Holiday Homes For Sale & Real Estate - 298 homes

Remarks: 2% towards closing cost/ rate buy down with preferred lender! Also available for Rent! Welcome to your bright, modern, and practically new corner unit townhome. Step inside to a large open-plan living/kitchen/dining area with sleek granite countertops and stainless appliances.   Spacious two bedrooms both with walk-in closets.   A half-bath downstairs & full baths upstairs + loft and laundry space (washer/dryer included).   Attached one-car garage, covered back porch, and a practical, comfortable layout perfect for everyday living.   Just minutes away from beaches, parks, outdoor attractions, and waterfront escapes; including Anclote River Park, Key Vista Nature Park, and Anclote Gulf Park. Easy access to local shopping, dining, and the relaxed coastal-community vibe of the area.   A welcoming, laid-back community, ideal for anyone looking to enjoy Florida living without the hustle of a high-cost metro.   Schedule a tour and see if this is your next home sweet home!

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Melisa Herrera Pa (813-993-9437)

Remarks: As soon as you drive into the community, you will know this is home. Located on a quiet cul-de-sac in the popular Sunset Square villas, this home offers a nice open floor plan with cathedral ceilings and plenty of character. This freshly painted 2 Bedroom, 2 bath, has a large living room, dining room combination and an enclosed Florida room to enjoy your morning coffee looking out over the private backyard with no neighbors. The light and bright eat-in kitchen has stainless-steel refrigerator and stove with a new dishwasher. The master bedroom has plenty of room for your furnishings and a walk-in closet. The private MB has a walk-in shower. Low maintenance ceramic tile is throughout this home. Sunset Square residents can enjoy the pool and shuffleboard court. The affordable HOA fee includes roof and exterior maintenance, pool, pest control, and trash. It’s a 55+ community with no leasing & no pets. With easy access to US Hwy. 19, it’s only minutes to the Tarpon Springs sponge docks and marvelous restaurants. Schedule your showing today before it’s gone.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-835-3110)

Listing Agent: Kirby Dulin (727-244-7471)

Remarks: Waterfront Pool Home with Dock | Private Preserve Views | Move-In Ready Welcome to 1326 Flotilla Dr — a beautifully updated waterfront pool home offering the Florida lifestyle buyers are searching for, with tranquil, private views overlooking protected preserve land. This peaceful setting provides a rare sense of privacy while still enjoying direct water access. Inside, the home features luxury vinyl plank (LVT) flooring throughout (1 year old), creating a cohesive, modern look. The updated kitchen showcases quartz countertops, soft-close cabinetry, and newer LG appliances, including a refrigerator less than 6 months old, with a stove and dishwasher just 2 years old. A dedicated pantry room with coffee bar and additional storage adds both convenience and functionality. This move-in ready home includes major system upgrades such as a new HVAC (August 2024) and an upgraded electrical panel, along with fresh interior paint throughout. Step outside to your private backyard retreat featuring a resurfaced pool (2024) and a well-maintained pool pump (approx. 4 years old), perfect for year-round outdoor living and entertaining. The private dock with newly replaced wood provides direct access for boating, fishing, or enjoying waterfront living. Whether you’re looking for a primary residence, second home, or waterfront investment, this property delivers the ideal combination of updated features, privacy, and Florida lifestyle in a convenient Holiday location near shopping, dining, and Gulf Coast beaches. Waterfront. Pool home. Preserve views. Quartz kitchen. LVT flooring. Move-in ready.

Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)

Listing Agent: Tara Veprovsky (727-422-7906)

Remarks: Under contract-accepting backup offers. Lowest priced home in Siesta Terrace a desirable high dry (non evacuation zone) neighborhood located in Holiday FL just a short walk from stores, restaurants and 10 mins from World Famous Tarpon Springs Sponge Docks and the premier Anderson Park- Family Fun for everyone. The best part is that there are No HOA fees, No CDD fees and No Flood Insurance required. Pasco County has lower taxes too. Once you see this charming home from the freshly painted exterior with the pristine condition(Mid-Century Broken Tile) porch with lush landscaping and a beautiful shade tree; You will want to come inside and explore all the recent updates that make it a place you will be happy to entertain family and friends. The remodeled kitchen is a cooks dream with stainless steel appliances (dishwasher included) and designer tiled back splash. The large front windows were recently replaced with hurricane impact ones. The master bedroom easily accommodates a king size bed and more. The screened back porch has a bar that feels like your on an island vacation. The privacy fenced backyard has room for pets/gardens and a utility shed. There is also a 21ft x 11ft Family room/Bonus Room/Art Studio with that same rare (Broken Tile) flooring. Located on a corner lot with extra parking this property is move in ready and a must see.

