Holiday Real Estate | Holiday Homes with a Pool for Sale

3 Beds ⋅ 2 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code

Waterfront living with Gulf access in Holiday. This 3-bedroom, 2-bathroom pool home at 2123 Bayou Dr sits on a saltwater canal with a private dock and seawall. It has 1,962 square feet of living space and a backyard made for the Florida boating lifestyle. Inside, the comfortable layout gives you room to spread out, with bright living areas for everyday living and hosting friends and family. The primary suite has its own private bath, and the two other bedrooms work well for guests, a home office, or hobbies. Step outside to your private pool overlooking the canal, the perfect spot to unwind and catch the breeze off the water. Tie up at your own dock, protected by a seawall, and cruise straight out to the Gulf of Mexico for fishing, sandbar days, and sunset rides. Boaters, kayakers, and anglers will love having the water right at their back door. You're minutes from Key Vista Nature Park, Anclote River Park, Gulf beaches, the historic Tarpon Springs Sponge Docks, and the shopping and dining along US-19. Clearwater, Tampa, and Tampa International Airport are an easy drive. Saltwater canal homes with a pool, dock, and Gulf access are hard to find. Schedule your private showing today.

2123 Bayou Drive, Holiday

$295,000

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

$485,000

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

$335,000

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

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, Florida, 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 pull-out 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 A/C 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 the 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

$320,000

3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code

Welcome to 1539 Dartmouth Drive! This beautifully updated 3-bedroom, 2-bath home in the heart of Holiday Lake combines modern style with inviting spaces. Enjoy a modern Florida room and a private office that provides a dedicated space for work or study. The newly renovated kitchen features granite countertops and wood cabinetry, while both bathrooms have been updated with a fresh, contemporary look. New closets with modern lighting add a stylish finishing touch. Beautiful above-ground pool with an open deck to enjoy the beautiful nature. Enjoy Florida living with convenient access to nearby beaches, Anclote River Park, and the famous Greek community of Tarpon Springs. With thoughtful updates and versatile spaces, this home offers a beautiful setting for your next chapter. Schedule your showing today!

1539 Dartmouth Drive, Holiday

$369,900

3 Beds ⋅ 3 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code

Virtually Staged. INVESTOR OPPORTUNITY! NO HOA / PAID-OFF SOLAR PANELS. This renovated 3-bedroom, 3-bath pool home offers approximately 1,726 SF and an adjacent area with its own private entrance that potentially may be used as an in-law suite, with separate driveway, bedroom, full bath and kitchenette, ideal for multigenerational living, extended family, guests, or potential rental income. The updated main residence features a kitchen quartz countertop, modern cabinetry, updated appliances, renovated bathrooms, Luxury vinyl and tile flooring, new baseboards, contemporary fixtures, and fresh interior/exterior paint. Enjoy a large screened pool with a new pump, filter, timer and lighting, plus the flexibility of a spacious corner lot. Major value-added features include FULLY PAID, SELLER-OWNED SOLAR PANELS, EV CHARGER, NO HOA, and a 2024 WHOLE-HOUSE REPIPE INCLUDING NEW MAIN WATER LINE. A rare combination of energy savings and major improvements at an attractive price point. Some photos have been virtually staged for visualization purposes only. Motivated Seller!

3708 Holiday Lake Drive, Holiday

$550,000

4 Beds ⋅ 3 Baths ⋅ Key Vista Prcl 18 SubDv. ⋅ 34691 Zip Code

Welcome to 1937 Blue River Road, located in the highly sought-after Key Vista community in Holiday. This spacious 4-bedroom, 3-bath home with a 3-car garage also features a bonus room and additional flex space, offering plenty of room for a home office, gym, playroom, media room, or guest space. The large kitchen features a generous eat-in area and several newer updates, including the stove, dishwasher, and sink, along with updated sinks and fixtures throughout the home. The interior has also been freshly painted, giving the home a bright, refreshed feel. Major improvements include a 2023 roof and updated front and rear windows with hurricane protection for added peace of mind. The outdoor living space is one of the home’s best features. Situated on an extra-large conservation lot in a non-flood zone, the backyard offers a peaceful and private setting with tranquil views of the surrounding natural landscape. A spacious screened lanai provides the perfect place for morning coffee, outdoor dining, or relaxing in the shade, while the separate pergola area with paver decking creates an additional outdoor entertaining space. Whether hosting friends, grilling on the weekends, or simply enjoying the quiet conservation views, the backyard offers multiple areas to enjoy Florida living year-round. The landscape lighting adds ambiance in the evenings and highlights the outdoor space beautifully. Additional features include an EV charger, garage shelving, and the convenience of a 3-car garage with plenty of room for vehicles, storage, and hobbies. With its flexible floor plan, newer roof, expansive conservation lot, inviting outdoor living areas, and desirable Key Vista location, this home offers an exceptional combination of space, privacy, and Florida lifestyle living.

1937 Blue River Road, Holiday

$500,000

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

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

$399,900

4 Beds ⋅ 2 Baths ⋅ Key Vista Ph 04 E3 E4 E6 G H R SubDv. ⋅ 34691 Zip Code

If you have been looking for a fully updated, move-in ready home in Holiday, Florida, this one-story, four-bedroom, two-bathroom beauty with a two-car garage in the gated Key Vista neighborhood is exactly what you need. One of the absolute best parts about this property is the location. You get to live incredibly close to the ocean and a wonderful nature park, while sitting safely outside of a flood zone for total peace of mind. So much of the heavy lifting has already been done for you here. The house features a newer roof, a brand new air conditioning unit, fresh paint, new gutters, a new storm door, and gorgeous luxury vinyl, bamboo, and tile floors throughout. As you step inside, the high ceilings really open up the space, making the layout feel bright, airy, and welcoming. The kitchen is completely remodeled, offering beautiful cabinets, crisp quartz countertops, an oversized island, and stainless steel appliances. It flows wonderfully into a formal, separate dining room that is ready for your next gathering. When it is time to unwind, the primary bedroom suite gives you a fantastic space with dual sinks, a garden tub, and a separate shower. Both bathrooms have been fully remodeled from top to bottom. Out back, you have a screened, covered patio that is perfect for enjoying the lovely weather year-round. Living in Key Vista means you get great community perks, including a clubhouse with a fitness center, tennis and volleyball courts, a heated pool and spa, and a playground. There are absolutely no CDD fees, and your monthly HOA fee is incredibly practical since it covers your cable TV, internet, gate access, and all those recreational facilities. To top it all off, you are just a short, easy drive from Howard Park, Sunset Beach, the Gulf of Mexico, Honeymoon Island State Park, and Caladesi Island. Come see it for yourself!

