18,367

Holiday, FL Homes

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  • /34

    $550,000

    $50K PRICE DROP Under Contract
    • 5 Beds
    • 5.5 Baths
    • 5,360 Sq Ft

    1238 Flotilla Dr, Holiday, FL 34690

    Under contract-accepting backup offers. GREAT PRICE REDUCTION * HURRY BEFORE IT'S GONE * WHERE CAN YOU GET A 1.2 ACRE PIECE OF WATERFRONT PROPERTY WITH 5 BEDROOMS, 4 .5 BATHS AND UNOBSTRUCTED WATER VIEWS * HERE'S ANOTHER OPPORTUNITY TO PURCHASE THIS UNIQUE AND MAGNIFICENT WATERFRONT HOME, SURROUNDED ON THREE SIDES BY SPECTACULAR WATER VIEWS * THIS HOME WITH SPANISH AND MEDITTERANEAN ARCHITECTURE,

    Theresa Legatti CHARLES RUTENBERG REALTY INC

    1238 Flotilla Dr, Holiday, FL 34690
  • /30

    $1,600 Per Month

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

    3405 Wilson Dr, Holiday, FL 34691

    Furnished and Fully renovated two-bedroom, one-bath single family home. The renovated interior, offers a modern and inviting living space. The updates include appliances, flooring, paint, lighting fixture, plumbing fixtures, blinds, vanity, countertops and provide a comfortable and stylish home environment. The fence in backyard is private and a great area to relax. The sewer and trash pickup

    Jeffrey Stuben DALTON WADE INC

    3405 Wilson Dr, Holiday, FL 34691
  • /2

    $237,500

    Sold Oct 24, 2025

    5033 Tammy Ln, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft
    • Built 1968

    Last Sold Summary

    • 7% Below List Price
    • $208/SF
    • 131 Days On Market

    Current Estimated Value $230,449

    Last Listing Agent Dan Risola RE/MAX REALTEC GROUP INC

    5033 Tammy Ln, Holiday, FL 34690
    • /2

      Not Listed For Sale

      3220 Lanark Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1976
      3220 Lanark Dr, Holiday, FL 34690

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Kathleen Hernandez COLDWELL BANKER REALTY

  • /40

    $259,000

    $6K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,371 Sq Ft

    2146 Society Dr, Holiday, FL 34691

    Virtually Staged. OPPORTUNITY knocks!! Back on market due to buyers inability to perform.Tucked along the shores of Lake Conley, this turn key 2 bedroom, 2 bathroom home feels like the kind of place where mornings start slow with coffee on the porch and evenings end around the fire pit or swinging by the water under the stars. From the moment you arrive, the covered front porch with its

    Traci Pearson - Realtor KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

    2146 Society Dr, Holiday, FL 34691
  • /22

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,948 Sq Ft
    • House for Rent

    1725 Tumbleweed Dr, Holiday, FL 34690

    *PLEASE DO NOT DISTURB TENANTS STILL IN THE HOME*3 Bedroom, 2 Bathroom, 2 Car Garage with a huge bonus room. Centrally located in Holiday with an easy commute to state Rd 54. This home is in a quiet neighborhood. Pets allowed with fees.

    Nabil Basta BASTA REALTY SOLUTIONS

    1725 Tumbleweed Dr, Holiday, FL 34690
  • /2

    $142,000

    Sold Aug 28, 2026

    4601 Eastwood Ln, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft
    • Built 1965

    Last Sold Summary

    • 14% Below List Price
    • $160/SF
    • 42 Days On Market

    Current Estimated Value $158,331

    Last Listing Agent Scott Fader JOSEPH WALTER REALTY LLC

    4601 Eastwood Ln, Holiday, FL 34690
    • /2

      Not Listed For Sale

      4038 Buena Vista Ln, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 905 Sq Ft
      • Built 1956
      4038 Buena Vista Ln, Holiday, FL 34691

