Holiday FL Real Estate, Homes with Pool for Sale

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

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

2201 Barracuda Ct, Holiday

$579,900

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

4365 Tahitian Gardens Circle Unit E, Holiday

$115,000

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

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

4365 Tahitian Gardens Circle Unit E, Holiday

$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

4324 Tahitian Gardens Circle Unit D, Holiday

$119,500

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

Experience the tranquility of condominium living. This turnkey two-bedroom, bath and a half condo is located in Tahitian Gardens, a fully gated, active 55+ community. This turnkey unit is offered fully furnished and boasts an upgraded bath with beautiful walk-in shower, large floor to ceiling living room windows plus updated bedroom windows. Relax on the tiled patio and enjoy the convenience of your assigned parking space directly in front of the unit. This residence is only minutes from the clubhouse, recreation center and heated swimming pool. Tahitian Gardens offers numerous activities such as shuffleboard, arts and crafts, bicycling club, bingo, dominoes, card groups, and more. Located off US 19 in Holiday, FL, with easy access to shopping and public transportation. Tampa and Clearwater airports are less than an hour’s drive. Walking distance to CVS, Walgreens and Aldi. Minutes away from Tarpon Springs, the Sponge Docks and the beach at Howard Park. Very easy to see but shown by appointment only.

4324 Tahitian Gardens Circle Unit D, 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

$175,000

2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv. ⋅ 34691 Zip Code

Great location with beautiful pond view from most windows, friendly surroundings, nature and tranquility. The open model perfect home with Vaulted ceilings is perfect for you, just move right in. Amazing updates include Quartz and Granite Countertops, recessed lighting, luxury vinyl floors along with newer ceramic tile and lace ceilings and newer Stainless Steel appliances. Sliders from both the Master Bedroom and Living room lead to Florida Room to relax and enjoy the views. The Master Bedroom has 2 large closets and Master Bath with dual sinks. Separate storage room and Reserved parking with plenty of guest spaces. Clubhouse with heated pool, shuffleboard and activities. The affordable HOA covers exterior maintenance, roof, lawn care, insurance, trash, cable TV, and internet, water/sewer and more, allowing you to truly enjoy worry-free living. Perfectly situated near some of the area’s best attractions, you’re just minutes from the white sandy beaches of the Gulf Coast, Anclote River Park, and the historic Tarpon Springs Sponge Docks, known for its Greek restaurants, local shops, and waterfront charm. Downtown Tarpon Springs offers year-round festivals, farmers markets, and cultural events, while nearby shopping centers, medical facilities, and golf courses ensure everythin you need is winin easy reach. No Flood Zone. Furniture negotiable. PRESENT ALL OFFERS!

1022 Bowsprit Lane Unit 1022, Holiday

$330,000

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

$379,900

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.

3708 Holiday Lake Drive, Holiday

$179,900

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

Great Waterview as you relax in the Florida room and watch Florida’s wildlife. Home features Newer Windows, Newer Luxury Vinyl Floorings, Walk in closets, Newer HVAC system with UV light, Carport that fits 2 average size cars and Enclosed Porch to enjoy Florida’s nature without being bugged too much. This lovely home is located in a Active 55+ community with Clubhouse, Year round Heated Pool, play Shuffleboard with other home owners, friends or family and low maintenance/HOA fees which includes trash pick up, grounds maintenance, Private Roads and common area taxes. Measurements are approx and information is deemed to be accurate and for the buyer verify.

3211 Southport Drive, Holiday

$289,900

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

Under contract-accepting backup offers. Virtually Staged. Welcome home to this beautifully updated 3-bedroom, 2-bathroom home. Featuring extensive updates throughout, this move-in- ready home offers the perfect combination of modern finishes and peace of mind. The fully remodeled interior features a stunning kitchen with high-end quartz countertops, stainless steel appliances, and beautifully updated bathrooms. Step outside to your private backyard oasis featuring a fully screened pool—perfect for relaxing or entertaining year-round. This home that is truly move-in ready. Ideally located in a desirable Greater Tampa Bay neighborhood, you'll enjoy convenient access to shopping, restaurants, parks, and Florida's world-class Gulf beaches. With quality update and an exceptional location, this home is ready for its next owner to enjoy.

