Gulfwinds Homes under $500,000

Gulfwinds Homes under $500,000

Welcome to Gulfwinds, a hidden gem nestled in the heart of Holiday, Florida, in beautiful Pasco County. This charming subdivision offers a unique blend of serene living and vibrant community spirit, making it an ideal choice for families, retirees, and anyone seeking a peaceful retreat without sacrificing convenience.

Gulfwinds boasts a variety of homes, many of which are available for under $500,000. This affordability makes it an attractive option for first-time homebuyers and those looking to downsize. The homes in this delightful community feature diverse architectural styles, spacious layouts, and well-manicured yards, providing a welcoming atmosphere for residents and their guests. With a range of options from cozy single-family homes to modern townhouses, there’s something to suit every taste and lifestyle.

Living in Gulfwinds means enjoying the best of Florida’s natural beauty. The area is surrounded by lush landscapes, pristine beaches, and an abundance of outdoor recreational activities. Whether you’re strolling along the serene coastline, exploring nearby parks, or indulging in local dining and shopping, there’s never a shortage of things to do.

Moreover, Gulfwinds is conveniently located near major highways, making it easy to access nearby cities and attractions. With its friendly neighborhood vibe and affordable housing options, Gulfwinds is not just a place to live; it's a community where memories are made and cherished. Discover your dream home in Gulfwinds today and experience the charm of Holiday living!

Newest Gulfwinds Homes under $500,000

2325 Swordfish Avenue, Holiday
$341,000
4 Beds ⋅ 3 Baths ⋅ Gulfwinds SubDv.
Spacious 4 Bedroom, 2.5 Bath home located in the desirable Gulfwinds of Pasco County Homeowners Association. With 2,214 square feet of living space, this home offers plenty of room for comfortable living and entertaining. The open and functional layout provides generous living areas, while the inside laundry adds everyday convenience. A 2 car attached garage provides ample parking and storage. Step outside to enjoy the covered enclosed porch overlooking the spacious 0.24-acre fenced yard, offering plenty of room for outdoor activities, pets, gardening, or simply relaxing. Conveniently located in Holiday with easy access to shopping, dining, parks, and area amenities. Don't miss the opportunity to make this spacious Gulfwinds home your own!

2325 Swordfish Avenue, Holiday
2232 Parrot Fish Drive, Holiday
$325,000
3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv.
Discover effortless Florida Gulf Coast living in this beautifully updated three-bedroom, two-bath villa in Gulfwinds, a low-maintenance, no age restrictions community in Holiday, near Tarpon Springs and the Gulf Beaches. Thoughtfully designed for comfort and convenience, this residence offers an inviting open-concept floor plan, refined finishes and exceptional indoor-outdoor living. The spacious kitchen features 42-inch maple cabinetry with crown molding, Caledonia granite countertops, stainless-steel appliances and convenient pullout shelving. The adjoining dining and living areas create a seamless setting for everyday living and entertaining. The primary suite offers a custom California Closets walk-in closet and an en-suite bath with dual vanities, granite countertops, a soaking tub and separate shower. Additional bedrooms provide flexibility for guests or a home office, with custom closet systems throughout. Sliding doors open to an extended 16-by-16-foot screened lanai featuring terracotta pavers, a solid roof and retractable shades. Beyond, a paved backyard enclosed by a six-foot privacy fence creates a secluded outdoor retreat. Additional improvements include newer flooring, fresh interior paint, double-pane insulated windows, enhanced attic insulation, a 2023 air-conditioning unit and a water softener. Residents enjoy convenient access to the nearby community pool and an ideal location for exploring Florida's Gulf Coast. Just minutes from Anclote River Park, Anclote Gulf Park and historic Tarpon Springs Sponge Docks, Gulfwinds offers proximity to beaches, marinas, fishing, golf, shopping, dining and recreational trails connecting to the Pinellas Trail. Whether seeking a primary residence or seasonal retreat, this villa offers an appealing combination of low-maintenance living, thoughtful upgrades and coastal convenience.

2232 Parrot Fish Drive, Holiday
1419 Blue Marlin Boulevard, Holiday
$500,000
4 Beds ⋅ 3 Baths ⋅ Gulfwinds SubDv.
SALTWATER POOL. NO REAR NEIGHBORS. 4 BEDROOMS + DEN. This Gulfwinds home brings together the space, privacy, and Florida lifestyle you are looking for. With 2,480 square feet and 3 FULL baths, the SINGLE-STORY split bedroom layout gives you plenty of room to spread out. The spacious kitchen opens to the family room, while separate living and dining areas add flexibility for entertaining, working from home, or simply having a little extra breathing room. Step outside to your own tropical retreat. The screened SALTWATER POOL offers plenty of space to relax, dine, and entertain, while NO REAR NEIGHBORS adds to the sense of privacy. And your furry friends will be happy with pet safe turf running under foot! Several of the big-ticket items are already done, including a NEW ROOF IN 2026, NEW WATER HEATER IN 2026, BRAND-NEW WATER SOFTENER, and A/C replaced in 2018. Gulfwinds offers a COMMUNITY POOL, SIDEWALKS winding throughout the neighborhood, and COMMUNITY PONDS for an evening stroll. And the location? You’re approximately 3 MINUTES FROM WATERFRONT DINING and just 5 MINUTES FROM THE TARPON SPRINGS SPONGE DOCKS, putting restaurants, shops, and one of the area’s most recognizable waterfront destinations practically in your backyard. Come see how much this home — and this location — has to offer.

