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 community offers a perfect blend of serene suburban living and convenient access to the vibrant attractions of the Sunshine State. With its picturesque landscapes, friendly neighborhoods, and a variety of recreational activities, Holiday is an ideal place to call home.

One of the most appealing aspects of Holiday is its affordability, particularly for homebuyers seeking properties under $500,000. Here, you’ll find an array of homes that cater to diverse tastes and lifestyles. From cozy single-family residences to spacious townhomes, there’s something for everyone. Many of these homes boast beautiful outdoor spaces, perfect for enjoying Florida's sunny weather year-round.

Residents of Holiday enjoy easy access to stunning Gulf Coast beaches, local parks, and a wealth of outdoor recreational opportunities. Whether you’re into fishing, boating, or simply soaking up the sun, you’ll find it all just a short drive away. The community is also home to various shopping, dining, and entertainment options, ensuring that you have everything you need right at your fingertips.

With its welcoming atmosphere, affordable housing, and an abundance of leisure activities, Holiday, FL, is an excellent choice for families, retirees, and anyone looking to enjoy a laid-back lifestyle in a beautiful setting. Don't miss the chance to explore the homes available in this delightful community—your dream home awaits!

Newest Holiday Homes under $500,000

2201 Barracuda Ct, Holiday

2201 Barracuda Ct, Holiday

3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv. ⋅ 34691 Zip Code

MORE TIME ENJOYING FLORIDA AND LESS TIME WORRYING ABOUT EXTERIOR MAINTENANCE! If you're looking for the space and comfort of a single-family home with the convenience of villa living, this END-UNIT VILLA in the GULFWINDS community of Holiday may be just what you're looking for! .... Offering 1,740 square feet of living space, THREE BEDROOMS, TWO BATHROOMS, and a TWO-CAR GARAGE, this SINGLE-STORY home features a desirable SPLIT-BEDROOM FLOOR PLAN with high ceilings and an open, spacious layout .... The kitchen features GRANITE COUNTERTOPS, wood cabinetry, STAINLESS STEEL APPLIANCES, a breakfast bar, and closet pantry, PLUS an additional built-in cabinetry and countertop area just off the kitchen that provides valuable EXTRA STORAGE AND SERVING SPACE! .... The adjoining dining and living areas offer plenty of room for everyday living or entertaining, with sliding glass doors opening to a COVERED, SCREENED LANAI overlooking the backyard .... The spacious PRIMARY SUITE features a WALK-IN CLOSET and private bath with DUAL VANITIES, a garden tub, and separate shower .... Two additional bedrooms provide flexibility for guests, hobbies, or a home office, and the convenient INSIDE LAUNDRY ROOM offers additional storage cabinetry .... Other highlights include an HVAC SYSTEM REPLACED IN 2021 and HURRICANE SHUTTERS .... Residents of GULFWINDS enjoy a COMMUNITY SWIMMING POOL, with a monthly HOA fee of $350 that includes lawn and exterior maintenance, cable TV, internet service, and contributions to reserves .... And when it's time to venture out, there's plenty to enjoy nearby! .... ANCLOTE RIVER PARK offers a sandy beach, boat ramps, fishing, and beautiful waterfront scenery, while KEY VISTA NATURE PARK and the COASTAL ANCLOTE TRAIL provide opportunities for walking, biking, and exploring the outdoors .... The historic TARPON SPRINGS SPONGE DOCKS are just a short drive away, offering waterfront restaurants, authentic Greek cuisine, specialty shops, and sightseeing cruises .... Convenient access to shopping, dining, and everyday necessities makes this location appealing for both FULL-TIME and SEASONAL RESIDENTS .... Located in FLOOD ZONE X500, where lenders typically do not require flood insurance, this villa offers a wonderful opportunity to enjoy the FLORIDA GULF COAST LIFESTYLE without the demands of maintaining a traditional single-family property!

2201 Barracuda Ct, Holiday

3101 Evewood Court, Holiday

3101 Evewood Court, Holiday

3 Beds ⋅ 3 Baths ⋅ Shadow Oaks Sub SubDv. ⋅ 34690 Zip Code

Investor Special! Cash Only! Seller says sell!! Huge potential! This 3- bedroom, 3- bathroom home features a 2 car garage, sits on a cul-de-sac, and has NO HOA with loads of potential. Property is ready for someone to bring it back to life and unlock its possibilities. Extensive repairs needed. Cash only sale. Bring your contractors, run your numbers and invision the possibilities. Motivated Seller - needs to sell! Schedule your showing today!

