9,352

Siesta Key, FL Homes

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  • /86

    $650,137

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

    6267 Midnight Pass Rd Unit 306, Sarasota, FL 34242

    Experience the ultimate island lifestyle in this beautifully appointed 2-bedroom, 2-bathroom condo on world-famous Siesta Key. Located just steps away from the powdery white quartz sands of Siesta Beach, this property grants you your own private deeded beach access where loungers are waiting for you. With the vibrant dining and shopping of the Village, this location cannot be beat.You can be

    Trish Wittmus BERKSHIRE HATHAWAY HOMESERVICE

    6267 Midnight Pass Rd Unit 306, Sarasota, FL 34242
  • /19

    $8,370 Per Month

    • 2 Beds
    • 1 Bath
    • 878 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 15, Sarasota, FL 34242

    The welcoming beach decor of Villa 15 at Aloha Kai invites you to leave your worries behind and unwind in comfort. This two-bedroom, one-bath unit features an extended living area with a private front porch enclosed with windows and blinds, as well as an open-air patio in the back for your enjoyment. The kitchen is bright and airy, showcasing cabinetry, quartz countertops, and a cozy dining area.

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 15, Sarasota, FL 34242
  • /2

    $585,000

    Sold Jun 15, 2026

    5855 Midnight Pass Rd Unit 408, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Below List Price
    • $554/SF
    • 112 Days On Market

    Current Estimated Value $592,277

    Last Listing Agent Heather Fitzmaurice WINKLE AND COMPANY LLC

    5855 Midnight Pass Rd Unit 408, Sarasota, FL 34242
    • /2

      Est $772,898

      Not Listed For Sale

      631 Venice Ln, Sarasota, FL 34242

      • 3 Beds
      • 2 Baths
      • 1,453 Sq Ft
      • Built 1972
      631 Venice Ln, Sarasota, FL 34242

      Last Sold Summary

      • 209 Days On Market

  • /31

    $568,000

    $61K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 940 Sq Ft

    925 Beach Rd Unit 107, Sarasota, FL 34242

    Located directly across the street from world-famous Siesta Key Beach—recently ranked the #1 Beach in the United States and among the top beaches in the world— this residence offers exceptional convenience and effortless access to the sand. Simply walk to the beach in approximately five minutes—no driving, no searching for parking, just easy coastal living. Enjoy morning walks and evening sunsets

    Lisa Garcia COLDWELL BANKER REALTY

    925 Beach Rd Unit 107, Sarasota, FL 34242
  • /13

    $8,970 Per Month

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242

    Villa 61 at Aloha Kai warmly welcomes you with its cheerful coastal décor, designed to help you forget your worries and simply be happy. Its casual, comfortable style will make you feel right at home, while offering the luxury of both beach and pool access—you’ll just have to decide which you prefer. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242
  • /2

    $1,081,500

    Sold Mar 27, 2026

    5502 Shadow Lawn Dr, Sarasota, FL 34242

    • 3 Beds
    • 4 Baths
    • 2,337 Sq Ft
    • Built 1961

    Last Sold Summary

    • 23% Below List Price
    • $463/SF
    • 261 Days On Market

    Current Estimated Value $1,133,079

    Last Listing Agent Dan Miller PREFERRED SHORE LLC

    5502 Shadow Lawn Dr, Sarasota, FL 34242
    • /52

      Est $674,630

      Not Listed For Sale

      4660 Ocean Blvd Unit O1, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1971
      4660 Ocean Blvd Unit O1, Sarasota, FL 34242

      Last Sold Summary

      • 53 Days On Market

  • /48

    $399,900

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    6157 Midnight Pass Rd Unit E22, Sarasota, FL 34242

    BEAUTIFUL 1 BEDROOM 1 BATH UNIT IN BAY OAKS on SIESTA KEY ** TURNKEY FURNISHED ** 1 WEEK RENTALS ALLOWED ** The waves crash, the sand is sugar-coated and the sunsets are striking on Siesta Key.. There is no better location to invest in a 2nd home or investment property. This condo is located on the 2nd floor of building E in Bay Oaks. You will love the large open kitchen and expansive design of

    Justin Shirley SHIRLEY INTERNATIONAL REALTY

    6157 Midnight Pass Rd Unit E22, Sarasota, FL 34242
  • /10

    $8,370 Per Month

    • 2 Beds
    • 1.5 Baths
    • 941 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit C09, Sarasota, FL 34242

