Holiday Homes with Water View

Holiday Homes with Water View

Welcome to Holiday, Florida—a picturesque gem nestled in the heart of Pasco County. Known for its serene landscapes and vibrant community, Holiday offers a unique blend of coastal charm and suburban tranquility. With its proximity to the Gulf of Mexico, residents enjoy a laid-back lifestyle enriched by stunning water views and abundant recreational opportunities.

One of the standout features of Holiday is its impressive selection of homes with water views. Imagine waking up each morning to the gentle lapping of waves and the breathtaking sight of sunrises painting the sky in hues of orange and pink. Whether you’re seeking a cozy bungalow or a spacious family home, Holiday’s real estate market boasts a variety of options that cater to diverse tastes and budgets. Many properties feature private docks or easy access to local waterways, making it an ideal spot for boating enthusiasts and nature lovers alike.

In addition to its scenic beauty, Holiday is conveniently located near shopping, dining, and entertainment options, ensuring that residents have everything they need within reach. The community is also home to several parks and recreational areas, perfect for outdoor activities or a leisurely stroll with family and friends.

Experience the charm of Holiday, where every day feels like a vacation. Discover your dream home with a water view today and embrace the idyllic lifestyle that awaits you in this enchanting Florida town!

Newest Holiday Homes with Water View

$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
$285,000
3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Enjoy peaceful pond views and effortless Florida living in this beautifully updated, move-in-ready home in Holiday! From the stylish interior to the tranquil waterfront setting, this home offers an inviting place to relax, recharge, and feel right at home. The stunning kitchen features high-end cabinetry and elegant granite countertops, creating a beautiful space for everyday cooking and entertaining. Both bathrooms have been tastefully remodeled with contemporary vanities and stylish finishes. Thoughtful updates include a newer AC unit and ductwork, washer and dryer, gutters, garage door, and front entry door—adding comfort, convenience, and curb appeal. The true highlight awaits out back, where picturesque pond views provide a relaxing backdrop to your day. Enjoy your morning coffee by the water, cast a fishing line, or simply unwind while taking in the peaceful surroundings. This is the Florida lifestyle you’ve been looking for! Conveniently located just a short drive from Tarpon Springs, you can explore the historic Sponge Docks, enjoy delicious Greek dining, and discover charming local shops. Gulf Coast beaches and convenient airport access put recreation and travel within easy reach. Beautiful updates, a serene pondfront setting, and a convenient location—this home is ready for you to move in and start enjoying it all. Schedule your private showing today!

3532 Overland Drive, Holiday
$225,000
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
$139,000
2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv. ⋅ 34690 Zip Code
Affordable living in Tanglewood Mobile Village a 55 plus community. Pets welcome. You own the land and the low HOA fee is only $143.00 monthly. Fee covers Trash Removal, Lawn Maintenance, year around heated pool and Clubhouse. This home is located on the lake with no rear neighbors. Home features two bedrooms and two baths. Spacious kitchen with adjoining dining room with built in cabinets for additional storage. Large primary bedroom with a walk in closet. Large light and bright Family Room that looks over the lake. One car carport with a screened lanai and storage room with a full size washer and dryer. Located in a cul de sac with limited traffic. Quiet and peaceful. A/C 2019. A great community for full time residence or the afforadble 2nd home. Renting is not allowed. All measurements are estimated and the buyer should measure all roons tor the exact dimensions and verify all printed information.

3041 Buckner Court, Holiday
$449,000
3 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to your tropical oasis and the waterfront lifestyle most people only dream about! This beautifully renovated 3-bedroom, 3-bathroom waterfront pool home with a bonus room is situated on a large lot along the Anclote River, featuring approximately 70 feet of seawall with direct Gulf access. Powered by solar, this stunning home offers a desirable split-bedroom floor plan and new wood-plank tile flooring throughout. As you enter, you'll immediately appreciate the spacious living area, which flows seamlessly into the dining room. Sliding glass doors open to an expansive screened-in patio, creating the perfect indoor-outdoor living experience. To the left, a hallway leads to two generously sized guest bedrooms. One features its own private bathroom with access to the pool area, while the second guest bedroom offers a large walk-in closet and is conveniently serviced by the additional guest bath. The beautifully appointed kitchen features stainless-steel appliances, wood cabinetry, granite countertops, and a cozy breakfast nook. The spacious primary suite offers a walk-in closet and an updated bathroom with a convenient step-in shower. Just off the primary suite, a large bonus room provides flexible space for a home office, den, nursery, or additional living area. Step outside and discover your own private Florida retreat. The expansive screened-in patio overlooks a beautiful swimming pool surrounded by stamped concrete, while the large, fenced backyard provides plenty of room to relax and entertain. A composite deck with pergola creates an inviting space for outdoor dining, lounging, and enjoying the Florida sunshine year-round. For the boating enthusiast, this property truly shines. Just steps from the deck is a composite boat dock with a 10,000-lb boat lift, offering direct access to the Gulf. Whether you're heading out for a day on the water, exploring nearby tropical islands, or enjoying the area's beautiful sandy beaches, this waterfront home makes it easy to embrace the Florida lifestyle. Bring your boat, your family, and your love of the water—this is Gulf Coast living at its best!

