9,260

Siesta Key, FL Homes

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  • /45

    $620,000

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 836 Sq Ft

    6154 Midnight Pass Rd Unit 7, Sarasota, FL 34242

    Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity to own in one of Sarasota’s most iconic Gulf-front communities. Casa Blanca is a unique collection of individually owned villas and apartments, each thoughtfully furnished and appointed for effortless coastal living or

    Joel Schemmel DOUGLAS ELLIMAN

    6154 Midnight Pass Rd Unit 7, Sarasota, FL 34242
  • /15

    $8,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,363 Sq Ft
    • Condo for Rent

    460 Beach Rd Unit A1, Sarasota, FL 34242

    Leased 2027 season! Available 7/1/2026-12/31/2026. Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai. Living room and dining area face the Gulf of Mexico which allows for beautiful sunsets. The condo is tastefully decorated with wood and tile floors. Cool off in the pool located next to the

    Brenda Cozy COLDWELL BANKER REALTY

    460 Beach Rd Unit A1, 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 $374,547

    Last Listing Agent Melissa Gissinger MICHAEL SAUNDERS & COMPANY

    1257 S Portofino Dr Unit 203, Sarasota, FL 34242
    • /35

      Est $595,103

      Not Listed For Sale

      915 Beach Rd Unit 114, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 940 Sq Ft
      • Built 1972
      915 Beach Rd Unit 114, Sarasota, FL 34242

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Colleen Finnegan RE/MAX ALLIANCE GROUP

  • /41

    $1,295,000

    • 3 Beds
    • 2 Baths
    • 2,216 Sq Ft

    5125 Sandy Beach Ave, Sarasota, FL 34242

    Island living begins here. Thoughtfully updated and meticulously maintained, this exceptional 2,216-square-foot, three-bedroom-plus-studio, two-bathroom residence seamlessly blends modern comforts with timeless coastal appeal in the heart of Siesta Key.From the moment you step through the front door, you're welcomed by a captivating view of the sparkling heated screened pool, setting the tone

    Victoria Turner MICHAEL SAUNDERS & COMPANY

    5125 Sandy Beach Ave, Sarasota, FL 34242
  • /24

    $9,300 Per Month

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

    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242

    This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.The condo is turnkey furnished including washer / dryer and private

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
  • /2

    $1,070,000

    Sold Aug 24, 2026

    5790 Midnight Pass Rd Unit 506, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,335 Sq Ft
    • Built 1979

    Last Sold Summary

    • 11% Below List Price
    • $801/SF
    • 112 Days On Market

    Current Estimated Value $1,138,385

    Last Listing Agent Lisa Gullick PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5790 Midnight Pass Rd Unit 506, Sarasota, FL 34242
    • /40

      Est $1,678,025

      Not Listed For Sale

      1260 Dolphin Bay Way Unit 301, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 2,200 Sq Ft
      • Built 1997
      1260 Dolphin Bay Way Unit 301, Sarasota, FL 34242

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Ethel Lovelace MICHAEL SAUNDERS & COMPANY

  • /85

    $1,125,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,433 Sq Ft

    5790 Midnight Pass Rd Unit 209, Sarasota, FL 34242

    Welcome to highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach! Where you'll be just steps to the No. 1 BEACH in the USA! As you enter the gated community, you will feel like you've landed in paradise as you make your way down the brick paved streets to the building closest to the beach. Offered TURN-KEY FURNISHED, this nicely updated 2-bedroom, 2-bathroom condo

    Jamie Mullis COLDWELL BANKER REALTY

    5790 Midnight Pass Rd Unit 209, Sarasota, FL 34242
  • /12

    $8,970 Per Month

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

    6020 Midnight Pass Rd Unit 59, Sarasota, FL 34242

    Villa 59 at Aloha Kai invites you to kick back and escape the traffic and long lines—no need to leave the property! Enjoy the pristine beach, the refreshing pool, and your fully equipped kitchen, all designed to make your stay effortless and relaxing. The comfortable furnishings and soothing neutral colors create a welcoming atmosphere where you can truly feel at home. Savor your morning coffee

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 59, 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 $2,519,269

    Last Listing Agent Victoria Turner MICHAEL SAUNDERS & COMPANY

    4757 Higel Ave, Sarasota, FL 34242
    • /2

      Est $663,193

      Not Listed For Sale

      1137 Lake House Cir Unit C215, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,352 Sq Ft
      • Built 1981
      1137 Lake House Cir Unit C215, Sarasota, FL 34242

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Mike Winger TIDELINE REAL ESTATE BROKERS

  • /39

    $2,495,000

    $455K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,796 Sq Ft

    6925 Bochi Cir, Sarasota, FL 34242

    Experience island living at its finest in this exceptional residence within the private, gated community of La Linda on Siesta Key. Just moments from the Gulf's turquoise waters, this stunning custom home combines refined design, impressive craftsmanship, and the relaxed elegance that makes Siesta Key one of Florida's most sought-after destinations.Spanning nearly 3,800 square feet across

