18,375

Holiday, FL Homes

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  • /38

    $259,900

    $39K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2349 Hama Dr, Holiday, FL 34691

    WELCOME HOME to this meticulously maintained 3-bedroom, 2-bath waterfront home in Holiday's sought-after Tahitian Homes community. The charming single-story residence offers an open layout with an updated kitchen! Enjoy tranquil Lake Conley views from the enclosed sunroom or step outside to your private backyard with a concrete seawall, ideal for relaxing by the water. The garage had previously

    Agent Photo

    Sheree Landreth

    BHHS FLORIDA PROPERTIES GROUP

    2349 Hama Dr, Holiday, FL 34691
  • /23

    $1,450 Per Month

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Condo for Rent

    4334 Tahitian Gardens Cir Unit C, Holiday, FL 34691

    Available Now! 2-bedroom unit located in the gated 55+ community of Tahitian Gardens. This unit features beautiful tile floors throughout, open floor plan with an over-sized kitchen featuring solid wood cabinets with large pantry and stainless-steel appliances. The bath has a walk-in shower, solid wood cabinets, vessel sink and extra linen shelving. Other updates include new central air,

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    4334 Tahitian Gardens Cir Unit C, Holiday, FL 34691
  • /2

    $95,000

    Sold Jun 22, 2026

    4350 Tahitian Gardens Cir Unit E, Holiday, FL 34691

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Built 1968

    Last Sold Summary

    • 5% Below List Price
    • $158/SF
    • 12 Days On Market

    Last Listing Agent Michael McAuley COASTAL FLORIDA REAL ESTATE

    4350 Tahitian Gardens Cir Unit E, Holiday, FL 34691
    • /2

      Not Listed For Sale

      4715 Burney Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1981
      4715 Burney Dr, Holiday, FL 34690

      Last Sold Summary

      • 28 Days On Market

  • /21

    $289,000

    $5K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft

    5701 Canosa Dr, Holiday, FL 34690

    Under contract-accepting backup offers. Welcome to this beautifully renovated 3-bedroom, 2-bath single-family home in Holiday! This move-in-ready property features a bright open floor plan with stylish vinyl laminate flooring throughout, creating a modern and inviting living space. The fully updated kitchen is a true highlight, showcasing elegant quartz countertops, brand-new appliances, and

    Agent Photo

    Miguel Davila, PA

    PEOPLE'S CHOICE REALTY SVC LLC

    5701 Canosa Dr, Holiday, FL 34690
  • /9

    Starting at $1,432 Per Month

    • 2 - 4 Beds

    2638 Aquaview Ln, Holiday, FL 34691

    Opening early 2027, Cobia Cove is a brand-new 2, 3 and 4 bedroom affordable apartment community in Holiday, Florida. Our floor plans feature granite countertops, vinyl plank flooring and private entrances. With modern cabinetry, walk-in closets, kitchen islands and personal outdoor spaces, each residence feels fresh and bright. Whether you're cooling off at the resort-style pool, staying active

    Cobia Cove

    2638 Aquaview Ln, Holiday, FL 34691
  • /2

    $170,000

    Sold Sep 23, 2025

    3136 Birkdale Dr, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • Built 1982

    Last Sold Summary

    • 3% Below List Price
    • $147/SF
    • 33 Days On Market

    Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

    3136 Birkdale Dr, Holiday, FL 34690
    • /2

      Not Listed For Sale

      2021 Lullaby Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 576 Sq Ft
      • Built 1968
      2021 Lullaby Dr, Holiday, FL 34691

      Last Sold Summary

      • 88 Days On Market

  • /46

    $120,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    3229 Tiki Dr, Holiday, FL 34691

    Tiki Village. NON-FLOOD ZONE. Only $400 a year. Gated. 55 and Older. You OWN THE LAND. Massive front porch 9 feet by 19 feet. This spacious home stands out as one of the community’s largest units at 1344 Sq Feet. Home has an oversized living room, expansive dining area and generously sized kitchen, also features a screened-in side porch and a carport. The hall bathroom features a high-end walk-in

