9,260

Siesta Key, FL Homes

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  • /31

    $2,350,000

    $850K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,795 Sq Ft

    5331 Siesta Cove Dr, Sarasota, FL 34242

    Virtually Staged. One or more photo(s) have been virtually staged. Immerse yourself in the tranquility of 5331 Siesta Cove Drive, a stunning jewel situated on a corner lot in the premier Siesta Key neighborhood. With a Mediterranean architectural aesthetic that radiates finesse, this residence features a stunningly crafted exterior adorned with European copper domes perfectly poised on an

    Mary Tardi LOKATION

    5331 Siesta Cove Dr, Sarasota, FL 34242
  • /14

    $8,970 Per Month

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit B02, Sarasota, FL 34242

    Find your Happy Place here in this LARGE 2 bedroom/2 bathroom, private entrance villa. There is new granite in the kitchen which is fully equipped. The master bedroom is furnished with a king size bed. The master vanity for the ladies comes with a hairdryer. The master bath features a walk-in shower with new tile and granite, all new from top to bottom. The second bedroom provides two double

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit B02, Sarasota, FL 34242
  • /2

    $985,000

    Sold Apr 22, 2026

    4822 Ocean Blvd Unit 9A, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft
    • Built 1973

    Last Sold Summary

    • 21% Below List Price
    • $686/SF
    • 68 Days On Market

    Current Estimated Value $991,023

    Last Listing Agent Darlene Gamble FINE PROPERTIES

    4822 Ocean Blvd Unit 9A, Sarasota, FL 34242
    • /57

      Est $1,765,085

      Not Listed For Sale

      1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

      • 3 Beds
      • 3.5 Baths
      • 2,490 Sq Ft
      • Built 2007
      1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

      Last Sold Summary

      • 171 Days On Market

      Last Listing Agent Cole Collins COLDWELL BANKER REALTY

  • /98

    $8,190,000

    • 5 Beds
    • 4.5 Baths
    • 5,095 Sq Ft

    4034 Roberts Point Rd, Sarasota, FL 34242

    A double waterfront, rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The

    Faith Stutzman PHAM REALTY GROUP LLC

    4034 Roberts Point Rd, Sarasota, FL 34242
  • /50

    $8,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • Condo for Rent

    1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242

    Welcome to this stunning 2-bedroom, 2-bathroom lakefront condo located on the second floor in Gulf and Bay Bayside, Siesta Key. This two-story retreat features two primary bedrooms, each with a luxurious king-size bed, spacious walk-in closets, and beautifully appointed bathrooms with walk-in showers. In the second floor primary bedroom there is additional sleeping accommodations with a full-size

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242
  • /2

    $2,850,000

    Sold Nov 24, 2025

    1216 Northport Dr, Sarasota, FL 34242

    • 4 Beds
    • 3.5 Baths
    • 3,579 Sq Ft
    • Built 2014

    Last Sold Summary

    • $796/SF

    Current Estimated Value $2,940,704

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    1216 Northport Dr, Sarasota, FL 34242
    • /2

      Est $1,307,720

      Not Listed For Sale

      1660 Summerhouse Ln Unit 102, Sarasota, FL 34242

      • 3 Beds
      • 2.5 Baths
      • 2,110 Sq Ft
      • Built 2007
      1660 Summerhouse Ln Unit 102, Sarasota, FL 34242

      Last Sold Summary

      • 481 Days On Market

      Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

  • /44

    $615,000

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft

    6154 Midnight Pass Rd Unit 4, Sarasota, FL 34242

    Virtually Staged. Look no further! This beautifully renovated 2-bedroom, 1-bath standalone villa is located on the Gulf side of Siesta Key in Casa Blanca, just yards from the world-famous quartz sand beach. Renovation was completed in August 2026 and is equipped with brand-new hurricane-rated windows and doors, new HVAC system, and new water heater. The villa features porcelain tile throughout,

    Brian Ward WATERSIDE REALTY LLC

    6154 Midnight Pass Rd Unit 4, Sarasota, FL 34242
  • /26

    $5,370 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • House for Rent

    6006 Midnight Pass Rd Unit 63, Sarasota, FL 34242

    Starting at $179/night! Welcome to your vibrant beachside retreat! This inviting 1-bedroom, 1-bathroom condo is the perfect gateway to both relaxation and adventure. Prepare delicious meals in the fully equipped kitchen and enjoy them in the cozy nearby dining area. Convenience is a priority with your own private carport just steps from the door. At Casa Mar, indulge in resort-style amenities

