18,375

Holiday, FL Homes

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  • /41

    $239,900

    $11K PRICE INCREASE
    • 2 Beds
    • 1 Bath
    • 1,033 Sq Ft

    3731 Elmwood Dr, Holiday, FL 34691

    Imagine stepping into your own slice of sunshine, a darling, move-in-ready home in Holiday, Florida, that feels like a warm hug from the moment you arrive. Fresh interior and exterior paint create a bright, inviting atmosphere, while thoughtful updates throughout offer comfort and peace of mind. Perfectly situated, you're just minutes from some of the area's most beautiful beaches and state

    Agent Photo

    Jessica Christianson

    EXP REALTY LLC

    3731 Elmwood Dr, Holiday, FL 34691
  • /13

    $1,707

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 952 Sq Ft
    • House for Rent

    1440 Brixton Ln, Holiday, FL 34691

    Beautiful Single-Family House with 2.5 Bedrooms, Living room and Dining room and One Bath and One Kitchen. The Kitchen and Bathroom Floor are covered ceramic tile; Livingroom Floor is covered with Waterproof High Traffic Luxury Vinyl Plank Flooring throughout. This 2.5 Bedroom can be used a computer room /Office/Den that could easily be converted to a Third Bedroom. The Florida room is completely

    1440 Brixton Ln, Holiday, FL 34691
  • /2

    $215,000

    Sold Jul 23, 2025

    3234 Jackson Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Built 1979

    Last Sold Summary

    • 20% Below List Price
    • $189/SF
    • 263 Days On Market

    Current Estimated Value $225,409

    Last Listing Agent John Scalia EXP REALTY LLC

    3234 Jackson Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      1934 Holiday Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 926 Sq Ft
      • Built 1967
      1934 Holiday Dr, Holiday, FL 34691

      Last Sold Summary

      • 161 Days On Market

  • /15

    $48,000

    $2K PRICE DROP Pending
    • 2 Beds
    • 1.5 Baths
    • 336 Sq Ft

    2051 Orange Dr, Holiday, FL 34691

    Under contract-accepting backup offers. This move-in-ready 2-bedroom, 1.5-bathroom home in Holiday offers a bright and updated living space featuring modern wood-look flooring and a charming kitchen with stylish teal cabinetry. The property stands out with its exceptional outdoor features, including a covered carport and a large fenced-in yard that provides a private sanctuary for relaxation or

    Agent Photo

    Jackie Little

    KELLER WILLIAMS REALTY- PALM HARBOR

    2051 Orange Dr, Holiday, FL 34691
  • /7

    $1,700

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft
    • House for Rent

    5653 Elkhorn Blvd, Holiday, FL 34690

    Spacious 2 bedroom 2 full bath 1 car garage home with a fenced backyard ideal for gardening. This home features a large living room and dining room combination as well as a huge tiled family room off of the kitchen. Kitchen includes refrigerator, dishwasher, disposal, stove and oven, and microwave as well as a large pantry all overlooking the large family room. The master bedroom includes a

    5653 Elkhorn Blvd, Holiday, FL 34690
  • /2

    $270,000

    Sold Feb 06, 2026

    3243 Eisenhower Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,330 Sq Ft
    • Built 1972

    Last Sold Summary

    • $203/SF
    • 26 Days On Market

    Current Estimated Value $267,697

    Last Listing Agent Dan Risola RE/MAX REALTEC GROUP INC

    3243 Eisenhower Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      5134 River Birch Ave, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 1,182 Sq Ft
      • Built 1973
      5134 River Birch Ave, Holiday, FL 34690

      Last Sold Summary

      • 289 Days On Market

  • /21

    $50,000

    • Land
    • 6,098 Sq Ft
    • $357,143 per Acre

    3631 Rockaway Dr, Holiday, FL 34691

    Vacant lot for sale at 3631 Rockaway Dr, Holiday, FL 34691, perfect for single-family use, 0.14 acres. There are no deed restrictions. The original home was unfortunately torn down due to fire damage, but utilities are already on the property, meaning no impact fees for you. This is a great opportunity to build a new home in the popular Beacon Square community. Enjoy proximity to downtown New

