Siesta Key, FL Homes

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  /59

  $125,000

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242

  Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242
• 

  

  

  /20

  $26,832

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,711 Sq Ft
  • Condo for Rent

  339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242

  The advertised rate of $26,832/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 3, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242
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  /2

  $1,525,000

  Sold May 07, 2026

  312 Canal Rd, Sarasota, FL 34242

  • 4 Beds
  • 4 Baths
  • 1,792 Sq Ft
  • Built 1986

  Last Sold Summary

  • 20% Below List Price
  • $851/SF
  • 11 Days On Market

  Current Estimated Value $1,636,331

  Last Listing Agent Curtis Ware KW COASTAL LIVING III

  312 Canal Rd, Sarasota, FL 34242
• 

  

  /2

  Est $701,455

  Not Listed For Sale

  6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242

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

  6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Halie Monde KW COASTAL LIVING III
• 

  

  

  /46

  $5,000

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  915 Seaside Dr Unit 613, Weeks 32-33, Sarasota, FL 34242

  Fractional Ownership. Experience luxury beachfront living on Siesta Key through this exceptional 1/16th fractional ownership opportunity at Hyatt Vacation Club. This desirable summer ownership package includes two consecutive fixed weeks—Weeks 32 and 33—plus one additional floating week each year, subject to availability and Hyatt Vacation Club’s reservation guidelines. A 1/16th ownership

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 613, Weeks 32-33, Sarasota, FL 34242
• 

  

  /20

  $26,832

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,711 Sq Ft
  • Condo for Rent

  339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242

  The advertised rate of $26,832/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 3, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  339 Avenida de Paradisio Unit SI ID1578371P, Siesta Key, FL 34242
• 

  /2

  $650,000

  Sold Mar 31, 2026

  4660 Ocean Blvd Unit E2, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Below List Price
  • $542/SF
  • 25 Days On Market

  Current Estimated Value $643,987

  Last Listing Agent Michael A Martino KELLER WILLIAMS ON THE WATER S

  4660 Ocean Blvd Unit E2, Sarasota, FL 34242
• 

  

  /72

  Est $1,357,871

  Not Listed For Sale

  22 Sandy Cove Rd Unit 502, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 1,876 Sq Ft
  • Built 1969

  22 Sandy Cove Rd Unit 502, Sarasota, FL 34242

  Last Sold Summary

  • 360 Days On Market

  Last Listing Agent Jackie Eberley COLDWELL BANKER REALTY
• 

  

  /50

  $48,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242

  Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242
• 

  

  /17

  $2,369

  Total Monthly Price

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

  60 Avenida Veneccia Unit SI FL2-ID1591442P, Siesta Key, FL 34242

  The advertised rate of $2,369/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  60 Avenida Veneccia Unit SI FL2-ID1591442P, Siesta Key, FL 34242
• 

  /2

  $1,285,000

  Sold Aug 26, 2026

  6300 Midnight Pass Rd Unit 708, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Below List Price
  • $1,011/SF
  • 126 Days On Market

  Current Estimated Value $1,318,411

  Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

  6300 Midnight Pass Rd Unit 708, Sarasota, FL 34242
• 

  /2

  Est $1,081,332

  Not Listed For Sale

  6312 Midnight Pass Rd Unit 702S, Sarasota, FL 34242

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

  6312 Midnight Pass Rd Unit 702S, Sarasota, FL 34242

  Last Sold Summary

  • 122 Days On Market

  Last Listing Agent Jessica Uglik KW SUNCOAST
• 

  

  /24

  $349,000

  $26K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  5641 Midnight Pass Rd Unit 904, Sarasota, FL 34242

  PRICE IMPROVEMENT. Exceptional Value on Siesta Key Rarely available and beautifully updated, this second-floor 1-bedroom, 1-bathroom residence in White Sands Village offers the perfect blend of coastal living and investment opportunity. Ideally located just across the street from Siesta Key Beach, the condo also enjoys a coveted view of the lush interior courtyard, providing a peaceful and serene

  

