Holiday, FL Homes

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  $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 $235,658

  Last Listing Agent Lynne Powers POWERS REAL ESTATE SOLUTIONS LLC

  3519 Emory Dr, Holiday, FL 34691
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  Not Listed For Sale

  2131 Waterview Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1982

  2131 Waterview Dr, Holiday, FL 34691

  Last Sold Summary

  • $146/SF
  • 21 Days On Market

  • Last Sold Price $140,000
  • Aug 28, 2024

  Last Listing Agent Larry Fischer LPT REALTY, LLC.
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  /19

  $199,950

  • 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
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  $219,000 Sold May 28, 2025

  4037 Chesswood Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,190 Sq Ft
  • Built 1966

  Last Sold Summary

  • 10% Below List Price
  • $184/SF
  • 76 Days On Market

  Current Estimated Value $216,970

  Last Listing Agent Deanna Barr REAL BROKER, LLC

  4037 Chesswood Dr, Holiday, FL 34691
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  /22

  Not Listed For Sale

  1906 Holiday Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 1988

  1906 Holiday Dr, Holiday, FL 34691

  Last Sold Summary

  • $159/SF
  • 124 Days On Market

  • Last Sold Price $133,500
  • Jun 28, 2024

  Last Listing Agent Robert Gawel CENTURY 21 LISTSMART
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  /49

  $129,900

  • 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
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  $330,000 Sold Jun 09, 2025

  3139 Elkridge Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,343 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Below List Price
  • $246/SF
  • 10 Days On Market

  Current Estimated Value $313,823

  Last Listing Agent Alfredo Leiva Basulto YANY REALTY LLC

  3139 Elkridge Dr, Holiday, FL 34691
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  Not Listed For Sale

  3250 Kauna Point Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 1972

  3250 Kauna Point Dr, Holiday, FL 34691

  Last Sold Summary

  • $136/SF
  • 18 Days On Market

  • Last Sold Price $124,000
  • Jun 14, 2023

  Last Listing Agent Randal Jenkins FLORIDA REAL ESTATE PARTNERS
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  $400,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft

  5702 Riddle Rd, Holiday, FL 34690

  Under contract-accepting backup offers. Live the waterfront lifestyle most people only dream about. This beautifully updated 3-bedroom, 2-bath home with direct Gulf access invites you to slow down, soak in the views, and embrace true Florida living. Start your mornings with coffee by the water, spend your afternoons cruising from your private dock, and end each day watching breathtaking sunsets

  Jenny Neumeyer KELLER WILLIAMS REALTY- PALM H

  5702 Riddle Rd, Holiday, FL 34690
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  $74,000 Sold Jan 26, 2026

  2014 Kepner Dr, Holiday, FL 34691

  • 2 Beds
  • 1.5 Baths
  • 848 Sq Ft
  • Built 1959

  Last Sold Summary

  • 22% Below List Price
  • $87/SF
  • 164 Days On Market

  Last Listing Agent Shelly Hayden BILTMORE GROUP INC

  2014 Kepner Dr, Holiday, FL 34691
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  /18

  Est $135,632 Not Listed For Sale

  1115 Bowsprit Ln Unit 1115, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft
  • Built 1983

  1115 Bowsprit Ln Unit 1115, Holiday, FL 34691

  Last Sold Summary

  • 10% Below List Price
  • $118/SF
  • 315 Days On Market

  • Last Sold Price $150,000
  • Feb 05, 2024

  Last Listing Agent Kristin Mizgorski FLORIDA PREMIERE REALTY
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  $169,900

  • 2 Beds
  • 2 Baths
  • 975 Sq Ft

  4753 Sunny Loop, Holiday, FL 34690

  Welcome to this beautifully updated 2-bedroom, 2-bath villa nestled within a highly desirable 55+ community of Sunrise Square. This turn-key residence showcases meticulous care and thoughtful upgrades throughout, offering both comfort and style in a serene setting. Step inside to find easy flow from one room to the next. The kitchen features updated modern finishes that include, newer solid

