Holiday Homes for Sale in Holiday - 55 homes

Remarks: WATERFRONT LIVING IN A BEAUTIFUL 55+ COMMUNITY! Welcome to easy Florida living in this spacious and well-maintained second-floor condo offering peaceful water views, natural light, and nearly 1,115 sq ft of comfortable living space. This 2-bedroom, 1-bath residence combines comfort, privacy, and convenience in one of Holiday’s desirable 55+ communities. Being on the second floor comes with some wonderful advantages — enjoy elevated lake views, added privacy, more natural light, and peace of mind with no foot traffic directly outside your windows or patio. One of the standout features is the oversized Florida room offering over 150 sq ft of additional living space — large enough to create a cozy sitting area, reading nook, home office, or even an extra entertaining space while enjoying the serene water and fountain views. Inside, you’ll find a spacious layout with a large living and dining area, an eat-in kitchen nook, updated flooring in the kitchen nook and patio area, and a beautifully updated shower enclosure in the bathroom. The condo also includes in-unit laundry with newer Samsung washer and dryer for everyday convenience. A BRAND NEW AC was installed in 2025, and the building roof was replaced in 2019. This unit also comes with its own private storage shed conveniently located downstairs beneath the unit — perfect for beach gear, tools, bicycles, or seasonal items. The community offers fantastic amenities including a heated pool, clubhouse, pickleball court, plenty of guest parking, and covered assigned parking. The HOA fee covers water, sewer, trash, cable, internet, exterior maintenance, and more — leaving you with very little to worry about besides your electric bill. Conveniently located near shopping, restaurants, beaches, golf courses, and the famous Tarpon Springs Sponge Docks. Move-in ready and full of charm — come enjoy the relaxed Florida lifestyle you’ve been waiting for!

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

Listing Agent: Yulia Entina (781-913-3500)

Remarks: One or more photo(s) has been virtually staged. Welcome to Holiday Lake Estates subdivision! Come and see your move in ready 2 bedroom, 1 bath home w-1 car garage . This home has modern updates. The interior has been painted a neutral color throughout with luxury vinyl flooring throughout. The bathroom is modern with a tiled shower and wood cabinet vanity. The kitchen offers granite counter tops, shaker style cabinets with soft close doors, glass tiled back splash and stainless-steel appliances. The living spaces include a living room, dining area adjacent to the kitchen, and a large Florida Room that could be used as Flex space as a den or office. The roof and AC were both replaced in 2021 along with an updated electrical panel. Other updates include 5 ¼ inch baseboards, newer light switches and receptacles, updated lighting and ceiling fans. Enjoy the spacious pet friendly fenced backyard perfect for entertaining family and friends. This home is located close to shopping, restaurants, and beaches and is NOT in a flood zone. All Offers Considered

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Jhenny Cepeda (630-841-0386)

Remarks: Charming 2-bedroom, 1-bath home with additional living space! This lovely property features a spacious living room, a cozy lanai, and modern upgrades including a water heater, electrical panel, and windows all replaced in 2025. The kitchen and main bathroom have been recently remodeled, offering a fresh and updated feel. The property also includes a separate studio-style annex with its own bathroom, providing great flexibility for guests, extended family, or rental income potential. The backyard is fully fenced for privacy and security, and includes a convenient storage shed. Don’t miss this unique opportunity, schedule your showing today!PRICE IMPROVED ON 05/23/26 Incredible value for this move-in ready property in .

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Maibel Hernandez (727-267-9244)

Remarks: NO HOA...Welcome to 1853 Dartmouth Drive — a rare conservation-lot retreat in the heart of Holiday! 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, perfectly positioned on a private conservation lot where you'll enjoy peaceful natural views and abundant wildlife right from your backyard. Step outside to your own private oasis featuring a sparkling pool enclosed by a screened lanai — ideal for year-round entertaining, weekend cookouts, or simply unwinding in the Florida sunshine without the bugs. The conservation backdrop means no rear neighbors and ultimate privacy, a true rarity at this price point. Inside, you'll find a bright, functional floor plan with a Living room, dining area, along with a family/flex room with three generously sized bedrooms and two full baths - perfect for families, snowbirds, or anyone looking to right-size into easy Florida living. Major-ticket items are already taken care of: roof and HVAC both 2016, plus a brand-new 2026 water heater - pool pump 2016 - garage door 2016 - move in with confidence and skip the costly upgrades. Best of all - NO HOA and NO CDD fees! Location, location, location! Just a short drive to Fred Howard Park, where you can enjoy white-sand beaches, the scenic causeway, kayaking, picnicking, and breathtaking Gulf sunsets. 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, and proximity to the Gulf — don't come along often. Schedule your private showing today before it's gone!

