Holiday, FL Homes

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  $275,000 Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,657 Sq Ft

  3455 Overland Dr, Holiday, FL 34691

  One or more photo(s) has been virtually staged. A brand-new 2024 roof! Step into this beautifully renovated 4-bedroom, 2-bathroom home, where elegance meets functionality. Every detail has been thoughtfully upgraded, creating a space that is both stylish and inviting. When entering you'll get in a stylish foyer with mirrors, lighting and built-in shelves with drawers—perfect for effortless

  

  Victoria Lutsenko

  KELLER WILLIAMS TAMPA PROP.

  (727) 607-2840

  3455 Overland Dr, Holiday, FL 34691
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• 

  

  

  /13

  $1,475 per month

  • 2 Beds
  • 1.5 Baths
  • 846 Sq Ft
  • Property for Rent

  3142 Kilburn Rd, Holiday, FL 34691

  For rent at 3142 Kilburn Rd in Holiday Lakes Estates — a comfortable 2 bedroom, 1.5 bathroom single-family home with a practical layout and easy-to-maintain finishes. Inside, you’ll find laminate flooring throughout the main living areas, with tile in the kitchen and bathrooms. The screened-in back porch is a great spot to unwind, and the included grill makes it easy to enjoy time outside.

  Nathaniel Hatzie WIKLE INCORPORATED

  3142 Kilburn Rd, Holiday, FL 34691
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  /2

  $415,000 Sold Jun 02, 2025

  2510 Big Pine Dr, Holiday, FL 34691

  • 4 Beds
  • 2 Baths
  • 2,022 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $205/SF
  • 147 Days On Market

  Current Estimated Value $417,340

  Last Listing Agent Ron Mastrodonato SANDPEAK REALTY

  2510 Big Pine Dr, Holiday, FL 34691
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  /2

  Est $225,912 Not Listed For Sale

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

  3803 Star Island Dr, Holiday, FL 34691

  3803 Star Island Dr, Holiday, FL 34691
• 

  

  

  /41

  $229,500

  • 2 Beds
  • 2 Baths
  • 1,398 Sq Ft

  3850 Sablewood Dr, Holiday, FL 34691

  NEW PRICE - MOTIVATED SELLER. Great Location, Not in a Flood Zone, and no issues from the 2 hurricanes. Spacious 2 bedroom, 2 bath, concrete block home boasts nearly 1400 sq ft. Two flexible spaces have possibilities, convert to a 3rd bedroom, hobby room, or a home office. This home has "great bones" and features an open floor plan with a family room with double pane windows, a sunroom with

  

  Gail Urban

  CENTURY 21 COASTAL ALLIANCE

  (727) 349-4875

  3850 Sablewood Dr, Holiday, FL 34691
• 

  

  /20

  $5,800 per month

  • 4 Beds
  • 3 Baths
  • 1,991 Sq Ft
  • House for Rent

  2837 Blossom Lake Dr, Holiday, FL 34691

  Property Id: 1393336** Monthly Furnished Rental **For snowbird, corporate travelers, relocating families, travel nurses- Private Heated Salt Water Pool for families and groups- 4/3/2 can accommodate up to 8 people- Washer/Dryer, Central Air, Refrigerator,Oven, Dishwasher, Microwave and Outdoor Grill.- Near world class beaches & Golf Courses-Get $1000 off for the

  2837 Blossom Lake Dr, Holiday, FL 34691
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  /2

  $220,000 Sold Feb 18, 2025

  3236 Honeymoon Ln, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $147/SF
  • 24 Days On Market

  Current Estimated Value $231,597

  Last Listing Agent Madalina Tat NHR BROKERAGE LLC

  3236 Honeymoon Ln, Holiday, FL 34691
• 

  /2

  Est $213,949 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  4803 Mirage Ave, Holiday, FL 34690

  4803 Mirage Ave, Holiday, FL 34690
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  /26

  $143,500

  • 2 Beds
  • 1.5 Baths
  • 825 Sq Ft

  4345 Tahitian Gardens Cir Unit C, Holiday, FL 34691

  JUST REDUCED! This two-bedroom, BATH & HALF condominium located at the back of a cul-de-sac in Tahitian Gardens, a beautifully maintained GATED 55+ community can now be yours. Partially furnished and ready to move in. Features include oversized living room windows that provide natural lighting. The master bedroom contains a private half bath and walk-in closet. Enjoy your morning coffee or tea