  Jim Gammello

  WILLIAM RAVEIS - FLORIDA LLC

  5641 Midnight Pass Rd Unit 904, Sarasota, FL 34242
• 

  

  /20

  $5,564

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • Condo for Rent

  6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242

  The advertised rate of $5,564/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 18, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242
• 

  /2

  $1,450,000

  Sold Nov 04, 2025

  4108 Roberts Point Rd, Sarasota, FL 34242

  • 3 Beds
  • 2.5 Baths
  • 2,511 Sq Ft
  • Built 2001

  Last Sold Summary

  • 23% Below List Price
  • $577/SF
  • 142 Days On Market

  Current Estimated Value $1,457,652

  Last Listing Agent Melissa Gissinger MICHAEL SAUNDERS & COMPANY

  4108 Roberts Point Rd, Sarasota, FL 34242
• 

  /2

  Est $2,224,798

  Not Listed For Sale

  5408 Plaza Des Las Palmas, Sarasota, FL 34242

  • 5 Beds
  • 5 Baths
  • 2,689 Sq Ft
  • Built 1953

  5408 Plaza Des Las Palmas, Sarasota, FL 34242

  Last Sold Summary

  • 273 Days On Market

  Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES
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  /53

  $375,000

  $100K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 845 Sq Ft

  1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242

  Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your

  

  Jessica Ross, PA

  COLDWELL BANKER REALTY

  1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
• 

  

  /20

  $9,466

  Total Monthly Price

  • 3 Beds
  • 3 Baths
  • 1,732 Sq Ft
  • Condo for Rent

  5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242

  The advertised rate of $9,467/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 19, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242
• 

  /2

  $1,850,000

  Sold Mar 31, 2026

  3919 Roberts Point Rd, Sarasota, FL 34242

  • 4 Beds
  • 3 Baths
  • 2,497 Sq Ft
  • Built 2016

  Last Sold Summary

  • 22% Below List Price
  • $741/SF
  • 42 Days On Market

  Current Estimated Value $1,934,944

  Last Listing Agent Kathy White PREFERRED SHORE LLC

  3919 Roberts Point Rd, Sarasota, FL 34242
• 

  /2

  Est $446,165

  Not Listed For Sale

  6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft
  • Built 1974

  6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242

  Last Sold Summary

  • 86 Days On Market

  Last Listing Agent Julia Montei COLDWELL BANKER REALTY
• 

  

  /52

  $75,000

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  915 Seaside Dr Unit 504, Weeks 6-7, Sarasota, FL 34242

  Fractional Ownership. Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Package—featuring one-sixteenth ownership of an extraordinary Siesta Key Beach residence. Your dream of owning a new, high-end home on America’s #1 beach can now be a reality, offering an effortless way to enjoy the best of beachfront living without compromise. Step into an

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 504, Weeks 6-7, Sarasota, FL 34242
• 

  

  /35

  $7,579

  Total Monthly Price

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

  6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242

  The advertised rate of $7,579/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 26, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  6327 Midnight Cove Rd Unit SI ID1578382P, Siesta Key, FL 34242
• 

  /2

  $1,100,000

  Sold Jul 08, 2026

  5569 Shadow Lawn Dr, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,074 Sq Ft
  • Built 1966

  Last Sold Summary

  • 12% Below List Price
  • $530/SF
  • 35 Days On Market

  Current Estimated Value $1,229,137

  Last Listing Agent Brittany McCord IRONGATE REALTY INC

  5569 Shadow Lawn Dr, Sarasota, FL 34242
• 

  /2

  Not Listed For Sale

  915 Seaside Dr Unit 606, Weeks 6-7, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft
  • Built 2009

  915 Seaside Dr Unit 606, Weeks 6-7, Sarasota, FL 34242

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN
• 

  

  /72

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft

  20 Whispering Sands Dr Unit 501, Sarasota, FL 34242

  Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just

  

  Christopher Bush

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  20 Whispering Sands Dr Unit 501, Sarasota, FL 34242
• 

  

  /20

  $13,770

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 2,206 Sq Ft
  • Condo for Rent

  5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242

  The advertised rate of $13,771/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 13, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it

