Holiday/Tarpon Springs Homes with Private Yard Exterior Features

Holiday/Tarpon Springs Homes with Private Yard Exterior Features

Welcome to Holiday, Florida—a hidden gem nestled in the heart of Pasco County, where the warm sunshine and coastal breezes create an idyllic backdrop for your dream home. Known for its friendly community atmosphere and proximity to the stunning Gulf Coast, Holiday offers a perfect blend of relaxation and adventure. Whether you're looking to enjoy leisurely strolls along the beach or explore the vibrant local culture, this charming city has something for everyone.

One of the standout features of homes in Holiday is the abundance of properties boasting private yards. Imagine stepping outside into your own oasis, where you can unwind after a long day, host family barbecues, or cultivate a beautiful garden. These private outdoor spaces are perfect for families with children or pets, providing a safe and serene environment for play and relaxation.

Many of these homes are designed with modern amenities and thoughtful layouts that make the most of Florida's sunny climate. From spacious patios perfect for entertaining to lush landscaping that adds a touch of nature, you'll find a variety of options to suit your lifestyle.

Additionally, the proximity to Tarpon Springs, famous for its sponge docks and rich Greek heritage, means you can enjoy delicious cuisine and cultural experiences just a short drive away. With easy access to shopping, dining, and recreational activities, Holiday is not just a place to live—it's a place to thrive. Discover your perfect home with a private yard in this enchanting region and experience the best of Florida living!

Newest Holiday/Tarpon Springs Homes with Private Yard Exterior Features

3528 Winder Drive, Holiday
$195,000
2 Beds ⋅ 2 Baths ⋅ TB8565251 MLS
Virtually Staged. Welcome to 3528 Winder Drive in Holiday — a 2-bedroom, 1.5-bath home with a bonus flex room, vacant and ready for its next owner, priced to sell! This 1,012 sq ft home offers a comfortable, functional layout, plus a versatile extra room that gives you options — perfect as a home office, a guest room, or even a 3rd bedroom. The big-ticket items are already taken care of: the roof is approximately 9 years old (2017) and the air conditioning was replaced in 2022 — a major plus for insurance and peace of mind here in Florida. A rare bonus: the attached garage features its own half bath, perfect for guests, hobbies, or a workshop setup. The home sits on a 5,096 sq ft lot with room to enjoy the Florida outdoors. Investors take note: this home has a proven rental history at $1,650/month and is currently vacant, ready for immediate occupancy or your next tenant. It is equally well suited as a first home, a downsizer, or a low-maintenance rental property. Conveniently located just minutes from US-19, shopping, dining, medical facilities, and the Gulf beaches and parks of nearby Tarpon Springs. Vacant, solid, and priced right for today's market — schedule your showing today!

3528 Winder Drive, Holiday
5320 Riddle Road, Holiday
$208,500
2 Beds ⋅ 2 Baths ⋅ TB8562554 MLS
Welcome to 5320 Riddle Rd, Holiday, FL 34690—a beautifully maintained, move-in-ready home situated on just under a quarter acre in a quaint neighborhood setting where neighbors connect and celebrate life together. Located outside a designated flood zone, this inviting Holiday home combines thoughtful upkeep, valuable improvements, and generous outdoor space. A roof replaced in 2021 and an HVAC system installed in 2018 add practical value. Laminate and tile flooring provide easy-care surfaces throughout, while clean, well-kept interiors reflect the attention this home has received. The updated kitchen offers a refreshed space for preparing meals and gathering, complemented by bathrooms and interior finishes that have been carefully maintained and offer opportunities to add your personal style. The spacious lot provides room to enjoy the outdoors, create a garden, or design your own backyard retreat. Whether relaxing at home or hosting friends, the property offers a comfortable setting for enjoying the Florida lifestyle. Make this well-maintained Holiday, Florida, home your next chapter. With move-in-ready condition, a sizable lot, and key improvements already in place, 5320 Riddle Rd deserves a closer look. Schedule your private showing today!

