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

Tampa Tarpon Spgs Land Co SubDv.

West of Grand Blvd. at the end of Whippoorwill Dr. Forested Property, Suitable for a Private Estate Home,(Compound), Water feature, Paved Access, Utilities Available

5001 Whippoorwill Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv.

This Spacious Waterfront Home is Located on a Canal with Access to a Chain of 3 Lakes. This Home Offers a Seamless Blend of In-Door Out-Door Living, Featuring Meticulously Landscaped Grounds and Expansive Sun-Drenched Deck and Boat Dock Designed for Panoramic Views of Breathtaking Sunsets. Designed for Entertaining and Relaxation, the Residence Captures a Peaceful Ambiance Perfect for Lake Front Living. New Roof 9/2025, AC 4/26, Hot Water Tank 2024, Newer Windows, and Solar. The Solar System is Paid for and Helps Keep the Electric Cost Down, the Owners Average Electric Bill is 40.00 each Month. The Large Floor Plan has Many Possibilities to Turn into a 3 Bedroom Home. A Large Multi-Purpose Room with Open Concept Space Overlooking the Waterfront Features Dinette, Sitting Area and Possible Home Office Space. The Primary Bedroom features a Walk in Closet, Ensuite with a Shower and Additional Space for a Den or Home Office. Step Outside through the Newer Sliding Door onto a Large Elevated Deck and Lighted Gazebo, Providing the Perfect Area for Entertaining on the Water. Leave Your Personal Dock for a Boat Ride, Explore a Chain of 3 Lakes Where Fishing and Bird Life is Plentiful. The Front of Home Welcomes You with a Paved Driveway to Enhance the Beauty of the Home. The Home has a Split Bedroom Plan, Indoor Laundry Room with a Closet, and Additional Family Room. The Garage Features a Hurricane Brace for the Insulated Garage Door that is Newer, Work Bench and Plenty of Shelving. Home is Close to a County Park, Beaches, School, and Shopping. This is a Must See Home to Appreciate all that it Offers to Make This Your Future Home.

2529 San Luis Road, Holiday

2 Beds ⋅ 1 Baths ⋅ Tahitian Gardens Condo SubDv.

MOTIVATED SELLER! Protected from prior storms!! HIGHLY Desirable & GATED, Tahitian Gardens 55+ Community, located right along US-19. Move-in ready, FIRST FLOOR CONDO!! Nobody above you or below you!! Competitive and LOW Monthly Fees of 282 Monthly!! 2 bed, 1 bath with 825 square feet of living space. Roof 2017. Water Heater 2023. Enjoy a seamless move-in experience—this CONDO can be offered with furnishings. The HOA takes care of exterior maintenance, allowing for a low-maintenance, carefree Florida lifestyle. Conveniently located just minutes from Gulf beaches, the Tarpon Springs Sponge Docks, shopping, dining, and public transit, this condo offers exceptional access to everything in this area. Nice front patio—perfect for enjoying your morning coffee or connecting with neighbors. Residents of Tahitian Gardens enjoy a welcoming, walkable environment with a variety of amenities, including a heated pool, shuffleboard courts, billiards, a clubhouse with kitchen and gathering spaces, and scenic walking paths around a tranquil lake with a fountain. A full calendar of activities—like bingo, card games, crafts, and biking—ensures there’s always something to enjoy.

4351 Tahitian Gardens Circle Unit C, Holiday

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Gulf Coast beaches and the iconic Tarpon Springs Sponge Docks just minutes away. This is the kind of Florida lifestyle first-time buyers dream about, and this home puts it within reach. This 3-bedroom, 2-bathroom home with a 1-car garage sits in a non-flood zone community and offers a comfortable, functional layout with genuine upgrades already in place. The kitchen is already the kind most people renovate toward: soft-close cabinetry, designer granite countertops, and Samsung stainless steel appliances ready to go. The primary suite offers a genuine escape with porcelain tile floors and a stunning designer tile shower. A sprawling 17×10 family room flows off the kitchen, and vinyl and tile flooring ties the whole home together beautifully. The major systems are in good shape — 2016 architectural shingle roof, 2016 AC, and a 2021 water heater. Priced to reflect its current condition, meaning you get a well-located, upgraded home with genuine upside. Affordable, move-in friendly, and steps from everything the Florida lifestyle has to offer. If you’ve been waiting for the right moment to stop renting and start owning, or looking for a second home in the Gulf Coast, this is it. Florida lifestyle. Real value. This is the one.

3240 Briar Cliff Drive, Holiday

Dixie Groves Estates SubDv.