Listing is courtesy of: REALTY ONE GROUP ADVANTAGE (813-909-0909)

Listing Agent: Vickie Mitchell (813-625-7525)

Remarks: -- OWNERS MOTIVATED, LET'S MAKE A DEAL -- **Free 1% one-year interest rate buy down through use of seller's preferred lender** Welcome to this beautiful, well maintained, must-see home in Holiday Lake Estates! This open-concept layout features a split-bedroom floor plan, a formal living area, and a versatile bonus room perfect for a home office, playroom, or additional lounge space. Durable wood-grain ceramic plank tile flooring runs throughout the main living areas, providing a modern look that’s both stylish and easy to maintain. The beautifully updated kitchen (2020) features modern cabinetry, granite countertops, barstool seating — perfect for cooking and entertaining. Both the primary and guest bathrooms have been tastefully updated, while the spacious primary suite includes luxury vinyl plank flooring, walk in closet. Buyers will appreciate the peace of mind that comes with major updates already completed, including a Roof replaced (2017), AC system (2018), and hot water heater (2018), along with energy-efficient upgraded double pane windows throughout. Step outside to a fully fenced backyard with a large storage shed with electricity, ideal for a workshop, hobby space, or additional storage — a feature that’s hard to find at this price point. See the backyard Garden beds producing broccoli, lettuce, onion, zucchini, squash, green beans, peas, parsley, sage, peppermint, and basil convey with sale. NEW SOD WILL BE INSTALLED IN BACKYARD BEFORE CLOSING! With all the big-ticket items already taken care of, this home is truly turnkey and ready for its next owner to move right in. Homes in this area with these updates and features don’t last long — schedule your private showing today.

Listing is courtesy of: COLDWELL BANKER REALTY (813-286-6563)

Listing Agent: Skyler Warden (813-777-5047)

Remarks: Within minutes from J. Ben Harrill Recreation Complex, Key Vista Nature Park, Coastal Anclote Trail, the Fishing Pier At Anclote Gulf Park, Anclote River Park and MORE, this home offers great potential to Florida Outdoor Lovers! It Needs work but will bring a great return on value as you make the updates that you love. There are new kitchen cabinets on premisis and they need to be installed as the installer passed away mid remodel. There are various other improvements needed but the home has great potential. A 50 year roof and solar system were installed in 2020 and the solar is owned NOT leased! This home offers long-term value and equity building as it gets the love and care that it needs. It is an excellent opportunity for the right person to fulfill your vision in a very convenient location.

Listing is courtesy of: SANDPEAK REALTY (727-232-2192)

Listing Agent: Dick Maxwell (727-557-4245)

Remarks: Welcome to this remodeled Oasis! This pool home has been tastefully remodeled with quartz countertops, new kitchen island, Luxury Vinyl flooring throughout the house, fully remodeled master bedroom and master bath with quartz countertops and a walk-in shower, ceiling fans throughout the house, new laundry room and a florida sunroom/dining room with plenty of natural light and a view to the pool/backyard. As you step outside, you will be delighted by all the entertaining you will be able to enjoy and provide to your friends and family! In-ground pool, wooden tiki bar, covered patio area with a wooden gazebo and plenty of potential for more to add. Storage is located in the backyard. Roof (2020), A/C unit and ductwork (2020), tankless water heater (2020), water softener, reverse osmosis system, upgraded modernized plumbing-pex piping (2020). No Flood insurance required.

Listing is courtesy of: REALTY BLU (813-221-4890)

Listing Agent: Paulo Garcia Dyer (813-403-1093)

Remarks: Don't miss out on this opportunity! LOCATION! LOCATION! LOCATION! This home is located in beautiful Holiday Lakes Estates, Just minutes from the beautiful Tarpon Springs Sponge Docks, beaches, and Pinellas County Line. You will be delighted at the amount of space this home offers. There is ample room here with this 4 Bedroom, 2 bath home! Bring your pets, the backyard is fully fenced. Recently updated with hurricane rated windows in 2021 as well as HVAC 2021. Call Today!

Listing is courtesy of: MCPEAK REAL ESTATE FIRM (813-495-3875)

Listing Agent: Jim Mcpeak (813-495-3875)

Remarks: Under contract-accepting backup offers. Welcome to this fully renovated 3-bedroom home in the heart of Holiday — where everything has already been done for you. Step inside and you’ll immediately notice the difference: brand-new flooring throughout, fresh interior and exterior paint, and a bright, open feel that today’s buyers are looking for. The kitchen is a true standout, featuring granite countertops, stainless steel appliances, and clean, modern finishes that elevate the entire home. Major upgrades mean no projects, no surprises, and no extra expenses after closing — just move in and enjoy. Out back, a fully fenced yard offers the perfect private space for pets, entertaining, or relaxing evenings. The one-car garage with automatic opener adds everyday convenience and extra storage. Located in an established neighborhood with NO HOA, you’re just minutes from Tarpon Springs, US-19 shopping and dining, and a short drive to the Gulf beaches. * Homes in this condition at this price point are getting harder to find — especially fully renovated and move-in ready. * If you’ve been waiting for a clean, updated home without the renovation headache, this is the one. Request your showing today before it’s gone.

Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)

Listing Agent: Douglas Addeo (561-251-3408)

Remarks: Built in 2024, this beautifully designed 3 bedroom, 2 bathroom home in Holiday Lake Estates features an open floor plan with modern finishes and a relaxing back porch perfect for enjoying the Florida lifestyle plus no CDD or HOA fees! Conveniently located near Downtown New Port Richey, shopping, dining, parks, and entertainment, while also close to Key Vista Nature Park for scenic walking trails and outdoor activities. Schedule your showing today!

Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)

Listing Agent: Ali Kochno (813-766-7143)

Remarks: Welcome to this charming single-story home in the heart of Holiday! Featuring approximately 1,365 square feet of living space, this well-maintained residence offers a functional layout with spacious living areas, 2 bathrooms, and a generous lot size of nearly 7,500 square feet. Built in 1986 with durable block/stucco construction, the home includes central A/C, forced-air heating, and ample parking. Conveniently located near shopping, dining, schools, and Gulf Coast beaches, this property is perfect for first-time buyers, investors, or anyone seeking comfortable Florida living with no HOA restrictions. Enjoy easy access to major roadways and nearby parks while living in an established neighborhood with strong long-term value potential.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Holly Agosto (656-209-7783)

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: Auction Property. Welcome to Holiday Lake Condos and enjoy peaceful water views right from your own living room! This well-maintained GROUND FLOOR unit features an open floor plan with plenty of natural light. Galley kitchen with eat-in space. Inside utility closet. Living room. Separate dining room. Bonus Florida room with wonderful views of the pond. Split bedroom plan. Master suite is quite large with full master bathroom. Bedroom #2 is adjacent to bathroom #2 for privacy. The community offers a relaxing atmosphere complete with a pool, clubhouse, shuffleboard courts, and a recreational facility! Whether you're looking for a vacation home or a year-round residence, this condo provides the perfect balance of comfort, convenience, and tranquility. Premium location as it has easy access to multiple stores and restaurants. Just 4 miles away from Holidays pride and joy for recreation; The J. Ben Harrill Recreation Complex. This Large Park offers tennis courts, basketball courts, hockey roller rink, soccer fields and is the home of the Greater Holiday Little League. Just minutes away from Key Vista Nature Park. A 101-acre park with nature trails, boardwalk and observation tower. Head 4 miles south and you can enjoy the World-Famous Sponge Docks of Tarpon Springs. Known for its fishing, food and entertainment. * * PLEASE NOTE * * It is buyer’s responsibility to verify all information. Information posted in MLS or any marketing information is not guaranteed.

Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)

Listing Agent: Matthew Brashear (727-403-3900)

Remarks: Under contract-accepting backup offers. HONEY STOP THE CAR! THIS IS THE ONE! Where charm, natural light, and true Florida living come together! This 3 Bed, 2 Bath Home features 1154 sqft and Luxury vinyl flooring throughout, no carpet. Kitchen with Built-in oven, glass cook top, pantry & Eat-in space. Three spacious bedrooms with generous closets share an adjacent bathroom with tub/shower. The large great room is the heart of this home. Beautiful updated second bath with step-in shower & French doors that open to your MASSIVE fenced backyard. This is a true outdoor oasis with endless possibilities for gatherings, gardening, or simply soaking up the Florida sunshine. Located in a prime location close to all major shopping, dining, airports, and world-famous beaches, this home offers the best of convenience and coastal living. Whether you're looking for your first home, a winter retreat, or an investment, this Holiday gem checks all the boxes. Schedule your private showing today before this one’s gone!

Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)

Listing Agent: Mark Fazzini (727-485-9981)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated pool home in Holiday Lake Estates! This 3-bedroom, 2-bath home features a bright, open layout with a fully renovated kitchen with shaker cabinets, quartz countertops and new stainless steel appliances, new. Enjoy remodeled bathrooms with a double vanity in the primary suite, new luxury vinyl plank flooring and baseboards throughout, and updated major systems including HVAC and water heater. Step outside to your private in-ground pool—perfect for relaxing or entertaining. The converted garage offers additional flexible living space for a home office or bonus room. Situated on a corner lot with no HOA. Come see this home today, you'll love what it has to offer!

