Holiday, FL Homes

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  /28

  $164,900

  $60K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  2412 Arcadia Rd, Holiday, FL 34690

  Welcome to this charming 2-bedroom, 1-bathroom single-story residence perfectly situated in the heart of Holiday! Offering a highly efficient and cozy 816 heated sq. ft. of living space, this solid concrete-block home features low-maintenance tile and wood-plank flooring throughout. Step outside to your private, fully fenced backyard—an ideal space for pets, gardening, or weekend BBQs. Additional

  Emil Belmontes EVERNEST

  2412 Arcadia Rd, Holiday, FL 34690
• 

  

  /2

  $220,000

  Sold May 21, 2026

  3543 Hoover Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $201/SF
  • 61 Days On Market

  Current Estimated Value $217,215

  Last Listing Agent DJ Arrazcaeta Jr, LLC RE/MAX ALLIANCE GROUP

  3543 Hoover Dr, Holiday, FL 34691
• 

  

  

  /21

  Not Listed For Sale

  2327 Staghorn Dr, Holiday, FL 34690

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1973

  2327 Staghorn Dr, Holiday, FL 34690

  Last Sold Summary

  • 208 Days On Market

  Last Listing Agent Sandra Bohem LPT REALTY, LLC
• 

  

  

  /33

  $225,000

  $10K PRICE DROP Under Contract

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft

  2019 Hess Dr, Holiday, FL 34691

  Under contract-accepting backup offers. Virtually Staged. ***Seller will consider installing a NEW ROOF prior to closing with an acceptable offer.***Adorable BLOCK construction home, updated, and move-in ready! This immaculate 2-bedroom, 1-bath home with 1 car garage offers a versatile 14x12 BONUS ROOM with French Doors. The bonus room is ideal as a potential 3RD BEDROOM, home office, gym,

  Angela Wilbur FUTURE HOME REALTY INC

  2019 Hess Dr, Holiday, FL 34691
• 

  

  /2

  $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 $112,850

  Last Listing Agent Anieska Arias Laguna MARK SPAIN REAL ESTATE

  1010 Bowsprit Ln, Holiday, FL 34691
• 

  

  /15

  Not Listed For Sale

  3712 Tiki Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1980

  3712 Tiki Dr, Holiday, FL 34691

  Last Sold Summary

  • 164 Days On Market

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC
• 

  

  /19

  $209,900

  $27K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 936 Sq Ft

  3801 Darlington Rd, Holiday, FL 34691

  Charming, 2-bedroom, 1.5-bathroom single-family home available for sale in Holiday. This property boasts a renovated kitchen featuring wooden cabinets paired with granite countertops, offering a classic and modern look. Key updates include ceramic tile throughout, a new HVAC system (2025), a new electric water heater (2025), and a roof from 2015. The fully enclosed rear yard features

  Hector Mendez LONDON FOSTER REALTY

  3801 Darlington Rd, Holiday, FL 34691
• 

  /2

  $155,000

  Sold Nov 25, 2025

  3421 Supreme Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,114 Sq Ft
  • Built 1975

  Last Sold Summary

  • 26% Below List Price
  • $139/SF
  • 47 Days On Market

  Current Estimated Value $255,177

  Last Listing Agent Carol Gravelin FLORIDA WEST COAST HOMES, LLC

  3421 Supreme Dr, Holiday, FL 34691
• 

  

  /25

  Not Listed For Sale

  2116 Orange Dr, Holiday, FL 34691

  • 1 Bed
  • 1 Bath
  • 564 Sq Ft
  • Built 1971

  2116 Orange Dr, Holiday, FL 34691

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Gail Johnston CHARLES RUTENBERG REALTY INC
• 

  

  /30

  $245,000

  $50K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,365 Sq Ft

  1215 Persimmon Dr, Holiday, FL 34691

  Welcome to this charming single-story home in the heart of Holiday! Featuring approximately 1,365 square feet of living space, this well-maintained residence offers a functional layout with spacious living areas, 2 bathrooms, and a generous lot size of nearly 7,500 square feet. Built in 1986 with durable block/stucco construction, the home includes central A/C, forced-air heating, and ample

  Ingrid Santaliz MARK SPAIN REAL ESTATE

  1215 Persimmon Dr, Holiday, FL 34691
• 

  