    Gillian Redman REAL BROKER, LLC

    6925 Bochi Cir, Sarasota, FL 34242
  • /24

    $7,200 Per Month

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

    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242

    Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allowing you to unwind in style. From savoring a glass of fine wine on the expansive lanai to reveling in the convenience of a fully equipped, turnkey furnished unit complete with a washer/dryer and a

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
  • /76

    $4,325,000

    Sold Apr 17, 2026

    750 Siesta Key Cir, Sarasota, FL 34242

    • 4 Beds
    • 4.5 Baths
    • 4,213 Sq Ft
    • Built 2013

    Last Sold Summary

    • 11% Below List Price
    • $1,027/SF
    • 52 Days On Market

    Current Estimated Value $4,218,552

    Last Listing Agent Rich Polese COMPASS FLORIDA LLC

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

      Est $482,599

      Not Listed For Sale

      5855 Midnight Pass Rd Unit 201, Sarasota, FL 34242

      • 1 Bed
      • 1 Bath
      • 751 Sq Ft
      • Built 1976
      5855 Midnight Pass Rd Unit 201, Sarasota, FL 34242

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Lynn Brock BROCK REALTY INC.

  • /41

    $1,160,000

    • 3 Beds
    • 2 Baths
    • 2,272 Sq Ft

    5345 Siesta Ct, Sarasota, FL 34242

    Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the area’s most desirable neighborhoods. The layout provides excellent flexibility with both a living room and a separate family room, giving you plenty of space to relax or entertain guests. Oversized windows throughout the home bring

    Fred Sassen MICHAEL SAUNDERS & COMPANY

    5345 Siesta Ct, Sarasota, FL 34242
  • /17

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 48, Sarasota, FL 34242

    New photos coming soon! Villa 48 at Aloha Kai offers the perfect setting for your next beach escape. Located on Siesta Key—a popular barrier island on Florida’s West Coast—this family-friendly, gated resort community is nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its powdery white quartz sand and emerald-green waters, Siesta Key

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 48, Sarasota, FL 34242
  • /2

    $2,500,000

    Sold Dec 04, 2025

    91 Avenida Veneccia, Sarasota, FL 34242

    • 5 Beds
    • 4 Baths
    • 2,498 Sq Ft
    • Built 1946

    Last Sold Summary

    • 28% Below List Price
    • $1,001/SF
    • 202 Days On Market

    Current Estimated Value $2,544,143

    Last Listing Agent Christy Travis RE/MAX ALLIANCE GROUP

    91 Avenida Veneccia, Sarasota, FL 34242
    • /34

      Est $1,113,351

      Not Listed For Sale

      5579 Cape Aqua Dr, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,557 Sq Ft
      • Built 1973
      5579 Cape Aqua Dr, Sarasota, FL 34242

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Moe Mossa SAVVY AVENUE, LLC

  • /76

    $689,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    5855 Midnight Pass Rd Unit 510, Sarasota, FL 34242

    **Resort Style Living in the Heart of Siesta Key, For Those Who Desire The Active Life Style** Experience the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, a premier waterfront community overlooking Little Sarasota Bay with one of the lowest HOA's on the Key. This beautifully maintained turn-key furnished **2-bedroom, 2-bath residence** features a desirable **split floor plan**

    Julie Kell COLDWELL BANKER REALTY

    5855 Midnight Pass Rd Unit 510, Sarasota, FL 34242
  • /58

    $8,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,002 Sq Ft
    • House for Rent

    5640 Cape Leyte Dr, Sarasota, FL 34242

    It's all about the beach and the bourbon! This 1964 Siesta Key classic beach house with terrazzo flooring has been totally updated! So you and your family or friends can enjoy the 3 bedroom and 2 bathroom singly family home. The open floor plan makes plenty of space to cook in the fully equipped kitchen and hang in the living room or the enclosed lanai overlooking the pool! Take a stroll to the

    Beth Dilley ASCENDIA REAL ESTATE

    5640 Cape Leyte Dr, Sarasota, FL 34242
  • /2

    $1,650,000

    Sold Mar 26, 2026

    5348 Shadow Lawn Dr, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 2,477 Sq Ft
    • Built 1964

    Last Sold Summary

    • 8% Below List Price
    • $666/SF
    • 24 Days On Market

    Current Estimated Value $1,712,472

    Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5348 Shadow Lawn Dr, Sarasota, FL 34242
    • /55

      Est $841,174

      Not Listed For Sale

      777 Beach Rd Unit 5A, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,166 Sq Ft
      • Built 1970
      777 Beach Rd Unit 5A, Sarasota, FL 34242

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Bill McCue BRIGHT REALTY

  • /41

    $575,000

    $23K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 728 Sq Ft

    5830 Midnight Pass Rd Unit 61, Sarasota, FL 34242

    At its new price point, this fully remodeled beachfront villa offers something rare on Siesta Key. It is one of the most accessible ways to own on the Gulf here, with full resort amenities and real income potential. Jamaica Royale is a true beachfront community, with its own private white sand beach, three heated pools, and quiet garden pathways leading down to the shore. The interior has been

    Domanic Calamese KW COASTAL LIVING III

    5830 Midnight Pass Rd Unit 61, Sarasota, FL 34242
  • /10

    $7,500 Per Month

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

    6154 Midnight Pass Rd Unit C05, 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 C05, Sarasota, FL 34242
  • /2

    $625,000

    Sold Sep 30, 2025

    1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft
    • Built 1988

    Last Sold Summary

    • 16% Below List Price
    • $553/SF
    • 115 Days On Market

    Current Estimated Value $651,945

    Last Listing Agent Marni Hayden CHROME REALTY LLC

    1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242
    • /2

      Est $711,931

      Not Listed For Sale

      1113 Lake House Cir Unit C110, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,352 Sq Ft
      • Built 1981
      1113 Lake House Cir Unit C110, Sarasota, FL 34242

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Jennifer Putnam COLDWELL BANKER SARASOTA CENT.

