9,261

Siesta Key, FL Homes

Section Image
  • /52

    $824,000

    Open House 9/06
    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    1187 Lake House Cir Unit C127, Sarasota, FL 34242

    Experience effortless island living in this immaculate, beautifully renovated 2-bedroom, 2-bath residence ideally situated directly across from world-famous Siesta Key Beach. The bright, open interior features a stylish kitchen with granite countertops and stainless-steel appliances. Hurricane-impact windows and sliding glass doors provide added security and efficiency, while the private lanai

    Angela Adams MICHAEL SAUNDERS & COMPANY

    1187 Lake House Cir Unit C127, Sarasota, FL 34242
  • /42

    Call for Price

    • 1 Bed
    • 1 Bath
    • 820 Sq Ft
    • Condo for Rent

    797 Beach Rd Unit 305, Sarasota, FL 34242

    Welcome to Your Slice of Paradise – Crescent Royale 3053D Tour URL: AVAILABILITY, PRICING and BOOKING HERE: Note: 7 day minimum required booking.Fully remodeled and infused with a modern coastal flair, this deluxe one-bedroom, one-bath condo is the ultimate Siesta Key escape. With over 820 square feet of bright, open living space, you’ll find all the bells and

    797 Beach Rd Unit 305, Sarasota, FL 34242
  • /2

    $4,000,000

    Sold Apr 08, 2026

    7707 Midnight Pass Rd, Sarasota, FL 34242

    • Land
    • 2 Acres
    • $2,000,000 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 462 Days On Market

    Current Estimated Value $4,005,500

    Last Listing Agent Lisa Maria 1ST VISION REALTY OF FLORIDA I

    7707 Midnight Pass Rd, Sarasota, FL 34242
    • /2

      Est $604,312

      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

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

  • /12

    $4,795,000

    New Construction
    • 4 Beds
    • 5 Baths
    • 3,935 Sq Ft

    4857 Primrose Path, Sarasota, FL 34242

    Pre-Construction. To be built. New construction waterfront residence on Siesta Key featuring warm modern coastal architecture, clean lines, and natural materials thoughtfully curated throughout. Located at 4857 Primrose Path, this canal-front home offers approximately 3,935 square feet of air-conditioned living space with 4 bedrooms, expansive indoor-outdoor entertaining spaces, and a private

    Carolyn LoBue PREFERRED SHORE LLC

    4857 Primrose Path, Sarasota, FL 34242
  • /30

    $4,000 Per Month

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

    1215 S Portofino Dr Unit 308, Sarasota, FL 34242

    BEAUTIFUL WATERFRONT CONDO IN SIESTA HARBOR! CANAL VIEWS • BEACH ACCESS • BOAT SLIPS ON SITE REASONABLY PRICE, CHECK AVAILABILITY. Condo available through January 15, 2027 or April 2027! Step into coastal luxury in this private, beautifully furnished corner end-unit in the highly sought-after Dolphin Building of Siesta Harbor. Enjoy gorgeous water views of the canal from your enclosed hurricane

    Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC

    1215 S Portofino Dr Unit 308, Sarasota, FL 34242
  • /2

    $2,875,000

    Sold Oct 24, 2025

    5169 Sandy Shore Ave, Sarasota, FL 34242

    • 3 Beds
    • 3.5 Baths
    • 2,885 Sq Ft
    • Built 2015

    Last Sold Summary

    • 18% Below List Price
    • $997/SF
    • 219 Days On Market

    Current Estimated Value $2,902,412

    Last Listing Agent Andy Barnhardt WATERSIDE REALTY LLC

    5169 Sandy Shore Ave, Sarasota, FL 34242
    • /2

      Est $514,398

      Not Listed For Sale

      147 Whispering Sands Dr Unit V-29, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,264 Sq Ft
      • Built 1968
      147 Whispering Sands Dr Unit V-29, Sarasota, FL 34242

