Holiday Homes For Sale & Real Estate - 302 homes

Remarks: Under contract-accepting backup offers. Solid block home priced below recent area sales and offering great upside. Features tile flooring throughout, a functional layout, screened outdoor space, and a spacious yard. Home has been structurally maintained but offers original finishes, making it ideal for cosmetic updates and value-add potential. Featuring an extra bedroom compared to many nearby homes in the neighborhood. Convenient Holiday location close to shopping, dining, and major roadways. Priced to sell and ready for your personal touches.

Listing is courtesy of: ACROPOLIS REALTY GROUP LLC (315-396-0493)

Listing Agent: Sal Degaetano (315-396-0493)

Remarks: Under contract-accepting backup offers. Under contract , accepting backups. 2025 Rebirth Property with Florida Classic Architecture: An upgraded modern gem home with exceptional renovations, featuring 2 Generous Bedrooms + multi-use bonus room/office/den/bedroom/sunroom (9'8"x14'2"). With a total of 1,363 sq. ft. (990 sq. ft. heated). From the roof to the floors, from the kitchen to the bathrooms, every inch of the space, has been renovated to reflect today's modern trends. 2025 TRANSFORMATION HIGHLIGHTS with the full home renovation including but not limited to: *Newer 2020 roof, new windows and doors installed. *New lights and fixtures. *Luxury Vinyl Planks flooring throughout, durable, and enhancing the home’s stylish atmosphere. NO CARPET. *Fresh interior/exterior paint. *Chef-ready Kitchen: The White Shaker cabinets make a kitchen feel brighter and more open, with Quartz countertops, paired with a full suite of stainless-steel smart appliances. *Bathroom: 2025 renovation offers an immersive bathroom experience, featuring porcelain floor tile, a new tub, tiled shower and new vanity. Enjoy unbeatable convenience with Sunray Elementary School just around the corner—skip the car line! The nearby Publix shopping plaza is also within walking distance, perfect for quick errands or a casual stroll. Orangewood Village is a charming neighborhood located in Holiday, Pasco County, Florida. Known for its family-friendly environment, it offers a variety of amenities, including parks, schools, and recreational facilities. Orangewood Village is an ideal place for those seeking a peaceful yet vibrant suburban lifestyle. The community is well-connected with easy access to major highways, making it convenient for commuting. To Tampa Downtown: The drive is approximately 33 miles and takes about 45 minutes via FL-54 and FL-589 S. There are alternative routes that can reduce the travel time slightly. To Tampa International Airport (TPA): The distance is around 38 miles, and the drive takes about 45 minutes via FL-54 and FL-589 S. The property is a rare and valuable investment and residential opportunity. Call now, our top-tier agent is available 24/7 to assist you to schedule your tour and witness the changes of this reborn home!

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Junie Cook (813-534-3344)

Remarks: Welcome to 2116 Kona Drive—where modern luxury meets effortless Florida living. This fully renovated 2-bedroom, 2-bath home has been thoughtfully upgraded from top to bottom, with no detail overlooked and no expense spared. Step inside to discover brand-new windows, stunning luxury vinyl flooring throughout, and a beautifully redesigned interior that blends style with functionality. The heart of the home is a chef-inspired kitchen featuring sleek finishes, contemporary design, and premium upgrades—perfect for cooking and entertaining alike. Both bathrooms have been transformed into spa-like retreats, offering a serene and sophisticated escape. Energy efficiency is a major bonus, with FULLY PAID-OFF SOLAR PANELS keeping the average electric bill at an impressively low $30 per month. Located in the vibrant Lake Conley community, residents enjoy an active and welcoming lifestyle with access to a lively clubhouse, community pool, shuffleboard courts, and a full calendar of social activities including line dancing. Take advantage of lake access for fishing and boating, all just steps from your door. Conveniently situated just 9 miles from Fred Howard Park, 6 miles from the Tarpon Springs Sponge Docks, and only 17 miles from Tampa International Airport, this home offers easy access to beaches, dining, culture, and travel. Experience the perfect blend of comfort, community, and convenience—schedule your private tour today!