3101 Evewood Court, Holiday

3518 Chauncy Road, Holiday

3518 Chauncy Road, Holiday

3 Beds ⋅ 1 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code

Welcome this beautifully updated 3 bedroom, 1 bath Dream home in Aloha Gardens. Open floor plan, many updates! New AC in 2026! Fresh Paint, Updated Kitchen and bathroom, and much more!!!!! Beautiful Lifelock wood look flooring and custom ceramic tile flooring. The cook in your house will appreciate the spacious kitchen featuring all wood cabinets custom granite countertops as well as a brand new appliance package. The open floor plan and Private backyard make this home great for entertaining. Great curb appeal and beautiful interior make this home move in ready! This property is conveniently located near Anclote River Boat Ramp, Sims Park, Aloha Gardens Park, Key Vista Nature Park, as well as local shopping and dining. Don't miss out on this opportunity, schedule an appointment today!

3518 Chauncy Road, Holiday

4365 Tahitian Gardens Circle Unit E, Holiday

4365 Tahitian Gardens Circle Unit E, Holiday

2 Beds ⋅ 1 Baths ⋅ Tahitian Gardens Condo SubDv. ⋅ 34691 Zip Code

CORNER UNIT with a private location! 2-bedroom condo in Tahitian Gardens, a GATED 55+ community. This corner unit features oversized living room windows, private kitchen area that can be closed off from the rest of the unit, newer luxury vinyl wood floors, newer hot water tank (2023). Included is a washer/dryer for your convenience. This unit would make a great year-round home or winter retreat. Tahitian Gardens has many activities including shuffleboard, arts and crafts, a bicycling club, bingo, dominoes, cards and more. Take a walk around the beautiful lake or sit on one of the many benches and enjoy watching the wildlife. You can also spend time relaxing in the large, heated swimming pool or play pool in the club house. Easy access to shopping, dining, and public transportation. Walking distance to CVS, Walgreens and Aldi. Located off US 19 in Holiday, FL with quick access to the Gulf of Mexico beaches, Tampa, Clearwater and St. Pete are less than an hour drive. Low down payment financing available to qualified individuals. Leased through 1/14/2027.

4365 Tahitian Gardens Circle Unit E, Holiday

2514 Sandy Hill Court, Holiday

2514 Sandy Hill Court, Holiday

2 Beds ⋅ 2 Baths ⋅ Key Vista Ph 01 SubDv. ⋅ 34691 Zip Code

KEY VISTA 55+ GATED COMMUNITY!! You’ll feel right at home when you walk into this richly decorated, Two-bedroom,(plus bonus FL room) two-bath, two-car-garage open floor plan with high ceilings throughout .This beautiful home can come fully furnished. Located in the gated Vista Pointe enclave of Key Vista. This spacious 1705 sq. ft. home features: . Kitchen boasts wood cabinets, appliances, breakfast bar, Fully Enclosed Florida Room No carpet in home!. Spacious master suite has oversized walk-in closet, Large foyer and laundry room. This home boast a new roof (2023)and newer HVAC system! Owners have put extras into this home...Crown Molding and details through out .. garage is tiled .Custom Painting of All Rooms ,The desirable Key Vista community is a well maintained favorite with both seasonal owners and full-time residents. Located near the Anclote Gulf Park and Key Vista Nature Park, the community features: the Key Vista Clubhouse (open to all Key Vista residents) Key Vista even has OWN RV/BOAT PARKING LOT ON PREMISES.. heated pool and spa, tennis courts, pickleball, sand volleyball, fitness center and social room. , NO MAINTENANCE. The New Biking/Jogging/Walking Path is just outside our Back Gates and it’s such a hit with Residents! The J Ben Harrill Recreation Complex is just outside the Gates and for just $10.00 a yr, use their facilities: Baseball Field, Field Hockey Rink, Basketball Courts Inside & Out, Tennis/Pickle Ball Courts, Classes for Gymnastics, Exercise, Indoor Walking/Jogging and numerous other activities! This beautiful home will not last long. Don’t miss this opportunity!

