Explore Homes for Sale in Holiday, FL

Map Search for Holiday, FL Homes for Sale

Discover Homes for Sale in Holiday, FL with Joseph Sullivan Real Estate

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.

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

$330,000
3 Beds 3 Baths Preserve/Gulf Trace SubDv.
End-unit privacy, a first-floor primary suite, an expanded screened lanai, no rear neighbors and a wide green backdrop give this 2021-built townhome by Ryan Homes a combination that’s hard to find. Offering 1,813 square feet with 3 bedrooms, 2½ baths, an upstairs loft and an attached 2-car garage, the home pairs a smart two-story layout with thoughtful upgrades inside and out. Enter through the covered side entry into a soft neutral interior where the kitchen opens naturally to the main living and dining areas. Dark raised-panel cabinetry, granite countertops, ceramic tile flooring, and a spacious peninsula with a double-basin sink provide generous prep space, storage, and casual bar seating. Beyond, dramatic ceiling height and clerestory windows give the living and dining areas impressive volume, while multiple windows and sliding glass doors fill the space with natural light and draw the eye toward the greenery outside. The first-floor primary suite is comfortably proportioned for a complete bedroom set plus a sitting area, with neutral carpet, a ceiling fan, and two large windows. A full wall of closet storage is incorporated into the bedroom, while the ensuite bath adds a second walk-in closet, a dual-sink vanity with extensive storage, an oversized mirror, and a glass-enclosed tiled shower. Upstairs, two additional bedrooms share a full bath with a tub/shower combination, while the spacious loft creates valuable bonus space for a home office, media room, library, hobby area, or whatever fits your lifestyle. A dedicated laundry room provides space for full-size appliances and generous shelving. The outdoor living area is one of the home’s standout features. Added in 2021, the covered lanai flows into an extended screened patio, creating distinct spaces for lounging, dining and grilling. A ceiling fan, additional electrical outlets and switches, tropical plantings, and a fenced yard make the space especially usable, while the broad green backdrop creates an open feel at the rear of the home. Practical upgrades include double-pane windows; 3M security film on all windows and the sliding glass door; a Nest smart thermostat; a Vivint security system; GE whole-house water filtration; a Rheem water softener; and a leased Sunrun solar system with battery backup. Garage shelving and a Phantom retractable screen at the front entry add even more everyday function. The Preserve at Gulf Trace includes a community playground and fenced dog park with agility equipment, while the nearby 38-acre J. Ben Harrill Recreation Complex offers tennis courts, athletic fields, basketball, and more. Gulf Coast parks, beaches, Tarpon Springs, the Sponge Docks, shopping, dining and downtown New Port Richey are all within convenient reach, giving this home a setting that feels tucked away without leaving everyday destinations far behind.

3029 Jacob Crossing Lane, Holiday

$550,000
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

$222,000
2 Beds 2 Baths Beacon Square SubDv.
Welcome to this move-in-ready 2-bedroom, 2-bath pool home with garage, offering a great combination of comfort, energy efficiency, valuable updates, and easy access to Florida’s Gulf Coast lifestyle. Enjoy your own private pool and the benefits of several major improvements already completed, including a new roof installed in June 2026, 2024 HVAC system, new water heater in 2026, and fully paid-off solar panels installed in 2022. The solar system provides excellent potential for long-term energy savings, with Duke Energy previously quoting an average electric bill of approximately $60.55 per month. Inside, the home offers a comfortable and functional layout with both full bathrooms located within the interior of the home, providing added privacy and convenience. The kitchen appliances are in good condition, and the property has been clean and well maintained. For additional peace of mind, the home did not flood during Hurricanes Milton or Helene. The location makes it easy to enjoy everything the area has to offer. Spend your days boating, fishing, visiting nearby beaches, or exploring the Gulf Coast. The home is conveniently located near Anclote River Park, offering beach access, boat ramps and fishing piers, as well as a nearby dog park, marinas, restaurants and nature trails. The historic Tarpon Springs Sponge Docks are approximately 10 minutes away, and popular waterfront destinations such as Miss Vicki's On The River are also nearby. Whether you're searching for a primary residence, seasonal Florida retreat, or investment property, this home delivers an appealing combination of affordability, energy efficiency, recent improvements, a private pool, and a location close to the water and outdoor recreation.

3153 Moog Road, Holiday

$279,900
3 Beds 2 Baths Beacon Square SubDv.
Virtually Staged. Welcome to your beautifully updated Florida retreat in the heart of Holiday — a move-in-ready 3-bedroom, 2-bath home where modern finishes meet everyday comfort. Step inside and feel the warmth of a bright, open floor plan that flows effortlessly from the living room to the kitchen and into the enclosed Florida room, creating the perfect space for relaxing, entertaining, or enjoying quiet mornings with coffee. The stylishly renovated kitchen features white shaker cabinets, quartz countertops, and a convenient pass-through window that brings natural light into the home and makes hosting effortless. Both bathrooms have been tastefully updated, and the entire home shines with new luxury vinyl flooring, fresh interior and exterior paint, and a brand-new roof for peace of mind and long-term value. Enjoy the flexibility of an enclosed Florida room — perfect as a second living area, playroom, or home office — along with a fenced backyard offering privacy and space for pets, gardening, or weekend gatherings. A one-car garage adds convenience and storage options. Enjoy access to a sparkling pool, clubhouse, and playground, adding lifestyle amenities without the high HOA fees. And with the Gulf of Mexico, shopping, dining, parks, and recreation just minutes away, this home offers the perfect blend of comfort and convenience in a prime Holiday location. This beautifully refreshed home is ready for its next chapter — all that’s missing is you.

3128 Harvardston Loop, Holiday

Start Your Search