Explore Holiday, FL for Sale

Waterfront Homes for Sale in Holiday, FL

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Welcome to your dedicated resource for waterfront homes for sale in Holiday, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Holiday, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the waterfront properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Waterfront Homes for Sale in Holiday, FL

3 Beds ⋅ 2 Baths ⋅ La Villa Gardens SubDv.

Virtually Staged. This 3-bed, 2-bath, 1-car garage home offers a brand-new roof, AC, windows, garage door, and fencing. The entire interior is fully renovated from top to bottom including a sparkling kitchen with quartz countertops, stainless steel appliances, tile backsplash, and recessed lighting. Modern, bright, with a private large yard overlooking a creek.

3042 Bahia Avenue, Holiday

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

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

2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv.

Great location with beautiful pond view from most windows, friendly surroundings, nature and tranquility. The open model perfect home with Vaulted ceilings is perfect for you, just move right in. Amazing updates include Quartz and Granite Countertops, recessed lighting, luxury vinyl floors along with newer ceramic tile and lace ceilings and newer Stainless Steel appliances. Sliders from both the Master Bedroom and Living room lead to Florida Room to relax and enjoy the views. The Master Bedroom has 2 large closets and Master Bath with dual sinks. Separate storage room and Reserved parking with plenty of guest spaces. Clubhouse with heated pool, shuffleboard and activities. The affordable HOA covers exterior maintenance, roof, lawn care, insurance, trash, cable TV, and internet, water/sewer and more, allowing you to truly enjoy worry-free living. Perfectly situated near some of the area’s best attractions, you’re just minutes from the white sandy beaches of the Gulf Coast, Anclote River Park, and the historic Tarpon Springs Sponge Docks, known for its Greek restaurants, local shops, and waterfront charm. Downtown Tarpon Springs offers year-round festivals, farmers markets, and cultural events, while nearby shopping centers, medical facilities, and golf courses ensure everything you need is within easy reach. No Flood Zone, Furniture Negotiable. PRESENT ALL OFFERS!

1022 Bowsprit Lane Unit 1022, Holiday

Tahitian Dev SubDv.

Build your dream home on this 70 ft seawall waterfront lot with direct access to Lake Conley. Property is cleared and ready to build with public water, sewer, and electric available. Located in a quiet, established neighborhood with no HOA. Single-family use. Conveniently located near Tampa International Airport and St. Pete–Clearwater International Airport, making travel easy. Just a short drive to the Gulf Coast beaches, parks, shopping, and dining. Enjoy Florida living with year-round sunshine—perfect for a primary residence, vacation home, or investment opportunity.

3143 Jackson Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Shadow Oaks SubDv.

Spacious 3-bedroom, 2-bath home situated on a fully fenced 1/4-acre corner lot with a peaceful creek backdrop. Inside, you’ll find laminate flooring throughout with tile in the kitchen and bathrooms, along with updated kitchen and baths that give the home a fresh, modern feel. The desirable 3-way split floor plan offers both functionality and privacy, while the primary suite features a walk-in closet and an updated ensuite bath with dual sinks and a newly remodeled shower. Enjoy relaxing or entertaining on the screened back porch overlooking the expansive backyard. Additional highlights include a large 2-car garage, New AC, new Tankless Water heater, low property taxes, and no HOA fees. Conveniently located near shopping, dining, and everyday amenities, with easy access to Tampa International Airport, this home offers comfort, space, and value in one attractive package. Some photos were virtually altered slightly.

3011 Shadow Oaks Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Tahitian Dev Sub SubDv.

GOOD OPPORTUNITY!!! UPDATED HOME WITH 3BR/2BATH/4TH BEDROOM OR BONUS ROOM AND A TWO-CAR GARAGE WITH LED LIGHTING, EASY TO CONVERT INTO A MAN CAVE. Located in the well-established and family-friendly Tahitian neighborhood, this home welcomes you with a large front porch leading to an elegant front door. Step inside to an open-concept layout and a generous living room, perfect for gatherings and entertaining guests. To your right is the beautiful kitchen with new cabinets, modern granite-imitation Formica countertops, and a new backsplash. Enjoy the new stainless steel refrigerator, range, and range top, along with an open dining area ideal for meals and celebrations. Straight ahead is the master bedroom with access to the second updated bathroom, as well as the bonus or 4th bedroom, which opens to the screened lanai overlooking a wonderful lake view and backyard. From the entrance to your left the 2 bedrooms and the updated guest bathroom. The home features new ceramic tile and vinyl flooring with updated floor moldings throughout, new 6-panel doors, and many new windows. Freshly painted inside and out… and much more! ROOF INSTALLED IN 2025, AC SYSTEM 2025, NEW GARAGE DOOR AND SYSTEM, NEW WATER HEATER 2025, NO HOA, NO CDD!! Come see it before it gets under contract!! One or more pictures has virtually staged.

