347

Recently Sold Siesta Key, FL Homes

Section Image
  • 6029 E Peppertree Way Unit 116, Sarasota, FL 34242
    6029 E Peppertree Way Unit 116, Sarasota, FL 34242
    /2

    $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 $435,356

    Last Listing Agent Cheryl Santelli PEPPERTREE BAY REALTY INC

    6029 E Peppertree Way Unit 116, Sarasota, FL 34242
  • Unlisted Address
    Unlisted Address
    /2

    $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 $969,908

    Last Listing Agent Frederick Insogna COLDWELL BANKER REALTY

    Unlisted Address
  • 4522 Banan Place, Sarasota, FL 34242
    4522 Banan Place, Sarasota, FL 34242
    /2

    $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 $671,067

    Last Listing Agent Michelle Shiver KELLER WILLIAMS ON THE WATER S

    4522 Banan Place, Sarasota, FL 34242
  • 251 Cedar Park Cir, Sarasota, FL 34242
    251 Cedar Park Cir, Sarasota, FL 34242
    /2

    $5,600,000 Sold Jan 22, 2026

    251 Cedar Park Cir, Sarasota, FL 34242

    • 4 Beds
    • 3.5 Baths
    • 3,446 Sq Ft
    • Built 2013

    Last Sold Summary

    • 7% Below List Price
    • $1,625/SF
    • 20 Days On Market

    Last Listing Agent Steve Wexler PREMIER SOTHEBY'S INTERNATIONAL REALTY

    251 Cedar Park Cir, Sarasota, FL 34242
  • 5239 Winding Way, Sarasota, FL 34242
    5239 Winding Way, Sarasota, FL 34242
    /2

    $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 $713,600

    Last Listing Agent Brian Cirillo BALDWIN PARK REALTY LLC

    5239 Winding Way, Sarasota, FL 34242
  • 5430 Avenida Del Mare, Sarasota, FL 34242
    5430 Avenida Del Mare, Sarasota, FL 34242
    /2

    $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
  • 5078 Sandy Beach Ave, Sarasota, FL 34242
    5078 Sandy Beach Ave, Sarasota, FL 34242
    /2

    $4,095,000 Sold Jan 26, 2026

    5078 Sandy Beach Ave, Sarasota, FL 34242

    • 4 Beds
    • 4 Baths
    • 3,164 Sq Ft
    • Built 2024

    Last Sold Summary

    • 5% Below List Price
    • $1,294/SF
    • 2 Days On Market

    Last Listing Agent Darlene Gamble FINE PROPERTIES

    5078 Sandy Beach Ave, Sarasota, FL 34242
  • 5223 Shadow Lawn Dr, Sarasota, FL 34242
    5223 Shadow Lawn Dr, Sarasota, FL 34242
    /2

    $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
  • 5121 Oxford Dr, Sarasota, FL 34242
    5121 Oxford Dr, Sarasota, FL 34242
    /2

    $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 $1,560,670

    Last Listing Agent Mark Coppens EXP REALTY LLC

    5121 Oxford Dr, Sarasota, FL 34242
  • 6300 Midnight Pass Rd Unit 810, Sarasota, FL 34242
    6300 Midnight Pass Rd Unit 810, Sarasota, FL 34242
    /2

    $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 $969,339

    Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

    6300 Midnight Pass Rd Unit 810, Sarasota, FL 34242
  • 579 Commonwealth Ln, Sarasota, FL 34242
    579 Commonwealth Ln, Sarasota, FL 34242
    579 Commonwealth Ln, Sarasota, FL 34242
    /27

    $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
  • 114 Whispering Sands Dr Unit V21, Sarasota, FL 34242
    114 Whispering Sands Dr Unit V21, Sarasota, FL 34242
    /2

    $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
  • 6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242
    6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242
    /2

    $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 $519,402

    Last Listing Agent Scotty Ledford VUE REALTY, LLC

    6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242
  • 5169 Sandy Shore Ave, Sarasota, FL 34242
    5169 Sandy Shore Ave, 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 $2,834,712

    Last Listing Agent Andy Barnhardt WATERSIDE REALTY LLC

    5169 Sandy Shore Ave, Sarasota, FL 34242
  • 309 Avenida Milano, Sarasota, FL 34242
    309 Avenida Milano, Sarasota, FL 34242
    /2

    $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 $1,318,105

    Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

    309 Avenida Milano, Sarasota, FL 34242
  • 568 Venice Ln, Sarasota, FL 34242
    568 Venice Ln, Sarasota, 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

    Last Listing Agent Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

    568 Venice Ln, Sarasota, FL 34242
  • 329 Avenida Leona, Sarasota, FL 34242
    329 Avenida Leona, Sarasota, FL 34242
    /2

    $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 $1,228,180

    Last Listing Agent Randy Owens COLDWELL BANKER REALTY

    329 Avenida Leona, Sarasota, FL 34242
  • 141 Avenida Messina Unit 4, Sarasota, FL 34242
    141 Avenida Messina Unit 4, 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

    Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP

    141 Avenida Messina Unit 4, Sarasota, FL 34242
  • 702 Treasure Boat Way, Sarasota, FL 34242
    702 Treasure Boat Way, Sarasota, FL 34242
    /2

    $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 $1,301,450

    Last Listing Agent Mark Borg LIST WITH 1 REALTY

    702 Treasure Boat Way, Sarasota, FL 34242
  • 320 Avenida Leona, Sarasota, FL 34242
    320 Avenida Leona, Sarasota, FL 34242
    /2

