18,314

Holiday, FL Homes

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  • /28

    $225,000 Pending

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

    3530 Hoover Dr, Holiday, FL 34691

    It will feel like a holiday everytime you come home to this 2 bedroom, 1 1/2 bath. You can seethe pictures, but what you don't get is the feeling you get when you are sitting out front undercover enjoying the breeze. The stress will melt away as you are sitting out in the beautifulsunroom (2018) enjoying the peacefulness of the fenced (2016) back yard. The inside of thehome is

    Rick Patton Jr MARK SPAIN REAL ESTATE

    3530 Hoover Dr, Holiday, FL 34691
  • /2

    $219,000 Sold Dec 30, 2025

    2229 Harrison Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1979

    Last Sold Summary

    • $203/SF
    • 11 Days On Market

    Current Estimated Value $218,528

    Last Listing Agent Louis Petruzzelli RE/MAX SUNSET REALTY

    2229 Harrison Dr, Holiday, FL 34691
    • /44

      Not Listed For Sale

      2023 Kahala Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1977
      2023 Kahala Dr, Holiday, FL 34691

      Last Sold Summary

      • $165/SF
      • 111 Days On Market

      Last Sold Price $142,500

      Last Listing Agent Judith Shank BHHS FLORIDA PROPERTIES GROUP

  • /27

    $140,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    5124 Darlington Rd, Holiday, FL 34690

    Welcome Home to 5124 Darlington Rd, the lowest-priced home for sale in Buena Vista Manor, offering incredible value with major updates throughout, full 1-car garage and fully fenced in backyard— standout features in this sought-after 55+ community. This 2 Bedroom (Both with Walk-In Closets), 2 Full Bathrooms home has been beautifully renovated in 2021: New Kitchen Cabinets, Granite Countertops,

    Nicholas Shoemaker INSPIRED REALTY, LLC

    5124 Darlington Rd, Holiday, FL 34690
  • /2

    $215,000 Sold Sep 25, 2025

    1663 Plum Tree Rd, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • 945 Sq Ft
    • Built 1972

    Last Sold Summary

    • 10% Below List Price
    • $228/SF
    • 29 Days On Market

    Current Estimated Value $214,243

    Last Listing Agent Daysi Malloy DAYSI MALLOY REALTY GROUP LLC

    1663 Plum Tree Rd, Holiday, FL 34690
    • /25

      Not Listed For Sale

      2013 Kona Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1978
      2013 Kona Dr, Holiday, FL 34691

      Last Sold Summary

      • $146/SF
      • 38 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Cory Byrd F I GREY & SON RESIDENTIAL

  • /32

    $13,000

    • 2 Beds
    • 1 Bath

    4699 Continental Dr Unit Lot 194, Holiday, FL 34690

    This 2 Bedroom, 1 Bath Home is in Holiday Travel Park, an All Ages Community with Low $693 Lot Rent. The Home has a New Screened in Patio with a Ceiling Fan and a Nice View of the Pond. The Metal Roof was Sealed and the Home was Painted in November of 2023. The Home has a New Paver Patio Driveway that can Accomodate 2 Cars. The Ceramic Tiled Floors were Installed in 2023 Throughout the Home. The

    Lane Parks Gulf Breeze Mobile Home Sales, LLC

    4699 Continental Dr Unit Lot 194, Holiday, FL 34690
  • /2

    $245,000 Sold Sep 05, 2025

    3032 Jacob Crossing Ln, Holiday, FL 34691

    • 3 Beds
    • 2.5 Baths
    • 1,444 Sq Ft
    • Built 2021

    Last Sold Summary

    • 13% Below List Price
    • $170/SF
    • 98 Days On Market

    Current Estimated Value $248,855

    Last Listing Agent Jesenia Valdez BHHS FLORIDA PROPERTIES GROUP

    3032 Jacob Crossing Ln, Holiday, FL 34691
    • /13

      Not Listed For Sale

      2331 Staghorn Dr, Holiday, FL 34690

      • 2 Beds
      • 1.5 Baths
      • 552 Sq Ft
      • Built 1969
      2331 Staghorn Dr, Holiday, FL 34690

