Holiday Real Estate Search

Holiday Homes with a Pool for Sale

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Newest Holiday Homes with a Pool for Sale

$350,000
3 Beds 2 Baths Key Vista Ph 01 SubDv. 34691 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath home with a dedicated office and a 2-car garage, ideally situated on a quiet cul-de-sac in the highly desirable 55+ community of Key Vista. The versatile office is perfect for working from home, a hobby room, library, or can easily serve as a guest room. Designed for comfortable Florida living, the open floor plan seamlessly connects the kitchen, living room, and breakfast nook, with triple sliding glass doors leading to a covered lanai overlooking a private backyard—perfect for relaxing or entertaining. Plantation shutters throughout the home add both elegance and timeless Florida charm. The spacious kitchen offers abundant counter space, a built-in pantry, and plenty of cabinetry for storage. The primary suite features a large walk-in closet and an en-suite bath with a low-threshold walk-in shower for added convenience. Recent updates include a new 2022 roof, a 3-year-old A/C system, and a water heater approximately 5 years old. The home also features accordion hurricane shutters on all windows and is located in Flood Zone X, providing additional peace of mind. The low HOA fee includes lawn maintenance, exterior home painting, cable, internet, access to two clubhouses, two swimming pools, a fitness center, tennis and pickleball courts, and a community boat/RV storage lot (subject to availability). Conveniently located near Key Vista Nature Park, the Gulf, golf courses, the Tarpon Springs Sponge Docks, county parks, and the Pasco walking and biking trail system, this home offers the perfect combination of comfort, convenience, and an active Florida lifestyle. Furnishings are available upon buyer's request.

2542 Sandy Hill Court, Holiday

$488,000
4 Beds 2 Baths Key Vista Ph 04 SubDv. 34691 Zip Code
Virtually Staged. WOW! Take a look at this 4 BEDROOM, 2 BATHROOM, 3 CAR GARAGE POOL HOME LOADED WITH UPDATES AND UPGRADES IN THE STUNNING KEY VISTA COMMUNITY ON A QUIET CUL DE SAC. The open kitchen has been remodeled. THE CABINETS AND COUNTER TOPS HAVE BEEN REPLACED, NEW REFRIGERATOR, AND A NEW DISHWASHER. The QUARTZ KITCHEN ISLAND IS EXCELLENT FOR ENTERTAINING AND USING AS A CASUAL SPACE FOR BAR STOOLS. The big open family says bring your sectional and huge TV because there is plenty of room! THE SLIDERS TO THE POOL HAVE RECENTLY BEEN REPLACED AS WELL AS NEW WINDOWS IN THE BACK OF THE HOUSE. It sure feels like Florida here with the PLANTATION SHUTTERS and light bright colors and SPARKLING SWIMMING POOL. There are no rear neighbors, you can enjoy your pool and outdoor space in private. New interior paint in many of the rooms. THE PRIMARY BEDROOM HAS MORE THAN ENOUGH ROOM FOR A KING SIZE BED AND THE PRIMARY BATHROOM FEATURES A STAND UP SHOWER AND SOAKING TUB. There is enough room to stretch out with double sinks too! Some other noteworthy things about this very special home are HIGH CEILINGS, a NEW ROOF IN 2023, NEW AC IS 2017 AND A NEW HOT WATER HEATER. You don't have to go far to enjoy the community amenities! There is a huge heated pool, clubhouse, playground, tennis and pickleball courts, fitness center, and more. Key Vista Nature Park is about a mile away, Sunset Beach and Fred Howard Park in Tarpon Springs are just a short drive away!