2546 Arrowpointe Drive, Holiday

$379,900

3 Beds ⋅ 2 Baths ⋅ Holiday Lakes West SubDv. ⋅ 34691 Zip Code

This 3-bedroom, 2-bath home features fresh interior and exterior paint, new LVP flooring, and stainless steel appliances. The kitchen offers plenty of cabinet and counter space, a large window overlooking the backyard, and a breakfast bar that opens to the living area. The open living space features vaulted ceilings, mirrored accent wall panels, and French doors leading to the screened-in pool area. The backyard offers a peaceful screened pool, creating a great space for relaxing or entertaining.

2831 Blossom Lake, Holiday

$1,299,999

4 Beds ⋅ 4 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code

Welcome to your dream waterfront estate in the sought-after Baileys Bluff community! This stunning custom mini mansion is perched high and dry with no HOA, offering unparalleled privacy and luxury. Enjoy direct Gulf access with a new dock equipped with electric and water, a seawall, and a serene backyard oasis featuring a lagoon-style saltwater pool, spa, waterfall, expansive Belgard paver deck, outdoor shower, travertine rear porch, and cedar trellis dining area—all with no rear neighbors. Step inside to soaring 10-14 foot ceilings, nine sets of French doors, and rare Santos Mahogany floors that exude timeless elegance. The chef’s kitchen is a masterpiece with granite counters, custom cabinetry, a large island, and a high counter perfect for entertaining. The first-floor primary suite is a true retreat with dual walk-in closets, private pool access, and an opulent spa bath with whirlpool tub and dual shower. Upstairs features a full secondary residence with three bedrooms, two baths, a massive living area, balcony with stunning sunset views, and a second laundry. The home also includes three spacious porches, a four-car garage with 14-foot ceilings, a six-inch slab, lift potential, and abundant workshop space. Luxury upgrades include impact windows, full hurricane strapping, exterior insulation, three new AC systems (2024), and a new tankless water heater. Baileys Bluff offers a community boat ramp, clubhouse, and parks, with nearby Anclote boat launch, marinas, waterfront dining, and the world-famous Tarpon Springs Sponge Docks accessible via quiet neighborhood roads. This estate blends sophistication, comfort, and waterfront living in one spectacular package.

3143 Pineview Drive, Holiday

$549,900

4 Beds ⋅ 4 Baths ⋅ Dodge City First Add SubDv. ⋅ 34690 Zip Code

Welcome to 5657 Oceanic Road, Holiday, Florida — a unique property offering an impressive 3,535 square feet of living space, a massive 1,900-square-foot garage, and a large pool, all situated on an oversized lot in a quiet, peaceful neighborhood. Designed for those who value space, flexibility, and comfort, this property offers room to live, work, entertain, and store vehicles, recreational equipment, or hobby essentials. The expansive garage provides exceptional versatility for car enthusiasts, workshop needs, storage, or additional workspace. Upstairs, the spacious primary suite features its own private living room or sitting area, creating a relaxing retreat separate from the rest of the home. Two dedicated office spaces offer excellent flexibility for remote work, a home-based business, creative pursuits, or additional workspace. Step outside and enjoy the large pool and oversized lot, offering plenty of room to relax, entertain guests, and enjoy the Florida lifestyle. Located in a quiet neighborhood, this property combines generous interior space with outdoor enjoyment and a sense of privacy. An exceptional financing opportunity adds even more appeal: a potential assumable VA loan at an outstanding 2.37% interest rate for qualified VA buyers, subject to lender approval and eligibility requirements.

5657 Oceanic Road, Holiday

$229,000

2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv. ⋅ 34691 Zip Code

Short Sale. **Short Sale:** This 3-bedroom, 2-bath home features an in-ground pool and is located in the desirable Tahitian Development neighborhood, conveniently close to shopping, schools, and beaches. The property boasts a spacious, tiered yard enclosed by vinyl fencing. The family room is adjacent to the kitchen, making it easy for busy families to spend time together. Additionally, the home has a split floor plan that separates the living room from the bedrooms, ensuring privacy and comfort.

2144 Harrison Drive, Holiday

$244,900

2 Beds ⋅ 2 Baths ⋅ Tahitian Homes SubDv. ⋅ 34691 Zip Code

Move-in ready and beautifully updated, this charming 2-bedroom, 2-bath home features an oversized one-car garage, a brand-new above-ground pool with ladder, and inviting indoor-outdoor living spaces. The bright, open floor plan is ideal for everyday living and entertaining, while the spacious, fully fenced backyard provides plenty of room to relax, gather, or enjoy time with pets. Recent improvements include a new A/C system, water heater, kitchen appliances, washer and dryer, lighting, screened front and rear patios, outdoor pool shower, and above-ground pool—all completed in 2026. The hallway bathroom was also refreshed in 2026 with new flooring, vanity, faucet, and lighting. Additional upgrades include fresh interior paint (2026), vinyl flooring (2025), new windows (2025), a privacy fence (2025), and a roof installed in 2019. With no HOA and no flood insurance currently required, this property offers added flexibility and value. Enjoy a convenient location approximately eight minutes from the famous Tarpon Springs Sponge Docks, 36 minutes from Clearwater Beach, and 37 minutes from Tampa International Airport, with shopping, dining, employment centers, and Tampa Bay destinations within easy reach. Everything has been thoughtfully prepared for its next owner—simply unpack, settle in, and start enjoying your new home.

