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

2 Beds ⋅ 1 Baths ⋅ Crest Ridge Gardens SubDv.

Price reduced! The opportunity you’ve been waiting for in Pasco County! This stunning, fully remodeled, turnkey residence seamlessly blends modern sophistication with everyday warmth. Step inside to a beautiful and bright layout designed for a fresh start. The heart of the home features a beautifully upgraded kitchen and main living areas adorned with premium contemporary finishes. Outside, your private oasis awaits: a spectacular backyard tailored for enjoying Florida’s enviable year-round climate, hosting weekend barbecues, and entertaining family and friends. Strategically located with fast access to major commuter routes, top-tier shopping, and entertainment. Don't miss this move-in-ready gem—schedule your showing today!

4834 Gaslight Avenue, Holiday

3 Beds ⋅ 3 Baths ⋅ Anclote Square SubDv.

Short Sale. Skip the projects, skip the surprises, and step into a home that already feels dialed-in. Built in 2023, this 3-bedroom townhome delivers that crisp, like-new vibe—without the builder waitlist or the premium price tag. The main level has an easy, open flow from the living area into a kitchen designed for real everyday use. This one upgrades the standard package with stainless steel appliances, a granite countertop, and a clean, neutral backsplash that ties everything together. Your enclosed patio sits just off the living room, giving you a private spot for morning coffee or unwinding after work, all without the upkeep of a yard. Upstairs, the layout keeps life simple and functional. The primary suite has its own private bath, while the two additional bedrooms flex perfectly for guests, a roommate, or a dedicated office. And with blonde laminate flooring throughout the second floor—no carpet anywhere—the space feels bright, modern, and easy to maintain. Laundry is right where it should be: upstairs near the bedrooms. Your monthly overhead stays low thanks to NO CDD fee, and the HOA covers exterior maintenance, high-speed internet, and cable. A 1-car garage and metal storm shutters check off the practical boxes. The location puts you in the sweet spot between convenience and coastal living. You’re minutes from grocery stores, retail, medical facilities, and US-19 for an easy commute. And when you want to get out and enjoy the area, you’re right near the Pinellas County line—close to the Tarpon Springs Sponge Docks, Anclote River Park, boat launches, waterfront dining, and scenic trails. Clean, modern, low-maintenance, and move-in ready—this is the kind of home that gives you your weekends back.

3083 Victoria Inlet Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Holiday Lakes West SubDv.

Welcome to this charming single-story home in the heart of Holiday! Featuring approximately 1,365 square feet of living space, this well-maintained residence offers a functional layout with spacious living areas, 2 bathrooms, and a generous lot size of nearly 7,500 square feet. Built in 1986 with durable block/stucco construction, the home includes central A/C, forced-air heating, and ample parking. Conveniently located near shopping, dining, schools, and Gulf Coast beaches, this property is perfect for first-time buyers, investors, or anyone seeking comfortable Florida living with no HOA restrictions. Enjoy easy access to major roadways and nearby parks while living in an established neighborhood with strong long-term value potential.

1215 Persimmon Drive, Holiday

3 Beds ⋅ 3 Baths ⋅ Anclote Square SubDv.

Virtually Staged. Short Sale. Forget the endless weekend honey-do lists and the hidden costs of an older home. Built in 2023, this 3-bedroom townhome gives you that clean, brand-new feel without the builder’s waitlist. The main floor is wide open, flowing from the living room right into a kitchen that actually has room to move. The owners upgraded the kitchen past the builder-grade standard by adding a custom tile backsplash that pairs with the neutral white quartz counters and breakfast bar. Just past the living area, you can step out onto your enclosed patio space—perfect for morning coffee or unwinding in the evening with the rare perk of having zero backyard neighbors directly behind you. Upstairs keeps life practical: the primary suite features its own private bath, while the other two bedrooms work perfectly for guests, roommates, or a dedicated home office. Plus, the laundry closet is upstairs right where the clothes actually are. Your monthly overhead is incredibly lean here. There is NO CDD fee, and the low HOA covers your exterior maintenance, high-speed internet, and cable TV package right out of the gate. Metal storm shutters and a 1-car garage are already checked off the list for you. Location-wise, you are right in the sweet spot for everyday convenience and weekend fun. For daily needs, you’re just minutes from major grocery chains, retail shopping, medical facilities, and US-19 for an easy commute. When you want to head out, you're a stone's throw from the Pinellas County line, putting the historic Tarpon Springs Sponge Docks, Anclote River Park boat launches, coastal trails, and local waterfront dining practically in your backyard. Clean, modern, private, and zero yard work to eat up your weekends.

