Siesta Key, FL Homes for Sale under $600,000

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  /52

  $489,000

  $36K PRICE DROP

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

  5681 Midnight Pass Rd Unit 104, Sarasota, FL 34242

  Welcome to your relaxation destination- White Sands Village- located across from Tripadvisor's #1 RATED BEACH IN THE U.S. AND #4 IN THE WORLD- SIESTA BEACH! Let the cool quartz white powder sand and clear water soothe your soul. This comfortable 1,012 sqft, TURN KEY FURNISHED, 2 bedroom/ 2 bath condo has recently been refreshed by a professional designer. The UPDATED, opened up kitchen features

  Rachelle Tirey PREFERRED SHORE LLC

  5681 Midnight Pass Rd Unit 104, Sarasota, FL 34242
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  /60

  $480,000

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  208 Hourglass Way Unit V11, Sarasota, FL 34242

  This rare, freestanding 3-bedroom, 2-bath villa presents an exceptional opportunity to create the coastal home you've always envisioned in the premier Gulf front community of Whispering Sands. With its highly desirable floor plan, attached 2-car garage, and private fenced patio, this residence offers the perfect foundation for a truly personalized retreat. Professionally remediated following

  Harriet Stopher COLDWELL BANKER REALTY

  208 Hourglass Way Unit V11, Sarasota, FL 34242
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  /69

  $495,000

  $190K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft

  119 Whispering Sands Cir Unit V36, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards,

  Harriet Stopher COLDWELL BANKER REALTY

  119 Whispering Sands Cir Unit V36, Sarasota, FL 34242
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  /30

  $575,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft

  915 Beach Rd Unit 216, Sarasota, FL 34242

  An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking

  Sheryl Vanduren COLDWELL BANKER REALTY

  915 Beach Rd Unit 216, Sarasota, FL 34242
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  /58

  $455,000

  $40K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 751 Sq Ft

  5855 Midnight Pass Rd Unit 314, Sarasota, FL 34242

  Attention Boaters, Kayakers and Tennis players! Located in the heart of Siesta Key overlooking the Sarasota Little Bay, the Harbor Towers Yach and Racquet Club is a resort-style community offering a long list of amenities including two heated pools, club house with adjacent outdoor grilling patio, state-of-the-art Fitness Center with treadmills, elliptical trainers, free weights, and sauna;

  Monika Szkorupova FLORIDA & NEW YORK REAL ESTATE

  5855 Midnight Pass Rd Unit 314, Sarasota, FL 34242
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  /59

  $595,000

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  1800 Cove II Place Unit 213, Sarasota, FL 34242

  Fully Funded Reserves & Passed SIRS Inspections! 2 Bedroom, 2 Bath First-Floor Condo with Screened Lanai on fabulous Siesta Key Across from Crescent Beach – Just Steps from Siesta Key Beach! This turnkey furnished, beautifully maintained 2-bedroom, 2-bathroom condo is located on the first floor and offers the perfect blend of comfort and convenience. Enjoy stunning views of the Intracoastal

  Peter Lev EXCEPTIONS REALTY

  1800 Cove II Place Unit 213, Sarasota, FL 34242
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  /33

  $449,900

  $50K PRICE DROP

  • Studio
  • 1 Bath
  • 392 Sq Ft

  5830 Midnight Pass Rd Unit 32, Sarasota, FL 34242

  Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor villa that has been renovated for comfort and durability. Enjoy the new kitchen with new stainless steel appliances, quartz counters throughout and a new bath. All furnishings have been tastefully replaced with a focus on quality

  Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5830 Midnight Pass Rd Unit 32, Sarasota, FL 34242
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  /61

  $599,000

  $80K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 921 Sq Ft

  5830 Midnight Pass Rd Unit 107, Sarasota, FL 34242

  Welcome to your slice of paradise at Jamaica Royale on world famous Siesta Key Beach. This completely remodeled 2 bedroom, 2 bath condo offers the perfect blend of coastal elegance and income producing potential. The stunning kitchen features quartz countertops, custom wood cabinetry, stainless steel appliances, dining space, and a laundry closet with stackable washer and dryer, ideal for

  Jennifer Bright BRIGHT REALTY

  5830 Midnight Pass Rd Unit 107, Sarasota, FL 34242
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  /68

  $499,000

  $26K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft

  1300 N Portofino Dr Unit 406, Sarasota, FL 34242

  BEAUTIFUL RENOVQTION ON THE CANAL! WATERVIEWS! Live the Florida dream in this recently remodeled CANAL-FRONT home, designer 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering private beach access to world-famous Siesta Key Beach just across the street. Situated on the fourth floor with picturesque water views, this beautifully updated unit features gorgeous

  Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1300 N Portofino Dr Unit 406, Sarasota, FL 34242
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  /50

  $529,900

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft

  6157 Midnight Pass Rd Unit F-22, Sarasota, FL 34242

  This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting

  Joshua Beckmann BECKMANN REAL ESTATE

  6157 Midnight Pass Rd Unit F-22, Sarasota, FL 34242
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  /68

  $475,000

  $100K PRICE DROP

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

  101 Whispering Sands Dr Unit 107, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is currently the best priced 2 bedroom/2 bath condo on the Gulf side of Siesta Key! The seller is also willing to offer a rare, $60,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated DOUBLE LANAI CORNER unit is nestled in the southwest

  Harriet Stopher COLDWELL BANKER REALTY

  101 Whispering Sands Dr Unit 107, Sarasota, FL 34242
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  /21

  $575,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 524 Sq Ft

  1020 Sun and Sea Dr Unit 102, Siesta Key, FL 34242

  Welcome to Beach Club at Siesta Key, where an unbeatable investment opportunity awaits just steps from the world-renowned Siesta Key Beach. This charming 1-bedroom, 1-bathroom first-floor condo is the ideal blend of personal escape and income-generating property, boasting a successful history in short-term rentals. As you step inside this fully furnished, turnkey unit, you’re greeted by an open

  Cole Collins COLDWELL BANKER REALTY

  1020 Sun and Sea Dr Unit 102, Siesta Key, FL 34242
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  $500,000

  $75K PRICE DROP

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

  225 Hourglass Way Unit 106, Sarasota, FL 34242

  Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living,

  Harriet Stopher COLDWELL BANKER REALTY

  225 Hourglass Way Unit 106, Sarasota, FL 34242
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  /18

  $575,000

  $55K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft

  925 Beach Rd Unit 310, Sarasota, FL 34242

  Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!

  Colin Mooney BRICK STREET REALTY

  925 Beach Rd Unit 310, Sarasota, FL 34242
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  $399,000

  $66K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242

  BAY OAKS on WORLD FAMOUS SIESTA KEY! This 3rd floor unit is Perfectly positioned with pool view and great rental location! Watch your family swim in the pool directly from your balcony! Priced for immediate sale and ready to move! Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With WEEKLY RENTALS allowed, this condo is perfect for a vacation getaway, short-term

  Greg Hudson COLDWELL BANKER REALTY

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242

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