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$220,000
2 Beds 2 Baths Beacon Square SubDv. 34691 Zip Code
Welcome to waterfront living in Holiday! This beautifully maintained 2-bedroom, 2-bath home offers 1,334 square feet of comfortable living space with no HOA and peaceful pond views. Enjoy your own private dock, perfect for fishing, sunset watching, stargazing, or launching a canoe or kayak. The waterway also allows small boating with a trolling motor, making it ideal for quiet, scenic cruising right from your backyard. Inside, the home features a bright and spacious layout with abundant natural light, tile flooring throughout the main living areas, waterproof laminate flooring, and an updated kitchen with a new refrigerator, range, and dishwasher installed in 2025. Major updates provide peace of mind, including new interior and exterior doors in 2025, updated windows in 2011, a new roof in 2020, and A/C and furnace replacements in 2020. Relax and enjoy tranquil water views right from your backyard or venture out to nearby Gulf Coast attractions. Conveniently located near Fred Howard Park, Howard Park Beach, Key Vista Nature Park, Anclote River Park, and the historic Sponge Docks in nearby Tarpon Springs, known for its waterfront dining, shopping, and entertainment. Ferry access to Anclote Key Island is also just minutes away, offering pristine beaches and outdoor adventures. Home sold "as-is" for seller's convenience. NOTE: THIS PROPERTY IS NOT LISTED AS A RENTAL

3325 Honeymoon Lane, 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

$799,000
34690 Zip Code
Total of 1.4675 acres, 2 parcels of land. Owner will not sell properties individually. Nestled on the shimmering Anclote River in prime territory in Holiday, Florida. Situated on a waterway that leads out to the Gulf. Located on a coveted cul-de-sac, 200 feet of water frontage is retained by an existing seawall and encircled by trees for privacy. The property has direct views of a conservation island. ALL utilities including city water, power, and sewer are present. A myriad of possibilities are available including subdividing the land into three individual lots (each .48 acres) or retaining the parcel to accommodate a large, single-family home. Zoning permits a SFH structure or a duplex on each lot; one per lot if so desired. For investors or individuals, this prospect offers true flexibility and the chance to acquire a rare stretch in a market hungry for property to support new construction in well-positioned Pasco County. Minutes from: the sparkling Gulf, the culinary delights found in Tarpon Springs, all the retail you need on US Highway 19, and the multi-faceted Anclote River Park offering kayak/fishing access, picnic area, playground, 24/7 boat ramps, recreational courts and more! This nuanced investment suits numerous objectives. Buyer to verify all dimensions, lot sizes, zoning, permitting, leasing restrictions etc.

Flotilla, Holiday

$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

$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

$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

$235,000
2 Beds 2 Baths Beacon Square SubDv. 34691 Zip Code
Don’t miss this beautifully updated corner-lot home with serene pond views. Featuring a newer roof (2022) and a new HVAC system (2023), this property offers peace of mind along with modern upgrades throughout. Inside, the home has been fully remodeled with a brand-new kitchen, updated bathrooms, and all-new flooring. The layout includes two spacious bedrooms and two full bathrooms, along with multiple living spaces—perfect for both relaxing and entertaining. Enjoy a welcoming living room, a separate family room, and a large Florida room that provides additional space to unwind while taking in the peaceful surroundings. Additional highlights include a one-car garage and a desirable corner location that enhances both privacy and curb appeal.

3507 Landale Drive, Holiday

$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 everything you need is within easy reach. No Flood Zone, Furniture Negotiable. PRESENT ALL OFFERS!

1022 Bowsprit Lane Unit 1022, Holiday

$252,500
2 Beds 2 Baths Aloha Gardens SubDv. 34691 Zip Code
Welcome Home! This beautifully updated home is move-in ready and perfect for your next chapter. As you step inside, you’re welcomed by a spacious family room that flows effortlessly into the rest of the home. To your right, you’ll find a hallway bath along with a comfortable guest bedroom, while the owner’s suite features a private ensuite with a walk-in shower and a generous walk-in closet. Both bathrooms have been tastefully updated, and ceramic tile flooring runs throughout the entire home, offering durability and a clean, modern look. The kitchen has been recently updated and comes equipped with brand-new appliances, making it the perfect space for cooking and entertaining. Toward the back of the home, an additional flex room offers endless possibilities—ideal for a home office, bonus room, or easily converted into a third bedroom. Step outside to enjoy a screened-in lanai overlooking a fully fenced backyard—perfect for relaxing or hosting. Unwind in the evenings on your private dock, whether you're enjoying a glass of wine or casting a line to try your luck at fishing. With no HOA, you’ll appreciate the freedom and flexibility this property offers. Schedule your private showing today and make this dream home yours!

