Explore Homes for Sale in Holiday, FL

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

Advanced Search Market Reports Home Value Connect

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.

Search Holiday, FL by Lifestyle

Search Holiday, FL by Price

Search Holiday, FL by Bedrooms

Search Holiday, FL by Bathrooms

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 ⋅ Orangewood Village SubDv.

Welcome to this charming 2-bedroom, 1-bathroom single-story residence perfectly situated in the heart of Holiday! Offering a highly efficient and cozy 816 heated sq. ft. of living space, this solid concrete-block home features low-maintenance tile and wood-plank flooring throughout. Step outside to your private, fully fenced backyard—an ideal space for pets, gardening, or weekend BBQs. Additional highlights include a convenient attached 1-car garage and an indoor laundry area. BEST OF ALL: No HOA and No CDD fees! Located just minutes from US-19, local shopping, dining, parks, and a short drive to beautiful Gulf beaches. Schedule your private tour today and grab your slice of the Florida lifestyle!

2412 Arcadia Road, Holiday

2 Beds ⋅ 2 Baths ⋅ Buena Vista Manor SubDv.

Welcome to this 2 bedroom 2 bathroom home in the desirable community of Buena Vista. Updated kitchen wish granite countertops. Spacious living room dining area combination with a wonderful lanai up front to enjoy your time a greet neighbors. Large storages area and a wonderful screened sitting area to the right of the home. Indoor laundry. Fully furnished and all appliances stay. Clubhouse with a calendar fll of activities and a pool plus so much more. Turnkey and ready to move in with all amentias close by. Shopping, groceries, restaurants within minutes. Make this your next home.

Holiday

2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv.

**Waterfront Living • Fully Furnished • Proven 5-Star Short-Term Rental** Whether you're searching for your own waterfront retreat or a turnkey investment opportunity, this beautifully maintained **2-bedroom, 2-bath** home offers the best of both worlds. Being offered **fully furnished (with the exception of artwork and some pieces, list attached) this waterfront gem has operated as a **successful 5-star short-term rental** with a proven rental history, making it an exceptional opportunity for investors while also serving as the perfect full-time residence, seasonal getaway, or vacation home. Buyer should verify local short-term rental regulations and future rental requirements. Inside, you'll find a bright, welcoming interior filled with vibrant coastal colors that perfectly complement the Florida lifestyle. The spacious **waterfront sunroom** provides panoramic canal views and is the perfect place to enjoy your morning coffee, curl up with a good book, or unwind while taking in the shimmering sunset reflections across the water. Step outside into your own tropical waterfront oasis where mature landscaping creates a peaceful, private setting ideal for entertaining family and friends or simply relaxing in the beauty of Florida's waterfront lifestyle. **Looking to maximize the waterfront lifestyle?** Nearby homeowners have enhanced their properties with private fishing docks, offering future owners the opportunity to explore adding their own private dock for fishing, kayaking, paddleboarding, or boating enjoyment (subject to buyer verification, permitting, and local regulations). Major improvements provide added value and peace of mind, including: New Roof(2019), Electrical Updated (2015), New Windows (2022), New A/C System (2023) Move right in or begin generating rental income from day one with this beautifully furnished waterfront property. Whether your dream is peaceful waterfront living or owning a proven income-producing investment, this exceptional home delivers comfort, charm, and endless possibilities. **Come experience the tranquility, beauty, and lifestyle that make waterfront living so special.

4114 Sunray Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Welcome to this stunning BRAND NEW CONSTRUCTION home built in 2026! located at 4250 Oak Bluff, Holiday, FL. This modern 3-bedroom, 2-bathroom residence offers contemporary style, thoughtful design, and exceptional value with no HOA and no CDD fees. The open-concept floor plan features soaring high ceilings, creating a bright and spacious atmosphere throughout the home. The modern kitchen is equipped with brand-new stainless steel appliances and flows seamlessly into the living and dining areas, making it perfect for everyday living and entertaining. Additional highlights include a 2-car garage, a brand-new concrete driveway, and a newly landscaped yard with fresh grass. Located in a non-flood zone, this home offers peace of mind along with the benefits of new construction. Don't miss the opportunity to make this beautiful modern home yours!

