Recently Sold Holiday, FL Homes

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  $140,000 Sold Oct 31, 2025

  3332 Wilson Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $97/SF
  • 3 Days On Market

  Last Listing Agent Joseph Koebel RE/MAX REALTEC GROUP INC

  3332 Wilson Dr, Holiday, FL 34691
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  $206,000 Sold Feb 28, 2025

  3334 Fairmount Dr, Holiday, FL 34691

  • 2 Beds
  • 1.5 Baths
  • 1,032 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Above List Price
  • $200/SF
  • 60 Days On Market

  Current Estimated Value $205,980

  Last Listing Agent Heather McCann CHARLES RUTENBERG REALTY INC

  3334 Fairmount Dr, Holiday, FL 34691
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  $128,750 Sold Nov 10, 2025

  1034 Baillies Bluff Rd, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Above List Price
  • $141/SF
  • 6 Days On Market

  Last Listing Agent Jeffrey Borham EXP REALTY LLC

  1034 Baillies Bluff Rd, Holiday, FL 34691
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  $294,000 Sold Apr 13, 2025

  1539 Dartmouth Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • Built 1971

  Last Sold Summary

  • $212/SF
  • 3 Days On Market

  Current Estimated Value $276,879

  Last Listing Agent Mariya Kuzmina KELLER WILLIAMS TAMPA PROP.

  1539 Dartmouth Dr, Holiday, FL 34691
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  $143,000 Sold Oct 24, 2025

  3028 Fairmount Dr, Holiday, FL 34691

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1971

  Last Sold Summary

  • 5% Below List Price
  • $175/SF
  • 54 Days On Market

  Last Listing Agent Jim McPeak MCPEAK REAL ESTATE FIRM

  3028 Fairmount Dr, Holiday, FL 34691
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  $246,000 Sold Jan 29, 2025

  5428 Baroque Dr, Holiday, FL 34690

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1968

  Last Sold Summary

  • 11% Below List Price
  • $160/SF
  • 142 Days On Market

  Current Estimated Value $255,056

  Last Listing Agent Greg Armstrong F I GREY & SON RESIDENTIAL

  5428 Baroque Dr, Holiday, FL 34690
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  $140,000 Sold Sep 09, 2025

  3830 Sailmaker Ln Unit 2106, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,114 Sq Ft
  • Built 1989

  Last Sold Summary

  • $126/SF
  • 0 Days On Market

  Current Estimated Value $141,499

  Last Listing Agent Jeannine Welch KELLER WILLIAMS RLTY NEW TAMPA

  3830 Sailmaker Ln Unit 2106, Holiday, FL 34691
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  $135,000 Sold Feb 20, 2025

  2029 Wailua Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1980

  Last Sold Summary

  • 10% Below List Price
  • $128/SF
  • 131 Days On Market

  Last Listing Agent Analia Leon DENNIS REALTY & INV. CORP.

  2029 Wailua Dr, Holiday, FL 34691
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  $485,000 Sold Feb 19, 2025

  1929 Oswego Dr, Holiday, FL 34691

  • 5 Beds
  • 3 Baths
  • 2,435 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $199/SF
  • 9 Days On Market

  Current Estimated Value $482,478

  Last Listing Agent DJ Arrazcaeta Jr, LLC RE/MAX ALLIANCE GROUP

  1929 Oswego Dr, Holiday, FL 34691
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  $285,000 Sold May 23, 2025

  1304 Greenlea Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • Built 1985

  Last Sold Summary

  • 11% Below List Price
  • $207/SF
  • 152 Days On Market

  Current Estimated Value $290,689

  Last Listing Agent Natalija Hall F I GREY & SON RESIDENTIAL

  1304 Greenlea Dr, Holiday, FL 34691
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  $420,000 Sold Jun 30, 2025

  2708 Dolphin Watch Ct, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • Built 2001

  Last Sold Summary

  • $239/SF
  • 3 Days On Market

  Current Estimated Value $418,069

  Last Listing Agent Kari Hazeltine 54 REALTY LLC

  2708 Dolphin Watch Ct, Holiday, FL 34691
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  $209,000 Sold Feb 05, 2025

  2527 Chancery Dr, Holiday, FL 34690

  • 4 Beds
  • 2 Baths
  • 956 Sq Ft
  • Built 1965

  Last Sold Summary

  • $219/SF
  • 12 Days On Market

  Current Estimated Value $211,578

  Last Listing Agent Michael Tiburtini MAINSTAY BROKERAGE LLC

  2527 Chancery Dr, Holiday, FL 34690
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  $225,000 Sold Feb 17, 2025

  4829 Foothill Dr, Holiday, FL 34690

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Below List Price
  • $228/SF
  • 131 Days On Market