    $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 $1,424,833

    Last Listing Agent Ryan Vlasic COLDWELL BANKER REALTY

    320 Avenida Leona, Sarasota, FL 34242
  • 4431 Ocean Blvd, Sarasota, FL 34242
    4431 Ocean Blvd, Sarasota, FL 34242
    /2

    $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 $917,635

    Last Listing Agent Shawn Judy FLORIDA SUN & SAND REALTY

    4431 Ocean Blvd, Sarasota, FL 34242
  • 204 Hourglass Way Unit V9, Sarasota, FL 34242
    204 Hourglass Way Unit V9, 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

    Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

    204 Hourglass Way Unit V9, Sarasota, FL 34242
  • 5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242
    5911 Midnight Pass Rd Unit 504, Sarasota, 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

    Last Listing Agent Katie Cintron COLDWELL BANKER REALTY

    5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242
  • 1250 N Portofino Dr Unit 201, Sarasota, FL 34242
    1250 N Portofino Dr Unit 201, Sarasota, FL 34242
    /2

    $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 $455,513

    Last Listing Agent Jessica Bow RE/MAX PALM

    1250 N Portofino Dr Unit 201, Sarasota, FL 34242
  • 5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242
    5669 Midnight Pass Rd Unit 308, 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 $447,922

    Last Listing Agent David Anthony MICHAEL SAUNDERS & COMPANY

    5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242
  • 1358 Roberts Bay Ln, Siesta Key, FL 34242
    1358 Roberts Bay Ln, Siesta Key, FL 34242
    /2

    $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 $2,395,942

    Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1358 Roberts Bay Ln, Siesta Key, FL 34242
  • 5385 Avenida Del Mare, Sarasota, FL 34242
    5385 Avenida Del Mare, 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 $928,086

    Last Listing Agent Tracey Bodmer THE BREEZE REALTY GROUP INC

    5385 Avenida Del Mare, Sarasota, FL 34242
  • 421 Island Cir, Sarasota, FL 34242
    421 Island Cir, Sarasota, FL 34242
    /2

    $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

    Last Listing Agent Kaisen Mitchell COLDWELL BANKER REALTY

    421 Island Cir, Sarasota, FL 34242
  • 1216 Northport Dr, Sarasota, FL 34242
    1216 Northport Dr, Sarasota, FL 34242
    /2

    $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
  • 5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242
    5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242
    /2

    $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 $846,103

    Last Listing Agent Betsy Campbell MICHAEL SAUNDERS & COMPANY

    5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242
  • 554 Canal Rd, Sarasota, FL 34242
    554 Canal Rd, Sarasota, FL 34242
    /2

    $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 $1,155,435

    Last Listing Agent Curtis Ware KW COASTAL LIVING III

    554 Canal Rd, Sarasota, FL 34242
  • 0 Avenida Leona, Siesta Key, FL 34242
    0 Avenida Leona, Siesta Key, FL 34242
    /2

    $720,000 Sold Feb 05, 2026

    0 Avenida Leona, Siesta Key, FL 34242

    • Land
    • 0.18 Acre
    • $4,000,000 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 226 Days On Market

    Last Listing Agent Ron Pepka KW SUNCOAST

    0 Avenida Leona, Siesta Key, FL 34242
  • 6150 Midnight Pass Rd Unit 12, Sarasota, FL 34242
    6150 Midnight Pass Rd Unit 12, Sarasota, FL 34242
    /2

    $615,000 Sold Dec 26, 2025

    6150 Midnight Pass Rd Unit 12, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 939 Sq Ft
    • Built 1967

    Last Sold Summary

    • 5% Below List Price
    • $655/SF
    • 13 Days On Market

    Last Listing Agent Glenn Brown RE/MAX ALLIANCE GROUP

    6150 Midnight Pass Rd Unit 12, Sarasota, FL 34242
  • 5369 Shadow Lawn Dr, Sarasota, FL 34242
    5369 Shadow Lawn Dr, Sarasota, FL 34242
    /2

    $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

    Current Estimated Value $655,907

    Last Listing Agent Nancy Drake ACCARDI & ASSOCIATES REAL ESTA

    5369 Shadow Lawn Dr, Sarasota, FL 34242
  • 1271 Dockside Place Unit 215, Sarasota, FL 34242
    1271 Dockside Place Unit 215, Sarasota, FL 34242
    /2

    $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 $913,382

    Last Listing Agent Debra Forkan COLDWELL BANKER REALTY

    1271 Dockside Place Unit 215, Sarasota, FL 34242
  • 5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242
    5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242
    /2

    $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 $554,393

    Last Listing Agent Christine Green COLDWELL BANKER REALTY

    5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242
  • 1013 W Peppertree Dr Unit 115, Sarasota, FL 34242
    1013 W Peppertree Dr Unit 115, Sarasota, FL 34242
    /2

    $963,000 Sold Feb 04, 2026

    1013 W Peppertree Dr Unit 115, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $875/SF
    • 1 Day On Market

    Last Listing Agent Karl Helbig SUNREAL ESTATE INC

    1013 W Peppertree Dr Unit 115, Sarasota, FL 34242
  • 5222 Winding Way, Sarasota, FL 34242
    5222 Winding Way, Sarasota, FL 34242
    /2

    $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
  • 4915 Primrose Path, Sarasota, FL 34242
    4915 Primrose Path, Sarasota, FL 34242
    /2

    $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

    Current Estimated Value $1,369,600

    Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY

    4915 Primrose Path, Sarasota, FL 34242
  • 5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242
    5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242
    /2

    $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 $906,935

    Last Listing Agent Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242

Showing Results 41 - 80, Page 2 of 9

Florida Sarasota County Siesta Key

Recently Sold Real Estate & Homes in Siesta Key, FL

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