4250 Oak Bluff Avenue, Holiday

2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv.

5334 Casino Dr., Holiday, FL 34690 – Welcome home to this charming and move-in-ready 2-bedroom, 1.5-bath, 1-car garage residence offering the perfect combination of comfort, convenience, and value. Whether you’re a first-time homebuyer, downsizing, or searching for an excellent investment opportunity, this well-maintained home is sure to impress. Inside, you’ll find an updated kitchen featuring modern finishes, ample cabinetry, and durable tile flooring in kitchen and bath for easy maintenance. The thoughtfully designed floor plan offers both a formal living room and a spacious family room, providing plenty of space for relaxing, entertaining, or gathering with family and friends. The generously sized bedrooms offer comfortable retreats, while the updated full bathroom adds a fresh, contemporary touch. Additional peace of mind comes with a 2018 roof and 2021 water heater. Step outside to enjoy a low-maintenance yard with room for gardening, pets, or simply soaking up Florida’s beautiful sunshine. Conveniently located in the heart of Holiday, this home is just minutes from US-19, making commuting throughout Pasco and Pinellas Counties a breeze. You’ll enjoy easy access to shopping centers, restaurants, grocery stores, medical facilities, parks, schools, and everyday conveniences. Outdoor enthusiasts will appreciate being only a short drive from the Anclote River Park, Anclote Gulf Park, Key Vista Nature Park, and the world-famous Tarpon Springs Sponge Docks, where you can enjoy waterfront dining, shopping, and entertainment. Beautiful Gulf Coast beaches, including Sunset Beach, Howard Park Beach, and Fred Howard Park, are all within easy reach, making it simple to enjoy boating, fishing, kayaking, swimming, or watching breathtaking Florida sunsets. Offering an unbeatable location, major mechanical updates, and a functional floor plan, this home is an excellent opportunity for first-time buyers, small families, seasonal residents, or anyone looking to enjoy the Florida lifestyle at an affordable price. Don’t miss your chance to make this wonderful property your new home!

5334 Casino Drive, Holiday

4 Beds ⋅ 3 Baths ⋅ Aloha Gardens SubDv.

Updated Move-In Ready Gem with No HOA/CDD Near the Coast! Welcome to this beautifully updated, 1,720+ gross sq ft single-family residence, perfectly designed for first-time buyers, growing families, or savvy investors looking for strong rental income potential. From the moment you step inside, you will love the bright, open-concept living and dining layout—ideal for daily living and easy entertaining. The modern kitchen is a standout feature, beautifully appointed with high-end solid wood cabinets, elegant quartz countertops, and premium stainless steel appliances. This highly unique layout features 3 spacious bedrooms and 3 full bathrooms, including two private primary suites equipped with their own walk-in showers. Need a dedicated home office, creative studio, or a small 4th bedroom? The flexible bonus room offers the exact layout customization your lifestyle demands. Enjoy years of worry-free ownership with all major mechanical components recently updated:New Roof (Installed 2020)New Central A/C (Installed 2020)Energy-Efficient Water Heater (Installed 2019)Unbeatable Location & Coastal Lifestyle:Perfectly situated in the peaceful Aloha Gardens community of Holiday, this property places you right in the heart of Florida’s booming Gulf Coast lifestyle. You are located just minutes from major commuting arteries like US Highway 19, making travel across Pinellas, Pasco, and Hillsborough counties completely seamless. Spend your weekends exploring premium coastal destinations including Anclote River Park, Fred Howard Park beach, and the world-famous Tarpon Springs Sponge Docks for amazing waterfront dining and shopping. Best of all, with absolutely NO HOA and NO CDD restrictions, you enjoy total financial freedom, lower monthly holding costs, and plenty of space to park your boat, trailer, or recreational vehicles right on your property!Property is being sold strictly AS-IS for the seller’s convenience, ensuring a smooth, fast, and transparent closing process. Don't miss out on this incredible coastal value schedule your private tour today!

