Holiday FL Waterfront Real Estate, Homes, Condos for Sale

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

GULF ACCESS AND AN OVERSIZED, ELEVATED WATERFRONT LOT IN BAILEYS BLUFF ESTATES! Discover waterfront living in Baileys Bluff Estates, a coastal community known for boating, fishing, and a relaxed Florida lifestyle. Set on an impressive 0.40-acre waterfront lot, this property features a residence positioned on the lot’s highest point, along with a seawall, existing dock, and space for a potential boat lift. The distinctive multi-level design takes advantage of the property’s natural elevation. The main living area offers comfortable living spaces, while the former lower-level garage has been converted into a flexible space with bathroom, spacious recreation room, and laundry area—ideal for guests, entertaining. This lower level got 4" of water during hurricane Helene. The expansive lot provides room to create a tropical retreat, outdoor entertaining area, or peaceful waterfront escape. Shopping, dining, beaches, a recreation center, and numerous parks are just a short drive away. THE REAL VALUE IS THE LOCATION! BRING YOUR BOAT AND MAKE YOUR WATERFRONT DREAMS A REALITY!

3138 Bluff Boulevard, Holiday

$635,000

Bailey's Bluff Estates Unit 1 SubDv. ⋅ 34691 Zip Code

GULF-FRONT OPPORTUNITY IN BEAUTIFUL BAILEY'S BLUFF! Rare opportunity to build your dream waterfront estate directly on the Gulf in the desirable Bailey's Bluff subdivision of Holiday, Florida. This 85x293 Gulf-front lot offers breathtaking, long-range views of Anclote Island and the open waters of the Gulf. Featuring an impressive 80 feet of seawall, this exceptional homesite is surrounded by distinguished gulf front properties ranging from approximately $760,000 to $2.8 million. Imagine designing a custom coastal residence that captures spectacular sunsets, panoramic water views, and the beauty of Florida's Gulf Coast. An outstanding opportunity to secure a premier waterfront location and create a truly extraordinary home in an established luxury neighborhood. Bring your vision and make the Florida waterfront lifestyle yours!

Bluff Boulevard, Holiday

$149,900

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

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

3207 Brewster Drive, Holiday

$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

$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

$359,900

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

Waterfront living with Gulf access in Holiday! This charming one-story concrete block home offers 2 bedrooms, 2 baths and 1,356 square feet of heated living space, ideally positioned on approximately 60 feet of frontage along the Anclote River. For boating and outdoor enthusiasts, the property features a new seawall, composite waterfront deck, dock with boat lift, and a separate floating dock perfect for jet skis, kayaks and paddle boards. The spacious screened-in lanai, finished with brick pavers, creates an inviting outdoor setting for relaxing, entertaining and taking in the ever-changing river views. Watch for dolphins, manatees and native birds, with beautiful sunsets providing an especially memorable backdrop. Inside, the home offers an updated kitchen with granite countertops, wood cabinetry and stainless-steel appliances, along with updated bathrooms and tile flooring throughout. A Florida room extends the living space, while a smaller screened lanai off the primary bedroom provides another peaceful spot to enjoy the outdoors. The roof was replaced in 2019. Conveniently located near Anclote River Park, Anclote Gulf Park, Key Vista Nature Park and Howard Park Beach, with easy access to Tarpon Springs, the historic Sponge Docks, shopping, restaurants and US-19. Whether you're looking for a full-time Florida residence, a second home or a waterfront retreat, this property offers an opportunity to enjoy the boating, fishing, nature and outdoor lifestyle that makes Florida waterfront living so appealing. Schedule your private showing today and experience the waterfront lifestyle for yourself.

5410 Flora Avenue, 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

$275,000

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

PRICE REDUCTION! BRAND-NEW ROOF COMING OCTOBER 27TH! IMPACT-RESISTANT WINDOWS! BEAUTIFULLY RENOVATED AND MOVE-IN READY! Why pay more for new construction when you can enjoy the look and feel of a nearly new home with peaceful waterfront views? This beautifully updated pondfront home in Holiday offers modern finishes, major upgrades, and exceptional value! The big-ticket improvements are already taken care of, including a BRAND-NEW ROOF scheduled for October 27th, IMPACT-RESISTANT WINDOWS, newer AC system and ductwork, gutters, garage door, front entry door, and washer and dryer! Step inside and you'll appreciate the stylish updates throughout, including a gorgeous remodeled kitchen featuring high-end cabinetry, elegant granite countertops, and plenty of space for entertaining. Both bathrooms have been beautifully renovated with contemporary vanities and modern finishes. And then there's the VIEW! Enjoy your own peaceful waterfront retreat overlooking a picturesque pond. Sip your morning coffee by the water, cast a fishing line, or simply relax and enjoy the tranquil Florida setting. Conveniently located just minutes from Tarpon Springs, the famous Sponge Docks, fantastic Greek restaurants, shopping, and entertainment, with Gulf Coast beaches and airports within easy reach. NEW ROOF, IMPACT-RESISTANT WINDOWS, BEAUTIFUL RENOVATIONS, POND VIEWS, AND NOW A BETTER PRICE! With so many expensive improvements already completed or scheduled, this home offers incredible value without the hassle or expense of renovating. Move right in and start enjoying the Florida lifestyle! Schedule your private showing today!

3532 Overland Drive, Holiday

$225,000

2 Beds ⋅ 2 Baths ⋅ Crest Ridge Gardens SubDv. ⋅ 34690 Zip Code

Under contract-accepting backup offers. WATERFRONT LIVING WITH NO HOA, NO CDD, AND NO FLOOD ZONE! Welcome to this charming 2-bedroom, 1.5-bath waterfront home nestled in the established Crest Ridge Gardens community of Holiday, Florida! This inviting residence features newer flooring throughout, a newer A/C system, and a newer water heater, offering comfort and convenience. The attached garage provides additional storage space and a dedicated laundry area. Step outside to your own waterfront retreat, where peaceful pond views create the perfect backdrop for enjoying Florida living year-round. Relax in your outdoor hot tub, gather around the fire pit for cozy evenings under the stars, enjoy your morning coffee overlooking the water, or entertain family and friends in your backyard. With approximately 62 feet of water frontage and a concrete seawall, this property offers a wonderful opportunity to enjoy the Florida waterfront lifestyle right from your own home. Whether you're looking for a primary residence, seasonal getaway, or investment property, this home offers flexibility and endless possibilities. Ideally located near US-19, shopping, restaurants, parks, and everyday conveniences, with easy access to Downtown New Port Richey, Tarpon Springs, the famous Sponge Docks, and the beautiful Gulf Coast beaches. Enjoy everything the Tampa Bay area has to offer while coming home to your peaceful waterfront retreat.