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

  • /9

    $3,400,000

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

    4185 Roberts Point Cir, Sarasota, FL 34242

    Under Construction. To be built. Brought to you by Noah Thomas Builders, masterfully designed in timeless West Indies coastal style and located in the exclusive Roberts Point enclave on Siesta Key. This exquisite residence blends architectural elegance with modern coastal engineering, offering both refined beauty and peace of mind in one of Sarasota’s most desirable island settings. Constructed

    Cory Jursik SHORE PROPERTY GROUP

    4185 Roberts Point Cir, Sarasota, FL 34242
  • /25

    $2,500 Per Month

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

    111 Pass Key Rd, Siesta Key, FL 34242

    Siesta Key condo on Big Pass in extremely quiet complex — yet only a 5-minute walk to Siesta Village — due to a 30-day minimum rental per HOA that keeps out the short-term renters and partiers, ensuring a year-round peaceful experience!In this tree-lined “Old Florida” seaside getaway sits an updated 1 Bed 1 Bath, first floor condo, in Sandy Cove II in beautiful Sarasota, FL. A quiet and

    111 Pass Key Rd, Siesta Key, FL 34242
  • /2

    $975,000

    Sold Dec 09, 2025

    568 Venice Ln, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 1,818 Sq Ft
    • Built 1975

    Last Sold Summary

    • 13% Below List Price
    • $536/SF
    • 141 Days On Market

    Current Estimated Value $1,046,127

    Last Listing Agent Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

    568 Venice Ln, Sarasota, FL 34242
    • /65

      Est $785,042

      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

      • 2 Days On Market

      Last Listing Agent Marlene Marshall MICHAEL SAUNDERS & COMPANY

  • /56

    $1,050,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,361 Sq Ft

    5780 Midnight Pass Rd Unit 407, Sarasota, FL 34242

    Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heartof Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring costal decor with modern neutral colors.This unit is nestled in B Building with direct beach access which is just steps away from your front door. Enjoy breath taking sunsets from your personal balcony orhead down to the

    Sylvia Wilk PREFERRED SHORE LLC

    5780 Midnight Pass Rd Unit 407, 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

    $869,000

    Sold Mar 12, 2026

    795 Plymouth St, Sarasota, FL 34242

    • 4 Beds
    • 2.5 Baths
    • 1,967 Sq Ft
    • Built 1986

    Last Sold Summary

    • 24% Below List Price
    • $442/SF
    • 181 Days On Market

    Current Estimated Value $912,952

    Last Listing Agent Stephanie Church COLDWELL BANKER REALTY

    795 Plymouth St, Sarasota, FL 34242
    • /2

      Est $549,152

      Not Listed For Sale

      1700 Cove II Place Unit 311, Sarasota, FL 34242

      • 2 Beds
      • 1.5 Baths
      • 860 Sq Ft
      • Built 1979
      1700 Cove II Place Unit 311, Sarasota, FL 34242

      Last Sold Summary

      • 176 Days On Market

      Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

  • /58

    $1,790,000

    Open Sun 12PM - 3PM
    • 4 Beds
    • 3 Baths
    • 2,838 Sq Ft

    5334 Calle Florida, Sarasota, FL 34242

    Discover a rare opportunity on Palm Island, one of Siesta Key’s most distinctive residential enclaves, where quiet island living meets exceptional access to the very best of Sarasota’s Gulf Coast lifestyle. Ideally located at 5334 Calle Florida, this custom-built residence offers privacy and character while remaining just moments from the white sands of Siesta Key Beach, the Village, boating,

    Joey Lamielle RE/MAX ALLIANCE GROUP

    5334 Calle Florida, Sarasota, FL 34242
  • /42

    Call for Price

    • 1 Bed
    • 1 Bath
    • 820 Sq Ft
    • Condo for Rent

    797 Beach Rd Unit 305, Sarasota, FL 34242

    Welcome to Your Slice of Paradise – Crescent Royale 3053D Tour URL: AVAILABILITY, PRICING and BOOKING HERE: Note: 7 day minimum required booking.Fully remodeled and infused with a modern coastal flair, this deluxe one-bedroom, one-bath condo is the ultimate Siesta Key escape. With over 820 square feet of bright, open living space, you’ll find all the bells and