    Agent Photo

    Lance Willard

    CHARLES RUTENBERG REALTY INC

    3631 Rockaway Dr, Holiday, FL 34691
  • /30

    $1,650

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • House for Rent

    3327 Garfield Dr, Holiday, FL 34691

    Homes like this are rarely available and lease quickly. Apply today—this exceptional rental opportunity won't stay on the market for long! Beautifully maintained 2-bedroom, 2-bath single-family home located just minutes from Anclote Beach and historic Tarpon Springs. This residence features a bright and open floor plan with tile flooring throughout and a modern kitchen offering ample cabinet

    3327 Garfield Dr, Holiday, FL 34691
  • /2

    $185,000

    Sold Oct 03, 2025

    3529 Windham Dr, Holiday, FL 34691

    • 2 Beds
    • 1.5 Baths
    • 848 Sq Ft
    • Built 1967

    Last Sold Summary

    • 13% Below List Price
    • $218/SF
    • 254 Days On Market

    Current Estimated Value $189,988

    Last Listing Agent Phuong Huynh KELLER WILLIAMS REALTY- PALM HARBOR

    3529 Windham Dr, Holiday, FL 34691
    • /21

      Not Listed For Sale

      2019 Maui Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,084 Sq Ft
      • Built 1980
      2019 Maui Dr, Holiday, FL 34691

      Last Sold Summary

      • 96 Days On Market

  • /50

    $359,000

    $86K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,647 Sq Ft

    2906 Windridge Dr, Holiday, FL 34691

    Welcome to 2906 Windridge Drive a large lake front lot where peace of mind meets luxury living and you can catch morning sunrises over the lake to start your days off right ! This stunning waterfront dream home is proudly situated in a non-flood zone, ensuring that flood insurance is not required. This feature, combined with the home’s elevated position, offers unrivaled security and stability,

    Agent Photo

    Christopher Grasso

    BHHS FLORIDA PROPERTIES GROUP

    2906 Windridge Dr, Holiday, FL 34691
  • /10

    $1,195 Per Month

    • 1 Bed
    • 1 Bath
    • 708 Sq Ft
    • Condo for Rent

    2117 Calusa Trail Unit B, Holiday, FL 34690

    EAUTIFULLY REMODELED 1 BED 1 BATH CONDO PART OF A TRIPLEX WITH ALL NEWER KITCHEN CABINETS, GRANITE, NEWER TILE FLOORS, ALL NEWER BATHROOM HAS SHOWER, NEW PAINT, BASEBOARDS, DOORS , FAN , LED CEILING LIGHTS. VERY IMPRESSIVE. INSIDE LAUNDRY ROOM W NO WASHER/DRYER , ALL NEWER AC SYSTEM. READY FOR MOVE IN NOW

    Mike Sanders HOMES BY SANDERS REALTY

    2117 Calusa Trail Unit B, Holiday, FL 34690
  • /2

    $300,000

    Sold Sep 05, 2025

    2953 Jacob Crossing Ln, Holiday, FL 34691

    • 3 Beds
    • 2.5 Baths
    • 1,813 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $165/SF
    • 13 Days On Market

    Current Estimated Value $313,032

    Last Listing Agent Richard Hannah CHARLES RUTENBERG REALTY INC

    2953 Jacob Crossing Ln, Holiday, FL 34691
    • /51

      Est $411,891

      Not Listed For Sale

      2406 Sand Bay Dr, Holiday, FL 34691

      • 3 Beds
      • 2.5 Baths
      • 1,970 Sq Ft
      • Built 1988
      2406 Sand Bay Dr, Holiday, FL 34691

      Last Sold Summary

      • 174 Days On Market

  • /52

    $289,900

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    3138 Victoria Inlet Dr, Holiday, FL 34691

