Homes for Sale with a Pool in Holiday, FL

1 Beds ⋅ 1 Baths ⋅ Holiday Lake Villas Condo SubDv.

Welcome home to total ease and true maintenance-free Florida living at 3806 Staysail Ln, a beautifully updated, spacious single-story block construction villa in a peaceful 55+ community with no stairs to entry and no unit or neighbors above! Located in a non-flood zone, this home offers added peace of mind before you even step inside. This move-in ready villa has been thoughtfully updated with fresh interior paint, new waterproof LVP flooring throughout, 2019 AC and newer water heater, while the HOA takes care of the exterior maintenance so you can spend more time enjoying life. A reserved covered carport (#3806) is conveniently located directly in front of the villa, with plenty of guest parking available nearby. Large windows fill the home with natural light, creating an inviting atmosphere throughout. The thoughtfully designed floor plan offers room for a full living room set, an eat-in kitchen with newer cabinetry, clean appliances, and bar stool seating at the counter, plus a separate walk-in utility room and an additional outdoor storage room so you'll never run out of space. The washer and dryer are already installed and convey with the home. Unwind in your enclosed Florida room or lanai, open the windows to enjoy the gentle breeze, and take in tranquil pond and fountain views while watching duck families, blue herons, and other birds gather near the water. The oversized primary bedroom features a large walk-in closet, while the spacious bathroom offers a step-in tile shower and plenty of room to navigate comfortably. The low $412/month HOA fee covers water, sewer, trash, cable, internet, roof, exterior building maintenance, exterior painting, lawn and grounds care, and pest control. Outside your door, you can walk to the active clubhouse for card games, bingo, community BBQs, reserve the space for hosting large family gatherings, enjoy the community pool year-round, play shuffleboard, or take a peaceful stroll around the beautifully maintained neighborhood. Conveniently located just minutes from the world-famous Tarpon Springs Sponge Docks, beautiful Gulf beaches, shopping, dining, medical facilities, and everyday conveniences, you'll enjoy the perfect balance of peaceful living and an unbeatable Florida lifestyle. Opportunities to own a beautifully updated, single-story pond view villa in this community don't come along often. Two small pets are welcome, making this the perfect place to enjoy easy, maintenance-free Florida living.

3806 Staysail Lane, Holiday

$350,000

3 Beds ⋅ 2 Baths ⋅ Key Vista Ph 01 SubDv.

Welcome to this beautifully maintained 3-bedroom, 2-bath home with a dedicated office and a 2-car garage, ideally situated on a quiet cul-de-sac in the highly desirable 55+ community of Key Vista. The versatile office is perfect for working from home, a hobby room, library, or can easily serve as a guest room. Designed for comfortable Florida living, the open floor plan seamlessly connects the kitchen, living room, and breakfast nook, with triple sliding glass doors leading to a covered lanai overlooking a private backyard—perfect for relaxing or entertaining. Plantation shutters throughout the home add both elegance and timeless Florida charm. The spacious kitchen offers abundant counter space, a built-in pantry, and plenty of cabinetry for storage. The primary suite features a large walk-in closet and an en-suite bath with a low-threshold walk-in shower for added convenience. Recent updates include a new 2022 roof, a 3-year-old A/C system, and a water heater approximately 5 years old. The home also features accordion hurricane shutters on all windows and is located in Flood Zone X, providing additional peace of mind. The low HOA fee includes lawn maintenance, exterior home painting, cable, internet, access to two clubhouses, two swimming pools, a fitness center, tennis and pickleball courts, and a community boat/RV storage lot (subject to availability). Conveniently located near Key Vista Nature Park, the Gulf, golf courses, the Tarpon Springs Sponge Docks, county parks, and the Pasco walking and biking trail system, this home offers the perfect combination of comfort, convenience, and an active Florida lifestyle. Furnishings are available upon buyer's request.