  

  Michael McAuley

  COASTAL FLORIDA REAL ESTATE

  (727) 607-7986

  4345 Tahitian Gardens Cir Unit C, Holiday, FL 34691
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  /20

  $1,650 per month

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

  4827 Aegean Ave, Holiday, FL 34690

  This home is beautifully updated. Wood-like Laminate throughout living areas- Brand NEW carpet in both Bedrooms. Fresh Neutral Interior paint for a light and bright home. Both Bedrooms have fan/light fixtures. The bathroom is completely updated. Bonus 1⁄2 Bath in Garage. The kitchen is updated with granite countertops, stainless steel appliances, decorative backsplash, and pantry. Bonus open FL

  Brande Greenlee Kennedy GREENLEE REALTY GROUP

  4827 Aegean Ave, Holiday, FL 34690
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  $14,900 Sold Sep 08, 2025

  4699 Continental Dr Unit 144, Holiday, FL 34690

  • 1 Bed
  • 1 Bath
  • Built 1981

  Last Sold Summary

  • 17% Below List Price
  • 109 Days On Market

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

  4699 Continental Dr Unit 144, Holiday, FL 34690
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  /2

  Est $232,620 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  3422 Wiltshire Dr, Holiday, FL 34691

  3422 Wiltshire Dr, Holiday, FL 34691
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  /31

  $109,900

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  4349 Tahitian Gardens Cir Unit G, Holiday, FL 34691

  FRESHLY PAINTED! NOT IN A FLOOD ZONE! Discover this bright and cheerful 1-bedroom condo in Tahitian Gardens, a well-kept GATED 55+ community. The expansive floor-to-ceiling windows in the living room create a luminous and open ambiance. This unit boasts modern flooring, an updated electrical panel, a new 50-gallon water heater (2022), ample storage with a large utility closet, and ceiling fans in

  

  Michael McAuley

  COASTAL FLORIDA REAL ESTATE

  (727) 761-2046

  4349 Tahitian Gardens Cir Unit G, Holiday, FL 34691
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  /25

  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 1,088 Sq Ft
  • House for Rent

  2127 Erin Dr, Holiday, FL 34690

  Discover comfort in this well-appointed single-family home. Offering 2 bedrooms and 2 bathrooms, it’s designed for modern living.- Electric range, dishwasher, microwave, and refrigerator- Hookups for convenient laundry- Attached garage for secure parking- Central cooling and forced air heating- Ceiling fans installed for added comfort- Fenced yard for outdoor

  2127 Erin Dr, Holiday, FL 34690
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  /2

  $320,000 Sold Oct 17, 2025

  2648 Grand Blvd, Holiday, FL 34690

  • Land
  • 5.13 Acres
  • $62,378 per Acre

  Last Sold Summary

  • 47% Below List Price
  • 96 Days On Market

  Last Listing Agent Robert Moore INTERNATIONAL TOP AGENTS REALTY

  2648 Grand Blvd, Holiday, FL 34690
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  /2

  Est $214,880 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft

  3553 Bradford Dr, Holiday, FL 34691

  3553 Bradford Dr, Holiday, FL 34691
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  /31

  $190,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  3506 Moog Rd, Holiday, FL 34691

  Under contract-accepting backup offers. Super end of the year sale. Why settle for a fixer-upper when you can get it all done for you—at a price that feels like one? This home is the ultimate holiday deal: - Newer roof - Newer AC - Newer windows - Newer garage door - Newer floors - Updated kitchen & bathroom Everything has already been replaced, refreshed, and ready for you—no projects, no

  

  Ana Smith

  BLUMAR REALTY INC.

  (727) 607-0282

  3506 Moog Rd, Holiday, FL 34691
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  /22

  $1,600 per month

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

  3301 Briar Cliff Dr, Holiday, FL 34691

  2 Bedroom, 1.5 bathrooms, 1 car garage single family home. Very Clean and Fresh Interior Paint. Close to US-19 shopping and schools. Ready to Moved in. Pets allowed with deposit. No Carpet throughout the home. Fenced Backyard.