Don't miss this opportunity to own a fully buildable vacant lot in a highly desirable and centralized location! This property is perfectly situated near beautiful beaches, boating, restaurants, and all the attractions sunny Florida has to offer!! Whether you're looking to build your dream home or invest in a promising piece of land, this lot is priced to sell quickly! The seller is installing a brand new septic tank on the property.

1939 Rally Lane, Holiday

3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv.

Welcome to this charming three-bedroom, two-bathroom home in Holiday, offering versatility and fantastic outdoor living. From the moment you arrive, you’ll notice the great curb appeal and thoughtful upgrades, including all new windows, hurricane shutters, added insulation, and recently blown-out vents for improved efficiency. Inside, the home features wood and laminate flooring throughout, complemented by ceiling fans in every room to keep things cool and comfortable. Major updates include a 2022 AC system, adding peace of mind for years to come. The layout offers both space and flexibility, with a welcoming front living room and a spacious family room that flows seamlessly into the kitchen, perfect for everyday living and entertaining. The kitchen is designed with functionality in mind, featuring a large island, ample cabinetry for storage, and a dining area just off to the side, keeping conversations flowing with ease. The primary bedroom is generously sized and includes a wall-to-wall closet, along with a bonus space that can be customized to fit your lifestyle - ideal as a reading nook, craft room, or even expanded into a larger closet. Toward the back of the home, you’ll find an additional flexible living area that can serve as a home office, playroom, or secondary living room. Step outside to enjoy your own private retreat. The fenced backyard offers plenty of space for pets and outdoor activities, along with a covered patio perfect for dining al fresco, grilling, gardening, or simply relaxing. Additional outdoor features include a spa, storage shed, and a convenient outdoor shower with an on-demand hot water heater - perfect after a day at the beach. Located just minutes from the iconic Tarpon Springs Sponge Docks, you’ll enjoy easy access to unique shops, dining, and local culture. Plus, you’re a short drive to the beautiful Gulf beaches and conveniently close to nearby schools, making this an ideal place to call home. Schedule your showing today!

3226 Fairmount Drive, Holiday

2 Beds ⋅ 1 Baths ⋅ Tahitian Homes SubDv.

Imagine stepping into your own slice of sunshine, a darling, move-in-ready home in Holiday, Florida, that feels like a warm hug from the moment you arrive. Fresh interior and exterior paint create a bright, inviting atmosphere, while thoughtful updates throughout offer comfort and peace of mind. Perfectly situated, you're just minutes from some of the area's most beautiful beaches and state parks, including Fred Howard Park, Sunset Beach, and Anclote River Park, all within about a 15-minute drive. Need to travel ~ Tampa International Airport is only about 40 minutes away, giving you easy access while maintaining the relaxed coastal lifestyle you love. Inside, you'll find two generously sized bedrooms and an updated full bathroom, along with brand-new carpeting that adds a fresh, cozy touch. The updated kitchen is the perfect place to enjoy your morning coffee, while the dedicated indoor laundry room conveniently located in the partially converted one-car garage which offers exceptional flexibility. With existing plumbing already in place, the space could easily be transformed into a second full bathroom. Prefer the full garage, simply remove the wall and reclaim the original layout. Major updates provide true peace of mind, including a **2022 Roof, 2021 HVAC, brand-new water heater (2026), new garage door (2021), and a brand-new septic system May 2026**. With so many big-ticket items already taken care of, you can move in and simply enjoy your new home. Step outside to your own private retreat. The fully fenced backyard offers plenty of room to play, garden, or relax, while the covered back patio is perfect for evening breezes, weekend barbecues, or watching the sunset. Even better, this space has the potential to be enclosed, creating approximately 250 square feet of additional living area and adding even more value to the home with minimal effort. The photos truly say it all, this home is as cheerful and welcoming as it looks. Whether you're a first-time homebuyer ready to put down roots, an investor seeking strong rental potential, or a snowbird looking for an affordable, low-maintenance coastal getaway, this property checks all the boxes. With **NO HOA and NO deed restrictions**, you'll enjoy the freedom to make it your own while benefiting from easy access to Gulf beaches, parks, and all the amenities the Tampa Bay area has to offer. Your story begins here. Come see how easily this house can feel like home.

