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

  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

$215,000
2 Beds ⋅ 1 Baths ⋅ Beacon Square SubDv.
Short Sale. Opportunity awaits with this well-located property full of potential! Conveniently situated near shopping centers, banks, restaurants, gas stations, this home offers an excellent location with easy access to everyday conveniences. The property features a finished back porch area that can be utilized as a spacious third bedroom or private primary suite, complete with its own bathroom, closets, and separate entrance. This flexible layout also creates a great opportunity for rental income, guest accommodations, or a private in-law space. This home does require repairs and utilities are currently not active, making it an ideal option for buyers looking to customize, renovate, or add value. With the right vision, this property can become an excellent primary residence, rental property, or investment asset. Property is being sold as a short sale and is subject to lender approval, which has not yet been obtained. Investors and cash buyers may especially appreciate the upside potential and desirable location this property has.

3818 Moog Road, Holiday
$249,900
3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv.
Don't miss out on this opportunity! LOCATION! LOCATION! LOCATION! This home is located in beautiful Holiday Lakes Estates, Just minutes from the beautiful Tarpon Springs Sponge Docks, beaches, and Pinellas County Line. You will be delighted at the amount of space this home offers. There is ample room here with this 4 Bedroom, 2 bath home! Bring your pets, the backyard is fully fenced. Recently updated with hurricane rated windows in 2021 as well as HVAC 2021. Call Today!

3220 Coldwell Drive, Holiday
$799,000
Total of 1.4675 acres, 2 parcels of land. Owner will not sell properties individually. Nestled on the shimmering Anclote River in prime territory in Holiday, Florida. Situated on a waterway that leads out to the Gulf. Located on a coveted cul-de-sac, 200 feet of water frontage is retained by an existing seawall and encircled by trees for privacy. The property has direct views of a conservation island. ALL utilities including city water, power, and sewer are present. A myriad of possibilities are available including subdividing the land into three individual lots (each .48 acres) or retaining the parcel to accommodate a large, single-family home. Zoning permits a SFH structure or a duplex on each lot; one per lot if so desired. For investors or individuals, this prospect offers true flexibility and the chance to acquire a rare stretch in a market hungry for property to support new construction in well-positioned Pasco County. Minutes from: the sparkling Gulf, the culinary delights found in Tarpon Springs, all the retail you need on US Highway 19, and the multi-faceted Anclote River Park offering kayak/fishing access, picnic area, playground, 24/7 boat ramps, recreational courts and more! This nuanced investment suits numerous objectives. Buyer to verify all dimensions, lot sizes, zoning, permitting, leasing restrictions etc.

Flotilla, Holiday
$258,000
3 Beds ⋅ 3 Baths ⋅ Townes/Darlington SubDv.
This contemporary two-story townhome enjoys a free-flowing layout among the main-floor kitchen, Great Room and covered patio. The top floor features the spacious owner’s suite, two secondary bedrooms and a versatile loft space perfect as a home office or additional shared living area. This home also has an extensive water softening system. This beautiful sought after community is completely sold out come see this home it will be gone fast!!!

5122 Forum Boulevard, Holiday
$120,000
2 Beds ⋅ 2 Baths ⋅ Tiki Village Mhp Condo SubDv.
Welcome to Florida living at its finest in the gated 55+ community of Tiki Village, where you own your land and are able to enjoy a lifestyle that’s both relaxed and affordable. This pet-friendly neighborhood offers a rare opportunity with a low HOA of just $400 per year.  As you arrive, you’re welcomed by a well-maintained home featuring two bedrooms, two bathrooms, and a spacious carport providing covered parking. Stepping inside, laminate flooring guides you throughout the main living spaces, creating a layout that flows easily from the living area into the dining space. A built-in hutch adds both charm and practical storage off the kitchen. Just beyond, a sunlit enclosed bonus room offers additional square footage, perfect for a sitting area, hobby space, or home office. The owner’s suite is comfortably sized with double closets and a private en-suite bathroom featuring an updated vanity and a glass door walk-in shower. The second bedroom is equally functional with double closets and built-in drawers, while the second bathroom offers a tub and shower combination for guests. Ceiling fans in both bedrooms enhance everyday comfort, while energy-efficient windows installed in 2020, help to lower energy costs year-round. The on-site laundry area includes a newer washer and dryer conveniently located in the attached storage room. Step outside and you’ll find your own private backyard oasis, complete with low-maintenance landscaping and mature trees that provide a sense of privacy that’s hard to come by at this price point. Residents also have the option to join the nearby TAT Civic Association, which offers access to a pool, RV and boat storage, social events, fitness classes, a food pantry, and rentable community spaces, creating a lifestyle that feels as active or as laid-back as you want it to be. Living here places you just minutes from the Gulf, where weekends can be spent fishing, boating, or simply catching those iconic Florida sunsets. Nearby Tarpon Springs Sponge Docks bring a unique coastal charm with waterfront dining, shops, and rich Greek culture, while outdoor favorites like Anclote River Park and Key Vista Nature Park offer easy access to beaches, trails, and scenic views. Plus, the Pinellas Trail is just a short drive away for biking, walking, and enjoying the Florida sunshine. This is the kind of place where you can truly settle in, slow down, and enjoy everything that makes Gulf Coast living so special without the premium price tag. New AC September 2026. Schedule your showing today!

