Homes For Sale in Holiday 34691 - 199 homes

Remarks: Move-in ready pool home! 3BR/2BA, 2,648 SF heated with private pool. Excellent location. Minutes to beaches, shopping & dining. Don’t miss this turnkey opportunity! PRICE FIRM. DON'T SEND ANY OFFER UNDER AKING PRICE

Listing is courtesy of: GLOBAL FORTUNE REALTY LLC (813-876-8329)

Listing Agent: Francisco Rojas (813-345-7177)

Remarks: One or more photo(s) has been virtually staged. Step into a sun filled oasis! Updated 3 bedroom, 3 bath, pool home offering tranquil, peaceful views; with a rare opportunity to live in a intimate private gated community. Home is full of natural light. Move-in ready, lovingly maintained. New roof, New water heater, New air conditioner, New flooring, updated baths, updated kitchen. Solar panel keep you electric bill very low. Large screened in Lanai with pool. Potential In-Law/Guest Suite. Gorgeous, memorable Sunsets. Backs up to a preserve on the Gulf of America. Workshop and built in storage adjacent to garage. Mature fruit trees. Elevation or the home is over 13 feet. Spacious Master bathroom with walk-in shower, garden tub, walk-in closet, new granite countertop. Don't miss this one, call for your private showing today! Discerning buyers know opportunities like this are few and far between!

Listing is courtesy of: AZURE WATERFRONT REALTY, LLC (239-872-9257)

Listing Agent: Brad Reddick (239-872-9257)

Remarks: One or more photo(s) has been 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.

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Vanessa Leonard (727-647-2706)

Remarks: “Attention investors and discerning buyers! This luxury property in Holiday is a once-in-a-lifetime opportunity just 7 min left to the beach! Completely rebuilt in 2026, everything is brand new: windows, doors, roof, air conditioning with modern lineal ducts—all completed in 2026. This home boasts a brand-new 2026 water heater, luxury ceramic bathrooms, and stunning ceramic flooring throughout. The terrace, with its wood finish and gazebo overlooking the water, is a private oasis. With three spacious bedrooms and three bathrooms, including a perfect in-law suite, every detail exudes sophistication. Modern cabinetry with quartz countertops creates a luxurious ambiance in the kitchen and throughout the open living space. The home also features a sleek modern garden, a fully updated electrical system (2026), and a brand-new electrical panel. This home is a smart home, with integrated speakers and a premium sound system for the ultimate living experience. This is a turnkey masterpiece—perfect for those seeking elegance, cutting-edge technology, and modern design. Don’t wait—schedule your tour today and join the elite who will call this home their own!”

Listing is courtesy of: SELLING USA, LLC (813-723-0086)

Listing Agent: Zuleidys Ares (813-723-0086)

Remarks: Welcome to 2028 Hilo Drive, a beautifully maintained home located in the sought-after 55+ Lake Conley community of Holiday. This inviting residence offers a perfect blend of comfort, pride of ownership, and classic Florida living, making it ideal for full-time residents, seasonal buyers, or those seeking a relaxed Gulf Coast lifestyle. From the moment you arrive, you’ll appreciate the home’s curb appeal and well-kept appearance. Inside, the layout is bright, open, and functional, with comfortable living spaces that flow easily for both everyday living and entertaining. The home has been thoughtfully cared for and is ready for its next owner. Situated in an established neighborhood, this property is conveniently close to shopping, dining, parks, and major roadways. Gulf beaches, boating, fishing, and other popular Florida attractions. The Lake Conley community offers a wide range of amenities, including a heated pool for year-round enjoyment, clubhouse, shuffleboard court, horseshoe court, boat ramp, lakefront dock, and fishing pier. Boat and RV parking is available for an additional fee subject to availability Whether you are searching for a primary residence, or a second home, this home offers excellent value in a convenient Holiday location. Schedule your private showing and see all that this wonderful community has today.