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Elizabeth Allstaedt (727-501-5951)

Remarks: MOTIVATED SELLER-HUGE PRICE REDUCTION! Charming 3-bedroom, 1-bath concrete block home, perfect for a first-time buyer or to be added to an investor's portfolio. This property does not require flood insurance and has been recently remodeled with new waterproof plank flooring throughout and much more that you need to see. The kitchen features stainless steel appliances amd new kitchen cabinets with granite counter tops offering a modern and functional design. Ideally located near US-19, with easy access to Tampa, shopping centers, and the beautiful Gulf beaches. Well maintained and move-in ready—a great opportunity to make this your new home!

Listing is courtesy of: NEW BEGINNING REALTY LLC (813-249-5932)

Listing Agent: Ana Acosta (813-841-7141)

Remarks: Need a handicap accessible home for winter or year-around living, then stop and look at this neat and clean 1 bedroom, 1 bath updated home in a 5-star 55+ very Active Community with low monthly fee of $143.00 includes, lawn maintenance, garbage service, maintenance of year-around heated pool clubhouse, and common areas taxes. Home comes nicely furnished and enclosed front porch, nice outside patio for your outside entertaining, lift to side door put on in 2019. All information is deemed to be accurate and for the buyer to verify. Sold As Is. Measurements are approx.

Listing is courtesy of: CITY BREEZE ACTION REALTY (727-372-9000)

Listing Agent: Stella Wooster (727-247-2790)

Remarks: Under contract-accepting backup offers. Fully Renovated Beauty in the Heart of Holiday! Welcome to this stunning, move-in-ready home, where modern upgrades meet comfort and style. This beautifully renovated residence has been thoughtfully updated from top to bottom, offering peace of mind and effortless living for its next owner. New roof, water heater, AC unit, and almost new electric panel. Step inside to discover a bright, open floor plan featuring contemporary finishes, fresh interior and exterior paint, updated flooring throughout, and abundant natural light that creates a warm, inviting atmosphere. The fully remodeled kitchen showcases modern cabinetry, sleek countertops, and updated fixtures — perfect for both everyday living and entertaining guests. The home features upgraded bathrooms with stylish finishes that create a spa-like feel, while the spacious living areas provide flexibility for relaxing, working from home, or hosting gatherings. Every detail has been carefully selected to combine functionality with modern elegance. Enjoy Florida living at its best with a generous backyard ideal for outdoor entertaining, gardening, or simply unwinding in your private outdoor space. Conveniently located near shopping, dining, parks, schools, and just a short drive to beautiful Gulf Coast beaches, this property offers both tranquility and accessibility. Whether you are a first-time buyer, downsizing, or looking for a turnkey investment opportunity, this fully renovated home is a must-see. Schedule your private showing today — this one won’t last!

Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)

Listing Agent: Enid Izquierdo (813-965-2120)

