12,409

Homes in ZIP Code 34242

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  • /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
  • /16

    $3,627

    Total Monthly Price

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

    60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, FL 34242

    The advertised rate of $3,627/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 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

    60 Avenida Veneccia Unit SI FL2-ID1591445P, Siesta Key, 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

  • /52

    $584,500

    $15K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,287 Sq Ft

    6415 Midnight Pass Rd Unit 705, Sarasota, FL 34242

    Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor

    Agent Photo

    Anthony DeLuca

    DELUCA REALTY INC

    6415 Midnight Pass Rd Unit 705, Sarasota, FL 34242
  • /20

    $12,314

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 2,206 Sq Ft
    • Condo for Rent

    5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242

    The advertised rate of $12,315/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

    5165 Sandy Cove Ave Unit SI ID1578384P, 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

  • /13

    $6,400,500

    • 8 Beds
    • 8.5 Baths
    • 5,313 Sq Ft

    5610 Avenida Del Mare, Sarasota, FL 34242

    Steps from Siesta Beach. A brief stroll to the Village. A lifetime away from your tenants worries and cares. Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots,

    Agent Photo

    Tonna Gruber

    KW SUNCOAST

    5610 Avenida Del Mare, Sarasota, FL 34242
  • /20

    $11,340

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft
    • Condo for Rent

    3951 Roberts Point Rd Unit SI ID1591435P, Siesta Key, FL 34242

    The advertised rate of $11,340/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 6, 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

    3951 Roberts Point Rd Unit SI ID1591435P, 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

  • /59

    $125,000

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

    915 Seaside Dr Unit 606, Weeks 14-17, 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 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242
  • /34

    $9,128

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,754 Sq Ft
    • Condo for Rent

    8234 Midnight Pass Rd Unit SI ID1620595P, Sarasota, FL 34242

    The advertised rate of $9,128/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

    8234 Midnight Pass Rd Unit SI ID1620595P, Sarasota, 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

  • /69

    $1,700,000

    Under Contract
    • Land
    • 8,712 Sq Ft
    • $8,500,000 per Acre

    8009 Midnight Pass Rd, Sarasota, FL 34242

    Under contract-accepting backup offers. Rarely does a waterfront homesite like this come available on Siesta Key. Set directly on Little Sarasota Bay with sweeping water views and a front-row seat to the Intracoastal Waterway, this parcel is a blank canvas for the custom waterfront home you've always imagined.Positioned on Midnight Pass Road on the quieter, south end of the key, this lot

    Agent Photo

    Karie Backman

    KELLER WILLIAMS ON THE WATER S

    8009 Midnight Pass Rd, Sarasota, FL 34242
  • /15

    $2,987

    Total Monthly Price

    • Studio
    • 1 Bath
    • Condo for Rent

    60 Avenida Veneccia Unit SI ID1591521P, Siesta Key, FL 34242

    The advertised rate of $2,987/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

    60 Avenida Veneccia Unit SI ID1591521P, 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

  • /46

    $5,000

    Under Contract
    • 4 Beds
    • 3 Baths
    • 2,460 Sq Ft

    915 Seaside Dr Unit 613, Weeks 32-33, Sarasota, FL 34242

    Under contract-accepting backup offers. Fractional Ownership. Experience luxury beachfront living on Siesta Key through this exceptional 1/16th fractional ownership opportunity at Hyatt Vacation Club. This desirable summer ownership package includes two consecutive fixed weeks—Weeks 32 and 33—plus one additional floating week each year, subject to availability and Hyatt Vacation Club’s

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 613, Weeks 32-33, Sarasota, FL 34242
  • /20

    $3,123

    Total Monthly Price

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

    153 Vista Hermosa Cir Unit SI ID1578354P, Sarasota, FL 34242

    The advertised rate of $3,123/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

    153 Vista Hermosa Cir Unit SI ID1578354P, Sarasota, 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

  • /50

    $48,000

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

    915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242

    Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242
  • /20

    $3,996

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,001 Sq Ft
    • Condo for Rent

    1500 Midnight Cove II Place Unit SI ID1591484P, Siesta Key, FL 34242

    The advertised rate of $3,996/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 2, 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

    1500 Midnight Cove II Place Unit SI ID1591484P, Siesta Key, 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

  • /53

    $375,000

    $100K PRICE DROP Under Contract
    • 1 Bed
    • 1 Bath
    • 845 Sq Ft

    1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242

    Under contract-accepting backup offers. Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style

    Agent Photo

    Jessica Ross, PA

    COLDWELL BANKER REALTY

    1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
  • /14

    $22,835 Per Month

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

    5302 Avenida Navarra Unit SI ID1629382P, Siesta Key, FL 34242

    The advertised rate of $22,835/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 26, 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

    5302 Avenida Navarra Unit SI ID1629382P, Siesta Key, 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

  • /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
  • /17

    $3,009

    Total Monthly Price

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

    60 Avenida Veneccia Unit SI FL2-ID1591442P, Siesta Key, FL 34242

    The advertised rate of $3,009/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 29, 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

    60 Avenida Veneccia Unit SI FL2-ID1591442P, 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

  • /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
  • /20

    $6,376

    Total Monthly Price

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

    877 Siesta Key Cir Unit SI ID1613536P, Siesta Key, FL 34242

    The advertised rate of $6,377/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 15, 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

    877 Siesta Key Cir Unit SI ID1613536P, 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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