Explore Homes for Sale in Holiday, FL

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

3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv.

Welcome to this beautifully updated 3-bedroom, 2-bath home in the Gulf Winds community of Holiday, Florida. Designed for comfortable, low-maintenance living, the home features porcelain tile flooring throughout, a freshly painted interior and a bright, open layout that makes everyday living and entertaining easy. The kitchen includes a new LG stove, oven and microwave, a new dishwasher and an included refrigerator. Additional upgrades include an air-conditioning system replaced approximately three years ago, custom cabinetry in the primary walk-in closet, overhead garage storage and custom Bahama shutters in the living room. Step outside and enjoy the spacious 20-by-15-foot paver patio—perfect for outdoor dining, grilling or relaxing in the Florida sunshine. The exterior was painted by the HOA in 2025, and the seller reports that the roof is scheduled for replacement by the HOA in 2027. Conveniently located near Anclote Boulevard, Alternate US-19 and US-19, the home provides easy access to shopping, dining, medical facilities, parks and the Gulf Coast. Enjoy being close to Tarpon Springs, the historic Sponge Docks, local beaches and waterfront recreation while still having a peaceful place to call home. Whether you are looking for a primary residence, seasonal Florida retreat or a home offering a simpler maintenance lifestyle, this property combines thoughtful upgrades, outdoor living and a convenient Gulf Coast location.

2235 Parrot Fish Drive, Holiday

3 Beds ⋅ 3 Baths ⋅ Preserve/Gulf Trace SubDv.

Virtually Staged. Model perfect with sunset views! Beautifully maintained townhome in the Preserve Community of sought after GULF TRACE is move-in ready. No CDD, maintenance free and low HOA. Fabulous! The home features 3 bedrooms, 2.5 baths and 1 car garage and is situated on a premium homesite with picturesque views of a serene pond surrounded by manicured landscaping and natural wild-life, all just a short walk to the community park and recreation center! The downstairs has an open floorplan with the kitchen overlooking the dining and great room. The kitchen has 42"cabinets with crown molding, a pantry and breakfast nook and newer stainless appliances including a brand-new range. Downstairs also includes a convenient half-bath. The dining and great rooms combine for spacious entertaining and family living and the pond views are sweeping. Sliding doors lead to a screened lanai perfect for morning coffee or afternoon cocktails at sunset… private and tranquil, with no back neighbors. The second-floor staircase leads to the bedrooms and a perfectly situated laundry closet. The owner's suite is a large retreat space with gorgeous pond views. It features a walk in closet and lovely ensuite bath with a dual sink vanity and walk-in shower. The two secondary bedrooms and a full bath complete with shower/tub combo are across the hall. The 1 car garage has an oversized driveway. The well-maintained community offers plenty of guest parking, a playground and dog park. HOA includes cable, internet and all exterior building maintenance. Location, location! Just minutes to local beaches, trails, restaurants, hospitals and shopping centers. MOVE IN READY!

2919 Jacob Crossing Lane, Holiday

2 Beds ⋅ 1 Baths ⋅ Tahitian Dev SubDv.

Welcome to 3339 Garfield Dr., a charming Holiday residence offering comfortable Florida living with an emphasis on space, versatility and location. The inviting open-concept floor plan creates an easy flow between the living, Sunroom, dining and kitchen areas, providing an ideal backdrop for both relaxed everyday living and entertaining. Abundant natural light and neutral finishes create a bright, welcoming atmosphere. These open spaces are also split away from bedrooms...Great for privacy! Step outside and discover an oversized backyard, offering exceptional flexibility for outdoor living, entertaining, gardening, recreation or creating your own private Florida oasis. The generous outdoor space is a standout feature and provides room to bring your vision to life. Conveniently situated near US Highway 19 and major roadways, this home puts shopping, dining, parks and everyday conveniences within easy reach. Best of all, enjoy the laid-back Gulf Coast lifestyle with nearby beaches, waterfront destinations, Tarpon Springs and the renowned Sponge Docks just a short drive away. Offering the ideal blend of open living space, expansive outdoor potential and coveted Gulf Coast convenience, 3339 Garfield Dr. is an opportunity to enjoy the Florida lifestyle in a location that keeps you connected to it all.

