Explore Homes for Sale in Holiday, FL

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Discover Homes for Sale in Holiday, FL with Joseph Sullivan Real Estate

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Explore a diverse range of homes for sale in Holiday, Florida, perfectly suited for various lifestyles. Joseph Sullivan Real Estate provides expertise and local knowledge to assist you in finding your dream home in this vibrant community. Begin your search today and discover the possibilities that await.

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Exploring the Holiday, FL Real Estate Market

The real estate market in Holiday, Florida, offers a unique blend of opportunities for homebuyers. From waterfront properties to cozy family homes, you'll find a variety of options tailored to your specific needs. Discover the charm and appeal of this growing community.

Finding Your Ideal Home

The search for the perfect home can be exciting and rewarding. Consider the factors that are most important to you, such as location, size, and amenities. Joseph Sullivan Real Estate is here to guide you through every step of the process, ensuring a smooth and successful experience.

Types of Homes for Sale in Holiday

Holiday boasts a wide selection of properties, providing options for various preferences and budgets. Explore the different types of homes available and discover what best suits your lifestyle.

Single-Family Homes

Enjoy the space and privacy of a single-family home in Holiday. These properties often feature spacious yards and are ideal for families seeking a comfortable and convenient living environment.

Condominiums and Townhouses

Consider the low-maintenance lifestyle offered by condominiums and townhouses. These properties provide access to community amenities and are often located in convenient locations near shopping, dining, and entertainment.

Waterfront Properties

Experience the beauty and tranquility of waterfront living in Holiday. Waterfront properties offer stunning views and access to recreational activities such as boating, fishing, and swimming.

The Benefits of Living in Holiday, FL

Holiday offers a desirable lifestyle with its beautiful surroundings, friendly community, and convenient access to amenities. Discover the many advantages of making Holiday your home.

Community and Lifestyle

Holiday is a close-knit community with a welcoming atmosphere. Enjoy local events, parks, and recreational facilities that contribute to a vibrant and fulfilling lifestyle.

Location and Accessibility

Located in a prime location, Holiday provides easy access to major highways, shopping centers, and entertainment venues. Enjoy the convenience of living close to everything you need.

Newest Homes for Sale in Holiday, FL

$119,000
2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv.
Welcome to Holiday Lake Villas, a 55+ community in Holiday! This affordable, move-in-ready, one level end unit villa offers 2 bedrooms, 2 full baths, and approximately 1,316 square feet of comfortable living space. The spacious kitchen features abundant cabinet space and overlooks the bright living room, where vaulted ceilings and plenty of natural light create an open and inviting atmosphere. The spacious primary suite includes a walk-in closet and a private bathroom with dual vanities. The home also features a generously sized second bedroom and an enclosed Florida room that provides flexible bonus space. Additional highlights include a new A/C system installed in 2026, a newer water heater, and a washer and dryer. Community amenities include a pool, clubhouse, shuffleboard courts, and gathering areas. Conveniently located near shopping, restaurants, historic Tarpon Springs, the Sponge Docks, parks, and Gulf Coast beaches. Enjoy easy Florida living in this welcoming community! Property is being sold as-is for the seller's convinience and has been priced accordingly.

3960 Sailmaker Lane, Holiday
$239,000
2 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv.
Updated and truly move-in ready! Welcome to this beautifully renovated 2-bedroom, 2-bath home offering 1,021 heated square feet of comfortable living space in the heart of Holiday. The open-concept floor plan is filled with natural light and features luxury vinyl plank flooring (2026), fresh neutral finishes, and a spacious living area that flows seamlessly into the remodeled kitchen. The kitchen boasts white shaker cabinetry (2021), granite countertops, stainless steel appliances, a designer tile backsplash, recessed lighting, and a large breakfast bar that's perfect for everyday living and entertaining. Recent updates provide added peace of mind, including a new roof (2025), new A/C condenser (2023) and new water heater (2026). Two full bathrooms and a bonus room. Step outside to the screened lanai overlooking the fully fenced backyard—ideal for relaxing, entertaining or giving pets room to play. An attached one-car garage provides additional storage and convenience. Conveniently located near shopping, restaurants, parks, schools, medical facilities, and just minutes from the Gulf beaches, this beautifully updated home offers exceptional value at an affordable price. Schedule your private showing today!

