18,358

Holiday, FL Homes

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    • /18

      Not Listed For Sale

      0 Flotilla Dr Unit MFRU8213614, Holiday, FL 34690

      0 Flotilla Dr Unit MFRU8213614, Holiday, FL 34690

      Last Sold Summary

      • 135 Days On Market

      Last Listing Agent Lori Crawford RE/MAX ACTION FIRST OF FLORIDA

  • /33

    $225,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 984 Sq Ft

    2019 Hess Dr, Holiday, FL 34691

    Virtually Staged. ***Seller will consider installing a NEW ROOF prior to closing with an acceptable offer.***Adorable BLOCK construction home, updated, and move-in ready! This immaculate 2-bedroom, 1-bath home with 1 car garage offers a versatile 14x12 BONUS ROOM with French Doors. The bonus room is ideal as a potential 3RD BEDROOM, home office, gym, playroom, or even a spacious formal dining

    Angela Wilbur FUTURE HOME REALTY INC

    2019 Hess Dr, Holiday, FL 34691
  • /2

    $385,000

    Sold May 04, 2026

    2321 Wood Pointe Dr, Holiday, FL 34691

    • 4 Beds
    • 3 Baths
    • 2,429 Sq Ft
    • Built 2004

    Last Sold Summary

    • 21% Below List Price
    • $159/SF
    • 340 Days On Market

    Current Estimated Value $409,521

    Last Listing Agent Whitney Boland SIGNATURE REALTY ASSOCIATES

    2321 Wood Pointe Dr, Holiday, FL 34691
    • /42

      Not Listed For Sale

      4699 Continental Dr Unit 192, Holiday, FL 34690

      • 2 Beds
      • 1 Bath
      • Built 1991
      4699 Continental Dr Unit 192, Holiday, FL 34690

      Last Sold Summary

      • 39 Days On Market

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

  • /19

    $209,900

    $27K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft

    3801 Darlington Rd, Holiday, FL 34691

    Charming, 2-bedroom, 1.5-bathroom single-family home available for sale in Holiday. This property boasts a renovated kitchen featuring wooden cabinets paired with granite countertops, offering a classic and modern look. Key updates include ceramic tile throughout, a new HVAC system (2025), a new electric water heater (2025), and a roof from 2015. The fully enclosed rear yard features

    Hector Mendez LONDON FOSTER REALTY

    3801 Darlington Rd, Holiday, FL 34691
  • /2

    $270,000

    Sold Dec 12, 2025

    5130 Chime Way, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $181/SF
    • 83 Days On Market

    Current Estimated Value $264,319

    Last Listing Agent Matt Sofarelli CHARLES RUTENBERG REALTY INC

    5130 Chime Way, Holiday, FL 34690
    • /48

      Not Listed For Sale

      2012 Kona Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1979
      2012 Kona Dr, Holiday, FL 34691

      Last Sold Summary

      • 136 Days On Market

      Last Listing Agent Diana Schlafley CHARLES RUTENBERG REALTY INC

  • /39

    $35,000

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath

    4699 Continental Dr Unit 303, Holiday, FL 34690

    This 2 Bedroom, 1 Bath Partially Furnished Park Model is located in Holiday Travel Park, an All Ages Community with LOW $693 Lot Rent. The Home is 780 Sq Ft with a Shingle Roof, a Newer Membrane Roof over the Add-on, Installed in 2022, Drywall Ceilings and Drywall Walls, Thermo-pane Windows and a 2 1/2 Ton Central Ac and Heating System, Installed in 2024. The Home has a Double Carport and a

    Lane Parks Gulf Breeze Mobile Home Sales, LLC

    4699 Continental Dr Unit 303, Holiday, FL 34690
  • /2

    $171,000

    Sold Sep 17, 2025

    3347 Roxbury Dr, Holiday, FL 34691

    • 2 Beds
    • 1.5 Baths
    • 1,099 Sq Ft
    • Built 1972

    Last Sold Summary

    • 8% Below List Price
    • $156/SF
    • 65 Days On Market

    Current Estimated Value $218,929

    Last Listing Agent Aaron Mighty MIGHTY REALTY INC

    3347 Roxbury Dr, Holiday, FL 34691
    • /14

      Not Listed For Sale

      1832 Cemetery Rd, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,040 Sq Ft
      • Built 1985
      1832 Cemetery Rd, Holiday, FL 34691

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Venessa Finazzo BHHS FLORIDA PROPERTIES GROUP