4142 Woodfield Avenue, 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

$425,000

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

4322 Tahitian Gardens Circle Unit B, Holiday

$125,000

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

Spacious 2 Bedroom, 1 Bath Block Condo On Cul-De-Sac, located in the gated 55+ community of Tahitian Gardens. Per the County, this property is located in a Non-Flood Zone. No dog restrictions—any size, any type of dog! This first-floor unit features an updated kitchen with granite countertops, updated cabinetry and stainless-steel appliances. Porcelain tile extends through the living and kitchen areas, and the convenience of a washer and dryer right inside the unit. A private assigned parking space is conveniently located right out front. Just a few steps away is a giant pond surrounded by sidewalks, providing a great place to walk and enjoy the community. Tahitian Gardens offers a heated swimming pool, clubhouse and recreation facilities, fitness center, shuffleboard courts, walking areas and an active community calendar with a variety of social activities. Conveniently located near shopping, dining, medical facilities, public transportation, Tarpon Springs and Gulf Coast recreation. Located less than 26 miles from St. Pete Beach, voted the best beach in America and the fifth best in the world! Ready for the new owner(s) to move in and enjoy! Please view both videos for the home tour: Tour 1 and Tour 2. Per the Owner: Condo assoc is fully funded/ no special assesments, New Budget for 2027 show no increase in HOA Fees:)

4322 Tahitian Gardens Circle Unit B, 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

$399,000

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

Welcome to this Amazing Waterfront 3-bedroom, 2-bathroom residence, complete with a versatile bonus room! This home features a two-car garage and a wealth of exceptional upgrades. Step inside to find new tile flooring throughout the entryway, kitchen, bonus room, and recent remodeled guest bath. Enjoy the elegance of crown molding and ample closet space, including his and her walk-in closets in the Primary suite. The remodeled baths boast luxurious finishes, with a heated whirlpool tub in the master bath for your relaxation. Safety and convenience are paramount, with hurricane-proof replacement windows and a new garage door. Outdoor living is at its finest with a boat lift, floating dock, and davits, perfect for boating enthusiasts. Dive into your large in-ground pool while enjoying breathtaking views of the Anclote River and the vibrant local wildlife, all set against the backdrop of a wide canal and a high seawall. This home is a true gem for anyone seeking a waterfront lifestyle. Don't miss your chance to make it yours! CALL TODAY FOR YOUR PRIVATE TOUR...

1117 Rushmore Drive, 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

4337 Tahitian Gardens Circle Unit E, Holiday

$114,900

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

PRIVATE CORNER UNIT, two-bedroom condominium in Tahitian Gardens, an active 55+ gated community. This residence features newer flooring and expansive floor-to-ceiling windows overlooking the patio and spacious lawn. The kitchen is appointed with stainless steel appliances and granite countertops. The primary bedroom offers a generous walk-in closet and thermal windows. Ceiling fans are installed in the living room and both bedrooms, which also feature updated windows. An inside laundry/utility room includes a washer and dryer for your convenience. The property includes one assigned parking space, with multiple guest spaces available. Wide, paved sidewalks extend throughout the community and along the lake. Residents enjoy convenient access to a large, heated swimming pool, recreation center, and clubhouse, all located a short walk from the unit. Tahitian Gardens also offers a variety of activities, including shuffleboard, arts and crafts, a bicycling club, bingo, dominoes, card groups, and more. Dining, shopping, and public transportation are easily accessible, with CVS, Walgreens, Publix, and Aldi nearby. Tarpon Springs, the Sponge Docks, Sunset Beach, and Howard Park Beach are just minutes away. Tampa and Clearwater-St. Pete Airports are less than an hour’s drive. Low condominium fees provide additional value. Easy to see, schedule your appointment today!

