Holiday Homes under $500,000

Holiday Homes under $500,000

Welcome to Holiday, Florida – a hidden gem nestled in the heart of Pasco County! This charming coastal community offers a unique blend of serene living and vibrant local culture, making it an ideal place for families, retirees, and anyone seeking a tranquil lifestyle with easy access to the beautiful Gulf Coast.

Holiday is known for its picturesque waterfront views, lush parks, and friendly neighborhoods. With an array of recreational activities, residents can enjoy boating, fishing, and leisurely strolls along the scenic coastline. The community is also home to several parks and nature preserves, perfect for outdoor enthusiasts and families looking to explore the great Florida outdoors.

One of the most appealing aspects of Holiday is the affordability of housing. If you're in the market for a home under $500,000, you’ll find an impressive selection of properties that cater to various tastes and needs. From charming single-family homes with spacious backyards to modern townhouses with all the amenities, there’s something for everyone. Many of these homes offer updated features, open floor plans, and proximity to local shops, schools, and dining options.

With its welcoming atmosphere and an abundance of amenities, Holiday is not just a place to live; it’s a place to thrive. Whether you’re looking to settle down or invest, now is the perfect time to explore the housing options in this delightful community. Come discover why Holiday, Florida, is the perfect blend of affordability and coastal charm!

Newest Holiday Homes under $500,000

5127 Forum Boulevard, Holiday
$263,900
3 Beds ⋅ 3 Baths ⋅ Townes/Darlington SubDv. ⋅ 34690 Zip Code
MUST SEE Ready to-Move-In 3 Bedroom + Loft w/2.5 Baths + 1 Car Garage Newer Townhome overlooking Scenic Pond Views and Conservation and Preferred Screened Lanai/Patio for Relaxing and Entertaining! Offering plenty of storage, and desirable open floor plan. Primary Suite (17x12) w/Scenic Pond View and Conservation View w/Walk-in Closet and conveniently located upstairs laundry. Upstairs Loft area (11x16) has endless possibilities for office, sitting area, crafts or library. Features include Hurricane Shutters, Granite Countertops in Kitchen and Baths, and Street Lights powered by Solar. HOA covers lawn care, landscaping, roof, trash and exterior painting. NO Flood Zone or CDD Fees. Great Location close to plenty of Shopping, Dining, Parks, Beaches, and Easy Commute to Tampa International Airport!

5127 Forum Boulevard, Holiday
3850 Moog Road, Holiday
$285,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Virtually Staged. Expand your portfolio with this turnkey, tenant-occupied home in Beacon Square. Block and stucco construction, generous living spaces and a bright Florida room provide a practical layout with room to gather or unwind. The kitchen features granite counters, ample cabinetry and a convenient connection to the adjoining living areas. An attached garage adds parking and storage, while the covered entry and backyard extend the living experience outdoors. Convenient access to local shopping and dining adds everyday appeal. Please do not disturb the tenant. Contact the listing agent to arrange a showing and review the lease details. One or more photo(s) was virtually staged.

3850 Moog Road, Holiday
4853 Bartelt Road, Holiday
$294,500
3 Beds ⋅ 2 Baths ⋅ Knollwood Village SubDv. ⋅ 34690 Zip Code
Virtually Staged. Welcome to this tastefully remodeled 3 bedrooms, 2 bathrooms 1 car garage in the heart of Holiday, FL. This home offers 1,284 square feet of modern living space with updates throughout. Step inside and enjoy the fresh, updated feel, featuring a brand-new kitchen with new stainless steel appliances, top of the grade granite, solid cabinets and new garbage disposer. There are 2 beautifully renovated bathrooms with new vanities, commodes and showers. Gorgeous new luxury vinyl plank flooring throughout makes it easy and quick to maintain and clean. The home also features fresh interior paint, stylish new light fixtures, and a long list of major improvements for added comfort and peace of mind, including a NEW ROOF, NEW HVAC AND BRAND NEW SEPTIC TANK AND DRAINFIELD SYSTEM. Nothing left to be done here! Outside, enjoy the privacy of a fully fenced backyard, perfect for entertaining, relaxing, pets, or creating your own outdoor oasis. A convenient one-car garage adds extra storage and functionality. With its extensive renovations and major upgrades, this move-in-ready home is the perfect opportunity for anyone looking for modern finishes and worry-free living. The home is conveniently located near major US Highway 19, close to all ammenities, shopping centers and stores. Short drive to world famous Florida beaches and Tampa international and Clearwater St. Petersburg airports. Don't miss your opportunity to make this beautifully updated home yours! Book a showing today!

