6001 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /2

    $3,000,000

    Sold Mar 04, 2026

    601 Triton Bend, Longboat Key, FL 34228

    • 4 Beds
    • 5 Baths
    • 3,313 Sq Ft
    • Built 2017

    Last Sold Summary

    • 13% Below List Price
    • $906/SF
    • 160 Days On Market

    Current Estimated Value $2,966,637

    Last Listing Agent Gina Ursini BRISTA REALTY LLC

    601 Triton Bend, Longboat Key, FL 34228
    • /2

      Est $2,872,483

      Not Listed For Sale

      415 L Ambiance Dr Unit C404, Longboat Key, FL 34228

      • 3 Beds
      • 3.5 Baths
      • 2,820 Sq Ft
      • Built 1992
      415 L Ambiance Dr Unit C404, Longboat Key, FL 34228

      Last Sold Summary

      • 40 Days On Market

  • /88

    $835,000

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,207 Sq Ft

    1912 Harbourside Dr Unit 604, Longboat Key, FL 34228

    Embrace the island life style within the gates of Longboat Key's premier resort community of Bay Isles. You'll love this spacious townhome-style condo in Fairway Bay. Designed with soaring ceilings and large windows to allow maximum light and expansive views of the neighborhood’s tropical foliage, this beautifully and thoughtfully renovated home offers lots of space for gatherings with friends or

    Darlena Nelms S&N REAL ESTATE, INC.

    1912 Harbourside Dr Unit 604, Longboat Key, FL 34228
  • /2

    $950,000

    Sold Jul 15, 2025

    2301 Gulf of Mexico Dr Unit 26, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Below List Price
    • $769/SF
    • 60 Days On Market

    Current Estimated Value $980,669

    Last Listing Agent Doug Parks MICHAEL SAUNDERS & COMPANY

    2301 Gulf of Mexico Dr Unit 26, Longboat Key, FL 34228
    • /69

      Est $5,048,171

      Not Listed For Sale

      415 L Ambiance Dr Unit A401, Longboat Key, FL 34228

      • 3 Beds
      • 3.5 Baths
      • 3,380 Sq Ft
      • Built 1992
      415 L Ambiance Dr Unit A401, Longboat Key, FL 34228

      Last Sold Summary

      • 69 Days On Market

  • /37

    $310,000

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft

    3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228

    BEAUTIFULLY REMODELED: This home is the epitome of simple elegance with a bit of modern flair. It has been remodeled to create a home that is very open and full of light. It features a large Living Room with a wall-mounted TV and a fireplace; a kitchen that has all new cabinets and granite counter tops; a Primary bedroom, with a small attached room that could easily be converted to a small

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit E22, Longboat Key, FL 34228
  • /2

    $302,000

    Sold Jun 09, 2026

    3806 Gulf of Mexico Dr Unit C-312, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • Built 1970

    Last Sold Summary

    • 6% Below List Price
    • $284/SF
    • 6 Days On Market

    Current Estimated Value $321,721

    Last Listing Agent Greg Hudson COLDWELL BANKER REALTY

    3806 Gulf of Mexico Dr Unit C-312, Longboat Key, FL 34228
    • /44

      Est $2,896,438

      Not Listed For Sale

      415 L Ambiance Dr Unit D206, Longboat Key, FL 34228

      • 3 Beds
      • 3.5 Baths
      • 2,820 Sq Ft
      • Built 1992
      415 L Ambiance Dr Unit D206, Longboat Key, FL 34228

      Last Sold Summary

      • 80 Days On Market

  • /54

    $1,445,000

    Open Sun 1PM - 4PM $50K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,180 Sq Ft

    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228

    Tucked behind the gates of Bay Isles in the Emerald Pointe community, this 3BR/3.5BA residence offers 2,180+/- sq. ft. of thoughtfully designed living space with a layout that blends privacy, flexibility and inviting outdoor living. From the moment you arrive, a paver drive framed by lush landscaping and a striking 2-story façade with barrel tile roof set a warm and welcoming tone. A paver

    Bruce Myer COLDWELL BANKER REALTY

    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228
  • /2

    $1,050,000

    Sold Jul 21, 2025

    650 Penfield St, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,579 Sq Ft
    • Built 1978

    Last Sold Summary

    • 19% Below List Price
    • $665/SF
    • 127 Days On Market

    Current Estimated Value $1,052,667

    Last Listing Agent JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    650 Penfield St, Longboat Key, FL 34228
    • /39

      Est $3,851,169

      Not Listed For Sale

      455 Longboat Club Rd Unit 4, Longboat Key, FL 34228

      • 4 Beds
      • 5.5 Baths
      • 3,748 Sq Ft
      • Built 1990
      455 Longboat Club Rd Unit 4, Longboat Key, FL 34228

      Last Sold Summary

      • 22 Days On Market

  • /10

    $600,000

    2600 Harbourside Dr Unit O-13/14, Longboat Key, FL 34228

    104 ft. x 29.5 ft. Boat Slip at Longboat Key Moorings Marina. This is a 104 ft. long T-dock/face dock ready to accommodate a large yacht; ample electrical service outlets. O-13 is 49.5 feet, and O-14 is 54.5 ft, because this slip is deeded as two slips, two boats are permitted. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasota Bay. The deep water marina is as much a

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit O-13/14, Longboat Key, FL 34228
  • /2

    $490,000

    Sold Aug 01, 2025

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

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

    Last Sold Summary

    • 11% Below List Price
    • $528/SF
    • 51 Days On Market

    Current Estimated Value $515,995

    Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

    2045 Gulf of Mexico Dr Unit M1514, Longboat Key, FL 34228
    • /2

      Est $2,408,612

      Not Listed For Sale

      455 Longboat Club Rd Unit 905, Longboat Key, FL 34228

      • 3 Beds
      • 3.5 Baths
      • 2,880 Sq Ft
      • Built 1990
      455 Longboat Club Rd Unit 905, Longboat Key, FL 34228

      Last Sold Summary

      • 7 Days On Market

  • /60

    $529,000

    $1K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    4340 Falmouth Dr Unit 104, Longboat Key, FL 34228

    Located in the gated waterfront community of Longboat Harbour, this updated first floor residence offers direct walkout access to manicured green space and peaceful water views. Positioned near deeded beach access, the home provides a seamless blend of coastal living and everyday convenience.Interior features include tile flooring throughout, Frigidaire appliances, plantation shutters and

    Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4340 Falmouth Dr Unit 104, Longboat Key, FL 34228

Showing Results 561 - 600, Page 15 of 18

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