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

Listing Agent: Sigrid Whitehead (877-366-2213)

Remarks: Welcome home to this beautiful 2 bedroom, and 2 bathroom home in the highly desirable Pinewood Villa community. This is your opportunity to own this beautiful villa, conveniently located to shopping, libraries, the post office, beaches and Tarpon Springs. This home offers very low monthly HOA dues of only $50.00 monthly, NOT a 55+ community and pets allowed, making it the perfect choice for any buyer! This highly desirable villa features a walk-in closet in each bedroom and a large enclosed porch with storage closet. The kitchen overlooks the dining room and the living space, and features an expansive vaulted ceiling. There is so much natural lighting as the Villa features high windows in the living space which extends across the entire living room wall. Each lot is individually owned and maintained by the owner. This lot also has a bonus of a shed for extra storage and a 2 car carport with one additional parking spot! The community features a nice recreational building, community pool and shuffleboard area.

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

Listing Agent: Shawna Liotine (813-407-8011)

Remarks: Beautifully remodeled 2 bedroom, 2 bathroom home with a 1-car garage located on a quiet street just minutes from the coast. This move-in ready property features a modern open layout, updated flooring throughout, fresh interior paint, and a fully renovated kitchen with stylish cabinets, updated countertops, and newer appliances. The spacious primary suite includes its own updated bathroom, and the additional bedrooms are generously sized, perfect for family, guests, or a home office. Both bathrooms have been tastefully upgraded with contemporary finishes. Enjoy the backyard—ideal for relaxing, entertaining, or adding outdoor features. The attached garage provides extra storage and convenience.

Listing is courtesy of: GRAYSTONE REAL ESTATE (727-201-4011)

Listing Agent: Alberto Delgado (813-380-2104)

Remarks: Take advantage and make spoiling yourself an option by stepping inside your freshly painted, open-concept home offering a light, airy feel and optimal value. Designed for both comfort and functionality, this no age restrictions condo community welcomes everyone. The slab, block concrete floor to ceiling construction and hurricane-impact windows and doors provides all-encompassing privacy and security for all seasons. You are further offered that tranquil outdoor retreat when you step outside of your sliding glass door into your newly screened back porch that overlooks peaceful grassy grounds centered around a beautiful oak tree where you can play with your young ones or fur babies, enjoy a picnic or race your electric bikes. Once you get done frolicking outdoors, you can enjoy thoughtful interior upgrades to include washing up at the new bathroom vanity and then casually lounging in either oversized bedroom, each equipped with new remote-operated ceiling fans. Located in a quiet neighborhood less than 5-miles from a wide variety of restaurants, grocery stores, state parks, malls, shopping plazas, and the famous Tarpon Springs Sponge Docks. With low taxes, the home is ideal as a primary residence, a seasonal vacation home, or investment as the home is rent ready. Seller never occupied. Don’t miss your chance to own a move-in-ready home that offers both lifestyle and value!

Listing is courtesy of: SCOTT & FAULK INTERVEST REALTY (727-219-1604)

Listing Agent: Myonitra Faulk (813-474-7033)

Remarks: Under contract-accepting backup offers. This well-maintained 2-bedroom, 2 bathroom double-wide mobile home offers the perfect blend of comfort and classic Florida charm. Inside, you’ll find an open-concept living area featuring beautiful laminate flooring and vaulted ceilings. The bright, clean kitchen includes a convenient breakfast bar that flows into the dining space, while the primary bedroom offers built-in storage and an ensuite half-bath for added privacy. Stay comfortable year-round with central heating and air throughout the entire home. The outdoor living spaces are designed for relaxation, featuring a classic covered front porch and a spacious screened-in lanai perfect for bug-free afternoon lounging. On the property, a dedicated utility shed houses the washer and dryer, providing extra storage and keeping the laundry noise out of your main living area. Situated in a friendly neighborhood with an incredibly low HOA fee of just $109 a quarter, residents enjoy access to two community clubhouses. Please keep in mind offers must be in cash due to the age of the home.

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Jackie Little (813-453-8960)

Remarks: 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!