3748 Redwood Drive, Holiday

$284,900

3 Beds ⋅ 2 Baths ⋅ Oak Hill SubDv. ⋅ 34690 Zip Code

This 3-bedroom, 2-bathroom home is located in the Oak Hill Unit neighbourhood. This home features a welcoming open floor plan that creates a seamless flow throughout the main living spaces, perfect for both everyday life and entertaining. The updated kitchen is beautifully appointed with granite countertops and stainless-steel appliances. For your privacy, the primary bedroom includes a dedicated attached bathroom. Step outside to discover your own private swimming pool, offering a great space to relax and unwind. Conveniently located near public schools and just a short drive to Gulf beaches, shopping, dining, and other amenities. Schedule your private showing today! One or more photos in this listing have been virtually staged.

2641 Flintwood Drive, Holiday

$479,900

3 Beds ⋅ 2 Baths ⋅ Key Vista Ph 04 SubDv. ⋅ 34691 Zip Code

Welcome to this beautifully updated three-bedroom, two-bathroom pool home in the gated community of Key Vista in Holiday! Offering an impressive combination of thoughtful updates, smart-home technology, and resort-style amenities, this home is designed for comfortable and easy Florida living. Major improvements include a 2024 roof with a 25-year warranty, 2024 water heater, 2019 windows, 2021 Shaw Luxury Vinyl Plank flooring with 5¼-inch baseboards, and a 2020 AC compressor replacement featuring a 3-ton, 14 SEER heat pump with a 10-year warranty. The AC condenser is also from 2020. Additional updates include 2019 kitchen appliances, 2021 garage door opener and springs, 2017 washer and dryer, 2021 renovations to both bathrooms, and permanent exterior lighting installed in 2025. The open-concept interior offers a spacious and inviting layout with a large kitchen island perfect for meal preparation and casual dining, granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast nook overlooking the pool. A separate dining room provides additional space for entertaining. The spacious primary bedroom features a vaulted ceiling, ceiling fan, and relaxing pool views. The beautifully renovated primary bathroom features a dual-sink granite-top vanity, glass-enclosed shower, and newly tiled finishes, while the second bathroom was also renovated in 2021. Step outside and enjoy your private pool and fenced backyard, designed for effortless outdoor living. The pool features Hayward OmniLogic automation that allows you to control the pump, spa, and heater remotely from your smartphone, making it easy to turn everything on before you even step outside. The pool and spa lights can also be operated remotely, eliminating the need to go outside the screened enclosure to adjust switches. A 2025 salt cell replacement provides added convenience, while 2026 LED pool and spa lights offer enhanced lighting and remote operation. The pool also features beautiful natural travertine decking, a built-in pool-wall vacuum system, and an included Hayward robotic pool cleaner. The extended screened lanai features an Elite roof, creating additional covered outdoor living space. Smart technology continues throughout the home with a Sensi smart thermostat that can be controlled through your smartphone and a smart garage door opener that can notify you if the garage is left open too long or when you leave home. The home includes a generator that provides backup power for lighting, ceiling fans, and other select areas of the home that is prewired with a transfer switch, which was installed around 2023. Additional exterior features include gutters, a professionally installed drainage system, hurricane shutters for the entire home, front-door and Palladian-window mesh hurricane protection, and a professionally painted exterior using Sherwin-Williams Emerald Shield paint in 2021. Ring Doorbell and Ring security cameras provide additional smart-home convenience and security around the front garage area and pool lanai. The Key Vista community offers an outstanding lifestyle with a community pool, clubhouse, sport courts, and additional amenities, while the master association includes cable. Conveniently located near the J. Ben Harrill Recreation Complex, numerous parks and trails, dining and shopping options, and zoned schools. Schedule your showing today!

2530 Arrowpointe Drive, Holiday

$549,900

5 Beds ⋅ 6 Baths ⋅ Forest Hills Un #22 SubDv. ⋅ 34690 Zip Code

GREAT PRICE REDUCTION * HURRY BEFORE IT'S GONE * WHERE CAN YOU GET A 1.2 ACRE PIECE OF WATERFRONT PROPERTY WITH 5 BEDROOMS, 4 .5 BATHS AND UNOBSTRUCTED WATER VIEWS * HERE'S ANOTHER OPPORTUNITY TO PURCHASE THIS UNIQUE AND MAGNIFICENT WATERFRONT HOME, SURROUNDED ON THREE SIDES BY SPECTACULAR WATER VIEWS * THIS HOME WITH SPANISH AND MEDITTERANEAN ARCHITECTURE, WITH FEATURES SUCH AS BEAMED CEILINGS AND ARCHED OPENINGS THROUGHOUT IS VERY SPACIOUS AND HAS AN ATTRACTIVE LAYOUT ON TWO FLOORS * TWO MASTER BEDROOMS, EACH ACCESSED BY TWO SEPARATE STAIRWAYS OPEN UP TO DECKS WITH UNOBSTRUCTED WATER VIEWS * BEAUTIFUL MARBLED DESIGN CERAMIC TILE THROUGHOUT HOME * THE GROUND FLOOR IS ACCESSED BY A WELCOMING FOYER WITH STEP DOWN TO A LARGE LIVING ROOM ON ONE SIDE AND OFFICE/TV ROOM ON THE OTHER * HALLWAY LEADS TO A LARGE LIBRARY, A HALF BATH AND A STAIRWAY TO THE SECOND FLOOR * FOUR BEDROOMS AND 3 FULL BATHS GREET YOU WITH SERENE AND PEACEFUL VIEWS OF THE ANCLOTE RIVER * UPGRADES BY THE PRESENT OWNERS INCLUDE THREE AC SYSTEMS REPLACED WITHIN THE LAST 4 YREARS * 1 YR OLD HOT WATER HEATER * NEW KITCHEN WITH AMPLE CABINETS, ISLAND WITH SITTING AREA AND A SPACIOUS DINING AREA LEADING OUT TO THE POOL * THE GROUND FLOOR ALSO PROVIDES A MASSIVE GAMES ROOM WITH A WOOD BURNING FIREPLACE * PERFECT FOR GATHERINGS AND ENTERTAINTMENT * A FULL BATH WITH A SAUNA ADDS TO THE COMFORT OF THIS HOME * WALK OUTSIDE TO THE COVERED DECK FOR YEAR ROUND USE, HUGE PAVED DECK, POOL GAZEBO AND WATER VIEWS ALL AROUND. WITH 630 FEET OF WATERFRONT WALL PROVIDES NEW OWNERS THE OPPORTUNITY TO BUILD A DOCK WITH A BOAT LIFT AND POSSIBLY A BOATHOUSE * THE LARGE PIECE OF PROPERTY IS PERFECT FOR LOTS OF OUTDOOR ACTIVITIES * LOTS OF PARKING SPACE FOR MULTIPLE BIG TOYS AND VEHICLES * 3 LARGE OPEN GARAGE SPACES * DON'T MISS THIS ONCE IN A LIFETIME OPPORTUNITY TO OWN A BEAUTIFUL PIECE OF PARADISE * PRIVATE FINANCING WITH VERY GOOD TERMS AVAILABLE * REPAIRS NEEDED BUT AT THIS PRICE THE NEW OWNER WILL STILL HAVE HIGH BUILT IN EQUITY IN THE HOME Characters Remaining: 1731 *