    Welcome to our little oasis on Siesta Key. We have just completed a full remodel, so be one of the first to enjoy this home. Tastefully decorated in a beach theme, the unit is fully tiled, has granite countertops and, a walk-in shower. We also added a new half bath in the master bedroom. And for your convenience there is an outdoor shower. The air conditioning, insulation, and windows have been

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit C09, Sarasota, FL 34242
  • /2

    $2,600,000

    Sold Apr 06, 2026

    5246 Avenida Del Mare, Sarasota, FL 34242

    • 5 Beds
    • 6 Baths
    • 3,206 Sq Ft
    • Built 2015

    Last Sold Summary

    • 16% Below List Price
    • $811/SF
    • 85 Days On Market

    Current Estimated Value $2,583,414

    Last Listing Agent Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

    5246 Avenida Del Mare, Sarasota, FL 34242
    • /68

      Est $875,528

      Not Listed For Sale

      5911 Midnight Pass Rd Unit 604, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,447 Sq Ft
      • Built 1984
      5911 Midnight Pass Rd Unit 604, Sarasota, FL 34242

      Last Sold Summary

      • 12 Days On Market

  • /90

    $5,000,000

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

    534 Beach Rd Unit 4, Sarasota, FL 34242

    Exquisite Gulf-front penthouse, a private full-floor residence near Siesta Key’s pristine sands. Immerse yourself in the ultimate coastal luxury lifestyle with this spectacular Gulf-front penthouse, in an exclusive 3-residence boutique building, where each home occupies its private floor. Just near the world-renowned powdery quartz sands of Siesta Beach, this one-of-a-kind 3-bedroom, 3.5-bath

    Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    534 Beach Rd Unit 4, Sarasota, FL 34242
  • /78

    $9,975 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,497 Sq Ft
    • House for Rent

    3919 Roberts Point Rd, Sarasota, FL 34242

    Located on Siesta Key with just a 3 minute walk to Shell Beach, this 2-story home is available NOW & FURNISHED for an ANNUAL LEASE. The kitchen flows seamlessly with an OPEN LAYOUT into the expansive living and dining areas filled with NATURAL LIGHT from the large sliding glass doors opening to the SCREENED-IN LANAI. The POOL & HOT TUB/SPA, also screened-in, are framed by lush TROPICAL

    Benjamin Schwab KEYRENTER SARASOTA PROPERTY MANAGEMENT

    3919 Roberts Point Rd, Sarasota, FL 34242
  • /2

    $465,000

    Sold Dec 18, 2025

    1125 N Moonmist Ct Unit L5, Sarasota, FL 34242

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft
    • Built 1968

    Last Sold Summary

    • 32% Below List Price
    • $415/SF
    • 321 Days On Market

    Current Estimated Value $480,430

    Last Listing Agent Kari Klein KW COASTAL LIVING III

    1125 N Moonmist Ct Unit L5, Sarasota, FL 34242
    • /2

      Est $2,035,855

      Not Listed For Sale

      5740 Midnight Pass Rd Unit 506, Sarasota, FL 34242

      • 3 Beds
      • 2 Baths
      • 2,004 Sq Ft
      • Built 1986
      5740 Midnight Pass Rd Unit 506, Sarasota, FL 34242

      Last Sold Summary

      • 10 Days On Market

  • /34

    $995,000

    $80K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft

    6308 Midnight Pass Rd Unit 6, Sarasota, FL 34242

    Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value.

    Derek Edwards KELLER WILLIAMS ON THE WATER S

    6308 Midnight Pass Rd Unit 6, Sarasota, FL 34242
  • /38

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft
    • Condo for Rent

    1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242

    Enjoy your vacation on Siesta Key in this spacious three bedroom/two bathroom vacation rental. This condo is turnkey furnished including washer/ dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.**Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242
  • /2

    $1,300,000

    Sold Jun 30, 2025

    5402 Shadow Lawn Dr, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,886 Sq Ft
    • Built 1962

    Last Sold Summary

    • 12% Below List Price
    • $689/SF
    • 98 Days On Market

    Current Estimated Value $1,306,594

    Last Listing Agent Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

    5402 Shadow Lawn Dr, Sarasota, FL 34242
    • /2

      Est $1,504,592

      Not Listed For Sale

      6283 Midnight Pass Rd Unit 6283, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 2,200 Sq Ft
      • Built 1981
      6283 Midnight Pass Rd Unit 6283, Sarasota, FL 34242

      Last Sold Summary

      • 49 Days On Market

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