      Last Sold Summary

      • $112/SF

      Last Sold Price $62,000

      Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

  • /43

    $339,000

    • 2 Beds
    • 2 Baths
    • 1,126 Sq Ft

    3222 Jackson Dr, Holiday, FL 34691

    Imagine waking up to the gentle sounds of nature and enjoying a stunning lake view every morning! This move-in ready 2-bedroom, 2-bathroom home in the heart of Holiday, Florida, offers gorgeous lake views and direct access to both Lake Conley and Lake Nash through a peaceful canal—perfect for small motorboats, kayaks, and paddleboards. Best of all, this charming waterfront community has no HOA

    Brandon Rimes KELLER WILLIAMS REALTY- PALM H

    3222 Jackson Dr, Holiday, FL 34691
  • /2

    $305,000 Sold May 23, 2025

    1531 Dartmouth Dr, Holiday, FL 34691

    • 4 Beds
    • 2 Baths
    • 1,490 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Above List Price
    • $205/SF
    • 21 Days On Market

    Current Estimated Value $286,388

    Last Listing Agent Mariya Kuzmina KELLER WILLIAMS TAMPA PROP.

    1531 Dartmouth Dr, Holiday, FL 34691
    • /32

      Est $221,318 Not Listed For Sale

      4822 Mile Stretch Dr, Holiday, FL 34690

      • 2 Beds
      • 1.5 Baths
      • 1,440 Sq Ft
      • Built 1961
      4822 Mile Stretch Dr, Holiday, FL 34690

      Last Sold Summary

      • 2% Below List Price
      • $156/SF
      • 8 Days On Market

      Last Sold Price $224,800

      Last Listing Agent Carol Kemp KEMP REAL ESTATE INC

  • /19

    $229,900

    • 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

    $280,000 Sold Jun 11, 2025

    3600 Landale Dr, Holiday, FL 34691

    • 3 Beds
    • 3 Baths
    • 2,047 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Below List Price
    • $137/SF
    • 237 Days On Market

    Current Estimated Value $287,655

    Last Listing Agent MATT GARDNER EXP REALTY LLC

    3600 Landale Dr, Holiday, FL 34691
    • /7

      Est $283,800 Not Listed For Sale

      2582 Charlan Ct, Holiday, FL 34690

      • 3 Beds
      • 2.5 Baths
      • 1,634 Sq Ft
      • Built 2023
      2582 Charlan Ct, Holiday, FL 34690

      Last Sold Summary

      • 1% Below List Price
      • $176/SF
      • 0 Days On Market

      Last Sold Price $288,040

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /2

    $225,000

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

    2616 Gretna Place, Holiday, FL 34691

    Welcome to this brand new listing in Holiday!!! Large and spacious home offers big rooms with an open feeling kitchen, living room and den. Full Garage, fully fenced oversized lot located on cul de sac providing safer low traffic for young children and pets to play! Enjoy morning coffee on front porch and relaxing evenings on your back porch. The back and side yard is equipped with a swing set

    Grace Pineyro F I GREY & SON RESIDENTIAL

    2616 Gretna Place, 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 $266,178

    Last Listing Agent Matt Sofarelli CHARLES RUTENBERG REALTY INC

    5130 Chime Way, Holiday, FL 34690
    • /47

      Not Listed For Sale

      3908 Bywater Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,156 Sq Ft
      • Built 1977
      3908 Bywater Dr, Holiday, FL 34691

      Last Sold Summary

      • $175/SF
      • 19 Days On Market

      Last Sold Price $202,000

      Last Listing Agent Diana Schlafley CHARLES RUTENBERG REALTY INC

  • /30

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,334 Sq Ft

    3449 Springfield Dr, Holiday, FL 34691

    Updated 3/2 • No HOA • Big Driveway • Near Gulf Access • Move-in Ready • NEW ACFall in love with this updated 3/2 in Holiday—no HOA, no CDD, large driveway for multiple cars/boat, and a fenced yard for pets. Brand New AC unit (2025). New windows with lifetime warranty argon triple pane vinyl (2023), for comfort and efficiency year-round. Leased Solar panels(2024)[They can be removed or