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 63, Sarasota, FL 34242
  • /2

    $575,000

    Sold Mar 13, 2026

    5860 Midnight Pass Rd Unit 40, Sarasota, FL 34242

    • 1 Bed
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $553/SF
    • 10 Days On Market

    Current Estimated Value $570,430

    Last Listing Agent Keith Redding WILLIAM RAVEIS - FLORIDA LLC

    5860 Midnight Pass Rd Unit 40, Sarasota, FL 34242
    • /43

      Est $711,825

      Not Listed For Sale

      1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,365 Sq Ft
      • Built 1974
      1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

      Last Sold Summary

      • 124 Days On Market

      Last Listing Agent Cheryl Santelli PEPPERTREE BAY REALTY INC

  • /94

    $6,990,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 3,875 Sq Ft

    4634 Higel Ave, Sarasota, FL 34242

    Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home

    Faith Stutzman PHAM REALTY GROUP LLC

    4634 Higel Ave, Sarasota, FL 34242
  • /36

    $9,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242

    Spacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access – 5 minute walk. Tile floors throughout and completely re-decorated and furnished with many amenities for your family’s enjoyment. King bed in the master and two doubles in the guest room.*Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
  • /2

    $1,350,000

    Sold Jun 17, 2026

    4939 Commonwealth Dr, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 2,090 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $646/SF
    • 75 Days On Market

    Current Estimated Value $1,329,390

    Last Listing Agent Jessica Hoffman COLDWELL BANKER REALTY

    4939 Commonwealth Dr, Sarasota, FL 34242
    • /41

      Est $1,239,229

      Not Listed For Sale

      6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

      • 4 Beds
      • 3 Baths
      • 1,976 Sq Ft
      • Built 1967
      6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

      Last Sold Summary

      • 89 Days On Market

      Last Listing Agent Tina Johns COLDWELL BANKER REALTY

  • /53

    $469,900

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1250 N Portofino Dr Unit 202, Sarasota, FL 34242

    This second floor 2-bedroom, 2 bath condo is located in the Marlin House in the 55+ community of wonderful Siesta Harbor! This unit offers an open floor plan with plenty of light. Step out onto one of the balcony’s to view the peaceful water, boats going by and you may see dolphins playing while you are enjoying your morning beverage. This community offers more than just serene water views.

    Joshua Beckmann BECKMANN REAL ESTATE

    1250 N Portofino Dr Unit 202, Sarasota, FL 34242
  • /37

    $6,500 Per Month

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

    1215 S Portofino Dr Unit 202, Sarasota, FL 34242

    BEAUTIFUL WATERFRONT CONDO ON SIESTA KEY AVAILABLE NOW AND the month of January! CANAL VIEW • BEACH ACCESS • BOAT SLIPS UPON AVAILABILITY - REASONABLY PRICED. Now available In Season and as an annual Rental! Private, beautifully furnished condo with a gorgeous view of the Harbor and Sailboat Water Canal in Siesta Harbor. Enjoy water views of the canal from your enclosed balcony and just a quick,

    Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

    1215 S Portofino Dr Unit 202, Sarasota, FL 34242
  • /2

    $1,022,000

    Sold Jul 22, 2026

    5151 Saint Albans Ave, Sarasota, FL 34242

    • 4 Beds
    • 3.5 Baths
    • 2,314 Sq Ft
    • Built 1963

    Last Sold Summary

    • 7% Below List Price
    • $442/SF
    • 128 Days On Market

    Current Estimated Value $1,062,445

    Last Listing Agent Dianne Anderson COMPASS FLORIDA LLC

    5151 Saint Albans Ave, Sarasota, FL 34242
    • /33

      Est $739,648

      Not Listed For Sale

      6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,220 Sq Ft
      • Built 1967
      6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Domanic Calamese KW COASTAL LIVING III