1238 Flotilla Drive, Holiday

$449,900

3 Beds ⋅ 2 Baths ⋅ Glenwood Gulf Trace SubDv. ⋅ 34691 Zip Code

Recent Appraisal square footage is living space of 2151! Beautifully Updated 3-Bedroom Home on an Oversized Cul-de-Sac Lot Welcome home! This beautifully maintained 3-bedroom, 2-bath home sits on an oversized corner lot in a desirable cul-de-sac, offering extra space, privacy, and flexibility. With an impressive list of updates already completed, this home is truly move-in ready! 2019 — Exceptional Kitchen, Pool & Window Upgrades • Double-Pane, Impact-Rated Windows Installed, providing enhanced protection, energy efficiency, comfort, and peace of mind while also enhancing curb appeal and comfort. • Pool refinished and filtration system replaced. • Granite countertops add beauty, durability, and elegance. • Stainless steel appliances create a modern kitchen. • Soft-close kitchen cabinet drawers provide a premium finishing touch. 2020 — Added Protection • Gutters installed, helping direct rainwater away from the home. Well-fed irrigation system helps keep the lawn and landscaping looking green, healthy, and beautiful while providing an economical irrigation source. 2023 — Major System Improvements • Roof replaced, providing valuable peace of mind. • HVAC system replaced, keeping the home comfortable year-round. 2024 — Fresh Exterior • Exterior painted, delivering a fresh, attractive appearance and enhanced curb appeal. 2025 — Garage Upgrade • Garage door replaced, adding functionality, security, and curb appeal. NEW — Beautiful Flooring Luxury Vinyl Plank flooring has been newly installed throughout the main living spaces, creating a stylish, durable, and easy-to-maintain foundation. The Secondary bedrooms feature comfortable carpeting, creating cozy private spaces. Flexible Space to Make Your Own The home's 3-bedroom, 2-bath layout also offers additional space that can be transformed into an office, craft room, hobby space, or potentially a 4th bedroom, depending on your needs and applicable requirements. THE BIG STORY This home offers the rare opportunity to enjoy the benefits of years of thoughtful improvements without taking on the projects yourself. Major updates include the roof, HVAC, windows, pool, filtration system, gutters, exterior paint, garage door, kitchen features, irrigation system, and NEW flooring. Add the oversized cul-de-sac lot, private pool, flexible living space, and move-in-ready condition, and this home delivers an incredible combination of comfort, style, functionality, and value! Come see it, and make it yours!

3225 Hearthstone Court, Holiday

$234,900

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code

MOVE-IN READY! Welcome home to this charming 3-bedroom, 2-bathroom home featuring a desirable split-bedroom floor plan and spacious living areas. The large living room flows into the dining area, while the family room is open to both the dining room and kitchen, creating a great layout for everyday living and entertaining. Tile flooring runs throughout the home. The fenced backyard offers privacy and relaxation with a cute gazebo and no rear neighbors. An optional Civic Association offers access to a community pool. Enjoy an abundance of nearby recreational opportunities, including Anclote River Beach Park with boat ramp and fishing pier, Key Vista Nature Park, Eagle Point Park with playground and kayak trail, and Green Key Beach on the Gulf. Come enjoy your own piece of Paradise!

3431 Overland Drive, Holiday

$249,999

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code

Virtually Staged. TROPICAL POOL & POND PARADISE HOME FEATURING A SPARKLING SWIMMING POOL, 3 BEDROOMS, 2 BATHROOMS AND A LARGE COVERED LANAI AND SCREEN-ENCLOSED POOL-DECK. NEW ROOF, NEW KITCHEN, NEW AC, NEW APPLIANCES, QUARTZ COUNTERSTOPS, NEW LUXURY WATERPROOF VINYL PLANK FLOORS, new electrical panel, new pool pump and new cartridge filter! All new interior paint and fixtures. Beautiful curb appeal with a spacious driveway and covered front porch. 22 Ft long garage with side entrance door. Private backyard with pond access and beautiful wildlife views. Perfectly located near great shopping, restaurants, parks and beaches! Enjoy the fun in the sun that a tropical paradise pool home offers!