2811 Ravendale Lane, Holiday

$579,000
3 Beds 4 Baths Ibis Sub SubDv. 34691 Zip Code
"Luxury Living in an Exclusive Gated Community" Experience coastal elegance in this custom-built executive residence, privately situated on a quiet cul-de-sac within an exclusive gated community. Offering 2,367 square feet of thoughtfully designed living space, this exceptional three-story home combines luxury, comfort, and functionality with partial Gulf views from multiple balconies. From the moment you arrive, the impressive stamped concrete driveway and striking architectural design create unforgettable curb appeal. Inside, you'll find soaring ceilings, custom 8-foot doors, elegant crown molding, engineered hardwood flooring, marble and travertine finishes, and an open-concept floor plan designed for both entertaining and everyday living. The gourmet kitchen is truly the heart of the home, featuring granite countertops, abundant custom cabinetry, a walk-in pantry, breakfast bar, and newer stainless-steel appliances—perfect for preparing meals while staying connected with family and guests. Escape to the luxurious owner's retreat occupying the entire upper level. This private sanctuary offers partial Gulf views, a spacious walk-in closet, and a spa-inspired ensuite featuring dual vanities, an oversized walk-in shower, and a relaxing whirlpool tub. Step outside and enjoy Florida living at its finest. Four travertine balconies provide multiple places to relax and enjoy the coastal breeze, while the beautiful in-ground pool and expansive paver patio create the perfect setting for entertaining family and friends. The oversized garage offers room for multiple vehicles, a workshop, abundant storage, and even includes a convenient full pool bath.Recent upgrades provide peace of mind and modern convenience, including: New roof (2021), Newer-zone HVAC system, Updated stainless-steel kitchen appliances Central vacuum system Premium flooring throughout. Ideally located enjoy indoor pickleball, weekly gymnasium schedule, summer camp, soccer fields, baseball, tennis and more at J. Ben Harrill Recreation Center is a short walk from your front gate. Just minutes from Anclote Gulf Park, public boat ramps, Gulf beaches, the Pinellas Trail, and the world-famous Tarpon Springs Sponge Docks, you'll also enjoy convenient access to shopping, dining, and endless waterfront recreation. Luxury, location, and lifestyle come together in one extraordinary home. Schedule your private showing today and discover why this exceptional property is one you won't want to miss.

3020 Sheppards Crook Court, Holiday

$314,900
2 Beds 2 Baths Key Vista Ph 03 Prcl 05 SubDv. 34691 Zip Code
NEW PRICE! Imagine living just steps to the stunning waters edge of the Gulf, yet still in an X Flood Zone! Minutes to World Class Golf Courses, Venues for Concerts, Theater, Pro Sports, Casino, Museums, Water Sports, Marinas, Fishing Piers, Nature Parks, Biking/Jogging Trails, Fine/Causal Cuisine, 2 Airports! Welcome to the Seaside Community of Key Vista! This 55+ Single Family Residence has NO CDD Fees & LOW HOA Fees!!! Perched at the top of a Pond you can watch the Florida Sunrise over the water while having your morning coffee in the Screen Enclosed Patio Room. This is a sanctuary-like setting where Birds & Aquatic Life abound! Enter the home into the Foyer and notice immediately how the Cathedral Ceilings make this Residence ideal for entertaining with it's Open Concept, Great Room layout! There is a Double-Door Entry Flex Room that can easily be used for a 3rd Bedroom, Office, Den. The Kitchen has newer SS Appliances, Wood Cabinetry, Sold Surface Countertops and High Bar Seating for 4! The Owners Retreat is SUPER Large complete with an EnSuite with Double-Size Shower, Double Undermount Sinks with Solid Surface Countertops and an EXTRA large Walk-In Closet! The Guest Quarters with it's own Guest bath and Indoor Laundry is just behind the Tall Sliding Door System installed for added privacy. This Split Floor Plan is ideal for shared living and will always be in high demand! The LOW HOA Fees include care of Lawn, Shrubs, Lower Height Trees with Sprinklers monitored, Exterior Painting every few years (done recently) & Internet & Streaming with many Premium Channels all included! The amenities are UNRIVALED in this West Pasco Waterside Area! The Vista Point Subdivision features its own 55+ Clubhouse, Heated/Cooled Pool & Spa & an ample size open as well as Covered Patio, a Kitchen, Party/Rec Room & a Pool Table Room w/Library. The All-Ages Clubhouse features a Huge Heated/Cooled Pool & Spa area with Open & Covered Patio, Kitchen, Party/Rec Room, Game Room w/Pool Tables, Ping Pong & Card Tables, Fitness//Workout Center with Locker Rooms & Showers & a Yoga Room. There are Tennis/Pickleball Courts, Volleyball Court & Playground. Partake in Activities such as Block Parties, Garage Sales, Yoga, Aqua Bellies, Line Dancing, Bingo, Holiday Home Decorating Contests & Golf Cart Parades! We even have Food Truck days, Happy Hour get-togethers, Potluck Dinners & the occasional Pub Crawls & Golf Outings! RV & Boat Parking & the Boat Launch is right down the road. Outside the Back Gates is Key Vista Nature Park w/Hiking Trails, Anclote Gulf Park w/its super long Fishing Pier & Kayak Launch, Doggie Park & Playground and the Anclote River Park w/White Sand Beach, Boat Launches, Day Dock w/Slips & Playground. Holiday Rec Center right next to KV offers a Baseball Field, Basketball Courts, Hockey Field, Pickleball, Waking & Jogging areas and many scheduled Classes & Events. Biking/Jogging/Walking Path is just outside our Back Gates. Re-Roof 2025, HVAC 2024, WH 2023, Refrig 2023, Stove 2022, MW 2024, DW New, W & D New!!! Need Furniture? It is being sold Almost Fully Furnished! All I can say now is…..Welcome to our Fantastic Florida Paradise!