4337 Tahitian Gardens Circle Unit E, 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

4349 Tahitian Gardens Circle Unit C, Holiday

$94,900

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

NEWER AC SYSTEM! Welcome to this bright, well-maintained one-bedroom condominium in Tahitian Gardens, a gated 55+ community. Expansive floor-to-ceiling living room windows fill the residence with natural light and create an open, inviting atmosphere. The home features tile flooring throughout, a walk-in shower, and a kitchen equipped with brand-new stainless-steel appliances, including a range, range hood, and refrigerator. Ceiling fans are located in the living room, kitchen and bedroom. The patio offers a partial lake view, and a private parking space is conveniently situated directly in front of the unit. Residents can enjoy the large, heated swimming pool, scenic community pathways, and lakeside setting. Tahitian Gardens also offers a variety of activities, including shuffleboard, arts and crafts, a cycling club, bingo, dominoes, and card groups. The community is conveniently located near dining and shopping, with CVS, Walgreens, Publix, and Aldi just minutes away. A short drive to Tarpon Springs provides access to the Sponge Docks, Sunset Beach, and Fred Howard Park. Tampa International Airport and St. Pete–Clearwater International Airport are both less than an hour away. The property is easy to show, and all reasonable offers will be considered. This residence is an excellent option for a primary home or seasonal retreat.

4349 Tahitian Gardens Circle Unit C, Holiday

4359 Tahitian Gardens Circle Unit B, Holiday

$115,000

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

Welcome to your bright and inviting 2-bedroom, 1.5-bath condo in Tahitian Gardens, a desirable 55+ gated community with a low monthly maintenance fee of $282.00 where Florida living is all about relaxing, connecting, and enjoying life. Filled with natural light and offering a comfortable, low-maintenance layout, this home is the perfect place to settle in and enjoy everything the Florida lifestyle has to offer. And the best part? You’re not just buying a home - you’re joining a community. Residents enjoy a heated community pool, clubhouse, shuffleboard and a wonderful calendar of social activities including cookouts, bingo, fashion shows, dances, line dancing, sailboat races, and more. Card and game enthusiasts can enjoy mahjong, dominoes, and other games while getting to know the neighbors. With low HOA fees and plenty to enjoy right outside your door, there’s more time to do the things you came to Florida for — relax by the pool, meet friends, stay active at the gym, or simply enjoy a slower, easier pace of life. Location is another major highlight. You’re just minutes from shopping, restaurants, parks, and the beautiful beaches of the Tarpon Springs area, with the famous Sponge Docks only about 10 minutes away. Tampa International Airport is approximately an hour away, making visits from family and friends - and your own travels - convenient. Not in the flood zone!

4359 Tahitian Gardens Circle Unit B, 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

4333 Tahitian Gardens Circle Unit A, Holiday

$147,000

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

Tucked away in a quiet, secluded corner of the gated Tahitian Gardens community, this desirable end unit offers extra privacy and effortless, low-maintenance living! The bright, single-story layout features zero carpet with durable luxury vinyl and tile flooring throughout, plus a primary bedroom complete with a private half bath, a spacious walk-in closet and a large laundry/utility closet too! Sip your morning coffee on the cozy front porch or head out to enjoy the community's sparkling pool, active clubhouse, and walking paths. The affordable monthly fee covers exterior and grounds maintenance, security, and amenities for complete peace of mind. A prime location right off US-19 close to shopping, dining, and Gulf beaches—it's the perfect choice for a perfect retirement, easy winter retreat, or smart investment! MOVE IN READY !