  • /67

    $510,000

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

    225 Hourglass Way Unit 202, Sarasota, FL 34242

    Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed

    Harriet Stopher COLDWELL BANKER REALTY

    225 Hourglass Way Unit 202, Sarasota, FL 34242
  • /15

    $8,970 Per Month

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 2, Sarasota, FL 34242

    Villa 2 at Aloha Kai is beautifully situated on Siesta Key, a popular barrier island along Florida’s West Coast. This family-friendly, gated resort community is nestled in the heart of Crescent Beach, which is ranked as the number one beach in the continental United States. Known for its dazzling white quartz sand and vibrant emerald-green waters, Siesta Key is among Florida’s top vacation

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

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

    $635,000

    Sold Jan 30, 2026

    1255 E Peppertree Dr Unit 506, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,462 Sq Ft
    • Built 1972

    Last Sold Summary

    • 15% Below List Price
    • $434/SF
    • 256 Days On Market

    Current Estimated Value $666,030

    Last Listing Agent Patti O Grady WATERSIDE REALTY LLC

    1255 E Peppertree Dr Unit 506, Sarasota, FL 34242
    • /44

      Est $1,119,674

      Not Listed For Sale

      1137 Coquille St Unit 107, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 2,071 Sq Ft
      • Built 1983
      1137 Coquille St Unit 107, Sarasota, FL 34242

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Lorraine Neal MICHAEL SAUNDERS & COMPANY

  • /61

    $1,100,000

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft

    6234 Midnight Pass Rd Unit 307, Sarasota, FL 34242

    Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site

    Marlene Marshall MICHAEL SAUNDERS & COMPANY

    6234 Midnight Pass Rd Unit 307, Sarasota, FL 34242
  • /24

    $5,370 Per Month

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

    6006 Midnight Pass Rd Unit 22, Sarasota, FL 34242

    Starting at $179/night. Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, where comfort and style meet just steps from the beach. The spacious primary suite features a king-sized bed, while the fully equipped kitchen flows seamlessly into a generous dining area and inviting living room, perfect for relaxing or entertaining. Step outside to enjoy a screened-in lanai furnished

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 22, Sarasota, FL 34242
  • /2

    $520,000

    Sold Apr 02, 2026

    1140 S Moonmist Ct Unit M5, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1968

    Last Sold Summary

    • 5% Below List Price
    • $451/SF
    • 118 Days On Market

    Current Estimated Value $518,875

    Last Listing Agent Heide Crino BLUESRQ REAL ESTATE INC

    1140 S Moonmist Ct Unit M5, Sarasota, FL 34242
    • /48

      Est $1,245,490

      Not Listed For Sale

      5750 Midnight Pass Rd Unit 309, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,335 Sq Ft
      • Built 1984
      5750 Midnight Pass Rd Unit 309, Sarasota, FL 34242

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • /2

    $3,800,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,200 Sq Ft

    5531 Calle Del Verano, Sarasota, FL 34242

    Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders in a prime Siesta Key location. This contemporary coastal new construction at 5531 Calle del Verano showcases modern luxury paired with timeless island design—just ONE BLOCK from the powdery quartz sands of Siesta Key Beach, consistently ranked among the best beaches in the world. Thoughtfully engineered and built

    Cory Jursik SHORE PROPERTY GROUP

    5531 Calle Del Verano, Sarasota, FL 34242
  • /15

    $8,370 Per Month

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

    6154 Midnight Pass Rd Unit 14, 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 14, Sarasota, FL 34242
  • /2

    $632,500

    Sold Nov 12, 2025

    1200 E Peppertree Ln Unit 607, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1973

    Last Sold Summary

    • 27% Below List Price
    • $527/SF
    • 306 Days On Market

    Current Estimated Value $680,068

    Last Listing Agent Eliza Miller PEPPERTREE BAY REALTY INC

    1200 E Peppertree Ln Unit 607, Sarasota, FL 34242
    • /2

      Est $390,207

      Not Listed For Sale

      1300 N Portofino Dr Unit 205, Sarasota, FL 34242

      • 1 Bed
      • 2 Baths
      • 780 Sq Ft
      • Built 1969
      1300 N Portofino Dr Unit 205, Sarasota, FL 34242

      Last Sold Summary

      • 217 Days On Market

      Last Listing Agent Michael Albano, PA COLDWELL BANKER REALTY

Showing Results 401 - 440, Page 11 of 18

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