4711 Phoenix Avenue, Holiday

$245,995

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

Virtually Staged. Waterfront living in the desirable Tahitian canal community of Holiday, FL! This beautifully updated 4-bedroom, 2-bath home offers 1,566 sq ft of living space on a spacious 12,000 sq ft (0.28-acre) lot with 60' of canal frontage and your own private dock — ready for boating, fishing, or just watching the sunset over the water. The split floor plan places a private primary suite — complete with en-suite bath and walk-in closet — on one side of the home, while three additional bedrooms and a second full bath sit on the other, including an oversized fourth bedroom well suited as a guest suite, home office, or in-law space. Rich wood-look flooring runs through the open living and dining area, creating an easy flow for entertaining, and a functional kitchen includes a walk-in pantry for extra storage. Step outside to a screened front porch and a side patio overlooking the canal, both perfect for enjoying the Florida weather. A fenced yard, attached one-car garage, and central AC complete the package. Tucked along the canal system just minutes from the Gulf of Mexico, this home puts you close to boat ramps, waterfront parks, and the historic Sponge Docks and shops of Tarpon Springs. Easy access to US-19 makes for a quick commute toward New Port Richey, Clearwater, or Tampa, while nearby beaches, dining, and everyday shopping are all within a short drive. A rare chance to own a move-in-ready waterfront retreat in one of Pasco County's favorite boating communities — this one won't last!

2217 Harrison Drive, Holiday

$290,000

3 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code

WATERFRONT LIVING AT ITS FINEST — PRICED TO SELL! Discover this beautifully updated 3-bedroom, 2-bathroom lakefront home offering modern finishes, peaceful waterfront living, and a convenient Florida location just minutes from Lake Tarpon and the Gulf of Mexico. Never flooded and untouched by the effects of Hurricanes, this move-in-ready home offers an exceptional opportunity for waterfront living. A one-car garage and extra-large driveway provide ample parking. Step inside to a light and bright interior featuring upgraded double-pane windows, new flooring throughout, high-end two-panel doors with stylish pine trim, modern LED lighting and ceiling fans, fresh interior and exterior paint, and updated switches and finishes. The open floor plan seamlessly connects the living, dining, and kitchen areas while large windows fill the space with natural light and offer beautiful waterfront views. The gorgeous updated kitchen features stainless steel appliances, including a glass-top range, American Walnut countertops, custom cabinetry, and elegant brushed-gold fixtures. The primary suite is a true retreat, offering serene waterfront views, a beautifully updated en-suite bathroom with a spa-like shower, custom shelving in the walk-in closet, and a full-length mirror. Outside, enjoy a large backyard and your own private waterfront setting with a personal dock — perfect for relaxing, fishing, entertaining, or simply enjoying the Florida lifestyle. Conveniently located near Lake Tarpon, the Gulf of Mexico, shopping, dining, entertainment, and major airports. Approximately 9.5 miles to St. Pete-Clearwater International Airport and 15 miles to Tampa International Airport, with Aldi, Publix, and Walgreens just minutes away. Nearby beaches include Sunset Beach, Howard Park, and Honeymoon Island. Beautifully updated, waterfront, never flooded, and priced to sell — schedule your private showing today!

4036 Sunray Drive, 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

$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

$270,000

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

Under contract-accepting backup offers. Welcome to waterfront living in Holiday! This beautifully updated 2-bedroom, 2-bath home offers a move-in-ready opportunity in a peaceful setting along the Lake Conley canal system. Thoughtfully refreshed throughout, the home features a modern kitchen with new appliances and finishes, luxury vinyl flooring, updated lighting, and a clean, contemporary interior. A new roof installed in 2025 adds valuable peace of mind. Outside is where this property truly shines. Enjoy your morning coffee or evening sunsets from the screened-in lanai while taking in the tranquil water views and natural Florida surroundings. The private floating dock provides a great spot for kayaking, fishing, or simply enjoying the waterfront, with access to Lake Conley and the surrounding canal system. Located in a quiet Holiday neighborhood with convenient access to shopping, restaurants, beaches, and everyday amenities, this home is an excellent choice for a full-time residence, Florida getaway, or investment property. No water intrusion was experienced during Hurricanes Helene or Milton. If you're looking for an updated home with a waterfront lifestyle without sacrificing convenience, this is the one for you.

3132 Jackson 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

$239,900

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

Virtually Staged. INVESTMENT OPPORTUNITY OR FIRST-TIME HOMEOWNER OPPORTUNITY IN A OPORTUNE LOCATON! Minutes from Pinellas County and Tarpon Spring BEACHES! This charming 2-bedroom, 1.5-bathroom Lake Conley home offers an exciting opportunity to create the waterfront home you’ve been dreaming of or add a promising property to your investment portfolio. With a brand-new kitchen, updated windows, a 2019 A/C unit, roof replaced approximately four years ago, and a spacious 1.5-car garage, several of the major updates are already in place—leaving you the opportunity to add your own personal touches and build equity. Situated directly on beautiful Lake Conley, this property offers tranquil water views and a desirable waterfront lifestyle. The versatile layout features an A/C-cooled Florida room flowing into an additional uncooled sunroom overlooking the lake, creating flexible space for relaxing, entertaining, a home office, or simply enjoying the peaceful surroundings. Step outside to discover a back lanai and checkered-style paver patio overlooking the water—perfect for morning coffee, afternoon relaxation, or entertaining while taking in the lake views. Whether you're a first-time buyer looking for an affordable way to enter the market and customize a home to your taste, a buyer seeking a waterfront property with room to add value, or an investor searching for your next opportunity, this Lake Conley property offers LOCATION, WATERFRONT LIVING, AND POTENTIAL! Bring your vision and make this home your own!