      Last Sold Summary

      • 142 Days On Market

      Last Listing Agent Penny Gould PENNY GOULD REALTY INC

  • /33

    $194,988

    $34K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    1203 Chancellor Dr, Holiday, FL 34690

    Charming 2 bedroom 2 bath home with fenced yard located in the quiet neighborhood of Forest Hills. NO HOA or CDD. New carpet in both bedrooms and living room with tile in remaining areas. The Florida room is located off of the dinning room thru the new sliding doors that is cooled and heated for your comfort and can be used as a playroom, office, game room or TV room. Galley style kitchen with

    Richard Forgione COLDWELL BANKER REALTY

    1203 Chancellor Dr, Holiday, FL 34690
  • /23

    $1,300 Per Month

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

    4365 Tahitian Gardens Cir Unit C, Holiday, FL 34691

    One tenant must be 55+ years old. No minors are allowed to live in the community full time. Available April 15th, 2026. Annual lease preferred $1,300 per month, water, trash, fully furnished/turnkey included. This Tahitian Gardens villa is in a 55+ gated community. The owner and Home Owners Association application, backround check required, one small dog allowed Max 25lbs. The villa features

    Paul Fernandes LIPPLY REAL ESTATE

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

    $345,000

    Sold Mar 04, 2026

    1051 Normandy Blvd, Holiday, FL 34691

    • 4 Beds
    • 3 Baths
    • 1,154 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Above List Price
    • $299/SF
    • 7 Days On Market

    Current Estimated Value $315,398

    Last Listing Agent Reynol De La Fe AVENUE HOMES LLC

    1051 Normandy Blvd, Holiday, FL 34691
    • /2

      Not Listed For Sale

      3641 Tiki Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1971
      3641 Tiki Dr, Holiday, FL 34691

      Last Sold Summary

      • 144 Days On Market

      Last Listing Agent Lisa Carroll MIHARA & ASSOCIATES INC.

  • /44

    $575,000

    • 5 Beds
    • 3 Baths
    • 3,072 Sq Ft

    1914 Oswego Dr, Holiday, FL 34691

    Welcome to this beautiful 5 bedroom 3 bathroom two-story home located in the highly desirable community of Key Vista. Upon entry you immediately feel welcome and at home with the large formal dining area and front living area with electric fireplace. The large kitchen boasts tall cabinetry and plenty of counter space with amazing views of the tree line that reflects along the waters edge. One

    Jason Scott INVESTMENT FLORIDA REALTY LLC

    1914 Oswego Dr, Holiday, FL 34691
  • /16

    $1,899 Per Month

    • 3 Beds
    • 2 Baths
    • 1,429 Sq Ft
    • House for Rent

    5241 Sparrow Dr, Holiday, FL 34690

    Beautifully remodeled 3 Bedroom 2 Bathroom, 1 Car garage home on the Holiday/ New Port Richey line. Large bedrooms and large living room/dining room. Remodeled home, ceramic tile throughout, BRAND NEW kitchen and bathrooms. Freshly painted.$75 App fee/adult, $300 non-refundable pet fee/ pet, security deposit equal to one month's rent, $75 tenant annual processing fee/ household after

    Wanda Burnside DENNIS REALTY PROPERTY MGMT.

    5241 Sparrow Dr, Holiday, FL 34690
  • /2

    $136,500

    Sold May 21, 2026

    4312 Tahitian Gardens Cir Unit E, Holiday, FL 34691

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1967

    Last Sold Summary

    • 9% Below List Price
    • $178/SF
    • 166 Days On Market

    Last Listing Agent Michael McAuley COASTAL FLORIDA REAL ESTATE

    4312 Tahitian Gardens Cir Unit E, Holiday, FL 34691
    • /2

      Not Listed For Sale

      4249 Morlock Ln, Holiday, FL 34691

      • 2 Beds
      • 1.5 Baths
      • 848 Sq Ft
      • Built 1970
      4249 Morlock Ln, Holiday, FL 34691