3339 Garfield Drive, Holiday

1 Beds ⋅ 1 Baths ⋅ Tahitian Gardens Condo SubDv.

Welcome to easy Florida living in the active 55+ community of Tahitian Gardens! This charming 1-bedroom, 1-bathroom villa-style condo offers comfortable, low-maintenance living in a community where there is always something to do. Fresh interior paint and luxury vinyl flooring create a clean feel, while a newer water heater (2022) helps make this home truly move-in ready. Residents of Tahitian Gardens can take advantage of the community pool and a variety of activities and social events, including cookouts, fashion shows, bingo, shuffleboard, bocce ball, horseshoes, sailboat races, dances and line dancing. Game enthusiasts can enjoy pinochle, euchre, mahjong, dominoes and other card games. Located only 10 minutes from Tarpon Springs and sponge docks, this community is close to restaurants, shopping and activities. Whether you're looking for a full-time Florida home, a seasonal getaway, or a place to enjoy an active and social lifestyle, this villa offers an inviting opportunity to make Florida living simple.

4349 Tahitian Gardens Circle Unit G, Holiday

Tampa Tarpon Spgs Land Co SubDv.

Don't miss out on this excellent opportunity as location is key! This commercial building is now available for sale and is ready for new occupants. With its prime location, this highly visible 1,784 sq ft property is zoned C-2, allowing for multiple uses such as offices, holistic facilities, retail, or small manufacturing no flood insurance is required, and no HOA or monthly fees. The General Commercial Zone supports retail and commercial services, professional offices, medical facilities, and higher-intensity commercial uses like fast-food and sit-down restaurants, offices, auto services, and community-wide and regional retail establishments. This property provides regional exposure, high traffic visibility, and ample space for an expansive floor area and a huge customer parking lot that could accommodate a car dealership. The building is flexible, with the option to separate it into two spaces; 1,388 square feet in the front and 400 square feet in the back area. One of the offices has a back entrance and is connected to a full bathroom and breakroom. The fenced property also includes a storage building that can be utilized as needed. Located just 200 feet from the lighted intersection of US 19 and Mile Stretch Drive at the border of Pasco and Pinellas County, this property is in a prime location. Tarpon Springs and Pinellas County are in close proximity, with Tampa just 30 miles away. This commercial building is situated beside a high-traffic plaza, offering an excellent opportunity for businesses looking for a prime location to establish their presence. Don't miss out on this rare chance to own a versatile and highly visible commercial property in a great location.

4539 Mile Stretch Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Oak Hill SubDv.

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, and the other rooms provide flexible living space. A newer washer and dryer convey with the property, so you can move right in without an extra expense. For added peace of mind, this home passed a 4-point inspection within the last couple of years. The seller is also open to offering a credit toward closing costs or repairs with a full-price bid. The fenced-in backyard includes a covered sitting area, giving you plenty of room to relax and enjoy the outdoors. And the location doesn't disappoint...you're minutes from Key Vista Nature Park for hiking and coastal views, Anclote River Park for boating, fishing, and kayaking, and the boat-in-only Anclote Key Preserve State Park for a true Gulf island getaway. The famous Tarpon Springs Sponge Docks, with its Greek restaurants, shops, and waterfront charm, is just a short drive away. This home is a great opportunity to make your house a home. Contact listing agent. eight-one-three, five-four-five, four-zero-seven-two. Don't miss out on this one!

2530 Flintwood Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Oak Hill SubDv.

This 3-bedroom, 2-bathroom home is located in the Oak Hill Unit neighbourhood. This home features a welcoming open floor plan that creates a seamless flow throughout the main living spaces, perfect for both everyday life and entertaining. The updated kitchen is beautifully appointed with granite countertops and stainless-steel appliances. For your privacy, the primary bedroom includes a dedicated attached bathroom. Step outside to discover your own private swimming pool, offering a great space to relax and unwind. Conveniently located near public schools and just a short drive to Gulf beaches, shopping, dining, and other amenities. Schedule your private showing today!