3852 Sunray Drive, Holiday

$255,000

3 Beds ⋅ 3 Baths ⋅ Townes/Darlington SubDv. ⋅ 34690 Zip Code

Virtually Staged. INVESTMENT PROPERTY. SOLD WITH AMAZING TENANT IN PLACE. NEW PRICE- SELLER MOTIVATED! Beautiful, three bedroom townhome in well maintained community. Townes at Darlington is close to everything! Built in 2023 the community is practically new! Lower level with living room, dining area, kitchen with breakfast bar, pantry and sliding access to covered rear patio with waterfront view. Stairs to access bedrooms. Large primary suite with walk in closet and en suite bath. En suite bath with double sinks and walk in shower. All bedrooms have ceiling fans. Laundry room on upper level with bedrooms. Guest bath with tub/shower. One car garage and one car driveway. Max 2 cars. Lease will be assigned at closing. Escrow will be transferred at closing.

2578 Charlan Court, Holiday

$219,900

2 Beds ⋅ 2 Baths ⋅ Holiday Gardens SubDv. ⋅ 34690 Zip Code

Under contract-accepting backup offers. Virtually Staged. Water View living with NO HOA! From the charming covered front porch with decorative columns to the expansive screened lanai overlooking the pond, this beautifully updated 2-bedroom plus bonus room home offers the Florida lifestyle you've been searching for. Enjoy peaceful water views, a flexible floor plan, and a convenient Holiday location just minutes from shopping, restaurants, beaches, and major roadways for an easy commute. Step inside to an inviting open layout featuring easy-care tile flooring throughout the home. The spacious living room flows effortlessly into the dining area, creating a comfortable space for everyday living and entertaining. The beautifully updated kitchen is ready for its next chef with white cabinetry, solid surface countertops, stylish tile backsplash, new appliances, a modern black sink and fixtures, and a generous pantry that provides exceptional storage. The Bonus/Florida Room offers endless possibilities and can easily become a home office, hobby room, workout space, or additional family room. Whether you're working from home or simply need extra living space, this flexible room adapts to your lifestyle while enjoying beautiful views of the backyard and lake. The updated bathroom with an eye-catching vessel sink, and stylish finishes that create a fresh, modern feel. Wait until you see this outdoor living space! The nearly 20-foot screened lanai invites you to sip your morning coffee, read a good book, host friends, or simply unwind while taking in the peaceful waterfront scenery. Just beyond, the spacious open patio offers even more room for grilling, entertaining, or relaxing under the Florida sunshine. Located in Holiday with NO HOA, you'll enjoy convenient access to US-19, the Suncoast Parkway, shopping, restaurants, medical facilities, parks, golf courses, and the beautiful Gulf beaches. Whether you're looking for your first home, a winter retreat, or everyday waterfront living, this property offers comfort, flexibility, and a view you'll never grow tired of.

2044 Pamela Drive, Holiday

$774,900

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

"Gulf Access Waterfront Home in Historic Baileys Bluff Estates" A rare opportunity to own a true waterfront gem with your own private boat ramp! Enjoy a quick 2-minute boat ride to the open Gulf and just 10 minutes more to Anclote Island—perfect for boating, fishing, and island adventures. This beautifully maintained 2-bedroom, 2-bath split floor plan home offers an open and inviting layout ideal for entertaining. The updated kitchen features granite countertops, solid maple wood cabinetry, and a spacious pantry. Rich dark wood flooring flows throughout the home, adding warmth and elegance. Wake up to Gulf views from the expansive primary suite, complete with a large walk-in closet and a luxurious en-suite bathroom featuring dual sinks and granite countertops. Relax in the Florida room overlooking a generous backyard and serene open water views of Anglers Cove, or unwind in the screened-in back porch while enjoying local wildlife. The ground level includes an oversized 2-car garage and an additional 1,360 sq ft of valuable storage space—perfect for all your recreational and boating needs. Recent updates provide added value and peace of mind, including a new roof (August 2022), new A/C system, and a brand-new paver driveway (July 2026). Baileys Bluff Estates is a vibrant, active community offering social gatherings at the Gulf-front clubhouse just across the street, where you can take in breathtaking sunsets. The Pinellas Trail is conveniently located at the community entrance, and Key Vista Nature Park is just a 15-minute walk away, offering scenic trails and shoreline exploration. The famous Tarpon Springs Sponge Docks, beaches, waterfront dining, shopping, are a short car drive away. Experience waterfront living at its best—schedule your private showing today!

2030 Gulfview Drive, Holiday

$145,500

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

Discover your own slice of paradise in this lakefront home in Tanglewood Mobile Village, this is a 55+ community with low monthly maintenance fee of $143.00 per month which includes lawn maintenance, garbage service, maintenance of year-around-heated pool, a very active clubhouse, shuffleboard courts, and much more. Home features load of storage shed, large, enclosed porch overlooking the lake, where you can watch all the wildlife, separate dining room, oh plus 2 walk-in closets, plus master bath in master bedroom. Home is furnished and ready for you to enjoy. Measurements are approx. Buyer to verify all information that is deemed to be accurate. Sold As Is.

3201 Brewster 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

$114,900

1 Beds ⋅ 1 Baths ⋅ Holiday Lake Villas Condo SubDv. ⋅ 34691 Zip Code

Virtually Staged. Updated 55+ villa with zero stairs to entry, non flood zone (X), no unit above, covered carport parking, pond views and a low $412/month HOA including water, sewer, trash, cable, internet, roof, exterior maintenance, lawn care, and pest control. Welcome to 3806 Staysail Ln, a spacious single-story villa where you can slow down, enjoy the Florida sunshine, and leave the upkeep behind. Inside, you’ll find a completely updated, move-in ready home with fresh interior paint, waterproof LVP flooring, an updated AC, and a newer water heater. Large windows fill the space with natural light, while the eat-in kitchen features newer cabinetry, clean appliances, and convenient counter seating. In-unit laundry adds everyday convenience, while a separate walk-in utility room and additional outdoor storage provide plenty of space for all the extras. The enclosed Florida room offers a peaceful place to relax while enjoying pond and water fountain views. Open the windows and you may spot duck families, blue herons, and other birds along the water. The oversized primary bedroom features a large walk-in closet, and the spacious bathroom includes a step-in shower with a handrail already installed. Your reserved covered carport (#3806) is located directly in front of the villa, with additional guest parking as well. The community offers a clubhouse with regular activities, a heated pool, shuffleboard, and beautifully maintained grounds. Residents can also reserve the clubhouse for gatherings. Located just minutes from the Tarpon Springs Sponge Docks, Gulf beaches, shopping, dining, medical facilities, and everyday conveniences. Two small pets are welcome. Whether you're looking for a relaxing primary residence or a low-maintenance Florida getaway, this villa offers the flexibility to simply lock the door and go, knowing the major exterior maintenance is taken care of.