    Deborah Roy RE/MAX MARKETING SPECIALISTS

    3449 Springfield Dr, Holiday, FL 34691
  • /2

    $296,900 Sold Jul 02, 2025

    4322 Baden Dr, Holiday, FL 34691

    • 4 Beds
    • 2 Baths
    • 1,952 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Below List Price
    • $152/SF
    • 32 Days On Market

    Current Estimated Value $291,684

    Last Listing Agent Lynne Powers POWERS REAL ESTATE SOLUTIONS LLC

    4322 Baden Dr, Holiday, FL 34691
    • /17

      Est $255,112 Not Listed For Sale

      5200 Forum Blvd, Holiday, FL 34690

      • 2 Beds
      • 2.5 Baths
      • 1,541 Sq Ft
      • Built 2023
      5200 Forum Blvd, Holiday, FL 34690

      Last Sold Summary

      • 1% Below List Price
      • $167/SF
      • 0 Days On Market

      Last Sold Price $257,040

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /70

    $159,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,318 Sq Ft

    3968 Sailmaker Ln, Holiday, FL 34691

    Lifestyle of your dreams! Maintenance free home, more time to play!****BEING SOLD FULLY FURNISHED***55+ Community Open concept with soaring cathedral ceilings living/dining room combo with real wood flooring. Spacious kitchen with plenty of cabinets, huge pantry, cozy breakfast nook. Full size washer & dryer in the hallway closet. Lots of closets in this home, great use of space. Dishwasher

    Tracie Trotter RE/MAX MARKETING SPECIALISTS

    3968 Sailmaker Ln, Holiday, FL 34691
  • /2

    $379,000 Sold Jul 21, 2025

    5616 Riddle Rd, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Above List Price
    • $245/SF
    • 73 Days On Market

    Current Estimated Value $376,873

    Last Listing Agent Monica Karcz REDFIN CORPORATION

    5616 Riddle Rd, Holiday, FL 34690
    • /19

      Est $280,233 Not Listed For Sale

      5214 Forum Blvd, Holiday, FL 34690

      • 3 Beds
      • 2.5 Baths
      • 1,634 Sq Ft
      • Built 2023
      5214 Forum Blvd, Holiday, FL 34690

      Last Sold Summary

      • $171/SF
      • 40 Days On Market

      Last Sold Price $279,540

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /24

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,587 Sq Ft

    3625 Richboro Dr, Holiday, FL 34691

    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 stainless steel appliances. The primary bathroom features dual sinks and granite finishes, adding a touch of elegance.Step outside to your private backyard

    Maria Ospina PEOPLE'S TRUST REALTY

    3625 Richboro Dr, Holiday, FL 34691
  • /2

    $130,000 Sold Aug 07, 2025

    2032 Maui Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1983

    Last Sold Summary

    • 22% Below List Price
    • $123/SF
    • 227 Days On Market

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

    2032 Maui Dr, Holiday, FL 34691
    • /39

      Not Listed For Sale

      1836 Pleasure Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1973
      1836 Pleasure Dr, Holiday, FL 34691

      Last Sold Summary

      • $135/SF
      • 26 Days On Market

      Last Sold Price $130,000

      Last Listing Agent Penny Gould PENNY GOULD REALTY INC

  • /31

    $169,900

    • 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

    $311,000 Sold Aug 08, 2025

    3132 Muir St, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,325 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Below List Price
    • $235/SF
    • 19 Days On Market

    Current Estimated Value $305,895

    Last Listing Agent Andrew Duncan LPT REALTY LLC

    3132 Muir St, Holiday, FL 34691
    • /12

      Not Listed For Sale

      2427 Santiago Dr, Holiday, FL 34690

      • 2 Beds
      • 1.5 Baths
      • 946 Sq Ft
      • Built 1971
      2427 Santiago Dr, Holiday, FL 34690

      Last Sold Summary

      • $116/SF
      • 2 Days On Market

      Last Sold Price $110,000

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /7

    $249,900

    • 3 Beds
    • 1 Bath
    • 1,036 Sq Ft

    4928 Lake Ridge Ln, Holiday, FL 34690

    Short Sale. Welcome to this well maintained home, features 3-bedrooms, 1 bath and 1 attached car garage. The third bedroom can be used as an office. Ready to move in. Perfect for a first time home buyer and for those seeking a low maintenance lifestyle. Step inside to discover laminate flooring throughout. Roof installed in 2023. AC system and windows installed in 2024. Fully fenced oversized

