Explore Homes for Sale in Holiday, FL

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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

$219,900
2 Beds ⋅ 2 Baths ⋅ Holiday Gardens SubDv.
Welcome to this well-maintained home in Holiday offering NO HOA and numerous major updates! This property features classic terrazzo flooring, a fully fenced backyard, and a screened lanai, providing the perfect space to relax or entertain. Several windows and the sliding glass door have been upgraded to energy-efficient double-pane glass, enhancing comfort and efficiency. The spacious 1-car garage includes an additional bathroom, offering added convenience, storage, or workspace potential. Major improvements include a 2023 HVAC system, 2018 electrical panel, 2017 roof, and 2017 water heater, giving buyers added peace of mind. The septic system was just inspected and pumped out in October 2025. Conveniently located near shopping, restaurants, parks, beaches, and major roadways, this move-in-ready home is a fantastic opportunity for first-time buyers, seasonal residents, or investors. Schedule your private showing today!

2051 Peggy Drive, Holiday
$229,900
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Welcome to this charming 2-bedroom, 2 bath single-family No HOA home located in the heart of Holiday, Florida. Offering 1,134 square feet of living space, this home features a functional layout with plenty of potential to make it your own. Conveniently located near shopping, restaurants, schools, parks, and the beautiful Gulf Coast beaches, with easy access to US-19 and other major roadways. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment opportunity, this property is one you won't want to miss. Schedule your private showing today!

3019 Lloyd Drive, Holiday
$239,900
3 Beds ⋅ 3 Baths ⋅ Aloha Gardens SubDv.
Waterfront Fixer-Upper with Incredible Potential! Calling all investors, flippers, and renovation enthusiasts! This 3-bedroom, 3-bath waterfront property sits on a large lot and is packed with opportunity. Whether you're looking to renovate, rebuild, or create your dream waterfront retreat, the possibilities are endless. With a desirable waterfront location and plenty of space to work with, this is a rare chance to unlock significant value. Cash offers only. Don't miss this investment opportunity with outstanding potential!

4138 Star Island Drive, Holiday
$270,000
3 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv.
Welcome to this well-maintained 3-bedroom, 2-bathroom home offering 1,368 square feet of comfortable living space in the heart of Holiday. With a roof replaced just five years ago, this home provides added peace of mind and an excellent opportunity for first-time homebuyers, seasonal residents, or investors. Inside, you'll find a functional floor plan with spacious living areas designed for everyday comfort and easy entertaining. The backyard offers plenty of room to relax, garden, or create your own outdoor oasis. Conveniently located near shopping, dining, parks, schools, medical facilities, and the Gulf beaches, this home also offers quick access to US-19, making commuting to Tarpon Springs, Clearwater, and Tampa simple and convenient. Whether you're looking for a primary residence, vacation home, or investment property, this home delivers value, location, and potential. Schedule your private showing today!

3411 Umber Road, Holiday
$235,000
4 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Spacious 4-Bedroom Concrete Block Home – Perfect for Growing Families! Welcome home to 3337 Clydesdale Drive, a charming single-family residence offering the perfect blend of space, durability, and convenience. Built with solid concrete block construction and finished with a classic stucco exterior, this home provides excellent peace of mind and energy efficiency. New Roof installed in 2025 and has a long term warranty New AC - 2025 New Septic, pump and drain trench. - 2023 Boasting a rare 4-bedroom, 2-bathroom layout across 1,336 square feet, this property offers plenty of room for everyone. The generous floor plan provides incredible flexibility—whether you need all four bedrooms for a growing family, a dedicated home office, a fitness space, or a hobby room. Tucked away in an established Holiday neighborhood, you’ll enjoy a peaceful residential vibe while remaining just minutes away from local schools, shopping, dining, and outdoor recreation. Best of all, you are just a short drive from the beautiful Gulf Coast waterfront and parks. Don't miss this opportunity to own a solid, spacious home in a fantastic Pasco County location. Schedule your private tour today and imagine the possibilities!

