Holiday Single Family Homes For Sale - 220 homes

Remarks: Investor special in Holiday! This property offers a great opportunity for renovation or rental income potential. Situated in a convenient location near the Gulf, parks, and local amenities. Sold As-Is; Buyer to verify permits/square-footage.

Listing is courtesy of: NEW VISION REALTY INC (727-286-2356)

Listing Agent: Yasmina Jacaj (727-400-2352)

Remarks: Welcome to 4344 Oak Bluff Avenue in Holiday, Florida — a beautifully updated home offering comfort, flexibility, and peace of mind with major improvements already completed. This move-in-ready property features an oversized primary suite that provides the perfect private retreat with plenty of space to relax and unwind. The fully finished garage is a standout feature, complete with its own mini-split air conditioning system, making it ideal for a home office, gym, workshop, game room, or additional entertainment space. Recent big-ticket updates include a newer HVAC system, roof, and fencing, all approximately two years old, giving buyers confidence and reducing future maintenance concerns. Whether you're looking for extra living space, a functional work-from-home setup, or simply a well-maintained property with modern upgrades, this home delivers exceptional value. Conveniently located near shopping, dining, schools, parks, and Florida's beautiful Gulf Coast beaches, this is an opportunity you won't want to miss. Schedule your private showing today your home awaits!

Listing is courtesy of: HOMEXPRESS REALTY, INC. (813-641-2500)

Listing Agent: Chris Gonzalez (813-391-3774)

Remarks: Short Sale. Short sale opportunity with no bank-approved price established yet. Situated in a quiet waterfront neighborhood, this spacious home offers the perfect blend of Florida living and everyday convenience, just minutes from shopping, dining, entertainment, and major commuter routes. Inside, you'll find a bright and open floor plan designed for comfortable living and entertaining. The expansive living and dining areas flow seamlessly into a large open-concept kitchen featuring abundant cabinet space, generous countertops, a center island, breakfast bar seating, and excellent sightlines throughout the main living spaces. Large windows and sliding glass doors bring in an abundance of natural light while showcasing views of the outdoor living areas. The home offers spacious bedrooms, updated bathrooms, and flexible living spaces to accommodate a variety of lifestyles. The primary suite provides a comfortable retreat with ample space and private bath access. Step outside to enjoy the ultimate Florida lifestyle with a screened pool enclosure, expansive patio space, and waterfront views that create the perfect setting for relaxing, entertaining, or enjoying beautiful sunsets. Whether you're hosting guests or enjoying a quiet evening by the water, this outdoor space is sure to impress. Located in a peaceful waterfront community while remaining close to restaurants, shopping centers, entertainment venues, and everyday conveniences, this property presents a unique opportunity for buyers seeking location, lifestyle, and value. Property is being sold as a short sale and all terms, conditions, and final sale price are subject to lender approval.

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

Listing Agent: Chris Sakamoto (904-200-7535)

Remarks: Welcome to this beautifully updated, move in ready dream home! Open floor plan, many updates! NEW ROOF IN 2022, NEW AC IN 2026! Fresh Paint, Updated Kitchen and bathrooms, and much more!!!!! Beautiful water resistant lifelock flooring throughout. The cook in your house will appreciate the spacious kitchen featuring all brand new all wood cabinets, custom granite countertops as well as a brand new stainless appliance package. The open floor plan and Private backyard make this home great for entertaining. Great curb appeal and beautiful interior make this home move in ready! Location is PERFECT near shopping, restaurants, schools, parks/recreation facilities, medical plazas, beaches & tourist attractions. MAKE THIS YOUR FUTURE HOME!

Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)

Listing Agent: David O'Brien (813-361-0001)

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: Under contract-accepting backup offers. Welcome to 3132 Jackson St in Holiday, Florida—where modern updates meet peaceful waterfront living. This beautifully renovated 2-bedroom, 2-bath home is completely move-in ready and includes a 1-year home warranty, giving buyers added peace of mind from day one. Inside, you’ll find a fully updated interior featuring a brand-new kitchen with modern finishes, new appliances, updated light fixtures, and durable luxury vinyl flooring throughout, creating a clean and cohesive feel. Major improvements include a brand-new roof (2025), offering long-term value and confidence in your investment. Step outside and experience true Florida living. This property features a private floating dock, perfect for boaters, kayakers, and water lovers, with direct access to Lake Conley and the surrounding canal system. Enjoy serene water views, natural vegetation, and local wildlife right from your backyard. Relax in your screened-in lanai with your morning coffee or unwind in the evening while taking in the tranquil setting and quiet neighborhood atmosphere. Conveniently located just a short drive from local beaches, shopping, dining, and everyday amenities, this home offers the perfect balance of comfort, convenience, and lifestyle. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this property checks all the boxes and had no water intrusion during Helene or Milton.

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

Listing Agent: Tim Kramer (727-276-0048)

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: 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: Fully furnished and move-in ready, this charming 2-bedroom, 1-bath home with a 1-car garage offers comfort, convenience, and versatility — perfect for first-time homebuyers, seasonal residents, or as a rental investment. The well-maintained interior features a cozy living room with a decorative fireplace, ideal for relaxing during cooler winter evenings. The home also includes a washer and dryer, an additional shower in the garage, and a spacious enclosed patio overlooking the fenced backyard — great for entertaining, pets, or enjoying outdoor privacy. Additional highlights include a sprinkler system and a roof replaced in 2012. There are no HOA fees and this home does not need flood insurance. If you want to join the HOA it is $100 a year and there is a beautiful pool and activities at the club house. Conveniently located near shopping, dining, medical facilities, parks, and beautiful Florida beaches, this property combines comfort with an unbeatable location.

Listing is courtesy of: FLORIDAS BEST HOMES REALTY LLC (727-458-6504)

Listing Agent: Patti Morris (727-331-1339)

Remarks: Welcome to this beautifully maintained property, boasting a fresh interior paint job in a neutral color scheme that complements any decor style. The kitchen is a chef's dream, equipped with all stainless steel appliances. The fenced-in backyard provides privacy and security, and includes an additional covered patio space for outdoor activities. This property is a must-see for anyone seeking a home that combines style, comfort, and functionality. Don't miss out on this gem! Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Welcome to this inviting 2-bedroom home located in the heart of Holiday, Florida. This updated residence features stylish wood-look flooring throughout, offering both durability and a modern aesthetic. Enjoy peace of mind with a freshly painted interior and exterior, giving the home a clean, modern look. The kitchen has been completely renovated with brand-new cabinets, elegant quartz countertops, and new stainless steel appliances—perfect for cooking and entertaining. The main bathroom has been tastefully remodeled with contemporary finishes. Newer garage door and water heater. Relax or entertain on the back patio, and take advantage of the fully fenced backyard for added privacy and security. Situated in a convenient location close to shopping, dining, and major roadways, this home blends comfort, style, and practicality. Don't miss your chance to make this move-in ready gem your own!

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

Listing Agent: Tom Wibirt (727-267-1930)

Remarks: New roof. New septic. Motivated sellers. What are you waiting for? This 2-bedroom, 1-bath Holiday home with a potential third bedroom is priced to sell and ready to close. The big expenses are already handled — brand new roof with a transferable warranty, fully replaced septic system, and a 4-point inspection in hand. Central location, minutes from everything on US-19. First-time buyer, investor, downsizer — this one works for all of it. Sellers want a deal done. Come with an offer. 3438 Kimberly Oaks Dr, Holiday, FL | 2 Bed / 1 Bath | 988 Sq Ft | New Roof | New Septic | 4-PT coming soon

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

Listing Agent: Hunter Austin (352-249-6979)

