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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

4601 Eastwood Lane, Holiday
$274,900
3 Beds ⋅ 2 Baths ⋅ Eastwood Acres SubDv.
Virtually Staged. Fully Remodeled Move In ready 3 beds 2 baths 1 car garage home in the heart of Holiday, FL. Walk into a spacious and bright living room area. Open concept split plan with two bedrooms on one side and master ensuite on other side. House features a brand new kitchen with granite counter top, brand new stainless steel appliances. Both bathrooms have been fully remodeled with new tub or shower, new vanities and new commodes. Entire house flooring has been upgraded to luxury vinyl plank flooring that is scratch and water resistant for easy and quick maintenance. Large fenced in yard that is perfect for pets and for entertaining, features a storage shed to store equipment, decor and more. House is located close to major highways and roads, close to all amenities, grocery stores. It is short drive to Florida's best beaches and Tampa International Airport or St. Pete/Clearwater airport. Some Photos were virtually staged/ enhanced. This one has it all, Book a showing today!!

4601 Eastwood Lane, Holiday
3543 Wiltshire Drive, Holiday
$215,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
**Charming Home in Beacon Square – Great Potential!** Looking for the perfect starter home or your forever home? This 2-bedroom, 1.5-bath home located in the desirable Beacon Square community of Holiday, Florida, is full of potential! Featuring an oversized garage and needing just a little TLC, this home is a wonderful opportunity to make it your own and add your personal touch. Major updates include the **roof, gutters, meter box, and electrical panel, all replaced in 2016**. Conveniently located near beautiful Gulf Coast beaches, shopping, dining, and everyday essentials, this property offers a great location and plenty of possibilities. Whether you're a first-time homebuyer or looking for a place to call home for years to come, this is an opportunity you won't want to miss!

3543 Wiltshire Drive, Holiday
3448 Springfield Drive, Holiday
$170,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
CALLING ALL INVESTORS. THIS PROPERTY IS A FIX AND FLIP OR USE AS A RENTAL. GREAT POTENTIAL HERE, LARGE SQUARE FOOTAGE, THIS CAN EASLY BE MADE INTO A 3 BEDROOM, 2 BATH, 1 CAR GARAGE, PROPERTY SITS ON A CORNER LOT AND HAS A CIRCULAR DRIVE WITH PLENTY OF PARKING.

3448 Springfield Drive, Holiday
3222 Masonville Loop, Holiday
$185,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Virtually Staged. RENOVATION OPPORTUNITY IN HOLIDAY! NO FLOOD INSURANCE REQUIRED! This 2-bedroom, 2-bath concrete block home offers 1,249 square feet of living space on a corner lot in Beacon Square. Primary bedroom has ensuite bath and walk in closet. Several important improvements have already been made, including a new roof, fascia and gutters in 2022, windows 2015, water heater 2022, HVAC system 2016 and electrical panel 2016. All the expensive work is already done! The home also has a new hurricane rated garage door and opener. The home needs an interior renovation, offering an opportunity to update and customize the property. An attached garage provides additional space. The property is being sold strictly AS IS, with all contents and abandoned belongings remaining. Schedule your showing to explore the possibilities. Some photos are virtually staged.

3222 Masonville Loop, Holiday
3087 Jackson Drive, Holiday
$549,000
4 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv.
Discover this newly constructed 4 bedroom, 2 bathroom lakefront home in Holiday, Florida, situated on a spacious lot along a quiet dead end road. Offering 1,787 square feet of living space and 2,572 square feet of total construction, this home features an open floor plan with a large great room, creating a comfortable space for everyday living and entertaining. The modern kitchen includes quartz countertops and stainless steel appliances, while both bathrooms feature quartz countertops. Luxury vinyl flooring throughout provides a clean, cohesive look with easy maintenance. Additional features include impact resistant windows, a dedicated indoor laundry room, and a spacious 2 car garage. Enjoy beautiful views of the private lake from the covered lanai, with a small private dock and plenty of outdoor space for relaxing or entertaining. A covered front porch adds another welcoming outdoor space. Conveniently located in Pasco County near the Gulf of Mexico, Tarpon Springs, New Port Richey, Anclote River Park, Key Vista Nature Park, shopping, dining, boating, and fishing. This property combines modern new construction, private lakefront living, and convenient access to Florida's Gulf Coast.