Listing is courtesy of: DENNIS REALTY & INV. CORP. (813-949-7444)

Listing Agent: Joseph Buchi (813-289-4687)

Remarks: BACK ON THE MARKET (NO FAULT OF THE SELLERS) This charming Mobile Home is in Move-In Ready Condition! This meticulously maintained home offers a spacious floor plan, featuring a generous living room, 1 bedroom, with additional bonus room as a Den or office space, ( Can be used as 2 bedrooms), and They have remodeled both bathrooms beautifully, along with a convenient inside utility room with washer & dryer hookups. Step outside to the expansive covered patio, which can easily be converted into a garage, ideal for enjoying your morning coffee or favorite beverage. The backyard is enclosed with a privacy fence and includes a medium-sized shed for additional storage.With its excellent condition and appealing price, this property is sure to attract attention. Buyers are encouraged to verify square footage and room sizes. Don’t let this opportunity slip away!

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

Listing Agent: Mollie George, Pa (863-214-3932)

Remarks: Welcome home! This beautifully updated 2-bedroom, 2-bathroom home with an oversized one-car garage is move-in ready and full of charm. Recent upgrades include new vinyl flooring throughout (2025), new windows(2025), fresh interior paint (including ceilings)(2025), and a new privacy fence(2025). ROOF (2019). The open floor plan offers a bright and inviting layout perfect for everyday living and entertaining. The main bathroom has all new flooring(2026), brand new vanity (2026), faucet & lighting(2026)! Enjoy the Florida lifestyle from your screened-in front porch, the perfect spot to relax and catch the breeze. The spacious, fully fenced backyard provides plenty of room for gatherings, play, or pets. With NO HOA and NO flood insurance required, this home offers both flexibility and value. Conveniently located near Tarpon Springs, the Sponge Docks, beaches, shopping, dining, and more, you’ll love the accessibility to everything the area has to offer. Don’t miss your opportunity to own this adorable home, schedule your showing today!

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

Listing Agent: Cortney Bain (727-207-2860)

Remarks: Welcome to this charming three-bedroom, two-bathroom home in Holiday, offering versatility and fantastic outdoor living. From the moment you arrive, you’ll notice the great curb appeal and thoughtful upgrades, including all new windows, hurricane shutters, added insulation, and recently blown-out vents for improved efficiency. Inside, the home features wood and laminate flooring throughout, complemented by ceiling fans in every room to keep things cool and comfortable. Major updates include a 2022 AC system, adding peace of mind for years to come. The layout offers both space and flexibility, with a welcoming front living room and a spacious family room that flows seamlessly into the kitchen, perfect for everyday living and entertaining. The kitchen is designed with functionality in mind, featuring a large island, ample cabinetry for storage, and a dining area just off to the side, keeping conversations flowing with ease. The primary bedroom is generously sized and includes a wall-to-wall closet, along with a bonus space that can be customized to fit your lifestyle - ideal as a reading nook, craft room, or even expanded into a larger closet. Toward the back of the home, you’ll find an additional flexible living area that can serve as a home office, playroom, or secondary living room. Step outside to enjoy your own private retreat. The fenced backyard offers plenty of space for pets and outdoor activities, along with a covered patio perfect for dining al fresco, grilling, gardening, or simply relaxing. Additional outdoor features include a spa, storage shed, and a convenient outdoor shower with an on-demand hot water heater - perfect after a day at the beach. Located just minutes from the iconic Tarpon Springs Sponge Docks, you’ll enjoy easy access to unique shops, dining, and local culture. Plus, you’re a short drive to the beautiful Gulf beaches and conveniently close to nearby schools, making this an ideal place to call home. Schedule your showing today!

