Gulfwinds Homes for Sale in Holiday - 9 homes

Remarks: Do not hesitate on this meticulously maintained, one-owner villa in the Gulfwinds community. This exceptional corner-lot property is situated on a beautifully landscaped open space overlooking a pond, offering both privacy and scenic views. As one of the larger units available, the home features three bedrooms, two full bathrooms, and a dedicated den or office space complete with French doors and a decorative transom window. The interior is highlighted by high ceilings and porcelain plank tile flooring throughout. The kitchen is equipped with stainless steel appliances and quartz countertops, opening directly into a spacious great room. The split-bedroom layout ensures privacy for the owner’s suite, which includes dual vanities with updated granite tops, a garden tub, and a walk-in closet. Additional features of the home include a covered rear lanai, a brick paver patio, a separate laundry room with a washer and dryer, a generator, and a garage ceiling storage rack. The Gulfwinds community is an all-ages, pet-friendly neighborhood located in a no-flood zone. The monthly HOA provides significant value by covering lawn care, exterior maintenance (including the roof), internet, cable, and trash service. Residents also enjoy access to a resort-style pool and recreation area, as well as lighted sidewalks and a bike trail connected to the Pinellas Trail. The location is conveniently situated just ten minutes from the Sponge Docks, local marinas, parks, and top-rated schools. Whether you are looking for a primary residence, a seasonal retreat, or an investment opportunity, this villa offers an incredible combination of luxury and convenience.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jim Maiorano (727-580-5199)

Remarks: WOW WOW WOW - A piece of paradise awaits you .... Tucked away at the end of a quiet cul-de-sac one of the best lots in the highly sought-after Gulfwinds community, 2003 Barracuda Court offers a relaxed, maintenance-free lifestyle in a setting designed for comfort and connection. From the moment you arrive, the tree-lined street and manicured entry set the tone for easy Florida living. Inside, the home opens into a bright and welcoming space where the kitchen and living area flow seamlessly together, creating the perfect environment for everyday living and casual gatherings. Natural light fills the room, and exterior access lead to the screened-in lanai—an ideal spot to enjoy your morning coffee, unwind in the evening, or simply take in the peaceful surroundings. The kitchen is both functional and inviting, featuring wood cabinetry, a pantry, and a generous breakfast bar that naturally becomes the heart of the home—perfect for conversation while entertaining or enjoying a quiet start to your day. A separate bonus room that could be your formal dining room offers flexibility, whether you envision hosting dinner parties, creating a cozy den, or setting up a home office. The split floor plan provides privacy and comfort, with the primary suite tucked away at the back of the home. This serene retreat includes a large walk-in closet, dual vanities, a soaking tub, a step-in shower, and a private water closet—your own space to relax and recharge. Two additional bedrooms at the front of the home are perfect for guests, hobbies, or visiting family. High-volume ceilings throughout enhance the home’s open, airy feel, while the spacious laundry room has space for added storage that will keep daily routines organized and effortless. The two-car garage offers room for vehicles, storage, or your beach and golf gear. Life in Gulfwinds means more time enjoying what matters most. The community pool is just around the corner, and the HOA covers exterior maintenance, grounds care, cable TV, and Internet, allowing you to truly embrace a low-maintenance lifestyle. With shopping, dining, and everyday conveniences nearby, everything you need is within easy reach. This is more than a home—it’s a place to slow down, settle in, and enjoy the Florida lifestyle. Come experience it for yourself and make it yours today.

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Vanessa Leonard (727-647-2706)

Remarks: Welcome to 2211 Barracuda Ct, Holiday, FL 34691 — a beautifully maintained turn-key home offering 1,876 sq ft of living space in the desirable Gulf winds community. This home features 3 bedrooms, 2 full bathrooms, plus a bonus room that can be used as a home office, playroom, media room, or flex space. The home is also pre-wired for a home theater system, making it perfect for movie nights and entertaining. the bright, open floor plan is filled with natural light and flows into the open kitchen featuring wood cabinetry, stainless steel appliances, pantry storage, and a breakfast bar, ideal for everyday living and gatherings. A separate dining area provides additional space for family meals. The primary suite offers a relaxing retreat with a walk-in closet, dual vanities, a soaking tub, and a separate walk-in shower. Two additional bedrooms are generously sized and conveniently located near the second full bathroom. Enjoy Florida living from the screened lanai, overlooking a peaceful, low-maintenance outdoor space. Additional highlights include a 2-car garage, indoor laundry room, water softener system, and key updates such as AC (2018), water heater (2011), and a new garage door (2025) providing comfort and peace of mind. It is conveniently located near shopping, dining, parks, and major roadways. This move-in-ready home is a must-see — schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Mayra Roland (727-742-8588)