  5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242
• 

  /2

  $1,113,000

  Sold May 06, 2026

  5830 Midnight Pass Rd Unit 705, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft
  • Built 1976

  Last Sold Summary

  • 13% Below List Price
  • $866/SF
  • 126 Days On Market

  Current Estimated Value $1,112,934

  Last Listing Agent Beverly Schroeder PLUMLEE GULF BEACH REALTY

  5830 Midnight Pass Rd Unit 705, Sarasota, FL 34242
• 

  /2

  Est $801,762

  Not Listed For Sale

  1273 Dockside Place Unit 116, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,343 Sq Ft
  • Built 1982

  1273 Dockside Place Unit 116, Sarasota, FL 34242

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC
• 

  

  /44

  $115,000

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242

  Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 4-7), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242
• 

  

  /15

  $2,579

  Total Monthly Price

  • Studio
  • 1 Bath
  • Condo for Rent

  60 Avenida Veneccia Unit SI ID1591521P, Siesta Key, FL 34242

  The advertised rate of $2,580/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 15, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  60 Avenida Veneccia Unit SI ID1591521P, Siesta Key, FL 34242
• 

  /2

  $735,000

  Sold Nov 27, 2025

  1055 Beach Rd Unit B204, Sarasota, FL 34242

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

  Last Sold Summary

  • 5% Below List Price
  • $610/SF
  • 29 Days On Market

  Current Estimated Value $743,634

  Last Listing Agent Jason Wood CORCORAN DWELLINGS REALTY

  1055 Beach Rd Unit B204, Sarasota, FL 34242
• 

  /2

  Est $1,192,213

  Not Listed For Sale

  6312 Midnight Pass Rd Unit 301S, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,009 Sq Ft
  • Built 1968

  6312 Midnight Pass Rd Unit 301S, Sarasota, FL 34242

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Tom Ward WATERSIDE REALTY LLC
• 

  

  /51

  $60,000

  • 4 Beds
  • 4 Baths
  • 2,625 Sq Ft

  915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242

  Fractional Ownership. Experience elevated beachfront living with this Deluxe, Guaranteed Gulf View, Spring (April) Fractional Ownership opportunity—offering one-sixteenth ownership on Siesta Key Beach, consistently ranked as America’s #1 beach. This rare fractional real estate offering delivers luxury coastal living, prime spring usage, and true Gulf-front views without the full-ownership price

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242
• 

  

  /20

  $5,564

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • Condo for Rent

  6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242

  The advertised rate of $5,564/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 18, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242
• 

  /2

  $1,300,000

  Sold Jul 14, 2026

  5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • Built 1971

  Last Sold Summary

  • 6% Below List Price
  • $975/SF
  • 144 Days On Market

  Current Estimated Value $1,257,514

  Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

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

  /2

  Est $1,067,908

  Not Listed For Sale

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft
  • Built 1973

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242

  Last Sold Summary

  • 117 Days On Market

  Last Listing Agent Christa Spalding COLDWELL BANKER REALTY
• 

  

  /52

  $59,000

  $16K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242

  Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242
• 

  

  /20

  $6,789

  Total Monthly Price

  • 4 Beds
  • 3 Baths
  • 1,797 Sq Ft
  • Condo for Rent

  5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242

  The advertised rate of $6,789/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 30, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242
• 

  /2

  $580,000

  Sold Mar 13, 2026

  101 Whispering Sands Dr Unit 307, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 1969

  Last Sold Summary

  • 19% Below List Price
  • $456/SF
  • 261 Days On Market

  Current Estimated Value $583,717

  Last Listing Agent Todd Goodman KELLER WILLIAMS ON THE WATER S

  101 Whispering Sands Dr Unit 307, Sarasota, FL 34242
• 

  /2

  Not Listed For Sale

  600 Beach Rd Unit 1 & 2, Sarasota, FL 34242

  • 6 Beds
  • 6 Baths
  • 2,838 Sq Ft
  • Built 1979

  600 Beach Rd Unit 1 & 2, Sarasota, FL 34242

  Last Sold Summary

  • 112 Days On Market

  Last Listing Agent Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

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