  Current Estimated Value $225,147

  Last Listing Agent Olenka Stelmach BHHS FLORIDA PROPERTIES GROUP

  4829 Foothill Dr, Holiday, FL 34690
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  $250,000 Sold May 06, 2025

  3346 Truman Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 1971

  Last Sold Summary

  • $206/SF
  • 4 Days On Market

  Current Estimated Value $250,061

  Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

  3346 Truman Dr, Holiday, FL 34691
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  $233,000 Sold Jun 06, 2025

  3522 Windham Dr, Holiday, FL 34691

  • 4 Beds
  • 1 Bath
  • 1,118 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Above List Price
  • $208/SF
  • 12 Days On Market

  Current Estimated Value $237,169

  Last Listing Agent Raquel Littlejohn MAINSTAY BROKERAGE LLC

  3522 Windham Dr, Holiday, FL 34691
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  $161,500 Sold Mar 12, 2025

  3101 Southport Dr, Holiday, FL 34690

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Below List Price
  • $116/SF
  • 65 Days On Market

  Last Listing Agent Ashley Gillum Smith REAVES REAL ESTATE PROFESSIONALS LLC

  3101 Southport Dr, Holiday, FL 34690
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  $199,900 Sold Feb 03, 2025

  2120 Calusa Trail, Holiday, FL 34690

  • 3 Beds
  • 2 Baths
  • 972 Sq Ft
  • Built 1958

  Last Sold Summary

  • $206/SF
  • 31 Days On Market

  Current Estimated Value $193,851

  Last Listing Agent Daniel Sefair SEFAIR INVESTMENTS INC

  2120 Calusa Trail, Holiday, FL 34690
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  $54,400 Sold Sep 20, 2025

  4699 Continental Dr Unit 62, Holiday, FL 34690

  • 1 Bed
  • 1 Bath
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • 179 Days On Market

  Last Listing Agent Lane Parks Gulf Breeze Mobile Home Sales, LLC

  4699 Continental Dr Unit 62, Holiday, FL 34690
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  $250,000 Sold Feb 24, 2025

  3405 Nixon Rd, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Built 1972

  Last Sold Summary

  • $183/SF
  • 1 Day On Market

  Current Estimated Value $254,194

  Last Listing Agent Katie Kanehl CHARLES RUTENBERG REALTY INC

  3405 Nixon Rd, Holiday, FL 34691
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  $300,000 Sold May 19, 2025

  5213 Skyland Dr, Holiday, FL 34690

  • 3 Beds
  • 2 Baths
  • 1,363 Sq Ft
  • Built 1971

  Last Sold Summary

  • 8% Below List Price
  • $220/SF
  • 34 Days On Market

  Current Estimated Value $292,837

  Last Listing Agent Jane Makhlouf JM REAL ESTATE SOLUTIONS

  5213 Skyland Dr, Holiday, FL 34690
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  $215,985 Sold Apr 21, 2025

  3600 Winder Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • Built 1968

  Last Sold Summary

  • $191/SF
  • 3 Days On Market

  Current Estimated Value $216,861

  Last Listing Agent Matthew Abbott RE/MAX ALLIANCE GROUP

  3600 Winder Dr, Holiday, FL 34691
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  $150,000 Sold Sep 30, 2025

  3747 Lomi Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1981

  Last Sold Summary

  • 12% Below List Price
  • $108/SF
  • 165 Days On Market

  Last Listing Agent Karoline Becker DENNIS REALTY & INV. CORP.

  3747 Lomi Dr, Holiday, FL 34691
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  $199,500 Sold Apr 11, 2025

  3351 Blue Bird Dr, Holiday, FL 34690

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft
  • Built 1971

  Last Sold Summary

  • $177/SF
  • 13 Days On Market

  Current Estimated Value $203,171

  Last Listing Agent Troy Funk REALTY ONE GROUP SUNSHINE

  3351 Blue Bird Dr, Holiday, FL 34690
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  $180,000 Sold Dec 19, 2025

  2015 Essex Dr, Holiday, FL 34691

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft
  • Built 1975

  Last Sold Summary

  • 5% Below List Price
  • $183/SF
  • 20 Days On Market

  Last Listing Agent John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

  2015 Essex Dr, Holiday, FL 34691
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  $180,000 Sold Mar 31, 2025

  3553 Richboro Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,559 Sq Ft
  • Built 1972

  Last Sold Summary

  • 32% Below List Price
  • $115/SF
  • 94 Days On Market

  Current Estimated Value $218,690

  Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

  3553 Richboro Dr, Holiday, FL 34691
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  $199,900 Sold Dec 10, 2025

  3432 Briar Cliff Dr, Holiday, FL 34691

  • 2 Beds
  • 1 Bath
  • 848 Sq Ft
  • Built 1967

  Last Sold Summary

  • 9% Below List Price
  • $236/SF
  • 83 Days On Market

  Last Listing Agent Matthew Halliday LPT REALTY, LLC.

