Holiday, FL Homes

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  $329,900

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  2211 Pleasant Hill Ln, Holiday, FL 34691

  Welcome to Key Vista, one of Holiday’s most desirable 55+ gated communities where comfort and an active Florida lifestyle come together. This beautifully maintained 2-bedroom, 2-bath Bermuda model by Ryland Homes also features a dedicated office that can easily serve as a third bedroom. Situated on a private conservation lot with no rear neighbors, this home offers peaceful nature views and was

  Jeffrey Borham EXP REALTY LLC

  2211 Pleasant Hill Ln, Holiday, FL 34691
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  $240,000 Sold Jul 16, 2025

  2702 Ochatilla Rd, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $197/SF
  • 38 Days On Market

  Current Estimated Value $240,424

  Last Listing Agent Bill Wargin BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  2702 Ochatilla Rd, Holiday, FL 34691
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  /10

  Est $124,156 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft

  4338 Tahitian Gardens Cir Unit H, Holiday, FL 34691

  4338 Tahitian Gardens Cir Unit H, Holiday, FL 34691
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  /2

  $320,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  3538 Atlantis Dr, Holiday, FL 34691

  Under contract-accepting backup offers. FULL RENOVATE

  Miguel Salinas APPLE HOMES CORP

  3538 Atlantis Dr, Holiday, FL 34691
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  /2

  $390,000 Sold Sep 15, 2025

  3457 Foxhall Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 2,167 Sq Ft
  • Built 1994

  Last Sold Summary

  • 17% Below List Price
  • $180/SF
  • 49 Days On Market

  Current Estimated Value $397,317

  Last Listing Agent Renee Gialousis COLDWELL BANKER REALTY

  3457 Foxhall Dr, Holiday, FL 34691
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  /31

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 728 Sq Ft

  3346 Chatford Dr, Holiday, FL 34690

  3346 Chatford Dr, Holiday, FL 34690
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  /41

  $424,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,869 Sq Ft

  2030 Norfolk Dr, Holiday, FL 34691

  Lakefront Living at Its Finest Spacious & Updated Home on Lake Conley. Enjoy peaceful waterfront living in this beautifully maintained expansive ten room home featuring 4-bedroom, 2 bath + great room, offering 2, 869 sq ft of upgraded comfort in the desirable community of Holiday Lake Estates. Step inside to discover a bright and open layout featuring tile flooring throughout (2021), vaulted

  Alex Ciumasu TAMPA4U.COM REALTY,LLC

  2030 Norfolk Dr, Holiday, FL 34691
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  /2

  $243,000 Sold Jul 14, 2025

  3309 Rock Valley Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,519 Sq Ft
  • Built 1973

  Last Sold Summary

  • 16% Below List Price
  • $160/SF
  • 75 Days On Market

  Current Estimated Value $255,264

  Last Listing Agent Youbel Montesino LPT REALTY, LLC

  3309 Rock Valley Dr, Holiday, FL 34691
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  1821 Orange Dr, Holiday, FL 34691

  1821 Orange Dr, Holiday, FL 34691
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  $210,000

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

  3806 Bywater Dr, Holiday, FL 34691

  LAKE FRONT HOME, bring your boat and fishing poles!! Your new home is waiting for you in the gated Lake Conley MHP, on Lake Conley, in town of Holiday. It is a highly sought after waterfront 55+gated Community, where you Own the Land, with no lot rent. Second resident can be 35+. It also has low taxes, as well as HOA Fees around $60 a month. Pet-friendly Park will allow with one dog, or one cat,

  Vint Hughes SELECT REAL ESTATE OF PINELLAS

  3806 Bywater Dr, Holiday, FL 34691
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  /2

  $390,000 Sold Feb 28, 2025

  5830 Berkford Dr, Holiday, FL 34690

  • 4 Beds
  • 3 Baths
  • 1,638 Sq Ft
  • Built 1999

  Last Sold Summary

  • 13% Below List Price
  • $238/SF
  • 73 Days On Market

  Current Estimated Value $397,032

  Last Listing Agent Cathy Schoeppler UNITED REAL ESTATE SUNCOAST

  5830 Berkford Dr, Holiday, FL 34690
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  Est $183,484 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  1123 Bowsprit Ln, Holiday, FL 34691

