Holiday Single Family Homes For Sale - 223 homes

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: 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: 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: 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: Experience the perfect blend of comfort and style in this updated turnkey-ready home. Boasting a spacious open-concept layout, the interior features beautiful hardwood and tile flooring throughout. Enjoy the freedom of NO HOA in this meticulously maintained residence. Relax in a private, fully screened outdoor space featuring an in-ground pool and a covered back patio, perfect for entertaining. The home includes a fireplace, ceiling fans, and central electric heat/air. Connected to public water with a private septic system, this gem is truly move-in ready!

Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)

Listing Agent: Scott Fader (248-294-7850)

Remarks: Virtually Staged. Zero-down programs may be available; for qualified buyers. Welcome to your remodeled coastal retreat in Holiday, Florida, just moments from the Gulf of America's stunning beaches. This home is not in a flood zone. This immaculate property boasts a spacious open concept, perfect for modern living and entertaining. Step into an astonishing family room complete with a cozy fireplace, ideal for moments of relaxation and gathering with loved ones. The kitchen is a chef's dream, featuring a beautiful island with quartz countertops and stainless-steel appliances. Don't miss out on this opportunity to own a piece of paradise. Whether you are looking for a vacation gateway or a permanent residence. This home offers unparalleled peace and tranquility in a prime coastal location. Embrace the ultimate in Florida living. Buy your home today and start enjoying this coastal gem today. Down payment assistance might be available for qualified buyers. This property is not in a flood zone.

Listing is courtesy of: SUNSET LAKES REALTY, LLC. (786-234-7349)

Listing Agent: Lazaro Borrego (786-234-7349)

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 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: 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: 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: 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)

Remarks: Under contract-accepting backup offers. Waterfront Retreat with Gulf Access – RV & Boat Ready! NO HOA. Discover the perfect Florida lifestyle in this stunningly remodeled waterfront home. Boasting direct Gulf access via a scenic 20-minute boat ride, this property is a rare find with dedicated space for both your RV and Boat. Highlights of this Move-In Ready Home: Total Peace of Mind: Brand NEW AC, Update electrical panel, new ductwork, and NEW impact-resistant windows & sliders. Designer Interiors: New porcelain tile flooring throughout, fresh interior/exterior paint, and modern epoxy finishes on the garage and porch. Chef’s Kitchen: Updated with stone countertops, a marble herringbone backsplash, and all-new stainless steel appliances. Ultimate Entertaining: Large bonus room with water views, plus a screened lanai for breathtaking sunsets. Bonus Features: Luxury LG front-load laundry, custom stone cladding curb appeal. Whether you're looking for a primary residence, a short-term rental investment, or a winter retreat, this home is minutes from the area’s best dining and shopping.

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

Listing Agent: Lela Pentsa (941-223-5586)