    Welcome to your dream home at 3138 Victoria Inlet Drive, a stunning townhouse that combines modern elegance with practical living. Built in 2022, this like-new property is designed for those who appreciate quality and convenience in equal measure. a Spread across 1,440 square feet, this townhouse features 3 bedrooms and 2.5 bathrooms, offering ample space for relaxation and entertainment. The

    Agent Photo

    Wally Whisennant

    COLDWELL BANKER REALTY

    3138 Victoria Inlet Dr, Holiday, FL 34691
  • /24

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft
    • House for Rent

    4719 Blossom Dr, Holiday, FL 34690

    Now available for rent! This well-maintained 2-bedroom, 2-bathroom home offers comfortable living in a convenient location. The home features a spacious layout with plenty of natural light, a functional kitchen, and generously sized bedrooms with ample storage.Enjoy outdoor space with a fully fenced-in yard, perfect for relaxing, entertaining, or accommodating pets.Rent: $1,600 per

    4719 Blossom Dr, Holiday, FL 34690
  • /2

    $175,000

    Sold Aug 27, 2025

    3245 Salisbury Dr, Holiday, FL 34691

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

    Last Sold Summary

    • 8% Below List Price
    • $221/SF
    • 35 Days On Market

    Current Estimated Value $179,184

    Last Listing Agent Rachel Jackson BHHS FLORIDA PROPERTIES GROUP

    3245 Salisbury Dr, Holiday, FL 34691
    • /54

      Not Listed For Sale

      2426 Prestige Dr, Holiday, FL 34690

      • 1 Bed
      • 1 Bath
      • 736 Sq Ft
      • Built 1973
      2426 Prestige Dr, Holiday, FL 34690

      Last Sold Summary

      • 9 Days On Market

  • /42

    $230,000

    Coming Soon
    • 2 Beds
    • 1 Bath
    • 848 Sq Ft

    3650 Kingsbury Dr, Holiday, FL 34691

    Available to homeowners as well as investors! New to the market is an adorable and well maintained 2 bedroom, 1 bath home with an attached garage in Holiday . Sunroom has been drywalled in and adds additional living square footage. Recent upgrades include a new SS refrigerator, new laminate flooring, new paint, new vanity in bath, new door from kitchen to garage., and fresh interior and exterior

    Agent Photo

    Jewel Defiores

    NEW DIMENSIONS IN REAL EST INC

    3650 Kingsbury Dr, Holiday, FL 34691
  • /32

    $1,800 Per Month

    • 3 Beds
    • 1 Bath
    • 1,122 Sq Ft
    • House for Rent

    4823 Longwood Ave, Holiday, FL 34690

    Well-maintained rental home located on a quiet street in a convenient area of Holiday! This move-in ready property features central A/C, a functional layout with comfortable living spaces, a 1-car garage, screened patio, fenced backyard, and washer & dryer included for tenant convenience. The home has been very well maintained and offers easy-care living with plenty of natural light throughout.

    Shirley Pajaro MY REALTY GROUP, LLC.

    4823 Longwood Ave, Holiday, FL 34690
  • /2

    $150,000

    Sold Nov 07, 2025

    3818 Cherrywood Dr, Holiday, FL 34691

    • 2 Beds
    • 1.5 Baths
    • 1,169 Sq Ft
    • Built 1969

    Last Sold Summary

    • 17% Below List Price
    • $128/SF
    • 6 Days On Market

    Current Estimated Value $165,315

    Last Listing Agent Christine Vielhauer PMI PALMS

    3818 Cherrywood Dr, Holiday, FL 34691
    • /26

      Not Listed For Sale

      0 Sheppards Crook Ct, Holiday, FL 34691

      0 Sheppards Crook Ct, Holiday, FL 34691

      Last Sold Summary

      • 240 Days On Market

  • /17

    $699,900

    $79K PRICE DROP
    • Land
    • 5 Acres
    • $139,980 per Acre

    0 Silhouette Ln Unit MFRTB8320392, Holiday, FL 34691

    Discover a rare opportunity to own 5 pristine acres on Lake Conley, just minutes away from Tarpon Springs and the World Famous Sponge Docks. With abundant wildlife and natural beauty, this vacant land is the perfect canvas for creating your dream home or private compound. Zoned AR5 and positioned with favorable future land use, this property offers both flexibility and potential for custom

