18,367

Holiday, FL Homes

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  • /46

    $265,000

    Coming Soon Sep 25
    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft

    5404 Front Dr, Holiday, FL 34690

    Short Sale. COMING SOON! MOVE IN READY 3/2/1 PLUS BONUS ROOM HOME IN HOLIDAY on a MASSIVE LOT! CALL FOR MORE DETAILS

    Gary Ubaldini KELLER WILLIAMS REALTY- PALM HARBOR

    5404 Front Dr, Holiday, FL 34690
  • /50

    $2,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • House for Rent

    2007 Gulfview Dr, Holiday, FL 34691

    Experience true Gulf Coast living in this 2-bedroom, 2-bath home located directly on the Gulf of Mexico in desirable Bailey's Bluff Estates. Available furnished or unfurnished, the home is surrounded by beautiful waterfront properties and offers breathtaking sunsets, frequent dolphin sightings, and endless opportunities for boating, fishing, scalloping and island hopping. The open floor plan

    Kimberly Bramer, PA Bramer Property Management and Realty Group LLC

    2007 Gulfview Dr, Holiday, FL 34691
  • /2

    $253,750

    Sold Dec 05, 2025

    5021 Phoenix Ave, Holiday, FL 34690

    • 2 Beds
    • 1.5 Baths
    • 1,295 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Above List Price
    • $196/SF
    • 13 Days On Market

    Current Estimated Value $251,634

    Last Listing Agent Mimi DeSetto COASTAL PROPERTIES GROUP INTERNATIONAL

    5021 Phoenix Ave, Holiday, FL 34690
    • /40

      Not Listed For Sale

      4699 Continental Dr Unit 590, Holiday, FL 34690

      • 2 Beds
      • 1 Bath
      • Built 1994
      4699 Continental Dr Unit 590, Holiday, FL 34690

      Last Sold Summary

      • 29 Days On Market

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

  • /85

    $300,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft

    1027 Orca Ct, Holiday, FL 34691

    Best value and price in the area! Experience the best of coastal living in this spacious, low-maintenance villa just minutes from charming downtown Tarpon Springs. High and dry in Flood Zone X - No Flood insurance required. Offering 1,876 square feet of thoughtfullydesigned space, this 3-bedroom plus den, 2-bath home plus a versatile den/office delivers the comfort and flexibility of a

    Celeste Hunter SMITH & ASSOCIATES REAL ESTATE

    1027 Orca Ct, Holiday, FL 34691
  • /50

    $1,995 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,674 Sq Ft
    • Townhouse for Rent

    4298 Harbour Palm Dr, Holiday, FL 34691

    Virtually Staged. I am pleased to share the details for ?4298 Harbour Palm Drive, a move-in ready townhome in the Anclote Square community in Holiday. Built in 2023 with concrete block construction, this property features the largest floor plan in the community at 1,674 heated square feet, with 3 bedrooms and 2.5 bathrooms. Main Level: Open-concept layout with tile flooring, abundant natural

    Robert VanPamelen ARCHWATER REALTY LLC

    4298 Harbour Palm Dr, Holiday, FL 34691
  • /2

    $266,000

    Sold Jul 07, 2026

    2603 Charlan Ct, Holiday, FL 34690

    • 2 Beds
    • 2.5 Baths
    • 1,541 Sq Ft
    • Built 2023

    Last Sold Summary

    • 1% Below List Price
    • $173/SF
    • 23 Days On Market

    Current Estimated Value $266,760

    Last Listing Agent Norma Vargas EXP REALTY LLC

    2603 Charlan Ct, Holiday, FL 34690
    • /2

      Not Listed For Sale

      2235 Arcadia Rd, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 902 Sq Ft
      • Built 1972
      2235 Arcadia Rd, Holiday, FL 34690

      Last Sold Summary

      • 10 Days On Market

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

  • /28

    $189,900

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,113 Sq Ft

    3647 Bigelow Dr, Holiday, FL 34691

    3 bed, 1 bath house with double driveway. Fully Fenced backyard. Florida room. Elevation certificate attached showing house is above flood elevation even though the lower yard isn't. Roof 2023, AC 2017, Water heater 2020.