2406 Society Drive, Holiday

$319,000
3 Beds 2 Baths Shadow Oaks SubDv. 34690 Zip Code
Beautiful 3-bedroom, 2-bath home situated on a fully fenced 1/4-acre corner lot with a peaceful creek backdrop. Inside, you’ll find laminate flooring throughout with tile in the kitchen and bathrooms, along with updated kitchen and baths that give the home a fresh, modern feel. The desirable 3-way split floor plan offers both functionality and privacy, while the primary suite features a walk-in closet and an updated ensuite bath with dual sinks and a newly remodeled shower. Enjoy relaxing or entertaining on the screened back porch overlooking the expansive backyard. Additional highlights include a large 2-car garage, New AC, new Tankless Water heater, low property taxes, and no HOA fees. Conveniently located near shopping, dining, and everyday amenities, with easy access to Tampa International Airport, this home offers comfort, space, and value in one attractive package. Some photos were virtually altered slightly.

3011 Shadow Oaks Drive, Holiday

$294,990
3 Beds 2 Baths Tahitian Dev Sub SubDv. 34691 Zip Code
PRICE IMPROVEMENT!! BEATIFULL HOUSE WATER FRONT ! UPDATED HOME WITH 3BR/2BATH/4TH BEDROOM OR BONUS ROOM AND A TWO-CAR GARAGE WITH LED LIGHTING, EASY TO CONVERT INTO A MAN CAVE. Located in the well-established and family-friendly Tahitian neighborhood, this home welcomes you with a large front porch leading to an elegant front door. Step inside to an open-concept layout and a generous living room, perfect for gatherings and entertaining guests. To your right is the beautiful kitchen with new cabinets, modern granite-imitation Formica countertops, and a new backsplash. Enjoy the new stainless steel refrigerator, range, and range top, along with an open dining area ideal for meals and celebrations. Straight ahead is the master bedroom with access to the second updated bathroom, as well as the bonus or 4th bedroom, which opens to the screened lanai overlooking a wonderful lake view and backyard. From the entrance to your left the 2 bedrooms and the updated guest bathroom. The home features new ceramic tile and vinyl flooring with updated floor moldings throughout, new 6-panel doors, and many new windows. Freshly painted inside and out… and much more! ROOF INSTALLED IN 2025, AC SYSTEM 2025, NEW GARAGE DOOR AND SYSTEM, NEW WATER HEATER 2025, NO HOA, NO CDD!! Come see it before it gets under contract!! One or more pictures has virtually staged.

3332 Wilson Drive, Holiday

$290,000
3 Beds 2 Baths Holiday Lake Estates SubDv. 34691 Zip Code
Some properties offer a house. This one offers a whole world. Set along the shores of Lake Nash in Holiday's established Holiday Lakes neighborhood, this three-bedroom, two-bath home comes with something you simply cannot replicate — nearly five acres of submerged land, a piece of the lake itself, all conveyed with the sale. Bring your binoculars: sometimes white and blue herons wade at the water's edge, osprey circle overhead, long-neck turtles drift through the brackish shallows, and tilapia, catfish, and bass move below the surface. Follow the canal at the far end and you'll reach Lake Conley — and when the New Port Richey fireworks light up the sky, you have a front-row seat right from the water. Outside, the fully fenced yard unfolds into a world of its own. A private screened pool and deck invite long afternoons in the sun, while the boat dock puts the lake at your fingertips whenever the moment calls for it. Multiple seating areas are scattered throughout the grounds — shaded corners, open spots by the water, places to gather or simply disappear into the view. A storage shed keeps everything organized, and a gated side yard offers convenient private parking. Mature mango, kumquat, and citrus trees add both charm and seasonal reward, and a camphor tree — known for naturally repelling mosquitoes — completes this extraordinary outdoor space. Inside, water views from the kitchen and both the secondary and primary bedrooms make the setting part of everyday life. Two of the bedrooms offer the rare pleasure of taking in both the pool and the lake at once. A fireplace anchors the living room with warmth and character, and the layout flows comfortably for both daily living and casual entertaining. This home has good bones and real potential — sold as-is, with the seller already having done the work of clearing it out, it's ready for the buyer who can see what it's becoming. A new roof will be provided at closing with an acceptable offer. This is the kind of property that simply does not come along often — a lakefront lifestyle, a private ecosystem, and a canvas waiting for your vision. Located near 19, shopping, restaurants, medical care, Tarpon Springs, Gulf access, parks, and the Pinellas Trail, this property delivers the feel of a private waterfront escape with nature and recreation close at hand. Schedule your showing today. Main property: 0.1552 acres, Additional parcel: 4.95