Remarks: One or more photo(s) has been virtually staged. Introducing 4808 Bonton Drive, a move-in-ready 2-bedroom, 1-bathroom home offering affordability, flexibility, and peace of mind. All with no HOA fees and no flood insurance required. As you pull into the driveway, you’ll immediately appreciate the inviting curb appeal, spacious front yard, and welcoming covered entry. Inside, the home features a bright and functional layout with tile flooring throughout, generous living spaces, and an enclosed Florida room that provides valuable additional square footage. Whether you need a home office, family room, fitness area, or playroom, this versatile space adapts to your lifestyle. The kitchen offers ample cabinet and countertop space, a large farmhouse-style sink, and views of the backyard, while both bedrooms are comfortably sized with built-in closets and abundant natural light. The updated bathroom features modern finishes and a clean, contemporary feel. Step outside to enjoy the covered and screened patio overlooking a fully fenced backyard that's perfect for pets, entertaining, gardening, or simply enjoying Florida’s beautiful weather. With plenty of room to add a fire pit, outdoor dining area, or play space, the backyard offers endless possibilities. The attached one-car garage provides additional storage and includes a laundry area with utility sink. Conveniently located near shopping, dining, medical facilities, parks, schools, and Gulf beaches, this home offers easy access to everything the area has to offer. Whether you’re a first-time homebuyer, seasonal resident, downsizing, or looking for an investment opportunity, 4808 Bonton Drive delivers exceptional value, a functional floor plan, and a backyard you’ll love to enjoy year-round.

Listing is courtesy of: ABBAS REALTY GROUP LLC (727-479-8560)

Listing Agent: Despoina Marangidou (475-312-7344)

Remarks: Under contract-accepting backup offers. Fully renovated 4-bedroom, 3-bath home with a modern open layout and high end finishes throughout. beautiful kitchen, stainless steel appliances, and a large island perfect for entertaining. Update bathrooms, luxury vinyl flooring and plenty of natural light. Spacious lot with private fence yard and extended driveway. NO HOA!!! Conveniently located near major roads, Shopping, and dining. Move in ready!!!

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

Listing Agent: Yailin Tejeda (813-455-7987)

Remarks: One or more photo(s) has been virtually staged. This solid concrete block ranch home offers three bedrooms, two bathrooms, and a one-car garage, all situated just minutes from US Highway 19 and a short drive to the charm of downtown Tarpon Springs and the world-famous Sponge Docks. The freshly painted white exterior with updated landscaping beds and a bold black front door delivers immediate curb appeal, and the foyer entry sets the tone with clean lines, tile flooring, and a set of glass French doors leading directly into a versatile flex room perfectly suited as a home office, den, or third bedroom. The oversized dining room connects to the main living areas with an open pass-through and offers generous space for large-scale entertaining. The kitchen is well-equipped with solid wood cabinetry extending to the ceiling, dark laminate countertops, a tile backsplash, and a full stainless steel appliance package including a side-by-side refrigerator with ice and water, electric range with built-in microwave, and dishwasher. The expansive living room is a standout feature of the home, boasting a distinctive painted wood plank ceiling and a wall of sliding glass doors that fill the space with natural light and provide direct access to the rear patio and fenced yard. The attached garage is exceptionally deep at over 23 feet, features a utility sink, an automatic opener, laundry hookups. It's ideal for a workshop, hobby space, or future conversion. A full fence encloses the rear yard and a concrete patio provides the foundation for outdoor living. With easy access to US-19 for commuting throughout Pasco and Pinellas counties, proximity to the beaches of the Gulf Coast, and just a quick trip to the waterfront dining and cultural attractions of Tarpon Springs, this home offers a practical and well-located lifestyle at an exceptional value.

Listing is courtesy of: BIRCH HAVEN REAL ESTATE, LLC (813-924-0251)

Listing Agent: Dalton Robinson (813-924-0251)

Remarks: BRAND NEW ROOF installed in May. Welcome to this beautifully updated one-story home offering 3 bedrooms, 2 full bathrooms, and a 1-car garage, perfectly situated on a quiet dead-end street for added privacy and minimal traffic. This move-in ready property has been thoughtfully renovated throughout, making it an ideal option for both homeowners and investors alike. Step inside to discover a bright and inviting interior featuring brand-new flooring throughout, all new interior doors, and modern finishes that create a fresh, cohesive look. The fully renovated kitchen is a standout, showcasing stylish white cabinetry, sleek quartz countertops, and recessed lighting—perfectly designed for both everyday living and entertaining. Both bathrooms have been completely updated with contemporary finishes, offering a clean and modern feel. Major system upgrades provide peace of mind, including a new AC system and a newer water heater. Enjoy relaxing mornings or evening gatherings in the enclosed covered lanai, adding valuable indoor-outdoor living space. Additional upgrades include new window blinds throughout the home for a polished, move-in ready touch. Conveniently located within walking distance to the elementary school and Publix, this home makes everyday living effortless. Situated in Holiday, you’ll enjoy quick access to shopping, dining, parks, and major roadways, with beautiful Gulf Coast beaches just a short drive away. Best of all, there are no HOA or CDD fees, giving you added flexibility and savings—making this an even more attractive option whether you're looking for a primary residence or a smart investment opportunity.

