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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

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

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

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

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

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

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

Berry Hill Road, 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

5904 Springrun Court, Holiday
$435,000
3 Beds ⋅ 2 Baths ⋅ Shadow Oaks Sub SubDv. ⋅ 34690 Zip Code
Welcome to this one-of-a-kind Holiday retreat on 0.74 acres, where a private park-like setting, tranquil pond views, wildlife in your backyard and thoughtful interior features create a truly special place to call home. Nestled among mature trees, this property offers a peaceful setting rarely found in today's market. Inside, you'll find all tile flooring throughout and a warm, inviting living area highlighted by a stone veneer fireplace, perfect for relaxing evenings at home. A versatile recreation room currently serves as a family room and office, providing flexible space to fit your lifestyle. Designed with both function and style in mind, the kitchen features granite countertops, abundant cabinet space, modern appliances, a double oven, and an island-mounted electric cooktop with exhaust. Whether preparing everyday meals or entertaining guests, this kitchen is ready to meet your needs. The natural beauty of this property truly sets it apart. Front and rear covered porches overlook the picturesque pond and surrounding landscape, creating the perfect places to enjoy morning coffee or unwind at the end of the day. A charming bridge crosses a small stream, while the firepit area offers a peaceful gathering spot surrounded by nature. Located in Holiday, this home offers convenient access to the Tampa Bay area while maintaining a quieter, more affordable lifestyle. Enjoy nearby parks, nature preserves, boating, fishing, waterfront dining, and outdoor recreation, including Anclote River Park and Key Vista Nature Park. The home is located in FEMA Zone AE; however, the owner states that the property has never flooded. With pond views, mature landscaping, covered porches, a fireplace, flexible living space, and a truly unique natural setting, this property offers privacy, comfort, and a lifestyle that is difficult to find. Schedule your private showing today.

5904 Springrun Court, Holiday

4009 Star Island Drive, Holiday
$330,000
2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code
WATERFRONT POOL HOME WITH STUNNING CANAL VIEWS, PRIVATE DOCK, SCREENED POOL & NO HOA! Too many upgrades and features to list! HAS NEVER FLOODED. Most of neighborhood never got water inside homes either during any storm. Welcome to your slice of Florida paradise in the heart of Holiday! This beautifully updated 2 bedroom, 2 bathroom waterfront home sits directly on a wide canal off Lake Conley and delivers the kind of backyard views buyers dream about. From the moment you step thru the front door, you’ll love the curb appeal, oversized driveway, tropical landscaping, and laid-back waterfront lifestyle this property offers. Step inside to an open and inviting layout filled with natural light and beautiful water views throughout the main living spaces. NEW LUXURY VINYL PLANK FLOORING (2022) flows seamlessly throughout the home, creating a clean and modern feel. The spacious living and dining areas open directly into the oversized Florida room where large sliding glass doors perfectly frame the pool and canal views, making this home ideal for entertaining or simply relaxing after a long day. The kitchen has been updated with a breakfast bar, matching appliances, abundant cabinet space, and a beautiful glass tile backsplash that adds the perfect finishing touch. The primary suite offers a private en-suite bathroom with a walk-in shower, vanity with makeup area, and oversized closets, plus the added bonus of a dedicated second water heater serving the primary bathroom. There are even CUSTOM BUILT IN CABINETS that house the washer/dryer! Step outside and enjoy true Florida waterfront living! The SCREENED-IN POOL AREA is perfect for year-round enjoyment with plenty of room to lounge, entertain, and soak in the peaceful water views. The POOL WAS REFINISHED (2018), POOL PUMP REPLACED (2020), and SCREEN ENCLOSURE RESCREENED (2021). The fully fenced backyard leads directly to your PRIVATE WATERFRONT DECK where you can enjoy morning coffee, evening sunsets, fishing, kayaking, or simply watching the water from your own backyard. Major updates include NEWER SHINGLE ROOF (2018), NEW HVAC (2019), DOUBLE PANE WINDOWS, NEW SEWER LINE (2023), and solar tint added to the rear windows and doors for improved energy efficiency. The 1-car garage, oversized outdoor entertaining areas, and NO HOA OR CDD make this property even more appealing. Conveniently located near Tarpon Springs, the famous Sponge Docks, Gulf beaches, parks, shopping, dining, hospitals, Tampa International Airport, and the Pinellas Trail. Florida waterfront living doesn’t get much better than this. Schedule your showing TODAY!

