Homes for Sale with a Pool in Holiday, FL

4330 Tahitian Gardens Circle Unit A, Holiday

Come see this unique opportunity to own in the desirable, 55+ gated community of Tahitian Gardens! This partially furnished corner-unit condominium offers two bedrooms and one-and-a-half baths, making it ideal as a primary residence or second home. The bright, open living area features cross-cut tile flooring and floor-to-ceiling windows that fill the space with natural light. The kitchen flows into a separate dining area. The primary bedroom offers a walk-in closet and half bath, while the main bathroom features a full-size walk-in shower. An included washer/dryer add everyday convenience. Recent improvements include energy-efficient storm windows, a newer roof (2021), and an on-demand water heater (2022). A new AC System was installed in 2016. Relax on the private patio and enjoy a walk around the lake located directly behind the unit. Tahitian Gardens offers an active community lifestyle with a heated swimming pool, shuffleboard courts, two community buildings, arts and crafts, bingo, a bicycling club, and a variety of activities and events. Conveniently located near shopping, dining, Tarpon Springs, Howard Park Beach, and other Gulf Coast beaches, this well-cared-for condo is ready for you. Schedule your private showing today!

4330 Tahitian Gardens Circle Unit A, Holiday

$545,000

4 Beds ⋅ 3 Baths ⋅ Gulfwinds SubDv.

Welcome to 2309 Swordfish Ave, a beautifully maintained 4-bedroom, 3-bathroom, 2,462-square-foot single-story home situated on a spacious 10,320-square-foot lot in the desirable Gulfwinds community of Holiday, Florida. Offering an ideal combination of comfortable living space, thoughtful updates, privacy, and exceptional outdoor amenities, this home is designed for both everyday living and entertaining. The freshly painted interior features a spacious and versatile floor plan with tile flooring throughout the kitchen, breakfast nook, family room, living room, and dining room. The primary bedroom features attractive wood-look tile flooring, while the three additional bedrooms are carpeted. A dedicated office provides an ideal work-from-home space and features brand-new epoxy-resin flooring. Plantation shutters enhance the windows and sliding glass doors throughout the home. The kitchen offers granite countertops, a backsplash installed approximately two years ago, under-cabinet lighting, and a double-door refrigerator. The washer and dryer are included. The primary suite features an updated bathroom with new granite countertops, new tile, new faucets, a walk-in shower, and a walk-in tub. Additional improvements include a roof approximately three years old, a four-year-old HVAC system that has been recently serviced, and a tankless water heater. Outside, the private backyard is enclosed by a vinyl privacy fence and features a screened outdoor living area with a heated saltwater pool and heated hot tub, each equipped with its own separate pump. A newer double-wide side entrance can provide convenient access for a boat, recreational vehicle, or additional vehicle, subject to applicable HOA and county regulations. The property also features an irrigation system and a 3-car garage with newly installed aluminum attic steps for convenient access to additional storage. For added preparedness, the home features a dedicated generator connection with its own junction box and dedicated electrical circuits, providing a convenient setup for connecting a generator when needed. Residents of Gulfwinds enjoy community amenities including a nearby community pool, with HOA services covering community pool access, community grounds maintenance, cable TV, and internet. Gulfside Elementary in Holiday, Florida, closed in mid-2026 and has merged with Paul R. Smith Middle School K1-8. The two nearby, under-capacity campuses combined to form a single unified K-8 school operating at the Paul R. Smith site on Sweetbriar Drive. Conveniently located near the historic Tarpon Springs Sponge Docks, Belle Harbour and Port Tarpon Marinas, Fred Howard Park Beach, boating, dining, shopping, riding and walking trails, the Anclote River and Gulf parks, nearby islands, and spectacular Gulf Coast sunsets. With four bedrooms, three full bathrooms, a dedicated office, multiple living and dining areas, a 3-car garage, private fenced yard, heated saltwater pool and hot tub, tankless water heater, plantation shutters, and numerous recent improvements, 2309 Swordfish Ave offers an exceptional combination of comfort, functionality, and Florida outdoor living. Experience effortless Florida living in Gulfwinds—schedule your showing today!