3332 Wilson Drive, Holiday

Tampa Tarpon Spgs Land Co SubDv.

West of Grand Blvd. at the end of Whippoorwill Dr. Forested Property, Suitable for a Private Estate Home,(Compound), Water feature, Paved Access, Utilities Available

5001 Whippoorwill Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv.

This Spacious Waterfront Home is Located on a Canal with Access to a Chain of 3 Lakes. This Home Offers a Seamless Blend of In-Door Out-Door Living, Featuring Meticulously Landscaped Grounds and Expansive Sun-Drenched Deck and Boat Dock Designed for Panoramic Views of Breathtaking Sunsets. Designed for Entertaining and Relaxation, the Residence Captures a Peaceful Ambiance Perfect for Lake Front Living. New Roof 9/2025, AC 4/26, Hot Water Tank 2024, Newer Windows, and Solar. The Solar System is Paid for and Helps Keep the Electric Cost Down, the Owners Average Electric Bill is 60.00 each Month. The Large Floor Plan has Many Possibilities to Turn into a 3 Bedroom Home. A Large Multi-Purpose Room with Open Concept Space Overlooking the Waterfront Features Dinette, Sitting Area and Possible Home Office Space. The Primary Bedroom features a Walk in Closet, Ensuite with a Shower and Additional Space for a Den or Home Office. Step Outside through the Newer Sliding Door onto a Large Elevated Deck and Lighted Gazebo, Providing the Perfect Area for Entertaining on the Water. Leave Your Personal Dock for a Boat Ride, Explore a Chain of 3 Lakes Where Fishing and Bird Life is Plentiful. The Front of Home Welcomes You with a Paved Driveway to Enhance the Beauty of the Home. The Home has a Split Bedroom Plan, Indoor Laundry Room with a Closet, and Additional Family Room. The Garage Features a Hurricane Brace for the Insulated Garage Door that is Newer, Work Bench and Plenty of Shelving. Home is Close to a County Park, Beaches, School, and Shopping. This is a Must See Home to Appreciate all that it Offers to Make This Your Future Home.

2529 San Luis Road, Holiday

2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Stunning Pool Home with Breathtaking Lake Views in Beacon Square! This beautifully remodeled, expansive residence is one of the largest in the neighborhood, boasting over 1,500 sq. ft. of fully updated living space. Featuring a perfect split-bedroom floor plan, the layout offers a separate living room, dining room, family room, and versatile space with excellent potential for a third bedroom. Step inside to find a gorgeous new kitchen, two completely updated bathrooms, new flooring throughout, and a freshly painted interior and exterior. The spacious kitchen features a convenient pass-through window to the screened-in lanai, creating an effortless indoor/outdoor flow for entertaining. Unwind in your private, "bug-free" caged pool yard, where you can swim in the newly resurfaced inground pool while enjoying spectacular sunsets and cool evening breezes off the spring-fed lake. Complete Peace of Mind: This home has an updated electrical panel, and a history of never flooding! Located on the highly desirable water-side of US-19, you are just a short trip away from Gulf Harbors Beach Club, Green Key Beach, and Robert K. Rees Memorial Park, with endless dining and shopping options nearby. Move-in ready and perfect as a primary residence or a vacation getaway—schedule your tour today!

3409 Springfield Drive, Holiday

3 Beds ⋅ 3 Baths ⋅ Baileys Bluff Estates SubDv.

Discover the charm of Florida’s Gulf Coast in this beautifully crafted waterfront home, set along Rocky Creek within the private and sought-after Bailey’s Bluff neighborhood. Tucked away on a peaceful street, the property showcases wide-open water views, stunning sunsets, and easy access to the Gulf, making it an excellent choice for boating enthusiasts and those seeking a relaxed coastal lifestyle. A private dock equipped with a 12,000-pound boat lift allows for convenient days out on the water, while the home’s history of no flooding from past storms or hurricanes provides added reassurance. Designed with both comfort and entertaining in mind, the residence seamlessly blends indoor and outdoor spaces, featuring large screened-in area with a heated private in-ground saltwater pool and a fully fenced-in backyard—ideal for gatherings or unwinding in the coastal air. The primary suite serves as a serene escape, complete with dual walk-in closets, access to both front and back balconies, and a well-appointed bathroom featuring double vanities and a spacious walk-in shower. On the lower level, an air-conditioned space adds versatility and is currently utilized as a recreation and game area, along with laundry facilities, a pool bath, and extra storage, all connected to a split two-car garage. Recent updates include a new roof installed in April 2025. Residents also have the option to join the community HOA for $100 a year, granting access to a private beach, clubhouse, and boat ramp. Conveniently located near Key Vista Nature Park and the waterfront attractions of Tarpon Springs, this property presents a unique opportunity to enjoy upscale coastal living in a tranquil setting.

3114 Bluff Boulevard, Holiday

3 Beds ⋅ 3 Baths ⋅ Park Place SubDv.

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

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