2230 Pleasant Hill Lane, Holiday

$549,000
4 Beds 3 Baths Baileys Bluff Estates SubDv. 34691 Zip Code
Perfectly designed for family living and entertaining, this house boasts an array of features that cater to every need. The primary bedroom is a true retreat, featuring a whirlpool tub, a stand-up shower, and a vanity that all contribute to a spa-like atmosphere. The room is generously sized with vaulted ceilings, creating an airy and open feel. Additionally, a bonus room with slider doors and bay window provides direct access to the pool deck, making it perfect for unwinding after a long day. The dining room is a charming space with a built-in buffet and French doors that lead out to the pool deck, enhancing the indoor-outdoor flow. The kitchen is a chef's delight, equipped with ample cabinetry, all stainless-steel appliances, and granite countertops. An eat-in counter extends into the living area, which is adorned with more slider doors opening to the pool deck, perfect for seamless entertaining. Comfortable Bedrooms and Private Spaces, in addition to the primary suite, the house includes another bedroom with two closets and a private bathroom, offering privacy and convenience. The final oversized bedroom is located at the far end of the house, featuring two large closets and more sliders that lead to the pool deck. This bedroom is accompanied by a bathroom with a stand-up shower and an oversized bathtub. The backyard is an entertainer's paradise, fully fenced with an inground pool that is lanai covered, set on an oversized pool deck. It provides the perfect setting for hosting friends and family or enjoying a quiet evening by the water. Additional Features are High elevation ensures no past flooding, providing peace of mind. 2-car garage with a brand-new garage door opener for convenience. This house is conveniently located just minutes away from the Bailys Bluff community BOAT RAMP with Gulf access, a Clubhouse with beautiful Gulf views with access to set sail your Kayak.

2210 Bayou Drive, Holiday

$380,000
2 Beds 2 Baths Shadow Oaks Sub SubDv. 34690 Zip Code
Poolside Living Meets Prime Location! This beautifully maintained pool home offers a desirable split-bedroom floor plan, giving the primary suite added privacy from the secondary bedrooms. Step inside to discover a gorgeous, updated kitchen remodeled in 2021, featuring modern finishes, electrical outlets conveniently installed within the cabinetry, and Alexa-controlled under-cabinet lighting for added style and functionality. The spacious primary suite provides a private retreat, while the open living areas flow seamlessly to the outdoor oasis. Enjoy Florida living year-round with a screened-in lanai, covered patio, and sparkling pool—perfect for entertaining guests or relaxing after a long day. This home has been thoughtfully updated with numerous improvements, including updated electrical, a brand-new garage door, epoxy-coated garage floors, and a water heater installed in March 2022. Roof 2012 Outside, you’ll find a storage shed for additional space and new fencing with double gates, offering convenient access for boats, trailers, or recreational vehicles. Ideally located just 10 minutes from downtown Tarpon Springs and 15 minutes from downtown New Port Richey, you’ll enjoy easy access to charming waterfront dining, shopping, festivals, and local entertainment. You’re also only minutes from Fred Howard Park and Beach, one of the area’s most beloved coastal destinations. Plus, Clearwater-St. Pete Airport and Tampa International Airport are both within approximately 45 minutes, making travel a breeze while keeping you close to all the area’s popular downtowns, restaurants, and local hotspots. Don’t miss this opportunity to own a move-in-ready pool home in an unbeatable location that combines comfort, convenience, and the best of Florida living.