2309 Swordfish Avenue, Holiday

$269,900

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Virtually Staged. Now FHA Eligible! Welcome home to this beautifully updated 3-bedroom, 2-bath residence in the heart of Holiday, where modern upgrades, flexible living space, and everyday convenience come together in one move-in-ready package. From the moment you step inside, you'll appreciate the bright, open layout designed for comfortable living and effortless entertaining. The spacious living area flows seamlessly into the beautifully renovated kitchen, featuring white shaker cabinetry, quartz countertops, and a convenient pass-through window that enhances both natural light and functionality. Recent improvements provide peace of mind and lasting value, including a brand-new roof, luxury vinyl plank flooring throughout, fresh interior and exterior paint, and tastefully updated bathrooms. Every detail has been thoughtfully refreshed so you can move right in and start enjoying your new home. One of the standout features is the enclosed Florida room, offering versatile bonus space perfect for a home office, playroom, fitness area, or additional family room. Outside, the fully fenced backyard provides privacy and room for pets, gardening, or weekend barbecues with family and friends. Residents enjoy access to community amenities including a sparkling pool, clubhouse, and playground, making it easy to enjoy the Florida lifestyle without expensive HOA fees. Ideally located just minutes from Gulf beaches, parks, shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, value, and location. With major updates already completed and FHA financing now available, this is an opportunity you won't want to miss. Schedule your private showing today.

3128 Harvardston Loop, Holiday

$359,900

3 Beds ⋅ 2 Baths ⋅ Key Vista Ph 02 SubDv.

Virtually Staged. ** Seller is willing to replace the roof with an acceptable offer.** Welcome to this beautifully updated 3-bedroom, 2-bathroom, 2-car garage home in the desirable gated community of Key Vista! Thoughtfully refreshed, this warm and inviting home features luxury vinyl plank flooring, fresh interior paint, modern lighting and ceiling fans, beautiful bathrooms, a new water heater, and a new French-door refrigerator. Enjoy the low HOA fee (and no CDD) that includes cable and internet, along with resort-style amenities including a clubhouse, heated pool and hot tub, fitness center, tennis and pickleball courts, volleyball courts, playground, and optional RV/boat storage. Even better, travel out the back gate with convenient access to the community’s recreational amenities, putting them just a short walk from home. For added peace of mind, the property is located in Flood Zone X and sustained no damage from Hurricanes Helene or Milton. Inside, the spacious kitchen offers abundant cabinetry and counter space and flows comfortably into the living and dining areas, creating an inviting space for everyday living, casual meals, and entertaining family and friends. Step outside to the covered lanai and fully fenced backyard with vinyl privacy fencing—a private outdoor retreat perfect for morning coffee, relaxing at the end of the day, spending time with pets, or gathering with family and friends. Key Vista offers a wonderful Florida lifestyle with Anclote Nature Park, Anclote Beach, and the community recreation center nearby, plus convenient access to boating, fishing, shopping, dining, and the Gulf Coast. With its beautiful features, low HOA, gated-community amenities, private backyard, and location, this Key Vista home is ready to welcome its next owner!

2638 Big Pine Drive, Holiday

$139,900

2 Beds ⋅ 2 Baths ⋅ Lake Conley Mhp SubDv.

You'll love coming home to this beautifully remodeled 2-bedroom, 2-bathroom double-wide mobile home in the highly sought-after 55+ gated community of Lake Conley MHP, where you own the land! Enjoy peaceful water views from the spacious, fully enclosed front porch—the perfect spot to sip your morning coffee or unwind at the end of the day. From the moment you enter the meticulously maintained gates of Lake Conley MHP, you'll appreciate the pride of ownership, beautifully landscaped grounds, and welcoming atmosphere that define this exceptional community. Step inside this move-in-ready home—just bring your toothbrush! The light-filled, open floor plan has been thoughtfully updated with quality improvements throughout. The remodeled kitchen (2019) features new cabinetry and offers plenty of storage and workspace, while a new dishwasher was installed in 2025. Additional updates include new windows and blinds (2018), laminate flooring and subfloors (2018), remodeled bathrooms (2020), a new A/C system (2021), a decorative driveway (2022), a new electrical panel (2023), new porch screens (2023), new skirting (2024), and a roof resealed with a new vent installed (2025). Lake Conley MHP offers affordable living with low monthly HOA fees of just $63.82. This pet-friendly, golf cart community features an active social calendar, a heated swimming pool, shuffleboard courts, and a clubhouse. Residents also enjoy access to a private fishing dock and community boat ramp. RV and boat storage is available on-site for an additional annual fee, subject to availability (small spaces: $240/year; large spaces: $480/year). Conveniently located in Holiday, you'll be just minutes from shopping, restaurants, entertainment, beautiful Gulf beaches, Honeymoon Island, and the famous Tarpon Springs Sponge Docks. Tampa International Airport is approximately 35 minutes away, and Orlando's world-renowned theme parks are about a 90-minute drive. Don't miss this incredible opportunity to own a beautifully updated home in one of the area's most desirable 55+ communities. Pack your bags—you've just found your new home! Bonus Opportunity!!!!! Golf cart available for purchase! The golf cart may be included with the sale of the home with a full-price offer.