4333 Tahitian Gardens Circle Unit A, Holiday

$448,900

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

Welcome to your own tropical oasis and the waterfront lifestyle you’ve been dreaming of! This beautifully renovated 3-bedroom, 3-bathroom waterfront pool home with a spacious bonus room is situated on a large lot along the Anclote River, offering approximately 70 feet of seawall and direct access to the Gulf. The sellers will have the solar panels removed and the roof replaced prior to closing, providing added peace of mind for the new owners. Inside, a desirable split-bedroom floor plan and new wood-plank tile flooring create a stylish and functional living space. The spacious living room flows seamlessly into the dining area, while sliding glass doors open to an expansive screened-in patio, bringing the best of Florida’s indoor-outdoor lifestyle home. A hallway off the main living area leads to two generously sized guest bedrooms. One features a private bathroom with convenient access to the pool area, while the second offers a large walk-in closet and easy access to the additional guest bathroom. The beautifully appointed kitchen features stainless-steel appliances, wood cabinetry, granite countertops, and a cozy breakfast nook—perfect for casual meals or morning coffee. The spacious primary suite offers a walk-in closet and an updated bathroom with a convenient step-in shower. Just beyond the primary suite, a large bonus room provides versatile space for a home office, den, nursery, gym, or additional living area. Step outside and discover your private Florida retreat. The expansive screened-in patio overlooks a sparkling swimming pool surrounded by stamped-concrete decking, while the large, fenced backyard provides plenty of space to relax, entertain, and enjoy the outdoors. A composite deck with pergola creates an inviting setting for outdoor dining, lounging, and soaking up the Florida sunshine year-round. And for boating enthusiasts, this property truly stands apart. Just steps from the deck, a composite boat dock with a 10,000-pound boat lift provides convenient access to the Anclote River and the Gulf. Spend the day boating, exploring nearby tropical islands, or enjoying the area’s beautiful sandy beaches—all from your own waterfront backyard. Bring your boat, your family, and your love of the water. This is Gulf Coast living at its best!

1324 Chancellor Drive, Holiday

4349 Tahitian Gardens Circle Unit G, Holiday

$95,000

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

Welcome to easy Florida living in the active 55+ community of Tahitian Gardens! This charming 1-bedroom, 1-bathroom villa-style condo offers comfortable, low-maintenance living in a community where there is always something to do. Fresh interior paint and luxury vinyl flooring create a clean feel, while a newer water heater (2022) helps make this home truly move-in ready. Residents of Tahitian Gardens can take advantage of the community pool and a variety of activities and social events, including cookouts, fashion shows, bingo, shuffleboard, bocce ball, horseshoes, sailboat races, dances and line dancing. Game enthusiasts can enjoy pinochle, euchre, mahjong, dominoes and other card games. Located only 10 minutes from Tarpon Springs and sponge docks, this community is close to restaurants, shopping and activities. Whether you're looking for a full-time Florida home, a seasonal getaway, or a place to enjoy an active and social lifestyle, this villa offers an inviting opportunity to make Florida living simple.

4349 Tahitian Gardens Circle Unit G, 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

$337,900

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

Under contract-accepting backup offers. Welcome to effortless Florida living in this meticulously maintained 3-bedroom, 2-bath, single-story villa, offering approximately 1,740 square feet of spacious, maintenance free living with the comfort and feel of a single-family home. Situated on a premium pond-view lot in the desirable Gulfwinds community, this inviting residence combines thoughtful upgrades, stylish finishes, and a carefree Florida lifestyle. From the moment you enter, the open-concept kitchen, dining, and family room create a warm and welcoming space designed for both everyday living and entertaining. The well-appointed kitchen features 42-inch nutmeg hardwood cabinetry, Caledonia granite countertops, an undermount double sink, modern appliances, glass-top range, microwave/exhaust hood, dishwasher, and a convenient closet pantry. Beautiful 18-inch ceramic tile extends through the wet areas and hallways, while crown molding, pendant lighting, and recessed lighting add a sophisticated finishing touch. The main living area features hand-scraped engineered hardwood flooring and a contemporary industrial-style ceiling fan. Sliding glass doors open to an extended screened lanai and oversized paver patio, creating an exceptional outdoor living space overlooking the peaceful pond—a perfect setting for morning coffee, evening gatherings, or simply enjoying the beautiful Florida surroundings. The spacious primary suite continues the engineered hardwood flooring and offers a generous walk-in closet and an ensuite bath with dual vanities, a relaxing garden tub, and a separate step-in shower. Two additional bedrooms provide excellent flexibility for family, guests, hobbies, or a home office. One bedroom is currently configured as a craft room, with cabinetry that can remain or be removed to suit the new owner's needs. Energy efficiency and peace of mind are also priorities here, with double-pane insulated windows, R-38 attic insulation, and advanced air-sealing techniques. The HVAC SYSTEM WAS REPLACED IN 2022, and the home carries an ENERGY STAR rating. Additional benefits include no CDD fees and a location that is not in a Special Flood Hazard Area. Gulfwinds offers the ultimate in low-maintenance living. Residents enjoy a heated community pool and beautifully maintained grounds, while the HOA takes care of many of the major exterior responsibilities, including lawn and shrub care, roof repair and replacement, exterior painting, high-speed internet, and cable service, including Hulu, Disney+, and ESPN. It's an ideal lock-and-leave lifestyle for seasonal residents, frequent travelers, or anyone who simply wants to spend less time on home maintenance and more time enjoying Florida. Conveniently located near marinas, parks, golf, shopping, and dining, this home is just minutes from the Gulf of Mexico and the world-famous Tarpon Springs Sponge Docks. Enjoy the tranquility of a beautifully maintained community while remaining close to the very best of the Florida lifestyle.

