18,313

Holiday, FL Homes

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  • /16

    $129,900

    • 2 Beds
    • 1.5 Baths

    4331 Tahitian Gardens Cir, Holiday, FL 34691

    Immaculate 2-Bedroom Home in Prime Holiday Location! Perfectly situated right off Hwy 19, this well-maintained 2-bedroom, 1.5-bath home is in a gated 55+ community with a pool and clubhouse. Convenience is key! Walk to shopping, restaurants, public transportation, and even Dunkin'! Home Features: Bright & Spacious Layout with lovely tiled floors throughout Well-Equipped Kitchen - Plenty of

    Kimberly Parks Sunkissed Properties

    4331 Tahitian Gardens Cir, Holiday, FL 34691
  • /26

    $2,900 per month

    • 2 Beds
    • 1.5 Baths
    • 1,121 Sq Ft
    • House for Rent

    1354 Linstock Dr, Holiday, FL 34690

    SEASONAL RENTAL available for Winter 2025/2026. THREE MONTH MINIMUM. Short term tax under 6 months- but Landlord will pay a portion of it for you. Ask for details. Incentives for leases longer than 6.5mo. THESE DETAILS ARE IN THE REALTOR ONLY SECTION- ASK YOUR AGENT TO REVIEW THEM WITH YOU. Updated single family home located on a canal with gulf access.Turnkey furnished WITH washer and dryer.

    Lorina Smith BEST OF THE GULF REALTY INC

    1354 Linstock Dr, Holiday, FL 34690
  • /2

    $235,000 Sold May 19, 2025

    2529 Sandy Hill Ct, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft
    • Built 2002

    Last Sold Summary

    • 33% Below List Price
    • $151/SF
    • 218 Days On Market

    Current Estimated Value $368,730

    Last Listing Agent Joyce Ratliff RE/MAX ALLIANCE GROUP

    2529 Sandy Hill Ct, Holiday, FL 34691
    • /35

      Est $425,614 Not Listed For Sale

      3226 Gina Ct, Holiday, FL 34691

      • 4 Beds
      • 2 Baths
      • 1,854 Sq Ft
      • Built 2017
      3226 Gina Ct, Holiday, FL 34691

      Last Sold Summary

      • 4% Below List Price
      • $240/SF
      • 150 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Jason Miller RE/MAX

  • /56

    $275,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,390 Sq Ft

    4612 Flora Ave, Holiday, FL 34690

    Under contract-accepting backup offers. Welcome to your own private Florida retreat at 4612 Flora Avenue in Holiday! This beautifully maintained 2-bedroom, 1-bath home offers 1,036 square feet of thoughtfully designed living space — plus incredible bonus features that make this property truly stand out. Inside, you’ll find a bright living room, a spacious family room for added flexibility, a

    Laurie Rivera Robles EXP REALTY LLC

    4612 Flora Ave, Holiday, FL 34690
  • /23

    $1,350 per month

    • 2 Beds
    • 1 Bath
    • 825 Sq Ft
    • House for Rent

    4365 Tahitian Gardens Cir Unit C, Holiday, FL 34691

    Annual lease preferred $1,350 a month no utilties included.One tenant must be 55+ years old. No minors are allowed to live in the community full time. Available April 15th, 2026. (THREEE MONTH MINIMUM LEASE, SHORT TERM LEASE WILL BE CONSIDERED FOR $1,700 A MONTH. INCLUDES: FURNISHED/TURNKEY, WATER, CABLE, INTERNET, ELECTRICITY) This Tahitian Gardens villa is in a 55+ gated community The condo is

    Paul Fernandes LIPPLY REAL ESTATE

    4365 Tahitian Gardens Cir Unit C, Holiday, FL 34691
  • /2

    $140,000 Sold May 27, 2025

    2106 Calusa Trail, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,125 Sq Ft
    • Built 1960

    Last Sold Summary

    • 30% Below List Price
    • $124/SF
    • 76 Days On Market

    Current Estimated Value $152,805

    Last Listing Agent Caroline Hanna CHARLES RUTENBERG REALTY INC

    2106 Calusa Trail, Holiday, FL 34690
    • /2

      Est $545,446 Not Listed For Sale

      3349 Gina Ct, Holiday, FL 34691

      • 4 Beds
      • 4 Baths
      • 3,057 Sq Ft
      • Built 2016
      3349 Gina Ct, Holiday, FL 34691

      Last Sold Summary

      • 11% Below List Price
      • $200/SF
      • 20 Days On Market

      Last Sold Price $610,000

      Last Listing Agent Matthieu Benoot BENOOT REALTY

  • /26

    $255,000

    • 2 Beds
    • 2 Baths
    • 1,454 Sq Ft

    3036 Blue Bird Dr, Holiday, FL 34690

    Check out this beautifully updated gem—stunning inside and out! This charming 2-bedroom, 2-bath home also features a versatile bonus room, perfect for a home office, guestspace, or additional bedroom, offering flexibility to fit your lifestyle.Step into the upgraded gourmet kitchen, complete with new stainless steel appliances,granite countertops, and modern fixtures, ideal for