  Syed Hasan EXECUTIVE HOME REALTY INC

  3301 Briar Cliff Dr, Holiday, FL 34691
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  /2

  $450,000 Sold Jul 03, 2025

  2924 Windridge Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 2,069 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $217/SF
  • 32 Days On Market

  Current Estimated Value $452,058

  Last Listing Agent Cortney Bain CHARLES RUTENBERG REALTY INC

  2924 Windridge Dr, Holiday, FL 34691
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  /2

  Est $250,025 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft

  3506 Hoover Dr, Holiday, FL 34691

  3506 Hoover Dr, Holiday, FL 34691
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  /36

  $339,900

  • 3 Beds
  • 2 Baths
  • 1,102 Sq Ft

  1408 Jennings Dr, Holiday, FL 34690

  Beautifully RENOVATED 3-bedroom, 2-bath home located in Flood Zone X (no flood insurance required). Move-in ready with modern finishes and essential upgrades. Interior updates include new bathroom fixtures, granite countertops, kitchen appliances, new flooring throughout, fresh interior/exterior paint, new blinds, and dimmable lighting. Exterior enhancements include new front and back pagodas,

  

  Michael McAuley

  COASTAL FLORIDA REAL ESTATE

  (727) 361-9268

  1408 Jennings Dr, Holiday, FL 34690
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  /15

  $2,145 per month

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft
  • House for Rent

  3243 Allandale Dr, Holiday, FL 34691

  We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

  3243 Allandale Dr, Holiday, FL 34691
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  /2

  $239,000 Sold May 30, 2025

  2532 Fentress Place, Holiday, FL 34691

  • 2 Beds
  • 2 Baths
  • 1,231 Sq Ft
  • Built 1971

  Last Sold Summary

  • $194/SF
  • 2 Days On Market

  Current Estimated Value $239,320

  Last Listing Agent Julie Barnhardt BHHS FLORIDA PROPERTIES GROUP

  2532 Fentress Place, Holiday, FL 34691
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  /2

  Est $314,197 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft

  3132 Salton St, Holiday, FL 34691

  3132 Salton St, Holiday, FL 34691
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  /44

  $189,900

  • 2 Beds
  • 1.5 Baths
  • 842 Sq Ft

  4352 Tahitian Gardens Cir Unit M, Holiday, FL 34691

  ONE YEAR OF CONDO FEES credited to new owner at closing! Come see this IMMACULATE, WATERFRONT, 2-bedroom, bath and a half townhouse in the GATED 55+ community of Tahitian Gardens. This updated townhouse has gorgeous WATER VIEWS and the largest floorplan in the community. Freshly painted with numerous updates! App controlled smart lighting, HVAC and even a smart bath vent with Bose Wi-Fi speakers.

  

  Michael McAuley

  COASTAL FLORIDA REAL ESTATE

  (727) 610-8393

  4352 Tahitian Gardens Cir Unit M, Holiday, FL 34691
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  /18

  $1,550 per month

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • House for Rent

  3251 Devonshire Dr, Holiday, FL 34691

  Adorable 3/1/1 single in All-Age community in Holiday. Large backyard with privacy fence, close to Anclote beach park and pier, Howard Park and beach and lots of interesting places to visit and shop. Close to US Hwy 19 with lots of shopping nearby. Available 01/15/2026. Tile throughout, newer fan/light combo in most rooms. Newer dishwasher, newer SS microwave, ceramic top range, refrigerator,

  Fran Spector CENTURY 21 COASTAL ALLIANCE

  3251 Devonshire Dr, Holiday, FL 34691
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  /24

  $223,000 Sold May 14, 2025

  1446 Normandy Blvd, Holiday, FL 34691

  • 2 Beds
  • 1.5 Baths
  • 980 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Below List Price
  • $228/SF
  • 1 Day On Market

  Current Estimated Value $230,579

  Last Listing Agent Zerah Cruz LPT REALTY, LLC

  1446 Normandy Blvd, Holiday, FL 34691
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  /2

  Est $267,369 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  5025 Genesis Ave, Holiday, FL 34690

  5025 Genesis Ave, Holiday, FL 34690
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  /15

  $60,000

  • Land
  • 0.16 Acre
  • $375,000 per Acre

  2046 Calusa Trail, Holiday, FL 34690

  Discover the unlimited potential of 2046 Calusa Trail in Holiday!! A 6,840 square foot vacant lot accommodating single family home or modular home. Per county no RV, mobile homes or manufactured home. The zoning setbacks for a dwelling, measured from the property lines, are: front – 20’, sides – 7.5’ each and rear – 15’. Previously with a home in place, this plot is primed for development with

