9,345

Siesta Key, FL Homes

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  • /58

    $659,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    4660 Ocean Blvd Unit E2, Sarasota, FL 34242

    Under contract-accepting backup offers. FULL GULF & SUNSET VIEWS---You will be WOWED by this TURNKEY FURNISHED Siesta Key residence, just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach....This Well-Appointed, Spacious & Pet Friendly Two Bedroom/2 Bath condo has many desired UPDATES: Impact Windows/Sliders; Vinyl Plank Flooring Throughout; Custom Millwork& Plantation

    Michael A Martino KELLER WILLIAMS ON THE WATER S

    4660 Ocean Blvd Unit E2, Sarasota, FL 34242
  • /14

    $8,370 per month

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

    6020 Midnight Pass Rd Unit 54, Sarasota, FL 34242

    Villa 54 at Aloha Kai is your ideal beach retreat, spacious, sun-filled, and designed for total relaxation. This corner villa features an open floor plan with abundant natural light, custom cabinetry, and thoughtful upgrades throughout. The updated kitchen includes stainless steel appliances and is fully equipped to make meal prep easy, while the in-unit washer and dryer add everyday convenience

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 54, Sarasota, FL 34242
  • /2

    $850,000 Sold Jun 05, 2025

    5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,471 Sq Ft
    • Built 1984

    Last Sold Summary

    • 17% Below List Price
    • $578/SF
    • 165 Days On Market

    Current Estimated Value $897,919

    Last Listing Agent Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242
    • /54

      Est $454,569 Not Listed For Sale

      6157 Midnight Pass Rd Unit B31, Sarasota, FL 34242

      • 2 Beds
      • 1 Bath
      • 690 Sq Ft
      • Built 1974
      6157 Midnight Pass Rd Unit B31, Sarasota, FL 34242

      Last Sold Summary

      • 15% Below List Price
      • $775/SF
      • 4 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Amanda Ortiz OPTIMUS CREIA

  • /35

    $734,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242

    Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized

    Roger Pettingell COLDWELL BANKER REALTY

    1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242
  • /25

    $27,000 per month

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 26, Sarasota, FL 34242

    When only the best will do, Villa 26 at Aloha Kai is the perfect choice. Beautifully updated with meticulous attention to detail, this beachfront villa offers an ideal retreat where you can watch shorebirds, dolphins, and breathtaking sunsets from your private porch. The kitchen is a chef’s dream, while the bathrooms provide a spa-like experience for ultimate relaxation. Located on Siesta Key, a

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 26, 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 $397,686

    Last Listing Agent Veronica Murphy KELLER WILLIAMS ON THE WATER S

    116 Pass Key Rd Unit 116, Sarasota, FL 34242
    • /26

      Est $615,663 Not Listed For Sale

      6157 Midnight Pass Rd Unit A52, Sarasota, FL 34242

      • 2 Beds
      • 2.5 Baths
      • 1,332 Sq Ft
      • Built 1974
      6157 Midnight Pass Rd Unit A52, Sarasota, FL 34242

      Last Sold Summary

      • 12% Below List Price
      • $526/SF
      • 205 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Mark Zervos PLATINUM REAL ESTATE

  • /71

    $699,000 Open Sat 11AM - 2PM

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

    101 Whispering Sands Dr Unit 105, Sarasota, FL 34242

    INCREDIBLE VIEWS!.....INCREDIBLE LOCATION!.....INCREDIBLE COMMUNITY!....You will be Impressed by this Special & Rare Opportunity for TURNKEY FURNISHED Residence with FULL WATER VIEWS throughout all Living Areas!..... Located in the Whispering Sands Community you will be able to WALK to the adjacent Village as well as ENJOY over 800' of PRIVATE deeded "white baby powder quartz sands" Beach Access;