1051 Maybury Drive, Holiday
$125,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Gardens Condo Pb 8 Pg 106 Apt B Bldg 2 SubDv.
BEING SOLD FURNISHED JUST BRING YOUR PERSONAL BELONGINGS, NOT ONLY THAT BUT THE BUYER GETS A NEW STAINLESS STEEL DISHWASHER!! UPRIGHT PIANO WILL BE REMOVED IF NOT WANTED. REFRIGERATOR IS 5 YEARS OLD, A/C INSTALLED 2/2023, WATER HEATER 2007, STACKED WASHER & DRYER 2024. ROOF SHINGLES REPLACED BY HOA. AS YOU ENTER THE GATE TIRN LEFT BUILDING IS THE FIRST BUILDING ON YOUR LEFT UNIT B. EASY ACCESS COMING AND GOING, NO NEED TO DRIVE OVER TO MANY SPEED BUMPS. VERY CONVENIENT. WORTH THE DRIVE TO TAKE A LOOK. TAHITIAN GARDENS IS A VERY CONVENIENT LOCATION TO SHOPPING AND HEADING TO THE SPONGE DOCKS IN TARPON SPRINGS.

4313 Tahitian Gardens Circle Circle Unit B, Holiday
$87,900
2 Beds ⋅ 2 Baths ⋅ Tiki Village Mhp Condo SubDv.
OPPORTUNITY IN POPULAR 55+ TIKI VILLAGE FOR SOMEONE WHO MIGHT BE HANDY OR HAVE SOME ONE ELSE DO THE WORK. 3 TON A/C NEW IN 2021, 200 AMP SERVICE, ROOF OVER IN 2005. FLOOR HAS SOME SOFT SPOTS. GREAT ROOM CONCEPT WITH ENCLOSED 220 SQUARE FOOT PORCH NOT INCLUDED IN THE HEATED SQUARE FEET. AND YOU OWN THE LAND IN AN X FLOOD ZONE. A MUST SEE IF YOU ARE IN NEED OF A WINTER OR PERMANENT HOME. COME TAKE A LOOK TO SEE IF ITS SOMETHING THAT YOU CAN UPDATE YOURSELF WHILE LIVING IN IT. LOCATION IS MINUTES AWAY FROM SHOPPING AND THE SPONGE DOCKS OF TARPON SPRINGS. THIS ONE IS WORTH A LOOK.

3212 W Tiki Drive, Holiday
$199,000
2 Beds ⋅ 2 Baths ⋅ Buena Vista Lullaby Garden Add SubDv.
Welcome to this beautifully remodeled 2-bedroom, 2-bathroom home, offering modern updates and move-in-ready convenience! Nearly every major component has been updated, including a new kitchen with brand-new appliances, new flooring, new windows, fresh interior and exterior paint, and a new roof. The A/C was replaced in 2023, and the water heater was installed in 2025, providing added peace of mind. Situated on a quiet dead-end street with no side neighbors, this home offers privacy and a peaceful setting. The fully fenced, oversized backyard provides plenty of space for entertaining, pets, or future enhancements, including the possibility of adding a pool. Whether you're a first-time homebuyer, downsizing, or looking for a turnkey investment property, this home is a must-see. Schedule your private showing today!

1651 Atlas Lane, Holiday
$79,500
1 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv.
LOOKING FOR A WINTER GET-AWAY OR A 1 BEDROOM 1 AND 1/2 BATH YEAR-AROUND HOME. THIS HOME HAS A GREAT VIEW OF THE POND WHERE YOU CAN WATCH THE WILDLIFE, ALSO SITUATED IN A CUL-DE-SAC STREET. HOME HAS EXTRA ROOM OFF MASTER BEDROOM, FOR A OFFICE OR CRAFT ROOM, ENCLOSED FRONT PORCH. SELLER HAS NEVER LIVED IN HOME AND IS SELLING HOME IN AS=IS, AS-SEEN CONDITION. HOME IS IN A VERY ACTIVE 55+ COMMUNITY WITH YEAR-ROUND HEATED POOL AND SHUFFLEBOARD. CLUBHOUSE IS HANDICAPPED MODIFIED. Sold as is. Measurements are approx. Buyer to verify all information that is deemed to be accurate.