  3432 Briar Cliff Dr, Holiday, FL 34691
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  $220,000 Sold Sep 29, 2025

  1351 Weyford Ln, Holiday, FL 34691

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 1970

  Last Sold Summary

  • $262/SF
  • 10 Days On Market

  Last Listing Agent Tara Cook ORANGE GROVE PROPERTY SOLUTIONS

  1351 Weyford Ln, Holiday, FL 34691
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  $276,500 Sold Sep 12, 2025

  2616 Ohio Place, Holiday, FL 34691

  • 3 Beds
  • 1.5 Baths
  • 1,216 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Above List Price
  • $227/SF
  • 99 Days On Market

  Current Estimated Value $270,091

  Last Listing Agent Valeria Aliaga NETWORTH REALTY OF TAMPA, LLC

  2616 Ohio Place, Holiday, FL 34691
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  $220,000 Sold Jul 30, 2025

  3615 Wellington Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1970

  Last Sold Summary

  • 18% Below List Price
  • $167/SF
  • 408 Days On Market

  Current Estimated Value $223,344

  Last Listing Agent Coleen Garner CENTURY 21 ELITE LOCATIONS, INC

  3615 Wellington Dr, Holiday, FL 34691
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  $225,500 Sold Jul 25, 2025

  5507 Casino Dr, Holiday, FL 34690

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 1970

  Last Sold Summary

  • $163/SF
  • 5 Days On Market

  Current Estimated Value $228,164

  Last Listing Agent Sandra Ceballos SILVER ROOTS REAL ESTATE GROUP

  5507 Casino Dr, Holiday, FL 34690
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  $258,000 Sold Nov 24, 2025

  3838 Sablewood Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 1968

  Last Sold Summary

  • 4% Below List Price
  • $208/SF
  • 74 Days On Market

  Last Listing Agent Caroline Hanna CHARLES RUTENBERG REALTY INC

  3838 Sablewood Dr, Holiday, FL 34691
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  $214,500 Sold May 22, 2025

  3239 Jarvis St, Holiday, FL 34690

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft
  • Built 1970

  Last Sold Summary

  • 1% Below List Price
  • $271/SF
  • 22 Days On Market

  Current Estimated Value $211,001

  Last Listing Agent Arian Gjolaj CHARLES RUTENBERG REALTY INC

  3239 Jarvis St, Holiday, FL 34690
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  $175,000 Sold Apr 16, 2025

  3839 Lomi Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 1983

  Last Sold Summary

  • 12% Below List Price
  • $144/SF
  • 123 Days On Market

  Last Listing Agent Analia Leon DENNIS REALTY & INV. CORP.

  3839 Lomi Dr, Holiday, FL 34691
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  $230,000 Sold May 29, 2025

  3421 Cantrell St, Holiday, FL 34690

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft
  • Built 1966

  Last Sold Summary

  • 16% Below List Price
  • $188/SF
  • 113 Days On Market

  Current Estimated Value $240,281

  Last Listing Agent D M CHARLES RUTENBERG REALTY INC

  3421 Cantrell St, Holiday, FL 34690
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  $260,000 Sold Jun 16, 2025

  Unlisted Address

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Built 1969

  Last Sold Summary

  • 1% Above List Price
  • $239/SF
  • 37 Days On Market

  Current Estimated Value $261,237

  Last Listing Agent Diann Jackson FLORIDA LUXURY REALTY INC

  Unlisted Address
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  $195,000 Sold Sep 23, 2025

  5031 Billings Dr, Holiday, FL 34690

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1969

  Last Sold Summary

  • 2% Below List Price
  • $141/SF
  • 5 Days On Market

  Current Estimated Value $204,111

  Last Listing Agent Joel Colley LPT REALTY, LLC

  5031 Billings Dr, Holiday, FL 34690
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  $180,000 Sold May 01, 2025

  1339 Jambalana Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1985

  Last Sold Summary

  • 18% Below List Price
  • $114/SF
  • 4 Days On Market

  Last Listing Agent Shelbia Roberts, LLC RE/MAX ALLIANCE GROUP

  1339 Jambalana Dr, Holiday, FL 34691
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  $180,000 Sold Oct 16, 2025

  4935 Phoenix Ave, Holiday, FL 34690

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

  Last Sold Summary

  • 5% Below List Price
  • $208/SF
  • 18 Days On Market

  Last Listing Agent William Parker KELLER WILLIAMS REALTY- PALM H

  4935 Phoenix Ave, Holiday, FL 34690
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  $175,000 Sold Aug 29, 2025

  3504 Westchester Dr, Holiday, FL 34691

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft
  • Built 1968

  Last Sold Summary

  • 15% Below List Price
  • $155/SF
  • 37 Days On Market

  Current Estimated Value $179,831

  Last Listing Agent Natalie Gorse Tropic Shores Realty LLC

  3504 Westchester Dr, Holiday, FL 34691
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  $431,000 Sold Dec 22, 2025

  3020 Shipwatch Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Below List Price
  • $226/SF
  • 54 Days On Market

  Last Listing Agent Jennifer France FLORIDA LUXURY REALTY INC

  3020 Shipwatch Dr, Holiday, FL 34691

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