Remarks: Under contract-accepting backup offers. ATTENTION INVESTORS, FLIPPERS & CONTRACTORS: THIS HOME IS FOR YOU!!! This once-lovely GEM at 5526 Cheyenne Dr, Holiday, FL in the FANTASTIC community of Forest Hills in Pasco County features 3 bedrooms, 2 bathrooms & 1 car garage in a NON FLOOD ZONE, NO HOA & NO CDD! This newer 2003 built-home has UNIQUE, CAPE COD front elevation with roof dormers & a LARGE front porch typical of the CRAFTSMAN style. The house has 1,420 sqft & 2,049 total sqft. The first level consists of the tiled foyer entrance, living room, kitchen, dining room, both secondary bedrooms, guest bathroom & laundry closet. The second level with 448 sqft is the OWNER'S SUITE with large primary bedroom easily fitting king-side furniture, walk-in closet & private bathroom. The primary bathroom features tub/shower combo, private toilet room, laminate counter, sink & linen closet. The main bathroom on the 1st floor consists of tub/shower combo & expansive counter with solid wood cabinets with lots of storage. Matching wood cabinets are found in the kitchen for fluidity of design. Ceiling fans in all the bedrooms, living & dining rooms circulate cool air helping to keep energy costs down. The convenient laundry closet is located off the kitchen & the OVERSIZED 1-car garage is attached to the house via the exit door off the dining room. More GREAT features of this house include a marvelous front porch, screened lanai in the back yard, easy-to-maintain vinyl siding, carriage lights, rain gutters, private mailbox, fully fenced yard & a wide-open level yard where you can design your dream oasis. This home needs cosmetic/system updates & this is already reflected in this price. There is a LOT OF SWEAT EQUITY IN THIS HOUSE! Can you transform it to an ELEGANT BEAUTY? The location is IDEAL near restaurants, shopping, schools, places of worship, medical plazas, beaches & tourist attractions. MAKE THIS YOUR FUTURE HOME!

Listing is courtesy of: FUTURE HOME REALTY (800-921-1330)

Listing Agent: Janina Wozniak (727-888-3889)

Remarks: PRICE ADJUSTMENT !! Totally renovated 3bedroom 2 bathroom 2 car garage home in quiet community. Roof, HVAC,Water Heater, Flooring, Kitchen and Bathrooms all brand new.Wood cabinets and stone counter tops in Kitchen and Bathrooms. Huge lot with vaulted screened in lanai. Low HOA covers community pool and cable. Come and make this charmer your new home!!!

Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)

Listing Agent: Maria Gallace Gerelus (727-430-4617)

Remarks: 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.

Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)

Listing Agent: Jennifer Tobey, Pa (727-871-1064)

Remarks: Beautiful property located in Holiday, FL! This well-maintained home offers a functional layout with great natural light and a comfortable living space. Featuring a spacious lot, perfect for outdoor enjoyment, entertaining, or future possibilities. Conveniently located near US-19, shopping, dining, and just a short drive to local beaches. Ideal for first-time buyers, investors, or anyone looking for a great opportunity in a growing area. Don’t miss this one!

Listing is courtesy of: AVENUE HOMES LLC (833-499-2980)

Listing Agent: Barbara Echemendia Perez (813-562-0961)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Nestled within the gated community of Vista Lakes at Bailey's Bluff, this beautifully maintained 3-bedroom, 2-bathroom home features a thoughtful split-floor plan. Manicured landscaping creates a welcoming first impression. Step inside to discover an open-concept layout perfect for entertaining, where the spacious living room flows seamlessly into the dining area and kitchen. The kitchen features beautiful wood cabinets, granite countertops, and an eat-in breakfast bar—ideal for casual meals and conversation. The primary suite is a private retreat with a generous walk-in closet and an en suite bathroom complete with a walk-in shower. Two additional bedrooms and a second full bath with matching wood cabinets and granite countertops provide flexible living space for your needs. Step outside to your own private oasis—an extra-large fenced backyard with a spacious screened lanai, perfect for unwinding after a long day while enjoying the Florida breeze. The 2-car garage offers convenient parking and storage, while hurricane shutters provide added peace of mind during storm season. Located just minutes from Key Vista Nature Park and Anclote Gulf Park, outdoor enthusiasts will love the easy access to biking, running, and walking trails. Plus, you'll enjoy an easy commute to local shopping, dining, and beaches. Whether you're relaxing at home or exploring the nearby natural beauty, this property delivers the best of Florida living in a secure, well-maintained community. Don't miss your opportunity to make Vista Lakes at Bailey's Bluff your home!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Krystal Crichlow (816-590-4688)

Remarks: Welcome to 3548 Blossom Lake Dr in Holiday! This 2-bedroom, 1.5-bath home offers a practical layout with comfortable living spaces and a flow that works well for everyday living, entertaining, or creating a flexible work-from-home setup. Natural light brightens the main areas, and the home provides plenty of opportunity to personalize and make it your own. The kitchen and dining areas connect easily to the living space, making it simple to host friends or enjoy quiet nights at home. Step outside and enjoy an outdoor area with room to relax, garden, or design your ideal patio space for Florida living. Conveniently located near shopping, dining, parks, and major commuter routes, with easy access to the Gulf beaches and everything the Tampa Bay region has to provide. Whether you’re searching for a primary residence, a second home, or a property to add to your portfolio, this home delivers location, functionality, and potential. Come see it in person and explore the possibilities.