3424 Truman Drive, Holiday

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

2 Beds ⋅ 1 Baths ⋅ Beacon Square SubDv.

Beautiful 2 bed 1 bath 1 car garage house. Nice large living room. Good sized kitchen with plenty of cabinets for extra storage. Near to many amenities including schools, shopping centers, restaurants and much more

3331 Clydesdale Drive, Holiday

2 Beds ⋅ 1 Baths ⋅ Holiday Lakes West SubDv.

Welcome to this 2 bedroom, 1 bath, 2 car garage home located in Holiday Lakes West. Both bedrooms are roomy in size and the bathroom has been completely updated featuring a tiled walk-in shower and brand new vanity. The covered patio features a huge concrete slab perfect for grilling or entertaining. The fully fenced yard backs up to no rear neighbors, offering added privacy. The home is also equipped with a transfer switch for easy generator hookup, perfect peace of mind during storm season. Conveniently located near many shops, restaurants, and a Publix grocery store. Only 1.5 miles to beautiful downtown New Port Richey, a historic Rivertown community in north Tampa Bay with award-winning restaurants, shops, bars, and breweries. Natural amenities like Sims Park, the Cotee River, and James E. Grey Preserve are waiting to be explored. 6 miles to the Famous Tarpon Springs Sponge Docks and only 22 miles to Tampa International Airport. Enjoy everything Tampa Bay has to offer — TOP US BEACHES, boating, fishing, golfing, cultural entertainment, and museums...and of course beautiful year-round weather! NO CDD, NO HOA FEES, NO FLOOD INSURANCE.

1310 Mandarin Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ La Villa Gardens SubDv.

Welcome home to this IMMACULATELY MAINTAINED gem in the heart of Holiday! This move-in ready home offers 2 HUGE bedrooms, 2 full bathrooms, and a 2-car garage. Inside, you'll find both a comfortable living room AND a versatile family room/flex space that can easily be converted into a third bedroom, home office, or playroom with the addition of two stylish sliding barn doors. The kitchen has an eat-in area and the home also offers a separate dining room too. A screened in back porch completes the home. Major updates provide peace of mind, including a 2020 shingle roof, 2023 flat roof, 2016 HVAC system, and replacement windows throughout. Timeless 16" tile flooring flows through the main living areas and primary bedroom, while the guest bedroom features warm, comfortable carpeting. This exceptionally clean home is truly MOVE-IN READY and offers the flexibility today's buyers are looking for! Whether you're a first-time homebuyer, downsizing, or looking for a seasonal Florida home, this property checks all the boxes with its flexible layout, excellent condition, and desirable location near shopping, restaurants, parks, medical facilities, beaches, and the Gulf of Mexico. Don't miss your opportunity to own this great Holiday home!

5617 Canosa Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Welcome home to this charming, move-in ready corner-lot property that serves as the perfect starter home. Situated just two miles from the Gulf and minutes away from local shopping and medical facilities, this residence offers an exceptional coastal lifestyle. The interior features a newly updated kitchen complete with solid wood cabinets, beautiful Corian countertops, alongside a fully modernized bathroom. High-end finishes run throughout, showcasing brand-new porcelain tile in the main living areas and durable waterproof laminate flooring in the bedrooms. A versatile bonus space at the rear of the home easily configures into a third bedroom or private home office. Outside, the expansive, fully fenced backyard provides ultimate privacy on its corner lot and includes a large storage shed that conveys with the sale. With peace-of-mind upgrades including a newer roof (2018/2024), this absolute must-see is entirely ready for its next owner—schedule your private tour today!

3243 Bayport Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Come and see this move-in ready three-bedroom, two-bathroom home with a one-car garage in the Beacon Square neighborhood. This west-facing home features a functional open-concept layout that flows seamlessly with luxury vinyl plank (LVP) flooring throughout. The kitchen is updated with solid surface countertops and stainless steel appliances. The primary suite includes an attached primary bathroom for added convenience. Step outside to enjoy a private, fully fenced-in backyard. Ideally located, this property offers quick access to area beaches and the historic sponge docks of Tarpon Springs. You will also find local schools, parks, shopping, and dining nearby. Schedule your private showing today!

3750 Lighthouse Way, Holiday

Start Your Search

Prev
1
2
3
...
25
of 25
Next