12,409

Homes in ZIP Code 34242

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  • /52

    $75,000

    • 3 Beds
    • 3 Baths
    • 1,780 Sq Ft

    915 Seaside Dr Unit 504, Weeks 6-7, Sarasota, FL 34242

    Fractional Ownership. Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Package—featuring one-sixteenth ownership of an extraordinary Siesta Key Beach residence. Your dream of owning a new, high-end home on America’s #1 beach can now be a reality, offering an effortless way to enjoy the best of beachfront living without compromise. Step into an

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 504, Weeks 6-7, Sarasota, FL 34242
  • /20

    $9,160

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,797 Sq Ft
    • Condo for Rent

    7916 Midnight Pass Rd Unit SI ID1578374P, Sarasota, FL 34242

    The advertised rate of $9,161/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 17, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    7916 Midnight Pass Rd Unit SI ID1578374P, Sarasota, FL 34242
  • /2

    $1,100,000

    Sold Jul 08, 2026

    5569 Shadow Lawn Dr, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft
    • Built 1966

    Last Sold Summary

    • 12% Below List Price
    • $530/SF
    • 35 Days On Market

    Current Estimated Value $1,118,461

    Last Listing Agent Brittany McCord IRONGATE REALTY INC

    5569 Shadow Lawn Dr, Sarasota, FL 34242
    • /2

      Est $1,170,003

      Not Listed For Sale

      6312 Midnight Pass Rd Unit 102S, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,166 Sq Ft
      • Built 1968
      6312 Midnight Pass Rd Unit 102S, Sarasota, FL 34242

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Kristina Rain MICHAEL SAUNDERS & COMPANY

  • /72

    $1,199,000

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft

    20 Whispering Sands Dr Unit 501, Sarasota, FL 34242

    Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just

    Agent Photo

    Christopher Bush

    PREMIER SOTHEBY'S INTERNATIONAL REALTY

    20 Whispering Sands Dr Unit 501, Sarasota, FL 34242
  • /34

    $9,680

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 796 Sq Ft
    • Condo for Rent

    1179 Lake House Cir Unit SI ID1578383P, Siesta Key, FL 34242

    The advertised rate of $9,681/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 18, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    1179 Lake House Cir Unit SI ID1578383P, Siesta Key, FL 34242
  • /2

    $1,113,000

    Sold May 06, 2026

    5830 Midnight Pass Rd Unit 705, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft
    • Built 1976

    Last Sold Summary

    • 13% Below List Price
    • $866/SF
    • 126 Days On Market

    Current Estimated Value $1,119,497

    Last Listing Agent Beverly Schroeder PLUMLEE GULF BEACH REALTY

    5830 Midnight Pass Rd Unit 705, Sarasota, FL 34242
    • /85

      Est $575,107

      Not Listed For Sale

      8779 Midnight Pass Rd Unit 202H, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,485 Sq Ft
      • Built 1980
      8779 Midnight Pass Rd Unit 202H, Sarasota, FL 34242

      Last Sold Summary

      • 175 Days On Market

      Last Listing Agent Marlene Marshall MICHAEL SAUNDERS & COMPANY

  • /44

    $115,000

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft

    915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242

    Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 4-7), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242
  • /33

    $3,919

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,054 Sq Ft
    • Condo for Rent

    5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242

    The advertised rate of $3,919/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 18, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    5855 Midnight Pass Rd Unit SI ID1578366P, Siesta Key, FL 34242
  • /2

    $735,000

    Sold Nov 27, 2025

    1055 Beach Rd Unit B204, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Built 1981

    Last Sold Summary

    • 5% Below List Price
    • $610/SF
    • 29 Days On Market

    Current Estimated Value $753,690

    Last Listing Agent Jason Wood CORCORAN DWELLINGS REALTY

    1055 Beach Rd Unit B204, Sarasota, FL 34242
    • /2

      Est $711,249

      Not Listed For Sale

      6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 894 Sq Ft
      • Built 1968
      6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Halie Monde KW COASTAL LIVING III

  • /51

    $60,000

    • 4 Beds
    • 4 Baths
    • 2,625 Sq Ft

    915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242

    Fractional Ownership. Experience elevated beachfront living with this Deluxe, Guaranteed Gulf View, Spring (April) Fractional Ownership opportunity—offering one-sixteenth ownership on Siesta Key Beach, consistently ranked as America’s #1 beach. This rare fractional real estate offering delivers luxury coastal living, prime spring usage, and true Gulf-front views without the full-ownership price

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242
  • /20

    $27,041

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,711 Sq Ft
    • Condo for Rent

    339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242

    The advertised rate of $27,042/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 3, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242
  • /2