3931 Holiday Lake Drive, Holiday

$315,000
2 Beds 2 Baths Aloha Gardens SubDv. 34691 Zip Code
This Spacious Waterfront Home is Located on a Canal with Access to a Chain of 3 Lakes. This Home Offers a Seamless Blend of In-Door Out-Door Living, Featuring Meticulously Landscaped Grounds and Expansive Sun-Drenched Deck and Boat Dock Designed for Panoramic Views of Breathtaking Sunsets. Designed for Entertaining and Relaxation, the Residence Captures a Peaceful Ambiance Perfect for Lake Front Living. New Roof 9/2025, AC 4/26, Hot Water Tank 2024, Newer Windows, and Solar. The Solar System is Paid for and Helps Keep the Electric Cost Down, the Owners Average Electric Bill is 40.00 each Month. The Large Floor Plan has Many Possibilities to Turn into a 3 Bedroom Home. 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. Step Outside through the Newer Sliding Door onto a Large Elevated 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. The Front of Home Welcomes You with a Paved Driveway to Enhance the Beauty of the Home. The Home has a Split Bedroom Plan, Indoor Laundry Room with a Closet, and Additional Family Room. The Garage Features a Hurricane Brace for the Insulated Garage Door that is Newer, Work Bench and Plenty of Shelving. Home is Close to a County Park, Beaches, School, and Shopping. This is a Must See Home to Appreciate all that it Offers to Make This Your Future Home.

2529 San Luis Road, Holiday

$447,400
3 Beds 3 Baths Park Place SubDv. 34690 Zip Code
Beautifully updated townhome situated on a quiet street just minutes from major freeways, offering the perfect blend of luxury, comfort, and coastal living. This spacious 1,848-square-foot residence features 3 bedrooms and 2.5 bathrooms, enhanced by elegant eucalyptus wood flooring throughout. The tastefully remodeled kitchen showcases high-end cabinetry, stainless steel appliances, and elegant quartz countertops. The bathrooms have been fully modernized with frameless glass showers, subway tiles, quartz finishes, and stylish vessel sinks. Impact-resistant windows and sliding glass doors provide enhanced safety and improved energy efficiency. Home automation helps significantly reduce electric consumption for the two newer HVAC systems. Downstairs, the oversized 2-car garage offers ample storage space, while outside, a private dock with 33 feet of frontage along the Anclote River is equipped with a 10,000-lb boat lift—ideal for boating enthusiasts. Best of all, there are no HOA or CDD fees.

5311 Boardwalk Street, Holiday

$450,000
4 Beds 2 Baths Tahitian Dev SubDv. 34691 Zip Code
Welcome to this 4-bedroom, 2-bath, solar-powered, pool home offering plenty of comfortable living space on the water. The property also features its own dock right in the backyard, providing direct access to Lake Conley. Inside, the home offers a bright, open feel with abundant natural light, a neutral color palette, and luxury vinyl plank flooring throughout the living areas. The kitchen is equipped with stainless steel appliances and a convenient pass-through with bar seating, ideal for everyday living and entertaining. Major updates include a 2019 roof and 2019 HVAC, offering peace of mind for years to come. The property also did not experience flooding during recent storms. Garage is currently in the process of being converted into a mother-in-law suite with a separate entrance. Step outside to be greeted by the sparkling pool in a screened lanai, a relaxing space to enjoy the Florida lifestyle year-round. The pool also features a safety fence for peace of mind. Located just minutes from local beaches, parks, shopping, and dining, this home offers a perfect balance of everything that makes living in Florida wonderful.