Listing is courtesy of: EXP REALTY LLC (866-308-7109)

Listing Agent: Jeffrey Borham, Pa (866-308-7109)

Remarks: Beautiful property featuring stunning lake views and breathtaking sunsets. The spacious and pleasant backyard is perfect for enjoying time with family and friends, ideal for outdoor gatherings and barbecues. This home is move-in ready and offers bright, open living spaces, including a living room and dining area. It also features a cozy family room with lake views, custom built-in wooden cabinetry, and an elegant electric fireplace—perfect for enjoying during the cooler months. A unique opportunity to live in a peaceful setting that combines comfort, functionality, and an exceptional view.

Listing is courtesy of: LCA REALTY, LLC (813-451-2197)

Listing Agent: Druselis Escalona (305-924-7629)

Remarks: Beautifully and completely remodeled 3-bedroom, 2-bath home located in a desirable Holiday neighborhood. This move-in-ready residence features a thoughtfully updated interior with modern finishes, new impact-resistant windows, an open, functional layout, and abundant natural light throughout. The updated kitchen offers modern cabinetry, sleek countertops, and flows seamlessly into the living and dining areas—perfect for everyday living and entertaining. Also the water heater and electric pannel are in great conditions from 2023 and 2024. The spacious primary suite includes a private, updated bathroom, while two additional bedrooms provide comfort and flexibility for family, guests, or a home office. Both bathrooms have been tastefully renovated with modern fixtures and finishes. Conveniently located near shopping, dining, schools, parks, and major roadways, this home combines style, comfort, and location. A fantastic opportunity to own a fully remodeled home—schedule your showing today!

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

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

Remarks: Under contract-accepting backup offers. This meticulously maintained home offers a spacious, open floor plan highlighted by a generous living room that provides comfortable everyday living and entertaining space. Step outside to the covered back patio—perfect for enjoying your morning coffee or an evening beverage in the Florida breeze. The fully fenced backyard adds privacy and functionality and includes a convenient medium-sized shed for additional storage. Perfect Florida Winter Retreat or Year-Round Residence! Escape the cold and embrace a warm, low-maintenance lifestyle in this beautifully updated 2-bedroom, 2-bathroom home, ideal for seasonal living or full-time enjoyment. Enclosed porch can be used as a bedroom or bonus room.

Listing is courtesy of: 365 REALTY GROUP INC (941-500-4511)

Listing Agent: Teresina Anzalone (352-238-2942)

Remarks: Welcome home to this exceptional 3 bedroom, 2 bath villa with a 2 car garage, located in the highly desirable Gulfwinds community of Holiday, perfectly bordering Tarpon Springs. Offering 1,740 square feet of beautifully designed living space, this home stands out as one of the best villas in Gulfwinds, with too many updates to list. Enjoy maintenance free living, including exterior upkeep, and a paver border driveway that adds instant curb appeal. Inside, the home features tile flooring throughout, a freshly painted interior, crown molding, tall baseboards, and plantation blinds, creating a bright, modern, and cohesive look. The remodeled kitchen is a true centerpiece, showcasing a huge island, granite countertops, and modern stainless steel appliances, perfect for entertaining and everyday living. Numerous big ticket upgrades provide peace of mind, including impact windows, a hybrid HVAC system, water softener, new bathroom faucets, and intelligent home features. Step outside to your brand new lanai, enhanced with expansive pavers inside and out, creating a private patio area ideal for relaxing, entertaining, or enjoying Florida’s outdoor lifestyle. The backyard patio offers excellent privacy, a rare find in villa living. Gulfwinds residents enjoy access to a community pool and an unbeatable location close to the world famous Tarpon Springs Sponge Docks, Sunset Beach, Fred Howard Park, outstanding restaurants, shopping, and more. Convenient access to Tampa, major highways, and the airport makes commuting simple and efficient. This move in ready home combines extensive upgrades, privacy, and an unbeatable location and outstanding opportunity in Gulfwinds.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Costa Sotiriou (727-488-8222)

