Explore Holiday, FL for Sale

Holiday, FL with a Pool for Sale Map Search

Homes for Sale with a Pool in Holiday, FL

Welcome to your dedicated resource for homes for sale with a pool in Holiday, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Holiday, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

All Homes for Sale with a Pool in Holiday, FL

2546 Arrowpointe Drive, Holiday
$399,900
4 Beds ⋅ 2 Baths ⋅ Key Vista Ph 04 E3 E4 E6 G H R SubDv.
If you have been looking for a fully updated, move-in ready home in Holiday, Florida, this one-story, four-bedroom, two-bathroom beauty with a two-car garage in the gated Key Vista neighborhood is exactly what you need. One of the absolute best parts about this property is the location. You get to live incredibly close to the ocean and a wonderful nature park, while sitting safely outside of a flood zone for total peace of mind. So much of the heavy lifting has already been done for you here. The house features a newer roof, a brand new air conditioning unit, fresh paint, new gutters, a new storm door, and gorgeous luxury vinyl, bamboo, and tile floors throughout. As you step inside, the high ceilings really open up the space, making the layout feel bright, airy, and welcoming. The kitchen is completely remodeled, offering beautiful cabinets, crisp quartz countertops, an oversized island, and stainless steel appliances. It flows wonderfully into a formal, separate dining room that is ready for your next gathering. When it is time to unwind, the primary bedroom suite gives you a fantastic space with dual sinks, a garden tub, and a separate shower. Both bathrooms have been fully remodeled from top to bottom. Out back, you have a screened, covered patio that is perfect for enjoying the lovely weather year-round. Living in Key Vista means you get great community perks, including a clubhouse with a fitness center, tennis and volleyball courts, a heated pool and spa, and a playground. There are absolutely no CDD fees, and your monthly HOA fee is incredibly practical since it covers your cable TV, internet, gate access, and all those recreational facilities. To top it all off, you are just a short, easy drive from Howard Park, Sunset Beach, the Gulf of Mexico, Honeymoon Island State Park, and Caladesi Island. Come see it for yourself!

2546 Arrowpointe Drive, Holiday

3143 Pineview Drive, Holiday
$1,299,999
4 Beds ⋅ 4 Baths ⋅ Baileys Bluff Estates SubDv.
Welcome to your dream waterfront estate in the sought-after Baileys Bluff community! This stunning custom mini mansion is perched high and dry with no HOA, offering unparalleled privacy and luxury. Enjoy direct Gulf access with a new dock equipped with electric and water, a seawall, and a serene backyard oasis featuring a lagoon-style saltwater pool, spa, waterfall, expansive Belgard paver deck, outdoor shower, travertine rear porch, and cedar trellis dining area—all with no rear neighbors. Step inside to soaring 10-14 foot ceilings, nine sets of French doors, and rare Santos Mahogany floors that exude timeless elegance. The chef’s kitchen is a masterpiece with granite counters, custom cabinetry, a large island, and a high counter perfect for entertaining. The first-floor primary suite is a true retreat with dual walk-in closets, private pool access, and an opulent spa bath with whirlpool tub and dual shower. Upstairs features a full secondary residence with three bedrooms, two baths, a massive living area, balcony with stunning sunset views, and a second laundry. The home also includes three spacious porches, a four-car garage with 14-foot ceilings, a six-inch slab, lift potential, and abundant workshop space. Luxury upgrades include impact windows, full hurricane strapping, exterior insulation, three new AC systems (2024), and a new tankless water heater. Baileys Bluff offers a community boat ramp, clubhouse, and parks, with nearby Anclote boat launch, marinas, waterfront dining, and the world-famous Tarpon Springs Sponge Docks accessible via quiet neighborhood roads. This estate blends sophistication, comfort, and waterfront living in one spectacular package.

3143 Pineview Drive, Holiday

4359 Tahitian Gardens Circle Unit B, Holiday
$115,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Gardens Condo SubDv.
Welcome to your bright and inviting 2-bedroom, 1.5-bath condo in Tahitian Gardens, a desirable 55+ gated community with a low monthly maintenance fee of $282.00 where Florida living is all about relaxing, connecting, and enjoying life. Filled with natural light and offering a comfortable, low-maintenance layout, this home is the perfect place to settle in and enjoy everything the Florida lifestyle has to offer. And the best part? You’re not just buying a home - you’re joining a community. Residents enjoy a heated community pool, clubhouse, shuffleboard and a wonderful calendar of social activities including cookouts, bingo, fashion shows, dances, line dancing, sailboat races, and more. Card and game enthusiasts can enjoy mahjong, dominoes, and other games while getting to know the neighbors. With low HOA fees and plenty to enjoy right outside your door, there’s more time to do the things you came to Florida for — relax by the pool, meet friends, stay active at the gym, or simply enjoy a slower, easier pace of life. Location is another major highlight. You’re just minutes from shopping, restaurants, parks, and the beautiful beaches of the Tarpon Springs area, with the famous Sponge Docks only about 10 minutes away. Tampa International Airport is approximately an hour away, making visits from family and friends - and your own travels - convenient. Not in the flood zone!

4359 Tahitian Gardens Circle Unit B, Holiday

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