3632 Tiki Drive, Holiday
$234,900
3 Beds ⋅ 2 Baths ⋅ Lullaby Gardens Add SubDv.
Move-in ready three-bedroom, two-bathroom home in the Lullaby Gardens neighborhood. This residence features an inviting interior highlighted by tall ceilings in the living room, creating an airy and spacious atmosphere. The updated kitchen is a standout, boasting granite countertops and modern stainless steel appliances. The layout offers a perfect blend of comfort and functionality, extending to a private, fully fenced backyard that provides a secure space for outdoor activities. Conveniently located just miles from multiple Gulf beaches and the famous Sponge Docks, this home is perfectly positioned for enjoying local dining, shopping, and entertainment. With its prime location and move-in ready condition, this home is ideal for enjoying the best of coastal Florida living. Schedule your private showing today!

4113 Kibler Lane, Holiday
$250,000
3 Beds ⋅ 3 Baths ⋅ Anclote Square SubDv.
Short Sale. BANK-APPROVED SHORT SALE AT $260,000. APPROVAL ALREADY OBTAINED—BRING YOUR OFFER. Larger lot with a peaceful green-space view, covered patio and no rear neighbors.Welcome to your dream home at 3138 Victoria Inlet Drive, a stunning townhouse that combines modern elegance with practical living. Built in 2022, this like-new property is designed for those who appreciate quality and convenience in equal measure. a Spread across 1,440 square feet, this townhouse features 3 bedrooms and 2.5 bathrooms, offering ample space for relaxation and entertainment. The heart of the home is undoubtedly its kitchen, boasting stone countertops, a central island perfect for meal prep or casual dining, and a pantry for all your storage needs. Step outside to the covered patio and enjoy serene views of the surrounding green space—a perfect backdrop for morning coffees or evening unwinding. The master bedroom, located on the second floor, is a true retreat, featuring an adjacent full bath with dual sinks and a generous walk-in closet, ensuring privacy and comfort. The other 2 bedrooms, located on the second floor as well, share a full bath. The inclusion of a second-floor laundry area, complete with washer and dryer, adds an extra layer of convenience to everyday living. No carrying laundry baskets up and down stairs here! Situated on a quiet cul-de-sac, this townhouse includes a one-car garage and offers the possibility to purchase furnishings, making your move seamless. Its location is ideal for families or professionals alike, with schools and shopping centers nearby. Tarpon Springs, with its rich cultural heritage, is just a short drive away. Low HOA dues include exterior maintenance, cable television, high-speed internet, with no CDD fee. NON-FLOOD zone X means NO FLOOD INSURANCE! Don't miss the opportunity to make 3138 Victoria Inlet Drive your new address. This property promises a blend of style, comfort, and convenience that's hard to find. Schedule your viewing today and step into a home where every detail is designed with you in mind. Seller has approval for 10' x 10' patio pad. PRICE APPROVED BY BANK

3138 Victoria Inlet Drive, Holiday
$160,000
2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv.
Welcome to this well-maintained 2 bedroom, 2 bath condominium in the coastal community of Holiday, offering comfort, convenience, and peaceful living along Florida’s Gulf Coast. Flood insurance is not required because located in zone X500. This single-level home features a functional kitchen with appliances and ample counter space, flowing into comfortable living areas designed for easy everyday living. Major updates include a 2020 HVAC system, 2021 hot water heater, and hurricane-impact windows for added peace of mind and efficiency. Two standout features of this unit is its prime setting overlooking a tranquil lake, offering relaxing water views and added privacy. Unlike other units in the community that back to a busy road or have upstairs neighbors, this single-story layout provides a quieter, more desirable living experience with no one above you. Second, there are guest spots easily accessible along with a carport for the owner to park just outside the front door! This Condo is 1,318 SqFT, but if you add in the Florida Room’s SqFT you have 1,542 SqFT of Entertainment Space making the price point of this unit a RARITY! The purchase of the home includes all furnishings and household items, making it truly move-in ready and ideal as a primary residence, seasonal retreat, or investment property. Residents enjoy nearby access to beautiful outdoor destinations such as Anclote River Park and the stunning beaches of Anclote Key Preserve State Park, as well as the charming waterfront dining and cultural experiences in Tarpon Springs. With its combination of updates, furnishings, lake views, and desirable layout, this condo offers an exceptional opportunity to enjoy relaxed Florida living at its best.