2542 Sandy Hill Court, Holiday

$320,000

3 Beds ⋅ 3 Baths ⋅ Aloha Gardens SubDv.

Discover this beautifully renovated pool home featuring three spacious bedrooms and two and a half bathrooms. Move-in ready, it boasts vital upgrades like a new roof, A/C system, electrical panel, and water heater for lasting peace of mind. The stunning kitchen showcases modern cabinetry, sleek countertops, and stainless steel appliances. Updated bathrooms and new flooring complement the bright, open layout that floods the living spaces with natural light. Step outside to your private backyard oasis, complete with a sparkling pool, perfect for enjoying the Florida lifestyle. This turnkey home is ideal for both owner-occupants and investors alike. Don’t miss out, schedule your showing today!

3325 Darlington Road, Holiday

$369,900

4 Beds ⋅ 2 Baths ⋅ Key Vista Ph 04 SubDv.

Virtually Staged. Welcome to the highly desirable Key Vista community, where resort-style amenities and comfortable living are at your doorstep! This beautifully maintained home offers outstanding curb appeal with attractive paved stone accents and a thoughtfully designed floor plan featuring low-maintenance luxury vinyl plank and tile flooring throughout. Inside, you'll find a spacious kitchen equipped with stainless steel appliances, rich maple cabinetry, and plenty of room for everyday dining and entertaining. Oversized bedrooms provide comfort and flexibility, while the private primary suite features a walk-in closet, dual sinks, and a relaxing ensuite bath with a separate soaking tub and walk-in shower. Enjoy Florida living year-round from the screened-in patio overlooking a private backyard which is perfect for morning coffee, outdoor dining, or simply unwinding at the end of the day. An attached 2-car garage offers ample parking and storage space. Residents of Key Vista enjoy access to exceptional community amenities, including a clubhouse, fitness center, swimming pool, tennis courts, and park areas. Conveniently located near shopping, dining, schools, and Gulf Coast attractions, this move-in-ready home offers the perfect blend of comfort, convenience, and community living. Don't miss your opportunity to make this beautiful home yours!

2519 Big Pine Drive, Holiday

$267,900

2 Beds ⋅ 2 Baths ⋅ SubDv.

Virtually Staged. This charming 2-bedroom, 2-bath home with a 1-car garage offers peaceful huge lakefront living with a conservation area across the water, providing exceptional privacy and tranquility. Enjoy fishing or crabbing right from your own spacious backyard, or simply relax and take in the beautiful sunset views over the lake. The house have never flooded during the last two major hurricanes Helen and Milton 2024 as the house is well elevated about 8 feet. Elegant flooring, Remodeled the two bathrooms, Bright house with lots of windows, water electric heater 2025, Garage door 2019, A/C 2017 and roof 2015..Oak kitchen cabinets with St.St appliances. Located in the heart of Holiday, this home combines natural beauty with everyday convenience—perfect for full-time living or a relaxing Florida retreat.This house offers outstanding potential as a short-term vacation rental or long-term investment. Seller will contribute up to $2,000 toward the buyer’s allowable closing costs, prepaids, and/or interest rate buy-down with an acceptable purchase contract.

3340 Wilson Drive, Holiday

$160,000

2 Beds ⋅ 2 Baths ⋅ Lake Conley Mobile Ho Me Park Co SubDv.

Whether you want seasonal residency or year round living, Lake Conley Mobile Home Park is the perfect place to enjoy the Florida lifestyle. This quiet, well-established 55+ lakefront community offers everything you could want – pet friendly, private boat ramp, fishing pier, clubhouse, heated pool, shuffleboard, and an array of social activities. There’s even parking space for your boat or RV for a small fee. What sets this home apart is the community itself – a close-knit, peaceful environment known for long-term residents, price of ownership, and a welcoming atmosphere. Home features an attractive STAMPED CONCRETE DRIVEWAY, BRICK SIDEWALK for easy access to the backyard, METAL ROOF, ELECTRICAL 2023, INTERIOR PLUMBING 2021, A/C 2018, and WINDOWS ON LANAI REPLACED 2018. Inside you’ll find a comfortable, functional floorplan with laminate flooring throughout. Home features living room, dining room with wall-to-wall built-in hutch, kitchen, 2 bedrooms, 2 baths, enclosed front porch, and enclosed lanai that houses an extra refrigerator and storage shed with washer, dryer, and laundry tub. The efficient kitchen has pantry, backsplash, built-ins, microwave, dishwasher, refrigerator, and solid surface range. Primary bedroom has en-suite bath with large closet, walk-in shower, laundry holder, and linen cabinetry. Bedroom #2 features built-in drawers and it’s own bath with tub/shower combination. Home is being sold PARTIALLY FURNISHED. Save money on your water bill with irrigation system that uses reclaimed water from community well. Centrally located with easy access to medical, dining, shopping, beaches, airport, and all that the Tampa Bay Area has to offer. Call for your private showing today!