Remarks: This property truly stands out from the rest! Boasting rich, bold colors, gorgeous styling, beautifully thought out finishes, and exquisite attention to detail, you won't want to miss this 2 bedroom, 2 bathroom, 2 car garage home. As you arrive, you will immediately notice the wonderful charm and curb appeal of this home. The mature trees in the front yard provide a beautiful shade canopy and the covered front patio is the perfect sitting place to enjoy your morning coffee while bird watching. If your lucky you will get a visit from the local sandhill cranes as they pass through the front yard. Upon entering the home through the double front doors, you are met with a spacious open floorplan. The floor to ceiling front windows and French doors along the back allow the beautiful natural light to flow into the large open living space. The kitchen area is the central gathering place for the home, featuring an oversized center island with granite countertop and built in wine cooler/ beverage station leading into the kitchen with beautiful solid wood cabinets, high end stainless steel appliances, elegant granite countertops, large breakfast bar, and extra large, luxury vinyl plank flooring throughout the home. This home features a split plan layout with the large master bedroom on one side with its own large walk in closet and full size ensuite bathroom with tub, and the guest bedroom on the opposite side of the home just outside the spacious full sized guest bathroom with tub. Both bedrooms have durable, low maintenance, extra large, luxury vinyl plank flooring and both bathrooms have beautiful natural stone travertine tile. Enjoy your spacious air conditioned indoor laundry room with a separate wash sink and beautiful natural stone travertine tile. Two sets of French doors lead out to the private, spacious, screened in back porch, where you can ease away the stress of the day by taking a soak in the heated, 6 person hot tub. A third set of French doors through the dining room lead out to your large, private back yard patio. With its mature landscaping and lovely palm trees, your back yard is your own private tropical oasis. Whether you're enjoying a night by the firepit on the patio or relaxing in the spacious above ground swimming pool, the back yard space is perfect for entertaining friends and family or just enjoying time alone. The 2 car oversized garage and extra wide extended front driveway allow plenty of room for your parking and storage needs. Keep your boat or RV tucked away in your own back yard with the convenience of a rear driveway. Need additional storage? The attached shed allows for all those extra items. No HOA and no need to worry about rear neighbors, the county owned conservation land ensures your only rear neighbors will be the egrets, ospreys, herons, and sandhill cranes that frequent the area. Anclote boat ramp is just minutes down the road with direct access to the Gulf. There are several nature parks nearby including: Key Vista Nature Park, Anclote Gulf Park, Eagle Point Park and Robert K Rees Memorial Park. Enjoy a nice walk or bike ride through the Coastal Anclote trail just down the road. The home is centrally located to Tampa, Tarpon Springs, Dunedin, Clearwater, and New Port Richey. Come see this beauty today!

Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)

Listing Agent: Stephen Hachey (813-642-6030)

Remarks: Welcome home! This beautifully renovated 3 bedroom, 1.5 bathroom home with a 1-car garage is located in one of Holiday’s most desirable neighborhoods. Step inside to find new LVP flooring which is both stylish and easy to maintain. The kitchen is a true highlight, featuring brand new stainless steel appliances and granite countertops. Enjoy Florida living in your spacious backyard, complete with a large screened-in patio perfect for relaxing or entertaining. Just minutes away, you can explore the famous Tarpon Springs Sponge Docks, or take a short drive to the Dunedin Causeway, Honeymoon Island, and world-renowned Clearwater Beach. Conveniently close to shopping, dining, and more. This move-in ready home also comes with a recent survey and a clean 4-point inspection for peace of mind.

Listing is courtesy of: GREAT WESTERN REALTY (813-833-8394)

Listing Agent: Stephanie Schwartz (727-479-4979)

Remarks: Location Location Location!!! Make this light flooded condo YOUR piece of paradise! Watch the mommy duck and her babies swimming on the lake as you sip your coffee by the back window... or walk to the pristine heated pool for your own swim. Later you can head down to one of several nearby beaches and watch a gorgeous sunset. Florida Living is all right there for you. Inside you will have everything you need too! A new A/C unit, inside laundry with newer washer and dryer, loads of closet space, and even your own personal shed for gear! So pack it up and come on down. Call today for an easy appointment!

Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)

Listing Agent: Ann Marie Krzesinski (727-254-2568)