Recently Sold Siesta Key, FL Homes

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  $1,500,000 Sold Dec 01, 2025

  1038 Contento St, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,217 Sq Ft
  • Built 1972

  Last Sold Summary

  • 13% Below List Price
  • $677/SF
  • 169 Days On Market

  Last Listing Agent Sara Leicht SARASELLSSARASOTA.COM

  1038 Contento St, Sarasota, FL 34242
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  $925,000 Sold Jan 28, 2025

  4439 Ocean Blvd, Sarasota, FL 34242

  • 1 Bed
  • 1 Bath
  • 3,042 Sq Ft
  • Built 1951

  Last Sold Summary

  • 16% Below List Price
  • $304/SF
  • 67 Days On Market

  Current Estimated Value $853,620

  Last Listing Agent Jay Hogue DALTON WADE INC

  4439 Ocean Blvd, Sarasota, FL 34242
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  $3,300,000 Sold Apr 10, 2025

  317 Beach Rd, Sarasota, FL 34242

  • 4 Beds
  • 3.5 Baths
  • 3,362 Sq Ft
  • Built 2009

  Last Sold Summary

  • 6% Below List Price
  • $982/SF
  • 14 Days On Market

  Current Estimated Value $3,277,405

  Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

  317 Beach Rd, Sarasota, FL 34242
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  $425,000 Sold Sep 11, 2025

  6029 E Peppertree Way Unit 116, Sarasota, FL 34242

  • 2 Beds
  • 1.5 Baths
  • 975 Sq Ft
  • Built 1973

  Last Sold Summary

  • 27% Below List Price
  • $436/SF
  • 234 Days On Market

  Current Estimated Value $424,221

  Last Listing Agent Cheryl Santelli PEPPERTREE BAY REALTY INC

  6029 E Peppertree Way Unit 116, Sarasota, FL 34242
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  $1,000,000 Sold May 12, 2025

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • 2,049 Sq Ft
  • Built 1952

  Last Sold Summary

  • 13% Below List Price
  • $488/SF
  • 6 Days On Market

  Current Estimated Value $965,719

  Last Listing Agent Frederick Insogna COLDWELL BANKER REALTY

  Unlisted Address
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  $600,000 Sold Aug 29, 2025

  4522 Banan Place, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft
  • Built 1962

  Last Sold Summary

  • 17% Below List Price
  • $613/SF
  • 191 Days On Market

  Current Estimated Value $695,327

  Last Listing Agent Michelle Shiver KELLER WILLIAMS ON THE WATER S

  4522 Banan Place, Sarasota, FL 34242
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  $650,000 Sold Jan 16, 2025

  675 Avenida Del Norte, Sarasota, FL 34242

  • Land
  • 0.14 Acre
  • $4,642,857 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 22 Days On Market

  Current Estimated Value $645,230

  Last Listing Agent Kevin Henry BAY VISION REALTY INC

  675 Avenida Del Norte, Sarasota, FL 34242
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  $630,000 Sold Apr 30, 2025

  5239 Winding Way, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1958

  Last Sold Summary

  • 33% Below List Price
  • $417/SF
  • 69 Days On Market

  Current Estimated Value $706,418

  Last Listing Agent Brian Cirillo BALDWIN PARK REALTY LLC

  5239 Winding Way, Sarasota, FL 34242
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  $1,950,000 Sold Dec 18, 2025

  5430 Avenida Del Mare, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft
  • Built 1951

  Last Sold Summary

  • 22% Below List Price
  • $970/SF
  • 225 Days On Market

  Last Listing Agent Jonathan Minerick HOMECOIN.COM

  5430 Avenida Del Mare, Sarasota, FL 34242
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  $700,000 Sold Dec 22, 2025

  5223 Shadow Lawn Dr, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • Built 1967

  Last Sold Summary

  • 30% Below List Price
  • $480/SF
  • 161 Days On Market

  Last Listing Agent Justin Harris REAL BROKER, LLC

  5223 Shadow Lawn Dr, Sarasota, FL 34242
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  $1,595,000 Sold Sep 02, 2025