2514 Sandy Hill Court, Holiday

3207 Brewster Drive, Holiday

3207 Brewster Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv. ⋅ 34690 Zip Code

Are you looking for your snowbird nest or full-time home? Look no further, this 55 plus community is close to everything you need, shopping, dining & hospitals. This completely remodeled Double Wide home is ready for you. Recent upgrades include new cabinets and stainless appliances, wood flooring and sub floor, newer windows, HVAC, water heater and electrical panel. There are 2 bedroom and 2 full bathrooms plus a beautiful all-weather lanai with windows and screens overlooking the water. The oversized workshop is perfect for storage and hobbies. The best part is the lifestyle, with no yard work or updating needed, it's time to relax and enjoy Florida living at it's very best. Close to beaches yet no flood insurance is required and no flooding has occurred. So much to do, meet your new friends at the clubhouse or take a dip in the heated pool, play shuffleboard and more. The moment you drive into the community you will notice how clean and well maintained it is. No Renting is allowed and it shows plus pets are allowed. Let's make your Florida dream home a reality.

3207 Brewster Drive, Holiday

2334 Barracuda Court, Holiday

2334 Barracuda Court, Holiday

3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv. ⋅ 34691 Zip Code

Virtually Staged. Welcome home to this 3 bedroom, 2 bath villa tucked at the end of a quiet cul-de-sac. With no neighbors behind you and generous space on the side of the home, you get the kind of privacy that's hard to find in villa living. Step out to the screened lanai with beautiful pavers and enjoy your morning coffee in peace. Inside, tall ceilings give the 1,740 square feet an open, airy feel. The kitchen features granite countertops and maple cabinets, and a separate laundry room keeps things organized. The primary suite sits at the back of the home and fills with natural light. The primary bath offers dual sinks, a soaking tub, and a large walk-in shower. Two additional bedrooms give you room for guests, a home office, or hobbies. The home has a 2026 roof, along with a clean four-point and wind mitigation inspection, which can help lower your insurance premium. Hurricane shutters are included, and the home is wired for a security system. Location makes it even better. You're minutes from the Tarpon Springs Sponge Docks and downtown Tarpon Springs for Greek restaurants, shops, and waterfront strolls. Launch your boat at the Anclote River Park ramp, spend the afternoon on the Gulf or walk / bike the paved Coastal Anclote Trail to Key Vista Nature Park. The low HOA fee of $350 covers outdoor maintenance, the community pool and clubhouse, plus cable and internet. Lock up and leave for the season, or settle in and enjoy more free time. An affordable, low-maintenance option whether you're looking for a seasonal home, an investment, or a simpler lifestyle.

2334 Barracuda Court, Holiday

3024 Pineview Drive, Holiday

3024 Pineview Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Sand Bay SubDv. ⋅ 34691 Zip Code

Beautifully maintained 3-bedroom, 2-bath, 2-car garage, pool home on an oversized lot! This home features an open floor plan with kitchen/family room and a living room/dining room areas. The kitchen features wood cabinets, granite countertops, stainless-steel appliances and a separate eat-in space area. The cozy family room features a fireplace and has sliding doors to the beautiful outdoor area. Split bedrooms. Roof 2017. A|C 2020. Hot water heater 2016. The screened lanai has covered space that overlooks the pool. The large yard and outdoor space is perfect for entertaining and features a gazebo, a firepit, picnic table & swing, outdoor kitchen & bar, and there is a playhouse that is finished with an a/c and loft! The outdoor area has plenty of room for the kids and/or pets to play. There is also an area for a garden. The side yard/driveway has space to park a boat and/or RV. This home is centrally located to the Anclote River, the Gulf of Mexico, Key Vista Nature Park, the Anclote Coastal Trail (which offers over four miles of scenic paths that connect to the Pinellas Trail in Tarpon Springs), the Anclote River Park & boat launch, Gulf beaches, 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!