  • /30

    $265,000

    $30K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,365 Sq Ft

    1215 Persimmon Dr, Holiday, FL 34691

    Welcome to this charming single-story home in the heart of Holiday! Featuring approximately 1,365 square feet of living space, this well-maintained residence offers a functional layout with spacious living areas, 2 bathrooms, and a generous lot size of nearly 7,500 square feet. Built in 1986 with durable block/stucco construction, the home includes central A/C, forced-air heating, and ample

    Ingrid Santaliz MARK SPAIN REAL ESTATE

    1215 Persimmon Dr, Holiday, FL 34691
  • /2

    $347,500

    Sold Apr 07, 2026

    2618 Almond Dr, Holiday, FL 34691

    • 4 Beds
    • 2.5 Baths
    • 2,760 Sq Ft
    • Built 1972

    Last Sold Summary

    • 18% Below List Price
    • $126/SF
    • 237 Days On Market

    Current Estimated Value $355,210

    Last Listing Agent Joe Ionata RENTICR REALTY

    2618 Almond Dr, Holiday, FL 34691
    • /62

      Not Listed For Sale

      3540 Kauna Point Dr Unit 144, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 800 Sq Ft
      • Built 1973
      3540 Kauna Point Dr Unit 144, Holiday, FL 34691

      Last Sold Summary

      • 150 Days On Market

      Last Listing Agent Julie Stilwell CENTURY 21 LIST WITH BEGGINS

  • /30

    $248,900

    • 2 Beds
    • 1.5 Baths
    • 1,196 Sq Ft

    3908 Baden Dr, Holiday, FL 34691

    This charming 2-bedroom, 1.5 bath home offers comfort, style and practical updates throughout. The spacious floor plan features durable ceramic tile flooring in every room, complemented by beautiful wood cabinetry in the kitchen. A one-car garage provides convenient parking and additional storage. Enjoy Florida living year-round in the screened porch overlooking the fully fenced backyard-perfect

    Christine Bislick PREMIER PROPERTY SOLUTIONS

    3908 Baden Dr, Holiday, FL 34691
  • /2

    $179,000

    Sold May 01, 2026

    1204 Stover Ct, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,444 Sq Ft
    • Built 1971

    Last Sold Summary

    • 13% Below List Price
    • $124/SF
    • 18 Days On Market

    Current Estimated Value $190,892

    Last Listing Agent Nisim Korkus HIGHLIGHT REALTY CORP/LW

    1204 Stover Ct, Holiday, FL 34691
    • /13

      Not Listed For Sale

      Lot 1511 Jackson Dr, Holiday, FL 34691

      Lot 1511 Jackson Dr, Holiday, FL 34691

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Andre Smallwood IMPACT REALTY TAMPA BAY

  • /76

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft

    2239 Barracuda Ct, Holiday, FL 34691

    Escape to Paradise at 2239 Barracuda Court! Nestled on a peaceful cul-de-sac in Holiday, Florida, this beautifully maintained 3-bedroom, 2-bathroom home offers 1,700 square feet of bright, low-maintenance living space designed for the ultimate Florida lifestyle. Boasting pristine curb appeal and a thoughtfully designed open layout, this turn-key residence is the perfect match whether you are

    Jason Philpot FUTURE HOME REALTY INC

    2239 Barracuda Ct, Holiday, FL 34691
  • /2

    $243,000

    Sold Oct 03, 2025

    4934 Lemonwood Loop, Holiday, FL 34690

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

    Last Sold Summary

    • $254/SF
    • 16 Days On Market

    Current Estimated Value $234,356

    Last Listing Agent Benjamin Elkins COASTAL PROPERTIES GROUP INTERNATIONAL

    4934 Lemonwood Loop, Holiday, FL 34690
    • /28

      Not Listed For Sale

      3329 Tiki Dr, Holiday, FL 34691

      • 1 Bed
      • 1 Bath
      • 624 Sq Ft
      • Built 1972
      3329 Tiki Dr, Holiday, FL 34691

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Jason Jones KELLER WILLIAMS REALTY- PALM HARBOR

  • /11

    $225,000

    • 2 Beds
    • 1 Bath
    • 1,020 Sq Ft

    3150 Fairmount Dr, Holiday, FL 34691

    ## Rare Opportunity! Corner Lot • 2-Car Garage • Bonus Room• Metal roof • Huge Yard! and seller will take care of your closing costLooking for the perfect first home or investment property? This charming residence checks all the boxes! Search the address on YouTube. Imagine owning a single-family home with a monthly payment that, for many buyers, could be less than what you might pay to rent