4009 Star Island Drive, Holiday

2146 Society 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

4230 Sunray Drive, Holiday
$195,000
2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code
Welcome to your serene lakeside retreat—a charming two bedroom, two bathroom home nestled right on the waterfront in the heart of Holiday, Florida. NO HOA, NO CDD, NEWER ROOF (2020)! This property boasts historic Florida charm, blending timeless architectural features with modern comforts for a truly unique living experience. Wake up to stunning lake views, relax on your private deck, and enjoy peaceful evenings surrounded by lush mature landscaping. Inside, you'll find thoughtfully preserved details such as classic fixtures and spacious sun-lit living areas that evoke the nostalgia of old Florida. The inviting floor plan ensures easy entertaining, while both bedrooms present tranquil vistas and ample space for unwinding. The UPDATED BATHROOMS provide a touch contemporary convenience. Step outside and embrace the laid-back Florida lifestyle—fish or kayak right from your backyard, host gatherings under the shade of swaying palms, or simply soak up the beauty of the lake. Located just moments from top-rated schools, dining, shopping, and recreation, this home offers both quiet living and exceptional accessibility. With quick access to employment corridors, expressways, and nearby destinations, you can enjoy all the best that Holiday and the surrounding area have to enjoy. Whether you're seeking a weekend getaway or a forever home, this lakefront gem invites you to experience the comfort, character, and convenience you've been waiting for. Discover classic Florida living in a picturesque setting—your dream home awaits!

4230 Sunray Drive, Holiday

2401 Sand Bay Drive, Holiday
$630,000
4 Beds ⋅ 3 Baths ⋅ Sand Bay SubDv. ⋅ 34691 Zip Code
Welcome to 2401 Sand Bay Dr — a truly one-of-a-kind property offering the perfect blend of Florida lifestyle, functionality, and flexibility. Situated in a peaceful waterfront-adjacent community in Holiday, this well-maintained home stands out with an incredible approximately 2,300 sq ft climate-controlled garage/workshop that is rarely found in the area. Fully finished with drywall throughout and equipped with dedicated mini-split cooling systems, the expansive garage space is ideal for car enthusiasts, contractors, hobbyists, or anyone seeking a versatile workspace with year-round comfort. The garage also features 8-foot garage doors, providing excellent functionality and accessibility. Properties offering this level of usable garage and workshop space are exceptionally hard to find. Inside, the home features bright and inviting living spaces with high ceilings, 8-foot interior doors, abundant natural light, and a functional layout designed for both everyday living and entertaining. The open indoor-outdoor flow creates a spacious and airy feel throughout the home. Major updates have already been completed, including a new roof (2024), one HVAC system (2023), and water heater (2022), providing peace of mind for years to come. Adding even more confidence for buyers, the property experienced no damage from the recent hurricanes, and flood insurance is not currently required — a rare and valuable benefit for a property located so close to the water. Step outside and enjoy the relaxed Gulf Coast lifestyle with backyard views overlooking the Gulf, creating the perfect setting to unwind and enjoy Florida sunsets. One of the home’s most impressive features is the rooftop terrace, offering breathtaking panoramic Gulf views and an incredible space for entertaining, relaxing, or enjoying peaceful evenings by the water. Conveniently located near marinas, waterfront dining, beaches, parks, and shopping, this property combines tranquility with accessibility while offering a truly unique lifestyle opportunity. Whether you're searching for a primary residence, seasonal retreat, or a property with unmatched workspace, storage, and coastal charm, 2401 Sand Bay Dr offers a rare opportunity to own a standout property in one of the Gulf Coast’s most desirable settings.