3024 Pineview Drive, Holiday

5604 Cheyenne Drive, Holiday

5604 Cheyenne Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code

Welcome to this beautifully updated home in the heart of Holiday, Florida, where comfort, convenience, and exceptional value come together! This inviting 2-bedroom home features 1 full bathroom plus an additional half bath in the garage, along with numerous recent improvements that make it an excellent opportunity for homeowners and investors alike. Step inside and enjoy fresh interior paint, beautiful new flooring throughout, and a bright, spacious layout designed for comfortable everyday living. The welcoming living areas offer plenty of flexibility for relaxing or entertaining, while the kitchen provides generous counter space, ample cabinetry, and a convenient dining area. Major improvements include a newer roof, a brand-new exterior A/C unit, a new garage door with a new automatic opener, fresh paint, and updated flooring, providing added value and peace of mind. The attached one-car garage offers additional storage and convenience. Situated in desirable Flood Zone X, where flood insurance is generally not required by mortgage lenders, this home offers another important advantage. Enjoy a fantastic location just minutes from shopping, restaurants, schools, parks, and everyday essentials. Beautiful Gulf Coast beaches, boating, fishing, and waterfront recreation are just a short drive away. Convenient access to Tarpon Springs, New Port Richey, and the greater Tampa Bay area puts everything Florida’s Gulf Coast lifestyle has to offer within easy reach. Whether you’re a first-time homebuyer, looking to downsize, searching for a seasonal retreat, or adding to your investment portfolio, this home checks all the boxes. With its numerous updates, convenient location, and outstanding potential, this is an opportunity you won’t want to miss! Move-in ready, beautifully refreshed, and waiting for its next owner. Schedule your private showing today and discover the value this home has to offer!

5604 Cheyenne Drive, Holiday

5310 Bob White Drive, Holiday

5310 Bob White Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Colonial Hills SubDv. ⋅ 34690 Zip Code

Welcome home to this move-in ready 3-bedroom, 2-bathroom residence located in the sought-after Colonial Hills neighbourhood. Inside, the home features a light and bright open floor plan that creates a seamless flow throughout the main living areas. The kitchen is outfitted with sleek appliances and durable granite countertops, offering a stylish and functional space for cooking and daily living. The primary bedroom features an attached primary bathroom for added comfort and convenience. Step outside to enjoy a private, fully fenced-in backyard that provides a great space for relaxation, outdoor activities, or pets. Located just minutes from shopping, restaurants, medical facilities, parks, and the beautiful Gulf beaches, this home truly offers comfort, convenience, and easy Florida living. Schedule your private showing today!

5310 Bob White Drive, Holiday

1153 Chancellor Drive, Holiday

1153 Chancellor Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code

Virtually Staged. Bring your vision and make this home your own! This 3-bedroom, 2-bath home offers 1,438 sq. ft. of living space, a 1-car garage, an outdoor storage shed, and plenty of potential for a buyer ready to add their personal touch. Several major improvements have already been completed, including a roof replaced in 2020 and A/C replaced in 2022, giving you a great head start. The home offers an excellent opportunity to update and customize the remaining spaces to fit your style. The outdoor shed provides additional storage space for tools, lawn equipment, or other essentials. Whether you're an investor looking for your next project or a buyer who isn't afraid to put in a little work to create a home of your own, this property offers plenty of possibilities. Bring your ideas and see the potential for yourself!

1153 Chancellor Drive, Holiday

5735 Mosaic Drive, Holiday

5735 Mosaic Drive, Holiday

2 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code

Extensively renovated with premium upgrades throughout! Highlights include a luxury kitchen with rare natural granite countertops and high-end appliances, new hurricane-rated windows and sliding glass doors, and a completely replaced high-efficiency HVAC system (2024) with all-new ductwork, advanced humidity control, and upgraded insulation. Additional features include a 2024 water heater, new electrical panel with whole-house generator hookup, whole-house water purification and softening system, five-stage reverse osmosis filtration, and advanced air purification. The air-conditioned garage features a dedicated Gree mini-split, while commercial-grade epoxy-style flake flooring extends throughout the garage, Florida room, patio, driveway, and side of the home. A versatile 12' x 17' bonus room with central heating and cooling currently serves as a home gym and cold plunge room. Enjoy a fully fenced, turfed backyard with two modern covered pavilions, a spacious paver patio, and comfortable lounge seating, creating an incredible outdoor entertaining space. Thoughtfully upgraded inside and out, this home offers exceptional comfort, quality, and Florida living! No sign on property.

5735 Mosaic Drive, Holiday

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