2219 Parrot Fish Dr, Holiday

$135,000

2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv. ⋅ 34691 Zip Code

Virtually Staged. Beautiful Corner unit in Holiday Lake Villas Condos. This beauty is located directly across from the Club House and Pool. There are 2 bedrooms and 2 bathrooms. The primary bedroom features sliding glass doors directly to the enclosed porch, a walk in closet, a mirrored dressing table as well as a dual sink vanity. The kitchen has a breakfast nook and a pass through to the living room, dining room. Unit has been beautifully updated with fresh paint, flooring and appliances. This condo was built in 1981 and has 1318 sq ft living area plus a 216 sq ft enclosed porch. Just perfect for a maintenance free winter home or a fulltime residence

3936 Sailmaker Lane, 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

$139,900

2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv. ⋅ 34691 Zip Code

Come see this well-maintained 2-bedroom, 2-bath villa-style condo in the desirable Holiday Lake Villas community. This single-story home offers 1,114 square feet of comfortable living space with a practical layout and a number of attractive updates. The kitchen, fully redone in 2025, features bright white cabinetry, granite countertops, stainless steel appliances, and a convenient breakfast area overlooking the front of the home. The spacious living and dining areas feature durable wood-look flooring and open naturally to the enclosed Florida room through large sliding glass doors, creating an additional space to relax, entertain, or enjoy the Florida weather year-round. The Florida room also offers extra INTERIOR storage space that not every home in this community has. This home features all new windows replaced in 2025 as well, for YEARS of peace of mind. Both bedrooms are comfortably sized and offer ample closet space, while the two full bathrooms provide convenience for residents and guests. An interior laundry closet includes a full-size Samsung washer and dryer, and the home also comes with an assigned covered carport space. Outside, the property features a landscaped front entry and a private rear patio area overlooking a grassy common area. Holiday Lake Villas offers a low-maintenance lifestyle with community amenities including a clubhouse, pool, and recreational facilities. Conveniently located in Holiday with easy access to shopping, dining, parks, beaches, and the Tarpon Springs area, this home offers an excellent opportunity for anyone looking for a comfortable Florida residence in an established community.

3828 Sailmaker Lane, 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

$359,000

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

Welcome to 1346 Chancellor Dr, a charming house that invites you to explore its unique character and potential.Direct canal access to the gulf, New Roof .Nestled in a desirable location, this property accords a wonderful opportunity for those seeking a place to call home. With its classic architectural design, the exterior exudes curb appeal, while the interior awaits your personal touch. Whether you're looking to relax in a cozy living space or entertain guests, this house provides a versatile layout to suit your needs. The surrounding area accords a peaceful atmosphere, appropriate for enjoying outdoor activities and leisurely strolls. Don't miss the chance to make this house your own and create lasting memories in a welcoming community.