3110 Shadow Oaks Drive, Holiday

$340,000
3 Beds 2 Baths Gulfwinds SubDv. 34691 Zip Code
2201 Parrot Fish Drive, Holiday, FL Gulfwinds Villa | 3 Bed + Den/Office | 2 Bath | 2-Car Garage | 1,876 Sq Ft | Maintenance-Free Living | NOT in a flood zone Built in 2013, this beautifully designed one-story villa lives like a single-family home - without single-family maintenance headaches. Tucked away on a private cul-de-sac, this 1,876-square-foot home features soaring ceilings and an open-concept kitchen, dining, and family room that creates an airy, spacious feel. The oversized granite island is perfect for entertaining, while the kitchen also features 42-inch wood cabinets with pull-out shelves, stainless steel appliances, an undermount sink, a closet pantry, and large neutral ceramic tile throughout. Every space is designed to be both functional and stylish. The private primary suite is thoughtfully designed with a large walk-in closet and a spa-like en suite bathroom featuring dual granite vanities, an oval soaking tub, walk-in shower, and private water closet. Bedrooms two and three are located on the opposite side of the home with a second full bathroom, offering ideal separation for guests, family, or hobbies. The den, complete with French doors, provides flexible space perfect for a dedicated home office or additional sitting area. An interior laundry room with full-size appliances, utility sink, cabinetry, and extra storage adds even more convenience. Step outside to the screened lanai with double doors and enjoy true indoor-outdoor Florida living. With no rear neighbors, privacy landscaping, and ample space to relax, the backyard feels like a private retreat. The lanai is also hot tub-ready with a dedicated 240-volt hookup. The fully fenced yard includes beautiful landscaping on a programable irrigation system, a stone paver patio, raised garden bed, and dedicated grilling area. Additional features include a spacious 2-car garage with built-in workbench, attic storage with ladder access, and plenty of room for organization. A whole-home water softener system enhances daily comfort while adding to the home's thoughtful upgrades and functionality Low HOA fees cover lawn service, internet, cable, exterior maintenance, roof replacement, and more. The community pool is just around the corner, making year-round relaxation effortless. This truly is maintenance-free living at its best. Gulfwinds is ideally located close to schools, marinas, fishing piers, shopping, golf, dog parks, splash parks, and the natural beauty of Florida's Gulf Coast. Nearby attractions include Anclote River Park, Anclote Gulf Park, and Tarpon Springs Sponge Docks with its famous Greek restaurants, shops, and cultural events. A new walking and biking trail system conveniently connects the community to nearby parks and the Pinellas Trail. Private cul-de-sac location. Smart floor plan. Low maintenance. Exceptional location.

2201 Parrot Fish Drive, Holiday

$300,000
3 Beds 2 Baths Holiday Lake Estates 21 SubDv. 34691 Zip Code
JUST REDUCED TO 300K AND SELLER TO CONTRIBUTE ANOTHER 5K INCENTIVE TO THE BUYER!!! NO HOA!!! Welcome to your Holiday home retreat! Nestled against a conservation-lot along the canal, you'll enjoy peaceful nature views and abundant wildlife right from your backyard while enjoying the privacy of no rear neighbors, a true rarity at this price point. This beautifully maintained 3-bedroom, 2-bath, 1-car garage + extra wide driveway, screened lanai, and fully fenced home offers 1,462 square feet of comfortable Florida living. Inside, you'll find a bright, functional floor plan with a living room and dining area, a versatile family room or office space, and three generously sized bedrooms with two full baths. Step outside to your own secluded oasis featuring an inground pool enclosed by a screened lanai — ideal for year-round entertaining, weekend cookouts, or simply relaxing in the Florida sunshine in total comfort. Major-ticket items are already taken care of: new impact windows and sliding glass door installed in 2025. Roof, HVAC and pool pump 2016, plus a brand-new 2026 water heater - move in with confidence and skip the costly upgrades. Best of all - NO HOA and NO CDD fees! Access the Coastal Anclote Trail right from the neighborhood and bike to the Anclote River Boat Ramp and fishing pier or connect to the Pinellas Trail in Tarpon. Just a short drive to Fred Howard Park, white-sand beaches, and the scenic causeway. You're also minutes from historic Tarpon Springs Sponge Docks, fantastic Greek dining, shopping, golf, and all the charm the Nature Coast has to offer. Homes like this — with a pool, conservation lot, no HOA, — don't come along often. Schedule your private showing today before it's gone!