2401 Sand Bay Drive, Holiday

3132 Jackson Drive, Holiday
$245,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv. ⋅ 34691 Zip Code
Welcome to 3132 Jackson St in Holiday, Florida—where modern updates meet peaceful waterfront living. This beautifully renovated 2-bedroom, 2-bath home is completely move-in ready and includes a 1-year home warranty, giving buyers added peace of mind from day one. Inside, you’ll find a fully updated interior featuring a brand-new kitchen with modern finishes, new appliances, updated light fixtures, and durable luxury vinyl flooring throughout, creating a clean and cohesive feel. Major improvements include a brand-new roof (2025), offering long-term value and confidence in your investment. Step outside and experience true Florida living. This property features a private floating dock, perfect for boaters, kayakers, and water lovers, with direct access to Lake Conley and the surrounding canal system. Enjoy serene water views, natural vegetation, and local wildlife right from your backyard. Relax in your screened-in lanai with your morning coffee or unwind in the evening while taking in the tranquil setting and quiet neighborhood atmosphere. Conveniently located just a short drive from local beaches, shopping, dining, and everyday amenities, this home offers the perfect balance of comfort, convenience, and lifestyle. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this property checks all the boxes and had no water intrusion during Helene or Milton.

3132 Jackson Drive, Holiday

3801 Sailmaker Lane, Holiday
$160,000
2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv. ⋅ 34691 Zip Code
Welcome to this well-maintained 2 bedroom, 2 bath condominium in the coastal community of Holiday, offering comfort, convenience, and peaceful living along Florida’s Gulf Coast. Flood insurance is not required because located in zone X500. This single-level home features a functional kitchen with appliances and ample counter space, flowing into comfortable living areas designed for easy everyday living. Major updates include a 2020 HVAC system, 2021 hot water heater, and hurricane-impact windows for added peace of mind and efficiency. Two standout features of this unit is its prime setting overlooking a tranquil lake, offering relaxing water views and added privacy. Unlike other units in the community that back to a busy road or have upstairs neighbors, this single-story layout provides a quieter, more desirable living experience with no one above you. Second, there are guest spots easily accessible along with a carport for the owner to park just outside the front door! This Condo is 1,318 SqFT, but if you add in the Florida Room’s SqFT you have 1,542 SqFT of Entertainment Space making the price point of this unit a RARITY! The purchase of the home includes all furnishings and household items, making it truly move-in ready and ideal as a primary residence, seasonal retreat, or investment property. Residents enjoy nearby access to beautiful outdoor destinations such as Anclote River Park and the stunning beaches of Anclote Key Preserve State Park, as well as the charming waterfront dining and cultural experiences in Tarpon Springs. With its combination of updates, furnishings, lake views, and desirable layout, this condo offers an exceptional opportunity to enjoy relaxed Florida living at its best.

3801 Sailmaker Lane, Holiday

3510 Wilson Drive, Holiday
$211,000
2 Beds ⋅ 1 Baths ⋅ Tahitian Dev Sub SubDv. ⋅ 34691 Zip Code
Welcome to waterfront living on beautiful Lake Conley! This well-maintained 2-bedroom, 1-bathroom single-family home offers a comfortable, move-in-ready retreat in the coastal community of Holiday. Situated directly on Lake Conley, the home features a desirable north-facing orientation and a solid concrete seawall that provides a peaceful waterfront setting to enjoy right from your own property. Inside, the kitchen offers stainless steel appliances and granite countertops, combining style and functionality for everyday living and entertaining. Adding even more value and peace of mind, a new roof and new HVAC system will be installed prior to closing, giving the next owner two significant home improvements from day one. The property is also connected to municipal water and sewer—NO SEPTIC system to maintain. Beyond the waterfront lifestyle at home, you'll be just minutes from Anclote River Park for boating, fishing, and Gulf sunsets, with easy access to Anclote Key Preserve State Park and the beaches of the Gulf. Shopping, dining, and the distinctive restaurants, waterfront, and culture of Tarpon Springs are also just a short drive away. With Lake Conley waterfrontage, municipal water and sewer, a new roof, new HVAC, and a convenient coastal location, this home offers an appealing combination of lifestyle, value, and low-maintenance Florida living. I’d recommend leading with the **Lake Conley waterfront** rather than simply calling it a “waterfront home.” Naming the lake makes the feature more tangible and differentiates the property in MLS searches and buyer marketing.

3510 Wilson Drive, Holiday

3332 Wilson Drive, Holiday
$284,990
3 Beds ⋅ 2 Baths ⋅ Tahitian Dev Sub SubDv. ⋅ 34691 Zip Code
"Seller is offering a $5,000 contribution toward a buyer interest rate buydown with an acceptable contract" 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

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