3806 Staysail Lane, Holiday

$240,000

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

Wake Up on the Water, Every Single Day, coffee in hand, mist rising off Lake Conley, and a great blue heron gliding past your own dock. This isn't a vacation. It's Tuesday morning at 2228 Society Dr. This 2-bedroom waterfront home sits directly on Lake Conley with access out to Lake Nash, and it comes with the kind of backyard most people only dream about: a seawall, a private dock, and water views from nearly every angle. Cast a line before breakfast. Launch the kayak after lunch. Watch the sunset turn the lake gold before dinner. And here's the part buyers keep asking about. Yes, this home stayed high and dry through the 2024 hurricanes when most waterfront properties did not, offering real peace of mind in a waterfront property. Inside, the home has been thoughtfully updated for easy, comfortable living. No major projects waiting for you, just move in and start enjoying the lake life. And with no HOA, no CDD fees, and a no-money-down purchase option for eligible buyers, this one opens doors that other waterfront listings simply can't. Location? You're minutes from Anclote River Park, Key Vista Nature Park, Fred Howard Beach, the Tarpon Springs Sponge Docks, and New Port Richey's Main Street dining scene. Hop on US-19 and you've got Tampa International Airport and Florida's famed white sand Gulf beaches, including Honeymoon Island, Caladesi Island, and Clearwater Beach, all within easy striking distance. True lakefront, no fees, flexible financing, is definitely one you should see in person. Schedule your private showing today and see why this is the lake life you've been waiting for.

2228 Society Drive, Holiday

$499,000

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

NEVER FLOODED DURING HURRICANE HELENE! This is a rare opportunity to own a Gulf-access waterfront home that offers both an exceptional boating lifestyle and added peace of mind. According to the seller, the home has never experienced flooding or water intrusion, making it an outstanding choice for buyers seeking waterfront living with confidence. Nestled in the highly desirable Baileys Bluff Estates, this move-in-ready waterfront home sits on an oversized 0.31-acre lot with approximately 55 feet of saltwater canal frontage, offering direct Gulf access in about one minute. Bring your boat, kayaks, paddleboards, and fishing gear—your waterfront adventures begin right in your own backyard. Boaters will appreciate the private boat ramp, 10,000-pound boat lift, with, stationary dock, and concrete seawall, making launching and storing your boat effortless. Spend your days fishing, scalloping, island hopping to Anclote Key, or watching spectacular Gulf sunsets just minutes from home. Inside, you'll find an inviting floor plan featuring 2 bedrooms, 1.5 baths, an updated kitchen with solid wood cabinetry, updated bathrooms, comfortable living spaces, and a bright Florida room overlooking the tranquil canal. The home has been well maintained and is ready for its next owner. Major recent improvements provide outstanding value, including a brand-new roof (2025) and a brand-new air conditioning system, helping reduce future maintenance costs while increasing buyer confidence. The spacious backyard provides plenty of room to entertain, garden, or simply relax while enjoying peaceful waterfront views and abundant Florida wildlife. Located just minutes from Anclote River, the Gulf of Mexico, Key Vista Nature Park, the famous Tarpon Springs Sponge Docks, beaches, waterfront dining, shopping, and medical facilities, this home offers the perfect balance of recreation and convenience. Whether you're looking for a year-round residence, seasonal retreat, or waterfront investment, opportunities like this are becoming increasingly difficult to find. No HOA, Move-in ready. Schedule your private showing today and discover why this exceptional Gulf-access waterfront property is one of Holiday's best boating values.

3318 Pineview Drive, Holiday

$3,750,000

Tampa Tarpon Spgs Land Co SubDv. ⋅ 34690 Zip Code

ISLAND READY FOR DEVELOPMENT - 6.4 Acres- Approved for 87 units, multi- family, ENTITLEMENTS GRANTED, PASCO COUNTY. LOCATED ON BERRY HILL ROAD, HOLIDAY, FL, East of Grand Blvd. Parcel ID 29-26-16-0000-00500-0050 FOREST HILL EAST DEVELOPMENT designated and approved for 87 multiple-family apartment units, waterfront, adjacent to the Anclote River with Gulf access. A rare multifamily development opportunity on a private 6.45-acre island surrounded by water, proposed 87-unit luxury apartment community... Designed as a three-story mid-rise development totaling approximately 96,842 SF, the project features modern construction, water-view patios and balconies, covered entrances, assigned parking and storage, elevators, and a resort-inspired amenity package.... Planned community features include a clubhouse with exercise room, kitchenette, conference room, and office, pool, tiki bar, pavilion, and BBQ area.... Including fishing, kayaking, canoeing, and direct access to the Anclote River with routes to the open Gulf waters and Tarpon Springs.... The property blends privacy, recreation, and upscale design into a truly unique rental concept surrounded by natural beauty. Floor plans, renderings, and site plans available.... Its proximity to Pinellas County, one of Florida's most densely populated counties, enhances its appeal for residential, mixed-use, or investment potential. A rare chance to capitalize on the continued growth and demand along Florida's Gulf Coast.

Berry Hill Road, Holiday

$350,000

2 Beds ⋅ 2 Baths ⋅ Forest Hills Unit 22 SubDv. ⋅ 34690 Zip Code

Short Sale. Short sale opportunity with no bank-approved price established yet. Situated in a quiet waterfront neighborhood, this spacious home offers the perfect blend of Florida living and everyday convenience, just minutes from shopping, dining, entertainment, and major commuter routes. Inside, you'll find a bright and open floor plan designed for comfortable living and entertaining. The expansive living and dining areas flow seamlessly into a large open-concept kitchen featuring abundant cabinet space, generous countertops, a center island, breakfast bar seating, and excellent sightlines throughout the main living spaces. Large windows and sliding glass doors bring in an abundance of natural light while showcasing views of the outdoor living areas. The home offers spacious bedrooms, updated bathrooms, and flexible living spaces to accommodate a variety of lifestyles. The primary suite provides a comfortable retreat with ample space and private bath access. Step outside to enjoy the ultimate Florida lifestyle with a screened pool enclosure, expansive patio space, and waterfront views that create the perfect setting for relaxing, entertaining, or enjoying beautiful sunsets. Whether you're hosting guests or enjoying a quiet evening by the water, this outdoor space is sure to impress. Located in a peaceful waterfront community while remaining close to restaurants, shopping centers, entertainment venues, and everyday conveniences, this property presents a unique opportunity for buyers seeking location, lifestyle, and value. Property is being sold as a short sale and all terms, conditions, and final sale price are subject to lender approval.