  5121 Oxford Dr, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 2,270 Sq Ft
  • Built 1983

  Last Sold Summary

  • $703/SF
  • 1 Day On Market

  Current Estimated Value $1,568,993

  Last Listing Agent Mark Coppens EXP REALTY LLC

  5121 Oxford Dr, Sarasota, FL 34242
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  $1,000,000 Sold Mar 24, 2025

  6300 Midnight Pass Rd Unit 810, Sarasota, FL 34242

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

  Last Sold Summary

  • 13% Below List Price
  • $787/SF
  • 46 Days On Market

  Current Estimated Value $1,004,980

  Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

  6300 Midnight Pass Rd Unit 810, Sarasota, FL 34242
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  $1,200,000 Sold Mar 12, 2025

  579 Commonwealth Ln, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,181 Sq Ft
  • Built 1972

  Last Sold Summary

  • 9% Below List Price
  • $550/SF
  • 30 Days On Market

  Last Listing Agent Bob Stahlschmidt II BRIGHT REALTY

  579 Commonwealth Ln, Sarasota, FL 34242
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  $690,000 Sold Nov 24, 2025

  114 Whispering Sands Dr Unit V21, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,387 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Below List Price
  • $497/SF
  • 0 Days On Market

  Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

  114 Whispering Sands Dr Unit V21, Sarasota, FL 34242
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  $550,000 Sold May 27, 2025

  6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft
  • Built 1967

  Last Sold Summary

  • $735/SF
  • 1 Day On Market

  Current Estimated Value $522,606

  Last Listing Agent Scotty Ledford VUE REALTY, LLC

  6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242
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  $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

  Last Listing Agent Andy Barnhardt WATERSIDE REALTY LLC

  5169 Sandy Shore Ave, Sarasota, FL 34242
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  $1,400,000 Sold Jul 28, 2025

  309 Avenida Milano, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,439 Sq Ft
  • Built 1974

  Last Sold Summary

  • $973/SF
  • 64 Days On Market

  Current Estimated Value $1,323,636

  Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

  309 Avenida Milano, Sarasota, FL 34242
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  $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

  Last Listing Agent Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

  568 Venice Ln, Sarasota, FL 34242
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  $1,300,000 Sold Jun 11, 2025

  329 Avenida Leona, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 1972

  Last Sold Summary

  • 20% Below List Price
  • $781/SF
  • 81 Days On Market

  Current Estimated Value $1,233,996

  Last Listing Agent Randy Owens COLDWELL BANKER REALTY

  329 Avenida Leona, Sarasota, FL 34242
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  $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

  Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP

  141 Avenida Messina Unit 4, Sarasota, FL 34242
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  $1,375,000 Sold May 09, 2025

  702 Treasure Boat Way, Sarasota, FL 34242

  • 4 Beds
  • 2.5 Baths
  • 2,299 Sq Ft
  • Built 2007

  Last Sold Summary

  • 14% Below List Price
  • $598/SF
  • 193 Days On Market

  Current Estimated Value $1,297,357

  Last Listing Agent Mark Borg MARKANGEL REALTY

  702 Treasure Boat Way, Sarasota, FL 34242
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  $1,630,000 Sold Apr 28, 2025

  320 Avenida Leona, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft
  • Built 1964

  Last Sold Summary

  • 12% Below List Price
  • $915/SF
  • 47 Days On Market

  Current Estimated Value $1,435,176

  Last Listing Agent Ryan Vlasic COLDWELL BANKER REALTY

  320 Avenida Leona, Sarasota, FL 34242
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  $850,000 Sold Feb 26, 2025

  4431 Ocean Blvd, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,832 Sq Ft
  • Built 1952

  Last Sold Summary

  • 38% Below List Price
  • $300/SF
  • 34 Days On Market

  Current Estimated Value $912,248

  Last Listing Agent Shawn Judy FLORIDA SUN & SAND REALTY

  4431 Ocean Blvd, Sarasota, FL 34242
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  $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

  Last Listing Agent Katie Cintron COLDWELL BANKER REALTY

  5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242
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  $455,000 Sold Aug 08, 2025

  1250 N Portofino Dr Unit 201, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 991 Sq Ft
  • Built 1969

  Last Sold Summary

  • 27% Below List Price
  • $459/SF
  • 125 Days On Market

  Current Estimated Value $458,411

  Last Listing Agent Jessica Bow RE/MAX PALM

  1250 N Portofino Dr Unit 201, Sarasota, FL 34242
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  $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

  Last Listing Agent David Anthony MICHAEL SAUNDERS & COMPANY

  5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242
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  $2,600,000 Sold Feb 24, 2025

  1358 Roberts Bay Ln, Siesta Key, FL 34242

  • 4 Beds
  • 6 Baths
  • 5,034 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Below List Price
  • $516/SF
  • 0 Days On Market