    Michael A Martino KELLER WILLIAMS ON THE WATER S

    101 Whispering Sands Dr Unit 105, Sarasota, FL 34242
  • /11

    $7,470 per month

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

    6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242

    Villa 38 at Aloha Kai offers a spacious living area that opens onto an enclosed porch—perfect for enjoying your morning coffee. Its unique design features beamed ceilings and eclectic furnishings, creating a charming beach bungalow atmosphere. The fully equipped kitchen has everything you need to prepare meals to enjoy on the patio, and a convenient walk-in shower adds to your comfort. Located on

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242
  • /2

    $1,200,000 Sold May 07, 2025

    822 Paradise Way, Sarasota, FL 34242

    • 3 Beds
    • 2.5 Baths
    • 1,517 Sq Ft
    • Built 1962

    Last Sold Summary

    • 8% Below List Price
    • $791/SF
    • 14 Days On Market

    Current Estimated Value $1,158,692

    Last Listing Agent Sue Ann Levin COLDWELL BANKER REALTY

    822 Paradise Way, Sarasota, FL 34242
    • /2

      Est $3,375,815 Not Listed For Sale

      722 Siesta Key Cir, Sarasota, FL 34242

      • 4 Beds
      • 4.5 Baths
      • 3,488 Sq Ft
      • Built 2024
      722 Siesta Key Cir, Sarasota, FL 34242

      Last Sold Summary

      • 5% Below List Price
      • $1,015/SF
      • 311 Days On Market

      Last Sold Price $3,540,000

      Last Listing Agent Karen Greco GRECO REAL ESTATE

  • /46

    $1,385,000

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

    5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242

    Welcome to an exceptional new offering in the highly sought-after Sarasota Surf & Racquet Club. Perfectly positioned on the 7th floor of the coveted tower building, this beautifully upgraded two-bedroom, two-bath residence captures expansive views and cooling Gulf breezes while delivering a refined, move-in-ready coastal experience. The thoughtfully renovated kitchen has been redesigned to

    Rudy Dudon MICHAEL SAUNDERS & COMPANY

    5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242
  • /18

    $7,470 per month

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

    6020 Midnight Pass Rd Unit 14A, Sarasota, FL 34242

    A wonderful beach vacation awaits you at Villa 14A at Aloha Kai, an updated villa just steps from the beach. Featuring two double beds, it’s an ideal spot for a girlfriend getaway. Start your day with a leisurely walk along the shore, then spend the afternoon relaxing on the front porch or back patio. For a perfect evening, visit a local waterfront restaurant to enjoy a sunset cocktail and

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 14A, 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 $780,553

    Last Listing Agent Marc Overfelt FLORIDA BAY REALTY INC

    4894 Oxford Dr, Sarasota, FL 34242
    • /2

      Est $590,062 Not Listed For Sale

      915 Beach Rd Unit 419, Sarasota, FL 34242

      • 2 Beds
      • 1 Bath
      • 753 Sq Ft
      • Built 1972
      915 Beach Rd Unit 419, Sarasota, FL 34242

      Last Sold Summary

      • 9% Below List Price
      • $863/SF

      Last Sold Price $650,000

      Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

  • /2

    $3,400,000 New Construction

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

    4185 Roberts Point Lot 18 Cir, Sarasota, FL 34242

    Pre-Construction. 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. Step inside

    Holly Wikfors 1ST CLASS REAL ESTATE SUNCOAST

    4185 Roberts Point Lot 18 Cir, 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

    $910,000 Sold Apr 22, 2025

    5300 Ocean Blvd Unit 803, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft
    • Built 1973

    Last Sold Summary

    • 37% Below List Price
    • $662/SF
    • 267 Days On Market

    Current Estimated Value $914,378

    Last Listing Agent Diane Goodwin EXP REALTY LLC

    5300 Ocean Blvd Unit 803, Sarasota, FL 34242
    • /65

      Est $800,579 Not Listed For Sale

      1100 Cove II Place Unit 933, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,458 Sq Ft
      • Built 1979
      1100 Cove II Place Unit 933, Sarasota, FL 34242