    Agent Photo

    Randal Jenkins

    FLORIDA REAL ESTATE PARTNERS

    3229 Tiki Dr, Holiday, FL 34691
  • /25

    $1,350 Per Month

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

    4356 Tahitian Gardens Cir Unit C, Holiday, FL 34691

    Unfurnished 2-bedroom condo in Tahitian Gardens, a gated 55+ community. This updated unit features luxury vinyl flooring throughout, plus granite countertops in the kitchen and bath. A large washer and dryer are included. Parking is conveniently located across the street, directly in front of the unit. Enjoy the heated pool, clubhouse, and community activities, or take a relaxing walk on the

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    4356 Tahitian Gardens Cir Unit C, Holiday, FL 34691
  • /2

    $380,000

    Sold Jun 26, 2025

    2749 Plantain Dr, Holiday, FL 34691

    • 4 Beds
    • 2 Baths
    • 1,819 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Below List Price
    • $209/SF
    • 129 Days On Market

    Current Estimated Value $384,721

    Last Listing Agent Barbara Ann Grady, PA CHARLES RUTENBERG REALTY INC

    2749 Plantain Dr, Holiday, FL 34691
    • /2

      Est $45,228

      Not Listed For Sale

      3312 Rosefield Dr, Holiday, FL 34691

      • Built 1966
      3312 Rosefield Dr, Holiday, FL 34691

      Last Sold Summary

      • 23 Days On Market

  • /31

    $99,500

    $30K PRICE DROP
    • 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

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    4349 Tahitian Gardens Cir Unit G, Holiday, FL 34691
  • /21

    $1,625 Per Month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    3620 Westchester 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 $1769.90. That covers your base rent, $1625.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3620 Westchester Dr, Holiday, FL 34691
  • /33

    $21,900

    Sold Jan 02, 2026

    4699 Continental Dr Unit 309, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • Built 1984

    Last Sold Summary

    • 17 Days On Market

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

    4699 Continental Dr Unit 309, Holiday, FL 34690
    • /2

      Est $248,293

      Not Listed For Sale

      3249 Masonville Loop, Holiday, FL 34691

      • 3 Beds
      • 2 Baths
      • 1,175 Sq Ft
      • Built 1969
      3249 Masonville Loop, Holiday, FL 34691

      Last Sold Summary

      • 67 Days On Market

  • /25

    $122,500

    • 2 Beds
    • 1.5 Baths
    • 768 Sq Ft

    4315 Tahitian Gardens Cir Unit H, Holiday, FL 34691

    Welcome to easy Florida living in this charming 2-bedroom, 1-bath condo in the gated 55+ community of Tahitian Gardens. This private end-corner unit features a bright living area with wood laminate flooring, an inviting kitchen with ample storage and breakfast bar, comfortable bedrooms, and a laundry area with stackable washer and dryer that can be converted back to a half bath. Enjoy low HOA

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    4315 Tahitian Gardens Cir Unit H, Holiday, FL 34691
  • /13

    $1,100 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • House for Rent

    5441 Oceanic Rd, Holiday, FL 34690

    UPDATED one bedroom one bath villa unit with 416 square foot carport in a triplex community just past the Pinellas/Pasco County line into Holiday. All tiled floors, wood kitchen and bath cabinets. Back door with access to the backyard area. Small covered area outside front door for a lawn chair or two across from the side yard. Directly off US 19 and travel to Grand Blvd, then north to Oceanic

    Colleen Tuttle

    RE/MAX REALTEC GROUP INC

    5441 Oceanic Rd, Holiday, FL 34690
  • /2

    $432,000

    Sold May 26, 2026

    5313 Boardwalk St, Holiday, FL 34690

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • Built 1998

    Last Sold Summary

    • 9% Below List Price
    • $234/SF
    • 72 Days On Market

    Current Estimated Value $426,945

    Last Listing Agent Jonathan Hernandez COLDWELL BANKER REALTY

    5313 Boardwalk St, Holiday, FL 34690
    • /2

      Est $238,065

      Not Listed For Sale

      3603 Darlington Rd, Holiday, FL 34691

      • 3 Beds
      • 2 Baths
      • 1,368 Sq Ft
      • Built 1971
      3603 Darlington Rd, Holiday, FL 34691

      Last Sold Summary

      • 66 Days On Market

  • /30

    $124,900

    Pending
    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    4312 Tahitian Gardens Cir Unit A, Holiday, FL 34691

    TURN-KEY, CORNER UNIT now available! Discover Tahitian Gardens, an exclusive 55+ gated community featuring a heated pool, clubhouse, and recreation center. This two-bedroom unit boasts a bright, open floor plan with tile floors in the kitchen, living room, hall and bath. Enjoy the convenience of an in-unit washer and dryer. A private parking space is conveniently located just outside the unit.

