Holiday Homes for Sale in Holiday - 54 homes

Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Holiday, offering a fresh, move-in-ready interior with thoughtful upgrades throughout. The home features a bright and inviting layout with newly refreshed walls and ceilings, along with a full interior repaint in a modern, neutral color palette. Brand-new flooring has been installed throughout, including new carpet and updated vinyl in the kitchen, creating a clean and cohesive feel. The kitchen has been tastefully updated with freshly painted cabinetry and a full suite of new white appliances, including a refrigerator, range, hood vent, and dishwasher. Additional interior improvements include updated lighting with LED fixtures, new blinds throughout, and modernized switches and outlet covers. Exterior enhancements add to the home’s curb appeal, including fresh pressure washing, landscaping cleanup, and general exterior maintenance to ensure the property is well-presented and ready for its next owner. Additional features include a new garage door opener and updated entry hardware. Conveniently located near shopping, dining, and Florida’s beautiful Gulf Coast beaches, this home offers a great opportunity for both homeowners and investors alike. Schedule your private showing today!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-908-8788)

Listing Agent: Meagan Varson (813-345-6795)

Remarks: Come join this 55+ community and all the amenities it has to offer including clubhouse, pool area and shuffleboard courts. This ground level unit comes with parking out front of unit and an outside storage. Kitchen has been updated and comes with washer and dryer. The large step down sun room has plenty of light for reading or shut the blinds for privacy. This unit offers split bedrooms and 2 full baths. Community is close to shopping, restaurants and the many beaches along the coast.

Listing is courtesy of: BEST BEACH RENTALS & SALES PA (727-744-7447)

Listing Agent: Garth Marsh (727-744-7447)

Remarks: 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!

Listing is courtesy of: ENGEL & VOLKERS TAMPA DOWNTOWN (813-863-1986)

Listing Agent: Brie Burch (813-863-1986)

Remarks: Welcome to this beautifully maintained concrete block stucco home offering 3 bedrooms, 2 bathrooms, and an inviting open floor plan designed for comfortable everyday living and entertaining! From the moment you step inside, you’ll appreciate the spacious layout and durable 18” ceramic tile flooring flowing throughout the entire home for easy maintenance and a clean modern feel. The kitchen features real wood white shaker cabinets, white appliances, a double stainless steel sink, and a custom tiled backsplash that adds the perfect touch of style and character. Ceiling fans throughout the home help keep things comfortable year-round. One of the standout features of this property is the incredible energy-saving package that comes fully included in the purchase price! The home is equipped with a fully paid 5-year-old solar system along with two Tesla Powerwall backup battery packs, providing efficiency, energy savings, and peace of mind for the new owner. The electrical panel was also updated just 5 years ago to support the system. Step outside and enjoy the large screened rear patio complete with its own dedicated A/C unit, creating the perfect space to relax or entertain regardless of the season. The fenced backyard offers privacy and functionality while the two separate tool sheds provide plenty of additional storage space for tools, hobbies, or outdoor equipment. Additional updates include a 4-year-old HVAC system, 8-year-old roof, and 8-year-old hot water heater. The property also features a 1-car garage and an additional covered 1-car carport for extra parking convenience. Conveniently located close to fantastic restaurants, shopping, and everyday amenities, this move-in ready home combines comfort, efficiency, and value all in one incredible package. Schedule your private showing today before this one is gone!

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

Listing Agent: Dean Shafer (727-410-4040)

Remarks: Don't miss out on this 3-bedroom 2-bath home just 2.5 miles from the BEACH and the Ancloe River Park. The home comes with an attached garage and a freshly painted driveway. This cozy house is situated on a tranquil street with beautiful trees in the front and a fenced yard in the back. Behind the fence, you will discover a pond surrounded by breathtaking trees. The roof is new and was installed in 2023. The AC was installed in 2017, and the water heater in 2020. Also, the electrical panel was upgraded in 2023. Great opportunity for a first-time home buyer. Renovated bathrooms, floors, fresh paint throughout, move-in ready. Excellent and convenient location. Nearby bus stop, close to shopping, schools, easy interstate access to beaches, and many other amenities. A spacious backyard has so much potential for adding a mother-in-law suite or making a beautiful garden.

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

Listing Agent: Zena Bacvic (813-817-5446)