  Current Estimated Value $2,377,519

  Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1358 Roberts Bay Ln, Siesta Key, FL 34242
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  $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

  Last Listing Agent Tracey Bodmer THE BREEZE REALTY GROUP INC

  5385 Avenida Del Mare, Sarasota, FL 34242
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  $1,100,000 Sold Feb 20, 2025

  421 Island Cir, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,444 Sq Ft
  • Built 1999

  Last Sold Summary

  • 8% Below List Price
  • $762/SF
  • 34 Days On Market

  Current Estimated Value $1,047,351

  Last Listing Agent Kaisen Mitchell COLDWELL BANKER REALTY

  421 Island Cir, Sarasota, FL 34242
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  $2,850,000 Sold Nov 24, 2025

  1216 Northport Dr, Sarasota, FL 34242

  • 4 Beds
  • 3.5 Baths
  • 3,579 Sq Ft
  • Built 2014

  Last Sold Summary

  • $796/SF

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

  1216 Northport Dr, Sarasota, FL 34242
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  $870,000 Sold Apr 14, 2025

  5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft
  • Built 1979

  Last Sold Summary

  • 27% Below List Price
  • $639/SF
  • 79 Days On Market

  Current Estimated Value $854,793

  Last Listing Agent Betsy Campbell MICHAEL SAUNDERS & COMPANY

  5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242
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  $1,100,000 Sold Aug 05, 2025

  554 Canal Rd, Sarasota, FL 34242

  • 2 Beds
  • 1 Bath
  • 1,085 Sq Ft
  • Built 1945

  Last Sold Summary

  • 21% Below List Price
  • $1,014/SF
  • 119 Days On Market

  Current Estimated Value $1,171,712

  Last Listing Agent Curtis Ware KW COASTAL LIVING III

  554 Canal Rd, Sarasota, FL 34242
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  $5,000,000 Sold Feb 07, 2025

  5418 Siesta Cove Dr, Sarasota, FL 34242

  • 5 Beds
  • 5.5 Baths
  • 4,230 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Below List Price
  • $1,182/SF
  • 5 Days On Market

  Current Estimated Value $4,668,910

  Last Listing Agent Adnan Dedic COMPASS FLORIDA LLC

  5418 Siesta Cove Dr, Sarasota, FL 34242
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  $640,000 Sold Oct 06, 2025

  5369 Shadow Lawn Dr, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,348 Sq Ft
  • Built 1961

  Last Sold Summary

  • 19% Below List Price
  • $475/SF
  • 78 Days On Market

  Last Listing Agent Nancy Drake ACCARDI & ASSOCIATES REAL ESTA

  5369 Shadow Lawn Dr, Sarasota, FL 34242
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  $965,000 Sold Apr 04, 2025

  1271 Dockside Place Unit 215, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,737 Sq Ft
  • Built 1982

  Last Sold Summary

  • 12% Below List Price
  • $556/SF
  • 165 Days On Market

  Current Estimated Value $910,281

  Last Listing Agent Debra Forkan COLDWELL BANKER REALTY

  1271 Dockside Place Unit 215, Sarasota, FL 34242
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  $570,000 Sold Aug 01, 2025

  5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1976

  Last Sold Summary

  • 12% Below List Price
  • $495/SF
  • 59 Days On Market

  Current Estimated Value $564,865

  Last Listing Agent Christine Green COLDWELL BANKER REALTY

  5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242
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  $550,000 Sold Nov 12, 2025

  5222 Winding Way, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,137 Sq Ft
  • Built 1963

  Last Sold Summary

  • 3% Below List Price
  • $484/SF
  • 35 Days On Market

  Last Listing Agent Robert Moffatt MICHAEL SAUNDERS & COMPANY

  5222 Winding Way, Sarasota, FL 34242
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  $1,150,000 Sold Oct 22, 2025

  4915 Primrose Path, Sarasota, FL 34242

  • 6 Beds
  • 5 Baths
  • 3,549 Sq Ft
  • Built 1960

  Last Sold Summary

  • 38% Below List Price
  • $324/SF
  • 320 Days On Market

  Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY

  4915 Primrose Path, Sarasota, FL 34242
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  $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 $915,977

  Last Listing Agent Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242
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  $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 $1,170,853

  Last Listing Agent Sue Ann Levin COLDWELL BANKER REALTY

  822 Paradise Way, Sarasota, FL 34242

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