1853 Dartmouth Drive, Holiday

$359,900
3 Beds 2 Baths Key Vista Ph 01 SubDv. 34691 Zip Code
PRICE IMPROVEMENT!!! Just minutes to World Class Golf Courses, Venues for Concerts, Theater, Pro Sports, Casino, Museums, Water Sports, Marinas, Fishing Piers, Nature Parks, Biking/Jogging Trails, Fine/Causal Cuisine, 2 Airports & the Award-Winning Beaches of the warm Gulf Of Mexico!.......Welcome to the Seaside Community of Key Vista just steps to the Waters Edge!!! This 55+ lot is in FLOOD ZONE X with NO CDD Fees & LOW HOA Fees!!! This move-in ready residence comes complete with Furniture, Tiled throughout & Painted in Neutral Colors! It is perched high atop a hill overlooking a beautiful Pond with No Rear Neighbors! The enlarged, pavered, All 4 Seasons Room sports a view of a sanctuary-like setting where Birds & Aquatic Life abound! Enter the Stained-Glass Door into the Foyer and notice immediately how the almost 10’ volume ceilings throughout make this 1,819 sf home feel much larger. The Formal Living Room/Office/Flex Room just off the entrance can easily be made into a 4th Bedroom, if needed. The Formal Dining Room leads you through the Wide Arched Doorway into the Open Concept Kitchen featuring White Coastal Cabinetry with High Bar Seating for 4 & even a separate Breakfast Room! This area is all open to the spacious Family Room with 9 feet of Sliders that capture that AMAZING PRIVATE VIEW!!! The Owners Retreat complete with an En Suite & large Walk-In Closet is off the Family Room away from the Guest’s BR's for Privacy. The front Guest Bedroom wing has 2 Suites with a Guest Bath & Laundry Room nearby. The LOW HOA Fees include care of Lawn, Shrubs, Lower Height Trees with Sprinklers monitored, Exterior Painting every few years (done recently) & Internet & Streaming with many Premium Channels all included! The amenities here are UNRIVALED in this West Pasco Waterside Area! The Vista Point Subdivision features its OWN 55+ Clubhouse, Heated/Cooled Pool & Spa & an ample size open as well as Covered Patio, a Kitchen, Party/Rec Room & a Pool Table Room w/Library. The MAIN Clubhouse features a Huge Heated/Cooled Pool & Spa area with Open & Covered Patio, Kitchen, Party/Rec Room, Game Room w/Pool Tables, Ping Pong & Card Tables, Fitness//Workout Center with Locker Rooms & Showers & a Yoga Room. There are Tennis/Pickleball Courts, Volleyball Court & Playground. Partake in Activities such as Block Parties, Garage Sales, Yoga, Aqua Bellies, Line Dancing, Bingo, Holiday Home Decorating Contests & Golf Cart Parades! We even have Food Truck days, Happy Hour get-togethers, Potluck Dinners & the occasional Pub Crawls & Golf Outings! RV & Boat Parking & the Boat Launch is right down the road. Outside the Back Gates is Key Vista Nature Park w/Hiking Trails, Anclote Gulf Park w/its super long Fishing Pier & Kayak Launch, Doggie Park & Playground and the Anclote River Park w/White Sand Beach, Boat Launches, Day Dock w/Slips & Playground. Holiday Rec Center right next to KV offers a Baseball Field, Basketball Courts, Hockey Field, Pickleball, Waking & Jogging areas and many scheduled Classes & Events. Biking/Jogging/Walking Path is just outside our Back Gates. Re-Roof 2020, HVAC 2017, Water heater NEW. All I can say now is…..Welcome to our Fantastic Florida Paradise!

2815 Wood Pointe Drive, Holiday

$315,000
3 Beds 2 Baths Gulfwinds SubDv. 34691 Zip Code
Just reduced 7/10 - We are best value and price in the area! Experience the best of coastal living in this spacious, low-maintenance villa just minutes from charming downtown Tarpon Springs. High and dry in Flood Zone X - No Flood insurance required. Offering 1,876 square feet of thoughtfully designed space, this 3-bedroom plus den, 2-bath home plus a versatile den/office delivers the comfort and flexibility of a single-family residence—without the upkeep. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an inviting space perfect for entertaining or relaxing at home. The kitchen stands out with 42" maple cabinetry, gleaming granite countertops, and ample workspace and storage to meet all your needs. Retreat to the expansive primary suite, complete with a spa-like ensuite bath featuring dual vanities, a soaking tub, walk-in shower, and a generously sized walk-in closet. Additional highlights include a full-size laundry room with utility sink and shelving, a 2-car garage ideal for vehicles, beach gear, and recreational equipment, and a screened porch—perfect for enjoying morning coffee or evening breezes year-round. Located in a beautifully maintained community, the HOA covers lawn care, exterior painting, internet, cable, and trash ...freeing you to fully enjoy the Florida lifestyle. Spend sunny days at the community pool and recreation area, or head just minutes away to the Gulf and Anclote River Park, known for its 300-foot beach, convenient boat launch, designated fishing areas, and scenic picnic pavilion. This home offers endless opportunities for outdoor enjoyment. Situated in a no flood zone and close to top-rated schools, it combines peace of mind with a prime location. Live where comfort meets convenience and every day feels like a vacation.