  /40

  $16,900

  Sold Sep 14, 2026

  4699 Continental Dr Unit 107, Holiday, FL 34690

  • 2 Beds
  • 1 Bath
  • Built 1979

  Last Sold Summary

  • 33 Days On Market

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

  4699 Continental Dr Unit 107, Holiday, FL 34690
• 

  

  /54

  Not Listed For Sale

  2122 Manoa Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,298 Sq Ft
  • Built 1983

  2122 Manoa Dr, Holiday, FL 34691

  Last Sold Summary

  • 93 Days On Market

  Last Listing Agent Diana Schlafley CHARLES RUTENBERG REALTY INC
• 

  

  /30

  $239,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,196 Sq Ft

  3908 Baden Dr, Holiday, FL 34691

  This charming 2-bedroom, 1.5 bath home offers comfort, style and practical updates throughout. The spacious floor plan features durableceramic tile flooring in every room, complemented by beautiful wood cabinetry in the kitchen. A one-car garage provides convenient parkingand additional storage. Enjoy Florida living year-round in the screened porch overlooking the fully fenced

  Christine Bislick PREMIER PROPERTY SOLUTIONS

  3908 Baden Dr, Holiday, FL 34691
• 

  /2

  $318,000

  Sold May 15, 2026

  2527 Ohio Place, Holiday, FL 34691

  • 4 Beds
  • 3 Baths
  • 1,827 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Below List Price
  • $174/SF
  • 144 Days On Market

  Current Estimated Value $311,961

  Last Listing Agent Jessenia Vicharra Nevado HOME PRIME REALTY LLC

  2527 Ohio Place, Holiday, FL 34691
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  /6

  Not Listed For Sale

  1802 Orange Dr, Holiday, FL 34691

  • 2 Beds
  • 1.5 Baths
  • 500 Sq Ft
  • Built 1958

  1802 Orange Dr, Holiday, FL 34691

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Mary Archie FLORIDA LUXURY REALTY INC
• 

  

  /76

  $299,900

  $15K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft

  2239 Barracuda Ct, Holiday, FL 34691

  Escape to Paradise at 2239 Barracuda Court!Nestled on a peaceful cul-de-sac in Holiday, Florida, this beautifully maintained 3-bedroom, 2-bathroom home offers 1,700 square feet of bright, low-maintenance living space designed for the ultimate Florida lifestyle. Boasting pristine curb appeal and a thoughtfully designed open layout, this turn-key residence is the perfect match whether you

  Jason Philpot FUTURE HOME REALTY INC

  2239 Barracuda Ct, Holiday, FL 34691
• 

  /2

  $175,000

  Sold Jun 03, 2026

  1016 Fuchsia Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1987

  Last Sold Summary

  • 30% Below List Price
  • $126/SF
  • 27 Days On Market

  Current Estimated Value $218,212

  Last Listing Agent Anita McCracken P.A. F I GREY & SON RESIDENTIAL

  1016 Fuchsia Dr, Holiday, FL 34691
• 

  

  /15

  Not Listed For Sale

  3221 Lanark Dr, Holiday, FL 34690

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft
  • Built 1975

  3221 Lanark Dr, Holiday, FL 34690

  Last Sold Summary

  • 84 Days On Market

  Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY
• 

  

  /11

  $225,000

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft

  3150 Fairmount Dr, Holiday, FL 34691

  ## Rare Opportunity! Corner Lot • 2-Car Garage • Bonus Room• Metal roof • Huge Yard! and seller will take care of your closing costLooking for the perfect first home or investment property? This charming residence checks all the boxes! Search the address on YouTube. Imagine owning a single-family home with a monthly payment that, for many buyers, could be less than what you might pay to rent

  Sam Wanis COLDWELL BANKER REALTY

  3150 Fairmount Dr, Holiday, FL 34691
• 

  /2

  $125,000

  Sold Apr 01, 2026

  4004 Reggie Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1970

  Last Sold Summary

  • 16% Below List Price
  • $98/SF
  • 46 Days On Market

  Last Listing Agent Fanika Janko DALTON WADE INC

  4004 Reggie Dr, Holiday, FL 34691
• 

  