    Sam Wanis COLDWELL BANKER REALTY

    3150 Fairmount Dr, Holiday, FL 34691
  • /2

    $240,000

    Sold Jan 20, 2026

    3519 Emory Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 1969

    Last Sold Summary

    • 9% Below List Price
    • $209/SF
    • 160 Days On Market

    Current Estimated Value $237,502

    Last Listing Agent Lynne Powers POWERS REAL ESTATE SOLUTIONS LLC

    3519 Emory Dr, Holiday, FL 34691
    • /59

      Est $358,063

      Not Listed For Sale

      2259 Parrot Fish Dr, Holiday, FL 34691

      • 3 Beds
      • 2 Baths
      • 1,740 Sq Ft
      • Built 2011
      2259 Parrot Fish Dr, Holiday, FL 34691

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Michael Constantine RE/MAX ALLIANCE GROUP

  • /2

    $370,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft

    Unlisted Address

    Welcome to this spacious single-family home located in the desirable Holiday Lake Estates community! Offering 3 bedrooms, 2 full bathrooms, and nearly 1,500 sq ft of comfortable living space, this solid concrete-block home features a functional, light-filled layout. The generous floor plan provides plenty of room for entertaining, a dedicated dining/living area, and an attached garage with extra

    MJ Arcicovich ESQUIRE PROPERTY GROUP LLC

    Unlisted Address
  • /2

    $74,000

    Sold Jan 26, 2026

    2014 Kepner Dr, Holiday, FL 34691

    • 2 Beds
    • 1.5 Baths
    • 848 Sq Ft
    • Built 1959

    Last Sold Summary

    • 22% Below List Price
    • $87/SF
    • 164 Days On Market

    Last Listing Agent Shelly Hayden BILTMORE GROUP INC

    2014 Kepner Dr, Holiday, FL 34691
    • /20

      Est $455,190

      Not Listed For Sale

      3281 Mela Ct, Holiday, FL 34691

      • 4 Beds
      • 3 Baths
      • 2,343 Sq Ft
      • Built 2016
      3281 Mela Ct, Holiday, FL 34691

      Last Sold Summary

      • 174 Days On Market

      Last Listing Agent Dawn Walls MARK SPAIN REAL ESTATE

  • /26

    $263,900

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,156 Sq Ft

    3111 Coldwell Dr, Holiday, FL 34691

    **WOW! BEST DEAL in HOLIDAY with NO HOA!** This contemporary one-story home is sure to steal your heart. Homes like this don’t come available very often, and this one has everything you’ve been dreaming of with a BRAND NEW ROOF! Get ready to fall in love... this home offers wide-open living spaces with tons of natural light and elegant waterproof luxury plank flooring throughout the living areas.

    Stephen Scott PINEYWOODS REALTY LLC

    3111 Coldwell Dr, Holiday, FL 34691
  • /2

    $218,000

    Sold Aug 29, 2025

    3625 Oakhurst Dr, Holiday, FL 34691

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $267/SF
    • 30 Days On Market

    Current Estimated Value $210,394

    Last Listing Agent Brad Goldfinger COMPASS FLORIDA LLC

    3625 Oakhurst Dr, Holiday, FL 34691
    • /31

      Est $142,378

      Not Listed For Sale

      3825 Sailmaker Ln Unit 6, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,114 Sq Ft
      • Built 1989
      3825 Sailmaker Ln Unit 6, Holiday, FL 34691

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Morrie Lindsey PEOPLE'S TRUST REALTY

  • /23

    $314,900

    • 2 Beds
    • 2 Baths
    • 1,108 Sq Ft

    4114 Sunray Dr, Holiday, FL 34691

    **Waterfront Living • Fully Furnished • Proven 5-Star Short-Term Rental**Whether you're searching for your own waterfront retreat or a turnkey investment opportunity, this beautifully maintained **2-bedroom, 2-bath** home offers the best of both worlds. Being offered **fully furnished (with the exception of artwork and some pieces, list attached) this waterfront gem has operated as a

    Sandra Ceballos SILVER ROOTS REAL ESTATE GROUP

    4114 Sunray Dr, Holiday, FL 34691
  • /2

    $220,000

    Sold May 21, 2026

    3543 Hoover Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft
    • Built 1973

    Last Sold Summary

    • 4% Below List Price
    • $201/SF
    • 61 Days On Market

    Current Estimated Value $217,601

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

    3543 Hoover Dr, Holiday, FL 34691
    • /33

      Est $445,013

      Not Listed For Sale

      6555 Mineral Springs Rd, Holiday, FL 34690

      • 5 Beds
      • 2.5 Baths
      • 2,902 Sq Ft
      • Built 2020
      6555 Mineral Springs Rd, Holiday, FL 34690