1324 Chancellor Drive, Holiday
$259,900
3 Beds ⋅ 3 Baths ⋅ Preserve/Gulf Trace SubDv. ⋅ 34691 Zip Code
Virtually Staged. Model perfect with sunset views! Beautifully maintained townhome in the Preserve Community of sought after GULF TRACE is move-in ready. No CDD, maintenance free and low HOA. Fabulous! The home features 3 bedrooms, 2.5 baths and 1 car garage and is situated on a premium homesite with picturesque views of a serene pond surrounded by manicured landscaping and natural wild-life, all just a short walk to the community park and recreation center! The downstairs has an open floorplan with the kitchen overlooking the dining and great room. The kitchen has 42"cabinets with crown molding, a pantry and breakfast nook and newer stainless appliances including a brand-new range. Downstairs also includes a convenient half-bath. The dining and great rooms combine for spacious entertaining and family living and the pond views are sweeping. Sliding doors lead to a screened lanai perfect for morning coffee or afternoon cocktails at sunset… private and tranquil, with no back neighbors. The second-floor staircase leads to the bedrooms and a perfectly situated laundry closet. The owner's suite is a large retreat space with gorgeous pond views. It features a walk in closet and lovely ensuite bath with a dual sink vanity and walk-in shower. The two secondary bedrooms and a full bath complete with shower/tub combo are across the hall. The 1 car garage has an oversized driveway. The well-maintained community offers plenty of guest parking, a playground and dog park. HOA includes cable, internet and all exterior building maintenance. Location, location! Just minutes to local beaches, trails, restaurants, hospitals and shopping centers. MOVE IN READY!

2919 Jacob Crossing Lane, Holiday
$249,999
3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Virtually Staged. TROPICAL POOL & POND PARADISE HOME FEATURING A SPARKLING SWIMMING POOL, 3 BEDROOMS, 2 BATHROOMS AND A LARGE COVERED LANAI AND SCREEN-ENCLOSED POOL-DECK. NEW ROOF, NEW KITCHEN, NEW AC, NEW APPLIANCES, QUARTZ COUNTERSTOPS, NEW LUXURY WATERPROOF VINYL PLANK FLOORS, new electrical panel, new pool pump and new cartridge filter! All new interior paint and fixtures. Beautiful curb appeal with a spacious driveway and covered front porch. 22 Ft long garage with side entrance door. Private backyard with pond access and beautiful wildlife views. Perfectly located near great shopping, restaurants, parks and beaches! Enjoy the fun in the sun that a tropical paradise pool home offers!

3349 Overland Drive, Holiday
$299,000
2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to your slice of the Florida waterfront lifestyle. This 2-bedroom, 2-bathroom home sits directly on the Anclote River with deeded Gulf of Mexico access, a rare opportunity to own true boating water at an approachable price point, on a nice block of well-kept homes. Step into your own private oasis with a screened, in-ground pool overlooking the river, a private dock with new wood decking ready for your boat, a seawall in good condition, and a spacious backyard made for sunset views and morning coffee on the water, while new windows across the back of the home flood the living space with natural light and frame those river views beautifully. This home has been well cared for where it counts most, with a new roof (2025), HVAC (approx. 2 years), fencing (1 year old), and pool pump (1.5 years old) already updated, making this a true opportunity for an investor or a buyer ready to add cosmetic value through new flooring, kitchen, and bath finishes and build significant equity, whether renovating to sell, to rent, or to make it your own. Tucked in the Flotilla Dr riverfront enclave of Holiday, the home is minutes from Anclote River Park, with its boat ramp, kayak launch, and Gulf-access swimming, and just a short drive from the world-famous Tarpon Springs Sponge Docks, known for its historic Greek waterfront district, dolphin cruises, and waterfront dining, with boaters able to head straight out the Anclote River to Anclote Key Preserve State Park or nearby Fred Howard Park and Sunset Beach. Families will also appreciate the school zoning for Sunray Elementary, Paul R. Smith Middle School, and Anclote High School. Homes with true river frontage and Gulf access rarely come to market at this price point, so bring your contractor and your vision, and turn this riverfront gem into something spectacular!