5736 Melaleuca Drive, Holiday

$259,000

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

Virtually Staged. OPPORTUNITY knocks!! Back on market due to buyers inability to perform. Tucked along the shores of Lake Conley, this turn key 2 bedroom, 2 bathroom home feels like the kind of place where mornings start slow with coffee on the porch and evenings end around the fire pit or swinging by the water under the stars. From the moment you arrive, the covered front porch with its welcoming bench invites you to sit down, relax, and stay awhile. Inside, natural light pours through the generous-sized rooms, creating a bright and cheerful feel throughout the home. The kitchen is both stylish and functional, featuring quartz countertops, abundant cabinetry, all stainless appliances included, and even a brand new microwave! The spacious primary suite offers its own private ensuite bath, while the inside laundry room adds everyday convenience. Step out back and discover the true heart of the property. The backyard is a little slice of Florida paradise with a mature mango and banana trees, a charming gazebo with swing, screened back porch, cozy fire pit area, and a brand new crushed concrete seawall overlooking the lake. Whether you're entertaining friends, gardening, fishing, or simply unwinding after a long day, this fenced backyard was made for making memories. Complete with a one-car garage and a 2025 roof, this move in ready home blends comfort, charm, and waterfront living into one special package! Also a great investment option for short or long term rental!

2146 Society Drive, Holiday

$799,000

34690 Zip Code

Total of 1.4675 acres, 2 parcels of land. Owner will not sell properties individually. Nestled on the shimmering Anclote River in prime territory in Holiday, Florida. Situated on a waterway that leads out to the Gulf. Located on a coveted cul-de-sac, 200 feet of water frontage is retained by an existing seawall and encircled by trees for privacy. The property has direct views of a conservation island. ALL utilities including city water, power, and sewer are present. A myriad of possibilities are available including subdividing the land into three individual lots (each .48 acres) or retaining the parcel to accommodate a large, single-family home. Zoning permits a SFH structure or a duplex on each lot; one per lot if so desired. For investors or individuals, this prospect offers true flexibility and the chance to acquire a rare stretch in a market hungry for property to support new construction in well-positioned Pasco County. Minutes from: the sparkling Gulf, the culinary delights found in Tarpon Springs, all the retail you need on US Highway 19, and the multi-faceted Anclote River Park offering kayak/fishing access, picnic area, playground, 24/7 boat ramps, recreational courts and more! This nuanced investment suits numerous objectives. Buyer to verify all dimensions, lot sizes, zoning, permitting, leasing restrictions etc.

Flotilla, Holiday

$235,000

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

Don’t miss this beautifully updated corner-lot home with serene pond views. Featuring a newer roof (2022) and a new HVAC system (2023), this property offers peace of mind along with modern upgrades throughout. Inside, the home has been fully remodeled with a brand-new kitchen, updated bathrooms, and all-new flooring. The layout includes two spacious bedrooms and two full bathrooms, along with multiple living spaces—perfect for both relaxing and entertaining. Enjoy a welcoming living room, a separate family room, and a large Florida room that provides additional space to unwind while taking in the peaceful surroundings. Additional highlights include a one-car garage and a desirable corner location that enhances both privacy and curb appeal.

3507 Landale Drive, Holiday

$319,000

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

Beautiful 3-bedroom, 2-bath home situated on a fully fenced 1/4-acre corner lot with a peaceful creek backdrop. Inside, you’ll find laminate flooring throughout with tile in the kitchen and bathrooms, along with updated kitchen and baths that give the home a fresh, modern feel. The desirable 3-way split floor plan offers both functionality and privacy, while the primary suite features a walk-in closet and an updated ensuite bath with dual sinks and a newly remodeled shower. Enjoy relaxing or entertaining on the screened back porch overlooking the expansive backyard. Additional highlights include a large 2-car garage, New AC, new Tankless Water heater, low property taxes, and no HOA fees. Conveniently located near shopping, dining, and everyday amenities, with easy access to Tampa International Airport, this home offers comfort, space, and value in one attractive package. Some photos were virtually altered slightly.

3011 Shadow Oaks Drive, Holiday

$284,990

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

PRICE IMPROVEMENT!! BEATIFULL HOUSE WATER FRONT ! UPDATED HOME WITH 3BR/2BATH/4TH BEDROOM OR BONUS ROOM AND A TWO-CAR GARAGE WITH LED LIGHTING, EASY TO CONVERT INTO A MAN CAVE. Located in the well-established and family-friendly Tahitian neighborhood, this home welcomes you with a large front porch leading to an elegant front door. Step inside to an open-concept layout and a generous living room, perfect for gatherings and entertaining guests. To your right is the beautiful kitchen with new cabinets, modern granite-imitation Formica countertops, and a new backsplash. Enjoy the new stainless steel refrigerator, range, and range top, along with an open dining area ideal for meals and celebrations. Straight ahead is the master bedroom with access to the second updated bathroom, as well as the bonus or 4th bedroom, which opens to the screened lanai overlooking a wonderful lake view and backyard. From the entrance to your left the 2 bedrooms and the updated guest bathroom. The home features new ceramic tile and vinyl flooring with updated floor moldings throughout, new 6-panel doors, and many new windows. Freshly painted inside and out… and much more! ROOF INSTALLED IN 2025, AC SYSTEM 2025, NEW GARAGE DOOR AND SYSTEM, NEW WATER HEATER 2025, NO HOA, NO CDD!! Come see it before it gets under contract!! One or more pictures has virtually staged.