3022 Jackson Drive, Holiday

$266,000
3 Beds 2 Baths Tahitian Dev Sub SubDv. 34691 Zip Code
Virtually Staged. Welcome home to this beautiful 3-bedroom, 2-bathroom home with a two-car garage situated on the serene shores of Lake Conley. As you step inside, you will immediately appreciate the bright, open feel of the home, enhanced by a neutral color palette that creates a warm and inviting atmosphere. The spacious living room provides plenty of room for relaxing or entertaining guests, while the adjacent dining area, conveniently located between the living room and kitchen, offers the perfect setting for everyday meals or gatherings. The well-appointed kitchen features stainless steel appliances, granite countertops, and a convenient breakfast bar, making it both functional and stylish. In addition to the living room, the home offers a large family room, providing even more space for entertaining, relaxing, or creating a flexible living area to suit your needs. Just off the family room, you will find an enclosed back porch, the perfect place to unwind while enjoying peaceful views of the lake. Step outside to the open dock, where you can park your boat and enjoy easy access to the water, making lakefront living a reality. The primary bedroom is generously sized and features an en-suite bathroom complete with a large vanity offering plenty of storage and a walk-in shower. Conveniently located near US 19, this home provides easy access to shopping, dining, entertainment, and medical facilities, offering both comfort and convenience. Don’t miss this opportunity to enjoy lakefront living—schedule your private showing today!

3202 Jackson Drive, Holiday

$799,000
Baileys Bluff Estates SubDv. 34691 Zip Code
"BUILD YOUR DREAM HOME" on this exceptional Gulf-front property featuring 80 feet of direct water frontage and an impressive 206-foot depth. Perfectly positioned in the highly sought-after community of Baileys Bluff, this rare homesite is nestled within a true nature sanctuary, offering privacy, tranquility, and breathtaking coastal beauty. From your newly constructed home, you’ll enjoy spectacular, unobstructed views of the Gulf of Mexico—the perfect backdrop for everyday living. The property is completely fenced and comes with a Geotechnical Engineering soil report for a proposed residence. A proposed septic tank location is already identified, and no mound system is required for the drain field—making your building process even more seamless. Imagine spending your days island hopping, shelling, fishing, or enjoying peaceful sunset cruises right from your backyard. Take a short stroll to waterfront Key Vista Park for nature trails and scenic views, or enjoy a quick drive to Tarpon Springs for fine dining, boutique shopping, and the charm of this historic coastal town. This is more than a homesite—it’s a lifestyle. Don’t miss the opportunity to create your own waterfront retreat in one of the area’s most serene and desirable communities.