      Last Sold Summary

      • 3% Below List Price
      • $566/SF
      • 2 Days On Market

      Last Sold Price $825,000

      Last Listing Agent Marlene Marshall Michael Saunders

  • /69

    $975,000

    • 4 Beds
    • 2 Baths
    • 1,859 Sq Ft

    630 Venice Ln, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Nestled near the gentle waters of Roberts Bay, this enchanting Siesta Key home rests on a quiet cul de sac street where the only sounds are the whisper of palms and the laughter of neighbors walking by. T location captures the essence of island life — peaceful, private, and just moments from where the sun dips into the Gulf. A short stroll or quick

    Rudy Dudon MICHAEL SAUNDERS & COMPANY

    630 Venice Ln, Sarasota, FL 34242
  • /24

    $8,370 per month

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

    6020 Midnight Pass Rd Unit 40, Sarasota, FL 34242

    New photos coming soon! Villa 40 at Aloha Kai offers the perfect beach getaway. With tile floors, tranquil furnishings, and a beautifully updated bath featuring a walk-in shower, this villa invites you to kick off your shoes and stay awhile. The primary bedroom includes an en suite half bath for added privacy and comfort. Enjoy your morning coffee on the enclosed porch or the open patio before

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 40, 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 $606,080

    Last Listing Agent Tracy Srodes FINE PROPERTIES

    199 Whispering Sands Dr Unit 105, Sarasota, FL 34242
    • /34

      Est $556,009 Not Listed For Sale

      1500 Cove II Place Unit 533, Sarasota, FL 34242

      • 2 Beds
      • 1.5 Baths
      • 860 Sq Ft
      • Built 1979
      1500 Cove II Place Unit 533, Sarasota, FL 34242

      Last Sold Summary

      • 14% Below List Price
      • $756/SF
      • 41 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Regina Putrino WILLIAM RAVEIS REAL ESTATE

  • /17

    $3,000,000 Pending

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

    4651 Higel Ave, Sarasota, FL 34242

    Paradise found! This stunning, sturdy and stylish home has undergone extensive renovation, but the position of this home on the Grand Canal is the true show stopper. Just one bridge separates you from the crystal blue waters of Roberts Bay. A corner lot with boating waters to the east and south means panoramic views of the deep water canal. The pool, spa and gorgeous paver deck will be your

    Rudy Dudon MICHAEL SAUNDERS & COMPANY

    4651 Higel Ave, Sarasota, FL 34242
  • /29

    $8,370 per month

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

    6020 Midnight Pass Rd Unit 56, Sarasota, FL 34242

    Light, bright, and beachy—Villa 56 at Aloha Kai welcomes you with its retro charm and casual coastal elegance. The inviting interior is enhanced by an updated bath that offers a spa-like retreat, perfect for unwinding after a sun-soaked day at the beach or an afternoon exploring the shops and restaurants in town. In the evening, enjoy a peaceful sunset stroll along the shoreline, then return to

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 56, Sarasota, FL 34242
  • /2

    $482,500 Sold Jun 06, 2025

    5643 Midnight Pass Rd Unit 909, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Built 1975

    Last Sold Summary

    • 3% Below List Price
    • $477/SF
    • 7 Days On Market

    Current Estimated Value $466,611

    Last Listing Agent Linda Williams GULF SHORES REALTY ERA POWERED

    5643 Midnight Pass Rd Unit 909, Sarasota, FL 34242
    • /61

      Est $689,303 Not Listed For Sale

      6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,068 Sq Ft
      • Built 1968
      6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242

      Last Sold Summary

      • 17% Below List Price
      • $777/SF
      • 28 Days On Market

      Last Sold Price $830,000

      Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

  • /40

    $690,000 Open House 3/13

    • 1 Bed
    • 1 Bath
    • 522 Sq Ft

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242

    BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home,

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242
  • /29

    $7,470 per month

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

    6020 Midnight Pass Rd Unit 11, Sarasota, FL 34242

    Feel the sun on your shoulders and sand between your toes when you choose the updated Villa 11 at Aloha Kai. With a spacious front porch and a back patio, this villa offers plenty of opportunities to make the most of your beach getaway. Just steps from the pool and private beach, it’s an ideal retreat for sun lovers. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 11, 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 $837,007

