Holiday Single Family Homes For Sale - 227 homes

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: Spacious single-family home in the Beacon Square Subdivision in the heart of Holiday. Home features 3 large bedrooms, 2 Full bathrooms with ceramic tile floors throughout home. The open floor plan creates a bright and spacious living area connecting the living room, dining room, kitchen, and enclosed Florida Room. And there's a 1 car garage and fenced backyard. Beacon Square is minutes away from the Gulf of Mexico with lots of activities such as shopping, dining out and beach activities.

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

Listing Agent: Michael Eddings (813-480-6026)

Remarks: Seller is offering $10,000 in concessions and is highly motivated to get this home under contract this month! Welcome to 1715 Kenilworth Street in Holiday, Florida — a beautifully renovated NO HOA home that's move-in ready and packed with value. Featuring updated interiors, modern finishes, and a functional layout, this home is perfect for comfortable living and entertaining. Step outside to enjoy your private pool and spacious backyard, ideal for relaxing and enjoying the Florida lifestyle year-round. This home is ready for its next owner. Schedule a Private Showing today!

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

Listing Agent: Alejandro Conti (321-424-8903)

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: Move-in ready home for you in a quiet neighborhood, but very close to shopping and easy to commute. Nicely updated and very little lived in by the owner, who was coming only for a couple of months in winter time. Roof, windows and entry door were replaced in 2015. All floors are tiled, kitchen has nice wooden cabinets, like new appliances, and washer and dryer in the garage. Furniture is negotiable. A good size enclosed back porch gives you place to relax and a very large back yard with chain link fence all around. Nice curb appeal and all rooms of good size. Owner recently installed additional insulation, for energy efficiency. This is a great opportunity for a first time buyer to enjoy homeownership.

Listing is courtesy of: OLYMPIC REALTY SERVICES LLC (727-937-0107)

Listing Agent: Maria Kastritsos (727-460-6383)

Remarks: Imagine stepping into your own slice of sunshine, a darling, move-in-ready home in Holiday, Florida, that feels like a warm hug from the moment you arrive. Fresh interior and exterior paint create a bright, inviting atmosphere, while thoughtful updates throughout offer comfort and peace of mind. Perfectly situated, you're just minutes from some of the area's most beautiful beaches and state parks, including Fred Howard Park, Sunset Beach, and Anclote River Park, all within about a 15-minute drive. Need to travel ~ Tampa International Airport is only about 40 minutes away, giving you easy access while maintaining the relaxed coastal lifestyle you love. Inside, you'll find two generously sized bedrooms and an updated full bathroom, along with brand-new carpeting that adds a fresh, cozy touch. The updated kitchen is the perfect place to enjoy your morning coffee, while the dedicated indoor laundry room conveniently located in the partially converted one-car garage which offers exceptional flexibility. With existing plumbing already in place, the space could easily be transformed into a second full bathroom. Prefer the full garage, simply remove the wall and reclaim the original layout. Major updates provide true peace of mind, including a **2022 Roof, 2021 HVAC system, brand-new water heater (2026), new garage door (2021), and a brand-new septic system installed in May 2026**. With so many big-ticket items already taken care of, you can move in and simply enjoy your new home. Step outside to your own private retreat. The fully fenced backyard offers plenty of room to play, garden, or relax, while the covered back patio is perfect for evening breezes, weekend barbecues, or watching the sunset. Even better, this space has the potential to be enclosed, creating approximately 250 square feet of additional living area and adding even more value to the home with minimal effort. The photos truly say it all, this home is as cheerful and welcoming as it looks. Whether you're a first-time homebuyer ready to put down roots, an investor seeking strong rental potential, or a snowbird looking for an affordable, low-maintenance coastal getaway, this property checks all the boxes. With **NO HOA and NO deed restrictions**, you'll enjoy the freedom to make it your own while benefiting from easy access to Gulf beaches, parks, and all the amenities the Tampa Bay area has to offer. Your story begins here. Come see how easily this house can feel like home.