3801 Sailmaker Lane, Holiday
$239,900
3 Beds ⋅ 2 Baths ⋅ Holiday Gardens SubDv.
Virtually Staged. Short Sale. Price reduced! Move-in ready 3-bedroom, 2-bath home offering 1,392 sq ft of comfortable living space in Holiday. This well-maintained property features tile flooring throughout, providing both durability and easy maintenance. The functional layout offers spacious living areas and a seamless flow, ideal for everyday living and entertaining. Enjoy the outdoors with a fully fenced yard, perfect for pets, gatherings, or added privacy, along with a large shed for extra storage. Located outside of a flood zone and with no HOA, this home provides added peace of mind and flexibility. Conveniently situated near US-19 with easy access to Fred Howard Park Beach, as well as shopping, dining, schools, and local parks. A great opportunity for homeowners or investors alike. Schedule your showing today.

5344 Nancy Lane, Holiday
$235,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Don’t miss this beautifully updated corner-lot home with serene pond views. Featuring a newer roof (2022) and a new HVAC system (2023), this property offers peace of mind along with modern upgrades throughout. Inside, the home has been fully remodeled with a brand-new kitchen, updated bathrooms, and all-new flooring. The layout includes two spacious bedrooms and two full bathrooms, along with multiple living spaces—perfect for both relaxing and entertaining. Enjoy a welcoming living room, a separate family room, and a large Florida room that provides additional space to unwind while taking in the peaceful surroundings. Additional highlights include a one-car garage and a desirable corner location that enhances both privacy and curb appeal.

3507 Landale Drive, Holiday
$210,000
2 Beds ⋅ 1 Baths ⋅ Tahitian Dev Sub SubDv.
Welcome to waterfront living on beautiful Lake Conley! This well-maintained 2-bedroom, 1-bathroom single-family home offers a comfortable, move-in-ready retreat in the coastal community of Holiday. Situated directly on Lake Conley, the home features a desirable north-facing orientation and a solid concrete seawall that provides a peaceful waterfront setting to enjoy right from your own property. Inside, the kitchen offers stainless steel appliances and granite countertops, combining style and functionality for everyday living and entertaining. Adding even more value and peace of mind, a new roof and new HVAC system will be installed prior to closing, giving the next owner two significant home improvements from day one. The property is also connected to municipal water and sewer—NO SEPTIC system to maintain. Beyond the waterfront lifestyle at home, you'll be just minutes from Anclote River Park for boating, fishing, and Gulf sunsets, with easy access to Anclote Key Preserve State Park and the beaches of the Gulf. Shopping, dining, and the distinctive restaurants, waterfront, and culture of Tarpon Springs are also just a short drive away. With Lake Conley waterfrontage, municipal water and sewer, a new roof, new HVAC, and a convenient coastal location, this home offers an appealing combination of lifestyle, value, and low-maintenance Florida living. I’d recommend leading with the **Lake Conley waterfront** rather than simply calling it a “waterfront home.” Naming the lake makes the feature more tangible and differentiates the property in MLS searches and buyer marketing.

3510 Wilson Drive, Holiday
$300,000
3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv.
Just reduced 8/9 - We are best value and price in the area! Experience the best of coastal living in this spacious, low-maintenance villa just minutes from charming downtown Tarpon Springs. High and dry in Flood Zone X - No Flood insurance required. Offering 1,876 square feet of thoughtfully designed space, this 3-bedroom plus den, 2-bath home plus a versatile den/office delivers the comfort and flexibility of a single-family residence—without the upkeep. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an inviting space perfect for entertaining or relaxing at home. The kitchen stands out with 42" maple cabinetry, gleaming granite countertops, and ample workspace and storage to meet all your needs. Retreat to the expansive primary suite, complete with a spa-like ensuite bath featuring dual vanities, a soaking tub, walk-in shower, and a generously sized walk-in closet. Additional highlights include a full-size laundry room with utility sink and shelving, a 2-car garage ideal for vehicles, beach gear, and recreational equipment, and a screened porch—perfect for enjoying morning coffee or evening breezes year-round. Located in a beautifully maintained community, the HOA covers lawn care, exterior painting, internet, cable, and trash ...freeing you to fully enjoy the Florida lifestyle. Spend sunny days at the community pool and recreation area, or head just minutes away to the Gulf and Anclote River Park, known for its 300-foot beach, convenient boat launch, designated fishing areas, and scenic picnic pavilion. This home offers endless opportunities for outdoor enjoyment. Situated in a no flood zone and close to top-rated schools, it combines peace of mind with a prime location. Live where comfort meets convenience and every day feels like a vacation.

1027 Orca Court, Holiday
Start Your Search