  • /39

    $1,400,000

    $95K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,498 Sq Ft

    5880 Midnight Pass Rd Unit 704, Sarasota, FL 34242

    You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated

    Maurice Menager MICHAEL SAUNDERS & COMPANY

    5880 Midnight Pass Rd Unit 704, Sarasota, FL 34242
  • /23

    $6,900 Per Month

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

    1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242

    This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
  • /2

    $720,000

    Sold Feb 05, 2026

    0 Avenida Leona, Siesta Key, FL 34242

    • Land
    • 7,840 Sq Ft
    • $4,000,000 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 226 Days On Market

    Last Listing Agent Ron Pepka KW SUNCOAST

    0 Avenida Leona, Siesta Key, FL 34242
    • /59

      Est $640,264

      Not Listed For Sale

      6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,101 Sq Ft
      • Built 1967
      6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

      Last Sold Summary

      • 73 Days On Market

      Last Listing Agent Domanic Calamese KW COASTAL LIVING III

  • /9

    $3,400,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 3,200 Sq Ft

    4183 Roberts Point Cir Unit Lot 18, Sarasota, FL 34242

    Pre-Construction. To be built. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards.

    Cory Jursik SHORE PROPERTY GROUP

    4183 Roberts Point Cir Unit Lot 18, Sarasota, FL 34242
  • /9

    $6,930 Per Month

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242

    Villa A18 is updated and upgraded with all the amenities to enjoy your home away from home vacation stay! Just steps to the beach voted #1 twice by Dr. Beach. This villa allows up to 6 occupants. You can also enjoy the Florida sunshine just steps away from one of the largest pools located on Siesta Key! Located on the free trolley line you can take a ride into Siesta Key village or south to

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242
  • /2

    $615,000

    Sold Dec 26, 2025

    6150 Midnight Pass Rd Unit 12, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 939 Sq Ft
    • Built 1967

    Last Sold Summary

    • 5% Below List Price
    • $655/SF
    • 13 Days On Market

    Current Estimated Value $613,588

    Last Listing Agent Glenn Brown RE/MAX ALLIANCE GROUP

    6150 Midnight Pass Rd Unit 12, Sarasota, FL 34242
    • /39

      Est $645,496

      Not Listed For Sale

      6150 Midnight Pass Rd Unit 17, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 939 Sq Ft
      • Built 1967
      6150 Midnight Pass Rd Unit 17, Sarasota, FL 34242

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Toni Zarghami KW COASTAL LIVING III

  • /43

    $625,000

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft

    5855 Midnight Pass Rd Unit 222, Sarasota, FL 34242

    Turnkey and ready for its next chapter, this spacious residence in the curve of Harbor Towers Yacht & Racquet Club is one of the largest floor plans in the building, featuring a split layout with each bedroom offering its own private bathroom. Sold completely furnished, this unit makes it effortless to fly or drive down and start enjoying it immediately, or begin renting it out right away. A rare

    Koniko Trakis CAPSTAR REAL ESTATE LLC

    5855 Midnight Pass Rd Unit 222, Sarasota, FL 34242
  • /24

    $6,300 Per Month

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

    6006 Midnight Pass Rd Unit 58, Sarasota, FL 34242

    Starting at $210/night! Escape to coastal comfort in this charming 2-bedroom villa just steps from the beach. This beautifully furnished retreat boasts a bright and airy living space with vaulted ceilings, exposed wood beams, and abundant natural light. The open-concept living area features cozy seating, a large flat-screen TV, and stylish coastal décor that perfectly blends comfort with

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 58, Sarasota, FL 34242
  • /2

    $640,000

    Sold Oct 06, 2025

    5369 Shadow Lawn Dr, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,348 Sq Ft
    • Built 1961

    Last Sold Summary

    • 19% Below List Price
    • $475/SF
    • 78 Days On Market

    Current Estimated Value $684,224

    Last Listing Agent Nancy Drake ACCARDI & ASSOCIATES REAL ESTATE

    5369 Shadow Lawn Dr, Sarasota, FL 34242
    • /57

      Est $678,662

      Not Listed For Sale

      6150 Midnight Pass Rd Unit 7, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,101 Sq Ft
      • Built 1967
      6150 Midnight Pass Rd Unit 7, Sarasota, FL 34242

