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2529 San Luis Road, Holiday
$324,900
3 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code
WATERFRONT LIVING w/ BOAT ACCESS || NO FLOOD INSURANCE REQUIRED || NO REAR NEIGHBORS || SOLAR PANELS **PAID FOR** Saves You Thousands || UPDATED HURRICANE WINDOWS || NEW ROOF 2025 & NEW HVAC 2026. Step inside to a home with plenty of windows and natural light coming in to brighten your every day! This FLEX FLOORPLAN offers many possibilities for a 3rd or 4th bedroom. The Home is presently a 2BR home, but there are 2-3 BONUS ROOMS that could be turned into a bedroom naturally and easily. A Large Multi-Purpose Room with Open Concept Space Overlooking the Waterfront Features Dinette, Sitting Area and Possible Home Office Space. The Primary Bedroom features a Walk in Closet, Ensuite with a Shower and Additional Space for a Den or Home Office. Split bedroom plan with inside laundry room. The private dock provides a great spot for kayaking, fishing, or simply enjoying the waterfront, with access to Lake Conley and the surrounding chain of lakes. NEW ROOF 2025, NEW HVAC 2026, Hot Water Tank 2024, NEWER 150MPH HURRICANE WINDOWS, and Newer Solar Panels, NEWER paver driveway, Garage with insulated garage door. Solar Panels are ** PAID FOR ** SAVE THOUSANDS YEARLY** on electric bills with average $30 monthly. This Home Offers a Seamless Blend of In-Door Out-Door Living. Step Outside through the Newer Sliding Door onto a Large 1000sqft Deck and Lighted Gazebo, Providing the Perfect Area for Entertaining on the Water. Leave Your Personal Dock for a Boat Ride, Explore a Chain of 3 Lakes Where Fishing and Bird Life is Plentiful. Seawall. Designed for Panoramic Views of Breathtaking Sunsets. Enjoy wildlife and Florida’s water birds, it’s like having a bird sanctuary in your back yard. Fish for bass and snook, while catching blue crabs for alfresco dining on your deck. Designed for Entertaining and Relaxation, the Residence Captures a Peaceful Ambiance Perfect for Lake Front Living. Featuring Meticulously Landscaped Grounds and an irrigation system drawing water from the lake. NO HOA, NO CDD. Walk 1 block to dog park. Walk or bike several blocks to the IMPRESSIVE J. BEN HARRILL SPORTS COMPLEX with pickleball/ tennis courts, soccer fields, baseball diamonds, basketball courts, outdoor hockey rink, playground, and Air Conditioned Gym with pickleball. Right around the corner from miles of bike trails and nature trails. Plus near Anclote River Park with a beach, fishing pier and boating.

2529 San Luis Road, Holiday

3087 Jackson Drive, Holiday
$549,000
4 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv. ⋅ 34691 Zip Code
Discover this newly constructed 4 bedroom, 2 bathroom lakefront home in Holiday, Florida, situated on a spacious lot along a quiet dead end road. Offering 1,787 square feet of living space and 2,572 square feet of total construction, this home features an open floor plan with a large great room, creating a comfortable space for everyday living and entertaining. The modern kitchen includes quartz countertops and stainless steel appliances, while both bathrooms feature quartz countertops. Luxury vinyl flooring throughout provides a clean, cohesive look with easy maintenance. Additional features include impact resistant windows, a dedicated indoor laundry room, and a spacious 2 car garage. Enjoy beautiful views of the private lake from the covered lanai, with a small private dock and plenty of outdoor space for relaxing or entertaining. A covered front porch adds another welcoming outdoor space. Conveniently located in Pasco County near the Gulf of Mexico, Tarpon Springs, New Port Richey, Anclote River Park, Key Vista Nature Park, shopping, dining, boating, and fishing. This property combines modern new construction, private lakefront living, and convenient access to Florida's Gulf Coast.