1419 Blue Marlin Boulevard, Holiday
2220 Parrot Fish Drive, Holiday
$349,900
3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv.
Maintenance-Free Living Meets the Florida Lifestyle! This beautifully designed 3-bedroom plus den, 2-bath villa offers 1,876 square feet of thoughtfully designed living space and truly lives like a single-family home—without the maintenance headaches. Best of all, it is not in a flood zone and offers a 2-car garage! Step inside to soaring ceilings and an inviting open-concept layout where the kitchen, dining area, and family room flow seamlessly together. The spacious kitchen is a standout, featuring 42-inch wood cabinetry, newer stainless steel appliances, an undermount sink, closet pantry, and an oversized granite island that is perfect for meal prep, casual dining, or entertaining friends and family. The private primary suite is your own retreat, complete with a large walk-in closet and a beautifully appointed en suite bathroom featuring dual granite vanities, an oval soaking tub, walk-in shower, and private water closet. Bedrooms two and three are thoughtfully located on the opposite side of the home, along with the second full bathroom, providing excellent privacy and flexibility for family, guests, or hobbies. The den with French doors makes an ideal home office, reading room, or additional sitting area. Outside, the screened-in paver lanai creates the perfect space to enjoy Florida's year-round outdoor living, while the privacy-fenced backyard provides an added sense of seclusion. The interior laundry room also offers valuable storage and convenience. This home has been lovingly updated with hurricane windows throughout (2023), a new A/C in 2021 with a 10-year warranty, hurricane-impact back door (2023), new garage door opener (2026), updated faucets and showerheads, updated lighting, and newer kitchen appliances. The low HOA fee makes life even easier by covering lawn service, internet, cable, exterior maintenance, roof replacement, and more. The community pool is just around the corner, giving you a convenient place to relax and enjoy the Florida sunshine without the upkeep of a private pool. Located in desirable Gulfwinds, you are close to schools, marinas, fishing piers, shopping, golf, dog parks, splash parks, and some of the area's most beautiful Gulf Coast destinations. Enjoy nearby Anclote River Park, Anclote Gulf Park, and the famous Tarpon Springs Sponge Docks, where you can explore unique shops, enjoy Greek cuisine, and experience local culture and events. A new walking and biking trail system also provides convenient connections to nearby parks and the Pinellas Trail. If you're looking for a beautifully updated home with the space and feel of a single-family residence, but the convenience of maintenance-free living, this Gulfwinds villa deserves a spot at the top of your list.

2220 Parrot Fish Drive, Holiday
1027 Orca Court, Holiday
$300,000
3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv.
Best value and price in the area! Experience the best of coastal living in this spacious, low-maintenance villa just minutes from charming downtown Tarpon Springs. High and dry in Flood Zone X - No Flood insurance required. Offering 1,876 square feet of thoughtfully designed space, this 3-bedroom plus den, 2-bath home plus a versatile den/office delivers the comfort and flexibility of a single-family residence—without the upkeep. New 2026 Water Heater and sink disposal! The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an inviting space perfect for entertaining or relaxing at home. The kitchen stands out with 42" maple cabinetry, gleaming granite countertops, and ample workspace and storage to meet all your needs. Retreat to the expansive primary suite, complete with a spa-like ensuite bath featuring dual vanities, a soaking tub, walk-in shower, and a generously sized walk-in closet. Additional highlights include a full-size laundry room with utility sink and shelving, a 2-car garage ideal for vehicles, beach gear, and recreational equipment, and a screened porch—perfect for enjoying morning coffee or evening breezes year-round. Located in a beautifully maintained community, the HOA covers lawn care, exterior painting, internet, cable, and trash ...freeing you to fully enjoy the Florida lifestyle. Spend sunny days at the community pool and recreation area, or head just minutes away to the Gulf and Anclote River Park, known for its 300-foot beach, convenient boat launch, designated fishing areas, and scenic picnic pavilion. This home offers endless opportunities for outdoor enjoyment. Situated in a no flood zone and close to top-rated schools, it combines peace of mind with a prime location. Live where comfort meets convenience and every day feels like a vacation.