1027 Orca Court, Holiday

$300,000
2 Beds 2 Baths Key Vista Ph 03 Prcl 05 SubDv. 34691 Zip Code
Welcome to Key Vista, one of Holiday’s most desirable 55+ gated communities, where comfort meets the best of the Florida lifestyle. This beautifully maintained 2-bedroom, 2-bath Bermuda model by Ryland Homes also includes a dedicated office that can easily function as a third bedroom. Perfectly situated on a private conservation lot with no rear neighbors, this home offers peaceful nature views and is located on the final lot developed in the community. Inside, you’ll find soaring ceilings, an open floor plan, and an abundance of natural light throughout. The main living areas feature tile flooring, while Berber carpet adds warmth and comfort in the living room, office, and bedrooms. The spacious living area is ideal for both relaxing and entertaining. The eat-in kitchen features solid-surface countertops, 42-inch wood cabinetry, a cozy breakfast nook, and brand-new stainless steel appliances installed in November 2024. The primary suite offers high ceilings, a large walk-in closet, and a private ensuite bath with solid-surface countertops, wood cabinetry, and a glass-enclosed shower. The guest bedroom and bath are equally welcoming, while the office located just off the foyer provides flexible space for working from home or accommodating guests. Additional highlights include an interior laundry room with washer, dryer, and utility sink, a two-car garage with epoxy flooring, a 2019 water heater, and a regularly serviced A/C system. Step outside to the screened lanai overlooking tranquil, tree-lined conservation views—perfect for enjoying your morning coffee or unwinding in the evening. Residents enjoy low HOA fees, no CDD, and access to two clubhouses: one exclusively for 55+ residents with its own private pool, plus the master clubhouse featuring a resort-style pool, spa, fitness center, tennis and pickleball courts, sand volleyball, playground, and more. RV and boat storage is also available for a small monthly fee. Ideally located near Key Vista Nature Park, you can take a short walk to the water to enjoy Florida’s spectacular sunsets or explore scenic nature trails. Conveniently close to parks, shopping, dining, and Gulf beaches. Schedule your private showing today and experience everything this beautiful Key Vista home has to offer.

2211 Pleasant Hill Lane, Holiday

$1,859,900
4 Beds 4 Baths Baileys Bluff Estates SubDv. 34691 Zip Code
Stunning Ocean views from this waterfront paradise. The opportunity has arisen to acquire the former home of the renowned local artist Elaine Hahn and AIA emeritus architect Byron G McIntyre. Located in the sought-after Bailey’s Bluff community, this stunning 4-bedroom, 4-bath elevated home offers 3,412 square feet of coastal living with panoramic water views throughout and 160 feet of private water frontage with direct access to the Gulf. Located at the very end of a Cul-de-sac the private driveway leads to a spacious 4 plus vehicle garage. Take the inside elevator to the open plan 2nd floor, with feature light maple hardwood flooring accentuating the amazing natural light that flows into the living room. This floor also contains an open-plan kitchen, dining area, master bedroom suite and artist studio which has the most amazing views you will find for any home office. There is a covered front balcony and wrap around back balcony where you can enjoy the wonderful Gulf breezes. The third floor has three further bedrooms and addition Den/office. Also, you will find a secluded third-floor balcony that looks out at more spectacular views across to Anclote Key. In addition to the ground level garage, there is a covered parking area. Inside the garage is workshop space with French doors onto the pool deck. The backyard has a tranquil, tropical and beach feel with floating dock and boat lift. Take a 15-minute stroll to Key Vista Nature Park with its many trails and observation tower overlooking the Gulf. Enjoy boating, fishing, scalloping and island hopping. A short drive to a recreational complex, parks, beaches and the charming community of Tarpon Springs, complete with shopping and dining options. This home is solidly built to withstand hurricanes, being elevated, and with concertina or roll down shutters to all windows. During 2024 storms only suffered minor damage, not even losing power. There is no HOA, but an optional Baileys Bluff Civic Assoc. membership is just $100 a year, providing a private beach, boat ramp, & clubhouse. Don't miss the opportunity to make this slice of paradise your own!

1906 Gulfview Drive, Holiday

$319,000
3 Beds 2 Baths Gulfwinds SubDv. 34691 Zip Code
Experience the best of the Florida lifestyle in this spacious, low-maintenance villa just minutes from charming downtown Tarpon Springs. Offering 1,740 square feet of thoughtfully designed living space, this 3-bedroom, 2-bath residence with a versatile den/office delivers the comfort and functionality of a single-family home without the upkeep. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas—creating the perfect setting for entertaining guests or enjoying relaxed evenings at home. The kitchen shines with 42-inch maple cabinetry, granite countertops, and generous prep space, providing both style and practicality. Retreat to the expansive primary suite featuring a spa-inspired ensuite bath with dual vanities, a soaking tub, walk-in shower, and a large walk-in closet. Additional highlights include a full-size laundry room with utility sink and built-in shelving, as well as a spacious two-car garage with plenty of room for vehicles, beach gear, or recreational equipment. Located within a beautifully maintained community, the HOA covers lawn care, exterior painting, internet, cable, and trash service—allowing you to fully enjoy the amenities, including a resort-style pool and recreation area. Situated in a no-flood zone and just 10 minutes from the iconic Sponge Docks, marinas, parks, and top-rated schools, bike trail connected to the Pinellas Trail. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this villa offers exceptional value and convenience. Schedule your private showing today and discover everything this vibrant community has to offer.