  1123 Bowsprit Ln, Holiday, FL 34691
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  $224,990

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  4823 Aegean Ave, Holiday, FL 34690

  2025 Rebirth Property with Florida Classic Architecture: An upgraded modern gem home with exceptional renovations, featuring 2 Generous Bedrooms + multi-use bonus room/office/den/bedroom/sunroom (9'8"x14'2"). With a total of 1,363 sq. ft. (990 sq. ft. heated). From the roof to the floors, from the kitchen to the bathrooms, every inch of the space, has been renovated to reflect today's modern

  Junie Cook FUTURE HOME REALTY INC

  4823 Aegean Ave, Holiday, FL 34690
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  /2

  $250,000 Sold May 20, 2025

  3531 Oxford Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft
  • Built 1969

  Last Sold Summary

  • $227/SF
  • 63 Days On Market

  Current Estimated Value $251,228

  Last Listing Agent Leslie Nelson MAINSTAY BROKERAGE LLC

  3531 Oxford Dr, Holiday, FL 34691
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  /19

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  1833 Hoyle Dr, Holiday, FL 34691

  1833 Hoyle Dr, Holiday, FL 34691
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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
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  /2

  $215,000 Sold Jul 18, 2025

  3352 Honeymoon Ln, Holiday, FL 34691

  • 2 Beds
  • 1 Bath
  • 1,236 Sq Ft
  • Built 1973

  Last Sold Summary

  • 14% Below List Price
  • $174/SF
  • 85 Days On Market

  Current Estimated Value $223,295

  Last Listing Agent Joseph Kipping KELLER WILLIAMS TAMPA PROP.

  3352 Honeymoon Ln, Holiday, FL 34691
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  /17

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  1914 Mary Ln, Holiday, FL 34690

  1914 Mary Ln, Holiday, FL 34690
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  /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
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  /2

  $382,000 Sold Sep 18, 2025

  2452 Big Pine Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 2003

  Last Sold Summary

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

  Current Estimated Value $384,360

  Last Listing Agent Robert Hodge COLDWELL BANKER REALTY

  2452 Big Pine Dr, Holiday, FL 34691
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  /15

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  3320 Chatford Dr, Holiday, FL 34690

  3320 Chatford Dr, Holiday, FL 34690
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  /53

  $468,900 Pending

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  2637 Timacqua Dr, Holiday, FL 34691

  GOING, GOING, ALMOST GONE! This is your absolute LAST CHANCE to tour this stunning POOL home in the exclusive GATED community of Key Vista. We are officially taking this beauty off the market soon! Don’t let this PRIVATE CONSERVATION lot with no rear neighbors slip away! Just minutes from TARPON SPRINGS, TRINITY and the GULF. Key Vista is a GATED, resort-style community located in a HIGH and DRY

  Hector Contreras WEICHERT REALTORS EXCLUSIVE PROPERTIES

  2637 Timacqua Dr, Holiday, FL 34691
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  $472,500 Sold Oct 21, 2025

  3311 Hearthstone Ct, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 2,196 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • $215/SF
  • 65 Days On Market

  Current Estimated Value $480,778

  Last Listing Agent Patrycja Henderson LUXURY & BEACH REALTY INC

  3311 Hearthstone Ct, Holiday, FL 34691
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  /18

  Est $318,766 Not Listed For Sale

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

  2881 Jacob Crossing Ln, Holiday, FL 34691

  2881 Jacob Crossing Ln, Holiday, FL 34691
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  /43

  $375,000

  • 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
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  $271,000 Sold Sep 22, 2025

  2431 Pinetta Ct, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,510 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $179/SF
  • 6 Days On Market

  Current Estimated Value $272,821

  Last Listing Agent Katie Gawel COASTAL PROPERTIES GROUP INTERNATIONAL

  2431 Pinetta Ct, Holiday, FL 34691
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  /54

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 500 Sq Ft

  1934 Hoyle Dr, Holiday, FL 34691

  1934 Hoyle Dr, Holiday, FL 34691
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  $219,999 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,116 Sq Ft

  2135 Erin Dr, Holiday, FL 34690

  Under contract-accepting backup offers. New flat roof replaced in October 2025, Shingle Roof in 2015, and AC in 2012. Welcome to this charming two-bedroom Old-Florida gem where comfort meets function. Brimming with natural light, this thoughtfully designed home features a desirable split floor plan and an open-concept layout, complemented by a mix of easy-care tile and plush carpeting throughout.