Listing is courtesy of: 27NORTH REALTY (813-645-4663)

Listing Agent: Linda Santa (856-220-3217)

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: Under contract-accepting backup offers. Welcome home! This charming and affordable starter home is a perfect opportunity for buyers looking to get into homeownership without breaking the bank. Featuring a clean, well-maintained interior and brand-new appliances, this home is truly move-in ready and ideal for first-time buyers, downsizers, or anyone looking for a great value. Enjoy a bright open living space, easy-care flooring, and plenty of natural light throughout. The home offers a cozy layout with comfortable bedrooms and a functional kitchen that’s been refreshed and updated for everyday living. Step outside to a spacious yard with room to relax, garden, entertain, or store your toys and best of all, NO HOA! If you’ve been waiting for a solid home at an affordable price point, this one checks the boxes: clean, updated, and ready for its new owner. Schedule your private showing today!

Listing is courtesy of: COASTAL PROPERTIES GROUP INTER (813-553-6869)

Listing Agent: Zach Senter (727-735-4021)

Remarks: Waterfront Living at its Finest – Nestled in a luxury, family-friendly neighborhood in Holiday, Florida. This stunning 3-bedroom, 2-bath waterfront home with nearly 1,900 sq ft. It offers the perfect blend of comfort, style, and a ultimate Florida boating lifestyle. This property is a true fisherman’s paradise with direct access to the Anclote River and just a short boat ride to the famous Tarpon Springs Sponge Docks then out to the Gulf of Mexico. A Home Designed for Comfort & Style. Step inside to an open-concept floor plan with seamless tile flooring throughout. This creates a clean and modern flow perfect for entertaining with everyday living. The custom kitchen is a true centerpiece, featuring: Striking waterfall marble countertops, black stainless steel appliances, generous prep including entertaining space and clear sightlines to the living and outdoor areas. The spacious primary suite is your private retreat, highlighted by a luxury wet steam room (5' x 9.5') large enough to accommodate multiple people-bringing spa-level relaxation right into your home. Additional upgrades include: Instant hot water heater – never run out of hot water, solar panels for energy savings, freshly painted, custom entry doors, newer roof, HVAC system, and windows. Outdoor Living Built for the Florida Lifestyle. This home truly shines outdoors. Relax or entertain from the screened-in patio overlooking the water, or take advantage of the huge covered patio with plenty of space for outdoor toys and gear. The beautifully maintained property also includes: New St. Augustine grass installed last year with irrigation system with its own well and on it's completely fenced side yard and backyard. Doggie door for convenient pet access, stamped cobblestone concrete driveway, super gutters installed around the entire home, two-car garage with professional epoxy flooring and warranty. Boater & Angler’s Dream! Situated at the end of the Anclote River, the property offers brackish waterfront known for abundant redfish and snook—often caught right off the dock. Your private waterfront setup includes: 10,000-lb boat lift, large oversized dock for entertaining, floating docks for kayaks, paddleboards, and water toys. double floating wave-runner dock available and recapped and stamped seawall. From your dock, enjoy a short scenic boat ride to the sponge docks, waterfront restaurants, and open Gulf waters. FYI this property has never flooded. Location Perks: You’re just minutes from: Gulf beaches, waterfront dining, boating and fishing hotspots, parks and local amenities. All while enjoying the tranquility of a quiet waterfront neighborhood perfect for families or those seeking the ultimate coastal lifestyle. Whether you’re a boater, fisherman, entertainer, or simply looking for the perfect waterfront retreat, this property delivers the Florida lifestyle at its absolute best.

Listing is courtesy of: PREMIER REALTY (727-687-2324)

Listing Agent: Shawn Miller (727-687-2324)