3350 Courtney Drive, Holiday
$239,900
3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Welcome to 3313 Briar Cliff Dr! This 3/2/1 BLOCK home sits high & dry in a non-flood zone. With over 1400sf, it is one of the larger homes in the neighborhood. The large front porch is very inviting and gives this home charm. As you enter the front door, you will be greeted by the spacious Living Room & Dining Room that flow effortless to the Florida Room. The wood laminate flooring make cleaning a breeze. The functional kitchen has been updated with beautiful Corian countertops and wood cabinets and it opens to the Florida Room. The Florida Room makes a great Family Room, home office, or playroom. All 3 bedrooms are a generous size. The Master bedroom has built in shelving, a large Walk-in closet, and an en-suite bathroom with a walk-in shower. The 2nd bathroom also has a walk-in closet. Both bathrooms have been updated. This home also offers Double pane windows, NEW roof in 2020, NEW A/C, NEW Hot Water heater 8/2026, and new interior paint 7/2026. Schedule your private showing today!

3313 Briar Cliff Drive, Holiday
$225,000
3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Charming 3-bedroom, 2-bath single-family home offering a comfortable floor plan with spacious living areas and plenty of natural light. The home features an attached one-car garage, a fully fenced backyard ideal for outdoor enjoyment, and a functional layout designed for everyday living. Close to Anclote River Park, for a true Florida water-living experience.

4338 Beacon Square Drive, Holiday
$138,900
2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv.
Partially furnished home with many newer features. New windows 2023, roof in 2025, refrigerator 2025, dishwasher 2026. Own your own land! Very active 55+ community with year-round heated pool, low monthly HOA ($143.00) that provides lawn care, trash removal, clubhouse, shuffleboard, and many community activities. No Rentals are allowed in this private community. Features primary bedroom offering both a walk-in and standard closet as well as en-suite bathroom, a second bedroom and full bath, office space with built-in desk and cabinets. Newer laminate floors, kitchen with eat-in area and built-ins. Screened in lanai with vinyl windows including an additional full-sized refrigerator, carport electric chair lift installed by the VA in 2025. Driveway long enough hold two vehicles and golf cart pad as well! Full sized 2023 washer and dryer in the attached shed along with newer water heater. Patio area behind shed. Designated outlet for a generator. Sold as-is. Buyers and buyer's agent to verify all information that is deemed to be accurate.

4645 Burney Drive, Holiday
$228,500
2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv.
BUYER CLOSING COSTS PAID with qualifying offer. No HOA Fees, No CDD added to your Taxes. This is an exceptionally maintained, truly move-in ready home — a rare opportunity to own a pristine residence with modern finishes and recent upgrades. This lovingly cared-for property is Not an investor flip; it reflects thoughtful renovations, quality materials, and meticulous upkeep throughout. Enjoy a private, fully fenced backyard with newer white vinyl fencing and an included vinyl shed. Major updates include a newer roof and front gutters, newer AC, updated kitchen with stone countertops and newer appliances (new refrigerator included), updated main bathroom, washer and dryer included, window treatments, and ceiling fans. Exterior was just painted. The home is elevated and does not flood; flood insurance is minimal. Clean, comfortable and ready for you to move in — don’t miss this turnkey gem.

3533 Wilson Drive, Holiday
$75,000
2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv.
AC 2026!!! Looking for a Fixer Upper? Then look no further. This is the one. This is a 2 bedroom, 2 bathroom and you Own Your Own Land. Very active 55+ Mobile Home Community with low monthly HOA fee, no CDD! Bring your dog or cat as pets are welcome if they are under 25 lbs and no more than 2. Enjoy using the year round heated pool at the Clubhouse, Shuffleboard and nice Sunsets overlooking the ponds in the community. Great location close to shopping, restaurants and you could be at the beach within 30 minutes. Trash, ground maintenance, amenities, private maintained roads are included in the fees. Measurements are approximately and all information is deemed to be accurate and for buyer to verify. Sold As Is.

3203 Birkdale Drive, Holiday
$319,900
3 Beds ⋅ 3 Baths ⋅ Beacon Square SubDv.
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, fully renovated bathrooms, updated kitchen with new countertops and fixtures, fresh interior and exterior paint, and numerous cosmetic upgrades that give the home a clean, modern, and move-in-ready feel. Conveniently located near shopping, dining, parks, schools, and Gulf beaches. Don’t miss this exceptional opportunity in the heart of Holiday!

4116 Oakfield Avenue, Holiday
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