3087 Jackson Drive, Holiday
3138 Bluff Boulevard, Holiday
$649,000
2 Beds ⋅ 3 Baths ⋅ Baileys Bluff Estates SubDv.
GULF ACCESS AND AN OVERSIZED, ELEVATED WATERFRONT LOT IN BAILEYS BLUFF ESTATES! Discover waterfront living in Baileys Bluff Estates, a coastal community known for boating, fishing, and a relaxed Florida lifestyle. Set on an impressive 0.40-acre waterfront lot, this property features a residence positioned on the lot’s highest point, along with a seawall, existing dock, and space for a potential boat lift. The distinctive multi-level design takes advantage of the property’s natural elevation. The main living area offers comfortable living spaces, while the former lower-level garage has been converted into a flexible space with bathroom, spacious recreation room, and laundry area—ideal for guests, entertaining. This lower level got 4" of water during hurricane Helene. The expansive lot provides room to create a tropical retreat, outdoor entertaining area, or peaceful waterfront escape. Shopping, dining, beaches, a recreation center, and numerous parks are just a short drive away. THE REAL VALUE IS THE LOCATION! BRING YOUR BOAT AND MAKE YOUR WATERFRONT DREAMS A REALITY!

3138 Bluff Boulevard, Holiday
3421 Hampshire Drive, Holiday
$144,900
2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv.
# 3421 HOLIDAY – HOME FOR SALE **Comfortable Florida Living in a Beautiful Community!** Welcome to this lovely 33-year-old home in Tanglewood Mobile Village, a clean, peaceful, and well-maintained 55+ community in Pasco County, Florida. Built in 1993, this inviting home offers a comfortable and enjoyable living environment. Beautiful cathedral ceilings create a spacious, open, and airy atmosphere. The home is mostly furnished, making it easy to settle in and enjoy your new surroundings. The interior features sheet rock walls, comfortable living and dining areas and a well-equipped kitchen with a refrigerator, microwave, electric stove, dishwasher, and freezer. A washer and dryer are also included. Central heating and air conditioning, along with ceiling fans, help keep the home comfortable throughout the year. Everything is in good working condition, and the home has been a pleasant place to live. Tanglewood Mobile Village offers a welcoming community atmosphere, with a clubhouse and community swimming pool. The community is clean, attractive, and well maintained, providing a wonderful setting to enjoy the Florida lifestyle. Conveniently located near US-19, the property is close to shopping, restaurants, and everyday services. **Home Highlights** - Built in 1993 - Beautiful cathedral ceilings - Mostly furnished - Central heating and air conditioning - Kitchen appliances, washer, and dryer included - Clean, well-maintained 55+ community - Clubhouse and community swimming pool - Convenient location near shopping and services - **Property sold AS IS** Come and enjoy comfortable Florida living in a community you'll be happy to call home!

3421 Hampshire Drive, Holiday
3549 Rockaway Drive, Holiday
$399,900
5 Beds ⋅ 3 Baths ⋅ Beacon Square SubDv.
Stunning Move-In Ready 5BR/3BA Home with Private In-Law Suite and Solar Panel System Fylly paid off! Features a private-entry 1BR/1BA in-law suite with living room and kitchen, ideal for rental income or multi-generational living. Enjoy new flooring throughout, and recently updated roof and A/C, plus hurricane-rated doors and garage door. No HOA, No CDD, and conveniently located near shopping, dining, parks, and the Coastal Anclote Trail. Don't miss this incredible opportunity!

