Holiday Single Family Homes For Sale - 226 homes

Remarks: Virtually Staged. Beautifully updated 2 bedroom, 2 bathroom home offering a clean, modern feel with thoughtful upgrades throughout. Wood grain gray ceramic tile flooring runs throughout, creating a cohesive and low maintenance living space. The open kitchen features beautiful cabinetry, stainless steel appliances, and a functional layout that flows seamlessly into the main living area, ideal for everyday living and entertaining, while natural light fills the space and enhances the home’s bright and inviting atmosphere. The primary bathroom has been fully renovated with modern finishes, including an updated vanity and contemporary fixtures. A second bathroom is located within the garage space, providing added convenience and flexibility. An oversized one car garage includes a wall mounted mini split system, and an additional mini split unit is installed in the primary bedroom, offering enhanced comfort and efficiency. Enjoy a covered front porch with a unique curved architectural design, adding character and curb appeal. Move in ready with a fresh, modern aesthetic throughout, conveniently located close to the coast, and includes a transferable American Home Shield home warranty for added peace of mind. American flag and flagpole shown in photos are no longer on the property.

Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)

Listing Agent: Shelby Baker (727-916-2299)

Remarks: Under contract-accepting backup offers. Welcome to your serene lakeside retreat—a charming two bedroom, two bathroom home nestled right on the waterfront in the heart of Holiday, Florida. NO HOA, NO CDD, NEWER ROOF (2020)! This property boasts historic Florida charm, blending timeless architectural features with modern comforts for a truly unique living experience. Wake up to stunning lake views, relax on your private deck, and enjoy peaceful evenings surrounded by lush mature landscaping. Inside, you'll find thoughtfully preserved details such as classic fixtures and spacious sun-lit living areas that evoke the nostalgia of old Florida. The inviting floor plan ensures easy entertaining, while both bedrooms present tranquil vistas and ample space for unwinding. The UPDATED BATHROOMS provide a touch contemporary convenience. Step outside and embrace the laid-back Florida lifestyle—fish or kayak right from your backyard, host gatherings under the shade of swaying palms, or simply soak up the beauty of the lake. Located just moments from top-rated schools, dining, shopping, and recreation, this home offers both quiet living and exceptional accessibility. With quick access to employment corridors, expressways, and nearby destinations, you can enjoy all the best that Holiday and the surrounding area have to enjoy. Whether you're seeking a weekend getaway or a forever home, this lakefront gem invites you to experience the comfort, character, and convenience you've been waiting for. Discover classic Florida living in a picturesque setting—your dream home awaits!

Listing is courtesy of: PROPERTY HOLDINGS REALTY GROUP (941-704-8059)

Listing Agent: Lindsay Hernandez (813-453-6209)

Remarks: Fully Remodeled Move In ready Corner Lot 3 beds 2 baths home in the heart of Holiday, FL. ZONED MIXED USE - COMMERCIAL OR RESIDENTIAL. Walk into a spacious and bright living room area. House features a brand new kitchen with granite counter top, brand new stainless steel appliances. Both bathrooms have been fully remodeled. Entire house flooring has been upgraded to luxury vinyl plank flooring that is scratch and water resistant for easy and quick maintenance. Large fenced in yard that is perfect for pets and for entertaining. Due to dual zoning, property can beused for variety of businesses, with ample parking spots upfront and large driveway. House is located close to major highways and roads, close to all amenities, grocery stores. It is short drive to Florida's best beaches and Tampa International Airport or St. Pete/Clearwater airport. This one has it all, Book a showing today!!

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

Listing Agent: Caroline Hanna (727-667-8377)

Remarks: Welcome to 3410 Darlington Rd,  the perfect move-in-ready opportunity for anyone looking for a beautifully updated home without the renovation headaches. This 3-bedroom home features a bright, modern interior with brand new luxury vinyl plank flooring throughout, fresh paint, new light fixtures and other stylish updates completed in 2026. The fully renovated kitchen shines with white shaker cabinetry, stone countertops, attractive tile backsplash, and all new stainless steel appliances, creating a clean and timeless space perfect for everyday living and entertaining. The bathrooms have also been tastefully updated with fresh modern finishes. Major improvements include a new roof in 2024 and HVAC in 2022 for added peace of mind. Enjoy a circular driveway and attached 1-car garage for plenty of parking. This turnkey home combines major updates and affordability all in one package.

Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)

Listing Agent: Angela Balthazar (727-421-0272)

Remarks: Under contract-accepting backup offers. Welcome home to 1623 Plum Tree Rd, a beautifully updated and truly move in ready located in a no flood insurance required area. This charming 2 bedroom, 1 bathroom home with a 1 car garage has been thoughtfully renovated from top to bottom. Roof 2022, AC 2023, Water heater 2021, Garage door 2022, Electrical panel 2017,brand new flooring throughout installed in 2026 along with fresh interior paint completed in 2026, creating a clean modern feel the moment you walk in. The bathroom has been completely remodeled with tasteful finishes that elevate the space and add a touch of modern comfort. Step outside to a screened lanai, perfect for relaxing, entertaining, or enjoying Florida evenings in comfort. This home will not last long, Schedule your showing today!

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

Listing Agent: Zayna Malasi (727-248-0091)

Remarks: Under contract-accepting backup offers. Welcome to a warm and inviting home with great bones, thoughtful upgrades, and endless potential to make it your own. Whether you’re searching for your first home, a peaceful place to retire, the perfect downsizing opportunity, or a smart investment property, this charming residence offers comfort, value, and flexibility for every stage of life. Located in the quiet and established Forest Hills community of Holiday, this move-in ready 2-bedroom, 1.5-bath home features a functional layout, indoor laundry, and a versatile Florida room perfect for entertaining, relaxing, working from home, or creating additional living space. Major improvements have already been completed for peace of mind, including a NEW roof (2024), AC system (2021), septic drain field & pump (2026), hurricane-impact front windows (2025), updated insulation, and a new garage door. Step outside and enjoy a private backyard retreat complete with a wood deck, tiki-hut style pavilion, and extra storage space — perfect for enjoying Florida living. Conveniently located just minutes from Gulf beaches, parks, shopping, dining, golf courses, and Lake Diana, this home combines affordability, location, and long-term value at an attractive price point.

Listing is courtesy of: SIVEN PREMIER REAL ESTATE (813-419-7009)

Listing Agent: Fanta Traore (863-282-9602)

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: Welcome home to this lovely Four bedroom two bath home with a fantastic front porch and fenced backyard! This property boasts fresh paint and new appliances with ceramic tile throughout. Fantastic oversized one car garage and an oversized driveway make for fantastic parking. This property has the fenced backyard with an additional parking pad on the side of the home for that boat or RV. Come take a look at this home and make it your own today.

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

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

Remarks: Welcome to 2906 Windridge Drive a large lake front lot where peace of mind meets luxury living and you can catch morning sunrises over the lake to start your days off right ! This stunning waterfront dream home is proudly situated in a non-flood zone, ensuring that flood insurance is not required. This feature, combined with the home’s elevated position, offers unrivaled security and stability, even through recent storms. Located in the prestigious and sought after Gulf Trace community, this home is perfectly nestled between the charming Tarpon Springs and the up-and-coming charm of New Port Richey, placing you just 10 minutes from all the excitement and amenities of New Port Richey. Plus, you're only 2 miles from the serene Key Vista Gulf Front Nature Park and the breathtaking Gulf of America , and just a few miles from Anclote Gulf Park and Anclote River Park with plenty of places to put your boat or jet ski in the water . This Arthur Rutenburg-built masterpiece offers million-dollar views over a pristine lakefront lot—one of the best in the neighborhood. With 3 bedrooms and 2 bathrooms, the home boasts a remodeled and thoughtfully designed layout that balances cozy vibes with luxury finishes . Custom lighting and dimmer switches have been installed to create the perfect mood. Custom interior and exterior paint, designer lighting with dimmer switches, and attention to every detail elevate the space, making it the ideal retreat. Wake up every morning to amazing sunrise views from your waterfront haven, while enjoying the wildlife-filled surroundings—including peacocks, turkeys, cranes, ducks, and even rare white peacocks—creating a truly tranquil and picturesque environment. From the high and dry lot to the thoughtfully designed living spaces, 2906 Windridge Drive offers a safe, elevated lifestyle with all the comforts and stunning views you deserve. This is a rare opportunity to own a piece of paradise where luxury, location, and peace of mind come together seamlessly.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)

Listing Agent: Christopher Grasso (727-379-2376)

Remarks: Welcome to your own piece of Florida paradise! Enjoy peaceful water views from your screened-in lanai with this spacious 2-bedroom, 2-bathroom waterfront home with no HOA! Inside you will find ceramic tile throughout, with updates including stainless steel appliances in kitchen, and hurricane proof windows/sliding glass doors. Features also include one car garage and newer Roof / AC. Home is ready for your personal touches – fantastic opportunity in a convenient location near the Coast!