1346 Chancellor Drive, Holiday

4330 Tahitian Gardens Circle Unit A, Holiday

$134,900

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

Come see this unique opportunity to own in the desirable, 55+ gated community of Tahitian Gardens! This partially furnished corner-unit condominium offers two bedrooms and one-and-a-half baths, making it ideal as a primary residence or second home. The bright, open living area features cross-cut tile flooring and floor-to-ceiling windows that fill the space with natural light. The kitchen flows into a separate dining area. The primary bedroom offers a walk-in closet and half bath, while the main bathroom features a full-size walk-in shower. An included washer/dryer add everyday convenience. Recent improvements include energy-efficient storm windows, a newer roof (2021), and an on-demand water heater (2022). A new AC System was installed in 2016. Relax on the private patio and enjoy a walk around the lake located directly behind the unit. Tahitian Gardens offers an active community lifestyle with a heated swimming pool, shuffleboard courts, two community buildings, arts and crafts, bingo, a bicycling club, and a variety of activities and events. Conveniently located near shopping, dining, Tarpon Springs, Howard Park Beach, and other Gulf Coast beaches, this well-cared-for condo is ready for you. Schedule your private showing today!

4330 Tahitian Gardens Circle Unit A, 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

$227,000

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

Summer may almost be over, but it’s still not too late to own a pool home and enjoy the Florida lifestyle for years to come! Located in beautiful Holiday Lake Estates, this two-bedroom, two-bath home with a one-car garage offers plenty of potential for the buyer ready to make it their own. The home features a living and dining room combination, Florida room, spacious bedrooms, and a primary suite with direct access to the pool area from the primary bathroom. Step outside to enjoy the in-ground pool, covered porch, fenced yard, and the added privacy of having no neighbor on one side. Conveniently located near the world-famous Tarpon Springs Sponge Docks, Fred Howard Park, and Sunset Beach, with an easy commute to Honeymoon Island, downtown Dunedin, and gorgeous Clearwater Beach. The home is in need of updating, so bring your vision and your tools, roll up your sleeves, and take advantage of the opportunity to build some sweat equity and make this one your own! Case #: 093-973243 Finance Escrow may apply. Finance Code: IE.

3221 Roxbury Drive, Holiday

$204,000

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

Under contract-accepting backup offers. Virtually Staged. Major 2026 improvements and paid-off solar! This well-maintained pool home offers a 2026 roof, 2026 water heater, 2024 HVAC system, updated electrical items, new pool equipment and paid-in-full 2022 solar panels. A strong opportunity for an owner-occupant or investor seeking a property with significant recent improvements.Passed 4-Point • Wind-Mitigation Documentation Enjoy your own private pool and the benefits of several major improvements . The solar system provides excellent potential for long-term energy savings, with Duke Energy previously quoting an average electric bill of approximately $60.55 per month. Inside, the home offers a comfortable and functional layout with both full bathrooms located within the interior of the home, providing added privacy and convenience. The kitchen appliances are in good condition, and the property has been clean and well maintained. For additional peace of mind, the home did not flood during Hurricanes Milton or Helene. The location makes it easy to enjoy everything the area has to offer. Spend your days boating, fishing, visiting nearby beaches, or exploring the Gulf Coast. The home is conveniently located near Anclote River Park, offering beach access, boat ramps and fishing piers, as well as a nearby dog park, marinas, restaurants and nature trails. The historic Tarpon Springs Sponge Docks are approximately 10 minutes away, and popular waterfront destinations such as Miss Vicki's On The River are also nearby. Whether you're searching for a primary residence, seasonal Florida retreat, or investment property, this home delivers an appealing combination of affordability, energy efficiency, recent improvements, a private pool, and a location close to the water and outdoor recreation.