    797 Beach Rd Unit 305, Sarasota, FL 34242
  • /2

    $640,000

    Sold Dec 08, 2025

    141 Avenida Messina Unit 4, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,035 Sq Ft
    • Built 1966

    Last Sold Summary

    • 8% Below List Price
    • $618/SF
    • 60 Days On Market

    Current Estimated Value $637,656

    Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP

    141 Avenida Messina Unit 4, Sarasota, FL 34242
    • /61

      Est $691,170

      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

      • 28 Days On Market

      Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

  • /56

    $799,999

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    6005 Midnight Pass Rd Unit N4, Sarasota, FL 34242

    DEEDED SIESTA BEACH ACCESS! Perfect Snowbird Getaway! Mid Siesta Key, highly sought after, free-standing villa with it’s own private courtyard front, side and rear. Maintenance Free condo lifestyle that feels like a single family home. Situated in Provincial Gardens on a lushly landscaped and tree canopied street of only 26 units offering old Florida charm. This updated, Turnkey Furnished 2

    Linda Starcher, PA RE/MAX ALLIANCE GROUP

    6005 Midnight Pass Rd Unit N4, Sarasota, FL 34242
  • /10

    $8,340 Per Month

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

    6154 Midnight Pass Rd Unit C06, Sarasota, FL 34242

    C6 is a lovely unit, has been remodeled and is awaiting your arrival. It can accommodate up to 6. The spacious living room/dining room has all new furniture, including a large couch, two recliners, coffee, and end tables. In the dining area you will find a new dining table and chairs and a ceiling fan. There is also a wall-mounted 55” UHD Smart TV. The very large Master Bedroom has a king-size

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit C06, Sarasota, FL 34242
  • /2

    $690,000

    Sold Feb 06, 2026

    204 Hourglass Way Unit V9, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,327 Sq Ft
    • Built 1968

    Last Sold Summary

    • 8% Below List Price
    • $520/SF
    • 22 Days On Market

    Current Estimated Value $675,649

    Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

    204 Hourglass Way Unit V9, Sarasota, FL 34242
    • /2

      Est $810,035

      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

      • 129 Days On Market

      Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

  • /67

    $4,500,000

    • 5 Beds
    • 7 Baths
    • 3,891 Sq Ft

    1142 Windsong Ln Unit A, Sarasota, FL 34242

    There is only one — Siesta Springs.Some homes provide an escape. Others invite renewal.Inspired by the restorative rhythm of island living, Siesta Springs is a residence where every detail feels fresh, intentional, and connected to its surroundings. Driftwood-inspired finishes, layered coastal hues, and natural textures create a home that feels both contemporary and timeless—capturing the

    Rudy Dudon MICHAEL SAUNDERS & COMPANY

    1142 Windsong Ln Unit A, Sarasota, FL 34242
  • /20

    $5,800 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,288 Sq Ft
    • House for Rent

    5157 Sandy Beach Ave, Siesta Key, FL 34242

    ANNUAL RENTAL. Stay at this large Key West style Siesta Key home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle ride in the mornings to grab some breakfast or a coffee. 4 bedrooms and 2.5 baths brings you back inside with a large open

    5157 Sandy Beach Ave, Siesta Key, FL 34242
  • /2

    $599,000

    Sold Nov 14, 2025

    5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,447 Sq Ft
    • Built 1984

    Last Sold Summary

    • 20% Below List Price
    • $414/SF
    • 314 Days On Market

    Current Estimated Value $644,799

    Last Listing Agent Katie Cintron COLDWELL BANKER REALTY

    5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242
    • /63

      Est $636,862

      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

      • 83 Days On Market

      Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

  • /37

    $8,500,000

    $250K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 4,750 Sq Ft

    648 Beach Rd, Sarasota, FL 34242

    Welcome back to 648 Beach Road, you’ve seen it before, but it’s better than ever. Reconstructed, reimagined, and elevated in every detail, this extraordinary residence delivers the same breathtaking, front-row views you remember... with an entirely new feel that’s fresh, refined, and built for the way you live now. This expansive three-bedroom retreat lives like a private resort, with the space