3087 Jackson Drive, Holiday

3138 Bluff Boulevard, Holiday
$649,000
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

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

3207 Brewster Drive, 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

1022 Bowsprit Lane Unit 1022, 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

5410 Flora Avenue, Holiday
$359,000
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

3143 Pineview 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

3532 Overland 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

4711 Phoenix Avenue, Holiday
$230,000
2 Beds ⋅ 2 Baths ⋅ Crest Ridge Gardens SubDv. ⋅ 34690 Zip Code
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

2217 Harrison Drive, 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

4036 Sunray 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

2203 Riomar Drive, Holiday
$275,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Homes SubDv. ⋅ 34691 Zip Code
Welcome to your private slice of Florida paradise! This fully furnished updated 2-bedroom, 1 -1/2 bath ranch sits high and dry with no flood history and offers breathtaking sunset views over the water. Step inside to discover a stunning modern kitchen featuring solid cherry wood cabinets, stainless steel appliances, and granite countertops. The open layout flows effortlessly over stone travertine flooring throughout the kitchen, dining area, and bedrooms, combining elegance with easy coastal living. Unwind in the inviting Florida room, where large windows open to the serene outdoors filled with birds and natural wildlife. Outside, enjoy your heated pool with a newer saltwater system and skimmer, or cast a line from your newer huge Trex dock perfect for fishing, relaxing, or soaking in the view. Oversized one car garage with attached separate Landry room. The vinyl seawall with concrete cap (installed in 2014) and new roof (2020) ensure peace of mind and lasting value. Whether you’re looking for a full-time home, seasonal escape, or profitable investment, this property checks every box it’s been a successful income property since 2017 and comes fully furnished and ready to enjoy or rent from day one.

2203 Riomar Drive, Holiday

1238 Flotilla 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 * TOTAL OF 4 MASTER BEDROOMS SUITES, 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

3132 Jackson Drive, Holiday
$270,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv. ⋅ 34691 Zip Code
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

1332 Flotilla 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

1954 Coolidge Road, Holiday
$249,900
2 Beds ⋅ 2 Baths ⋅ Tahitian Dev Sub SubDv. ⋅ 34691 Zip Code
WELCOME TO WATERFRONT FLORIDA LIVING! This 2-bedroom, 2-bath POOL HOME offers picturesque water views, a PRIVATE DOCK, screened-in pool and lanai, and NO HOA. Situated along a wide lagoon of Lake Conley, this property is ideal for boating, fishing, kayaking, or simply relaxing and enjoying the peaceful waterfront setting. Step inside to a bright and inviting floor plan filled with natural light. The spacious living and dining areas flow into the kitchen and out to the screened pool and lanai, creating an ideal layout for indoor-outdoor living and entertaining. Both bedrooms are generously sized, and both full bathrooms have been updated. The outdoor living space is the true highlight. Enjoy the screened-in pool overlooking Lake Conley, with plenty of room for lounging, dining, and entertaining year-round. Beyond the pool, the backyard leads to your private custom dock, giving you direct access to the water from your own property. Launch a kayak, head out on the water, fish from the dock, or enjoy your morning coffee while taking in the peaceful waterfront views. This home also features an oversized 412 sq. ft. 1-car garage, double-pane windows, NEW A/C in 2025, washer and dryer, water heater approximately 4 years old, dishwasher and disposal approximately 3 years old, and pool pump approximately 2 years old. The home did NOT FLOOD in the recent hurricanes and offers an excellent opportunity as a full-time residence, vacation retreat, or investment property. With NO HOA OR CDD, you can enjoy waterfront living without the added community fees. Conveniently located in Holiday near Tarpon Springs and the Sponge Docks, Gulf beaches, parks, shopping, dining, medical facilities, and Tampa International Airport. Schedule your private showing today!

1954 Coolidge Road, Holiday

3852 Sunray 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

2578 Charlan Court, 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

2030 Gulfview 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

1345 Basswood Drive, Holiday
$210,000
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
PRICE TO SELL! No flood zone insurance is required. Some photos have been virtually staged. This waterfront home with direct access to the Gulf of America presents a rare opportunity to enjoy boating, kayaking, and breathtaking sunset views right from your own backyard. This move-in-ready residence offers the best of Florida waterfront living with three bedrooms, two updated bathrooms, and a spacious kitchen featuring plenty of cabinet storage. The roof was replaced in April 2026, and the water heater was replaced in February 2018. The backyard creates an ideal space for entertaining or relaxing while enjoying peaceful canal and sunset views. With no HOA, this property provides added flexibility and freedom of ownership. Conveniently located near shopping, dining, schools, medical facilities, Gulf Coast beaches, and Tampa International Airport, this waterfront home offers exceptional value for year-round living, a second home, or an investment opportunity. Schedule your private showing today and experience the Florida waterfront lifestyle for yourself!