2334 Barracuda Court, 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

$329,980
3 Beds 2 Baths Gulfwinds SubDv. 34691 Zip Code
BEST VALUE IN GULFWINDS – A TURNKEY OPPORTUNITY WITH BUYER FLEXIBILITY! Major updates are already handled with a 2022 HVAC system and 2018 WATER HEATER, plus a WATER SOFTENER giving buyers peace of mind from day one. If you’ve been waiting for the right opportunity in Gulfwinds, this is it. This 3-bedroom, 2-bath home with 1,740 sq ft delivers space, updates, a private backyard, and a true maintenance-free lifestyle—positioned to stand out in today’s market. Inside, you’ll find vaulted ceilings with crown molding and an open layout that flows seamlessly between the living, dining, and kitchen areas—creating a bright, inviting space that lives larger than expected. The split floor plan offers privacy, with a spacious primary suite featuring a walk-in closet, dual vanities, soaking tub, and frameless glass shower. Secondary bedrooms are perfect for guests or a home office. The kitchen is both functional and spacious, featuring 42-inch cherry wood cabinetry, ample counter space, GE appliances, and Moen fixtures. Step outside to a screened lanai overlooking one of the larger fenced backyards in the community, ideal for relaxing or entertaining. The oversized two-car garage is highlighted by a newly installed premium decorative epoxy floor coating with an attractive flake finish, creating a clean, showroom-quality appearance while providing exceptional durability, stain resistance, and easy maintenance. Built with durability in mind, this home includes concrete block construction, hurricane shutters, low-E double-pane windows, R-30 insulation, and a 200-amp service. Gulfwinds offers a true maintenance-free lifestyle, with HOA covering roof maintenance, lawn care, exterior painting, cable, internet, community grounds, and a resort-style pool. Located just minutes from beaches, marinas, parks, shopping, dining, and the Tarpon Springs Sponge Docks, this home combines convenience with value. Homes in this price range are moving—don’t miss your chance. SELLER OFFERING $5,000 CREDIT TO BUYER AT CLOSING WITH ACCEPTABLE OFFER. Schedule your showing today!

2302 Barracuda Court, Holiday

$159,000
2 Beds 2 Baths Holiday Lake Villas Condo SubDv. 34691 Zip Code
Welcome to 1027 Bowsprit Lane, a well-maintained residence located in the heart of Holiday, Florida. This unit boasts of 1,534 SF and contains 2 bedrooms, 2 bathrooms, brand new kitchen (remodeled 2025), living room, laundry area, walk-in closet, walk-in pantry, and glass-covered lanai. This villa also has a small storage shed outside, parking for one car is assigned under a carport, and guest parking is available close to the entrance. The home features an updated kitchen with ample cabinetry and workspace, ideal for everyday living and entertaining. Spacious living and dining areas create a warm and welcoming atmosphere, while the thoughtfully designed layout maximizes functionality. The monthly maintenance fee of $613.00 covers building exterior, roof, water and sewer service, rubbish removal, basic cable TV, landscaping maintenance, escrow reserves, and insurance of the structure and common elements (a community owned clubhouse with heated pool). Conveniently located near shopping, dining, parks, and major roadways including US-19, offering easy access for commuting and daily errands. Whether you are downsizing, or looking for an excellent investment opportunity, this property presents great value in a growing area. Schedule your private showing today and experience all this home has to offer. Furniture negotiable. The community rules do not allow trucks, boats and motorcycles. Water heater 2022, AC 2023, don't miss this amazing opportunity, schedule your private showing today!