2123 Oahu Drive, Holiday

$315,000

3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv.

Escape to Paradise at 2239 Barracuda Court! Nestled on a peaceful cul-de-sac in Holiday, Florida, this beautifully maintained 3-bedroom, 2-bathroom home offers 1,700 square feet of bright, low-maintenance living space designed for the ultimate Florida lifestyle. Boasting pristine curb appeal and a thoughtfully designed open layout, this turn-key residence is the perfect match whether you are looking to purchase your very first home, downsize into effortless single-story comfort, or secure a flawless winter sanctuary. Step inside to discover a spacious, light-filled interior complete with modern fixtures, elegant neutral tones, and a dedicated indoor laundry room equipped with convenient overhead storage. The heart of the home features a gorgeous kitchen with warm wood cabinetry and sleek stainless steel appliances, perfect for preparing casual meals or entertaining guests. The primary suite serves as a quiet retreat, while the versatile secondary bedrooms offer the perfect setup for a remote office, hobby room, or space for visiting family. Step out back into your own private oasis, featuring a spacious patio area ideal for year-round BBQs and soaking up the Florida sunshine. Located just moments from local coastal amenities, pristine beaches, dining, and shopping, this immaculate home offers the ideal blend of community, comfort, and convenience.

2239 Barracuda Court, Holiday

$125,000

2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv.

**WOW! Offered at a New Price**Welcome Home! This is a lovely 1152 sq ft Doublewide. It all ready for the new owners to enjoy! 2 Bed 2 Bath Split Plan offers all the comforts of Home! Relax in the peaceful finished porch/family room just off the living room. A kitchen with great space to cook and also a dining area to entertain! There is a 2 car carport and a utility shed with a Washer and Dryer. The HVAC is August 2024! Roof 2013 all for worry free Living! Non Flood Zone X500. This is a Friendly, Active Community, 55+, Heated Pool! Land Owned, AND Fully Furnished/Turnkey!! Schedule your appointment today!!

3321 Chatford Drive, Holiday

$488,000

4 Beds ⋅ 2 Baths ⋅ Key Vista Ph 04 SubDv.

Virtually Staged. WOW! Take a look at this 4 BEDROOM, 2 BATHROOM, 3 CAR GARAGE POOL HOME LOADED WITH UPDATES AND UPGRADES IN THE STUNNING KEY VISTA COMMUNITY ON A QUIET CUL DE SAC. The open kitchen has been remodeled. THE CABINETS AND COUNTER TOPS HAVE BEEN REPLACED, NEW REFRIGERATOR, AND A NEW DISHWASHER. The QUARTZ KITCHEN ISLAND IS EXCELLENT FOR ENTERTAINING AND USING AS A CASUAL SPACE FOR BAR STOOLS. The big open family says bring your sectional and huge TV because there is plenty of room! THE SLIDERS TO THE POOL HAVE RECENTLY BEEN REPLACED AS WELL AS NEW WINDOWS IN THE BACK OF THE HOUSE. It sure feels like Florida here with the PLANTATION SHUTTERS and light bright colors and SPARKLING SWIMMING POOL. There are no rear neighbors, you can enjoy your pool and outdoor space in private. New interior paint in many of the rooms. THE PRIMARY BEDROOM HAS MORE THAN ENOUGH ROOM FOR A KING SIZE BED AND THE PRIMARY BATHROOM FEATURES A STAND UP SHOWER AND SOAKING TUB. There is enough room to stretch out with double sinks too! Some other noteworthy things about this very special home are HIGH CEILINGS, a NEW ROOF IN 2023, NEW AC IS 2017 AND A NEW HOT WATER HEATER. You don't have to go far to enjoy the community amenities! There is a huge heated pool, clubhouse, playground, tennis and pickleball courts, fitness center, and more. Key Vista Nature Park is about a mile away, Sunset Beach and Fred Howard Park in Tarpon Springs are just a short drive away!