3332 Wilson Drive, Holiday

$799,000

Tampa Tarpon Spgs Land Co SubDv. ⋅ 34690 Zip Code

West of Grand Blvd. at the end of Whippoorwill Dr. Forested Property, Suitable for a Private Estate Home,(Compound), Water feature, Paved Access, Utilities Available

5001 Whippoorwill Drive, Holiday

$447,400

3 Beds ⋅ 3 Baths ⋅ Park Place SubDv. ⋅ 34690 Zip Code

Beautifully updated townhome situated on a quiet street just minutes from major freeways, offering the perfect blend of luxury, comfort, and coastal living. This spacious 1,848-square-foot residence features 3 bedrooms and 2.5 bathrooms, enhanced by elegant eucalyptus wood flooring throughout. The tastefully remodeled kitchen showcases high-end cabinetry, stainless steel appliances, and elegant quartz countertops. The bathrooms have been fully modernized with frameless glass showers, subway tiles, quartz finishes, and stylish vessel sinks. Impact-resistant windows and sliding glass doors provide enhanced safety and improved energy efficiency. Home automation helps significantly reduce electric consumption for the two newer HVAC systems. Downstairs, the oversized 2-car garage offers ample storage space, while outside, a private dock with 33 feet of frontage along the Anclote River is equipped with a 10,000-lb boat lift—ideal for boating enthusiasts. Best of all, there are no HOA or CDD fees.

5311 Boardwalk Street, 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

$474,900

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

HUGE PRICE REDUCTION (OWNER MOTIVATED TO SELL) Waterfront Living at its Finest – Nestled in a luxury, family-friendly neighborhood in Holiday, Florida. This stunning 3-bedroom, 2-bath waterfront home with nearly 1,900 sq ft. It offers the perfect blend of comfort, style, and a ultimate Florida boating lifestyle with the bonus of having Multigenerational Living . This property is a true fisherman’s paradise with direct access to the Anclote River and just a short boat ride to the famous Tarpon Springs Sponge Docks then out to the Gulf of Mexico. A Home Designed for Comfort & Style. Step inside to an open-concept floor plan with seamless tile flooring throughout. This creates a clean and modern flow perfect for entertaining with everyday living. The custom kitchen is a true centerpiece, featuring: Striking waterfall marble countertops, black stainless steel appliances, generous prep including entertaining space and clear sightlines to the living and outdoor areas. The spacious primary suite is your private retreat, highlighted by a luxury wet steam room (5' x 9.5') large enough to accommodate multiple people-bringing spa-level relaxation right into your home. Additional upgrades include: Instant hot water heater – never run out of hot water, solar panels for energy savings, freshly painted, custom entry doors, newer roof, HVAC system, and windows. Outdoor Living Built for the Florida Lifestyle. This home truly shines outdoors. Relax or entertain from the screened-in patio overlooking the water, or take advantage of the huge covered patio with plenty of space for outdoor toys and gear. The beautifully maintained property also includes: New St. Augustine grass installed last year with irrigation system with its own well and on it's completely fenced side yard and backyard. Doggie door for convenient pet access, stamped cobblestone concrete driveway, super gutters installed around the entire home, two-car garage with professional epoxy flooring and warranty. Boater & Angler’s Dream! Situated at the end of the Anclote River, the property offers brackish waterfront known for abundant redfish and snook—often caught right off the dock. Your private waterfront setup includes: 10,000-lb boat lift, large oversized dock for entertaining, floating docks for kayaks, paddleboards, and water toys. double floating wave-runner dock available and recapped and stamped seawall. From your dock, enjoy a short scenic boat ride to the sponge docks, waterfront restaurants, and open Gulf waters. FYI this property has never flooded. Location Perks: You’re just minutes from: Gulf beaches, waterfront dining, boating and fishing hotspots, parks and local amenities. All while enjoying the tranquility of a quiet waterfront neighborhood perfect for families or those seeking the ultimate coastal lifestyle. Whether you’re a boater, fisherman, entertainer, or simply looking for the perfect waterfront retreat, this property delivers the Florida lifestyle at its absolute best.

1125 Fernwood Drive, Holiday

$799,000

Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code

"BUILD YOUR DREAM HOME" on this exceptional Gulf-front property featuring 80 feet of direct water frontage and an impressive 206-foot depth. Perfectly positioned in the highly sought-after community of Baileys Bluff, this rare homesite is nestled within a true nature sanctuary, offering privacy, tranquility, and breathtaking coastal beauty. From your newly constructed home, you’ll enjoy spectacular, unobstructed views of the Gulf of Mexico—the perfect backdrop for everyday living. The property is completely fenced and comes with a Geotechnical Engineering soil report for a proposed residence. A proposed septic tank location is already identified, and no mound system is required for the drain field—making your building process even more seamless. Imagine spending your days island hopping, shelling, fishing, or enjoying peaceful sunset cruises right from your backyard. Take a short stroll to waterfront Key Vista Park for nature trails and scenic views, or enjoy a quick drive to Tarpon Springs for fine dining, boutique shopping, and the charm of this historic coastal town. This is more than a homesite—it’s a lifestyle. Don’t miss the opportunity to create your own waterfront retreat in one of the area’s most serene and desirable communities.

000 Bluff Boulevard, Holiday

$141,000

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

Under contract-accepting backup offers. Short Sale. Pre-Foreclosure. LAKEFRONT OPPORTUNITY WITH INCREDIBLE POTENTIAL!! Lender-required net proceeds from any short sale on this property are lower than the current listing price. Welcome to this 2-bedroom, 2-bathroom, 1-car garage lakefront home with incredible potential, located in the sought-after community of Beacon Square in Holiday! Enjoy breathtaking lake views and stunning sunrises and sunsets. This property also contains fruit trees, adding charm to this already promising space. With a functional layout and spacious floor plan, this home presents a fantastic opportunity for renovation and customization. This property also has NO HOA! The home is conveniently located just minutes from top attractions such as Anclote River Park (boat ramps, fishing piers, dog park), Key Vista Nature Park, and the historic Sponge Docks of Tarpon Springs. Also nearby is Fred Howard Park Beach, along with shopping, dining, medical facilities, and churches on US-19—offering wonderful convenience. This property is ready for your very own transformation! This home could absolutely be all that you are looking for!! Important Property Details: Short sale subject to lender approval. Property previously experienced flooding in 2024 and underwent interior water remediation. Home is being sold As-Is. Impact Windows (2020), Re-Roof (2021), AC (2021), and Electrical Panel (2020). All information deemed to be reliable and measurements deemed to be approximate, but all information to be verified by buyer/buyer's agent.

