9,352

Siesta Key, FL Homes

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  • /44

    $474,000

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    6157 Midnight Pass Rd Unit E24, Sarasota, FL 34242

    Elevated Living on the 4th Floor! Discover this well appointed 1-bedroom, 1-bath condo just minutes from the world-renowned Siesta Key Beach. This TURN KEY residence offers the ideal blend of relaxed Florida living and exceptional value. Step into a bright and airy space where natural light pours into the east-facing screened balcony, overlooking lush tropical landscaping. The interior features

    Ingrid Caruso COLDWELL BANKER REALTY

    6157 Midnight Pass Rd Unit E24, Sarasota, FL 34242
  • /27

    $12,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • House for Rent

    301 Avenida Madera Unit A, Sarasota, FL 34242

    If you’re searching for the perfect location for your next vacation, your search ends here!This beautifully updated 2-bedroom, 2-bath home is ideally situated in the heart of Siesta Key, within Siesta Key Village and just a few blocks from the world-famous Siesta Key Beach. Designed with a bright coastal theme, the home features an inviting open layout and a fully updated kitchen with solid

    Robert Bevington SHOWTIME REALTY

    301 Avenida Madera Unit A, Sarasota, FL 34242
  • /2

    $470,000

    Sold Mar 02, 2026

    116 Pass Key Rd Unit 116, Sarasota, FL 34242

    • 1 Bed
    • 1 Bath
    • 656 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $716/SF
    • 5 Days On Market

    Current Estimated Value $467,305

    Last Listing Agent Veronica Murphy KELLER WILLIAMS ON THE WATER S

    116 Pass Key Rd Unit 116, Sarasota, FL 34242
    • /33

      Est $764,210

      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

  • /38

    $2,600,000

    $600K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,795 Sq Ft

    5331 Siesta Cove Dr, Sarasota, FL 34242

    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 impressive 11’ elevation. Upon entry, one is greeted by an expansive, open

    Mary Tardi LOKATION

    5331 Siesta Cove Dr, Sarasota, FL 34242
  • /13

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 32, Sarasota, FL 34242

    Villa 32 at Aloha Kai is ideally located on Siesta Key, a beloved barrier island along Florida’s beautiful West Coast. This cozy unit features 1 bedroom, 1 bathroom, and includes the convenience of an in-unit washer and dryer. Aloha Kai is a family-friendly, gated resort community nestled in the heart of Crescent Beach—consistently ranked the number one beach in the continental United States.

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 32, Sarasota, FL 34242
  • /2

    $785,000

    Sold Jun 10, 2026

    6063 E Peppertree Way Unit 111, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,115 Sq Ft
    • Built 1972

    Last Sold Summary

    • 17% Below List Price
    • $704/SF
    • 129 Days On Market

    Current Estimated Value $751,332

    Last Listing Agent Eliza Miller PEPPERTREE BAY REALTY INC

    6063 E Peppertree Way Unit 111, Sarasota, FL 34242
    • /59

      Est $643,690

      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

  • /60

    $425,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 656 Sq Ft

    117 Pass Key Rd Unit 117, Sarasota, FL 34242

    Virtually Staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower, and fresh interior paint. Tile

    Tim Yocum, Sr COLDWELL BANKER REALTY

    117 Pass Key Rd Unit 117, Sarasota, FL 34242
  • /15

    $5,070 Per Month

    • 1 Bath
    • 420 Sq Ft
    • House for Rent

    6006 Midnight Pass Rd Unit 2, Sarasota, FL 34242

    Starting at $154/night! Escape to the perfect beachside retreat at our charming and cozy studio on beautiful Siesta Key. Just steps from the world-renowned white sands of Siesta Beach, this inviting space is ideal for couples or solo travelers looking to unwind in comfort. The studio features two plush queen-size beds, a relaxed seating area, and a flat-screen TV for your entertainment. Prepare

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

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

    $762,000

    Sold Jan 14, 2026

    4894 Oxford Dr, Sarasota, FL 34242

    • 3 Beds
    • 2.5 Baths
    • 1,831 Sq Ft
    • Built 1967

    Last Sold Summary

    • 13% Below List Price
    • $416/SF
    • 63 Days On Market

    Current Estimated Value $1,315,066

    Last Listing Agent Marc Overfelt FLORIDA BAY REALTY INC

    4894 Oxford Dr, Sarasota, FL 34242
    • /39

      Est $682,698

      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

  • /28

    $480,000

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    Unlisted Address

    Welcome to the World-famous Siesta Key Beach. Come check out This well maintained 2-bedroom 2 bath move in ready condo at Whitesands Village across the street from the public beach! Looking to enjoy living the beach lifestyle in Paradise at a great price. This property offers a heated swimming pool, sauna, nice club house, grills. Pet friendly! Siesta Key offers volleyball, pickle ball, yoga on