000 Bluff Boulevard, Holiday

$415,000
3 Beds 2 Baths Key Vista Ph 04 SubDv. 34691 Zip Code
Welcome home to 2817 Plantain Dr! This beautifully maintained home, located inside the gated 55+ Key Vista Villas community, is perfectly situated between two preservation areas teeming with awe-inspiring Florida wildlife. Inside, the home shows like a model with soaring ceilings, crown molding, wide-plank luxury vinyl flooring, and an abundance of natural light throughout. The open layout creates an airy, tranquil feel that seamlessly blends indoor and outdoor living. The kitchen is both functional and stylish, featuring granite countertops, rich wood cabinetry, stainless steel appliances, a large single-basin stainless sink, updated lighting, and a generous island perfect for gathering. The adjacent living and dining areas flow effortlessly toward the expansive sliding glass doors, drawing your eye to the private screened lanai and sparkling heated pool: the true centerpiece of the property. With a gas pool heater added in 2025, the pool can reach temps as high as 105º, transforming it into your very own year-round spa-oasis! The covered outdoor seating area overlooks peaceful water views, creating a serene backdrop for entertaining or quiet mornings. The spacious primary suite offers a true retreat with high ceilings, ample natural light, and direct access to the lanai. The en-suite bath is upgraded and well-appointed, and the walk-in closet includes custom built-ins for organized storage. Secondary bedrooms are bright and welcoming, ideal for guests or a home office. Hurricane-resistant windows and an 8-foot sliding glass door provide added peace of mind, while plantation shutters add timeless character. Additional features include a central vacuum system, whole-house stereo system, and newer appliances, including a washer and dryer. The home sits in Flood Zone X, approximately 20 feet above sea level, with no flood insurance required and no impact from recent storms. HOA fees are collectively under $350/month and include lawn care, exterior house painting, cable, internet, and waste collection, offering a low-maintenance lifestyle. Residents enjoy access to two clubhouses, including a master clubhouse with tennis and pickleball courts, a fitness center, a pool, a hot tub, and social spaces. A private boat and RV storage lot is available, subject to availability. Just a short walk away is Key Vista Nature Park with sandy walking trails and Gulf access, and the Pinellas Trail runs just beyond the back gate, providing miles of paved paths. Nearby Anclote Gulf Park, Anclote River Park, and the Ben Harrill Recreation Complex offer even more recreational options. This home combines thoughtful upgrades, peaceful water views, and resort-style amenities in one of the area’s most desirable active adult communities. Book your showing today!

2817 Plantain Drive, Holiday

$257,000
2 Beds 2 Baths Beacon Square SubDv. 34691 Zip Code
Welcome to your own slice of Gulf Coast waterfront living. This beautifully updated pool home is set along a peaceful lake, offering serene water views and direct access to outstanding fishing right from your backyard. Whether you enjoy boating, kayaking, paddleboarding, or simply relaxing by the water, this property delivers the lifestyle so many dream of. Inside, the home has been thoughtfully refreshed to create a bright, welcoming space that feels both modern and comfortable. The layout is ideal for everyday living while also offering great flow for entertaining family and friends. Step outside to your private pool and enjoy Florida sunshine year-round, all while overlooking the tranquil waterfront setting. From quiet morning coffee with water views to sunset evenings by the pool, this home invites you to slow down and enjoy coastal living at its finest. Enhance your lifestyle with optional membership in the Civic Association, offering: • Community pool with tiki hut and BBQ area • Clubhouse with fitness center, billiards, air hockey, ping pong, and football • Playground and outdoor games including shuffleboard, cornhole, and horseshoes • RV and boat storage • Library and year-round community events Whether you’re looking for peaceful waterfront days, active weekends, or a welcoming community atmosphere, this home offers it all.Outdoor enthusiasts will love the brand-new biking, jogging, and walking trail located just outside the back gates, where you can stroll or ride along the breathtaking coastline of the Gulf of Mexico. Nature and recreation surround you. Nearby Key Vista Nature Park offers scenic hiking trails and a kayak launch for peaceful paddles through unspoiled surroundings. Anclote Gulf Park features a long fishing pier, dog park, and playground, while Anclote River Park provides a private beach, boat launches, day docks with slips, and another playground — making waterfront fun easily accessible. For even more activities, the Holiday Recreation Center is available at a nominal membership fee and includes a baseball field, indoor and outdoor basketball courts, indoor pickleball, an outdoor field hockey rink, and a full calendar of community events. From coastal trails and parks to beaches and recreation, this location truly captures the best of Florida living. Welcome to your own piece of Florida paradise.