    Inbal August DOUGLAS ELLIMAN

    648 Beach Rd, Sarasota, FL 34242
  • /10

    $7,500 Per Month

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

    6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242

    This comfortable large 2 bedrooms 2 bathrooms villa is just steps away from Casa Blanca. Steps to the the white pristine beach voted #1 and the over sized pool for a cool dip. This villa comfortably sleeps up to 4 with a king size and 2 twin beds. Shopping and restaurants within steps or ride the trolley into Siesta Key Village or south to Turtle Beach. Come relax and enjoy the gulf breezes in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
  • /2

    $450,000

    Sold Nov 06, 2025

    5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242

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

    Last Sold Summary

    • 9% Below List Price
    • $445/SF
    • 152 Days On Market

    Current Estimated Value $466,731

    Last Listing Agent David Anthony MICHAEL SAUNDERS & COMPANY

    5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242
    • /2

      Est $1,841,518

      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

      • 328 Days On Market

      Last Listing Agent Mel Goldsmith MICHAEL SAUNDERS & COMPANY

  • /30

    $525,000

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

    5830 Midnight Pass Rd Unit 29, Sarasota, FL 34242

    SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards

    Cristina Campbell VUE REALTY, LLC

    5830 Midnight Pass Rd Unit 29, Sarasota, FL 34242
  • /21

    $8,970 Per Month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 22, Sarasota, FL 34242

    Villa 22 at Aloha Kai is where memories are made while spending time at the beach with family and friends, offering the perfect spacious setting. Its open floor plan fosters conversation and connection, encouraging moments away from screens. After a day of sunshine and sandy toes, gather in the updated kitchen, featuring a casual dining bar designed to invite everyone to join in meal preparation.

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 22, Sarasota, FL 34242
  • /2

    $913,500

    Sold Oct 10, 2025

    5385 Avenida Del Mare, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 2,956 Sq Ft
    • Built 1981

    Last Sold Summary

    • 39% Below List Price
    • $309/SF
    • 96 Days On Market

    Current Estimated Value $1,041,801

    Last Listing Agent Tracey Bodmer THE BREEZE REALTY GROUP INC

    5385 Avenida Del Mare, Sarasota, FL 34242
    • /60

      Est $1,317,142

      Not Listed For Sale

      1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

      • 3 Beds
      • 2.5 Baths
      • 2,110 Sq Ft
      • Built 2007
      1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

      Last Sold Summary

      • 175 Days On Market

      Last Listing Agent Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

  • /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
  • /57

    $7,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Property for Rent

    4660 Ocean Blvd Unit N1, Sarasota, FL 34242

    Escape to Paradise on Siesta Key! Your dream seasonal getaway awaits at 4660 Ocean Blvd Unit N1, Sarasota, FL 34242. Immerse yourself in the tranquil beauty of the Gulf Coast, where pristine sands meet crystal-clear waters.This exquisite 2-bedroom, 2-bathroom condo is your ticket to an unforgettable retreat. Step into your sun-drenched sanctuary, tastefully furnished to embody comfort and

    Robert Bevington SHOWTIME REALTY

    4660 Ocean Blvd Unit N1, Sarasota, FL 34242
  • /2

    $1,225,000

    Sold Mar 30, 2026

    6140 Midnight Pass Rd Unit 407, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,521 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Below List Price
    • $805/SF
    • 25 Days On Market

    Current Estimated Value $1,272,794

    Last Listing Agent Brian Partie DOUGLAS ELLIMAN

    6140 Midnight Pass Rd Unit 407, 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

Showing Results 281 - 320, Page 8 of 18

How to Buy a Home How to Finance a Home How to Sell a Home