1332 Flotilla Drive, Holiday
$239,900
2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code
Virtually Staged. INVESTMENT OPPORTUNITY OR FIRST-TIME HOMEOWNER OPPORTUNITY IN A OPORTUNE LOCATON! Minutes from Pinellas County and Tarpon Spring BEACHES! This charming 2-bedroom, 1.5-bathroom Lake Conley home offers an exciting opportunity to create the waterfront home you’ve been dreaming of or add a promising property to your investment portfolio. With a brand-new kitchen, updated windows, a 2019 A/C unit, roof replaced approximately four years ago, and a spacious 1.5-car garage, several of the major updates are already in place—leaving you the opportunity to add your own personal touches and build equity. Situated directly on beautiful Lake Conley, this property offers tranquil water views and a desirable waterfront lifestyle. The versatile layout features an A/C-cooled Florida room flowing into an additional uncooled sunroom overlooking the lake, creating flexible space for relaxing, entertaining, a home office, or simply enjoying the peaceful surroundings. Step outside to discover a back lanai and checkered-style paver patio overlooking the water—perfect for morning coffee, afternoon relaxation, or entertaining while taking in the lake views. Whether you're a first-time buyer looking for an affordable way to enter the market and customize a home to your taste, a buyer seeking a waterfront property with room to add value, or an investor searching for your next opportunity, this Lake Conley property offers LOCATION, WATERFRONT LIVING, AND POTENTIAL! Bring your vision and make this home your own!

3852 Sunray Drive, Holiday
$255,000
3 Beds ⋅ 3 Baths ⋅ Townes At Darlington, Townes/Darlington SubDv. ⋅ 34690 Zip Code
Virtually Staged. INVESTMENT PROPERTY. SOLD WITH AMAZING TENANT IN PLACE. NEW PRICE- SELLER MOTIVATED! Beautiful, three bedroom townhome in well maintained community. Townes at Darlington is close to everything! Built in 2023 the community is practically new! Lower level with living room, dining area, kitchen with breakfast bar, pantry and sliding access to covered rear patio with waterfront view. Stairs to access bedrooms. Large primary suite with walk in closet and en suite bath. En suite bath with double sinks and walk in shower. All bedrooms have ceiling fans. Laundry room on upper level with bedrooms. Guest bath with tub/shower. One car garage and one car driveway. Max 2 cars. Lease will be assigned at closing. Escrow will be transferred at closing.

2578 Charlan Court, Holiday
$799,000
2 Beds ⋅ 2 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code
"Gulf Access Waterfront Home in Historic Baileys Bluff Estates" A rare opportunity to own a true waterfront gem with your own private boat ramp! Enjoy a quick 2-minute boat ride to the open Gulf and just 10 minutes more to Anclote Island—perfect for boating, fishing, and island adventures. This beautifully maintained 2-bedroom, 2-bath split floor plan home offers an open and inviting layout ideal for entertaining. The updated kitchen features granite countertops, solid maple wood cabinetry, and a spacious pantry. Rich dark wood flooring flows throughout the home, adding warmth and elegance. Wake up to Gulf views from the expansive primary suite, complete with a large walk-in closet and a luxurious en-suite bathroom featuring dual sinks and granite countertops. Relax in the Florida room overlooking a generous backyard and serene open water views of Anglers Cove, or unwind in the screened-in back porch while enjoying local wildlife. The ground level includes an oversized 2-car garage and an additional 1,360 sq ft of valuable storage space—perfect for all your recreational and boating needs. Recent updates provide added value and peace of mind, including a new roof (August 2022), new A/C system, and a brand-new paver driveway (July 2026). Baileys Bluff Estates is a vibrant, active community offering social gatherings at the Gulf-front clubhouse just across the street, where you can take in breathtaking sunsets. The Pinellas Trail is conveniently located at the community entrance, and Key Vista Nature Park is just a 15-minute walk away, offering scenic trails and shoreline exploration. The famous Tarpon Springs Sponge Docks, beaches, waterfront dining, shopping, are a short car drive away. Experience waterfront living at its best—schedule your private showing today!

2030 Gulfview Drive, Holiday
$145,500
2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv. ⋅ 34690 Zip Code
Discover your own slice of paradise in this lakefront home in Tanglewood Mobile Village, this is a 55+ community with low monthly maintenance fee of $143.00 per month which includes lawn maintenance, garbage service, maintenance of year-around-heated pool, a very active clubhouse, shuffleboard courts, and much more. Home features load of storage shed, large, enclosed porch overlooking the lake, where you can watch all the wildlife, separate dining room, oh plus 2 walk-in closets, plus master bath in master bedroom. Home is furnished and ready for you to enjoy. Measurements are approx. Buyer to verify all information that is deemed to be accurate. Sold As Is.

3201 Brewster Drive, Holiday
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