3048 Victoria Inlet Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv.

Move in ready 3 bedroom 1.5 bathroom home located in Holiday Fl. This home has and update kitchen with quartz countertops and shaker style cabinets. Newly updated guest shower. The seller has taken care of all the big ticket items! These include the Roof (2023), Electric Panel (2022), Water Heater (2022), Impact rated garage door (2022), HVAC(2023), and Windows (2023). Conveniently located near restaurants and shopping, this home is ready to go!

3334 Coldwell Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Welcome to this beautifully updated two-bedroom, two-bathroom home with a one-car garage. This home features a remodeled kitchen with updated cabinets and countertops, complemented by two fully renovated bathrooms. Enjoy new wood laminate flooring throughout and fresh interior paint, creating a clean and modern feel. Major updates include an updated AC system and a brand-new roof to be installed prior to closing, providing added value and reassurance for the next owner. Step outside to a screened, covered back patio-perfect for relaxing or entertaining year-round. The home is also equipped with rollaway shutters on nearly every window and door opening for added protection and convenience. Best of all, this property did not flood during Hurricane Helene or Hurricane Milton.

3115 Palamore Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Shadow Oaks Sub SubDv.

Poolside Living Meets Prime Location! This beautifully maintained pool home offers a desirable split-bedroom floor plan, giving the primary suite added privacy from the secondary bedrooms. Step inside to discover a gorgeous, updated kitchen remodeled in 2021, featuring modern finishes, electrical outlets conveniently installed within the cabinetry, and Alexa-controlled under-cabinet lighting for added style and functionality. The spacious primary suite provides a private retreat, while the open living areas flow seamlessly to the outdoor oasis. Enjoy Florida living year-round with a screened-in lanai, covered patio, and sparkling pool—perfect for entertaining guests or relaxing after a long day. This home has been thoughtfully updated with numerous improvements, including updated electrical, a brand-new garage door, epoxy-coated garage floors, and a water heater installed in March 2022. Roof 2012 Outside, you’ll find a storage shed for additional space and new fencing with double gates, offering convenient access for boats, trailers, or recreational vehicles. Ideally located just 10 minutes from downtown Tarpon Springs and 15 minutes from downtown New Port Richey, you’ll enjoy easy access to charming waterfront dining, shopping, festivals, and local entertainment. You’re also only minutes from Fred Howard Park and Beach, one of the area’s most beloved coastal destinations. Plus, Clearwater-St. Pete Airport and Tampa International Airport are both within approximately 45 minutes, making travel a breeze while keeping you close to all the area’s popular downtowns, restaurants, and local hotspots. Don’t miss this opportunity to own a move-in-ready pool home in an unbeatable location that combines comfort, convenience, and the best of Florida living.

3110 Shadow Oaks Drive, Holiday

Ibis Sub SubDv.