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Angela Wilbur FUTURE HOME REALTY INC

  • /32

    $239,900

    • 2 Beds
    • 1 Bath
    • 1,060 Sq Ft

    1958 Essex Dr, Holiday, FL 34691

    WELCOME HOME to this charming property situated on an OVERSIZED fenced lot with BOAT PARKING and a large side gate — perfect for all your outdoor toys and extra storage needs! This versatile 2-bedroom home also features a BONUS ROOM ideal for a home office, guest room, or potential third bedroom. Inside, you’ll find a refreshed kitchen complete with newer appliances and a spacious pantry for

    Heather Sandlin EXP REALTY LLC

    1958 Essex Dr, Holiday, FL 34691
  • /2

    $107,500

    Sold Jan 28, 2026

    1010 Bowsprit Ln, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,114 Sq Ft
    • Built 1986

    Last Sold Summary

    • 17% Below List Price
    • $96/SF
    • 159 Days On Market

    Current Estimated Value $114,517

    Last Listing Agent Anieska Arias Laguna MARK SPAIN REAL ESTATE

    1010 Bowsprit Ln, Holiday, FL 34691
    • /38

      Not Listed For Sale

      5124 River Birch Ave, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 1,196 Sq Ft
      • Built 1984
      5124 River Birch Ave, Holiday, FL 34690

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Christian Bennett RE/MAX CHAMPIONS

  • /24

    $294,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,587 Sq Ft

    3625 Richboro Dr, Holiday, FL 34691

    ***FEMA FLOOD INSURANCE PAID THROUGH NOVEMBER 2027***FULLY TRANSFERABLE TO THE NEW OWNER. INSTANT VALUE AND SAVINGS. DON’T MISS THIS PROTECTED HOME OPPORTUNITY. This beautifully updated 3-bedroom, 2-bath home features a spacious, open layout perfect for everyday living and entertaining. Enjoy ceramic tile floors throughout, remodeled bathrooms, and a modern kitchen with granite countertops and

    Maria Ospina PEOPLE'S TRUST REALTY

    3625 Richboro Dr, Holiday, FL 34691
  • /2

    $155,000

    Sold Nov 25, 2025

    3421 Supreme Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,114 Sq Ft
    • Built 1975

    Last Sold Summary

    • 26% Below List Price
    • $139/SF
    • 47 Days On Market

    Current Estimated Value $255,416

    Last Listing Agent Carol Gravelin FLORIDA WEST COAST HOMES, LLC

    3421 Supreme Dr, Holiday, FL 34691
    • /25

      Not Listed For Sale

      1925 Speck Dr, Holiday, FL 34691

      • 3 Beds
      • 2 Baths
      • 912 Sq Ft
      • Built 1966
      1925 Speck Dr, Holiday, FL 34691

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent Vincent Bertola DALTON WADE INC

  • /31

    $159,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 975 Sq Ft

    1804 Rising Sun Dr, Holiday, FL 34690

    Welcome to this 55+ community of Sunrise Square Villas! Check out this clean updated 2-bedroom, 2-bath condo that includes a 1 car carport. This condo features newer appliances, solid wood kitchen cabinets, a newer tankless hot water heater, a split floor plan and a relaxing Florida room. The living/dining room area has vaulted ceilings. Excellent location that is close to beaches, parks, Tarpon

    Dean Aaron Waters DALTON WADE INC

    1804 Rising Sun Dr, Holiday, FL 34690
  • /2

    $318,000

    Sold May 15, 2026

    2527 Ohio Place, Holiday, FL 34691

    • 4 Beds
    • 3 Baths
    • 1,827 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Below List Price
    • $174/SF
    • 144 Days On Market

    Current Estimated Value $313,572

    Last Listing Agent Jessenia Vicharra Nevado HOME PRIME REALTY LLC

    2527 Ohio Place, Holiday, FL 34691
    • /27

      Est $117,781

      Not Listed For Sale

      4350 Tahitian Gardens Cir Unit F, Holiday, FL 34691

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft
      • Built 1968
      4350 Tahitian Gardens Cir Unit F, Holiday, FL 34691

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Michael McAuley COASTAL FLORIDA REAL ESTATE

Showing Results 641 - 680, Page 17 of 18

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