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    4312 Tahitian Gardens Cir Unit A, Holiday, FL 34691
  • /20

    $950 Per Month

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

    2133 Melody Dr, Holiday, FL 34691

    Step into this single-family home featuring wood plank floors. Equipped with modern amenities, this residence is ready to welcome you.- Electric range and refrigerator included- Off-street parking available- Heat pump and Ceiling fans- Relaxing patio spaceNestled in a convenient location, enjoy easy access to local shops and dining options.1 Gig internet

    2133 Melody Dr, Holiday, FL 34691
  • /2

    $280,000

    Sold May 26, 2026

    2726 Blossom Lake Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Above List Price
    • $233/SF
    • 14 Days On Market

    Current Estimated Value $262,953

    Last Listing Agent Terry Connors MERIDIAN RESIDE

    2726 Blossom Lake Dr, Holiday, FL 34691
    • /2

      Est $250,909

      Not Listed For Sale

      3444 Clydesdale Dr, Holiday, FL 34691

      • 3 Beds
      • 2 Baths
      • 1,156 Sq Ft
      • Built 1966
      3444 Clydesdale Dr, Holiday, FL 34691

      Last Sold Summary

      • 149 Days On Market

  • /24

    $119,000

    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft

    4344 Tahitian Gardens Cir Unit B, Holiday, FL 34691

    Enjoy affordable Florida living in the beautiful gated 55+ community of Tahitian Gardens! This well-maintained 2-bedroom, 1.5-bath condo offers comfortable, low-maintenance living with laminate wood flooring throughout, spacious bedrooms, large closets, and the convenience of in-unit laundry. Natural light fills the living spaces, creating a bright and inviting atmosphere. Tahitian Gardens is

    Agent Photo

    Jackie Little

    KELLER WILLIAMS REALTY- PALM HARBOR

    4344 Tahitian Gardens Cir Unit B, Holiday, FL 34691
  • /32

    $1,500 Per Month

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Condo for Rent

    4337 Tahitian Gardens Cir Unit F, Holiday, FL 34691

    TURNKEY! Come see this stylishly updated, fully furnished, 2-bedroom, condo in the gated 55+ community of Tahitian Gardens. This exceptionally clean unit features granite counters, plentiful kitchen cabinets, dishwasher and an open floor plan. The master bedroom and living room have flat screen televisions. Ceiling fans in all rooms with both bedrooms having thermal windows for energy efficiency.

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    4337 Tahitian Gardens Cir Unit F, Holiday, FL 34691
  • /2

    $220,000

    Sold Apr 30, 2026

    5032 Picture Ave, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,004 Sq Ft
    • Built 1965

    Last Sold Summary

    • $219/SF
    • 2 Days On Market

    Current Estimated Value $218,479

    Last Listing Agent Samantha Greene JAY ALAN REAL ESTATE

    5032 Picture Ave, Holiday, FL 34690
    • /2

      Est $183,925

      Not Listed For Sale

      4743 Foothill Dr Unit 2, Holiday, FL 34690

      • 2 Beds
      • 1 Bath
      • 908 Sq Ft
      • Built 1963
      4743 Foothill Dr Unit 2, Holiday, FL 34690

      Last Sold Summary

      • 55 Days On Market

  • /28

    $297,000

    $2K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft

    3228 Rock Valley Dr, Holiday, FL 34691

    Welcome to this charming two bedroom, two bath home with a spacious Florida room that offers beautiful water views. The semi-open floor plan features updated kitchen counters, and fresh paint, along with new flooring installed after last year’s storms. Enjoy the serene water view complemented by a mature tree in the backyard, perfect for fishing and budget friendly lifestyle. The home has been

    Agent Photo

    Guillermina Rickey

    ENGEL & VOLKERS BELLEAIR

    3228 Rock Valley Dr, Holiday, FL 34691
  • /16

    $1,925 Per Month

    • 3 Beds
    • 2 Baths
    • 1,639 Sq Ft
    • House for Rent

    3040 Brompton Dr, Holiday, FL 34691

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    3040 Brompton Dr, Holiday, FL 34691
  • /2

    $225,000

    Sold Nov 25, 2025

    4841 Aegean Ave, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Below List Price
    • $223/SF
    • 9 Days On Market