3337 Clydesdale Drive, Holiday
$234,900
3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Come and see this move-in ready 3-bedroom, 2-bathroom home in the desirable Beacon Square neighborhood! This home features an inviting open-concept floor plan that creates a seamless flow throughout the main living areas. The updated kitchen serves as the heart of the home, beautifully appointed with granite countertops and modern stainless-steel appliances. Step outside to discover a private, fully fenced-in backyard, providing an excellent space for outdoor relaxation, gardening, or entertaining. Ideally situated in Beacon Square, this location offers easy access to US-19 for a streamlined commute to major regional employers and airports. You are conveniently located just minutes away from a variety of local shopping centers and everyday dining options. Schedule your private showing today!

3555 Sheryl Hill Drive, Holiday
$225,000
2 Beds ⋅ 1 Baths ⋅ Holiday Lake Estates SubDv.
## Rare Opportunity! Corner Lot • 2-Car Garage • Bonus Room• Metal roof • Huge Yard! and seller will take care of your closing cost Looking for the perfect first home or investment property? This charming residence checks all the boxes! Search the address on YouTube. Imagine owning a single-family home with a monthly payment that, for many buyers, could be less than what you might pay to rent just one room. Situated on a spacious corner lot just minutes from the Pinellas County line, this well-maintained home offers 2 bedrooms, 1 bathroom, over 1,020 square feet of heated living space (1,808 total square feet), and one feature that's becoming increasingly difficult to find in this area: a true *2-car garage*. Step inside to discover a bright, functional floor plan designed for comfortable everyday living. The updated bathroom adds a modern touch, while the spacious family room offers exceptional flexibility and could easily serve as a third bedroom, home office, media room, or playroom to fit your lifestyle. Enjoy Florida living year-round in the screened rear porch overlooking the large, fully fenced backyard—perfect for entertaining, gardening, pets, or simply relaxing in your own private outdoor retreat. The oversized corner lot provides extra space, added privacy, and excellent curb appeal, making this property stand out from the rest. Conveniently located near shopping, restaurants, schools, parks, Gulf beaches, and major roadways, you'll enjoy easy access to everything both Pasco and Pinellas Counties have to offe r. Whether you're a first-time homebuyer, seasonal resident, or investor, opportunities like this don't come along often. Homes in this neighborhood with a *2-car garage, fenced yard, bonus room, and corner lot* are in high demand. Don't miss your chance, schedule your private showing today before this one is gone!

3150 Fairmount Drive, Holiday
$399,990
4 Beds ⋅ 3 Baths ⋅ Holiday Lake Estates SubDv.
Beautifully remodeled corner-lot home with excellent investment potential! This spectacular property features 3 bedrooms, 2 full bathrooms, and a private efficiency with its own separate entrance, ideal for generating additional income, accommodating extended family, or creating a private guest space. The home has been recently remodeled, offering modern finishes, spacious living areas, and a functional layout. It also features a large private swimming pool, perfect for entertaining, relaxing, and enjoying Florida living year-round. Designed with energy efficiency and convenience in mind, the property includes solar panels and an installed electric vehicle charging station, adding comfort, savings, and valuable modern features for the new owners. Situated on a desirable corner lot, the property offers additional privacy, abundant natural light, and extra parking space. The location is another major advantage, with convenient access to schools, shopping, restaurants, major roadways, and the beautiful beaches along the Gulf of Mexico, where residents can enjoy crystal-clear waters, unforgettable sunsets, and a variety of outdoor activities. This unique property combines comfort, modern design, energy efficiency, and excellent income-producing potential through its private efficiency with a separate entrance, making it an ideal opportunity for both homeowners and investors. Do not miss this exceptional opportunity. Schedule your private showing today!

3708 Holiday Lake Drive, Holiday
$194,988
2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv.
Charming 2 bedroom 2 bath home with fenced yard located in the quiet neighborhood of Forest Hills. NO HOA or CDD. New carpet in both bedrooms and living room with tile in remaining areas. The Florida room is located off of the dinning room thru the new sliding doors that is cooled and heated for your comfort and can be used as a playroom, office, game room or TV room. Galley style kitchen with breakfast nook with access to the garage. You will find washer, dryer with laundry tub located in the garage. For boat owners the Anclote River Park Boat Ramp is about 4 miles away. Seller has replaced major items so you won't, roof replaced 12/2022 A/C 7/2023 New windows 6/2026. Pick oranges from your own back yard!