  /41

  Not Listed For Sale

  4134 Buena Vista Ln, Holiday, FL 34691

  • 2 Beds
  • 1.5 Baths
  • 1,104 Sq Ft
  • Built 1971

  4134 Buena Vista Ln, Holiday, FL 34691

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Penny Gould PENNY GOULD REALTY INC
• 

  

  /13

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,354 Sq Ft

  2530 Flintwood Dr, Holiday, FL 34690

  Virtually Staged. PERFECT LOCATIUON!! NO HOA, NO CDD! 5 miles to ANCLOTE RIVER BOAT RAMP! Bring the boat! Just 35 minutes to St Pete, 45 min to Tampa! This home is perfect for those looking for a fresh start. With its natural color palette, fresh interior and exterior paint, and a nice backsplash in the kitchen, this home is sure to please. The primary bathroom features good under-sink storage,

  Eric Hill EXIT BAYSHORE REALTY

  2530 Flintwood Dr, Holiday, FL 34690
• 

  /2

  $50,000

  Sold Apr 27, 2026

  2119 Lullaby Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 877 Sq Ft
  • Built 1963

  Last Sold Summary

  • 41% Below List Price
  • $57/SF
  • 25 Days On Market

  Last Listing Agent Shelly Hayden BILTMORE GROUP INC

  2119 Lullaby Dr, Holiday, FL 34691
• 

  

  /18

  Not Listed For Sale

  0 Flotilla Dr Unit MFRU8213614, Holiday, FL 34690

  0 Flotilla Dr Unit MFRU8213614, Holiday, FL 34690

  Last Sold Summary

  • 135 Days On Market

  Last Listing Agent Lori Crawford RE/MAX ACTION FIRST OF FLORIDA
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  /71

  $370,000

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  3641 Wellington Dr, Holiday, FL 34691

  Welcome to this spacious single-family home located in the desirable Holiday Lake Estates community! Offering 3 bedrooms, 2 full bathrooms, and nearly 1,500 sq ft of comfortable living space, this solid concrete-block home features a functional, light-filled layout. The generous floor plan provides plenty of room for entertaining, a dedicated dining/living area, and an attached garage with extra

  MJ Arcicovich ESQUIRE PROPERTY GROUP LLC

  3641 Wellington Dr, Holiday, FL 34691
• 

  /2

  $245,000

  Sold Mar 10, 2026

  4940 Picture Ave, Holiday, FL 34690

  • 3 Beds
  • 1.5 Baths
  • 1,276 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • $192/SF
  • 6 Days On Market

  Current Estimated Value $245,359

  Last Listing Agent Ivonne Alvarez REALNET BROKERAGE

  4940 Picture Ave, Holiday, FL 34690
• 

  

  /42

  Not Listed For Sale

  4699 Continental Dr Unit 192, Holiday, FL 34690

  • 2 Beds
  • 1 Bath
  • Built 1991

  4699 Continental Dr Unit 192, Holiday, FL 34690

  Last Sold Summary

  • 39 Days On Market

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

  

  /26

  $249,900

  $30K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft

  3111 Coldwell Dr, Holiday, FL 34691

  Under contract-accepting backup offers. **WOW! BEST DEAL in HOLIDAY with NO HOA!** This contemporary one-story home is sure to steal your heart. Homes like this don’t come available very often, and this one has everything you’ve been dreaming of with a BRAND NEW ROOF! Get ready to fall in love... this home offers wide-open living spaces with tons of natural light and elegant waterproof luxury

  Stephen Scott PINEYWOODS REALTY LLC

  3111 Coldwell Dr, Holiday, FL 34691
• 

  

  /15

  $228,900

  Sold Sep 14, 2026

  5617 Canosa Dr, Holiday, FL 34690

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $164/SF
  • 23 Days On Market

  Current Estimated Value $239,078

  Last Listing Agent Danna Goss LPT REALTY, LLC

  5617 Canosa Dr, Holiday, FL 34690
• 

  

  /48

  Not Listed For Sale

  2012 Kona Dr, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1979

  2012 Kona Dr, Holiday, FL 34691

  Last Sold Summary

  • 136 Days On Market

  Last Listing Agent Diana Schlafley CHARLES RUTENBERG REALTY INC
• 

  