    Current Estimated Value $226,003

    Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES

    4841 Aegean Ave, Holiday, FL 34690
    • /2

      Est $371,501

      Not Listed For Sale

      5021 Roanoke Dr, Holiday, FL 34690

      • 3 Beds
      • 2 Baths
      • 1,520 Sq Ft
      • Built 1987
      5021 Roanoke Dr, Holiday, FL 34690

      Last Sold Summary

      • 21 Days On Market

  • /13

    $219,000

    $30K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 1,541 Sq Ft

    5131 Forum Blvd, Holiday, FL 34690

    Under contract-accepting backup offers. Short Sale. *Short Sale Opportunity!** Seize this remarkable chance to own your dream home. This stunning 2-bedroom, 21⁄2-bathroom residence, featuring a one-car garage and constructed in 2023, is situated in a serene and well-maintained neighborhood. The upper level includes two bedrooms, each with its own private bathroom, while the downstairs boasts a

    Agent Photo

    Stephanie Bonefont

    MARTINEZ 2 & ASSOCIATES OF FLO

    5131 Forum Blvd, Holiday, FL 34690
  • /16

    $2,350 Per Month

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft
    • House for Rent

    3549 Westminister Ct, Holiday, FL 34691

    Looking for a quiet spot that overlooks Lake Conley? Well look no further! This quaint 3 bedroom, 2 bath home is just what you you've been waiting to find. With the big open floor plan, open Dining area and a hallway for all the bedrooms and bath areas, it's an easy breezy clean up when you want to head out on the boat for a day on the water. The home sits on a private cul-de-sac and has open

    Agent Photo

    Gigi Capria

    WE CAN DO IT REALTY AND INVESTMENTS LLC

    3549 Westminister Ct, Holiday, FL 34691
  • /38

    $24,900

    Sold Mar 28, 2026

    4699 Continental Dr Unit 143, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • Built 1983

    Last Sold Summary

    • 43 Days On Market

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

    4699 Continental Dr Unit 143, Holiday, FL 34690
    • /2

      Est $237,382

      Not Listed For Sale

      3542 Trask Dr Unit 9, Holiday, FL 34691

      • 3 Beds
      • 2 Baths
      • 1,482 Sq Ft
      • Built 1973
      3542 Trask Dr Unit 9, Holiday, FL 34691

      Last Sold Summary

      • 18 Days On Market

  • /41

    $250,000

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

    3325 Honeymoon Ln, Holiday, FL 34691

    Welcome to waterfront living in Holiday! This beautifully maintained 2-bedroom, 2-bath home offers 1,334 square feet of comfortable living space with no HOA and peaceful pond views. Enjoy your own private dock, perfect for fishing, sunset watching, stargazing, or launching a canoe or kayak. The waterway also allows small boating with a trolling motor, making it ideal for quiet, scenic cruising

    Agent Photo

    Nicole Dufala

    KELLER WILLIAMS REALTY- PALM HARBOR

    3325 Honeymoon Ln, Holiday, FL 34691
  • /20

    $1,845 Per Month

    • 3 Beds
    • 1 Bath
    • 1,225 Sq Ft
    • House for Rent

    3555 Winder 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 $1989.90. That covers your base rent, $1845.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3555 Winder Dr, Holiday, FL 34691
  • /2

    $104,000

    Sold Jan 14, 2026

    3136 Buckner Ct, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 768 Sq Ft
    • Built 1978

    Last Sold Summary

    • 10% Below List Price
    • $135/SF
    • 254 Days On Market

    Last Listing Agent John Grey FI GREY & SON INC COMMERCIAL

    3136 Buckner Ct, Holiday, FL 34690
    • /2

      Est $227,716

      Not Listed For Sale

      3445 Pinehurst Dr, Holiday, FL 34691

      • 3 Beds
      • 1 Bath
      • 1,014 Sq Ft
      • Built 1965
      3445 Pinehurst Dr, Holiday, FL 34691

      Last Sold Summary

      • 4 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$230,000
Median Single Family Sale Price
$240,000
Median Townhouse Sale Price
$270,000
Median 2 Bedroom Sale Price
$212,000
Median 1 Bedroom Sale Price
$108,750
Average Price Per Sq Ft
$194
Number of Homes for Sale
225
Last 12 months Home Sales
688
Months of Supply
3.90
Median List Price
$250,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-2%
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