Listing is courtesy of: DIVINE ESTATES REALTY LLC (813-401-1851)

Listing Agent: Eman Helaly (321-503-9280)

Remarks: Discover your Florida retreat in the heart of Holiday Lake Estates! This beautifully refreshed 4-bedroom, 1.5-bath home with NO HOA invites you to experience laid-back living, walking distance to Tarpon Springs’ quaint shops, waterfront dining, and sandy shores. Step inside to all-new vinyl flooring (2025) throughout. The kitchen dazzles with fresh 2025 cabinetry, sleek granite counters, and stainless appliances—perfect for hosting friends or whipping up seaside snacks. The split-plan design includes a bedroom with direct access to a private backyard patio, creating flexibility for family, guests, or office space. Recent upgrades ensure peace of mind: roof, HVAC, and insulated windows (2017); updated electrical (2018); and a fully remodeled bathroom (2017). A fenced yard, double driveway, and attached garage + bonus half bath deliver both functionality and comfort. Just a short drive to beaches, marinas, and local hotspots—this home blends convenience with coastal charm. Whether you're looking for a primary residence, an investment opportunity, or a rental-ready gem, this move-in ready block home offers versatility and value.

Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)

Listing Agent: Nicole Alexiou (727-265-0324)

Remarks: 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.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: William Perez (813-475-9121)

Remarks: What an incredible move-in ready updated home for under $100,000! 2 bedrooms and 2 baths with a split floor plan, open concept living and dining area. Screen porch is great for morning coffee and evening cocktails! New electrical panel, new lamitate floors makes easy maintenance. This 55+ community has a heated pool for year around use, shuffle board courts, clubhouse with many weekly activities. All this and lawn maintenance and trash for a low $143/mo. You own the land! Golf cart and pet friendly, up tp 25lb. Carport covers utility shed with washer and dryer included. Another side screened porch for dining and barbecuing This is priced to sell!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Karen Roeding (727-510-0930)

Remarks: Welcome to 3309 Jackson Dr., Holiday, FL – A Charming Pool Home in the Tahitian Development Discover this inviting 2-bedroom, 1-bathroom pool home in Holiday, Florida, located in the desirable Tahitian Development of Pasco County, just minutes from Gulf beaches, waterfront parks, restaurants, shopping, and everyday conveniences. This well-maintained single-family home offers comfortable living, thoughtful updates, and an ideal layout for both relaxing and entertaining. Step inside to an open and functional floor plan that seamlessly connects the living and dining areas, creating a bright and welcoming space for everyday living. The kitchen serves as the heart of the home and features newer appliances, custom cabinetry, and generous counter space, making it perfect for cooking, hosting, and gathering with family and friends. The primary bedroom offers a spacious and comfortable retreat with a large closet and convenient access to the bathroom. The second bedroom is also generously sized and provides flexibility for guests, a home office, or additional living space. One of the standout features of this property is the screened-in pool and outdoor living area, creating your own private Florida oasis. Enjoy the large covered patio, fully fenced backyard, mature landscaping, and a cozy fire pit area, ideal for relaxing evenings or entertaining year-round. This home has been modestly updated and well cared for, offering peace of mind for future homeowners. Improvements include paid-off solar panels installed in 2021, new double-pane windows installed in 2024, a shingle roof replaced in 2020, a water heater replaced in 2022, updated flooring throughout the home, kitchen and bathroom updates, and fresh interior and exterior paint. The electrical panel is insurable, and the home is move-in ready for its next owner. Additional features include a 1-car garage, large driveway, and plenty of street parking, providing ample space for vehicles and guests. Conveniently located near US-19, Tarpon Springs, New Port Richey, and the Gulf Coast beaches, this home provides easy access to everything the Tampa Bay area has to offer while maintaining the charm of a quiet residential neighborhood. If you’re searching for a pool home for sale in Holiday, FL, a Pasco County single-family home, or an affordable Florida home near the beach, this property is a must-see. Schedule your private showing today and experience everything 3309 Jackson Dr. has to offer.