Remarks: Beautiful Must See Vylla. HIgh & Dry Villa makes this the Perfect Florida Home. Enter your Villa with a feeling of peaceful luxury. The Open Concept with a Modern Kitchen combined with a Large Great Room makes for Entertainment Pleasure or Personal Comfort. The Private Study could be used as a Separate Dining Room or Media/Office Room. The Master Suite has a Private Bath with Duel Vanity/Sink, Garden Tub & Separate Shower. The Inside AC Laundry Room has lots of Storage Space. Valuable Upgrades include Granite Counters in the Kitchen and Bathrooms Plus Tile Plank Floors in the Living/Dining and Master Suite. Also an upgraded Secure Portico. Screen Porch Rear creates a Personal Space Free From Harsh Elements. Worry Free living in this Gulfwinds Villa where Exterior Maintenance is included in your Low HOA fees. In one direction Shopping, Dining, Golf. In the other direction Parks, Boat Ramps, Fishing, Wildlife Watching, Bike Trails, Walking Paths. Make this place your Special Living Space.

Listing is courtesy of: VYLLA HOME (813-947-7996)

Listing Agent: James Thomas, Sr (407-437-9995)

Remarks: Welcome home to this exceptional 3 bedroom, 2 bath villa with a 2 car garage, located in the highly desirable Gulfwinds community of Holiday, perfectly bordering Tarpon Springs. Offering 1,740 square feet of beautifully designed living space, this home stands out as one of the best villas in Gulfwinds, with too many updates to list. Enjoy maintenance free living, including exterior upkeep, and a paver border driveway that adds instant curb appeal. Inside, the home features tile flooring throughout, a freshly painted interior, crown molding, tall baseboards, and plantation blinds, creating a bright, modern, and cohesive look. The remodeled kitchen is a true centerpiece, showcasing a huge island, granite countertops, and modern stainless steel appliances, perfect for entertaining and everyday living. Numerous big ticket upgrades provide peace of mind, including impact windows, a hybrid HVAC system, water softener, new bathroom faucets, and intelligent home features. Step outside to your brand new lanai, enhanced with expansive pavers inside and out, creating a private patio area ideal for relaxing, entertaining, or enjoying Florida’s outdoor lifestyle. The backyard patio offers excellent privacy, a rare find in villa living. Gulfwinds residents enjoy access to a community pool and an unbeatable location close to the world famous Tarpon Springs Sponge Docks, Sunset Beach, Fred Howard Park, outstanding restaurants, shopping, and more. Convenient access to Tampa, major highways, and the airport makes commuting simple and efficient. This move in ready home combines extensive upgrades, privacy, and an unbeatable location and outstanding opportunity in Gulfwinds.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Costa Sotiriou (727-488-8222)

Remarks: Under contract-accepting backup offers. *NEW PRICE!* This is a great find! This Beautifully landscaped and updated 3-bedroom, 2-bath villa offers 1,740 square feet of spacious, low-maintenance living with a 2-car garage—perfect for year-round living, a seasonal retreat, or multi-generational flexibility. Step inside to a thoughtfully designed split-bedroom floor plan that provides both privacy and comfort. The heart of the home is the stunning kitchen, perfectly positioned to bring everyone together. Featuring stainless steel appliances, granite countertops, wood cabinetry, a beautiful backsplash, breakfast bar with pendant lighting, solar tube and recessed lighting, plus an abundance of cabinets and a closet pantry—this kitchen is as functional as it is beautiful. The kitchen flows seamlessly into the dining and living areas, where sliding glass doors open to an oversized screened lanai with ceiling fan and pavered flooring—creating an ideal space for indoor-outdoor living and entertaining. A front screened porch adds even more space to relax and enjoy Florida’s breezes. Enjoy a fully fenced, pavered backyard designed for easy care and privacy—perfect for entertaining or simply unwinding in your very private outdoor space. The spacious primary suite offers a true retreat with a large walk-in closet, his and hers vanities, a garden tub, and a separate step-in shower. Additional features include easy-care porcelain tile and LVP flooring throughout—no carpet anywhere. Ditek whole-home surge protection for HVAC, appliances, and sensitive electronics. HVAC (2018). Located in the desirable Gulfwinds community (not age-restricted), residents enjoy a heated community pool and a beautiful pond setting. The HOA covers lawn care and shrub trimming, roof maintenance, exterior painting, high-speed internet, cable (including Hulu, Disney+ and ESPN), and more—making this an ideal lock-and-leave property for snowbirds or those seeking a carefree lifestyle. Perfectly situated just minutes from the Gulf, you’re close to local parks, beaches, marinas, shopping, dining, and the charm of the World Famous Tarpon Springs Sponge Docks. Whether you're looking for space, simplicity, or a sunny Florida escape—this home delivers it all.