      Last Sold Summary

      • 156 Days On Market

      Last Listing Agent Marie-Pierre Cederman CEDERMAN PROPERTIES

  • /59

    $215,000

    $135K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft

    4233 Darlington Rd, Holiday, FL 34691

    Under contract-accepting backup offers. the craziest price ever!, Super motivated seller, it's now or never! Income-Generating Property - Investors, the Best Price!Appraisal Value $275.000 "Excellent investment opportunity in the Holiday market! This 3-bedroom, 2-bathroom property stands out for its generous size (2,628 sq. ft.) and excellent condition, including a brand-new roof (installed 1

    Francisco Rojas GLOBAL FORTUNE REALTY LLC

    4233 Darlington Rd, Holiday, FL 34691
  • /25

    $2,625 Per Month

    • 3 Beds
    • 2 Baths
    • 1,758 Sq Ft
    • House for Rent

    2709 Hawk Roost Ct, Holiday, FL 34691

    BEAUTIFUL 3 BEDROOM, 2 BATHROOM, 2 CAR GARAGE HOME IN THE SOUGHT AFTER GATED COMMUNITY OF KEY VISTA! CABLE, INTERNET, LAWN CARE, AND TRASH ARE ALL INCLUDED WITH RENT. THE COMMUNITY CLUBHOUSE, POOL, HOT TUB, FITNESS CENTER, PLAYGROUND, TENNIS COURTS, PICKELBALL, VOLLEYBALL, POOL TABLE, PING PONG AND ALL OTHER AMENITIES ARE STEPS AWAY FROM THE HOME MAKING IT EASY TO RELAX AND PLAY! HOME BOASTS AN

    Kosta Karatzas FUTURE HOME REALTY INC

    2709 Hawk Roost Ct, Holiday, FL 34691
  • /2

    $630,000

    Sold Jun 15, 2026

    2401 Sandbay Dr, Holiday, FL 34691

    • 4 Beds
    • 3 Baths
    • 2,451 Sq Ft
    • Built 2006

    Last Sold Summary

    • $257/SF
    • 9 Days On Market

    Current Estimated Value $622,924

    Last Listing Agent Victor Carranza 3 POINT REAL ESTATE

    2401 Sandbay Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      2127 Hoyle Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 975 Sq Ft
      • Built 1983
      2127 Hoyle Dr, Holiday, FL 34691

      Last Sold Summary

      • 134 Days On Market

      Last Listing Agent Sara Henk LA ROSA REALTY CENTRAL FLORIDA LLC

  • /57

    $1,299,999

    • 4 Beds
    • 4 Baths
    • 4,204 Sq Ft

    3143 Pineview Dr, Holiday, FL 34691

    Welcome to your dream waterfront estate in the sought-after Baileys Bluff community! This stunning custom mini mansion is perched high and dry with no HOA, offering unparalleled privacy and luxury. Enjoy direct Gulf access with a new dock equipped with electric and water, a seawall, and a serene backyard oasis featuring a lagoon-style saltwater pool, spa, waterfall, expansive Belgard paver deck,

    Jennifer Tobey RE/MAX CHAMPIONS

    3143 Pineview Dr, Holiday, FL 34691
  • /30

    $2,500 Per Month

    • 4 Beds
    • 4.5 Baths
    • 2,226 Sq Ft
    • House for Rent

    Unlisted Address

    Completely remodeled and move-in ready, this beautifully updated 4-bedroom, 4-bathroom home offers modern finishes and a functional layout designed for comfortable living. The property features a spacious living area, an updated kitchen, renovated bathrooms, and fresh finishes throughout. A private room provides excellent flexibility and may be used as a home office, guest suite, hobby room, or