5320 Riddle Road, Holiday
3421 Roxbury Drive, Holiday
$250,000
3 Beds ⋅ 2 Baths ⋅ TB8565007 MLS
Welcome to 3421 Roxbury Drive in Holiday! This adorable 3-bedroom, 2-bathroom single-family home has been exceptionally well maintained, and the pride of ownership is evident from the moment you arrive! Offering fantastic curb appeal, fresh exterior paint, a beautiful pavered circular driveway providing additional parking, and a BRAND-NEW ROOF installed in 2026, this charming home is ready for its next owner! Step inside to discover a spacious and inviting living room featuring tasteful chair rail detailing, creating a warm and welcoming atmosphere. The thoughtfully designed floor plan offers a comfortable flow from the living room into the dining area and kitchen, making everyday living and entertaining a breeze. The functional L-shaped kitchen features abundant cabinetry, generous countertop space, newer stainless steel appliances, and a convenient closet pantry for additional storage. Unlike many homes with converted or pass-through bedrooms, this property offers three true bedrooms, providing flexibility for family, guests, or a home office. The generously sized primary suite offers plenty of room for larger bedroom furniture, a walk-in closet, and a private en-suite bathroom that has been beautifully remodeled with a new vanity, updated shower, modern fixtures, and a new toilet. The second full bathroom has also been tastefully updated with a new vanity, mirror, lighting, and fixtures. Additional highlights include fresh interior paint throughout the home, an oversized one-car garage offering room for both parking and storage, and a recently serviced A/C system. The garage and rear porch have also been freshly painted, adding to the home's clean, well-cared-for appearance. Step outside to the spacious covered back porch, the perfect place to enjoy your morning coffee, unwind after a long day, or entertain friends and family. Beyond the porch, you'll find a large, private, fully fenced backyard offering plenty of room for pets, outdoor activities, gardening, or simply enjoying the Florida sunshine. For added peace of mind, the home features a brand-new 2026 roof, and a recently completed clear four-point inspection is available upon request. This home has never flooded. With its inviting layout, thoughtful updates, generous outdoor space, and exceptional pride of ownership, this home offers a wonderful opportunity to enjoy comfortable Florida living. Lovingly maintained, full of charm, and ready to welcome its next owner — schedule your private showing today!

3421 Roxbury Drive, Holiday
4918 Ann Drive, Holiday
$185,000
2 Beds ⋅ 1 Baths ⋅ TB8564735 MLS
**FIXER-UPPER OPPORTUNITY IN HOLIDAY, FL!** Bring your vision and renovation ideas to 4918 Ann Dr! This property offers an opportunity for investors, flippers, or buyers looking to create a home of their own. In need of repairs and updates, this home is ready for someone willing to put in the work and unlock its potential. Whether you're searching for your next investment project or a property to renovate and make your own, this could be the opportunity you've been waiting for. Conveniently located in Holiday with access to shopping, dining, and major roadways. Property is being sold as-is. Buyer to verify all property details, measurements, and condition. Schedule your showing today!

4918 Ann Drive, Holiday
2422 Prestige Drive, Holiday
$75,000
2 Beds ⋅ 1 Baths ⋅ W7890876 MLS
This mobile home is on it's own lot. Not lot rent. Two bedrooms, 1 bath, breezy screened lanai for relaxing, covered carport, laundry hook up in shed off the carport, additional storage as well. The bathroom has a tub and separate shower as well. Updated vinyl laminate flooring and freshy painting on the outside. The hoa is $200 a year and use of the clubhouse and shuffleboard are what the hoa offers. This is a 55 community and one resident has to be 55 years old. Close to Sunray, shopping and restaurants, beaches, and US 19.

2422 Prestige Drive, Holiday
3317 Bainbridge Drive, Holiday
$219,900
2 Beds ⋅ 1 Baths ⋅ TB8562889 MLS
Welcome to your beautifully remodeled 2 bed-room & 1 bath & 1 Car Garage home in highly sought after Holiday Florida, where comfort, style, and convenience come together in one perfect package. This move-in-ready gem features a BRAND NEW ROOF, fresh interior and exterior paint, and elegant laminate wood plank flooring throughout—no carpet in sight. It has brand new knockdown ceilings (no popcorn). The heart of the home is a stunning custom kitchen with brand-new wood cabinetry designed for effortless organization, sparkling quartz countertops and backsplash, stainless steel appliances. The home also boasts a large living room and spacious dining area and two generously sized bedrooms and an updated bathroom featuring new custom wall tile and a brand new gray vanity, new sink, faucet, and exhaust fan. Every space has been thoughtfully upgraded. Step outside to an enclosed lanai overlooking a large fenced in backyard with plenty of room for entertaining, relaxing and/or for a pool. It also has a second driveway which is perfect for storing your boat, RV, or toys. This expansive outdoor space offers unmatched flexibility. Additional highlights include a one-car garage with a brand-new hurricane-rated door and new opener. Conveniently located, the property is steps away from Downtown New Port Richey and the Anclote Coastal Trail for walking/biking. Just minutes' drive to the Anclote River Park where you can enjoy a swimming beach, boat launch, designated fishing areas and a pavilion for picnics! Less than ten minutes away from the famous Tarpon Springs Sponge Docks and close to shopping, restaurants and entertainment. Also 20 minutes to the expressway and 30 minutes to Tampa international airport! NO HOA and no CDDs - park your RV or boat or work truck with no issues. Don’t miss this stunning, move-in-ready home that offers both comfort and convenience. Schedule your visit today to experience this wonderful property for yourself! NOTE: The nearby Beacon Square Civic Association is accessible through an optional membership so that you can enjoy the beautiful swimming pool on hot Florida days. Come see this turn-key home. FLOOD ZONE X = no flood insurance is needed.