    Travis Hall FLORIDA EXECUTIVE REALTY

    4928 Lake Ridge Ln, Holiday, FL 34690
  • /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 $237,062

    Last Listing Agent Benjamin Elkins COASTAL PROPERTIES GROUP INTERNATIONAL

    4934 Lemonwood Loop, Holiday, FL 34690
    • /7

      Est $267,703 Not Listed For Sale

      5205 Forum Blvd, Holiday, FL 34690

      • 3 Beds
      • 2.5 Baths
      • 1,634 Sq Ft
      • Built 2023
      5205 Forum Blvd, Holiday, FL 34690

      Last Sold Summary

      • 3% Below List Price
      • $169/SF
      • 4 Days On Market

      Last Sold Price $276,040

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /19

    $208,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    4642 Eastwood Ln, Holiday, FL 34690

    Move-in ready home for you in a quiet neighborhood, but very close to shopping and easy to commute. Nicely updated and very little lived in by the owner, who was coming only for a couple of months in winter time. Roof, windows and entry door were replaced in 2015. All floors are tiled, kitchen has nice wooden cabinets, like new appliances, and washer and dryer in the garage. Furniture is

    Maria Kastritsos OLYMPIC REALTY SERVICES LLC

    4642 Eastwood Ln, Holiday, FL 34690
  • /2

    $128,250 Sold Apr 30, 2025

    4319 Tahitian Gardens Cir Unit E, Holiday, FL 34691

    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Below List Price
    • $155/SF
    • 34 Days On Market

    Last Listing Agent Jeffrey Borham EXP REALTY LLC

    4319 Tahitian Gardens Cir Unit E, Holiday, FL 34691
    • /7

      Est $267,747 Not Listed For Sale

      5219 Forum Blvd, Holiday, FL 34690

      • 3 Beds
      • 2.5 Baths
      • 1,634 Sq Ft
      • Built 2023
      5219 Forum Blvd, Holiday, FL 34690

      Last Sold Summary

      • 3% Below List Price
      • $169/SF
      • 0 Days On Market

      Last Sold Price $276,040

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /49

    $129,900 Open Sat 10AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft

    2028 Hilo Dr, Holiday, FL 34691

    Welcome to 2028 Hilo Drive, a beautifully maintained home located in the sought-after 55+ Lake Conley community of Holiday. This inviting residence offers a perfect blend of comfort, pride of ownership, and classic Florida living, making it ideal for full-time residents, seasonal buyers, or those seeking a relaxed Gulf Coast lifestyle.From the moment you arrive, you’ll appreciate the home’s

    Sigrid Whitehead LPT REALTY, LLC

    2028 Hilo 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 $233,869

    Last Listing Agent Lynne Powers POWERS REAL ESTATE SOLUTIONS LLC

    3519 Emory Dr, Holiday, FL 34691
    • /7

      Est $267,728 Not Listed For Sale

      5213 Forum Blvd, Holiday, FL 34690

      • 3 Beds
      • 2.5 Baths
      • 1,634 Sq Ft
      • Built 2023
      5213 Forum Blvd, Holiday, FL 34690

      Last Sold Summary

      • 3% Below List Price
      • $169/SF
      • 0 Days On Market

      Last Sold Price $276,040

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /34

    $308,000

    • 3 Beds
    • 2 Baths
    • 1,695 Sq Ft

    3339 Honeymoon Ln, Holiday, FL 34691

    NEW 2024 ROOF (TRANSFERABLE WARRANTY) • WATERFALL GRANITE ISLAND • MARBLE SPA BATHS • TANKLESS HOT WATER • TRANE A/C (2021) •THERMOSTATE CONTROLLED GABLE ATTIC FANS • FULLY FENCED YARD • 12-FT BOAT/CAMPER GATE • CUSTOM LUXURY REMODEL Absolutely stunning, custom-remodeled home showcasing exceptional craftsmanship, premium materials, and meticulous attention to detail throughout. The home welcomes

    Brenda Godsey KELLER WILLIAMS REALTY- PALM H

    3339 Honeymoon Ln, Holiday, FL 34691

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