    Jeff Jones MARK SPAIN REAL ESTATE

    3036 Blue Bird Dr, Holiday, FL 34690
  • /21

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • House for Rent

    3600 Darlington Rd, Holiday, FL 34691

    This spacious 3-bedroom, 2-bathroom home offers an inviting open floor plan, perfect for both relaxation and entertaining. The generously sized bedrooms provide ample personal space, with two featuring large walk-in closets that cater to all your storage needs. With over 1,600 square feet of meticulously maintained living space, the home includes a large formal living room designed for gatherings

    Charles Ulatowski SUNCOAST GROUP REALTORS LLC

    3600 Darlington Rd, 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 $252,074

    Last Listing Agent Mimi DeSetto COASTAL PROPERTIES GROUP INTERNATIONAL

    5021 Phoenix Ave, Holiday, FL 34690
    • /2

      Est $507,931 Not Listed For Sale

      3314 Gina Ct, Holiday, FL 34691

      • 4 Beds
      • 3 Baths
      • 2,498 Sq Ft
      • Built 2016
      3314 Gina Ct, Holiday, FL 34691

      Last Sold Summary

      • 7% Below List Price
      • $218/SF
      • 39 Days On Market

      Last Sold Price $545,000

      Last Listing Agent Kim Adams RE/MAX

  • /35

    $259,000

    • 2 Beds
    • 1 Bath
    • 1,134 Sq Ft

    3257 Masonville Loop, Holiday, FL 34691

    Welcome to this beautifully updated 2 bedroom, 1-bathroom, single-family home, offering both comfort and versatility! A thoughtfully designed bonus room can serve as an additional bedroom, home office, or extra living space to fit your needs. Step inside to find a stunningly renovated kitchen featuring stainless steel appliances, modern finishes, and ample storage. The stylishly updated bathroom

    Kate Glassell ENGEL & VOLKERS MADEIRA BEACH

    3257 Masonville Loop, Holiday, FL 34691
  • /25

    $1,600 per month

    • 3 Beds
    • 2 Baths
    • 1,110 Sq Ft
    • House for Rent

    4902 Vision Ave, Holiday, FL 34690

    Fully Furnished! Price reduced! Beautiful Holiday Home in Crest Ridge Gardens! Nice corner lot featuring 3 Bedrooms 2 Baths Home located for a Long term Rental. Fully furnished and Turn key ready! Fully Stocked Kitchen boost Wood Cabinets and Newer Appliances! Spacious Bedrooms with Queen size Beds. Fully fenced in Spacious Backyard. Maintenance Free Pebble yard with Mango Fruit tree in front.

    Linda Karpathios COLDWELL BANKER REALTY

    4902 Vision Ave, Holiday, FL 34690
  • /2

    $235,000 Sold Jun 27, 2025

    4304 Woodfield Ave, Holiday, FL 34691

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft
    • Built 1965

    Last Sold Summary

    • 11% Below List Price
    • $238/SF
    • 54 Days On Market

    Current Estimated Value $228,918

    Last Listing Agent Maria Hourdas KELLER WILLIAMS REALTY- PALM H

    4304 Woodfield Ave, Holiday, FL 34691
    • /48

      Not Listed For Sale

      3112 Southport Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 1981
      3112 Southport Dr, Holiday, FL 34690

      Last Sold Summary

      • $144/SF
      • 6 Days On Market

      Last Sold Price $161,000

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /27

    $258,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,443 Sq Ft

    3402 Seffner Dr, Holiday, FL 34691

    Under contract-accepting backup offers. Short Sale. SHORT SALE! SOLD AS-IS! This beautifully updated 3-bedroom, 2 bath with AN IN-GROUND POOL,1 Car garage home is light, bright, and full of opportunity located in Aloha Gardens Community is looking for its next owner! this stunning home is sure to be perfect for any first-time home buyer or real estate investor. The Main Room has a Walk in Closet;

    Maria Guinand AVISTA BAY REALTY, LLC

    3402 Seffner Dr, Holiday, FL 34691
  • /32

    $1,550 per month

    • 1 Bath
    • 540 Sq Ft
    • Property for Rent

    Unlisted Address

    Short-Term Rental Available! This beautifully remodeled mobile home is now available for short-term lease, perfect for those in need of temporary housing.Currently available April 1 2026 until the end of October. 2 person MAX Key Features:Utilities Included: Cable TV, high-speed internet, electric, water, and trash pickupFully FurnishedNewly Remodeled Bathroom: Spacious 10’ x