  Rebecca Pizzo, Famous Realtor TREASURED HOME COLLECTION

  2135 Erin Dr, Holiday, FL 34690
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  $170,000 Sold Jan 16, 2026

  4140 Castlewood Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1987

  Last Sold Summary

  • 8% Below List Price
  • $138/SF
  • 33 Days On Market

  Last Listing Agent Katherine Congdon KELLER WILLIAMS REALTY- PALM H

  4140 Castlewood Dr, Holiday, FL 34691
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  /28

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  2132 Maui Dr, Holiday, FL 34691

  2132 Maui Dr, Holiday, FL 34691
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  /22

  $148,000

  • 2 Beds
  • 1.5 Baths
  • 842 Sq Ft

  4352 Tahitian Gardens Cir Unit E, Holiday, FL 34691

  ***Turn-key, Furnished, & Updated*** This home is located in the highly desirable community of Tahitian Gardens in beautiful Holiday Florida. This immaculately maintained & updated condo features the most spacious layout available in the community. This is a move-in-ready home that offers low-maintenance & secured living perfect for those seeking to reside here either full or part-time. It boasts

  Eric Spedding STAR BAY REALTY CORP.

  4352 Tahitian Gardens Cir Unit E, Holiday, FL 34691
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  /2

  $255,000 Sold Aug 26, 2025

  3250 Coldwell Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,214 Sq Ft
  • Built 1972

  Last Sold Summary

  • 4% Below List Price
  • $210/SF
  • 21 Days On Market

  Current Estimated Value $256,760

  Last Listing Agent Robert Bello DALTON WADE INC

  3250 Coldwell Dr, Holiday, FL 34691
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  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  1852 Orange Dr, Holiday, FL 34691

  1852 Orange Dr, Holiday, FL 34691
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  $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
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  $247,000 Sold Jul 25, 2025

  3021 Jarvis St, Holiday, FL 34690

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Above List Price
  • $216/SF
  • 3 Days On Market

  Current Estimated Value $247,648

  Last Listing Agent Ce Ce Devereaux DALTON WADE INC

  3021 Jarvis St, Holiday, FL 34690
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  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 384 Sq Ft

  Unlisted Address

  Unlisted Address
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  /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

  Jerel Hercules RE/MAX REALTEC GROUP INC

  3449 Springfield Dr, Holiday, FL 34691
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  /2

  $65,000 Sold Dec 12, 2025

  1814 Hoyle Dr, Holiday, FL 34691

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

  Last Sold Summary

  • 13% Below List Price
  • $82/SF
  • 32 Days On Market

  Last Listing Agent Penny Gould PENNY GOULD REALTY INC

  1814 Hoyle Dr, Holiday, FL 34691
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  Est $530,014 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,633 Sq Ft

  2314 Triggerfish Ct, Holiday, FL 34691

  2314 Triggerfish Ct, Holiday, FL 34691
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  $189,900

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft

  2726 Featherstone Dr, Holiday, FL 34691

  One or more photo(s) has been virtually staged. Welcome home to this beautifully maintained, maintenance-free 2-bedroom, 2-bath villa designed and built by Arthur Rutenberg, located in the desirable Edgewood of Gulf Trace community. As you enter the neighborhood, you’ll immediately appreciate the picturesque, tree-lined streets shaded by majestic old oak trees. Inside, the home feels fresh and

  Amie Lenhart CHARLES RUTENBERG REALTY INC

  2726 Featherstone Dr, Holiday, FL 34691

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