Holiday Homes with River Front Frontage

Holiday Homes with River Front Frontage

Welcome to Holiday, Florida—a hidden gem nestled in the heart of Pasco County, where the sun-drenched landscapes meet the tranquil waters of the Gulf Coast. This charming community offers a unique blend of suburban comfort and vibrant waterfront living, making it an ideal destination for families, retirees, and everyone in between.

One of the standout features of Holiday is its stunning homes with riverfront frontage. Imagine waking up each morning to the gentle sounds of flowing water and the picturesque views of lush greenery right outside your window. These properties not only provide an idyllic setting for relaxation but also offer direct access to the river, perfect for fishing, kayaking, or simply enjoying a peaceful day on the water.

Holiday boasts a variety of outdoor recreational opportunities, with nearby parks and nature trails that invite you to explore the beauty of Florida’s natural landscapes. The community is also known for its friendly atmosphere, making it easy to connect with neighbors and enjoy local events throughout the year.

Conveniently located just a short drive from the bustling cities of Tampa and St. Petersburg, Holiday offers residents the perfect balance of serene living and urban accessibility. With its rich history, vibrant culture, and stunning riverfront properties, Holiday, FL, is not just a place to live—it's a lifestyle waiting to be embraced. Come discover your dream home in this enchanting community, where every day feels like a vacation!

Newest Holiday Homes with River Front Frontage

5410 Flora Avenue, Holiday
$359,900
2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Waterfront living with Gulf access in Holiday! This charming one-story concrete block home offers 2 bedrooms, 2 baths and 1,356 square feet of heated living space, ideally positioned on approximately 60 feet of frontage along the Anclote River. For boating and outdoor enthusiasts, the property features a new seawall, composite waterfront deck, dock with boat lift, and a separate floating dock perfect for jet skis, kayaks and paddle boards. The spacious screened-in lanai, finished with brick pavers, creates an inviting outdoor setting for relaxing, entertaining and taking in the ever-changing river views. Watch for dolphins, manatees and native birds, with beautiful sunsets providing an especially memorable backdrop. Inside, the home offers an updated kitchen with granite countertops, wood cabinetry and stainless-steel appliances, along with updated bathrooms and tile flooring throughout. A Florida room extends the living space, while a smaller screened lanai off the primary bedroom provides another peaceful spot to enjoy the outdoors. The roof was replaced in 2019. Conveniently located near Anclote River Park, Anclote Gulf Park, Key Vista Nature Park and Howard Park Beach, with easy access to Tarpon Springs, the historic Sponge Docks, shopping, restaurants and US-19. Whether you're looking for a full-time Florida residence, a second home or a waterfront retreat, this property offers an opportunity to enjoy the boating, fishing, nature and outdoor lifestyle that makes Florida waterfront living so appealing. Schedule your private showing today and experience the waterfront lifestyle for yourself.

5410 Flora Avenue, Holiday
1117 Rushmore Drive, Holiday
$399,000
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to this Amazing Waterfront 3-bedroom, 2-bathroom residence, complete with a versatile bonus room! This home features an oversized two-car garage and a wealth of exceptional upgrades. Step inside to find new tile flooring throughout the entryway, kitchen, bonus room, and recent remodeled guest bath. Enjoy the elegance of crown molding and ample closet space, including his and her walk-in closets in the Primary suite. The remodeled baths boast luxurious finishes, with a heated whirlpool tub in the master bath for your relaxation. Safety and convenience are paramount, with hurricane-proof replacement windows and a new garage door. Outdoor living is at its finest with a boat lift, floating dock, and davits, perfect for boating enthusiasts. Dive into your large in-ground pool while enjoying breathtaking views of the Anclote River and the vibrant local wildlife, all set against the backdrop of a wide canal and a high seawall. This home is a true gem for anyone seeking a waterfront lifestyle. Don't miss your chance to make it yours! CALL TODAY FOR YOUR PRIVATE TOUR...