4853 Bartelt Road, Holiday
3317 Bainbridge Drive, Holiday
$226,300
2 Beds ⋅ 1 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Welcome to your beautifully remodeled 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
2529 San Luis Road, Holiday
$324,900
3 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code
WATERFRONT LIVING w/ BOAT ACCESS || NO FLOOD INSURANCE REQUIRED || NO REAR NEIGHBORS || SOLAR PANELS **PAID FOR** Saves You Thousands || UPDATED HURRICANE WINDOWS || NEW ROOF 2025 & NEW HVAC 2026. Step inside to a home with plenty of windows and natural light coming in to brighten your every day! This FLEX FLOORPLAN offers many possibilities for a 3rd or 4th bedroom. The Home is presently a 2BR home, but there are 2-3 BONUS ROOMS that could be turned into a bedroom naturally and easily. 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. Split bedroom plan with inside laundry room. The private dock provides a great spot for kayaking, fishing, or simply enjoying the waterfront, with access to Lake Conley and the surrounding chain of lakes. NEW ROOF 2025, NEW HVAC 2026, Hot Water Tank 2024, NEWER 150MPH HURRICANE WINDOWS, and Newer Solar Panels, NEWER paver driveway, Garage with insulated garage door. Solar Panels are ** PAID FOR ** SAVE THOUSANDS YEARLY** on electric bills with average $30 monthly. This Home Offers a Seamless Blend of In-Door Out-Door Living. Step Outside through the Newer Sliding Door onto a Large 1000sqft 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. Seawall. Designed for Panoramic Views of Breathtaking Sunsets. Enjoy wildlife and Florida’s water birds, it’s like having a bird sanctuary in your back yard. Fish for bass and snook, while catching blue crabs for alfresco dining on your deck. Designed for Entertaining and Relaxation, the Residence Captures a Peaceful Ambiance Perfect for Lake Front Living. Featuring Meticulously Landscaped Grounds and an irrigation system drawing water from the lake. NO HOA, NO CDD. Walk 1 block to dog park. Walk or bike several blocks to the IMPRESSIVE J. BEN HARRILL SPORTS COMPLEX with pickleball/ tennis courts, soccer fields, baseball diamonds, basketball courts, outdoor hockey rink, playground, and Air Conditioned Gym with pickleball. Right around the corner from miles of bike trails and nature trails. Plus near Anclote River Park with a beach, fishing pier and boating.

2529 San Luis Road, Holiday
1901 Oswego Drive, Holiday
$299,900
4 Beds ⋅ 2 Baths ⋅ Key Vista Prcl 18 SubDv. ⋅ 34691 Zip Code
Virtually Staged. Welcome to 1901 Oswego Drive! This 4-bedroom, 2-bathroom home offers an excellent opportunity to make it your own with personal style and design vision. Priced with updates in mind, this property features a new roof in 2024, exterior paint completed in 2021, and newer vinyl fencing enclosing the expansive yard. The oversized driveway provides plenty of parking, while the generously sized lot offers exceptional outdoor space, with no rear or left-side neighbors for added privacy. Located in a gated community with resort-style amenities, residents enjoy a clubhouse, swimming pool, playground, aerobics room, tennis courts, sand volleyball courts, and more. Don't miss this opportunity to create your dream home in an incredible location with a spacious lot and fantastic community amenities!

1901 Oswego Drive, Holiday
3302 Jamestown Drive, Holiday
$230,000
2 Beds ⋅ 1 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
NO HOA! NO CDD! NO FLOOD ZONE! BRAND-NEW WINDOWS! UPDATED THROUGHOUT! QUIET RESIDENTIAL STREET! Welcome to this beautifully updated 2-bedroom, 1-bathroom single-family home in Holiday, Florida! Offering the perfect combination of affordability, comfort, and convenience, this move-in-ready home features NO HOA, NO CDD, and is located outside of a designated flood zone, helping keep ownership costs down while providing greater flexibility. Tucked away from busy main roads, this home offers a peaceful residential setting while still being conveniently located near shopping, dining, and entertainment. Step inside to discover BRAND-NEW WINDOWS and UPDATES THROUGHOUT! The refreshed kitchen features stylish gray shaker-style cabinetry, butcher-block countertops, a classic subway tile backsplash, and stainless steel appliances. Neutral paint colors, recessed lighting, and terrazzo-style flooring create a bright, welcoming atmosphere. LOCATION, LOCATION, LOCATION! Enjoy being just minutes from Key Vista Nature Park, where you can explore scenic walking trails and enjoy Florida's natural beauty. The home is also a short drive from shopping centers, grocery stores, restaurants, and everyday conveniences. Whether you're a FIRST-TIME HOMEBUYER OR DOWNSIZING, this property offers an excellent opportunity to own an updated home without the added expense of HOA or CDD fees. NO HOA. NO CDD. NO FLOOD ZONE. BRAND-NEW WINDOWS. MOVE-IN READY. Don't miss this opportunity to own an affordable, updated home in a convenient Holiday location. Schedule your private showing today!