3520 Overland Drive, Holiday

$432,000
3 Beds 3 Baths Park Place SubDv. 34690 Zip Code
One or more photo(s) has been virtually staged. Welcome to 5313 Boardwalk Street — a beautifully updated 3 bedroom, 2.5 bath waterfront home offering incredible value in one of Holiday’s most desirable boating communities. This property experienced no flood damage from past hurricanes, providing peace of mind while enjoying true Florida waterfront living. Major systems have also been updated, including a 2021 HVAC system, adding comfort and efficiency for years to come. Out back, you’ll find a covered 10,000 lb boat lift plus a wet slip accommodating up to a 30’ vessel, making this home ideal for serious boaters. From your dock, enjoy easy navigation to the Gulf of Mexico, with multiple waterfront restaurants, marinas, and live music spots along the way. With world-class fishing and diving off Anclote, this truly is a boater’s paradise at an incredible price point. Inside, the home showcases tasteful updates and modern finishes throughout. The open layout features vaulted ceilings creating a bright, airy feel, stainless steel appliances, granite countertops, upgraded backsplash, modern fixtures and finishes, and an inside laundry room. The screened balcony overlooking the canal is a standout feature — the perfect place to enjoy sunrise coffee or unwind at sunset with a waterfront view. Downstairs, you’ll appreciate the huge garage with nearly 400 sq ft of additional storage space under the home, providing ample room for water toys, fishing gear, and all your boating essentials. If you’ve been searching for Gulf access, a private boat lift, updated interior finishes, and strong system updates — this home checks all the boxes. Schedule your private showing and start living the waterfront lifestyle. Flood Insurance only $826/year!!

5313 Boardwalk Street, Holiday

$825,000
3 Beds 3 Baths Baileys Bluff Estates SubDv. 34691 Zip Code
Virtually Staged. Open access to the Gulf!! Experience elevated waterfront living in this elegant 3 bed/2 bath residence with a versatile bonus room, thoughtfully designed to blend architectural charm, refined finishes, and seamless indoor–outdoor flow, all in the sought after Baileys Bluff Estates! The generously sized secondary bedrooms offer ample closet space and share a beautifully appointed full bath with a tub/shower combination. A hallway linen closet with built-in shelving provides additional storage. The primary suite is a true retreat, featuring sliding-door access to the lanai and a spa-inspired bath complete with a step-in shower with sliding glass doors—also opening to the exterior—dual-sink vanity, private water closet, and a dedicated dressing hallway with abundant closet space. A separate pool-access bath with sink and toilet can be closed off from the primary suite for added privacy. A nearby washer and dryer closet enhances everyday convenience. The main living areas impress with soaring volume ceilings, recessed lighting, and a striking corner stone fireplace anchoring the space. The chef’s kitchen is as functional as it is beautiful, showcasing wood soft-close cabinetry, granite countertops, stainless steel appliances, a breakfast bar, pantry closets with extensive shelving, a built-in corner desk, and a sun-filled breakfast nook. Architectural details add warmth and character, including a barn-style sliding door allowing the kitchen to be closed off when desired, and a decorative wicker-accent opening that enhances the home’s charm. A flexible dining area offers the option of formal dining and opens through sliding doors to a charming brick patio. The bonus room provides exceptional flexibility—ideal as a home office, media room, or optional fourth bedroom—complete with a utility sink closet, additional storage, and direct garage access. Outdoors, the expansive screened-in lanai and pool create a private oasis perfect for entertaining, complemented by an outdoor shower. The generous fenced backyard leads to your waterfront dock area, where tranquil water views can be enjoyed from the living room, breakfast nook, dining area, and kitchen. Additional highlights include light wood luxury vinyl flooring throughout; tile flooring in all bathrooms, oversized windows providing abundant natural light, ample storage throughout, and an oversized two-car garage. Located just two blocks from the Coastal Anclote Trail, which offers over four miles of scenic paths that connect to the Pinellas Trail in Tarpon Springs. Enjoy easy water access via the bayou and creek with just a five-minute boat ride to the Gulf. The area is also ideal for kayaking. Pickleball courts with weekly league play are located within one mile. This exceptional waterfront property offers the perfect blend of lifestyle, comfort, and convenience. Schedule your private showing today.

2138 Bayou Drive, Holiday

$400,000
3 Beds 2 Baths Forest Hills SubDv. 34690 Zip Code
Live the waterfront lifestyle most people only dream about. This beautifully updated 3-bedroom, 2-bath home with direct Gulf access invites you to slow down, soak in the views, and embrace true Florida living. Start your mornings with coffee by the water, spend your afternoons cruising from your private dock, and end each day watching breathtaking sunsets while manatees and dolphins play just beyond your backyard. Designed for both comfort and style, the home features luxury vinyl plank flooring, a cozy woodburning fireplace, and a bright, open kitchen with stone countertops. Both bathrooms have been tastefully updated, creating a move-in-ready retreat that feels both modern and welcoming. Step outside and you’ll find everything you need to enjoy life on the water — a brand-new composite boat dock with a 10,000-lb lift that can accommodate up to a 23-foot boat, plus a sparkling pool with a solar heater for year-round enjoyment. The sprinkler system runs on a well for added efficiency, and hurricane panels are included for peace of mind. Best of all, the home experienced no flooding during Hurricanes Helene or Milton. With no HOA and a successful history as an Airbnb, this property offers exceptional flexibility whether you’re searching for a full-time residence, vacation getaway, or income-producing investment. This is more than a home — it’s a front-row seat to the waterfront life you’ve been waiting for.