1117 Rushmore Drive, Holiday
1324 Chancellor Drive, Holiday
$448,900
3 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to your own tropical oasis and the waterfront lifestyle you’ve been dreaming of! This beautifully renovated 3-bedroom, 3-bathroom waterfront pool home with a spacious bonus room is situated on a large lot along the Anclote River, offering approximately 70 feet of seawall and direct access to the Gulf. The sellers will have the solar panels removed and the roof replaced prior to closing, providing added peace of mind for the new owners. Inside, a desirable split-bedroom floor plan and new wood-plank tile flooring create a stylish and functional living space. The spacious living room flows seamlessly into the dining area, while sliding glass doors open to an expansive screened-in patio, bringing the best of Florida’s indoor-outdoor lifestyle home. A hallway off the main living area leads to two generously sized guest bedrooms. One features a private bathroom with convenient access to the pool area, while the second offers a large walk-in closet and easy access to the additional guest bathroom. The beautifully appointed kitchen features stainless-steel appliances, wood cabinetry, granite countertops, and a cozy breakfast nook—perfect for casual meals or morning coffee. The spacious primary suite offers a walk-in closet and an updated bathroom with a convenient step-in shower. Just beyond the primary suite, a large bonus room provides versatile space for a home office, den, nursery, gym, or additional living area. Step outside and discover your private Florida retreat. The expansive screened-in patio overlooks a sparkling swimming pool surrounded by stamped-concrete decking, while the large, fenced backyard provides plenty of space to relax, entertain, and enjoy the outdoors. A composite deck with pergola creates an inviting setting for outdoor dining, lounging, and soaking up the Florida sunshine year-round. And for boating enthusiasts, this property truly stands apart. Just steps from the deck, a composite boat dock with a 10,000-pound boat lift provides convenient access to the Anclote River and the Gulf. Spend the day boating, exploring nearby tropical islands, or enjoying the area’s beautiful sandy beaches—all from your own waterfront backyard. Bring your boat, your family, and your love of the water. This is Gulf Coast living at its best!

1324 Chancellor Drive, Holiday
1332 Flotilla Drive, Holiday
$289,000
2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to your slice of the Florida waterfront lifestyle. This 2-bedroom, 2-bathroom home sits directly on the Anclote River with deeded Gulf of Mexico access, a rare opportunity to own true boating water at an approachable price point, on a nice block of well-kept homes. Step into your own private oasis with a screened, in-ground pool overlooking the river, a private dock with new wood decking ready for your boat, a seawall in good condition, and a spacious backyard made for sunset views and morning coffee on the water, while new windows across the back of the home flood the living space with natural light and frame those river views beautifully. This home has been well cared for where it counts most, with a new roof (2025), HVAC (approx. 2 years), fencing (1 year old), and pool pump (1.5 years old) already updated, making this a true opportunity for an investor or a buyer ready to add cosmetic value through new flooring, kitchen, and bath finishes and build significant equity, whether renovating to sell, to rent, or to make it your own. Tucked in the Flotilla Dr riverfront enclave of Holiday, the home is minutes from Anclote River Park, with its boat ramp, kayak launch, and Gulf-access swimming, and just a short drive from the world-famous Tarpon Springs Sponge Docks, known for its historic Greek waterfront district, dolphin cruises, and waterfront dining, with boaters able to head straight out the Anclote River to Anclote Key Preserve State Park or nearby Fred Howard Park and Sunset Beach. Families will also appreciate the school zoning for Sunray Elementary, Paul R. Smith Middle School, and Anclote High School. Homes with true river frontage and Gulf access rarely come to market at this price point, so bring your contractor and your vision, and turn this riverfront gem into something spectacular!

1332 Flotilla Drive, Holiday
Berry Hill Road, Holiday
$3,750,000
Tampa Tarpon Spgs Land Co SubDv. ⋅ 34690 Zip Code
ISLAND READY FOR DEVELOPMENT - 6.4 Acres- Approved for 87 units, multi- family, ENTITLEMENTS GRANTED, PASCO COUNTY. LOCATED ON BERRY HILL ROAD, HOLIDAY, FL, East of Grand Blvd. Parcel ID 29-26-16-0000-00500-0050 FOREST HILL EAST DEVELOPMENT designated and approved for 87 multiple-family apartment units, waterfront, adjacent to the Anclote River with Gulf access. A rare multifamily development opportunity on a private 6.45-acre island surrounded by water, proposed 87-unit luxury apartment community... Designed as a three-story mid-rise development totaling approximately 96,842 SF, the project features modern construction, water-view patios and balconies, covered entrances, assigned parking and storage, elevators, and a resort-inspired amenity package.... Planned community features include a clubhouse with exercise room, kitchenette, conference room, and office, pool, tiki bar, pavilion, and BBQ area.... Including fishing, kayaking, canoeing, and direct access to the Anclote River with routes to the open Gulf waters and Tarpon Springs.... The property blends privacy, recreation, and upscale design into a truly unique rental concept surrounded by natural beauty. Floor plans, renderings, and site plans available.... Its proximity to Pinellas County, one of Florida's most densely populated counties, enhances its appeal for residential, mixed-use, or investment potential. A rare chance to capitalize on the continued growth and demand along Florida's Gulf Coast.