1203 Chancellor Drive, Holiday
$234,916
2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv.
Virtually Staged. Spacious, move-in ready home with fully fenced front and back yards—perfect for pets, play, and entertaining. Major updates completed within the past few years include the main roof (2024), flat roof (2018), A/C (2019), electric panel (2019), windows (2018), and water heater (2019). Features an open floor plan, updated kitchen with newer appliances overlooking the living area, two spacious bedrooms, and a versatile bonus room ideal as an office, playroom, pet room, or third bedroom with the addition of a closet. Enjoy the oversized fenced backyard with an open patio, large storage shed, newer rain gutters, generator quick connect, and additional storage in the oversized garage. Don’t miss this one!

1056 Tamarac Drive, Holiday
$240,000
2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv.
Wake Up on the Water, Every Single Day, coffee in hand, mist rising off Lake Conley, and a great blue heron gliding past your own dock. This isn't a vacation. It's Tuesday morning at 2228 Society Dr. This 2-bedroom waterfront home sits directly on Lake Conley with access out to Lake Nash, and it comes with the kind of backyard most people only dream about: a seawall, a private dock, and water views from nearly every angle. Cast a line before breakfast. Launch the kayak after lunch. Watch the sunset turn the lake gold before dinner. And here's the part buyers keep asking about. Yes, this home stayed high and dry through the 2024 hurricanes when most waterfront properties did not, offering real peace of mind in a waterfront property. Inside, the home has been thoughtfully updated for easy, comfortable living. No major projects waiting for you, just move in and start enjoying the lake life. And with no HOA, no CDD fees, and a no-money-down purchase option for eligible buyers, this one opens doors that other waterfront listings simply can't. Location? You're minutes from Anclote River Park, Key Vista Nature Park, Fred Howard Beach, the Tarpon Springs Sponge Docks, and New Port Richey's Main Street dining scene. Hop on US-19 and you've got Tampa International Airport and Florida's famed white sand Gulf beaches, including Honeymoon Island, Caladesi Island, and Clearwater Beach, all within easy striking distance. True lakefront, no fees, flexible financing, is definitely one you should see in person. Schedule your private showing today and see why this is the lake life you've been waiting for.

2228 Society Drive, Holiday
$245,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Homes SubDv.
Welcome to this beautifully updated 2-bedroom, 1-bath single-family home in the heart of Holiday, Florida, where timeless charm meets today's most desirable finishes. Offering 1,096 heated square feet and 1,782 total square feet under a metal roof, this move-in-ready home delivers exceptional value, comfort, and versatility. You can search for the address on YouTube to see a video of it. Imagine owning a single-family home with a monthly payment less than renting a room we will take care of your closing cost From the moment you arrive, you'll appreciate the inviting curb appeal and functional single-story design. Inside, an open-concept floor plan is filled with natural light and enhanced by elegant marble-look tile flooring throughout, with no carpet anywhere for easy maintenance and a sleek, modern appearance. The heart of the home is the stunning chef-inspired kitchen featuring solid wood cabinetry, luxurious quartz countertops, stainless steel appliances, designer lighting, and upscale finishes typically found in much higher-priced homes. The spacious living and dining areas create the perfect setting for entertaining guests or enjoying everyday family life. The private primary suite offers a relaxing retreat with a beautifully updated spa-inspired bathroom, while the split-bedroom layout provides comfort and privacy for family members, guests, or those working from home. One of this home's standout features is the converted attached garage, creating a generous bonus living area that can easily become a family room, game room, home office, fitness studio, media room, hobby space, or potential guest quarters. Buyers are encouraged to verify room dimensions, heated square footage, and permitting information. Step outside and discover endless possibilities. The screened porch and spacious backyard provide the perfect place to relax, entertain, or create your own outdoor paradise. Whether you envision weekend barbecues, a peaceful garden retreat, or an exciting play area, this property gives you the flexibility to make it your own. Plus, you'll enjoy the tranquil atmosphere of a nearby canal, adding to the Florida lifestyle you've been dreaming about. Best of all, there are *NO HOA fees*, which helps keep your monthly ownership costs low. Conveniently located just minutes from shopping, restaurants, parks, Gulf beaches, medical facilities, schools, and major highways, this home offers easy access to everything Pasco County has to offe r. Whether you're a first-time homebuyer, seasonal resident, investor, or someone looking to downsize without sacrificing quality, this exceptional home is a rare opportunity to own a beautifully updated property with luxury finishes at an affordable price. Schedule your private showing today and experience why this home is one you won't want to miss!

3806 Baden Drive, Holiday
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