3317 Bainbridge Drive, Holiday
3129 Holiday Lake Drive, Holiday
$295,000
3 Beds ⋅ 2 Baths ⋅ TB8561475 MLS
Welcome to 3129 Holiday Lake Dr, a beautifully remodeled Holiday home with modern finishes and valuable updates throughout. Thoughtfully refreshed, the interior provides an inviting backdrop for your furnishings and personal style. Luxury vinyl plank and tile flooring extend throughout the home, combining a contemporary look with durable, easy-to-maintain surfaces. The remodel gives the home a fresh feel, and major system updates include a roof, electrical panel, and A/C system replaced in 2020, plus a new water heater. These improvements blend visual appeal with everyday functionality. Whether you’re enjoying a quiet evening at home or welcoming guests, this updated property is ready for its next chapter. Schedule your private showing to appreciate the finishes and improvements in person!

3129 Holiday Lake Drive, Holiday
5343 Whippoorwill Drive, Holiday
$219,000
3 Beds ⋅ 2 Baths ⋅ TB8561285 MLS
Virtually Staged. Handyman Special! Bring your vision and unlock the potential of this expansive corner-lot home in Holiday. Offering over 1,600 square feet, this property is ready for renovation and your personal touches. A large, private backyard provides plenty of space for outdoor living, entertaining, or relaxing. Centrally located, close to dining, shopping, beaches and attractions. Whether you’re planning your next investment project or a home to make your own, the generous footprint and corner setting provide a promising starting point. Discover the possibilities at 5343 Whippoorwill Drive!

5343 Whippoorwill Drive, Holiday
1042 Viking Drive, Holiday
$270,000
3 Beds ⋅ 2 Baths ⋅ TB8561168 MLS
Discover the perfect Florida get away with this charming 3-bedroom, 2-bath home featuring a 1-car garage and an ideal location just north of downtown Tarpon Springs and its world-renowned Sponge Docks. Known for its unique Greek heritage, waterfront charm, shopping, dining, and boating, this desirable area offers the perfect blend of relaxation and convenience. Being sold furnished for the buyer’s convenience, this home presents a wonderful opportunity for a second home, seasonal retreat, or full-time Florida residence. A brand-new roof adds peace of mind, while the inviting backyard and porch provide a lovely place to relax, enjoy your morning coffee, or unwind after a day in the Florida sunshine. Inside, you’ll find a comfortable living room, two additional versatile spaces perfect for a den, home office, or flex room, and a kitchen with a separate dining area. With three bedrooms, two full baths, and plenty of room to make it your own, this home offers flexibility and potential in a fantastic location close to the best of Tarpon Springs. Don’t miss this opportunity to enjoy the Florida lifestyle! No HOA and NOT in Flood!

1042 Viking Drive, Holiday
3629 Kingsbury Drive, Holiday
$275,000
2 Beds ⋅ 2 Baths ⋅ W7890582 MLS
Welcome to 3629 Kingsbury Dr, Holiday, FL! Discover comfortable Florida living in this inviting 2-bedroom, 2-full-bath home featuring a delightful layout and ample living space. A versatile flex room offers endless possibilities for a home office, hobby room, reading nook, or additional entertaining space. The kitchen features a convenient breakfast bar, perfect for casual dining and gathering with family and friends. Step outside to enjoy the fenced-in backyard, offering privacy and space to relax, entertain, or enjoy the Florida sunshine. The low-maintenance yard makes it easy to spend less time on upkeep and more time enjoying your home and lifestyle. Conveniently located just minutes from the beach, this home offers a wonderful opportunity to enjoy coastal living, nearby amenities, and all that Florida has to offer. Come see the possibilities and make this charming home your own!

3629 Kingsbury Drive, Holiday
4120 Buena Vista Lane, Holiday
$75,000
2 Beds ⋅ 1 Baths ⋅ TB8559925 MLS
OWN THE LAND — FEE SIMPLE OWNERSHIP — NO LOT RENT! Welcome to 4120 Buena Vista Lane in Holiday, Florida, where affordable homeownership comes with the added benefit of owning your land! This 2-bedroom, 1-bath home combines a single-wide mobile home with permitted, finished block-constructed additions, providing expanded living space and a more versatile floor plan than a traditional single-wide. The spacious kitchen features stainless steel appliances, ample room for meal preparation, and a comfortable eat-in dining area. An outdoor laundry area includes a washer and dryer for added convenience. One of the property's greatest advantages is fee-simple ownership with NO land lease and NO monthly lot rent, allowing you to enjoy the benefits of owning both the home and the land. Whether you're searching for an affordable full-time residence, a seasonal Florida retreat, or an investment opportunity, this property offers a unique combination of value, functionality, and flexibility. CASH ONLY TRANSACTION. An excellent opportunity to own your own piece of Florida real estate without the added expense of monthly lot rent!

4120 Buena Vista Lane, Holiday
5632 Festivo Drive, Holiday
$249,000
2 Beds ⋅ 3 Baths ⋅ TB8560549 MLS
Virtually Staged. Welcome to this 3-bedroom, 2-bath home in Holiday, offering a practical layout and convenient access to US-19. The home features tile and laminate flooring, granite countertops, and fresh interior paint completed in September 2026. This move in ready home has solar panels that was installed in 2023. Public water and sewer, with no HOA or CDD reported. Come see the home and imagine making it your own. Schedule your showing today!

5632 Festivo Drive, Holiday
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