3552 Bluebell Lane, 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

$168,500

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

Under contract-accepting backup offers. NEW PRICING! This cozy, WATERFRONT home is nestled in Holiday, surrounded by Tarpon Springs, New Port Richey, and the glistening Gulf of Mexico. Overlooking Lake Tanglewood, the 2 bedroom/2 bath dwelling features water on two sides with just one neighbor on one side and a seawall around the water frontage. Here you’ll enjoy all the favorite local water sports; electric motorboats are permitted. Framed by palm trees and a lush lawn, the views are spectacular while the charming curb appeal extends all around to the stone patio in the backyard with ample room for loungers and a grill -- accompanied by steps that lead down to the water’s edge. The light and bright interior has been treated to plenty of UPGRADES including NEWER plywood sub flooring and NEWER tilt-out windows throughout; most of the walls are sheetrock. The sunroom is absolutely glorious with a huge serving port from the kitchen, a vaulted ceiling, panoramic water views from two walls of windows, and a door to the yard. NEWER neutral carpeting graces the spacious living room and bedrooms topped by crown molding. The formal dining room is adorned with versatile built-ins for stowing and showcasing precious mementos. As for the UPDATED kitchen, it shares color contrasting, easy care laminate flooring with the adjacent dining room. NEWER QUARTZ countertops are flanked by NEWER STAINLESS appliances. NEWER CABINETS are outfitted with soft close drawers and space-saving Lazy Susan pullouts to house everything from spices to saucepans. The master suite is wonderfully sunny courtesy of its multiple windows and has ample storage thanks to its walk-in closet decked with shelving. The ensuite bath is well appointed. A BRAND-NEW washer and dryer were just installed in the storage room. Tanglewood Mobile Village Condominium is a 55+ community that boasts a heated community pool along with a clubhouse, shuffleboard and horseshoe courts. While no leasing is allowed, the reasonable monthly HOA fee of $143 covers lawn care, trash removal, and use of all amenities. Waterfront and sun-filled: THIS is the Florida lifestyle!

4706 Burney Drive, Holiday

$134,900

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

Price improvement! Here is your opportunity to watch the wildlife and beautiful sunsets from the finished enclosed porch or the outside concrete patio overlooking the lake for your enjoyment. Home feature laminate flooring, dining area, split bedrooms, 2 full baths, new front door, new washer, range/oven. Home comes completely furnished and features loads of storage and linen space. You OWN YOUR OWN LAND in this 55+ community with low monthly maintenance fee of $143.00 per month which includes, lawn maintenance, trash removal, heated year-round pool, Clubhouse, maintenance of private roads, and much more. Sold As Is. Buyer to verify all information that is deemed to be accurate. Easy to show. Measurements are approx.

3141 Nantucket Drive, Holiday

$260,000

5 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34690 Zip Code

WELCOME TO THE MOST UNIQUE PROPERTY IN PASCO COUNTY at 6345 Lost Trail, Holiday, FL. This AMAZING .76 acre property is a HIDDEN GEM with virtually untouched, PRIME WATERFRONT of about 880 feet of ANCLOTE RIVER. Get away from the hustle & bustle & come EXPLORE the properties offered for sale the first time in decades at LOST TRAIL. The pictures of this RIVER landscape do not do justice as this land is simply indescribable. Some of the countless TROPICAL plants include a pair of MAJESTIC royal palms, bromeliads, bamboo & banana. The 2-story block & wood frame home features 5 bedrooms, 2 bathrooms & a MASSIVE garage of 36'x24'. The 864 sqft garage can be easily converted to an in-law suite/separate apartment. The laundry hookups are in the garage & there is a back door exit. You'll LOVE the design of the etched front door & the A-frame covered front porch with wood deck landing. The kitchen, living room, dining room, primary bedroom & bathroom are all found on the 1st level. There is a utility closet & a hall closet with a water heater (manufacture date 4/2019) on the first level too. The second level features 4 SPACIOUS bedrooms each with a ceiling fan & a built-in closet. One of these bedrooms has glass sliders to a wooden deck/balcony overlooking the river. The full bathroom consists of a tub/shower combo & a linen closet with an additional coat closet in the loft/landing. The sweet seller used to host outdoor parties & guests would DIVE into the river as some areas of the river are 20-30ft deep! Manatees, otters, plentiful fish, deer, turkey & even a bobcat call this area home. The property features a wooden dock at the water, a BOAT LAUNCH (currently overgrown), rock steps to the river & a GIGANTIC concrete pad for parking of all your vehicles like cars, work trucks, boats, kayaks, jet skis, RV. Roof is 5/2004. The adjacent parcel of 50.5 acres to the north is owned by Copperspring CDD so it is going to stay as undeveloped land adding to the privacy of the LUCKY NEW OWNER. Are you a buyer with a vision for the potential of this GREAT OPPORTUNITY? This property lies on the Anclote River which meanders eventually to the Gulf of Mexico!! Combine it with adjacent 1-acre property at 6331 Lost Trail to expand your private residence. MAKE THIS YOUR FUTURE HOME!

6345 Lost Trail, Holiday

$248,000

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

Don't miss out on this 3-bedroom 2-bath home just 2.5 miles from the BEACH and the Ancloe River Park. The home comes with an attached garage and a freshly painted driveway. This cozy house is situated on a tranquil street with beautiful trees in the front and a fenced yard in the back. Behind the fence, you will discover a pond surrounded by breathtaking trees. The roof is new and was installed in 2023. The AC was installed in 2017, and the water heater in 2020. Also, the electrical panel was upgraded in 2023. Great opportunity for a first-time home buyer. Renovated bathrooms, floors, fresh paint throughout, move-in ready. Excellent and convenient location. Nearby bus stop, close to shopping, schools, easy interstate access to beaches, and many other amenities. A spacious backyard has so much potential for adding a mother-in-law suite or making a beautiful garden.

1817 Dartmouth Drive, Holiday

$235,000

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

WELCOME HOME to this meticulously maintained 3-bedroom, 2-bath waterfront home in Holiday's sought-after Tahitian Homes community. The charming single-story residence offers an open layout with an updated kitchen! Enjoy tranquil Lake Conley views from the enclosed sunroom or step outside to your private backyard with a concrete seawall, ideal for relaxing by the water. The garage had previously been enclosed and is being utilized as a 3rd bedroom with an updated private bathroom. The home includes Solar panels, an oversized utility room and a large shed or workshop! NEW ROOF. This home did NOT flood during hurricanes last year.