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Connie Dichtas (727-741-3780)

Remarks: Under contract-accepting backup offers. BRAND NEW ROOF (5/2025) | NEVER FLOODED | MOVE-IN READY | LOW HOA | MAINTENANCE-FREE COMMUNITY 3 BEDROOM | 2 BATH VILLA WITH 2-CAR GARAGE, PRIVATE FENCED YARD & SCREENED PATIO NEW WATER HEATER (2023) | DOUBLE-PANE WINDOWS | INDOOR LAUNDRY | CONCRETE BLOCK CONSTRUCTION Discover this well-maintained villa in the desirable Gulfwinds community located just minutes from the Gulf of America. The home features an open-concept layout with spacious living and dining areas flowing into the kitchen complete with breakfast bar, wood cabinetry, and ample counter space. The primary suite offers a walk-in closet and en suite bath with dual vanities, soaking tub, and walk-in shower. Two additional bedrooms provide flexibility for guests or office space with a nearby full bath. Enjoy outdoor living on the screened patio overlooking a private fenced backyard with paver walkways and landscaped beds. Additional features include a two-car garage, interior laundry room, and energy-efficient windows. HOA covers lawn maintenance, irrigation, and exterior painting. Conveniently located near Anclote River Park, beaches, dining, and shopping. Schedule your showing today.

Listing is courtesy of: 54 REALTY LLC (813-435-5411)

Listing Agent: Adam Barthle (813-417-7754)

Remarks: Now priced at $329,900, this 3-bedroom, 2-bath, 2-car garage, single-story home offers 1,740 square feet of bright, open living space and stands out in a market where many similar homes are competing side by side. What makes this property different is the combination of move-in ready condition, usable outdoor space, and financial incentives that create real value for today’s buyers. Inside, you’ll find vaulted ceilings, engineered hardwood flooring throughout, and three solar tubes that bring in abundant natural light, creating a bright and open feel from the moment you walk in. The layout flows seamlessly from the kitchen into the dining and living areas, making it functional for both everyday living and entertaining. The outdoor space is where this home separates itself from others in the community. A screened lanai opens to an extended brick-paver patio and a fully fenced backyard, offering privacy and flexibility that is difficult to find at this price point in Gulfwinds. Whether for pets, entertaining, or simply enjoying the space, this is a meaningful advantage over competing homes. Major system updates have already been completed, including HVAC (2019), water heater (2022), whole-house surge protector (2022), and a water softener, reducing immediate maintenance concerns and adding peace of mind. Gulfwinds offers a true maintenance-free lifestyle with HOA services that include lawn care, roof maintenance, exterior painting, cable, internet, and access to a resort-style pool. Located just minutes from the Gulf of Mexico, beaches, Tarpon Springs, parks, marinas, shopping, and dining, this home delivers both convenience and lifestyle. Buyer incentives are already in place, including a 1-0 rate buydown through the preferred lender to reduce monthly payments in the first year, along with a $1,000 seller credit that can be applied toward updates, paint, or closing costs. Motivated sellers have positioned this home to be one of the most well-rounded options in the community. For buyers comparing homes in Gulfwinds, this is the one that offers the most complete package of space, condition, outdoor living, and financial advantage.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Heather Higgins (727-452-2745)

Remarks: Experience the best of the Florida lifestyle in this spacious, low-maintenance villa just minutes from charming downtown Tarpon Springs. Offering 1,740 square feet of thoughtfully designed living space, this 3-bedroom, 2-bath residence with a versatile den/office delivers the comfort and functionality of a single-family home without the upkeep. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas—creating the perfect setting for entertaining guests or enjoying relaxed evenings at home. The kitchen shines with 42-inch maple cabinetry, granite countertops, and generous prep space, providing both style and practicality. Retreat to the expansive primary suite featuring a spa-inspired ensuite bath with dual vanities, a soaking tub, walk-in shower, and a large walk-in closet. Additional highlights include a full-size laundry room with utility sink and built-in shelving, as well as a spacious two-car garage with plenty of room for vehicles, beach gear, or recreational equipment. Located within a beautifully maintained community, the HOA covers lawn care, exterior painting, internet, cable, and trash service—allowing you to fully enjoy the amenities, including a resort-style pool and recreation area. Situated in a no-flood zone and just 10 minutes from the iconic Sponge Docks, marinas, parks, and top-rated schools, bike trail connected to the Pinellas Trail. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this villa offers exceptional value and convenience. Schedule your private showing today and discover everything this vibrant community has to offer.

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Renee Gialousis (727-234-3353)