Remarks: Virtually Staged. Welcome to 3029 Huntington Road, a well-maintained 3-bedroom, 2-bath home offering 1,486 square feet of comfortable living space in the heart of Holiday. With a functional floor plan, spacious living areas, and multiple flexible-use spaces, this property presents an excellent opportunity for homeowners, first-time buyers, seasonal residents, or investors alike. Step inside to discover a bright and inviting interior featuring neutral finishes, tile flooring throughout the main living areas, and an open layout designed for everyday living. The spacious living room provides plenty of room for gathering and entertaining, while the adjacent dining area flows seamlessly into the kitchen. The kitchen offers ample cabinet storage, generous counter space, and a convenient layout for meal preparation. A standout feature of the home is the large Florida room/sunroom, filled with natural light and offering additional living space that can be used as a family room, home office, hobby area, fitness room, or relaxing retreat. The primary suite includes its own private bath, while two additional bedrooms provide flexibility for family, guests, or workspace needs. The second full bathroom has been updated with attractive tile finishes and modern fixtures. The oversized laundry room offers exceptional storage potential and extra space for household organization. Outside, you'll find a fully fenced backyard with plenty of room for pets, outdoor activities, gardening, or future enhancements. The covered front porch creates a welcoming first impression and provides the perfect place to enjoy your morning coffee or unwind in the evenings. Conveniently located near shopping, dining, parks, schools, medical facilities, and Gulf Coast attractions, this home combines comfort, functionality, and value in an established neighborhood. Don't miss your opportunity to make this versatile property your own—schedule your private showing today!

Listing is courtesy of: 54 REALTY LLC (813-435-5411)

Listing Agent: Eric Dixon (813-516-4102)

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: UNIQUE AND ONE OF A KIND! MASSIVE 5/5 COURTYARD pool home is ideal for entertaining and more. Lot is large in size, nearly an acre and abuts both Front Dr AND Forest Hills Dr. Lot can stay double or break up for an additional dwelling. LARGE detached garage would be ideal for a home based business/storage as this is located in a NO HOA AND NO FLOOD ZONE. SO MANY updates throughout! NEW ROOF AND NEW HVAC! Saltwater HEATED pool has had an entire makeover with swim up bar/seats, built in sun chaises, and pitted area for additional seating. The heart of the home is the kitchen, just off the pool area and is large in size with plenty of seating and island. Beautiful quartz countertops! Large windows lets in natural light! Bedrooms are thoughtfully spaced apart allowing maximum privacy for all to enjoy. SELLER IS GIVING 10K IN CONCESSIONS, and will paint every room the color of your choice prior to closing. LISTED 10K UNDER APPRAISAL AMOUNT. Recent appraisal attached. IDEAL LOCATION with a quick commute to Pasco, Pinellas or Hillsborough.

Listing is courtesy of: GIONTA REALTY GROUP LLC (727-271-6187)

Listing Agent: Ann Gionta (727-271-6187)

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: 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: Discover the charm of 1240 Chelsea Ln, located in the heart of Holiday, FL. This inviting house provides a wonderful opportunity for those seeking a residence in this vibrant area. The exterior features a well-maintained facade that exudes a welcoming atmosphere. Set in a desirable location, convenient access to local amenities. While the specific interior details and amenities are not provided, the potential of this home allows for versatile living arrangements. Whether you're looking to personalize a space or enjoy a move-in ready home, this property presents an opportunity to explore the possibilities of life in Holiday, FL. With its accessible location, this house is a great option for anyone looking to enjoy what the area has to accord.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Turn-Key 3 bedroom home with Dual Primary Suites-Ideal for Multi-Generational Living or Income Potential! Welcome to this spacious 3bedroom, 3 bathroom home located in the established Holiday Lake Estates community. Offering 1,667 sqft of living space, this home features a flexible split-bedroom floor plan with two primary suites, making it perfect for multi-generational living, guests, or potential rental income. The interior showcases an open layout with tile flooring, solid wood cabinetry, and a beautifully updated kitchen featuring granite countertops, stainless steel applicances, and a custom backsplash. An eat-in kitchen area provides additional dining space and is ideal for everyday living. Major updates include updated electricial system, tankless water heater, and newer central AC, providing peace of mind for years to come. Situated on a fenced lot with a 1-car attached garage, this property offers both privacy and functionality. With no HOA restrictions, homeowners have added flexibility for personal use or investment. Conveniently located near schools, parks, shopping, dining, and Gulf beaches, this property combines comfort, value, and versatility. Whether you're looking for a primary residence, multi-generational home, or income-producing opportunity, this property checks all the boxes. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

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

Listing Agent: Ron Astorga (407-595-2272)

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: 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: Under contract-accepting backup offers. Welcome to the low maintenance Florida style living! This inviting first floor, 2-bedroom, 2-bath villa in Holiday, FL, offering comfort, convenience, and a gorgeous pond view right from your backyard. This home features an open floor plan that fills the living area with natural light and creates a spacious, welcoming feel—perfect for relaxing or entertaining. Enjoy tranquil mornings on your private patio overlooking the water, and appreciate the ease of covered parking right at your doorstep. Both bedrooms are generously sized, and the split layout offers privacy for guests or family members. Located close to shopping, dining, beautiful Gulf beaches, and scenic county parks, this villa puts you near everything you need while still offering a peaceful, low-maintenance lifestyle. Was just recently painted outside front and back! Whether you're looking for a seasonal escape or a full-time Florida home, this charming villa is a must-see. X flood zone NO FLOOD insurance.

Listing is courtesy of: REALNET BROKERAGE (727-753-8555)

Listing Agent: Marcus Howard (727-421-0055)

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: 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: 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: 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)