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

Listing Agent: Sherry Merriman (724-494-7727)

Remarks: This charming 3-bedroom, 2-bathroom home with a 1-car garage, features a cute stone façade, an extra-wide driveway offering generous parking, and a sidewalk that adds to the neighborhood’s walkable feel. A covered front entry welcomes you in, accented by decorative wood shake shingles, and a small tiled front porch, perfect for enjoying a quiet moment outdoors. Step inside to a bright foyer with white tile flooring that sets the tone for the home’s clean and comfortable layout. To the right, the living room features wood-look laminate flooring and a large window that fills the space with natural light, creating a warm and welcoming atmosphere. Straight ahead from the foyer, the kitchen and breakfast nook open up with white tile flooring and a functional, airy design. The kitchen is equipped with stainless steel appliances, an open pantry, a small breakfast bar, and a unique pass-through opening above the double sink that connects visually to the adjacent living space—perfect for entertaining or staying connected while cooking. A door from the kitchen provides direct access to the garage for added convenience. Just beyond the breakfast nook, you’ll find a spacious additional room that can easily serve as a formal dining area or a comfortable family room, offering flexibility to suit your lifestyle. The primary bedroom features large square tile flooring, a walk-in closet, and an ensuite bathroom with white cabinetry, a single vanity, and a step-in shower. A second bedroom includes two built-in closets, while the third bedroom offers tile flooring and a built-in closet of its own. The second bathroom is equipped with a step-in shower and grab bars for added accessibility. Sliding glass doors from the family or dining area lead into a large sunroom currently being used as an additional bedroom. This light-filled space features tile flooring and an abundance of windows, making it ideal as a sunroom, guest space, home office, or hobby room. Several exterior windows are fitted with awnings, adding both charm and shade. Out back, the rear yard provides a spacious canvas with plenty of room to add future enhancements such as a garden, expanded patio, outdoor entertaining area, or other custom improvements; ready for you to make it your own. Living in Holiday places you close to Anclote River Park and Anclote Gulf Park for waterfront views, boating, and sunsets, the famous Tarpon Springs Sponge Docks for dining and culture, nearby Gulf beaches for relaxation and fishing, and convenient access to shopping, restaurants, and everyday essentials along US-19. This home offers comfort, flexibility, and a great location to enjoy the Florida lifestyle.

Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (352-686-0540)

Listing Agent: Ross Hardy (352-428-3017)

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: Property situated on Oversized corner lot, the roof is 2016, NO sinkhole, No HOA, NO CDD, this two bedroom, one bathroom home, has been freshly painted with vinyl floors perfect for its new owner. Step into the front door and enter the family room and continue straight ahead into the update kitchen contains, fresh back-splash , . To the right notice the extra space , florida room which can be used as a den or perfect for office space. To the left of the family room , 2 bedroom and a bathroom . Conveniently located off of Hwy 19 ,lots of shopping, grocery stores, hospitals, doctor offices, restaurants, and 2 major airport . 30 minutes from famous clearwater beach , honeymoon island and Tarpon Springs Sponge Docks , make this location perfect for you new home .

Listing is courtesy of: 1ST INVESTMENT REALTY GROUP LLC (813-841-3613)

Listing Agent: Mayla Benitez (786-970-1917)

Remarks: Under contract-accepting backup offers. GREAT HOME FOR THE GROWING FAMILY. LARGER THAN NORMAL BEDROOMS, PLENTY OF CLOSET SPACE. LIGHT AND BRIGHT UPGRADED KITCHEN WITH GRANITE COUNTERS INCLUDING A FAMILY ROOM KITCHEN COMBO. EVEN A WINDOW AT SINK TO LOOK OUTSIDE. LARGE LIVING ROOM WITH A LARGE WINDOW FOR LIGHTING. OUTDOOR COVERED PATIO AREA FOR A PARTY AND NEXT TO THAT IS A EXTRA OUTDOOR KITCHEN AREA. YOU WILL FEEL AT HOME HERE. SINGLE CAR GARAGE FOR YOUR OR STORAGE. WASHER/DRYER HOOK UPS. UP GRADED ELECTRICAL PANEL AND WATER HEATER. NO FLOOD INSURANCE HERE.