3731 Elmwood Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv.

Virtually Staged. Welcome Home! This beautifully reimagined 3-bedroom, 2-bathroom residence offers the perfect blend of modern luxury and Florida charm. Situated on a sprawling corner lot, this property provides the space and privacy you’ve been searching for. Step inside to discover a bright, open interior featuring brand-new flooring throughout for quick and easy maintenance. The remodeled kitchen has been completely transformed with sleek, new custom cabinetry, granite countertops, new refrigerator. The former garage has been expertly converted - with all permits - into a spacious master bedroom, creating a private sanctuary. The ensuite bathroom is fully remodeled design with modern finishes and walk-in shower, and his-and-hers vanity. The second full bathroom has also been tastefully updated, featuring a classic tub—perfect for relaxing after a long day. Enjoy the versatility of a bonus living area, complete with a cozy fireplace that serves as a beautiful focal point for gatherings. Beyond the interior, the living space extends outdoors. Spend your mornings on the large screened lanai, or head out to the expansive, fully fenced backyard. With so much room on this oversized lot, there is endless potential for a pool, garden, or playground. House is located near Alternate Hwy 19, close to all grocery stores, and amenities. A very short drive to many Florida beaches and Tampa international airport. Don't miss your chance to own this turnkey gem in the heart of Holiday. Some photos are virtually staged. Schedule your showing today!

1012 Prescott Lane, Holiday

3 Beds ⋅ 3 Baths ⋅ Park Place SubDv.

Beautifully updated townhome situated on a quiet street just minutes from major freeways, offering the perfect blend of luxury, comfort, and coastal living. This spacious 1,848-square-foot residence features 3 bedrooms and 2.5 bathrooms, enhanced by elegant eucalyptus wood flooring throughout. The tastefully remodeled kitchen showcases high-end cabinetry, stainless steel appliances, and elegant quartz countertops. The bathrooms have been fully modernized with frameless glass showers, subway tiles, quartz finishes, and stylish vessel sinks. Impact-resistant windows and sliding glass doors provide enhanced safety and improved energy efficiency. Home automation helps significantly reduce electric consumption for the two newer HVAC systems. Downstairs, the oversized 2-car garage offers ample storage space, while outside, a private dock with 33 feet of frontage along the Anclote River is equipped with a 10,000-lb boat lift—ideal for boating enthusiasts. Best of all, there are no HOA or CDD fees.

5311 Boardwalk Street, Holiday

2 Beds ⋅ 2 Baths ⋅ Lake Conley Mhp SubDv.

Welcome to 2116 Kona Drive—where modern luxury meets effortless Florida living. This fully renovated 2-bedroom, 2-bath home has been thoughtfully upgraded from top to bottom, with no detail overlooked and no expense spared. Step inside to discover brand-new windows, stunning luxury vinyl flooring throughout, and a beautifully redesigned interior that blends style with functionality. The heart of the home is a chef-inspired kitchen featuring sleek finishes, contemporary design, and premium upgrades—perfect for cooking and entertaining alike. Both bathrooms have been transformed into spa-like retreats, offering a serene and sophisticated escape. Energy efficiency is a major bonus, with FULLY PAID-OFF SOLAR PANELS keeping the average electric bill at an impressively low $30 per month. Located in the vibrant Lake Conley community, residents enjoy an active and welcoming lifestyle with access to a lively clubhouse, community pool, shuffleboard courts, and a full calendar of social activities including line dancing. Take advantage of lake access for fishing and boating, all just steps from your door. Conveniently situated just 9 miles from Fred Howard Park, 6 miles from the Tarpon Springs Sponge Docks, and only 17 miles from Tampa International Airport, this home offers easy access to beaches, dining, culture, and travel. Experience the perfect blend of comfort, community, and convenience—schedule your private tour today!

2116 Kona Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv.

Virtually Staged. Welcome to this beautifully updated pool home in Holiday Lake Estates! This 3-bedroom, 2-bath home features a bright, open layout with a fully renovated kitchen with shaker cabinets, quartz countertops and new stainless steel appliances, new. Enjoy remodeled bathrooms with a double vanity in the primary suite, new luxury vinyl plank flooring and baseboards throughout, and updated major systems including HVAC and water heater. Step outside to your private in-ground pool—perfect for relaxing or entertaining. The converted garage offers additional flexible living space for a home office or bonus room. Situated on a corner lot with no HOA. Come see this home today, you'll love what it has to offer!

3206 Pinon Drive, Holiday

1 Beds ⋅ 1 Baths ⋅ Tanglewood Mobile Village SubDv.

Need a handicap accessible home for winter or year-around living, then stop and look at this neat and clean 1 bedroom, 1 bath updated home in a 5-star 55+ very Active Community with low monthly fee of $143.00 includes, lawn maintenance, garbage service, maintenance of year-around heated pool clubhouse, and common areas taxes. Home comes nicely furnished and enclosed front porch, nice outside patio for your outside entertaining, lift to side door put on in 2019. All information is deemed to be accurate and for the buyer to verify. Sold As Is. Measurements are approx.

3204 Channing Drive, Holiday

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