    Glen Gasner COUGAR PROPERTY MANAGEMENT LLC

    3647 Bigelow Dr, Holiday, FL 34691
  • /2

    $145,000

    Sold Feb 06, 2026

    2619 Albion St, Holiday, FL 34691

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

    Last Sold Summary

    • 9% Below List Price
    • $106/SF
    • 21 Days On Market

    Current Estimated Value $248,539

    Last Listing Agent Tanja Cisliek FUTURE HOME REALTY INC

    2619 Albion St, Holiday, FL 34691
    • /32

      Not Listed For Sale

      4699 Continental Dr Unit 144, Holiday, FL 34690

      • 1 Bed
      • 1 Bath
      • Built 1981
      4699 Continental Dr Unit 144, Holiday, FL 34690

      Last Sold Summary

      • 109 Days On Market

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

  • /26

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    3420 Paloma Dr, Holiday, FL 34690

    Welcome to this beautifully updated 2-bedroom, 1.5-bath home offering extensive upgrades, energy efficiency, and exceptional outdoor living! Major improvements include a NEW ROOF, NEW HURRICANE-GRADE IMPACT WINDOWS with larger windows for abundant natural light, NEW HVAC/AC, NEW GUTTERS, and underground power lines. The impact windows also feature transferable lifetime warranties for added peace

    David Morales REDFIN CORPORATION

    3420 Paloma Dr, Holiday, FL 34690
  • /2

    $337,000

    Sold Jul 02, 2026

    2125 Barracuda Ct, Holiday, FL 34691

    • 3 Beds
    • 2.5 Baths
    • 1,740 Sq Ft
    • Built 2010

    Last Sold Summary

    • 1% Below List Price
    • $194/SF
    • 30 Days On Market

    Current Estimated Value $338,690

    Last Listing Agent Randy Bowman ASSIST 2 SELL BUYERS N SELLERS

    2125 Barracuda Ct, Holiday, FL 34691
    • /2

      Not Listed For Sale

      1836 Shady Cove Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,011 Sq Ft
      • Built 1960
      1836 Shady Cove Dr, Holiday, FL 34691

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Eric Spedding STAR BAY REALTY CORP.

  • /24

    $224,900

    $10K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    3452 Chauncy Rd, Holiday, FL 34691

    Under contract-accepting backup offers. Spacious Living with Tropical Yard. Pull up in your circular driveway; this home has everything you are looking for! NO FLOOD INSURANCE REQUIRED, NO HOA! Newer Roof, Newer AC unit, including ductwork. Newer Hurricane-rated windows and doors help keep insurance premiums lower. This home is as reliable as it is charming, offering 1,368 SF of living space; it

    Tom Emundi SUNCOAST GROUP REALTORS LLC

    3452 Chauncy Rd, Holiday, FL 34691
  • /2

    $179,000

    Sold Jan 30, 2026

    5050 Billings Dr, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,185 Sq Ft
    • Built 1969

    Last Sold Summary

    • 22% Below List Price
    • $151/SF
    • 115 Days On Market

    Current Estimated Value $183,493

    Last Listing Agent Irene Jonas RE/MAX CHAMPIONS

    5050 Billings Dr, Holiday, FL 34690
    • /2

      Not Listed For Sale

      3201 Nantucket Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 768 Sq Ft
      • Built 1978
      3201 Nantucket Dr, Holiday, FL 34690

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Ashley Gillum Smith REAVES REAL ESTATE PROFESSIONALS LLC

  • /22

    $199,000

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    3557 Rockaway Dr, Holiday, FL 34691

    CUTE HOME, USED WINTERS FOR THE PAST 27 YEARS. COMES COMPLETELY FURNISHED AND HAS AN UPDATED KITCHEN AND INTERIOR BATH. NEWER STAINLESS DISHWASHER, STOVE AND MICROWAVE. SOME ADDITIONAL PERSONAL TOUCHES WILL MAKE IT THE PERFECT WINTER RETREAT. THE ROOF IS 21 YEARS OLD, AC IS 9 YEARS. LOCATED NEAR ANCLOTE PARK, BEACH AND BOAT LAUNCH, KEY VISTA PARK AND THE FAMOUS TARPON SPRINGS SPONGE DOCKS. SEE IT