Listing is courtesy of: LEERDAM PROPERTIES INC. (407-740-0993)

Listing Agent: Philip Shaw (407-312-7366)

Remarks: Completely renovated and move-in ready, this 3-bedroom, 1-bath charmer in Holiday checks all the boxes. Solid block construction paired with a brand-new roof offers peace of mind, while the stylish interior delivers today’s most sought-after finishes. The all-new kitchen features white shaker cabinetry with soft-close drawers, a pantry, lazy Susan, farm sink, microwave hood, range, and side-by-side refrigerator with ice maker. Luxury vinyl flooring runs throughout the home, complemented by solid wood interior doors, custom window trim, and ceiling fans. Major updates include new impact-rated windows and doors, a new AC system, and a new water heater. The beautifully renovated bathroom showcases oversized 24x48 porcelain tile, granite countertops, and a white shaker vanity. Step outside to a fully fenced yard with brand-new vinyl fencing, offering plenty of space to add a pool or create your dream outdoor retreat. Enjoy two rear patio decks—perfect for relaxing or entertaining. A one-car garage includes washer and dryer hookups for added convenience. With its open floor plan, this home lives larger than expected and is ideal for a first-time buyer, downsizer, or anyone looking for a turnkey property.

Listing is courtesy of: COMPASS FLORIDA LLC (813-365-9935)

Listing Agent: Beth Raulerson (813-422-4846)

Remarks: Move in ready 3 bedroom 1.5 bathroom home located in Holiday Fl. This home has and update kitchen with quartz countertops and shaker style cabinets. The seller has taken care of all the big ticket items! These include the Roof (2023), Electric Panel (2022), Water Heater (2022), Impact rated garage door (2022), HVAC(2023), and Windows (2023). Conveniently located near restaurants and shopping, this home is ready to go!

Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)

Listing Agent: Trevor Skeens (813-531-3713)

Remarks: Charming 3-bedroom, 2-bath, 1-car garage home in Holiday offering approximately 1,600 sq ft of living space and a desirable Eldorado floorplan featuring a welcoming front courtyard—perfect for enjoying Florida’s beautiful weather. This well-maintained home is in great condition and move-in ready with a newer roof (4 yo) and numerous updates throughout. Interior features include all tile flooring, newer windows, a spacious living room filled with natural light, and a functional kitchen with solid wood cabinets and a convenient breakfast counter. The home offers a split comfort setup with a dedicated mini-split unit in the third bedroom. The primary suite features a walk-in closet and direct access to a Jack-and-Jill style bathroom with double sinks and a tub with shower. Step outside to a large fenced backyard with plenty of room to relax, garden, or entertain. Unique privacy surrounds this property with vacant lots on both sides of the home, creating extra space and openness. One of the neighboring lots is available for purchase from a separate owner, presenting a potential opportunity for expansion or added privacy. Located just minutes from a county waterfront park with public boat launches, this home offers easy access to boating, fishing, and outdoor recreation. Enjoy comfortable Florida living in a well-cared-for home that is ready for its next owner.

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

Listing Agent: Vera Ziegler (800-921-1330)

Remarks: Quintessential Florida Living in Holiday! Welcome to this charming 2-bedroom, 1-bath, 1-car garage Florida home offering 1,200 sq ft of bright and inviting living space in the heart of Holiday, FL. From the moment you step inside, you’ll appreciate the beautiful white terrazzo floors and the abundance of natural light streaming through the many windows. The original kitchen and bathroom have been impeccably maintained, showcasing timeless character and pride of ownership. The eat-in kitchen opens to the living room and features a convenient breakfast bar, making it perfect for casual meals and entertaining. A formal dining area open to the family room provides flexible space for gatherings and everyday living. Step outside to enjoy a private, fully fenced backyard with a covered patio—ideal for relaxing, hosting barbecues, or soaking up the Florida lifestyle. Major updates include a newer roof (about 5 years old) and A/C, offering peace of mind for years to come. Best of all, this home is located in a non-flood zone, with no HOA or CDD fees. Easy access to beaches, shopping, and dining, this property is perfectly situated for both convenience and coastal enjoyment. Whether you’re a first-time buyer, downsizing, or looking for a beach-close retreat, this home is a must-see!

Listing is courtesy of: JLS INVESTMENT REALTY (813-506-8212)

Listing Agent: Jennifer Stepanek (813-713-5180)

Remarks: Under contract-accepting backup offers. This is the deal you are looking for! This 2/2 second floor condo does have amazing views of the pond. Also includes a carport and storage closet. Located in an amazing well kept 55+ community with a community pool. Located in an X flood zone, high and dry. Enjoy the many community amenities, including the pool, shuffleboard, & clubhouse. Cash only, and the buyer is willing to accept the property with all the contents - truly buying as-is, where-is - no exceptions.

Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)

Listing Agent: Roger Fruits (727-534-1432)