    Nayibe Zambrano Hernandez AVISTA BAY REALTY, LLC

    Unlisted Address
  • /2

    $225,000

    Sold Jun 26, 2026

    3340 Honeymoon Ln, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft
    • Built 1973

    Last Sold Summary

    • 10% Below List Price
    • $169/SF
    • 108 Days On Market

    Current Estimated Value $224,036

    Last Listing Agent Alberto Delgado GRAYSTONE REAL ESTATE

    3340 Honeymoon Ln, Holiday, FL 34691
    • /2

      Not Listed For Sale

      2108 Hoyle Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 736 Sq Ft
      • Built 1984
      2108 Hoyle Dr, Holiday, FL 34691

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Sara Henk LA ROSA REALTY CENTRAL FLORIDA LLC

  • /14

    $199,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,289 Sq Ft

    3425 Richboro Dr Unit 14B, Holiday, FL 34691

    Welcome to this charming 2-bedroom, 2-bath home located at 3425 Richboro Drive in Holiday, Florida. This well-maintained property offers comfortable living with a functional layout perfect for year-round residents or seasonal homeowners.Enjoy relaxing mornings and peaceful evenings in the enclosed screened lanai, providing the perfect indoor-outdoor space to unwind or entertain. The fully

    Eneida Vicario PEOPLE'S TRUST REALTY

    3425 Richboro Dr Unit 14B, Holiday, FL 34691
  • /13

    $2,000 Per Month

    • 2 Beds
    • 1.5 Baths
    • 768 Sq Ft
    • Condo for Rent

    4326 Tahitian Gardens Cir Unit 14E, Holiday, FL 34691

    Professional photography coming soon to beautifully capture this remarkable residence. Experience an elevated standard of waterfront living in Tahitian Gardens, a private 55+ community offering a quiet, refined lifestyle in a beautifully maintained setting. Perfectly positioned on the water, this residence showcases serene, unobstructed views that create a peaceful and sophisticated atmosphere

    Shannon Stich MERIDIAN RESIDE

    4326 Tahitian Gardens Cir Unit 14E, Holiday, FL 34691
  • /2

    $197,000

    Sold Jun 08, 2026

    2038 Maui Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,636 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $120/SF
    • 17 Days On Market

    Last Listing Agent Wes Weber INSPIRED REALTY, LLC

    2038 Maui Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      2050 Lullaby Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1974
      2050 Lullaby Dr, Holiday, FL 34691

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Judi Pobst KELLER WILLIAMS REALTY- PALM HARBOR

  • /14

    $188,400

    $11K PRICE DROP Under Contract
    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    3118 Elkridge Dr, Holiday, FL 34691

    Under contract-accepting backup offers. Virtually Staged. This charming 2 bedroom, 1 bath home with Florida room(easy 3rd bedroom/office) offers newer flooring, fresh interior paint, and a 2024 roof for peace of mind. Beautiful paver patio in the back yard, great for grilling and chilling with family and friends. Large back porch is great for all 4 season! Ideally located near everyday

    DJ Arrazcaeta Jr, LLC RE/MAX ALLIANCE GROUP

    3118 Elkridge Dr, Holiday, FL 34691
  • /32

    $1,199 Per Month

    • 1 Bed
    • 1.5 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    5637 Golden Nugget Dr, Holiday, FL 34690

    Welcome to your cozy retreat at 5637 Golden Nugget Dr in Holiday, FL! This charming 1-bedroom, 1.5-bath unit is available for annual rental and comes unfurnished, allowing you to make it truly your own. The open layout seamlessly connects the living, dining, and kitchen areas, creating a warm and inviting space perfect for comfortable living. This move-in-ready unit offers easy access to US

    JENNIFER VERBEL RENT SOLUTIONS

    5637 Golden Nugget Dr, Holiday, FL 34690
  • /2

    $165,400

    Sold May 13, 2026

    2032 Waterview Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1979

    Last Sold Summary

    • $157/SF

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    2032 Waterview Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      3414 Chatford Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1980
      3414 Chatford Dr, Holiday, FL 34690