3549 Rockaway Drive, Holiday
2123 Bayou Drive, Holiday
$579,900
3 Beds ⋅ 2 Baths ⋅ Baileys Bluff Estates SubDv.
Waterfront living with Gulf access in Holiday. This 3-bedroom, 2-bathroom pool home at 2123 Bayou Dr sits on a saltwater canal with a private dock and seawall. It has 1,962 square feet of living space and a backyard made for the Florida boating lifestyle. Inside, the comfortable layout gives you room to spread out, with bright living areas for everyday living and hosting friends and family. The primary suite has its own private bath, and the two other bedrooms work well for guests, a home office, or hobbies. Step outside to your private pool overlooking the canal, the perfect spot to unwind and catch the breeze off the water. Tie up at your own dock, protected by a seawall, and cruise straight out to the Gulf of Mexico for fishing, sandbar days, and sunset rides. Boaters, kayakers, and anglers will love having the water right at their back door. You're minutes from Key Vista Nature Park, Anclote River Park, Gulf beaches, the historic Tarpon Springs Sponge Docks, and the shopping and dining along US-19. Clearwater, Tampa, and Tampa International Airport are an easy drive. Saltwater canal homes with a pool, dock, and Gulf access are hard to find. Schedule your private showing today.

2123 Bayou Drive, Holiday
Bluff Boulevard, Holiday
$635,000
Bailey's Bluff Estates Unit 1 SubDv.
GULF-FRONT OPPORTUNITY IN BEAUTIFUL BAILEY'S BLUFF! Rare opportunity to build your dream waterfront estate directly on the Gulf in the desirable Bailey's Bluff subdivision of Holiday, Florida. This 85x293 Gulf-front lot offers breathtaking, long-range views of Anclote Island and the open waters of the Gulf. Featuring an impressive 80 feet of seawall, this exceptional homesite is surrounded by distinguished gulf front properties ranging from approximately $760,000 to $2.8 million. Imagine designing a custom coastal residence that captures spectacular sunsets, panoramic water views, and the beauty of Florida's Gulf Coast. An outstanding opportunity to secure a premier waterfront location and create a truly extraordinary home in an established luxury neighborhood. Bring your vision and make the Florida waterfront lifestyle yours!

Bluff Boulevard, Holiday
3518 Chauncy Road, Holiday
$239,900
3 Beds ⋅ 1 Baths ⋅ Aloha Gardens SubDv.
Welcome this beautifully updated 3 bedroom, 1 bath Dream home in Aloha Gardens. Open floor plan, many updates! New AC in 2026! Fresh Paint, Updated Kitchen and bathroom, and much more!!!!! Beautiful Lifelock wood look flooring and custom ceramic tile flooring. The cook in your house will appreciate the spacious kitchen featuring all wood cabinets custom granite countertops as well as a brand new appliance package. The open floor plan and Private backyard make this home great for entertaining. Great curb appeal and beautiful interior make this home move in ready! This property is conveniently located near Anclote River Boat Ramp, Sims Park, Aloha Gardens Park, Key Vista Nature Park, as well as local shopping and dining. Don't miss out on this opportunity, schedule an appointment today!

3518 Chauncy Road, Holiday
4365 Tahitian Gardens Circle Unit E, Holiday
$115,000
2 Beds ⋅ 1 Baths ⋅ Tahitian Gardens Condo SubDv.
CORNER UNIT with a private location! 2-bedroom condo in Tahitian Gardens, a GATED 55+ community. This corner unit features oversized living room windows, private kitchen area that can be closed off from the rest of the unit, newer luxury vinyl wood floors, newer hot water tank (2023). Included is a washer/dryer for your convenience. This unit would make a great year-round home or winter retreat. Tahitian Gardens has many activities including shuffleboard, arts and crafts, a bicycling club, bingo, dominoes, cards and more. Take a walk around the beautiful lake or sit on one of the many benches and enjoy watching the wildlife. You can also spend time relaxing in the large, heated swimming pool or play pool in the club house. Easy access to shopping, dining, and public transportation. Walking distance to CVS, Walgreens and Aldi. Located off US 19 in Holiday, FL with quick access to the Gulf of Mexico beaches, Tampa, Clearwater and St. Pete are less than an hour drive. Low down payment financing available to qualified individuals. Leased through 1/14/2027.

4365 Tahitian Gardens Circle Unit E, Holiday
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