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Linda Stowe MICHAEL SAUNDERS & COMPANY

  • /57

    $1,279,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,521 Sq Ft

    6140 Midnight Pass Rd Unit 606, Sarasota, FL 34242

    Under contract-accepting backup offers. Nestled on the renowned shores of Siesta Key, Horizons West offers a truly exceptional waterfront living experience where breathtaking panoramic views and unforgettable sunsets become part of everyday life. This meticulously cared-for two-bedroom, two-bathroom residence, elevated on the sixth floor, delivers unparalleled luxury and privacy in a home that

    Brian Partie DOUGLAS ELLIMAN

    6140 Midnight Pass Rd Unit 606, Sarasota, FL 34242
  • /73

    $10,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,361 Sq Ft
    • Condo for Rent

    5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242

    Welcome to Gulf Horizon, your luxurious coastal escape at the Gulf & Bay Club in beautiful Siesta Key. Professionally managed by Gulf Coast Vacations, this stunning 2-bedroom, 2-bathroom sixth-floor gulf-view condo offers the ultimate blend of elegance, comfort, and breathtaking scenery in one of the island’s most exclusive beachfront communities.From the moment you step into the elegant

    Andy Moore GULF COAST REALTY & MANAGEMENT

    5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242
  • /2

    $963,000

    Sold Feb 04, 2026

    1013 W Peppertree Dr Unit 115, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $875/SF
    • 1 Day On Market

    Current Estimated Value $958,556

    Last Listing Agent Karl Helbig SUNREAL ESTATE INC

    1013 W Peppertree Dr Unit 115, Sarasota, FL 34242
    • /61

      Est $676,963

      Not Listed For Sale

      6150 Midnight Pass Rd Unit 5, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,101 Sq Ft
      • Built 1967
      6150 Midnight Pass Rd Unit 5, Sarasota, FL 34242

      Last Sold Summary

      • 214 Days On Market

      Last Listing Agent Linda Stowe MICHAEL SAUNDERS & COMPANY

  • /50

    $575,000

    • 2 Beds
    • 1.5 Baths
    • 860 Sq Ft

    1900 Cove II Place Unit 127, Sarasota, FL 34242

    Welcome to this gorgeous WATER FRONT condo in desirable Midnight Cove II on beautiful Siesta Key! This coastal designed, TURNKEY furnished 2 bedroom beauty is move-in ready.. just bring your bathing suit and a toothbrush and you are off to the beach with its deeded beach access or hop on your boat , (docks subject to availability to rent for 100.00 a week) just steps away! Huge glass sliding

    Julie Froeschle BERKSHIRE HATHAWAY HOMESERVICE

    1900 Cove II Place Unit 127, Sarasota, FL 34242
  • /78

    $2,950 Per Month

    • 2 Beds
    • 1.5 Baths
    • 860 Sq Ft
    • Condo for Rent

    1700 Cove II Place Unit 310, Sarasota, FL 34242

    Available 2950.00 Monthly - April 20th 2026 through December 31st 2026... Not Available 2027 Jan through April 15th 2027 Stunning Water Views & Deeded Beach Access | Siesta Key plus taxes and fees. Live your Dream on Siesta Key for the Summer...Welcome to your perfect beach getaway! This 2-bedroom, 1.5-bath condo in Midnight Cove II offers breathtaking water views from both the unit and the

    Robert Bevington SHOWTIME REALTY

    1700 Cove II Place Unit 310, Sarasota, FL 34242
  • /2

    $550,000

    Sold Nov 12, 2025

    5222 Winding Way, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,137 Sq Ft
    • Built 1963

    Last Sold Summary

    • 3% Below List Price
    • $484/SF
    • 35 Days On Market

    Current Estimated Value $568,996

    Last Listing Agent Robert Moffatt MICHAEL SAUNDERS & COMPANY

    5222 Winding Way, Sarasota, FL 34242
    • /57

      Est $693,695

      Not Listed For Sale

      6140 Midnight Pass Rd Unit B1, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,212 Sq Ft
      • Built 1967
      6140 Midnight Pass Rd Unit B1, Sarasota, FL 34242

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Ned Sharpenter WATERSIDE REALTY LLC

Showing Results 321 - 360, Page 9 of 18

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