2122 Waterview Drive, Holiday

$525,000

4 Beds ⋅ 3 Baths ⋅ Glenwood Gulf Trace SubDv.

Welcome to this spacious 4-bedroom, 3-bath pool home offering approximately 2,857 square feet of comfortable living space in the desirable Gulf Trace community of Holiday. Designed with both everyday living and entertaining in mind, the home features a split-bedroom floor plan, an expansive family room with a cozy fireplace, a generous kitchen with abundant cabinetry, a bright breakfast nook, a formal dining room, separate living room, dedicated laundry room, and an oversized 2-car garage. The private primary suite includes a large walk-in closet and spacious en-suite bath, while three additional bedrooms and multiple bathrooms provide flexibility for family, guests, or a home office. Step outside to an impressive screen-enclosed pool and oversized lanai, creating the perfect setting for year-round Florida living. Ideally located just minutes from the Gulf of Mexico, you'll enjoy easy access to Key Vista Nature Park, Anclote River Park, Gulf beaches, boating, fishing, waterfront dining, and the historic Tarpon Springs Sponge Docks, with Clearwater Beach, Tampa, and Tampa International Airport all within an easy drive. Combining generous living space, a functional layout, and an exceptional location, this home offers the very best of Florida's Gulf Coast lifestyle.

3225 Glenwood Circle, Holiday

4318 Tahitian Gardens Circle Unit F, Holiday

$113,900

1 Beds ⋅ 1 Baths ⋅ Tahitian Gardens Condo SubDv.

Enjoy one of the most picturesque waterfront settings in the privately gated community of Tahitian Gardens! This beautifully maintained condominium sits directly on the lake overlooking the community fountain, offering peaceful water views from the comfort of your own home. A mature shade tree creates a relaxing outdoor setting, while the nearby cul-de-sac parking adds everyday convenience that few units enjoy. Inside, you'll find luxury vinyl flooring throughout, an updated bathroom with a new vanity, and updated fixtures throughout the home. Major improvements include a new A/C system (2024) and new water heater (2025), providing peace of mind for years to come. Expansive windows showcase the tranquil lake and fountain, filling the living space with natural light and beautiful views. Located within the 55+ Tahitian Gardens community, residents enjoy a clubhouse, community pool, beautifully maintained grounds, scenic walking paths, and a convenient location just minutes from shopping, dining, medical facilities, parks, beaches, and the Gulf Coast.

4318 Tahitian Gardens Circle Unit F, Holiday

$119,000

2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv.

Welcome home to Holiday Lake Villas, a sought after 55+ community in Holiday, Florida. This spacious one level end unit villa offers 2 bedrooms, 2 full bathrooms and approximately 1,318 square feet of comfortable Florida living. The bright and open living area features vaulted ceilings and plenty of natural light. The kitchen offers abundant cabinet space and overlooks the living room, making the space feel open and connected. The primary suite includes a walk in closet and private bathroom with dual vanities, while the second bedroom offers plenty of space for guests or a home office. Enjoy the enclosed Florida room, perfect for relaxing, hobbies or additional flexible living space. Other highlights include interior laundry with washer and dryer included, a new A/C system installed in 2026 and a newer water heater. Holiday Lake Villas offers a community pool, clubhouse and gathering areas. Conveniently located near shopping, dining, medical facilities, historic Tarpon Springs, the Sponge Docks, parks and Gulf Coast beaches. This end unit offers generous living space, a functional floor plan and an excellent opportunity to make it your own. Offered as is for the seller's convenience.

3960 Sailmaker Lane, Holiday

4313 Tahitian Gardens Circle Circle Unit B, 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

$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

$137,000

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

$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

Homes for Sale with a Pool in Holiday, FL

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