    Jennifer France FLORIDA LUXURY REALTY INC

    3557 Rockaway Dr, Holiday, FL 34691
  • /2

    $190,000

    Sold May 26, 2026

    2826 Raven Dr, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,310 Sq Ft
    • Built 1974

    Last Sold Summary

    • $145/SF
    • 4 Days On Market

    Current Estimated Value $190,781

    Last Listing Agent Tina Osthus HENDRIK MARIE REAL ESTATE SERVICES

    2826 Raven Dr, Holiday, FL 34690
    • /2

      Not Listed For Sale

      3214 Hampshire Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 943 Sq Ft
      • Built 1974
      3214 Hampshire Dr, Holiday, FL 34690

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /50

    $274,900

    Open Sat 12PM - 2PM $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,048 Sq Ft

    3128 Harvardston Loop, Holiday, FL 34691

    Virtually Staged. Now FHA eligible!! Welcome to your beautifully updated Florida retreat in the heart of Holiday — a move-in-ready 3-bedroom, 2-bath home where modern finishes meet everyday comfort. Step inside and feel the warmth of a bright, open floor plan that flows effortlessly from the living room to the kitchen and into the enclosed Florida room, creating the perfect space for relaxing,

    Rick Ford EXP REALTY LLC

    3128 Harvardston Loop, Holiday, FL 34691
  • /2

    $395,000

    Sold May 05, 2026

    715 Cypress Park Ave, Tarpon Springs, FL 34689

    • 4 Beds
    • 3 Baths
    • 1,704 Sq Ft
    • Built 2002

    Last Sold Summary

    • 4% Below List Price
    • $232/SF
    • 5 Days On Market

    Current Estimated Value $405,064

    Last Listing Agent Manfred Arnheiter SABEMA REAL ESTATE LLC

    715 Cypress Park Ave, Tarpon Springs, FL 34689
    • /33

      Not Listed For Sale

      4699 Continental Dr Unit 353, Holiday, FL 34690

      • 2 Beds
      • 1 Bath
      • Built 1996
      4699 Continental Dr Unit 353, Holiday, FL 34690

      Last Sold Summary

      • 42 Days On Market

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

  • /13

    $245,000

    • 2 Beds
    • 1.5 Baths
    • 1,096 Sq Ft

    3806 Baden Dr, Holiday, FL 34691

    Welcome to this beautifully updated 2-bedroom, 1-bath single-family home in the heart of Holiday, Florida, where timeless charm meets today's most desirable finishes. Offering 1,096 heated square feet and 1,782 total square feet under a metal roof, this move-in-ready home delivers exceptional value, comfort, and versatility. You can search for the address on YouTube to see a video of it. Imagine

    Sam Wanis COLDWELL BANKER REALTY

    3806 Baden Dr, Holiday, FL 34691
  • /2

    $138,500

    Sold Apr 28, 2026

    1039 Clairborne St, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 984 Sq Ft
    • Built 1965

    Last Sold Summary

    • 8% Below List Price
    • $141/SF
    • 6 Days On Market

    Current Estimated Value $256,537

    Last Listing Agent Jeffrey Borham EXP REALTY LLC

    1039 Clairborne St, Holiday, FL 34690
    • /2

      Not Listed For Sale

      2020 Roselawn Dr, Holiday, FL 34691

      • 2 Beds
      • 1.5 Baths
      • 672 Sq Ft
      • Built 1969
      2020 Roselawn Dr, Holiday, FL 34691

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Jeffrey Thomas, II HARTNEY REALTY & DEVELOPMENT

  • /12

    $147,000

    • 2 Beds
    • 1.5 Baths
    • 768 Sq Ft

    4333 Tahitian Gardens Cir Unit A, Holiday, FL 34691

    Tucked away in a quiet, secluded corner of the gated Tahitian Gardens community, this desirable end unit offers extra privacy and effortless, low-maintenance living! The bright, single-story layout features zero carpet with durable luxury vinyl and tile flooring throughout, plus a primary bedroom complete with a private half bath, a spacious walk-in closet and a large laundry/utility closet too!