    Last Listing Agent Michele Tanner PREFERRED SHORE LLC

    1055 Beach Rd Unit B302, Sarasota, FL 34242
    • /2

      Est $974,423 Not Listed For Sale

      6145 Midnight Pass Rd Unit F6, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,212 Sq Ft
      • Built 1968
      6145 Midnight Pass Rd Unit F6, Sarasota, FL 34242

      Last Sold Summary

      • 7% Above List Price
      • $751/SF
      • 129 Days On Market

      Last Sold Price $910,000

      Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

  • /12

    $5,499,000 Open Sat 7AM - 10AM

    • 5 Beds
    • 5 Baths
    • 4,195 Sq Ft

    539 Avenida Del Norte, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. EXQUISITE NEW CONSTRUCTION ON SIESTA KEY: ISLAND LUXURY REDEFINED | Estimated to be substantially completed by 4/30/2026 | A rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible

    Lisa Otte DOUGLAS ELLIMAN

    539 Avenida Del Norte, Sarasota, FL 34242
  • /16

    $9,000 per month

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

    6020 Midnight Pass Rd Unit 53, Sarasota, FL 34242

    Beach or pool today? Or perhaps you'd rather stay in and enjoy a good book on the charming porch of Villa 53 at Aloha Kai. This beautifully remodeled retreat features an updated kitchen and bath, paired perfectly with coastal-inspired furnishings that create a relaxing home away from home. The spacious bedroom offers generous closet space, ensuring comfort and convenience during your stay.

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 53, 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 $1,745,695

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

    5121 Sandy Shore Ave, Sarasota, FL 34242
    • /63

      Est $663,749 Not Listed For Sale

      6145 Midnight Pass Rd Unit F3, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,068 Sq Ft
      • Built 1968
      6145 Midnight Pass Rd Unit F3, Sarasota, FL 34242

      Last Sold Summary

      • 9% Below List Price
      • $681/SF
      • 83 Days On Market

      Last Sold Price $727,000

      Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

  • /70

    $849,900

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242

    Are you looking for new? Welcome to your fully renovated, turnkey Siesta Key villa, where everything is new from top to bottom! On the Gulf side with direct beach access, this stunning two-bedroom, two-bath coastal retreat has been beautifully transformed into a modern beachside haven. Every detail has been redone with quality and style, such as new kitchen, furnishings and décor, ready for you

    Jaci Krawtschenko PREMIER SOTHEBY'S INTERNATIONAL REALTY

    6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242
  • /16

    $8,370 per month

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

    6020 Midnight Pass Rd Unit 45, Sarasota, FL 34242

    Villa 45 at Aloha Kai is a light-filled coastal retreat featuring an updated kitchen that perfectly complements its bright, beachy furnishings. Whether you prefer a refreshing swim in the Gulf of Mexico or a relaxing afternoon by the pool, the choice is yours. With a king bed and two twin beds, this villa comfortably accommodates guests, making it ideal for a family visit. The front porch and

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 45, 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 $2,659,654

    Last Listing Agent Victoria Turner MICHAEL SAUNDERS & COMPANY

    4757 Higel Ave, Sarasota, FL 34242
    • /2

      Est $1,753,711 Not Listed For Sale

      1660 Summerhouse Ln Unit 701, Sarasota, FL 34242

      • 3 Beds
      • 3.5 Baths
      • 2,490 Sq Ft
      • Built 2007
      1660 Summerhouse Ln Unit 701, Sarasota, FL 34242

      Last Sold Summary

      • 4% Below List Price
      • $733/SF
      • 328 Days On Market

      Last Sold Price $1,825,000

      Last Listing Agent Mel Goldsmith Michael Saunders

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