2811 Ravendale Lane, Holiday

$599,999

3 Beds ⋅ 4 Baths ⋅ Ibis Sub SubDv.

"Luxury Living in an Exclusive Gated Community" Experience coastal elegance in this custom-built executive residence, privately situated on a quiet cul-de-sac within an exclusive gated community. Offering 2,367 square feet of thoughtfully designed living space, this exceptional three-story home combines luxury, comfort, and functionality with partial Gulf views from multiple balconies. From the moment you arrive, the impressive stamped concrete driveway and striking architectural design create unforgettable curb appeal. Inside, you'll find soaring ceilings, custom 8-foot doors, elegant crown molding, engineered hardwood flooring, marble and travertine finishes, and an open-concept floor plan designed for both entertaining and everyday living. The gourmet kitchen is truly the heart of the home, featuring granite countertops, abundant custom cabinetry, a walk-in pantry, breakfast bar, and newer stainless-steel appliances—perfect for preparing meals while staying connected with family and guests. Escape to the luxurious owner's retreat occupying the entire upper level. This private sanctuary offers partial Gulf views, a spacious walk-in closet, and a spa-inspired ensuite featuring dual vanities, an oversized walk-in shower, and a relaxing whirlpool tub. Step outside and enjoy Florida living at its finest. Four travertine balconies provide multiple places to relax and enjoy the coastal breeze, while the beautiful in-ground pool and expansive paver patio create the perfect setting for entertaining family and friends. The oversized garage offers room for multiple vehicles, a workshop, abundant storage, and even includes a convenient full pool bath.Recent upgrades provide peace of mind and modern convenience, including: New roof (2021), Newer-zone HVAC system, Updated stainless-steel kitchen appliances Central vacuum system Premium flooring throughout. Ideally located enjoy indoor pickleball, weekly gymnasium schedule, summer camp, soccer fields, baseball, tennis and more at J. Ben Harrill Recreation Center is a short walk from your front gate. Just minutes from Anclote Gulf Park, public boat ramps, Gulf beaches, the Pinellas Trail, and the world-famous Tarpon Springs Sponge Docks, you'll also enjoy convenient access to shopping, dining, and endless waterfront recreation. Luxury, location, and lifestyle come together in one extraordinary home. Schedule your private showing today and discover why this exceptional property is one you won't want to miss.

3020 Sheppards Crook Court, Holiday

$122,500

2 Beds ⋅ 2 Baths ⋅ Tahitian Gardens Condo SubDv.

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 fees, maintenance-free living, and community amenities including a heated pool, clubhouse, and shuffleboard courts—Tahitian Gardens is a well-maintained gated community offering various activities, such as arts and crafts, a bicycling club, bingo, dominoes, card groups, and more. There is easy access to shopping and public transportation. CVS, Walgreens, Publix and Aldi are very close by with Tampa and Clearwater airports less than an hour away by car. The property is also minutes from Tarpon Springs, the Sponge Docks, and Howard Park beach. Easy to see, shown by appointment only.

4315 Tahitian Gardens Circle Unit H, Holiday

$325,000

2 Beds ⋅ 2 Baths ⋅ Country Estates SubDv.

Come check out this gorgeous updated waterfront pool home featuring an open, inviting floor plan and serene views of a natural water setting. Designed for both everyday living and entertaining, the spacious layout seamlessly connects the main living areas while showcasing beautiful waterfront vistas throughout the home. Recent updates include: New fencing for added privacy New flat roof Custom island and pantry upgrades New gutters Step outside to your private backyard oasis, where the sparkling pool and tranquil water views create the perfect setting for relaxing or hosting family and friends. Don't miss this opportunity to own a beautifully updated waterfront retreat that combines comfort, style, and exceptional outdoor living.

4704 Koala Drive, Holiday

Homes for Sale with a Pool in Holiday, FL

All Homes for Sale with a Pool in Holiday, FL

Joseph Sullivan Real Estate

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