    Agent Photo

    Michael Pappas

    PAPPAS REAL ESTATE LLC

    0 Silhouette Ln Unit MFRTB8320392, Holiday, FL 34691
  • /7

    $1,095 Per Month

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft
    • Condo for Rent

    3421 Tricon Ln Unit 12, Holiday, FL 34691

    This first floor, 2 bedroom 1 bathroom spacious condo is centrally located in New Port Richey. Located directly off of Hwy 19 and within driving distance of downtown Tampa, downtown St. Pete, and the beaches, there is always something to do nearby while you enjoy all that beautiful Florida has to offer. This condo has a large living room for entertaining, a galley style kitchen for cooking, and a

    3421 Tricon Ln Unit 12, Holiday, FL 34691
  • /2

    $132,000

    Sold May 11, 2026

    3548 Blossom Lake Dr, Holiday, FL 34691

    • 2 Beds
    • 1.5 Baths
    • 980 Sq Ft
    • Built 1969

    Last Sold Summary

    • 22% Below List Price
    • $135/SF
    • 44 Days On Market

    Current Estimated Value $166,037

    Last Listing Agent Eman Helaly DIVINE ESTATES REALTY LLC

    3548 Blossom Lake Dr, Holiday, FL 34691
    • /37

      Est $123,633

      Not Listed For Sale

      4345 Tahitian Gardens Cir Unit H, Holiday, FL 34691

      • 2 Beds
      • 1.5 Baths
      • 825 Sq Ft
      • Built 1979
      4345 Tahitian Gardens Cir Unit H, Holiday, FL 34691

      Last Sold Summary

      • 14 Days On Market

  • /25

    $288,900

    $36K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,636 Sq Ft

    1414 Whitehall Ln, Holiday, FL 34691

    Under contract-accepting backup offers. -- OWNERS MOTIVATED, BRING ALL OFFERS -- **Free 1% one-year interest rate buy down through use of seller's preferred lender** Welcome to this beautiful, well maintained, must-see home in Holiday Lake Estates! This open-concept layout features a split-bedroom floor plan, a formal living area, and a versatile bonus room perfect for a home office, playroom, or

    Agent Photo

    Skyler Warden

    COLDWELL BANKER REALTY

    1414 Whitehall Ln, Holiday, FL 34691
  • /10

    $1,595 Per Month

    • 3 Beds
    • 2 Baths
    • 1,294 Sq Ft
    • House for Rent

    3324 Cantrell St, Holiday, FL 34690

    *PLEASE DO NOT DISTURB TENANT STILL IN THE HOME*Available July 1, 2026!!!3 Bedroom, 2 Bathroom, 1 Car Garage located centrally in Holiday for an easy commute to State Rd 54. Pets allowed with fees.

    Nabil Basta BASTA REALTY SOLUTIONS

    3324 Cantrell St, Holiday, FL 34690
  • /2

    $236,000

    Sold Nov 13, 2025

    3514 Truman Dr, Holiday, FL 34691

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

    Last Sold Summary

    • 14% Below List Price
    • $194/SF
    • 184 Days On Market

    Current Estimated Value $240,812

    Last Listing Agent Christine Knighton SMITH & ASSOCIATES REAL ESTATE

    3514 Truman Dr, Holiday, FL 34691
    • /2

      Est $496,760

      Not Listed For Sale

      3302 Gina Ct, Holiday, FL 34691

      • 4 Beds
      • 3 Baths
      • 2,504 Sq Ft
      • Built 2017
      3302 Gina Ct, Holiday, FL 34691

      Last Sold Summary

      • 6 Days On Market

  • /55

    $260,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    3702 Kingsbury Dr, Holiday, FL 34691