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

Listing Agent: Jessica Christianson (719-229-1763)

Remarks: Great Starter or Investor Home with 2 Bedroom 1 Bathrooms 1 Car Garage NO HOA and a Fenced Backyard Located in the Crest Ridge Gardens Neighborhood. Home has tons of upside with some finishing touches needed. Kitchen has plenty of cabinet and countertop space. Home also has plenty of storage and a bonus room which can be used as an office or playroom. Exterior covered/screened in patio offers a great space to relax while the fenced backyard is perfect for a cookout or the pets to play. The location is close to everything including Tarpon Springs, Sponge Docks, Anclote Park, shopping, restaurants, grocery, entertainment, schools, US Hwy 19 and the beaches! Please call to schedule a showing today!

Listing is courtesy of: MIGHTY REALTY INC (407-403-6540)

Listing Agent: Aaron Mighty (407-914-7799)

Remarks: Welcome to this spacious 2-bedroom, 2-bath home with a 2-car garage offering over 1,700 square feet of living space, surrounded by lush tropical landscaping. An inviting arched doorway welcomes you into the open floor plan featuring a vaulted ceiling in the entryway and a warm living room with a fireplace. The separate dining area includes sliding glass doors leading out to the screened lanai and pool area, creating a great indoor-outdoor flow. The galley-style kitchen features a breakfast nook with an abundance of windows overlooking the backyard, along with French doors opening to the covered lanai. The spacious primary suite offers an ensuite bath with dual sinks, a walk-in closet, and plenty of storage space. The secondary bedroom is generously sized and conveniently located near the guest bathroom, providing comfort and privacy for family or visitors. An additional office/flex room provides versatility for working from home, hobbies, or guest space. Enjoy Florida living with the screened-in pool, covered lanai, and fenced backyard. Conveniently located near shopping, restaurants, hospitals, and beaches, with low monthly HOA fees. This home offers great potential and is ready for your personal updates and finishing touches to truly make it shine again. AC is currently not working. Schedule your private showing today.

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

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

Remarks: Stunning Move-In Ready 5BR/3BA Home with Private In-Law Suite and Solar Panel System! This incredible home boasts a separate entrance private in-law suite (1BR/1BA with living room and kitchen!), making it perfect for rental income, guests, or multi-generational living. With fully paid-off solar panels, you can enjoy energy savings from day one. Plus, hurricane-rated doors and garage door provide peace of mind during storm season. Located just minutes from shopping, restaurants, and local attractions like Anclote River Park and Key Vista Nature Park, this home offers endless outdoor activities for you to enjoy. The recently completed Coastal Anclote Trail provides a safe and scenic route for walking, cycling, and skating, connecting you to the beautiful Pinellas Trail. Don't miss out on this exceptional opportunity to own a home with NO HOA fees, NO CDD fees, and a newer aluminum roof. Schedule a showing today and make this dream home yours!

Listing is courtesy of: VANDERLEELIE & ASSOC.RE ESTATE (813-245-2068)

Listing Agent: Jocelyn Carbonelli (724-923-0956)

Remarks: Step into a piece of Florida charm at 1617 Derrick Street, Holiday, FL. This lovingly maintained 3-bedroom, 2-bath home with a 1-car carport sits on an expansive corner lot and offers a rare opportunity to own a home that has been beautifully preserved while showcasing the character and craftsmanship of its original 1967 construction. From the moment you enter, you'll appreciate the stunning terrazzo floors that flow throughout much of the home, providing timeless style and durability. The original kitchen and bathrooms have been exceptionally cared for and remain in excellent condition, offering the kind of authentic mid-century character that is becoming increasingly difficult to find. For buyers who appreciate nostalgic details and vintage charm, this home is a true gem. Outside, classic metal awnings provide both character and practical storm protection, while the generous corner lot offers plenty of space for gardening, entertaining, or simply enjoying the Florida sunshine. Located in the heart of Holiday, this home combines a peaceful residential setting with convenient access to shopping, dining, parks, and the beautiful Gulf Coast. Enjoy nearby beaches, waterfront parks, boating, fishing, and some of Florida's most spectacular sunsets, all just a short drive away. If you've been searching for a home with authentic character, exceptional upkeep, and a location that embraces the laid-back Florida lifestyle, 1617 Derrick Street is ready to welcome you home.

Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)

Listing Agent: Michael Nolan (813-766-8520)

Remarks: Move-in ready and packed with value! This charming 2-bedroom, 2-bath block home with a 1-car garage is an excellent choice for first-time buyers, snowbirds, or anyone seeking an affordable Florida retreat. Enjoy peace of mind knowing the major updates have already been completed, including a newer roof, air conditioning system, and tankless water heater. The functional floor plan offers comfortable living spaces with plenty of opportunity to personalize and make it your own. Conveniently located near shopping, dining, beaches, and just minutes from the famous Tarpon Springs Sponge Docks, this home combines location, affordability, and big-ticket improvements. Whether you're looking for a primary residence, second home, or investment opportunity, this property is a must-see!

Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)

Listing Agent: Gina Bothwell (727-645-1161)

Remarks: Move-in ready three-bedroom, two-bathroom home in the Lullaby Gardens neighborhood. This residence features an inviting interior highlighted by tall ceilings in the living room, creating an airy and spacious atmosphere. The updated kitchen is a standout, boasting granite countertops and modern stainless steel appliances. The layout offers a perfect blend of comfort and functionality, extending to a private, fully fenced backyard that provides a secure space for outdoor activities. Conveniently located just miles from multiple Gulf beaches and the famous Sponge Docks, this home is perfectly positioned for enjoying local dining, shopping, and entertainment. With its prime location and move-in ready condition, this home is ideal for enjoying the best of coastal Florida living. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Stunning Pool Home with Breathtaking Lake Views in Beacon Square! This beautifully remodeled, expansive residence is one of the largest in the neighborhood, boasting over 1,500 sq. ft. of fully updated living space. Featuring a perfect split-bedroom floor plan, the layout offers a separate living room, dining room, family room, and versatile space with excellent potential for a third bedroom. Step inside to find a gorgeous new kitchen, two completely updated bathrooms, new flooring throughout, and a freshly painted interior and exterior. The spacious kitchen features a convenient pass-through window to the screened-in lanai, creating an effortless indoor/outdoor flow for entertaining. Unwind in your private, "bug-free" caged pool yard, where you can swim in the newly resurfaced inground pool while enjoying spectacular sunsets and cool evening breezes off the spring-fed lake. Complete Peace of Mind: This home has an updated electrical panel, and a history of never flooding! Located on the highly desirable water-side of US-19, you are just a short trip away from Gulf Harbors Beach Club, Green Key Beach, and Robert K. Rees Memorial Park, with endless dining and shopping options nearby. Move-in ready and perfect as a primary residence or a vacation getaway—schedule your tour today!

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)

Listing Agent: Octavia Cheveresan (727-403-8948)

Remarks: Virtually Staged. Welcome home to this beautiful 3-bedroom, 2-bathroom home with a two-car garage situated on the serene shores of Lake Conley. As you step inside, you will immediately appreciate the bright, open feel of the home, enhanced by a neutral color palette that creates a warm and inviting atmosphere. The spacious living room provides plenty of room for relaxing or entertaining guests, while the adjacent dining area, conveniently located between the living room and kitchen, offers the perfect setting for everyday meals or gatherings. The well-appointed kitchen features stainless steel appliances, granite countertops, and a convenient breakfast bar, making it both functional and stylish. In addition to the living room, the home offers a large family room, providing even more space for entertaining, relaxing, or creating a flexible living area to suit your needs. Just off the family room, you will find an enclosed back porch, the perfect place to unwind while enjoying peaceful views of the lake. Step outside to the open dock, where you can park your boat and enjoy easy access to the water, making lakefront living a reality. The primary bedroom is generously sized and features an en-suite bathroom complete with a large vanity offering plenty of storage and a walk-in shower. Conveniently located near US 19, this home provides easy access to shopping, dining, entertainment, and medical facilities, offering both comfort and convenience. Don’t miss this opportunity to enjoy lakefront living—schedule your private showing today!