Listing is courtesy of: TEAM AMERICAN REALTY, INC. (813-886-0777)

Listing Agent: Luis Gonzalez (813-886-0777)

Remarks: Welcome to 3816 Beacon Square Drive—a charming 3-bedroom, 2-bath single-family home nestled on a generous sized lot, offering serene nature views in the heart of Holiday. This move in ready home is surrounded by abundant outdoor space and palm trees, this home offers a perfect Florida retreat with classic style, that has been impeccably maintained. Inside, luxury vinyl flooring flows throughout, enhancing the home’s timeless appeal. Filled with natural light, the interior is bright, inviting, and truly move-in ready. Thoughtful upgrades blend vintage character with modern comfort. Enjoy the spacious, fully fenced backyard—perfect for pets, gardening, or outdoor gatherings—along with the convenience of a single-car garage for parking or additional storage. Rediscover the essence of a simpler lifestyle in this well-appointed home. In 2019, the home received a new roof, new ductwork and insulation, along with a complete main-house renovation that included a new kitchen, flooring, baseboards, ceiling fans, main bathroom, lighting, doors, and appliances. Since then, additional major updates include new windows and a new garage door in 2023, as well as a new dishwasher and a new AC unit and handler in 2025. The property has also been refreshed with updates to the in-law suite (including new flooring and vanity), main bathroom floor tile, patio improvements, fresh interior and exterior paint, and new toilets throughout. Conveniently located near Gulf beaches, dining, and shopping, and the Beacon Square Civic Association. This property also remained unaffected during the 2024 hurricanes. With solid block construction and a prime location, this home offers exceptional potential—schedule your private showing today!

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

Listing Agent: Michael Owens (727-204-7204)

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: PRICE IMPROVEMENT!!! Welcome to your new home! Located in Holiday FL with no Hoa, CDD, and Not in a Flood Zone. East of US Highway 19. 3 bedrooms and 2 bath 1 car garage and a pool. Large Kitchen with plenty of wood cabinets, Corian counter tops and open to the great room. This space is amazing for those who enjoy family and friends over to watch their favorite teams. Tile covers most of the entire house except for the Primary bedroom which is epoxy flooring. Primary bedroom has a walk-in closet with shelving throughout. Primary bathroom consists of dual sinks and a standup shower. Living room, dining room, and great room are all separate, with a split floor plan. Above ground pool helps keep you cool in the hot summer months of Florida. The front porch is entirely screened in. Shed in the back yard for extra storage.

Listing is courtesy of: F I GREY & SON RESIDENTIAL (727-495-2424)

Listing Agent: Michael Andrade (727-433-2748)

Remarks: Gulf Coast beaches and the iconic Tarpon Springs Sponge Docks just minutes away. This is the kind of Florida lifestyle first-time buyers dream about, and this home puts it within reach. This 3-bedroom, 2-bathroom home with a 1-car garage sits in a non-flood zone community and offers a comfortable, functional layout with genuine upgrades already in place. The kitchen is already the kind most people renovate toward: soft-close cabinetry, designer granite countertops, and Samsung stainless steel appliances ready to go. The primary suite offers a genuine escape with porcelain tile floors and a stunning designer tile shower. A sprawling 17×10 family room flows off the kitchen, and vinyl and tile flooring ties the whole home together beautifully. The major systems are in good shape — 2016 architectural shingle roof, 2016 AC, and a 2021 water heater. Priced to reflect its current condition, meaning you get a well-located, upgraded home with genuine upside. Affordable, move-in friendly, and steps from everything the Florida lifestyle has to offer. If you’ve been waiting for the right moment to stop renting and start owning, or looking for a second home in the Gulf Coast, this is it. Florida lifestyle. Real value. This is the one.

Listing is courtesy of: ENGEL & VOLKERS BELLEAIR (727-461-1000)

Listing Agent: Michele Strong (727-688-0221)

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)