1027 Bowsprit Lane, Holiday

$294,000
3 Beds 2 Baths Beacon Square SubDv. 34691 Zip Code
***FEMA FLOOD INSURANCE PAID THROUGH NOVEMBER 2027***FULLY TRANSFERABLE TO THE NEW OWNER. INSTANT VALUE AND SAVINGS. DON’T MISS THIS PROTECTED HOME OPPORTUNITY. This beautifully updated 3-bedroom, 2-bath home features a spacious, open layout perfect for everyday living and entertaining. Enjoy ceramic tile floors throughout, remodeled bathrooms, and a modern kitchen with granite countertops and stainless steel appliances. The primary bathroom features dual sinks and granite finishes, adding a touch of elegance. Step outside to your private backyard retreat with an in-ground pool, screened enclosure, side jacuzzi, and a cozy patio with BBQ—ideal for outdoor gatherings. The home features a new roof (2026), resistant hurricane windows, hurricane shutters, a pavered driveway, fresh paint, lush landscaping, and major updates, including an updated electrical panel (2016), a water heater (2015), a brand-new AC unit inside (2025), an AC unit outside (2019) and a pool liner replacement in December 2025 for added peace of mind. Additionally, the home includes a finished bonus room located at the rear of the house, fully enclosed and with flooring, offering flexible use as a personal gym, meditation or relaxation room, home office, or creative studio—customizable to suit your lifestyle needs. Conveniently located near Anclote Beach, parks, and US-19, just 15 minutes from Tarpon Springs and 35 minutes from Honeymoon Island. Restaurants, shopping, and everyday essentials are only five minutes away. Updated, comfortable, and perfectly located—this home is ready to enjoy the Florida lifestyle.

3625 Richboro Drive, Holiday

$316,000
3 Beds 2 Baths Gulfwinds SubDv. 34691 Zip Code
2153 Barracuda Court is a 3-bedroom, 2-bath villa with 1,740 square feet of single-story living — and it shows beautifully in person. Three solar tube skylights and vaulted ceilings make the space feel open and bright in a way that photos honestly don't do justice. Engineered hardwood floors run throughout, and the split floor plan keeps the primary suite tucked away from the guest bedrooms — a layout that works equally well for full-time living, part-time seasonal use, or working from home. Out back is where this home really sets itself apart. The screened lanai opens to a fully fenced backyard with an extended brick-paver patio — private, low-maintenance, and the kind of outdoor space you'll actually use year-round in Florida. The major systems have been updated: HVAC 2019, water heater 2022, whole-house surge protector 2022, water softener included. The HOA covers lawn care, exterior painting, cable, internet, and roof maintenance — with a scheduled replacement in 2027 at no cost to you. Residents also enjoy access to the community's resort-style pool, perfect for those Florida afternoons when you just want to relax without leaving the neighborhood. Flood Zone X, so no flood insurance required. Two-car garage. The location here is genuinely hard to beat at this price point. You're minutes from the Tarpon Springs Sponge Docks, Anclote River Park with direct Gulf water access, area beaches, marinas, local restaurants, medical facilities, and everyday shopping. Clearwater and Tampa are both an easy drive — everything that makes this corner of Florida worth living in is right outside your door. A preferred lender rate buydown is available to qualified buyers, reducing your monthly payment in the first year of ownership — ask the listing agent for details. Schedule your private showing today. This one is worth seeing in person.

2153 Barracuda Court, Holiday

$275,000
2 Beds 2 Baths Key Vista Ph 02 SubDv. 34691 Zip Code
Welcome to one of Holiday’s most sought after 55+ gated communities, where privacy, comfort, and an active Florida lifestyle come together seamlessly. This beautifully maintained 2 bedroom, 2 bath home in Key Vista offers 1,555 square feet of well designed living space, along with a versatile office/flex room that can easily serve as a third bedroom, hobby room, or dedicated workspace. Situated on a rare homesite with no neighbor to the right or behind, this property provides exceptional privacy and tranquility. Inside, you’ll find an inviting open floor plan filled with natural light and thoughtfully designed for everyday living and effortless entertaining. The spacious kitchen is a highlight, featuring a large island, breakfast bar, pantry, and plenty of cabinetry ideal for meal prep, gatherings, and morning coffee. The oversized living and dining areas provide flexible layout options and a warm, welcoming feel. A screened-in lanai extends your living space outdoors, perfect for relaxing, dining al fresco, or unwinding while enjoying Florida’s calming breezes. The primary suite offers comfort and functionality with ample closet space and an ensuite bath. The guest bedroom and bath are equally inviting, offering privacy for visitors. Additional features include an attached two-car garage and dedicated laundry area. Residents enjoy low HOA fees, no CDD, and access to two clubhouses. One exclusively for 55+ residents with a private pool, plus a master clubhouse with a pool, spa, gym, tennis and pickleball courts, sand volleyball, playground, and more. On site RV and boat storage is also available for a small monthly fee. If you're looking to venture outside of the community there is nearby Key Vista Nature Park. Enjoy incredible sunsets or walk through one of the many nature trails to enjoy everything Gulf Coast living. This home is also close to parks, shopping, dining, and Gulf beaches. Everyday conveniences are also close at hand. This Holiday gem blends privacy, space, and resort-style amenities in an unbeatable location. Schedule your private tour today!

2453 Pleasant Hill Lane, Holiday

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