    Honey Stope The car ! Mid-Century Modern Charm with Fresh Updates — 2 Bed, 2 Bath (1967 Build) NO FLOOD insurance needed. New windows! Newer roof! Updated Bathrooms ! Step into timeless style with this beautifully maintained mid-century modern home, built in 1967 with solid cement-block construction that stands the test of time. The clean lines, open layout, and natural light create a warm,

    Agent Photo

    Jewel Defiores

    NEW DIMENSIONS IN REAL EST INC

    3702 Kingsbury Dr, Holiday, FL 34691
  • /25

    $2,195 Per Month

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • *Ask about move in Special* 3BR/2BA Home with 2-Car Carport & RV/Boat Parking

    5015 Darlington Rd, Holiday, FL 34690

    Limited-Time May Move-In SpecialDon’t miss this opportunity to settle into your new home while saving on your move-in costs. Availability is limited, so contact us today to secure your unit! Let us know if you want to schedule a TourWelcome to this 3 bedroom 2-bathroom single-family home located at 5015 Darlington Rd in Holiday, FL. This well-maintained property offers a

    5015 Darlington Rd, Holiday, FL 34690
  • /2

    $240,000

    Sold May 29, 2026

    1551 Derrick St, Holiday, FL 34690

    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft
    • Built 1967

    Last Sold Summary

    • 7% Below List Price
    • $179/SF
    • 29 Days On Market

    Current Estimated Value $256,193

    Last Listing Agent Linda Karpathios COLDWELL BANKER REALTY

    1551 Derrick St, Holiday, FL 34690
    • /37

      Est $449,416

      Not Listed For Sale

      3329 Mela Ct, Holiday, FL 34691

      • 4 Beds
      • 2.5 Baths
      • 2,259 Sq Ft
      • Built 2017
      3329 Mela Ct, Holiday, FL 34691

      Last Sold Summary

      • 212 Days On Market

  • /23

    $360,000

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,550 Sq Ft

    4615 Aegean Ave, Holiday, FL 34690

    Virtually Staged. Brand new home just built! 4 bedrooms 2 bath home with plenty of space for a family. Stainless steel appliances, 2 HVAC units, one for each floor with separate thermostats! Granite countertops, white shaker cabinets and tile floors in the wet areas, done the right way! with beautiful wood look laminate flooring! Marble type shower enclosures really make it pop! Close to

    Agent Photo

    Dennis Rosa

    BAM REALTY ADVISORS INC

    4615 Aegean Ave, Holiday, FL 34690
  • /10

    $1,400 Per Month

    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft
    • House for Rent

    4377 Tahitian Gardens Cir Unit G, Holiday, FL 34691

    Unfurnished 2 bedroom and 1 1/2 bathroom condo in Tahitian Gardens, a gated 55 plus community. Porcelain tile throughout the condo. Stackable washer and dryer. Parking is close to unit.Club amenities including large heated pool, clubhouse, shuffle board, wood shop and many social activities including Bingo!Easy access to shopping and public transportation. Walking distance to Aldi’s, CVS,

    Ginger DeRocker BHHS FLORIDA PROPERTIES GROUP

    4377 Tahitian Gardens Cir Unit G, Holiday, FL 34691
  • /2

    $360,000

    Sold Dec 19, 2025

    2511 Indian Key Dr, Holiday, FL 34691

    • 4 Beds
    • 2 Baths
    • 2,027 Sq Ft
    • Built 2002

    Last Sold Summary

    • 15% Below List Price
    • $178/SF
    • 158 Days On Market

    Current Estimated Value $369,939

    Last Listing Agent Sandra Keroles COLDWELL BANKER REALTY

    2511 Indian Key Dr, Holiday, FL 34691
    • /43

      Not Listed For Sale

      3307 Chatford Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 840 Sq Ft
      • Built 1979
      3307 Chatford Dr, Holiday, FL 34690

      Last Sold Summary

      • 6 Days On Market

Showing Results 121 - 160, Page 4 of 18

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