    Brody Rung MARK SPAIN REAL ESTATE

    4333 Tahitian Gardens Cir Unit A, Holiday, FL 34691
  • /2

    $310,000

    Sold Apr 10, 2026

    3625 Delta Place, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,462 Sq Ft
    • Built 1973

    Last Sold Summary

    • 7% Below List Price
    • $212/SF
    • 209 Days On Market

    Current Estimated Value $301,477

    Last Listing Agent Kosta Karatzas FUTURE HOME REALTY INC

    3625 Delta Place, Holiday, FL 34691
    • /2

      Not Listed For Sale

      3200 Birkdale Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1981
      3200 Birkdale Dr, Holiday, FL 34690

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /29

    $200,000

    $75K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    5344 Nancy Ln, Holiday, FL 34690

    Under contract-accepting backup offers. Virtually Staged. Short Sale. Price reduced! Move-in ready 3-bedroom, 2-bath home offering 1,392 sq ft of comfortable living space in Holiday. This well-maintained property features tile flooring throughout, providing both durability and easy maintenance. The functional layout offers spacious living areas and a seamless flow, ideal for everyday living and

    Arlethys Cordero DALTON WADE INC

    5344 Nancy Ln, Holiday, FL 34690
  • /2

    $265,000

    Sold Feb 26, 2026

    1435 Maybury Dr, Holiday, FL 34691

    • 4 Beds
    • 2 Baths
    • 1,182 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Below List Price
    • $224/SF
    • 26 Days On Market

    Current Estimated Value $258,452

    Last Listing Agent Bob Duncombe SANDPEAK REALTY

    1435 Maybury Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      2032 Maui Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1983
      2032 Maui Dr, Holiday, FL 34691

      Last Sold Summary

      • 227 Days On Market

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

  • /14

    $152,500

    • 2 Beds
    • 1 Bath
    • 552 Sq Ft

    1945 Rally Ln, Holiday, FL 34690

    Delightful Mobile Home located in a quiet community, 2 bedroom, 1 bath plus storage room (or extra bedroom) Updated Kitchen, bath, fans Washer does not convey. Please note, Financing is CASH or POSSIBLY Conventional.

    Sharon Wyatt-Norman SUN COVE REALTY INC

    1945 Rally Ln, Holiday, FL 34690
  • /2

    $250,000

    Sold Dec 23, 2025

    3639 Richboro Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Below List Price
    • $158/SF
    • 44 Days On Market

    Current Estimated Value $253,526

    Last Listing Agent trinity keck KELLER WILLIAMS REALTY- PALM HARBOR

    3639 Richboro Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      3839 Lomi Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,212 Sq Ft
      • Built 1983
      3839 Lomi Dr, Holiday, FL 34691

      Last Sold Summary

      • 123 Days On Market

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

  • /37

    $299,900

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,502 Sq Ft

    3611 Delta Place, Holiday, FL 34691

    Under contract-accepting backup offers. Welcome to this beautifully remodeled 2-bedroom, 2-bathroom pool home offering an open, light-filled layout, peaceful water views, and plenty of indoor-outdoor living space. An oversized driveway provides abundant parking in addition to the 2-car garage, while the unique front courtyard creates a welcoming entry and adds character from the moment you

    Valeria Aliaga NETWORTH REALTY OF TAMPA, LLC

    3611 Delta Place, Holiday, FL 34691
  • /2

    $285,000

    Sold May 29, 2026

    1714 Springdale Dr Unit 22, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,622 Sq Ft
    • Built 1975

    Last Sold Summary

    • $176/SF
    • 13 Days On Market

    Current Estimated Value $285,431

    Last Listing Agent Serghei Diaconu DALTON WADE INC

    1714 Springdale Dr Unit 22, Holiday, FL 34691
    • /2

      Not Listed For Sale

      1842 Shady Cove Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 820 Sq Ft
      • Built 1962
      1842 Shady Cove Dr, Holiday, FL 34691

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Megan Pargov LIPPLY REAL ESTATE

  • /5

    $799,000

    • Land
    • 10.47 Acres
    • $76,313 per Acre

    5001 Whippoorwill Dr, Holiday, FL 34690

    West of Grand Blvd. at the end of Whippoorwill Dr. Forested Property, Suitable for a Private Estate Home,(Compound), Water feature, Paved Access, Utilities Available

    John Grey FI GREY & SON INC COMMERCIAL

    5001 Whippoorwill Dr, Holiday, FL 34690
  • /2

    $420,500

    Sold Jan 29, 2026

    2422 Wood Pointe Dr, Holiday, FL 34691

    • 5 Beds
    • 3 Baths
    • 3,002 Sq Ft
    • Built 2003

    Last Sold Summary

    • 17% Below List Price
    • $140/SF
    • 52 Days On Market

    Current Estimated Value $447,613

    Last Listing Agent Kristen Krutz RE/MAX MARKETING SPECIALISTS

    2422 Wood Pointe Dr, Holiday, FL 34691

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