  Warren Giese REALTY CONCIERGE SERVICES

  4753 Sunny Loop, Holiday, FL 34690
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  $218,000 Sold Aug 29, 2025

  3625 Oakhurst Dr, Holiday, FL 34691

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

  Last Sold Summary

  • 5% Below List Price
  • $267/SF
  • 30 Days On Market

  Current Estimated Value $208,855

  Last Listing Agent Brad Goldfinger COMPASS FLORIDA LLC

  3625 Oakhurst Dr, Holiday, FL 34691
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  Not Listed For Sale

  5544 Silver Spur Dr, Holiday, FL 34690

  • 1 Bed
  • 1,616 Sq Ft
  • Built 1974

  5544 Silver Spur Dr, Holiday, FL 34690

  Last Sold Summary

  • $80/SF
  • 4 Days On Market

  • Last Sold Price $130,000
  • Jun 30, 2023

  Last Listing Agent Colin Murphy AGILE GROUP REALTY
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  $267,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,541 Sq Ft

  2577 Charlan Ct, Holiday, FL 34690

  Under contract-accepting backup offers. Holiday.. where the living is easy! This Community is positioned between Tarpon Springs and Trinity. This beautifully maintained 2-bedroom, 2.5-bath end-unit townhome offers privacy, space, and modern comforts coastal design. This townhome offers a open-concept layout featuring high ceilings and abundant natural light. The kitchen is thoughtfully designed

  Mike Nakelski SUNCOAST SIGNATURE PROPERTIES

  2577 Charlan Ct, Holiday, FL 34690
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  $130,000 Sold Jun 30, 2025

  4736 Sunny Loop, Holiday, FL 34690

  • 2 Beds
  • 2 Baths
  • 975 Sq Ft
  • Built 1983

  Last Sold Summary

  • 19% Below List Price
  • $133/SF
  • 37 Days On Market

  Current Estimated Value $133,850

  Last Listing Agent Thomas Towns LIPPLY REAL ESTATE

  4736 Sunny Loop, Holiday, FL 34690
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  Est $301,974 Not Listed For Sale

  3051 Victoria Inlet Dr, Holiday, FL 34691

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft
  • Built 2022

  3051 Victoria Inlet Dr, Holiday, FL 34691

  Last Sold Summary

  • 8% Below List Price
  • $201/SF
  • 78 Days On Market

  • Last Sold Price $327,500
  • Dec 29, 2023

  Last Listing Agent Andre Smallwood IMPACT REALTY TAMPA BAY
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  $269,900

  • 3 Beds
  • 2.5 Baths
  • 1,634 Sq Ft

  5084 Forum Blvd, Holiday, FL 34690

  Welcome to this Stunning Townhouse, Built in 2023, Offering 1,634 square feet of Heated Living Space. This Beautiful Home Features Three Bedrooms and Two and a Half Baths, along with a One-Car Garage. Downstairs, you'll find an Open-Concept layout with a Bright Living Room, Dining area,and Kitchen, all adorned with elegant Ceramic Tile and High Ceilings. The Kitchen Boasts Stainless Steel

  Christina Vallianos RE/MAX REALTY UNLIMITED

  5084 Forum Blvd, Holiday, FL 34690
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  $107,500 Sold Jan 28, 2026

  1010 Bowsprit Ln, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,114 Sq Ft
  • Built 1986

  Last Sold Summary

  • 17% Below List Price
  • $96/SF
  • 159 Days On Market

  Current Estimated Value $115,353

  Last Listing Agent Anieska Arias Laguna MARK SPAIN REAL ESTATE

  1010 Bowsprit Ln, Holiday, FL 34691
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  Not Listed For Sale

  Lot 1513 Jackson Dr, Holiday, FL 34691

  Lot 1513 Jackson Dr, Holiday, FL 34691

  Last Sold Summary

  • 223 Days On Market

  • Last Sold Price $87,500
  • Jun 30, 2023

  Last Listing Agent Andre Smallwood IMPACT REALTY TAMPA BAY

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