    Terry Millett GULF SHORES REALTY & RENTALS

    Unlisted Address
  • /10

    $8,370 Per Month

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

    6154 Midnight Pass Rd Unit C08, Sarasota, FL 34242

    Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit C08, Sarasota, FL 34242
  • /2

    $1,700,000

    Sold May 11, 2026

    1660 Summerhouse Ln Unit 402, Sarasota, FL 34242

    • 3 Beds
    • 2.5 Baths
    • 2,110 Sq Ft
    • Built 2007

    Last Sold Summary

    • 10% Below List Price
    • $806/SF
    • 32 Days On Market

    Current Estimated Value $1,864,927

    Last Listing Agent Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

    1660 Summerhouse Ln Unit 402, Sarasota, FL 34242
    • /57

      Est $683,009

      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

  • /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
  • /13

    $8,370 Per Month

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

    6020 Midnight Pass Rd Unit 3, Sarasota, FL 34242

    Enjoy a relaxing getaway in Villa 3 at Aloha Kai, a cozy beach villa beautifully decorated with casual coastal charm. The screened porch provides the perfect spot for morning coffee, unwinding with a good book, or entertaining guests in the evening with a meal or cocktail. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 3, Sarasota, FL 34242
  • /2

    $625,000

    Sold Oct 24, 2025

    199 Whispering Sands Dr Unit 105, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,557 Sq Ft
    • Built 1970

    Last Sold Summary

    • 8% Below List Price
    • $401/SF
    • 62 Days On Market

    Current Estimated Value $620,063

    Last Listing Agent Tracy Srodes FINE PROPERTIES

    199 Whispering Sands Dr Unit 105, Sarasota, FL 34242
    • /61

      Est $676,659

      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

  • /67

    $4,990,000

    New Construction $300K PRICE DROP
    • 8 Beds
    • 8.5 Baths
    • 4,380 Sq Ft

    135 Avenida Veneccia, Sarasota, FL 34242

    Experience elevated coastal living just moments from the powdery sands of Siesta Key Beach and the heart of Siesta Village. This newly built island escape offers eight bedrooms and eight and a half baths, thoughtfully designed for style, comfort, and effortless group living.Step into your own resort-inspired backyard with a shimmering pool, relaxing spa, and a waterslide wrapped in tropical

    Curtis Ware KW COASTAL LIVING III

    135 Avenida Veneccia, Sarasota, FL 34242
  • /18

    $8,970 Per Month

    • 1 Bath
    • 435 Sq Ft
    • House for Rent

    6006 Midnight Pass Rd Unit 68, Sarasota, FL 34242

    Starting at $299/night! Explore a luxurious studio-style condominium at Casa Mar, featuring one bathroom and a queen-sized murphy bed. This elegant retreat boasts a fully equipped kitchen that flows into a spacious dining area, ideal for hosting guests. Benefit from the convenience of a private carport just a few steps away from your residence. Casa Mar offers an impressive range of amenities,

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 68, Sarasota, FL 34242
  • /2

    $860,000

    Sold Oct 03, 2025

    1055 Beach Rd Unit B302, Sarasota, FL 34242

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

    Last Sold Summary

    • 7% Below List Price
    • $714/SF
    • 262 Days On Market

    Current Estimated Value $861,214

    Last Listing Agent Michele Tanner PREFERRED SHORE LLC

    1055 Beach Rd Unit B302, Sarasota, FL 34242
    • /57

      Est $701,671

      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

  • /39

    $1,495,000

    • 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
  • /13

    $8,700 Per Month

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

    6020 Midnight Pass Rd Unit 35, Sarasota, FL 34242

    Toes in the sand and sunshine on your shoulder—welcome home to the spacious one-bedroom Villa 35 at Aloha Kai. This beautifully updated villa features granite countertops in both the kitchen and bath, while the bedroom offers ample space and a large closet. The open-concept layout extends to a front porch enclosed with windows and blinds, providing additional living space and privacy. Located on

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 35, Sarasota, FL 34242
  • /2

    $1,600,000

    Sold Mar 12, 2026

    5121 Sandy Shore Ave, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 2,726 Sq Ft
    • Built 2000

    Last Sold Summary

    • $587/SF

    Current Estimated Value $1,610,803

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

    5121 Sandy Shore Ave, Sarasota, FL 34242
    • /21

      Est $557,937

      Not Listed For Sale

      5128 Calle Minorga Unit 5128, Sarasota, FL 34242

      • 2 Beds
      • 1 Bath
      • 766 Sq Ft
      • Built 1965
      5128 Calle Minorga Unit 5128, Sarasota, FL 34242

      Last Sold Summary

      • 4 Days On Market

  • /37

    $1,095,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,314 Sq Ft

    5151 Saint Albans Ave, Sarasota, FL 34242

    Under contract-accepting backup offers. Charming Coastal Oasis in the Heart of Siesta KeyNestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly

    Dianne Anderson COMPASS FLORIDA LLC

    5151 Saint Albans Ave, Sarasota, FL 34242
  • /20

    $5,070 Per Month

    • 1 Bath
    • 435 Sq Ft
    • House for Rent

    6006 Midnight Pass Rd Unit 10, Sarasota, FL 34242

    Starting at $169/night. Discover the perfect beach getaway at our charming studio, ideally located on the beautiful Siesta Key. Just steps from the pristine white sands of Siesta Beach, this cozy, well-appointed retreat is perfect for couples or solo travelers seeking a relaxing escape. The studio features a comfortable queen-size bed, a cozy seating area, and a flat-screen TV for your

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 10, Sarasota, FL 34242
  • /2

    $370,000

    Sold Apr 22, 2026

    1257 S Portofino Dr Unit 203, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft
    • Built 1968

    Last Sold Summary

    • $398/SF
    • 3 Days On Market

    Current Estimated Value $375,057

    Last Listing Agent Melissa Gissinger MICHAEL SAUNDERS & COMPANY

    1257 S Portofino Dr Unit 203, Sarasota, FL 34242
    • /64

      Est $601,784

      Not Listed For Sale

      225 Hourglass Way Unit 307, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,271 Sq Ft
      • Built 1969
      225 Hourglass Way Unit 307, Sarasota, FL 34242

      Last Sold Summary

      • 3 Days On Market

  • /57

    $1,279,000

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

    6140 Midnight Pass Rd Unit 606, Sarasota, FL 34242

    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 has never been in a rental program,

    Brian Partie ENGEL + VOELKERS SARASOTA

    6140 Midnight Pass Rd Unit 606, Sarasota, FL 34242
  • /21

    $5,370 Per Month

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

    6006 Midnight Pass Rd Unit 71, Sarasota, FL 34242

    Starting at $179/night! Welcome to your vibrant beachside retreat! This charming ground-level condo features a spacious bedroom with a king bed, a sleeper sofa in the living room, and a full bathroom—perfect for relaxation and adventure. Whip up delicious meals in the fully equipped kitchen and enjoy them in the cozy dining area nearby. Convenience is at your fingertips with your own private

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 71, Sarasota, FL 34242
  • /2

    $2,535,000

    Sold Feb 13, 2026

    4757 Higel Ave, Sarasota, FL 34242

    • 4 Beds
    • 3.5 Baths
    • 3,232 Sq Ft
    • Built 1990

    Last Sold Summary

    • 8% Below List Price
    • $784/SF
    • 44 Days On Market

    Current Estimated Value $2,550,425

    Last Listing Agent Victoria Turner MICHAEL SAUNDERS & COMPANY

    4757 Higel Ave, Sarasota, FL 34242
    • /34

      Est $606,549

      Not Listed For Sale

      4660 Ocean Blvd Unit F1, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1971
      4660 Ocean Blvd Unit F1, Sarasota, FL 34242

      Last Sold Summary

      • 48 Days On Market

  • /48

    $850,000

    $75K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft

    1055 W Peppertree Dr Unit 102AA, Sarasota, FL 34242

    Under contract-accepting backup offers. Rare opportunity to own one of the most resilient and desirable residences on Siesta Key! This 2-bedroom, 2-bath condominium offers 1,163 square feet of living space (1,462 gross square feet) and is ideally positioned on the west side of the building on an elevated first floor, approximately 15 feet above sea level. It is also the closest high-rise

    Tanya Stutzman REALTY HUB

    1055 W Peppertree Dr Unit 102AA, Sarasota, FL 34242
  • /26

    $9,225 Per Month

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft
    • Apartment for Rent

    1125 W Peppertree Dr Unit 402, Sarasota, FL 34242

    Stylish 2-Bedroom, 2-Bathroom Condo in Peppertree Bay - Siesta Key, FLLooking for the perfect vacation getaway? This stunning 2-bedroom, 2-bathroom condo in the desirable Peppertree Bay community is just what you need! Nestled on the fourth floor, this high-rise retreat offers tranquil pond views and a serene atmosphere.The unit features assigned covered parking under the building for

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1125 W Peppertree Dr Unit 402, Sarasota, FL 34242
  • /2

    $2,900,000

    Sold Jul 31, 2025

    875 Siesta Key Cir, Sarasota, FL 34242

    • 3 Beds
    • 3.5 Baths
    • 5,423 Sq Ft
    • Built 1990

    Last Sold Summary

    • 23% Below List Price
    • $535/SF
    • 117 Days On Market

    Current Estimated Value $3,175,255

    Last Listing Agent Thomas Cail RE/MAX ALLIANCE GROUP

    875 Siesta Key Cir, Sarasota, FL 34242
    • /2

      Est $2,061,988

      Not Listed For Sale

      5159 Oxford Dr, Sarasota, FL 34242

      • 3 Beds
      • 4 Baths
      • 2,692 Sq Ft
      • Built 1996
      5159 Oxford Dr, Sarasota, FL 34242

      Last Sold Summary

      • 122 Days On Market

Showing Results 361 - 400, Page 10 of 18

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