3349 Overland Drive, Holiday

$289,000

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

Welcome to your slice of the Florida waterfront lifestyle. This 2-bedroom, 2-bathroom home sits directly on the Anclote River with deeded Gulf of Mexico access, a rare opportunity to own true boating water at an approachable price point, on a nice block of well-kept homes. Step into your own private oasis with a screened, in-ground pool overlooking the river, a private dock with new wood decking ready for your boat, a seawall in good condition, and a spacious backyard made for sunset views and morning coffee on the water, while new windows across the back of the home flood the living space with natural light and frame those river views beautifully. This home has been well cared for where it counts most, with a new roof (2025), HVAC (approx. 2 years), fencing (1 year old), and pool pump (1.5 years old) already updated, making this a true opportunity for an investor or a buyer ready to add cosmetic value through new flooring, kitchen, and bath finishes and build significant equity, whether renovating to sell, to rent, or to make it your own. Tucked in the Flotilla Dr riverfront enclave of Holiday, the home is minutes from Anclote River Park, with its boat ramp, kayak launch, and Gulf-access swimming, and just a short drive from the world-famous Tarpon Springs Sponge Docks, known for its historic Greek waterfront district, dolphin cruises, and waterfront dining, with boaters able to head straight out the Anclote River to Anclote Key Preserve State Park or nearby Fred Howard Park and Sunset Beach. Families will also appreciate the school zoning for Sunray Elementary, Paul R. Smith Middle School, and Anclote High School. Homes with true river frontage and Gulf access rarely come to market at this price point, so bring your contractor and your vision, and turn this riverfront gem into something spectacular!

1332 Flotilla Drive, Holiday

$349,900

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

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

$545,000

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

Welcome to 2309 Swordfish Ave, a beautifully maintained 4-bedroom, 3-bathroom, 2,462-square-foot single-story home situated on a spacious 10,320-square-foot lot in the desirable Gulfwinds community of Holiday, Florida. Offering an ideal combination of comfortable living space, thoughtful updates, privacy, and exceptional outdoor amenities, this home is designed for both everyday living and entertaining. The freshly painted interior features a spacious and versatile floor plan with tile flooring throughout the kitchen, breakfast nook, family room, living room, and dining room. The primary bedroom features attractive wood-look tile flooring, while the three additional bedrooms are carpeted. A dedicated office provides an ideal work-from-home space and features brand-new epoxy-resin flooring. Plantation shutters enhance the windows and sliding glass doors throughout the home. The kitchen offers granite countertops, a backsplash installed approximately two years ago, under-cabinet lighting, and a double-door refrigerator. The washer and dryer are included. The primary suite features an updated bathroom with new granite countertops, new tile, new faucets, a walk-in shower, and a walk-in tub. Additional improvements include a roof approximately three years old, a four-year-old HVAC system that has been recently serviced, and a tankless water heater. Outside, the private backyard is enclosed by a vinyl privacy fence and features a screened outdoor living area with a heated saltwater pool and heated hot tub, each equipped with its own separate pump. A newer double-wide side entrance can provide convenient access for a boat, recreational vehicle, or additional vehicle, subject to applicable HOA and county regulations. The property also features an irrigation system and a 3-car garage with newly installed aluminum attic steps for convenient access to additional storage. For added preparedness, the home features a dedicated generator connection with its own junction box and dedicated electrical circuits, providing a convenient setup for connecting a generator when needed. Residents of Gulfwinds enjoy community amenities including a nearby community pool, with HOA services covering community pool access, community grounds maintenance, cable TV, and internet. Gulfside Elementary in Holiday, Florida, closed in mid-2026 and has merged with Paul R. Smith Middle School K1-8. The two nearby, under-capacity campuses combined to form a single unified K-8 school operating at the Paul R. Smith site on Sweetbriar Drive. Conveniently located near the historic Tarpon Springs Sponge Docks, Belle Harbour and Port Tarpon Marinas, Fred Howard Park Beach, boating, dining, shopping, riding and walking trails, the Anclote River and Gulf parks, nearby islands, and spectacular Gulf Coast sunsets. With four bedrooms, three full bathrooms, a dedicated office, multiple living and dining areas, a 3-car garage, private fenced yard, heated saltwater pool and hot tub, tankless water heater, plantation shutters, and numerous recent improvements, 2309 Swordfish Ave offers an exceptional combination of comfort, functionality, and Florida outdoor living. Experience effortless Florida living in Gulfwinds—schedule your showing today!

2309 Swordfish Avenue, Holiday

$269,900

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code

Virtually Staged. Now FHA Eligible! Welcome home to this beautifully updated 3-bedroom, 2-bath residence in the heart of Holiday, where modern upgrades, flexible living space, and everyday convenience come together in one move-in-ready package. From the moment you step inside, you'll appreciate the bright, open layout designed for comfortable living and effortless entertaining. The spacious living area flows seamlessly into the beautifully renovated kitchen, featuring white shaker cabinetry, quartz countertops, and a convenient pass-through window that enhances both natural light and functionality. Recent improvements provide peace of mind and lasting value, including a brand-new roof, luxury vinyl plank flooring throughout, fresh interior and exterior paint, and tastefully updated bathrooms. Every detail has been thoughtfully refreshed so you can move right in and start enjoying your new home. One of the standout features is the enclosed Florida room, offering versatile bonus space perfect for a home office, playroom, fitness area, or additional family room. Outside, the fully fenced backyard provides privacy and room for pets, gardening, or weekend barbecues with family and friends. Residents enjoy access to community amenities including a sparkling pool, clubhouse, and playground, making it easy to enjoy the Florida lifestyle without expensive HOA fees. Ideally located just minutes from Gulf beaches, parks, shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, value, and location. With major updates already completed and FHA financing now available, this is an opportunity you won't want to miss. Schedule your private showing today.