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Lance Willard Llc (727-487-1894)

Remarks: Welcome to this beautifully updated 2 bedroom, 1-bathroom, single-family home, offering both comfort and versatility! A thoughtfully designed bonus room can serve as an additional bedroom, home office, or extra living space to fit your needs. Step inside to find a stunningly renovated kitchen featuring stainless steel appliances, modern finishes, and ample storage. The stylishly updated bathroom complements the home's contemporary feel. Enjoy outdoor living with a covered front patio and an extended back patio, perfect for entertaining or simply unwinding in the serene surroundings. The sprawling backyard, nearly half an acre, extends to the pond behind the home, providing a peaceful waterfront setting. Additional highlights include a security system for peace of mind and solar panels for energy efficiency. Located just minutes from Anclote Park & Boat Ramp, Anclote Gulf Park, and Key Vista Nature Park, this home offers convenient access to outdoor recreation, boating and nature trails. Don't miss out on this unique property - Schedule your showing today!

Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)

Listing Agent: Kate Glassell (727-424-4525)

Remarks: The highlight of this property is the Mother-in-Law Suite, making it ideal for multi-generational living or as an income-producing rental. This beautifully updated home offers the perfect balance of relaxation, convenience, and income potential. Just 10 minutes from a nature preserve filled with trails, sea life, birds, and beaches, and only 20–30 minutes from Florida’s most stunning sandy beaches, you’ll feel like you’re on vacation all year long. Surrounded by charming small towns with unique shops, restaurants, breweries, and vibrant nightlife, this home puts you in the heart of it all. Inside, everything is completely updated—move-in ready with no work required. Enjoy your home without the hassle of renovations. The fenced backyard offers plenty of space for a large pool, outdoor entertaining, and creating your own private retreat. The highlight of this property is the Mother-in-Law Suite, making it ideal for multi-generational living or as an income-producing rental opportunity.

Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)

Listing Agent: Joneisy Diaz Ramirez (305-878-0210)

Remarks: Now priced at $329,900, this 3-bedroom, 2-bath, 2-car garage, single-story home offers 1,740 square feet of bright, open living space and stands out in a market where many similar homes are competing side by side. What makes this property different is the combination of move-in ready condition, usable outdoor space, and financial incentives that create real value for today’s buyers. Inside, you’ll find vaulted ceilings, engineered hardwood flooring throughout, and three solar tubes that bring in abundant natural light, creating a bright and open feel from the moment you walk in. The layout flows seamlessly from the kitchen into the dining and living areas, making it functional for both everyday living and entertaining. The outdoor space is where this home separates itself from others in the community. A screened lanai opens to an extended brick-paver patio and a fully fenced backyard, offering privacy and flexibility that is difficult to find at this price point in Gulfwinds. Whether for pets, entertaining, or simply enjoying the space, this is a meaningful advantage over competing homes. Major system updates have already been completed, including HVAC (2019), water heater (2022), whole-house surge protector (2022), and a water softener, reducing immediate maintenance concerns and adding peace of mind. Gulfwinds offers a true maintenance-free lifestyle with HOA services that include lawn care, roof maintenance, exterior painting, cable, internet, and access to a resort-style pool. Located just minutes from the Gulf of Mexico, beaches, Tarpon Springs, parks, marinas, shopping, and dining, this home delivers both convenience and lifestyle. Buyer incentives are already in place, including a 1-0 rate buydown through the preferred lender to reduce monthly payments in the first year, along with a $1,000 seller credit that can be applied toward updates, paint, or closing costs. Motivated sellers have positioned this home to be one of the most well-rounded options in the community. For buyers comparing homes in Gulfwinds, this is the one that offers the most complete package of space, condition, outdoor living, and financial advantage.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Heather Higgins (727-452-2745)