5702 Riddle Road, Holiday

$125,000
2 Beds 2 Baths Beacon Square SubDv. 34691 Zip Code
Cash or Hard Money Only – Prime Investment Opportunity in Holiday! 3619 Ortona Drive is a fully gutted property ready for your vision. Previously impacted by the hurricane, the home has been cleared out down to the studs, saving you demolition time and expense. This is a true blank slate for investors, flippers, or contractors looking for their next project. Situated on a quiet residential street with strong rental and resale demand, the lot offers great potential for a full renovation or rebuild. No HOA and conveniently located near US-19, shopping, restaurants, parks, and Gulf beaches. Bring your contractor and creativity — opportunities like this don’t last long. Priced for a quick sale.

3619 Ortona Drive, Holiday

$443,000
3 Beds 2 Baths Forest Hills SubDv. 34690 Zip Code
Discover your waterfront haven at 1053 Grand Blvd in Holiday, FL! This beautifully updated 3-bed, 2-bath home offers ~1,768 sq ft of living space on a generous ~7,000 sq ft lot. Enjoy spectacular sunsets and panoramic water views with direct Gulf access—just ~20 minutes by boat to the Gulf of Mexico. Recent upgrades include a (2023) seawall, new seawall to current standards and at 88ft long, best on the entire street, updated interior finishes, Tile flooring throughout (2024), updated bathrooms, (2025) tankless water heater, (2024) water softener, newer HVAC (2018) and mini-split (2024), and more—making this home truly move-in ready. Spacious living areas flow to outdoor spaces perfect for entertaining, and the oversized 1-car garage offers utility, workbench space, and storage. Don’t miss this peaceful waterfront opportunity in a quiet neighborhood with easy access to shopping, dining, and beaches. Plenty of room for a pool and create your dock & boat lift for your specific boat needs!

1053 Grand Boulevard, Holiday

$415,000
3 Beds 3 Baths Park Place SubDv. 34690 Zip Code
One or more photo(s) has been virtually staged. FINALLY!!!! This spacious 3 bedroom, 2.5 bath WATERFRONT home offers coveted Gulf access without the premium price tag! AND NO HOA!! You will not find a home on the water with these amenities for this price anywhere! Inside, soaring vaulted ceilings and three sets of sliding glass doors fill the open concept living area with natural light and water views. The kitchen is built for entertaining with a large bar top, solid wood cabinetry, stainless steel appliances, and granite countertops. Upstairs, the oversized primary suite features a private en suite bathroom with a large soaking tub, walk-in shower, double vanity and walk-in closet. On the third floor you will find 2 generously sized bedrooms with a large Jack-and-Jill style bathroom ensuring privacy from both sides. Outdoor living SHINES with a large Trex deck (new in 2024) covered by an aluminum awning (Also 2024) perfect for morning coffee or evening sunsets. Under the patio you find a turfed area perfect for your pets! Boating enthusiasts will love the large boat dock equipped with a 10,000 lb boat lift, a floating jetski/ john boat dock, and a NEGOTIABLE 20,000 lb lift. PUT YOUR TOYS IN AT THE END OF THE STREET!! BOAT RAMP 100 FT AWAY!! Additional highlights include a two- car garage with a 220V EV charging port, nearly 400 square feet of extra storage space under the home, NEW ROOF IN (OCT 2021), HOT WATER HEATER IN 2025, AND TWO NEW AC SYSTEMS IN (DEC 2023) 3 ton, and a 3.5 ton. Come live the dream today! ASSUMABLE FLOOD INSURANCE AT $1,604 FOR THE YEAR.

5309 Boardwalk Street, Holiday