    Tom Emundi SUNCOAST GROUP REALTORS LLC

    Unlisted Address
  • /2

    $191,000 Sold Jul 03, 2025

    3035 Coldwell Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,084 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $176/SF
    • 5 Days On Market

    Current Estimated Value $194,673

    Last Listing Agent Carolina Grainger KELLER WILLIAMS ST PETE REALTY

    3035 Coldwell Dr, Holiday, FL 34691
    • /2

      Est $271,911 Not Listed For Sale

      3045 Jacob Crossing Ln, Holiday, FL 34691

      • 3 Beds
      • 2.5 Baths
      • 1,444 Sq Ft
      • Built 2021
      3045 Jacob Crossing Ln, Holiday, FL 34691

      Last Sold Summary

      • 9% Below List Price
      • $206/SF
      • 48 Days On Market

      Last Sold Price $298,000

      Last Listing Agent Gina Columbo FLORIDA REALTY INVESTMENTS

  • /28

    $274,100

    • 2 Beds
    • 2 Baths
    • 1,113 Sq Ft

    5109 Cardiff Dr, Holiday, FL 34690

    Block home with an oversized one-car garage, per the County in a non-flood zone, with no HOA and no CDD, featuring two bedrooms, two bathrooms, and a bonus room, strong pride of ownership. The home includes an Double Driveway for additional parking. Inside, there is terrazzo flooring, making it durable, low maintenance, and easy to care for. The kitchen features custom wood cabinetry, good

    Eric Jenkins, PA KELLER WILLIAMS REALTY- PALM H

    5109 Cardiff Dr, Holiday, FL 34690
  • /2

    $229,900 Sold Apr 25, 2025

    3055 Holiday Lake Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,159 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $198/SF
    • 30 Days On Market

    Current Estimated Value $228,036

    Last Listing Agent Evelin Herald KW SUNCOAST

    3055 Holiday Lake Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      1843 Kepner Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 619 Sq Ft
      • Built 1960
      1843 Kepner Dr, Holiday, FL 34691

      Last Sold Summary

      • $141/SF
      • 40 Days On Market

      Last Sold Price $87,500

      Last Listing Agent Penny Gould PENNY GOULD REALTY INC

  • /49

    $259,500

    • 3 Beds
    • 2 Baths
    • 1,457 Sq Ft

    1817 Dartmouth Dr, Holiday, FL 34691

    Don't miss out on this 3-bedroom 2-bath home just 2.5 miles from the BEACH and the Ancloe River Park. The home comes with an attached garage and a freshly painted driveway. This cozy house is situated on a tranquil street with beautiful trees in the front and a fenced yard in the back. Behind the fence, you will discover a pond surrounded by breathtaking trees. The roof is new and was installed

    Zena Bacvic HOMETRUST REALTY GROUP

    1817 Dartmouth Dr, Holiday, FL 34691
  • /2

    $159,000 Sold Apr 18, 2025

    3034 Brompton Dr, Holiday, FL 34691

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

    Last Sold Summary

    • 12% Below List Price
    • $176/SF
    • 21 Days On Market

    Current Estimated Value $167,366

    Last Listing Agent Valarie Gerbus MANGROVE BAY REALTY LLC

    3034 Brompton Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      1919 Speck Dr, Holiday, FL 34691

      • 3 Beds
      • 1 Bath
      • 700 Sq Ft
      • Built 1958
      1919 Speck Dr, Holiday, FL 34691

      Last Sold Summary

      • $103/SF
      • 23 Days On Market

      Last Sold Price $72,000

      Last Listing Agent Rita Hill RITA HILL REAL ESTATE

  • /69

    $444,000

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    5313 Boardwalk St, Holiday, FL 34690

    One or more photo(s) has been virtually staged. Welcome to 5313 Boardwalk Street — a beautifully updated 3 bedroom, 2.5 bath waterfront home offering incredible value in one of Holiday’s most desirable boating communities. This property experienced no flood damage from past hurricanes, providing peace of mind while enjoying true Florida waterfront living. Major systems have also been updated,

    Jonathan Hernandez COLDWELL BANKER REALTY

    5313 Boardwalk St, Holiday, FL 34690
  • /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 $214,765

    Last Listing Agent Tanja Cisliek FUTURE HOME REALTY INC

    2619 Albion St, Holiday, FL 34691
    • /2

      Est $121,716 Not Listed For Sale

      4330 Tahitian Gardens Cir Unit B, Holiday, FL 34691

      • 2 Beds
      • 1.5 Baths
      • 825 Sq Ft
      • Built 1979
      4330 Tahitian Gardens Cir Unit B, Holiday, FL 34691

