Explore Holiday, FL for Sale

Single Family Homes for Sale in Holiday, FL

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Welcome to your dedicated resource for single family 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 single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Single Family Homes for Sale in Holiday, FL

2 Beds ⋅ 2 Baths ⋅ Buena Vista Lullaby Garden Add SubDv.

Welcome to this beautifully remodeled 2-bedroom, 2-bathroom home, offering modern updates and move-in-ready convenience! Nearly every major component has been updated, including a new kitchen with brand-new appliances, new flooring, new windows, fresh interior and exterior paint, and a new roof. The A/C was replaced in 2023, and the water heater was installed in 2025, providing added peace of mind. Situated on a quiet dead-end street with no side neighbors, this home offers privacy and a peaceful setting. The fully fenced, oversized backyard provides plenty of space for entertaining, pets, or future enhancements, including the possibility of adding a pool. Whether you're a first-time homebuyer, downsizing, or looking for a turnkey investment property, this home is a must-see. Schedule your private showing today!

1651 Atlas Lane, Holiday

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Welcome to 3313 Briar Cliff Dr! This 3/2/1 BLOCK home sits high & dry in a non-flood zone. With over 1400sf, it is one of the larger homes in the neighborhood. The large front porch is very inviting and gives this home charm. As you enter the front door, you will be greeted by the spacious Living Room & Dining Room that flow effortless to the Florida Room. The wood laminate flooring make cleaning a breeze. The functional kitchen has been updated with beautiful Corian countertops and wood cabinets and it opens to the Florida Room. The Florida Room makes a great Family Room, home office, or playroom. All 3 bedrooms are a generous size. The Master bedroom has built in shelving, a large Walk-in closet, and an en-suite bathroom with a walk-in shower. The 2nd bathroom also has a walk-in closet. Both bathrooms have been updated. This home also offers Double pane windows, NEW roof in 2020, NEW A/C, NEW Hot Water heater 8/2026, and new interior paint 7/2026. Schedule your private showing today!

3313 Briar Cliff Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Charming 3-bedroom, 2-bath single-family home offering a comfortable floor plan with spacious living areas and plenty of natural light. The home features an attached one-car garage, a fully fenced backyard ideal for outdoor enjoyment, and a functional layout designed for everyday living. Close to Anclote River Park, for a true Florida water-living experience.

4338 Beacon Square Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv.

BUYER CLOSING COSTS PAID with qualifying offer. No HOA Fees, No CDD added to your Taxes. This is an exceptionally maintained, truly move-in ready home — a rare opportunity to own a pristine residence with modern finishes and recent upgrades. This lovingly cared-for property is Not an investor flip; it reflects thoughtful renovations, quality materials, and meticulous upkeep throughout. Enjoy a private, fully fenced backyard with newer white vinyl fencing and an included vinyl shed. Major updates include a newer roof and front gutters, newer AC, updated kitchen with stone countertops and newer appliances (new refrigerator included), updated main bathroom, washer and dryer included, window treatments, and ceiling fans. Exterior was just painted. The home is elevated and does not flood; flood insurance is minimal. Clean, comfortable and ready for you to move in — don’t miss this turnkey gem.

3533 Wilson Drive, Holiday

3 Beds ⋅ 3 Baths ⋅ Beacon Square SubDv.

Outstanding Investment Opportunity! This property offers the potential to easily create two efficiencies (ADUs/in-law suites), making it an excellent option for multi-generational living or generating additional rental income (subject to local zoning and permitting requirements). In addition, the home has been completely remodeled with modern finishes throughout, featuring brand-new flooring, fully renovated bathrooms, updated kitchen with new countertops and fixtures, fresh interior and exterior paint, and numerous cosmetic upgrades that give the home a clean, modern, and move-in-ready feel. Conveniently located near shopping, dining, parks, schools, and Gulf beaches. Don’t miss this exceptional opportunity in the heart of Holiday!