2641 Flintwood Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv.

Welcome home to this beautifully renovated 3-bedroom, 2-bathroom residence offering approximately 1,470 sq. ft. of stylish, move-in-ready living space! Step inside to a bright and inviting open-concept floor plan designed for both everyday living and entertaining. The home has been thoughtfully updated throughout, offering a fresh, modern feel while providing the comfort and functionality today's buyers are looking for. Major improvements include a NEW ROOF (2026), NEW A/C SYSTEM (2026), NEWER WATER HEATER (2022) and HURRICANE-RATED WINDOWS (2026), providing added value and peace of mind for years to come. The spacious layout features comfortable bedrooms, beautifully updated bathrooms with the en suite bathroom that include dual sinks with a vanity you never seen before. A seamless living and dining areas. A 1-car garage provides additional parking and storage. With the major updates already completed, all that's left to do is unpack and make it yours. Schedule your private showing today and experience this fully renovated home for yourself!

3400 Supreme Drive, Holiday

Tahitian Dev SubDv.

Build your dream home on this 70 ft seawall waterfront lot with direct access to Lake Conley. Property is cleared and ready to build with public water, sewer, and electric available. Located in a quiet, established neighborhood with no HOA. Single-family use. Conveniently located near Tampa International Airport and St. Pete–Clearwater International Airport, making travel easy. Just a short drive to the Gulf Coast beaches, parks, shopping, and dining. Enjoy Florida living with year-round sunshine—perfect for a primary residence, vacation home, or investment opportunity.

Holiday

3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv.

If you've been waiting for a home that gives you the space you need in the are you’ll love, this one deserves a look. This well-maintained 3-bedroom, 2-bath home in Holiday Lakes Estates offers approximately 1,291 square feet of comfortable living space, plus an enclosed Florida room that gives you a little extra room to relax or entertain. The home features solid block and stucco construction, a newer roof (2021), ceramic tile flooring, a one-car garage and the fenced backyard provides a private outdoor space for pets, gardening, or whatever your version of "relaxing" happens to be. Inside, you'll find a practical layout giving everyone their own space without leaving you wondering why the hallway needs to be 47 feet long. The enclosed Florida room is a particularly nice and offers plenty of possibilities for a home office, hobby area, or your new favorite place to sit and do absolutely nothing. You're close to Key Vista Nature Park and Fred Howard Park, while the restaurants, shopping, and waterfront charm of Tarpon Springs and the Sponge Docks are just a short drive away. Come take a look—you may just find that your next home doesn't need to be complicated. It just needs to be the right one.

3214 Kilburn Road, Holiday

3 Beds ⋅ 1 Baths ⋅ Holiday Lake Estates SubDv.

Welcome to this freshly remodeled 3-bedroom, 1-bath home in a convenient Holiday location! Thoughtfully updated throughout, this move-in-ready property features a newer 2020 roof, 2024 HVAC system, and 2019 water heater. The interior has been refreshed with new LVP flooring in the bedrooms, fresh interior and exterior paint, updated fixtures, and a beautifully remodeled kitchen with new appliances. With its extensive updates and desirable location, this home is a fantastic opportunity for a first-time buyer, downsizer, or investor. Come see all this updated Holiday home has to offer!

3130 Coldwell Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Tahitian Homes SubDv.

Beautifully Renovated Home with Luxury Finishes & Exceptional Curb Appeal Welcome to this beautifully renovated home, where modern style, comfort, and thoughtful upgrades come together. From the moment you arrive, the impressive curb appeal sets the tone with an extended driveway offering plenty of parking with custom artificial grass design, a welcoming front porch, and a beautifully maintained garden. Step into the spacious backyard, featuring a fully fenced yard and a large covered porch—perfect for relaxing, entertaining, or enjoying outdoor gatherings. The property also offers generous storage space and plenty of room to make the outdoor area your own. Inside, the home has been thoughtfully renovated with elegant finishes throughout. The updated kitchen provides a stylish and functional space for cooking and entertaining, while porcelain tile flooring flows throughout the home, creating a clean and sophisticated look. The renovated bathroom features modern finishes and a fresh, contemporary feel. A convenient laundry closet adds functionality without sacrificing living space. With its combination of luxury finishes, spacious living areas, beautiful outdoor spaces, ample parking, and extensive renovations, this home is truly move-in ready and designed for comfortable modern living.

2229 Roselawn Drive, Holiday

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