One of the last opportunities to build a custom coastal estate in the exclusive gated community of Ibis. With only 13 homesites originally offered and just 8 custom residences currently built, this private enclave delivers a rare combination of luxury, privacy, and oversized estate-style living. Situated on over half an acre at the end of a quiet cul-de-sac on a dead-end street, this homesite offers the ideal setting to design and build your dream retreat surrounded by nature and upscale custom homes. Community guidelines require a minimum 2,500 sq ft residence, preserving the architectural integrity and luxury character of the neighborhood. Enjoy the best of Florida living just minutes from Key Vista Nature Park, the Anclote Coastal Trail, waterfront parks, public boat ramps, Gulf beaches, and vibrant local dining. Conveniently located approximately 15 minutes from Downtown New Port Richey and the historic Tarpon Springs Sponge Docks, with Clearwater and Tampa International Airport within an easy commute. Whether you envision a modern coastal masterpiece, private pool retreat, or forever home tucked away in a peaceful gated setting, this is a rare chance to secure one of the few remaining homesites. AI-enhanced conceptual renderings shown for inspirational purposes only. No home currently exists on the property.

3046 Sheppards Crook Ct, Holiday

2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv.

Move-in ready opportunity in Holiday! This beautifully maintained home features 2 bedrooms, 2 bathrooms, central HVAC, and vinyl flooring throughout. Enjoy a fenced backyard, patio area, and a one car garage. Conveniently located near everyday shopping, dining, and entertainment with easy access to major roadways and the Gulf Coast. Easy to show!

3441 Eisenhower Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv.

BRAND NEW AC - June 2026! Newer roof 2022! Welcome to this beautifully maintained 2-bedroom, 2-bathroom home in Holiday where thoughtful updates and a functional layout create the perfect blend of comfort and convenience. With a freshly painted exterior and front door and a 2020 water heater, this move-in-ready home offers both curb appeal and peace of mind. Step inside to a bright and inviting front living room filled with natural light, complemented by ceiling fans throughout the home for year-round comfort. The open floor plan flows seamlessly into the spacious kitchen featuring stainless steel appliances, abundant cabinetry, and a separate pantry for extra storage. The kitchen overlooks both the dining area and cozy family room, creating an ideal setup for entertaining guests or enjoying everyday living. The primary suite offers a walk-in closet and a private en suite bathroom with fresh paint, while the secondary bedroom provides flexible space for guests, a home office, or hobbies. Sliding glass doors from the dining area open to a covered and screened-in porch, the perfect spot to relax and enjoy Florida’s beautiful weather in comfort. Outside, the backyard has been transformed with all concrete removed and replaced with fresh sod, creating a lush outdoor space with endless possibilities for entertaining, pets, gardening, or simply enjoying the outdoors. The fully fenced yard adds privacy and functionality, while the newly refreshed landscaping enhances the home’s inviting feel. Additional highlights include a freshly painted garage and garage floor, adding to the home’s clean and updated appearance. Conveniently located in a quiet neighborhood near shopping, dining, parks, and everyday amenities, this charming Holiday home is ready for its next owner to move right in and enjoy. Schedule your showing today!

3510 Allandale Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv.

Virtually Staged. Charming 1-story home featuring 3 bedrooms and 2 bathrooms with a functional layout designed for comfortable everyday living. The main living area offers a bright and inviting space, while the kitchen provides a practical setup with plenty of potential. The bedrooms offer flexibility for guests, a home office, or hobbies. Step outside to enjoy a spacious yard, ideal for relaxing or entertaining. A great opportunity for buyers looking to personalize and make it their own. One or more photo(s) was virtually staged.

2702 Druid Place, Holiday

2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Peaceful lake view opportunity with tons of upside. Partially renovated 2-bedroom, 2-bath, 1-car garage home being sold CASH ONLY due to open permits. Ideal opportunity for a licensed contractor or experienced investor looking for an easy close-out project with strong value-add potential. One of the standout features is the unique BLOCK lanai construction instead of a typical frame lanai — creating a much easier and higher-quality path for potential heated square footage conversion. Converting this space could bring the home to over 1,700 heated square feet. Beautiful lake views, solid layout, and major upside for the right buyer. Buyer to verify all measurements, permitting, and conversion possibilities.

3442 Overland Drive, Holiday

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