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

Listing Agent: Dawn Walls

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: Priced to sell fast. 2-bed, 2-bath home in Holiday with all major systems updated. New AC system and full ductwork replacement in July 2025. Roof and water heater replaced in 2018. Epoxy flooring installed June 2025. Home needs light cosmetic improvements. One-car garage. Two exterior sheds for storage. No HOA. Close to Tarpon Springs, Gulf beaches, shopping, and major roads.

Listing is courtesy of: MY NEW RENTAL (901-550-8381)

Listing Agent: Andrew Pabst (407-225-3035)

Remarks: Welcome Home to this 3 bedroom/2 bath block home. Hard surface flooring and freshly painted throughout. NEW Septic System in 2026, Roof 2022, HVAC 2018, Water Heater 2018. Enjoy the Florida Room and spacious backyard. So close to the sun and fun on the Gulf, many restaurants, and shopping close by.

Listing is courtesy of: POWERS REAL ESTATE SOLUTIONS LLC (904-703-0905)

Listing Agent: Lynne Powers (904-703-0905)

Remarks: Very nice two bedroom two bath home with a one garage available immediately. When entering the property you find yourself in one of two large family living spaces. Property sits on a large corner lot with a fenced backyard. The kitchen has new appliances and is ready to cook your dream meal. Lots of storage with a pantry closet built in to the kitchen. The garage is equipped with washer and dryer hook ups. Freshly painted interior with oversized one car garage. The backyard is completely fenced in and ready for a BBQ. Their is a nice back porch area to enjoy the Florida weather. Close to area beaches and airports this house is ideal for a first time home buyer or an investor looking to add to their portfolio.

Listing is courtesy of: GULF PROPERTY MANAGEMENT LLC (727-639-1949)

Listing Agent: Joel Rodgers (727-639-1949)

Remarks: PROPERTY HIGHLIGHTS • Situated at approximately 14 feet elevation — home and street have NEVER FLOODED, including during the major hurricanes of 2024 • LARGE CORNER LOT WITH NO HOA • Fully fenced backyard featuring double gate access, allowing convenient boat or trailer storage/access • Ideally positioned near waterfront parks, Gulf Coast recreation, local restaurants, and outdoor activities • Approximately 10 minutes to both Downtown Tarpon Springs and Downtown New Port Richey • Less than 10 minutes from Key Vista Nature Park, offering scenic Gulf views, walking and biking trails, hiking paths, and kayak launch access • Approximately 20 minutes from Downtown Dunedin • Convenient access to shopping, dining, entertainment, nightlife, and locally owned coffee shops INTERIOR & EXTERIOR UPDATES • New front entry door • Fresh interior and exterior paint • Updated modern fixtures throughout the home • Brand new kitchen appliances installed December 2025 • New washing machine installed in 2026 • Solid surface countertops installed November 2021 • Bathroom remodeled in 2021 MAJOR SYSTEM IMPROVEMENTS • Complete HVAC system replacement completed October 2021, including condenser, air handler, ductwork, vents, and associated components • Water heater replaced in 2025 • Roof equipped with hurricane clips, providing additional structural reinforcement between the roof system and exterior masonry walls • Full set of hurricane shutters included for all windows ADDITIONAL FEATURES • Monitored ADT security system • Keyless front door entry EXCLUSIONS • Dining room chandelier and kitchen island does not convey and will be removed prior to closing unless otherwise negotiated.

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

Listing Agent: Claudia Balch (813-362-5122)

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)