      Last Sold Summary

      • 1% Below List Price
      • $149/SF
      • 103 Days On Market

      Last Sold Price $123,000

      Last Listing Agent Michael McAuley COASTAL FLORIDA REAL ESTATE

  • /45

    $149,900

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

    2029 Wailua Dr, Holiday, FL 34691

    Lake Conley Mobile Home Park welcomes you into this gated home in Desirable 55+ community. This tastefully meticulously well kept home is ready for you with all furnishings provided. You enter through a coded secure gate while enjoying the private lake view, wild bird life and tranquil community. There is so much to enjoy!! You have fishing, boating, golf cart riding, club house with great social

    Linda Saunders PARADISE WEST REALTY, INC

    2029 Wailua Dr, Holiday, FL 34691
  • /29

    $10,000 Sold Jun 12, 2025

    4699 Continental Dr Unit Lot 259, Holiday, FL 34690

    • 1 Bed
    • 1 Bath
    • Built 1981

    Last Sold Summary

    • 22% Below List Price
    • 38 Days On Market

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

    4699 Continental Dr Unit Lot 259, Holiday, FL 34690
    • /2

      Not Listed For Sale

      3220 Channing Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 1,391 Sq Ft
      • Built 1996
      3220 Channing Dr, Holiday, FL 34690

      Last Sold Summary

      • $109/SF
      • 54 Days On Market

      Last Sold Price $152,000

      Last Listing Agent Steven Olandese RE/MAX

  • /31

    $219,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,004 Sq Ft

    5032 Picture Ave, Holiday, FL 34690

    Under contract-accepting backup offers. This 2-bedroom, 2-bath home on a quiet and cozy cul-de-sac in Holiday is proof that smart updates and thoughtful design make all the difference. From the start, it delivers easy living with a maintenance-free front yard, no grass, no mowing, no weekends lost. Inside, the layout feels open, bright, and refreshingly functional. The living space flows

    Samantha Greene JAY ALAN REAL ESTATE

    5032 Picture Ave, Holiday, FL 34690
  • /2

    $315,500 Sold Mar 13, 2026

    3721 Lighthouse Way, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,519 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Above List Price
    • $208/SF
    • 9 Days On Market

    Current Estimated Value $307,403

    Last Listing Agent Melinda Ray LPT REALTY, LLC

    3721 Lighthouse Way, Holiday, FL 34691
    • /25

      Not Listed For Sale

      2040 Hoyle Dr, Holiday, FL 34691

      • 2 Beds
      • 1.5 Baths
      • 672 Sq Ft
      • Built 1973
      2040 Hoyle Dr, Holiday, FL 34691

      Last Sold Summary

      • $119/SF
      • 10 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Sara Henk LA ROSA REALTY CENTRAL FLORIDA LLC

  • /100

    $610,000

    • 6 Beds
    • 4 Baths
    • 3,384 Sq Ft

    1734 Rumar Ln, Holiday, FL 34691

    Take advantage of a unique opportunity to own an expansive duplex that includes both units of the property. Each side features 3 bedrooms and 2 bathrooms with nearly 1,700 square feet of living space, totaling 3,384 heated square feet and 7,062 square feet overall, with one unit being sold furnished for added convenience. Both units offer oversized two-car garage doors, ideal for car enthusiasts,

    Erin Floyd COLDWELL BANKER REALTY

    1734 Rumar Ln, Holiday, FL 34691
  • /2

    $317,000 Sold Apr 07, 2025

    3022 Holiday Lake Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,235 Sq Ft
    • Built 1971

    Last Sold Summary

    • 5% Below List Price
    • $257/SF
    • 221 Days On Market

    Current Estimated Value $304,833

    Last Listing Agent Ashley Mason LPT REALTY, LLC.

    3022 Holiday Lake Dr, Holiday, FL 34691
    • /2

      Est $122,707 Not Listed For Sale

      4312 Tahitian Gardens Cir Unit G, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1967
      4312 Tahitian Gardens Cir Unit G, Holiday, FL 34691

      Last Sold Summary

      • 18% Below List Price
      • $195/SF
      • 27 Days On Market

      Last Sold Price $150,000

      Last Listing Agent Gail Small FUTURE HOME REALTY INC

  • /40

    $142,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    4809 Empress Ln, Holiday, FL 34690

    Stop and check out this well-maintained home in a very active 55+ community. Home is furnished with 2 bedrooms, 2 bathrooms, finished Florida room with separate a/c. Central heat and air-conditioning NEW in 2022, NEW Refrigerator, NEW dryer, enclosed and screen lanai. Windows have been replaced; seller is not sure of year of replacement. Low monthly maintenance fee of $143.00 includes lawn

    Stella Wooster CITY BREEZE ACTION REALTY

    4809 Empress Ln, Holiday, FL 34690
  • /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 $185,010

    Last Listing Agent Irene Jonas RE/MAX CHAMPIONS

    5050 Billings Dr, Holiday, FL 34690

Showing Results 281 - 320, Page 8 of 18

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