2349 Hama Drive, Holiday

$89,000

Aloha Gardens SubDv. ⋅ 34691 Zip Code

Dreaming of the perfect waterfront escape? I found a beautiful corner lot in Aloha Gardens that feels like paradise! This meticulously maintained waterfront corner lot presents an exceptional opportunity for realization of its full potential. Whether you are a builder seeking your next venture or an individual in search of the ideal location to construct your dream home, Aloha Gardens offers a serene environment perfect for establishing roots. Imagine waking up and soaking in the Florida sunshine. This place is not just about land; it’s about making memories and building YOUR home. It’s the perfect spot to settle down. Let’s make this dream a reality! This waterfront property boasts the tranquility of Conley Lake, which connects to Holiday Lake, providing stunning views, opportunities for outdoor enjoyment, and some good ole fishing. It’s an ideal setting to begin and conclude your days while basking in the vibrant Florida lifestyle. Aloha Gardens is characterized by its peaceful atmosphere, devoid of any homeowners' association, and recently enhanced with newly installed sidewalks. Residents have not encountered any flooding issues, ensuring a secure living experience. Conveniently situated near parks, beaches, restaurants, shopping centers, and the myriad attractions that Florida has to provide, this location is truly desirable. With land becoming increasingly scarce, now is the perfect moment to seize this opportunity. Let’s make this property yours!

4368 Sunray Drive, Holiday

$250,000

Forest Hills SubDv. ⋅ 34690 Zip Code

Build your dream home on this beautiful and rare .21-acre waterfront lot, ideally located on a peaceful cul-de-sac with 70 feet of water frontage, 128 feet of depth, and a seawall already in place. This build-ready property comes with a completed survey and soil test and does not require stilt construction. It’s located in an AE flood zone, but remained high and dry during recent hurricanes—offering peace of mind in your future investment. No HOA or CDD fees, and utilities are ready to go with public water and sewer available, and electric at the street. Enjoy a scenic 45-minute boat ride to the open Gulf or cruise just 25 minutes to Captain Jack’s and the famous Sponge Docks. You’ll love the natural Florida beauty in your own backyard, with dolphins, manatees, and seabirds passing by regularly. An adjacent 35-foot-wide lot to the north is likely unbuildable, giving you added space and privacy. You can even install a dock, boat, and lift without needing to build a home right away—making this perfect for immediate waterfront access while you plan your future build. This is a unique chance to own prime waterfront—reach out today and let’s make it yours.

Flotilla, Holiday

$115,000

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

Auction Property. * * PRICE REDUCED * * BRING ALL OFFERS * * LOWEST PRICE IN SUBDIVISION * * GROUND FLOOR UNIT WITH VIEWS OF THE POND * * CALL MATTHEW FOR NEW EASY OFFER SUBMISSIONS * * Unit features an open floor plan with plenty of natural light. Galley kitchen with eat-in space. Inside utility closet. Living room. Separate dining room. Bonus Florida room with wonderful views of the pond. Split bedroom plan. Master suite is quite large with full master bathroom. Bedroom #2 is adjacent to bathroom #2 for privacy. The community offers a relaxing atmosphere complete with a pool, clubhouse, shuffleboard courts, and a recreational facility! Whether you're looking for a vacation home or a year-round residence, this condo provides the perfect balance of comfort, convenience, and tranquility. Premium location as it has easy access to multiple stores and restaurants. Just 4 miles away from Holidays pride and joy for recreation; The J. Ben Harrill Recreation Complex. This Large Park offers tennis courts, basketball courts, hockey roller rink, soccer fields and is the home of the Greater Holiday Little League. Just minutes away from Key Vista Nature Park. A 101-acre park with nature trails, boardwalk and observation tower. Head 4 miles south and you can enjoy the World-Famous Sponge Docks of Tarpon Springs. Known for its fishing, food and entertainment. * * PLEASE NOTE * * It is buyer’s responsibility to verify all information. Information posted in MLS or any marketing information is not guaranteed.

1034 Bowsprit Lane, Holiday

$699,900

Tampa Tarpon Springs Land Company SubDv. ⋅ 34691 Zip Code

Discover a rare opportunity to own 5 pristine acres on Lake Conley, just minutes away from Tarpon Springs and the World Famous Sponge Docks. With abundant wildlife and natural beauty, this vacant land is the perfect canvas for creating your dream home or private compound. Zoned AR5 and positioned with favorable future land use, this property offers both flexibility and potential for custom development. Whether you envision a serene retreat surrounded by nature or an expansive family estate, these 5 acres offer the space, privacy, and possibilities to bring your vision to life. This is a unique opportunity that must be seen to be fully appreciated. Property to be subdivided at closing, 5 acres MOL.

Silhouette Lane, Holiday

$499,000

Tampa & Tarpon Springs Land Co SubDv. ⋅ 34691 Zip Code

Situated on a sprawling 5-acre parcel of pristine land, this property boasts a charming barn and a private entrance, setting the stage for a multitude of possibilities. Imagine the lifestyle you've always dreamed of - whether it's starting your own farm, providing a sanctuary for your beloved animals, or crafting the home of your dreams, this property offers endless potential. Nestled within its boundaries, you'll discover a tranquil pond teeming with diverse wildlife, including birds, fish, turtles, and even the occasional gator, creating a captivating natural environment that's yours to cherish. Also, access to beautiful Lake Conley is available via the canal that lines the southern boundary of the parcel. Experience the rare combination of serenity and convenience as this oasis remains peacefully secluded despite its proximity to US19 and Pinellas County. Zoned AR5, this property provides the flexibility to fulfill your vision, whether it's embracing the tranquility of open pastures or embarking on new agricultural ventures. Prepare to be enchanted as you wander through the expansive grounds, where every corner reveals unexpected beauty and undeniable charm. Don't miss out on the opportunity to make this picture-perfect retreat your own - schedule a viewing today and let your imagination run wild amidst this remarkable landscape. This is a unique opportunity that must be seen to be fully appreciated. Property to be subdivided at closing, 5 acres MOL.

Kibler Ln, Holiday

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