3302 Jamestown Drive, Holiday
2437 Fieldcrest Court, Holiday
$350,000
2 Beds ⋅ 2 Baths ⋅ Holiday Lakes West SubDv. ⋅ 34691 Zip Code
Lovely pool home with a large backyard and outdoor space! Don't be deceived by the front exterior of the home. This home is bigger on the interior and exterior than what you would think!! The home features 2 bedrooms, 2 full bathrooms, an office, a sunroom which can be used as a dining room, a kitchen with eat-in space, a living room with a wood burning fireplace, an interior laundry room and a 1-car garage. The home has a nice layout with split bedrooms (see attached floorplan). The kitchen is large, has double ovens, stainless-steel appliances and an eat-up bar! This home is clean and move-in ready. Roof 2018. New 200-amp panel with whole house surge protector 2026. A/C 2020. Hot water heater 2021. The outdoor area features an inground pool with solar heat, an outdoor cooking/bar area with a brick oven, dining area, lounge area, a firepit, a potting shed & garden space, a well for irrigation, and outdoor shower! The back yard has plenty of room for the kids and/or pets to play and even more room to park your boat and kayaks! This home is centrally located to the Anclote River, the Gulf of Mexico, Key Vista Nature Park, the Anclote Coastal Trail (which is right behind the house and offers over four miles of scenic paths that connect to the Pinellas Trail in Tarpon Springs), the Anclote River Park & boat launch, Fred Howard Park/Beach, schools, marinas, boating, fishing, waterfront dining, shopping, medical facilities and the Historic Tarpon Springs Sponge Docks. Welcome to the Florida lifestyle! This home is a must see and a pleasure to show!

2437 Fieldcrest Court, Holiday
1744 Hoyle Drive, Holiday
$110,000
3 Beds ⋅ 3 Baths ⋅ Buena Vista SubDv. ⋅ 34691 Zip Code
A fantastic opportunity to enjoy affordable Florida living with valuable improvements already completed! Welcome to 1744 Hoyle Drive, a charming 3-bedroom, 2-bath manufactured home situated on a desirable corner lot in Holiday's established Buena Vista neighborhood. Offering a combination of comfortable living spaces, practical upgrades, and inviting outdoor areas, this property presents an exciting opportunity for buyers seeking a place to call home, a seasonal retreat, or a property they can make their own. Step inside to discover a welcoming interior featuring fresh paint, updated flooring, and a functional layout designed for everyday comfort. The spacious living area flows into the kitchen, creating an inviting setting for relaxing, entertaining, and spending time with family and friends. The kitchen offers abundant wood cabinetry, generous countertop space, and appliances, providing practical storage and convenience for daily meals. Three bedrooms and two bathrooms offer flexibility for everyday living, guests, or a home office. The improvements go beyond cosmetic updates! Within the past few years, the property has benefited from new HVAC ductwork, updated plumbing from the home outward, a new drain field, and a new electrical panel. Fresh interior paint and new flooring further enhance the home's appeal, giving buyers a valuable head start on making it their own. One of the property's standout features is its inviting outdoor living space. A bright Florida room surrounded by windows provides a wonderful setting to enjoy morning coffee, read a favorite book, or unwind in the afternoon sunshine. Step outside to enjoy a covered patio offering additional room for gatherings, outdoor dining, or simply relaxing in the Florida breeze. The corner lot provides flexible outdoor space, while a detached laundry room adds convenience and keeps household chores separate from the main living areas. And the location adds even more appeal! Situated in Holiday's Buena Vista neighborhood, the home offers convenient access to US Highway 19, everyday shopping, dining, and services, with the surrounding Gulf Coast communities providing plenty of opportunities for recreation and exploration. Whether you're heading toward Tarpon Springs, enjoying nearby waterfront destinations, or spending a relaxed day at home, this location makes it easy to embrace the Florida lifestyle. With recent improvements, flexible living spaces, and inviting indoor-outdoor areas, 1744 Hoyle Drive delivers an appealing combination of comfort, convenience, and potential. Bring your vision, explore the possibilities, and discover how this inviting property could be the perfect place to begin your next chapter. Schedule your private showing today!