      Last Sold Summary

      • 118 Days On Market

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /14

    $99,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    2326 Lemur Dr, Holiday, FL 34690

    Looking for a 55+ Community where you OWN YOUR OWN LAND with a very low HOA fee of only $200.00 per year, then the 2 bedrooms, 2 bath mobile home maybe just what your looking for. Needs your own redecorating skills to make it your own. Great year-round or seasonal home situated on a lovely corner lot. Take time to enjoy the active clubhouse. Sold As-Is.Buyer to verify all information that is

    Stella Wooster CITY BREEZE ACTION REALTY

    2326 Lemur Dr, Holiday, FL 34690
  • /30

    $1,600 Per Month

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

    3131 Roxbury Dr, Holiday, FL 34691

    Welcome home to this well-maintained 2-bedroom, 1-bathroom home featuring a practical layout and plenty of flexible living space. The home offers tile flooring throughout for easy maintenance and comfortable everyday living. The living room and dining room are combined, creating a comfortable space for relaxing and entertaining. The open kitchen flows into a bonus living space just off the

    Chelsie Lewis WRIGHT DAVIS REAL ESTATE

    3131 Roxbury Dr, Holiday, FL 34691
  • /2

    $221,000

    Sold May 19, 2026

    3611 Atlantis Dr, Holiday, FL 34691

    • 3 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Built 1970

    Last Sold Summary

    • 12% Below List Price
    • $205/SF
    • 201 Days On Market

    Current Estimated Value $220,945

    Last Listing Agent Stephanie Schwartz GREAT WESTERN REALTY

    3611 Atlantis Dr, Holiday, FL 34691
    • /38

      Not Listed For Sale

      4699 Continental Dr Unit 88, Holiday, FL 34690

      • 1 Bed
      • 1 Bath
      • Built 1985
      4699 Continental Dr Unit 88, Holiday, FL 34690

      Last Sold Summary

      • 143 Days On Market

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

  • /63

    $168,500

    $27K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,167 Sq Ft

    4706 Burney Dr, Holiday, FL 34690

    NEW PRICING! This cozy, WATERFRONT home is nestled in Holiday, surrounded by Tarpon Springs, New Port Richey, and the glistening Gulf of Mexico. Overlooking Lake Tanglewood, the 2 bedroom/2 bath dwelling features water on two sides with just one neighbor on one side and a seawall around the water frontage. Here you’ll enjoy all the favorite local water sports; electric motorboats are permitted.

    Lori Crawford RE/MAX ACTION FIRST OF FLORIDA

    4706 Burney Dr, Holiday, FL 34690
  • /27

    $1,200 Per Month

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

    4313 Tahitian Gardens Cir Unit C, Holiday, FL 34691

    Enjoy low-maintenance Florida living in the desirable 55+ (meaning renter must be 55 years old OR older) gated community of Tahitian Gardens. This well-maintained 2-bedroom, 1.5-bath home features an open floor plan, abundant natural light, new flooring, fresh paint, and newer appliances. Community amenities include a heated pool, shuffleboard courts, and active clubhouse facilities. Conveniently

    Julian Barrera KELLER WILLIAMS RLTY NEW TAMPA

    4313 Tahitian Gardens Cir Unit C, Holiday, FL 34691
  • /2

    $185,000

    Sold Apr 14, 2026

    3542 Delta Place, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft
    • Built 1973

    Last Sold Summary

    • 12% Below List Price
    • $122/SF
    • 356 Days On Market

    Current Estimated Value $223,603

    Last Listing Agent Sten and Denise Tallarida FUTURE HOME REALTY INC

    3542 Delta Place, Holiday, FL 34691
    • /2

      Not Listed For Sale

      4316 Tahitian Gardens Cir Unit H, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1968
      4316 Tahitian Gardens Cir Unit H, Holiday, FL 34691

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Linda Logsdon CENTURY 21 WOLF'S CROSSING REALTY

Showing Results 281 - 320, Page 8 of 18

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