3128 Harvardston Loop, Holiday

$359,900

3 Beds ⋅ 2 Baths ⋅ Key Vista Ph 02 SubDv. ⋅ 34691 Zip Code

Virtually Staged. ** Seller is willing to replace the roof with an acceptable offer.** Welcome to this beautifully updated 3-bedroom, 2-bathroom, 2-car garage home in the desirable gated community of Key Vista! Thoughtfully refreshed, this warm and inviting home features luxury vinyl plank flooring, fresh interior paint, modern lighting and ceiling fans, beautiful bathrooms, a new water heater, and a new French-door refrigerator. Enjoy the low HOA fee (and no CDD) that includes cable and internet, along with resort-style amenities including a clubhouse, heated pool and hot tub, fitness center, tennis and pickleball courts, volleyball courts, playground, and optional RV/boat storage. Even better, travel out the back gate with convenient access to the community’s recreational amenities, putting them just a short walk from home. For added peace of mind, the property is located in Flood Zone X and sustained no damage from Hurricanes Helene or Milton. Inside, the spacious kitchen offers abundant cabinetry and counter space and flows comfortably into the living and dining areas, creating an inviting space for everyday living, casual meals, and entertaining family and friends. Step outside to the covered lanai and fully fenced backyard with vinyl privacy fencing—a private outdoor retreat perfect for morning coffee, relaxing at the end of the day, spending time with pets, or gathering with family and friends. Key Vista offers a wonderful Florida lifestyle with Anclote Nature Park, Anclote Beach, and the community recreation center nearby, plus convenient access to boating, fishing, shopping, dining, and the Gulf Coast. With its beautiful features, low HOA, gated-community amenities, private backyard, and location, this Key Vista home is ready to welcome its next owner!

2638 Big Pine Drive, Holiday

$525,000

4 Beds ⋅ 3 Baths ⋅ Glenwood Gulf Trace SubDv. ⋅ 34691 Zip Code

Welcome to this spacious 4-bedroom, 3-bath pool home offering approximately 2,857 square feet of comfortable living space in the desirable Gulf Trace community of Holiday. Designed with both everyday living and entertaining in mind, the home features a split-bedroom floor plan, an expansive family room with a cozy fireplace, a generous kitchen with abundant cabinetry, a bright breakfast nook, a formal dining room, separate living room, dedicated laundry room, and an oversized 2-car garage. The private primary suite includes a large walk-in closet and spacious en-suite bath, while three additional bedrooms and multiple bathrooms provide flexibility for family, guests, or a home office. Step outside to an impressive screen-enclosed pool and oversized lanai, creating the perfect setting for year-round Florida living. Ideally located just minutes from the Gulf of Mexico, you'll enjoy easy access to Key Vista Nature Park, Anclote River Park, Gulf beaches, boating, fishing, waterfront dining, and the historic Tarpon Springs Sponge Docks, with Clearwater Beach, Tampa, and Tampa International Airport all within an easy drive. Combining generous living space, a functional layout, and an exceptional location, this home offers the very best of Florida's Gulf Coast lifestyle.

3225 Glenwood Circle, Holiday

$334,000

3 Beds ⋅ 3 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code

Come see one of the largest homes in the neighborhood with almost 2,200 SF and no flood insurance required! This spacious and inviting home is MOVE IN READY with a SPLIT bedroom plan with 3 bedrooms, 2.5 bathrooms and a bonus room/game room/media room! The large open kitchen has plenty of counter space with stone countertops and STAINELESS STEEL appliances and flows seamlessly to the living room, dining area and a breakfast nook. It is the ideal space for entertaining the whole family. In the front of the house, you'll find a bedroom and a full bathroom. Off the living room, you'll find the large primary suite with a wood burning fireplace and enough room for all your king size furniture along with a full bathroom and double sink vanity. The 3rd bedroom is in the back of the house next to the bonus room that can be used as a game room, media room and has a 1/2 bath with access to the garage. Add a barn door and you have the perfect space for your in-laws, guests or teenager! The backyard is fully fenced in for your fur babies to roam with a shed for additional storage. Beacon Square neighborhood has an optional community center with a pool, playground, fitness center, and activities starting at just $23/month. Boat storage is available too for just $30/month. Conveniently located off Hwy 19, just south of State Rd 54 and minutes to downtown Tarpon Springs with shopping, restaurants and hospital nearby. **BONUS: This home is eligible for up to $17,500 in grants toward down payment assistance and closing costs with preferred lender. Restrictions apply. Call me for more details and schedule a showing today!

3652 Westchester Drive, Holiday

$460,000

4 Beds ⋅ 2 Baths ⋅ Key Vista Ph 04 SubDv. ⋅ 34691 Zip Code

Virtually Staged. WOW! BIG PRICE CHANGE! Take a look at this 4 BEDROOM, 2 BATHROOM, 3 CAR GARAGE POOL HOME LOADED WITH UPDATES AND UPGRADES IN THE STUNNING KEY VISTA COMMUNITY ON A QUIET CUL DE SAC. The open kitchen has been remodeled. THE CABINETS AND COUNTER TOPS HAVE BEEN REPLACED, NEW REFRIGERATOR, AND A NEW DISHWASHER. The QUARTZ KITCHEN ISLAND IS EXCELLENT FOR ENTERTAINING AND USING AS A CASUAL SPACE FOR BAR STOOLS. The big open family says bring your sectional and huge TV because there is plenty of room! THE SLIDERS TO THE POOL HAVE RECENTLY BEEN REPLACED AS WELL AS NEW WINDOWS IN THE BACK OF THE HOUSE. It sure feels like Florida here with the PLANTATION SHUTTERS and light bright colors and SPARKLING SWIMMING POOL. There are no rear neighbors, you can enjoy your pool and outdoor space in private. New interior paint in many of the rooms. THE PRIMARY BEDROOM HAS MORE THAN ENOUGH ROOM FOR A KING SIZE BED AND THE PRIMARY BATHROOM FEATURES A STAND UP SHOWER AND SOAKING TUB. There is enough room to stretch out with double sinks too! Some other noteworthy things about this very special home are HIGH CEILINGS, a NEW ROOF IN 2023, NEW AC IS 2017 AND A NEW HOT WATER HEATER. You don't have to go far to enjoy the community amenities! There is a huge heated pool, clubhouse, playground, tennis and pickleball courts, fitness center, and more. Key Vista Nature Park is about a mile away, Sunset Beach and Fred Howard Park in Tarpon Springs are just a short drive away!