  

  Tania Borelli

  COLDWELL BANKER REALTY

  (727) 435-7397

  2046 Calusa Trail, Holiday, FL 34690
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  /16

  $1,965 per month

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft
  • House for Rent

  4048 Sunray Dr, Holiday, FL 34691

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2109.90. That covers your base rent, $1965.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  4048 Sunray Dr, Holiday, FL 34691
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  /2

  $280,000 Sold Sep 11, 2025

  Unlisted Address

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 1970

  Last Sold Summary

  • $220/SF
  • 11 Days On Market

  Current Estimated Value $282,064

  Last Listing Agent Michael Constantine RE/MAX ALLIANCE GROUP

  Unlisted Address
• 

  /2

  Est $304,456 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,770 Sq Ft

  5507 Flora Ave, Holiday, FL 34690

  5507 Flora Ave, Holiday, FL 34690
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  /21

  $50,000

  • Land
  • 0.14 Acre
  • $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

  

  Lance Willard

  CHARLES RUTENBERG REALTY INC

  (727) 513-7038

  3631 Rockaway Dr, Holiday, FL 34691
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  /32

  $1,800 per month

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

  4848 Picture Ave, Holiday, FL 34690

  FOR RENT – HOLIDAY, FLWelcome to this charming 2-bedroom, 1-bathroom home with a 1-car garage located in the heart of Holiday, Florida! Freshly painted, this property offers a clean, modern feel—truly move-in ready and waiting for you to make it your own. Inside, you'll find vinyl flooring throughout, granite countertops, and an eat-in kitchen equipped with a refrigerator featuring water and

  Tara Cook ORANGE GROVE PROPERTY SOLUTIONS

  4848 Picture Ave, Holiday, FL 34690
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  /2

  $299,000 Sold Jan 08, 2025

  2118 Peggy Dr, Holiday, FL 34690

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • Built 1969

  Last Sold Summary

  • 6% Below List Price
  • $200/SF
  • 84 Days On Market

  Current Estimated Value $291,031

  Last Listing Agent Caroline Hanna CHARLES RUTENBERG REALTY INC

  2118 Peggy Dr, Holiday, FL 34690
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  /2

  Est $213,840 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  3103 Bigelow Dr, Holiday, FL 34691

  3103 Bigelow Dr, Holiday, FL 34691
• 

  

  /25

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft

  3538 Bluebell Ln, Holiday, FL 34691

  One or more photo(s) has been virtually staged. Beautifully remodeled 3-bedroom, 2-bath home nestled on a quiet street! This move-in ready gem features a bright open floor plan with stylish finishes throughout. The stunning kitchen offers stainless steel appliances, modern cabinetry, and plenty of counter space—perfect for cooking and entertaining. Both bathrooms have been tastefully updated, and

  

  Maria Hourdas

  KELLER WILLIAMS REALTY- PALM H

  (727) 335-3019

  3538 Bluebell Ln, Holiday, FL 34691
• 

  

  /11

  $1,600 per month

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft
  • Townhouse for Rent

  5648 Golden Nugget Dr, Holiday, FL 34690

  Property Id: 2114357Welcome to this beautifully remodeled 2 Bedroom, 1 Bathroom Rental Unit with HUGE side yard offering modern comfort and style. Inside, you'll find a bright and open living space with updated laminate flooring throughout, giving the home a fresh, contemporary feel. The Kitchen flows seamlessly into the living area, creating an inviting space perfect for everyday living.

  5648 Golden Nugget Dr, Holiday, FL 34690
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  /2

  $150,000 Sold Jul 14, 2025

  3214 Pinon Dr, Holiday, FL 34691

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft
  • Built 1973

  Last Sold Summary

  • 25% Below List Price
  • $189/SF
  • 48 Days On Market

  Current Estimated Value $160,805

  Last Listing Agent Eric Jenkins, PA KELLER WILLIAMS REALTY- PALM H

  3214 Pinon Dr, Holiday, FL 34691
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  /2

  Est $317,138 Not Listed For Sale

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

  3502 Garfield Dr, Holiday, FL 34691

  3502 Garfield Dr, Holiday, FL 34691

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