    $3,845,000

    Sold Jan 15, 2026

    810 Siesta Dr, Sarasota, FL 34242

    • 3 Beds
    • 3.5 Baths
    • 4,622 Sq Ft
    • Built 2005

    Last Sold Summary

    • 8% Below List Price
    • $832/SF
    • 35 Days On Market

    Current Estimated Value $3,751,269

    Last Listing Agent Liz Arme PREMIER SOTHEBY'S INTERNATIONAL REALTY

    810 Siesta Dr, Sarasota, FL 34242
    • /72

      Est $1,325,980

      Not Listed For Sale

      22 Sandy Cove Rd Unit 502, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 1,876 Sq Ft
      • Built 1969
      22 Sandy Cove Rd Unit 502, Sarasota, FL 34242

      Last Sold Summary

      • 360 Days On Market

      Last Listing Agent Jackie Eberley COLDWELL BANKER REALTY

  • /52

    $59,000

    $16K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 1,780 Sq Ft

    915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242

    Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242
  • /20

    $3,973

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,108 Sq Ft
    • Condo for Rent

    6040 E Peppertree Way Unit SI FL2-ID1591458P, Siesta Key, FL 34242

    The advertised rate of $3,974/month is the lowest available price, based on a 30 day(s) stay with a move-in date of December 3, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    6040 E Peppertree Way Unit SI FL2-ID1591458P, Siesta Key, FL 34242
  • /2

    $1,300,000

    Sold Jul 14, 2026

    5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft
    • Built 1971

    Last Sold Summary

    • 6% Below List Price
    • $975/SF
    • 144 Days On Market

    Current Estimated Value $1,239,392

    Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

    5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242
    • /4

      Not Listed For Sale

      3423 Seagrape Dr, Sarasota, FL 34242

      3423 Seagrape Dr, Sarasota, FL 34242

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Samantha Jennen PREFERRED SHORE LLC

  • /59

    $1,099,000

    • 2 Beds
    • 2 Baths
    • 1,337 Sq Ft

    5770 Midnight Pass Rd Unit 301, Sarasota, FL 34242

    Welcome to Gulf & Bay, Siesta Key’s premier GATED condominium complex. If you are looking for a great investment or the perfect place to call home, look no further. Located in the heart of Siesta Key, completely drenched in the riches of beach living. Your new condominium is an END UNIT. Light and Bright with outstanding storybook views of Gulf & Bay community and your new condo is all updated

    Agent Photo

    Anthony DeLuca

    DELUCA REALTY INC

    5770 Midnight Pass Rd Unit 301, Sarasota, FL 34242
  • /32

    $8,941

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 1,732 Sq Ft
    • Condo for Rent

    338 Avenida de Paradisio Unit SI FL1-ID1590869P, Siesta Key, FL 34242

    The advertised rate of $8,942/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 19, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    338 Avenida de Paradisio Unit SI FL1-ID1590869P, Siesta Key, FL 34242
  • /2

    $580,000

    Sold Mar 13, 2026

    101 Whispering Sands Dr Unit 307, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,271 Sq Ft
    • Built 1969

    Last Sold Summary

    • 19% Below List Price
    • $456/SF
    • 261 Days On Market

    Current Estimated Value $589,929

    Last Listing Agent Todd Goodman KELLER WILLIAMS ON THE WATER S

    101 Whispering Sands Dr Unit 307, Sarasota, FL 34242
    • /2

      Est $1,126,136

      Not Listed For Sale

      6312 Midnight Pass Rd Unit 702S, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 977 Sq Ft
      • Built 1968
      6312 Midnight Pass Rd Unit 702S, Sarasota, FL 34242

      Last Sold Summary

      • 122 Days On Market

      Last Listing Agent Jessica Uglik KW SUNCOAST

  • /51

    $100,000

    • 2 Beds
    • 3 Baths
    • 1,750 Sq Ft

    915 Seaside Dr Unit 402, Weeks 10-13, Sarasota, FL 34242

    Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Package, offering a 1/8th ownership share at The Residences on Siesta Key Beach. This rare offering provides the opportunity to own a piece of paradise on one of America’s most celebrated beaches while enjoying the comfort,

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 402, Weeks 10-13, Sarasota, FL 34242
  • /20

    $5,286

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    1400 Cove II Place Unit SI FL2-ID1578373P, Sarasota, FL 34242

    The advertised rate of $5,286/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 19, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    1400 Cove II Place Unit SI FL2-ID1578373P, Sarasota, FL 34242
  • /2

    $692,000

    Sold Oct 06, 2025

    6285 Midnight Pass Rd Unit 201, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,387 Sq Ft
    • Built 1981

    Last Sold Summary

    • 13% Below List Price
    • $499/SF
    • 165 Days On Market

    Current Estimated Value $714,896

    Last Listing Agent Marci McFarland MICHAEL SAUNDERS & COMPANY

    6285 Midnight Pass Rd Unit 201, Sarasota, FL 34242
    • /40

      Est $748,079

      Not Listed For Sale

      8773 Midnight Pass Rd Unit 506G, Sarasota, FL 34242

      • 2 Beds
      • 2.5 Baths
      • 1,768 Sq Ft
      • Built 1981
      8773 Midnight Pass Rd Unit 506G, Sarasota, FL 34242