2811 Ravendale Lane, Holiday

$499,999

4 Beds ⋅ 3 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code

Perfectly designed for family living and entertaining, this house boasts an array of features that cater to every need. The primary bedroom is a true retreat, featuring a whirlpool tub, a stand-up shower, and a vanity that all contribute to a spa-like atmosphere. The room is generously sized with vaulted ceilings, creating an airy and open feel. Additionally, a bonus room with slider doors and bay window provides direct access to the pool deck, making it perfect for unwinding after a long day. The dining room is a charming space with a built-in buffet and French doors that lead out to the pool deck, enhancing the indoor-outdoor flow. The kitchen is a chef's delight, equipped with ample cabinetry, all stainless-steel appliances, and granite countertops. An eat-in counter extends into the living area, which is adorned with more slider doors opening to the pool deck, perfect for seamless entertaining. Comfortable Bedrooms and Private Spaces, in addition to the primary suite, the house includes another bedroom with two closets and a private bathroom, offering privacy and convenience. The final oversized bedroom is located at the far end of the house, featuring two large closets and more sliders that lead to the pool deck. This bedroom is accompanied by a bathroom with a stand-up shower and an oversized bathtub. The backyard is an entertainer's paradise, fully fenced with an inground pool that is lanai covered, set on an oversized pool deck. It provides the perfect setting for hosting friends and family or enjoying a quiet evening by the water. Additional Features are High elevation ensures no past flooding, providing peace of mind. 2-car garage with a brand-new garage door opener for convenience. This house is conveniently located just minutes away from the Bailys Bluff community BOAT RAMP with Gulf access, a Clubhouse with beautiful Gulf views with access to set sail your Kayak.

2210 Bayou Drive, Holiday

$328,200

3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code

Welcome to this remodeled Oasis! This pool home has been tastefully remodeled with quartz countertops, new kitchen island, Luxury Vinyl flooring throughout the house, fully remodeled master bedroom and master bath with quartz countertops and a walk-in shower, ceiling fans throughout the house, new laundry room and a florida sunroom/dining room with plenty of natural light and a view to the pool/backyard. As you step outside, you will be delighted by all the entertaining you will be able to enjoy and provide to your friends and family! In-ground pool, wooden tiki bar, covered patio area with a wooden gazebo and plenty of potential for more to add. Storage is located in the backyard. Roof (2020), A/C unit and ductwork (2020), tankless water heater (2020), water softener, reverse osmosis system, upgraded modernized plumbing-pex piping (2020). No Flood insurance required.

1036 Viking Drive, Holiday

$380,000

2 Beds ⋅ 2 Baths ⋅ Shadow Oaks Sub SubDv. ⋅ 34690 Zip Code

Poolside Living Meets Prime Location! This beautifully maintained pool home offers a desirable split-bedroom floor plan, giving the primary suite added privacy from the secondary bedrooms. Step inside to discover a gorgeous, updated kitchen remodeled in 2021, featuring modern finishes, electrical outlets conveniently installed within the cabinetry, and Alexa-controlled under-cabinet lighting for added style and functionality. The spacious primary suite provides a private retreat, while the open living areas flow seamlessly to the outdoor oasis. Enjoy Florida living year-round with a screened-in lanai, covered patio, and sparkling pool—perfect for entertaining guests or relaxing after a long day. This home has been thoughtfully updated with numerous improvements, including updated electrical, a brand-new garage door, epoxy-coated garage floors, and a water heater installed in March 2022. Roof 2012 Outside, you’ll find a storage shed for additional space and new fencing with double gates, offering convenient access for boats, trailers, or recreational vehicles. Ideally located just 10 minutes from downtown Tarpon Springs and 15 minutes from downtown New Port Richey, you’ll enjoy easy access to charming waterfront dining, shopping, festivals, and local entertainment. You’re also only minutes from Fred Howard Park and Beach, one of the area’s most beloved coastal destinations. Plus, Clearwater-St. Pete Airport and Tampa International Airport are both within approximately 45 minutes, making travel a breeze while keeping you close to all the area’s popular downtowns, restaurants, and local hotspots. Don’t miss this opportunity to own a move-in-ready pool home in an unbeatable location that combines comfort, convenience, and the best of Florida living.

3110 Shadow Oaks Drive, Holiday

$300,000

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

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

$450,000

4 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv. ⋅ 34691 Zip Code

Welcome to this 4-bedroom, 2-bath, solar-powered, pool home offering plenty of comfortable living space on the water. The property also features its own dock right in the backyard, providing direct access to Lake Conley. Inside, the home offers a bright, open feel with abundant natural light, a neutral color palette, and luxury vinyl plank flooring throughout the living areas. The kitchen is equipped with stainless steel appliances and a convenient pass-through with bar seating, ideal for everyday living and entertaining. Major updates include a 2019 roof and 2019 HVAC, offering peace of mind for years to come. The property also did not experience flooding during recent storms. Garage is currently in the process of being converted into a mother-in-law suite with a separate entrance. Step outside to be greeted by the sparkling pool in a screened lanai, a relaxing space to enjoy the Florida lifestyle year-round. The pool also features a safety fence for peace of mind. Located just minutes from local beaches, parks, shopping, and dining, this home offers a perfect balance of everything that makes living in Florida wonderful.