1744 Hoyle Drive, Holiday
3141 Birkdale Drive, Holiday
$99,000
2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv. ⋅ 34690 Zip Code
Virtually Staged. YOUR FLORIDA GETAWAY AWAITS….JUST MINUTES FROM TARPON SPRINGS AND THE GULF COAST! This inviting 2 bedroom, 2 bathroom manufactured home offers a wonderful opportunity for those seeking a full-time residence, seasonal retreat, or a place to enjoy everything Florida's Gulf Coast has to offer. Inside, you'll find a comfortable and functional floor plan featuring attractive wood-look flooring, neutral tones, and plenty of natural light. The kitchen is equipped with white cabinetry, ample counter space, and a practical layout that connects effortlessly to the living area. With two bedrooms and two full bathrooms, the home offers a great balance. Start your mornings with a cup of coffee on the spacious screened-in front porch, the perfect place to enjoy Florida's beautiful weather without leaving home. An extended covered carport provides convenient parking, while additional exterior storage offers extra space for your belongings. LOCATION IS EVERYTHING! Situated just a short drive to the charming waterfront community of Tarpon Springs, you'll have easy access to the famous Sponge Docks, authentic Greek restaurants, local boutiques, and waterfront entertainment. Spend your weekends soaking up the sun at Fred Howard Park, enjoying the sandy shores of Sunset Beach, or exploring the scenic trails and natural beauty of nearby parks. Boating, fishing, kayaking, and some of the area's most popular Gulf Coast destinations are all within easy reach! Everyday conveniences, including shopping, dining, medical facilities, and major roadways, are also nearby. Located within an established HOA community, this property combines comfortable living with a fantastic location near some of the best attractions Florida's Nature Coast has to offer. Whether you're escaping the colder months, downsizing, or simply looking for a place to call home, this is an opportunity worth exploring. (Roof-2026)

3141 Birkdale Drive, Holiday
4375 Tahitian Gardens Circle Unit A, Holiday
$115,000
2 Beds ⋅ 1 Baths ⋅ Tahitian Gardens Condo SubDv. ⋅ 34691 Zip Code
Welcome home to this charming 2-bedroom, 1-bath villa in a sought-after 55+ community in Holiday, Florida. Whether you're searching for a full-time residence, a seasonal getaway, or your first step into the Florida lifestyle, this low-maintenance villa is ready for you to make it your own. The versatile two-bedroom layout adapts to the way you live—use the second bedroom for visiting guests, a home office, a hobby room, or extra storage. Villa living means less upkeep and more time to enjoy what matters, and the convenient location puts everyday necessities just minutes from your door. Set in southern Pasco County, Holiday offers easy access to shopping, dining, medical services, and an abundance of recreation. Spend your days exploring local parks, relaxing along the waterfront, or discovering the charming communities along Florida's Gulf Coast. The greater Tampa Bay area is close at hand, with world-class entertainment, cultural attractions, and endless destinations to explore. Take a walk through the home from anywhere—a 3D virtual tour is available on the MLS. If you're ready to settle into a welcoming 55+ community and make the most of Florida living, this Holiday villa deserves a look. Schedule your private showing today!

4375 Tahitian Gardens Circle Unit A, Holiday
1102 Croydon Lane, Holiday
$315,000
3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
STUNNINGLY REMODELED AND MOVE-IN READY! Get ready to fall in love with this beautifully remodeled 3-bedroom, 2-bathroom home, where modern updates, comfort, and convenience come together! Featuring a highly desirable split-bedroom floor plan, this home offers the perfect balance of privacy and functionality. Step inside and enjoy a fresh, inviting atmosphere with newly painted interior walls and a freshly painted exterior that gives the home a crisp, refreshed look from the moment you arrive. The kitchen features stainless steel appliances, while both bathrooms have been completely remodeled with stylish, modern finishes. With updates throughout, this home offers the fresh, contemporary feel today's buyers are looking for. Major improvements include a 2021 roof, newer windows and doors, and a full home security system for added peace of mind. Situated on an attractive corner lot, the property also features a fully fenced backyard with plenty of room to entertain, let pets play, create your own outdoor oasis, or simply unwind and enjoy the Florida sunshine. Even better, this property is not located in a flood zone! Conveniently located just off US 19, you'll enjoy easy access to shopping, dining, everyday essentials, and major roadways, making getting around a breeze. Whether you're searching for your first home, looking to downsize, or simply ready for a beautifully updated home without the hassle of major renovations, this one checks all the boxes. Fresh, functional, and truly move-in ready, this home offers the perfect opportunity to enjoy comfortable Florida living.

1102 Croydon Lane, Holiday
Start Your Search

How much is your home worth?

Get instant property value now!