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Carol Thomas MICHAEL SAUNDERS & COMPANY

  • /73

    $529,000

    • 2 Beds
    • 2 Baths
    • 1,093 Sq Ft

    8977 Midnight Pass Rd Unit 219, Sarasota, FL 34242

    Experience true waterfront living at Sunrise Cove with spectacular Intracoastal Waterway views,breathtaking sunrises each morning, and beautiful moonrises each evening. This TURNKEY FURNISHED 2-bedroom, 2-bath condo is located on the second floor and offers the perfect blend of comfort, convenience,and resort-style amenities.The spacious living room features sliding glass doors

    Agent Photo

    Suzy Kolaz

    KELLER WILLIAMS ON THE WATER S

    8977 Midnight Pass Rd Unit 219, Sarasota, FL 34242
  • /16

    $9,764 Per Month

    • 2 Beds
    • 1 Bath
    • 495 Sq Ft
    • Condo for Rent

    5306 Avenida Navarra Unit SI ID1629372P, Sarasota, FL 34242

    The advertised rate of $9,764/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 10, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    5306 Avenida Navarra Unit SI ID1629372P, Sarasota, FL 34242
  • /2

    $2,850,000

    Sold Apr 17, 2026

    4651 Higel Ave, Sarasota, FL 34242

    • 4 Beds
    • 3 Baths
    • 3,500 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $814/SF
    • 0 Days On Market

    Current Estimated Value $2,823,114

    Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

    4651 Higel Ave, Sarasota, FL 34242
    • /66

      Est $528,029

      Not Listed For Sale

      9393 Midnight Pass Rd Unit 202, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,029 Sq Ft
      • Built 1975
      9393 Midnight Pass Rd Unit 202, Sarasota, FL 34242

      Last Sold Summary

      • 142 Days On Market

      Last Listing Agent Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

  • /53

    $59,000

    $16K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,255 Sq Ft

    915 Seaside Dr Unit 607, Weeks 14-15, Sarasota, FL 34242

    Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 607, Weeks 14-15, Sarasota, FL 34242
  • /35

    $7,798

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 957 Sq Ft
    • Condo for Rent

    6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242

    The advertised rate of $7,799/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 19, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242
  • /2

    $860,000

    Sold Oct 17, 2025

    5453 Avenida Del Mare, Sarasota, FL 34242

    • Land
    • 10,890 Sq Ft
    • $3,440,000 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 19 Days On Market

    Current Estimated Value $1,023,566

    Last Listing Agent Bob Stahlschmidt II BRIGHT REALTY

    5453 Avenida Del Mare, Sarasota, FL 34242
    • /72

      Est $589,084

      Not Listed For Sale

      8767 Midnight Pass Rd Unit 204F, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,421 Sq Ft
      • Built 1979
      8767 Midnight Pass Rd Unit 204F, Sarasota, FL 34242

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Dan Miller PREFERRED SHORE LLC

  • /61

    $3,400,000

    $550K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,190 Sq Ft

    8008 Midnight Pass Rd, Sarasota, FL 34242

    Here’s an updated MLS version that leads with the new price and emphasizes how extensively the home has been transformed, while keeping the tone more lifestyle-driven than a long upgrade list:NEW PRICE — Waterfront, private, and extensively reimagined for Siesta Key living. Welcome to 8008 Midnight Pass Road, a beautifully updated waterfront retreat overlooking the peaceful waters of

    Agent Photo

    Jeff Lauer

    EXP REALTY LLC

    8008 Midnight Pass Rd, Sarasota, FL 34242
  • /20

    $5,345

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • 2,443 Sq Ft
    • Condo for Rent

    4879 Commonwealth Dr Unit SI ID1591481P, Siesta Key, FL 34242

    The advertised rate of $5,345/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 19, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    4879 Commonwealth Dr Unit SI ID1591481P, Siesta Key, FL 34242
  • /2

    $6,300,000

    Sold May 06, 2026

    3460 Flamingo Ave, Sarasota, FL 34242

    • 5 Beds
    • 8 Baths
    • 6,030 Sq Ft
    • Built 2026

    Last Sold Summary

    • 19% Below List Price
    • $1,045/SF
    • 28 Days On Market

    Last Listing Agent Jennifer Linehan MICHAEL SAUNDERS & COMPANY

    3460 Flamingo Ave, Sarasota, FL 34242
    • /2

      Est $2,284,246

      Not Listed For Sale

      5408 Plaza Des Las Palmas, Sarasota, FL 34242

      • 5 Beds
      • 5 Baths
      • 2,689 Sq Ft
      • Built 1953
      5408 Plaza Des Las Palmas, Sarasota, FL 34242

      Last Sold Summary

      • 273 Days On Market

      Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES

Showing Results 81 - 120, Page 3 of 18

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