4116 Oakfield Avenue, Holiday

2 Beds ⋅ 2 Baths ⋅ Holiday Lakes West SubDv.

Presenting this competitively priced 2 Bedroom, 2 Bathroom, 1 car Garage with enclosed porch on corner lot Single Family Home. Located on the Northside of Holiday Lakes West Subdivision, this home is Ideally situated near Anclote High School, Smith Middle School and Gulfside Elementary School. The floor plan has the Living room with fireplace, Kitchen and Dining areas, lanai centrally located forming an open split floor plan with Master bedroom and bath wing on the right side and Second bedroom, guest bath and laundry on left side. The Roof was installed in 2021 and has solar panels with a monthly fee. The property has a chain link fence around back and side of house, perfect for pets . The community currently has no active HOA nor any CDD fees! The Property is located in X500, a no flood zone. This home is conveniently located near dining, schools, shopping, Gulf Coast beaches. An Ideal home for buyers seeking a simple Florida living. Book your showing today!

1338 Greenlea Drive, Holiday

3 Beds ⋅ 3 Baths ⋅ Beacon Square SubDv.

Come see one of the largest homes in the neighborhood with almost 2,200 SF and no flood insurance required! This spacious and inviting home is MOVE IN READY with a SPLIT bedroom plan with 3 bedrooms, 2.5 bathrooms and a bonus room/game room/media room! The large open kitchen has plenty of counter space with stone countertops and STAINELESS STEEL appliances and flows seamlessly to the living room, dining area and a breakfast nook. It is the ideal space for entertaining the whole family. In the front of the house, you'll find a bedroom and a full bathroom. Off the living room, you'll find the large primary suite with a wood burning fireplace and enough room for all your king size furniture along with a full bathroom and double sink vanity. The 3rd bedroom is in the back of the house next to the bonus room that can be used as a game room, media room and has a 1/2 bath with access to the garage. Or add a barn door and you have the perfect space for your mother-in-law, guests or even teenager! The backyard is fully fenced in for your fur babies to roam with a shed for additional storage. Beacon Square neighborhood has an optional community center with a pool, playground, fitness center, and activities starting at just $23/month. Boat storage is available too for just $30/month. Conveniently located off Hwy 19, just south of State Rd 54 and minutes to downtown Tarpon Springs with shopping, restaurants and hospital nearby. **BONUS: This home is eligible for up to $17,500 in grants toward down payment assistance and closing costs with preferred lender. Restrictions apply. Call me for more details and schedule a showing today!

3652 Westchester Drive, Holiday

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 ⋅ Aloha Gardens SubDv.

**Waterfront Living • 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. 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

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

2 Beds ⋅ 1 Baths ⋅ Holiday Lakes West SubDv.

Welcome to this 2 bedroom, 1 bath, 2 car garage home located in Holiday Lakes West — and no flood insurance required! 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

3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv.

Welcome to 1627 Dander Dr, where comfort, functionality, and outdoor living come together. This beautifully updated 3-bedroom, 2-bath home features porcelain tile flooring throughout the main living areas, an open split-bedroom floor plan, and a renovated kitchen with quartz countertops, stainless steel appliances, wood cabinetry, and soft-close drawers. The home also includes a water filtration system and a tankless water heater installed in 2026. One of the home's standout features is the approximately 308-square-foot primary suite addition (not included in the public records and not permitted). This spacious retreat offers plenty of room for a king-size bedroom set, sitting area, or home office and includes a full private bathroom with a walk-in shower, creating a comfortable owner's suite. Step outside to enjoy a covered and screened lanai overlooking a large pergola, making the backyard ideal for relaxing or entertaining. The fully fenced yard also includes mature landscaping with lemon, lime, and avocado trees, grapevines, and a storage shed for additional space. Major updates include a 2019 roof, underground plumbing replaced in 2022, tankless water heater installed in 2026, newer dishwasher, and updated kitchen finishes. Conveniently located near Anclote River Park, beaches, boat ramps, shopping, restaurants, hospitals, and US-19, this home offers easy access to everything the Florida Gulf Coast has to offer.

1627 Dander Drive, Holiday

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