3022 Jackson Drive, Holiday

$625,000

5 Beds ⋅ 3 Baths ⋅ Key Vista Prcl 18 SubDv. ⋅ 34691 Zip Code

Welcome to this beautiful 5 bedroom 3 bathroom two-story home located in the highly desirable community of Key Vista. Upon entry you immediately feel welcome and at home with the large formal dining area and front living area with electric fireplace. The large kitchen boasts tall cabinetry and plenty of counter space with amazing views of the tree line that reflects along the waters edge. One bedroom with private bathroom is conveniently located on the first floor and four bedrooms are located on the second story with the large master bedroom with private bathroom also has an adjoining bonus room. Enjoy the privacy of no rear neighbors with breathtaking views of nature in your own backyard!!! Only minutes away from some of the most beautiful beaches and parks in Florida. Schedule your private showing today!!!

1914 Oswego Drive, Holiday

$775,000

4 Beds ⋅ 3 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code

Virtually Staged. Open access to the Gulf!! Experience elevated waterfront living in this elegant 3 bed/2 bath residence with a versatile bonus room, thoughtfully designed to blend architectural charm, refined finishes, and seamless indoor–outdoor flow, all in the sought after Baileys Bluff Estates! The generously sized secondary bedrooms offer ample closet space and share a beautifully appointed full bath with a tub/shower combination. A hallway linen closet with built-in shelving provides additional storage. The primary suite is a true retreat, featuring sliding-door access to the lanai and a spa-inspired bath complete with a step-in shower with sliding glass doors—also opening to the exterior—dual-sink vanity, private water closet, and a dedicated dressing hallway with abundant closet space. A separate pool-access bath with sink and toilet can be closed off from the primary suite for added privacy. A nearby washer and dryer closet enhances everyday convenience. The main living areas impress with soaring volume ceilings, recessed lighting, and a striking corner stone fireplace anchoring the space. The chef’s kitchen is as functional as it is beautiful, showcasing wood soft-close cabinetry, granite countertops, stainless steel appliances, a breakfast bar, pantry closets with extensive shelving, a built-in corner desk, and a sun-filled breakfast nook. Architectural details add warmth and character, including a barn-style sliding door allowing the kitchen to be closed off when desired, and a decorative wicker-accent opening that enhances the home’s charm. A flexible dining area offers the option of formal dining and opens through sliding doors to a charming brick patio. The bonus room provides exceptional flexibility—ideal as a home office, media room, or optional fourth bedroom—complete with a utility sink closet, additional storage, and direct garage access. Outdoors, the expansive screened-in lanai and pool create a private oasis perfect for entertaining, complemented by an outdoor shower. The generous fenced backyard leads to your waterfront dock area, where tranquil water views can be enjoyed from the living room, breakfast nook, dining area, and kitchen. Additional highlights include light wood luxury vinyl flooring throughout; tile flooring in all bathrooms, oversized windows providing abundant natural light, ample storage throughout, and an oversized two-car garage. Located just two blocks from the Coastal Anclote Trail, which offers over four miles of scenic paths that connect to the Pinellas Trail in Tarpon Springs. Enjoy easy water access via the bayou and creek with just a five-minute boat ride to the Gulf. The area is also ideal for kayaking. Pickleball courts with weekly league play are located within one mile. This exceptional waterfront property offers the perfect blend of lifestyle, comfort, and convenience. Schedule your private showing today.

2138 Bayou Drive, Holiday

$329,980

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

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

$410,000

3 Beds ⋅ 2 Baths ⋅ Key Vista Ph 4 SubDv. ⋅ 34691 Zip Code

Virtually Staged. LENDER PAID 1% BUY DOWN WITH PREFERRED LENDER FOR INITIAL 12 MONTHS OF MORTGAGE PAYMENTS. Totally renovated 3bedroom 2 bathroom 2 car garage home in quiet community. Roof, HVAC,Water Heater, Flooring, Kitchen and Bathrooms all brand new.Wood cabinets and stone counter tops in Kitchen and Bathrooms. Huge lot with vaulted screened in lanai. Low HOA covers community pool and cable. Come and make this charmer your new home!!!

2700 Sierra Vista Way, Holiday

$295,000

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

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

$275,000

2 Beds ⋅ 2 Baths ⋅ Key Vista Ph 02 SubDv. ⋅ 34691 Zip Code

Welcome to one of Holiday’s most sought after 55+ gated communities, where privacy, comfort, and an active Florida lifestyle come together seamlessly. This beautifully maintained 2 bedroom, 2 bath home in Key Vista offers 1,555 square feet of well designed living space, along with a versatile office/flex room that can easily serve as a third bedroom, hobby room, or dedicated workspace. Situated on a rare homesite with no neighbor to the right or behind, this property provides exceptional privacy and tranquility. Inside, you’ll find an inviting open floor plan filled with natural light and thoughtfully designed for everyday living and effortless entertaining. The spacious kitchen is a highlight, featuring a large island, breakfast bar, pantry, and plenty of cabinetry ideal for meal prep, gatherings, and morning coffee. The oversized living and dining areas provide flexible layout options and a warm, welcoming feel. A screened-in lanai extends your living space outdoors, perfect for relaxing, dining al fresco, or unwinding while enjoying Florida’s calming breezes. The primary suite offers comfort and functionality with ample closet space and an ensuite bath. The guest bedroom and bath are equally inviting, offering privacy for visitors. Additional features include an attached two-car garage and dedicated laundry area. Residents enjoy low HOA fees, no CDD, and access to two clubhouses. One exclusively for 55+ residents with a private pool, plus a master clubhouse with a pool, spa, gym, tennis and pickleball courts, sand volleyball, playground, and more. On site RV and boat storage is also available for a small monthly fee. If you're looking to venture outside of the community there is nearby Key Vista Nature Park. Enjoy incredible sunsets or walk through one of the many nature trails to enjoy everything Gulf Coast living. This home is also close to parks, shopping, dining, and Gulf beaches. Everyday conveniences are also close at hand. This Holiday gem blends privacy, space, and resort-style amenities in an unbeatable location. Schedule your private tour today!

2453 Pleasant Hill Lane, Holiday

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