Berry Hill Road, Holiday
Flotilla, Holiday
$799,000
34690 Zip Code
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
5311 Boardwalk Street, Holiday
$447,400
3 Beds ⋅ 3 Baths ⋅ Park Place SubDv. ⋅ 34690 Zip Code
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
6345 Lost Trail, Holiday
$260,000
5 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34690 Zip Code
WELCOME TO THE MOST UNIQUE PROPERTY IN PASCO COUNTY at 6345 Lost Trail, Holiday, FL. This AMAZING .76 acre property is a HIDDEN GEM with virtually untouched, PRIME WATERFRONT of about 880 feet of ANCLOTE RIVER. Get away from the hustle & bustle & come EXPLORE the properties offered for sale the first time in decades at LOST TRAIL. The pictures of this RIVER landscape do not do justice as this land is simply indescribable. Some of the countless TROPICAL plants include a pair of MAJESTIC royal palms, bromeliads, bamboo & banana. The 2-story block & wood frame home features 5 bedrooms, 2 bathrooms & a MASSIVE garage of 36'x24'. The 864 sqft garage can be easily converted to an in-law suite/separate apartment. The laundry hookups are in the garage & there is a back door exit. You'll LOVE the design of the etched front door & the A-frame covered front porch with wood deck landing. The kitchen, living room, dining room, primary bedroom & bathroom are all found on the 1st level. There is a utility closet & a hall closet with a water heater (manufacture date 4/2019) on the first level too. The second level features 4 SPACIOUS bedrooms each with a ceiling fan & a built-in closet. One of these bedrooms has glass sliders to a wooden deck/balcony overlooking the river. The full bathroom consists of a tub/shower combo & a linen closet with an additional coat closet in the loft/landing. The sweet seller used to host outdoor parties & guests would DIVE into the river as some areas of the river are 20-30ft deep! Manatees, otters, plentiful fish, deer, turkey & even a bobcat call this area home. The property features a wooden dock at the water, a BOAT LAUNCH (currently overgrown), rock steps to the river & a GIGANTIC concrete pad for parking of all your vehicles like cars, work trucks, boats, kayaks, jet skis, RV. Roof is 5/2004. The adjacent parcel of 50.5 acres to the north is owned by Copperspring CDD so it is going to stay as undeveloped land adding to the privacy of the LUCKY NEW OWNER. Are you a buyer with a vision for the potential of this GREAT OPPORTUNITY? This property lies on the Anclote River which meanders eventually to the Gulf of Mexico!! Combine it with adjacent 1-acre property at 6331 Lost Trail to expand your private residence. MAKE THIS YOUR FUTURE HOME!

6345 Lost Trail, Holiday
Flotilla, Holiday
$250,000
Forest Hills SubDv. ⋅ 34690 Zip Code
Build your dream home on this beautiful and rare .21-acre waterfront lot, ideally located on a peaceful cul-de-sac with 70 feet of water frontage, 128 feet of depth, and a seawall already in place. This build-ready property comes with a completed survey and soil test and does not require stilt construction. It’s located in an AE flood zone, but remained high and dry during recent hurricanes—offering peace of mind in your future investment. No HOA or CDD fees, and utilities are ready to go with public water and sewer available, and electric at the street. Enjoy a scenic 45-minute boat ride to the open Gulf or cruise just 25 minutes to Captain Jack’s and the famous Sponge Docks. You’ll love the natural Florida beauty in your own backyard, with dolphins, manatees, and seabirds passing by regularly. An adjacent 35-foot-wide lot to the north is likely unbuildable, giving you added space and privacy. You can even install a dock, boat, and lift without needing to build a home right away—making this perfect for immediate waterfront access while you plan your future build. This is a unique chance to own prime waterfront—reach out today and let’s make it yours.

Flotilla, Holiday
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