1027 Orca Court, Holiday
2302 Barracuda Court, Holiday
$329,980
3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv.
BEST VALUE IN GULFWINDS – A TURNKEY OPPORTUNITY WITH BUYER FLEXIBILITY! Major updates are already handled with a 2022 HVAC system and 2018 WATER HEATER, plus a WATER SOFTENER giving buyers peace of mind from day one. If you’ve been waiting for the right opportunity in Gulfwinds, this is it. This 3-bedroom, 2-bath home with 1,740 sq ft delivers space, updates, a private backyard, and a true maintenance-free lifestyle—positioned to stand out in today’s market. Inside, you’ll find vaulted ceilings with crown molding and an open layout that flows seamlessly between the living, dining, and kitchen areas—creating a bright, inviting space that lives larger than expected. The split floor plan offers privacy, with a spacious primary suite featuring a walk-in closet, dual vanities, soaking tub, and frameless glass shower. Secondary bedrooms are perfect for guests or a home office. The kitchen is both functional and spacious, featuring 42-inch cherry wood cabinetry, ample counter space, GE appliances, and Moen fixtures. Step outside to a screened lanai overlooking one of the larger fenced backyards in the community, ideal for relaxing or entertaining. The oversized two-car garage is highlighted by a newly installed premium decorative epoxy floor coating with an attractive flake finish, creating a clean, showroom-quality appearance while providing exceptional durability, stain resistance, and easy maintenance. Built with durability in mind, this home includes concrete block construction, hurricane shutters, low-E double-pane windows, R-30 insulation, and a 200-amp service. Gulfwinds offers a true maintenance-free lifestyle, with HOA covering roof maintenance, lawn care, exterior painting, cable, internet, community grounds, and a resort-style pool. Located just minutes from beaches, marinas, parks, shopping, dining, and the Tarpon Springs Sponge Docks, this home combines convenience with value. Homes in this price range are moving—don’t miss your chance. SELLER OFFERING $5,000 CREDIT TO BUYER AT CLOSING WITH ACCEPTABLE OFFER. Schedule your showing today!

2302 Barracuda Court, Holiday
2153 Barracuda Court, Holiday
$295,000
3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv.
NEW PRICE — $295,000! FRESHLY PAINTED INTERIOR + LENDER-PAID 1-0 INTEREST RATE BUYDOWN AVAILABLE! Enjoy the space and comfort of a single-family home with the convenience of low-maintenance villa living! Located in the desirable GULFWINDS community, this beautifully maintained 3-bedroom, 2-bath villa offers 1,740 square feet of living space, a 2-CAR GARAGE, and a private fenced backyard with an extended brick paver patio. Step inside to discover a bright, spacious OPEN FLOOR PLAN featuring HIGH CEILINGS, FRESH INTERIOR PAINT, and ENGINEERED HARDWOOD FLOORING throughout the main living areas and bedrooms. Three solar tubes bring additional natural light into the home, creating a warm and inviting atmosphere. The kitchen features wood cabinetry, stainless steel appliances, generous counter space, and a breakfast bar overlooking the dining and living areas. The desirable SPLIT-BEDROOM FLOOR PLAN provides privacy and flexibility. The spacious primary suite features a walk-in closet and an en-suite bathroom with dual vanities, a soaking tub, and a separate shower. Two additional bedrooms provide plenty of room for guests, a home office, or hobbies. YOUR OWN PRIVATE OUTDOOR RETREAT! Sliding glass doors lead to a covered, screened lanai overlooking the FENCED BACKYARD and EXTENDED BRICK PAVER PATIO. Whether enjoying morning coffee, entertaining friends, or simply relaxing outdoors, this inviting space is perfect for enjoying Florida living year-round. Additional highlights include HURRICANE SHUTTERS, a WHOLE-HOUSE SURGE PROTECTOR, HVAC replaced in 2019, and a water heater replaced in 2022. LOW-MAINTENANCE LIVING WITH EXCEPTIONAL HOA BENEFITS! Gulfwinds offers a community swimming pool, sidewalks, scenic ponds, and beautifully maintained common areas. The monthly HOA includes LAWN MAINTENANCE, EXTERIOR PAINTING, ROOF MAINTENANCE/REPLACEMENT, CABLE TV, and INTERNET SERVICE. The HOA currently anticipates roof replacement in early 2027; buyers should verify the schedule and details with the association. ENJOY THE GULF COAST LIFESTYLE! Conveniently located near ANCLOTE RIVER PARK, featuring a sandy beach, boat ramps, fishing, and waterfront views. Explore KEY VISTA NATURE PARK and the COASTAL ANCLOTE TRAIL for walking, biking, and outdoor recreation. Just a short drive away, the historic TARPON SPRINGS SPONGE DOCKS offer waterfront dining, authentic Greek cuisine, shopping, and sightseeing cruises. Beaches, parks, restaurants, shopping, and everyday conveniences are all within easy reach. SPECIAL BUYER FINANCING INCENTIVE! A LENDER-PAID 1-0 TEMPORARY INTEREST RATE BUYDOWN is available for qualified buyers through a participating lender! This program reduces the buyer’s interest rate by 1 percentage point during the first year of the loan, with the note rate applying thereafter. Subject to lender approval, loan program eligibility, and applicable terms. Whether you’re searching for a full-time residence, seasonal Florida getaway, or a spacious home with less exterior maintenance, this villa offers an exceptional opportunity. FRESHLY PAINTED, ATTRACTIVELY PRICED AT $295,000, AND READY FOR ITS NEXT OWNER! SCHEDULE YOUR PRIVATE SHOWING TODAY!

2153 Barracuda Court, Holiday
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