  /23

  $298,000

  $17K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,108 Sq Ft

  4114 Sunray Dr, Holiday, FL 34691

  **Waterfront Living • Proven 5-Star Short-Term Rental**Whether you're searching for your own waterfront retreat or a turnkey investment opportunity, this beautifully maintained **2-bedroom, 2-bath** home offers the best of both worlds.This waterfront gem has operated as a **successful 5-star short-term rental** with a proven rental history, making it an exceptional opportunity for

  Sandra Ceballos SILVER ROOTS REAL ESTATE GROUP

  4114 Sunray Dr, Holiday, FL 34691
• 

  /2

  $330,000

  Sold Mar 06, 2026

  2703 Dante Place, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • Built 1970

  Last Sold Summary

  • $257/SF
  • 16 Days On Market

  Current Estimated Value $318,380

  Last Listing Agent Shenille Ford LPT REALTY, LLC

  2703 Dante Place, Holiday, FL 34691
• 

  

  /14

  Not Listed For Sale

  1832 Cemetery Rd, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1985

  1832 Cemetery Rd, Holiday, FL 34691

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Venessa Finazzo BHHS FLORIDA PROPERTIES GROUP
• 

  

  /31

  $155,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 975 Sq Ft

  1804 Rising Sun Dr, Holiday, FL 34690

  Welcome to this 55+ community of Sunrise Square Villas! Check out this clean updated 2-bedroom, 2-bath condo that includes a 1 car carport. This condo features newer appliances, solid wood kitchen cabinets, a newer tankless hot water heater, a split floor plan and a relaxing Florida room. The living/dining room area has vaulted ceilings. Excellent location that is close to beaches, parks, Tarpon

  Dean Aaron Waters DALTON WADE INC

  1804 Rising Sun Dr, Holiday, FL 34690
• 

  /2

  $240,000

  Sold Jan 16, 2026

  3446 Hoover Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Above List Price
  • $175/SF
  • 5 Days On Market

  Current Estimated Value $241,464

  Last Listing Agent Amie Lenhart CHARLES RUTENBERG REALTY INC

  3446 Hoover Dr, Holiday, FL 34691
• 

  

  /62

  Not Listed For Sale

  3540 Kauna Point Dr Unit 144, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft
  • Built 1973

  3540 Kauna Point Dr Unit 144, Holiday, FL 34691

  Last Sold Summary

  • 150 Days On Market

  Last Listing Agent Julie Stilwell CENTURY 21 LIST WITH BEGGINS
• 

  

  /20

  $319,000

  $1K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,484 Sq Ft

  4116 Oakfield Ave, Holiday, FL 34691

  Outstanding Investment Opportunity! This property offers the potential to easily create two efficiencies (ADUs/in-law suites), making it an excellent option for multi-generational living or generating additional rental income (subject to local zoning and permitting requirements). In addition, the home has been completely remodeled with modern finishes throughout, featuring brand-new flooring,

  Miguel Salinas APPLE HOMES LLC

  4116 Oakfield Ave, Holiday, FL 34691
• 

  /2

  $128,750

  Sold Nov 10, 2025

  1034 Baillies Bluff Rd, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Above List Price
  • $141/SF
  • 6 Days On Market

  Last Listing Agent Jeffrey Borham EXP REALTY LLC

  1034 Baillies Bluff Rd, Holiday, FL 34691
• 

  

  /13

  Not Listed For Sale

  Lot 1511 Jackson Dr, Holiday, FL 34691

  Lot 1511 Jackson Dr, Holiday, FL 34691

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Andre Smallwood IMPACT REALTY TAMPA BAY
• 

  

  /15

  $220,000

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  3249 Trask Dr, Holiday, FL 34691

  Welcome to Aloha Gardens in Holiday! This 2-bedroom, 2-bath home offers a functional layout with plenty of opportunity to make it your own. The living and dining room combo welcomes you at the front entry and flows into a spacious kitchen with ample room for storage and meal preparation. The home also features a den at the rear, providing additional flexible living space for an office, hobby

  Vicki Griepenburg BHHS FLORIDA PROPERTIES GROUP

  3249 Trask Dr, Holiday, FL 34691

Showing Results 641 - 680, Page 17 of 18