1345 Basswood Drive, Holiday

3806 Staysail Lane, 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

2828 Woodrose Court, Holiday
$450,000
3 Beds ⋅ 2 Baths ⋅ Windridge Gulf Trace SubDv. ⋅ 34691 Zip Code
Welcome to 2828 Woodrose Court, a beautifully updated Arthur Rutenberg pool home tucked away on a quiet cul-de-sac in the desirable Gulf Trace community. Situated on an oversized pond-front homesite surrounded by mature oak trees and lush landscaping, this property offers the perfect combination of privacy, comfort, and Florida outdoor living. From the moment you arrive, you'll appreciate the care and attention that has gone into maintaining and updating this home. Major improvements include a roof installed in 2018, luxury vinyl flooring throughout the main living areas, new carpeting, a remodeled primary shower, new sliding doors with hurricane protection, additional attic insulation, updated kitchen appliances, a refaced kitchen, refinished saltwater pool with pool heater, new pavers, and irrigation system. As you enter through the new front doors, you're welcomed into a spacious floor plan with vaulted ceilings and beautiful views of the pool, lanai, and tranquil pond beyond. The formal living and dining spaces flow seamlessly into the heart of the home, where the kitchen offers abundant cabinetry, a pantry, updated appliances, breakfast bar seating, and a sunny breakfast nook overlooking the water. The family room is warm and inviting, centered around a wood-burning fireplace and designed to take full advantage of the backyard views. Large hurricane-impact sliding doors fill the home with natural light while providing seamless access to the expansive screened lanai, creating the perfect indoor-outdoor lifestyle. The primary suite is a private retreat featuring direct access to the pool area, peaceful water views, generous closet space, and an updated ensuite bathroom with dual sinks and a beautifully remodeled walk-in shower. The split-bedroom floor plan provides privacy for family and guests, with two additional bedrooms and a spacious guest bathroom featuring a jetted tub and convenient access to the pool. The true highlight of this home is the outdoor living space. Whether you're enjoying your morning coffee overlooking the pond, spending the afternoon floating in the heated saltwater pool, or entertaining family and friends under the covered lanai, this backyard was designed to be enjoyed year-round. The spacious yard, mature landscaping, and peaceful waterfront setting create a serene backdrop that is hard to find. Ideally located in a non-flood zone, this home offers added peace of mind while being just minutes from Anclote River Park, boat launches, Gulf beaches, historic Tarpon Springs, shopping, dining, golf, and major commuter routes. While remaining convenient to the Tampa International Airport. Combining timeless Arthur Rutenberg design, extensive updates, waterfront views, and an exceptional outdoor living experience, 2828 Woodrose Court delivers the Florida lifestyle buyers have been searching for.

2828 Woodrose Court, Holiday

3340 Wilson Drive, Holiday
$270,000
2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34691 Zip Code
Virtually Staged. This charming 2-bedroom, 2-bath home with a 1-car garage offers peaceful huge lakefront living with a conservation area across the water, providing exceptional privacy and tranquility. Enjoy fishing or crabbing right from your own spacious backyard, or simply relax and take in the beautiful sunset views over the lake. The house have never flooded during the last two major hurricanes Helen and Milton 2024 as the house is well elevated about 8 feet. Elegant flooring, Remodeled the two bathrooms, Bright house with lots of windows, water electric heater 2025, Garage door 2019, A/C 2017 and roof 2015..Oak kitchen cabinets with St.St appliances. Located in the heart of Holiday, this home combines natural beauty with everyday convenience—perfect for full-time living or a relaxing Florida retreat.This house offers outstanding potential as a short-term vacation rental or long-term investment. Seller will contribute up to $2,000 toward the buyer’s allowable closing costs, prepaids, and/or interest rate buy-down with an acceptable purchase contract.

3340 Wilson Drive, Holiday

2228 Society Drive, 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

3318 Pineview 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

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