3153 Moog Road, 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

$139,900

2 Beds ⋅ 2 Baths ⋅ Lake Conley Mhp SubDv. ⋅ 34691 Zip Code

You'll love coming home to this beautifully remodeled 2-bedroom, 2-bathroom double-wide mobile home in the highly sought-after 55+ gated community of Lake Conley MHP, where you own the land! Enjoy peaceful water views from the spacious, fully enclosed front porch—the perfect spot to sip your morning coffee or unwind at the end of the day. From the moment you enter the meticulously maintained gates of Lake Conley MHP, you'll appreciate the pride of ownership, beautifully landscaped grounds, and welcoming atmosphere that define this exceptional community. Step inside this move-in-ready home—just bring your toothbrush! The light-filled, open floor plan has been thoughtfully updated with quality improvements throughout. The remodeled kitchen (2019) features new cabinetry and offers plenty of storage and workspace, while a new dishwasher was installed in 2025. Additional updates include new windows and blinds (2018), laminate flooring and subfloors (2018), remodeled bathrooms (2020), a new A/C system (2021), a decorative driveway (2022), a new electrical panel (2023), new porch screens (2023), new skirting (2024), and a roof resealed with a new vent installed (2025). Lake Conley MHP offers affordable living with low monthly HOA fees of just $63.82. This pet-friendly, golf cart community features an active social calendar, a heated swimming pool, shuffleboard courts, and a clubhouse. Residents also enjoy access to a private fishing dock and community boat ramp. RV and boat storage is available on-site for an additional annual fee, subject to availability (small spaces: $240/year; large spaces: $480/year). Conveniently located in Holiday, you'll be just minutes from shopping, restaurants, entertainment, beautiful Gulf beaches, Honeymoon Island, and the famous Tarpon Springs Sponge Docks. Tampa International Airport is approximately 35 minutes away, and Orlando's world-renowned theme parks are about a 90-minute drive. Don't miss this incredible opportunity to own a beautifully updated home in one of the area's most desirable 55+ communities. Pack your bags—you've just found your new home! Bonus Opportunity!!!!! Golf cart available for purchase! The golf cart may be included with the sale of the home with a full-price offer.

2122 Waterview 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

$459,900

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

Under contract-accepting backup offers. Welcome to true waterfront living in this beautifully remodeled 4-bedroom, 3-bath home with direct Gulf access, incredible privacy, and upgrades throughout. Located along a scenic bend of the river, the backyard overlooks a private island preserve, so there are no rear neighbors—just peaceful water views and frequent visits from dolphins, manatees, and local wildlife. The home has remained high and dry during recent storms, offering added peace of mind. Inside, the split floorplan includes two private en suites on opposite sides of the home, making it perfect for multigenerational living, guests, or anyone who wants extra privacy. The brand-new kitchen features updated appliances, a Moen motion-sensor faucet with WiFi controls, and a clean, modern design. Major improvements include a 2025 whole-home Halo water treatment system, Uponor PEX plumbing, propane tankless water heater, new doors and windows, added attic insulation, and a generator-ready electrical setup. Outside, enjoy the heated pool with new 2024 pump and heat pump, a gravity overflow drain, private dock, and 10,000-pound boat lift with new stainless-steel cables. Additional features include an EV charging outlet, commercial-grade garage door opener, rebuilt garage door, WiFi-controlled sprinkler system supplied by a private well, ADT security system, Ring doorbell, garage camera, 2018 roof, and 2018 HVAC system. This move-in-ready home combines modern updates, waterfront privacy, and the relaxed Florida lifestyle buyers are looking for. Schedule your private showing today!

1166 Chancellor Drive, Holiday

4318 Tahitian Gardens Circle Unit F, Holiday

$113,900

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

Enjoy one of the most picturesque waterfront settings in the privately gated community of Tahitian Gardens! This beautifully maintained condominium sits directly on the lake overlooking the community fountain, offering peaceful water views from the comfort of your own home. A mature shade tree creates a relaxing outdoor setting, while the nearby cul-de-sac parking adds everyday convenience that few units enjoy. Inside, you'll find luxury vinyl flooring throughout, an updated bathroom with a new vanity, and updated fixtures throughout the home. Major improvements include a new A/C system (2024) and new water heater (2025), providing peace of mind for years to come. Expansive windows showcase the tranquil lake and fountain, filling the living space with natural light and beautiful views. Located within the 55+ Tahitian Gardens community, residents enjoy a clubhouse, community pool, beautifully maintained grounds, scenic walking paths, and a convenient location just minutes from shopping, dining, medical facilities, parks, beaches, and the Gulf Coast.

4318 Tahitian Gardens Circle Unit F, Holiday

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