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

Listing Agent: Ashley Quaife (910-381-3111)

Remarks: Welcome to 2107 Wailua Dr., located in the desirable Lake Conley 55+ gated community. This well-maintained 2 bedroom, 2 bath home offers comfortable living with a spacious and functional layout. The home features a large kitchen, separate dining area, and a bright living room highlighted by a mirrored wall that enhances the sense of space and light. Sliding glass doors open to a enclosed lanai, perfect for relaxing or entertaining year round. Additional features include an attached utility room with washer and dryer, and laminate flooring throughout—no carpet for easy maintenance. The primary bedroom offers a private exterior exit, adding convenience and flexibility. Lake Conley provides an active and welcoming lifestyle with a vibrant clubhouse and plenty of opportunities to socialize. Residents enjoy lake access for fishing and boating, as well as community amenities including a pool, shuffleboard courts, and activities like line dancing. Ideally located just 9 miles from Fred Howard Park, 6 miles from the Tarpon Springs Sponge Docks, and only 17 miles from Tampa International Airport, this home offers easy access to beaches, dining, culture, and travel. Experience the perfect blend of comfort, community, and convenience—schedule your private tour today!

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

Listing Agent: Ashley Quaife (910-381-3111)

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 to this beautifully built 2-story townhome offering modern comfort and effortless living. Featuring 3 bedrooms, 2.5 baths, and a 1-car garage, this home showcases a bright, open-concept first floor perfect for entertaining, with seamless flow between the kitchen, dining, and living areas, plus a convenient half bath. Upstairs, enjoy a thoughtfully designed split-bedroom layout for added privacy. The spacious primary suite includes dual sinks, a walk-in closet, and a well-appointed ensuite bath, while two additional bedrooms share a full bath. Smart home features include a WiFi-enabled garage opener and NEST thermostat. Low HOA fees cover exterior maintenance, cable, and high-speed internet—and NO CDD fees. Ideally located near US-19 and Highway 54, just minutes from the charm of Tarpon Springs, shopping, dining, and Gulf beaches.

Listing is courtesy of: HIGH POINT REALTY INC (727-466-6697)

Listing Agent: David Kerr (727-804-2116)

Remarks: Under contract-accepting backup offers. Check out the comps, this home is priced to SELL and Sell FAST! This 2 bedroom 2 bath single family home has NO HOA, yet the neighborhood is well cared for. Storage room for RV and or boat. Neighbors super nice. Look at water at end of block. Launch a boat 3 blocks away.  Entire house has tile for easy clean. An enclosed lanai with storm plexi  windows. Back yard garden has 2 sump pumps to take water to the front. No flooding during hurricane! Also in backyard is dragon fruit, passion fruit, and olive tree. One look and you will be SOLD when you see this priced to SELL Single Family Home.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-847-4444)

Listing Agent: Robert Mccaffery (727-364-8530)

Remarks: Welcome to 5828 Mariposa Drive in Holiday, FL — a charming 2-bedroom, 2-bath home offering 973 square feet of comfortable living space and a transferable flood insurance policy. This home is move-in ready with plenty of potential for first-time buyers, downsizers, or investors. Inside, you’ll find a great layout with tile floors and carpet in the bedrooms. The kitchen has wood cabinetry and granite countertops, and a spacious master suite complete with a walk-in closet and private bath. The second bedroom and bath provide flexibility for guests or family, while the attached one-car garage includes washer and dryer hookups, a 2nd refrigerator, deep freezer and extra storage. Outside, the fenced in backyard offers the perfect space for pets or weekend gatherings with a hot tub included! Located in the established Forest Hills East neighborhood, this property is close to shopping, dining, medical services, golf courses, and just a short drive to Florida’s famous beaches. With no HOA, affordable taxes, and a convenient location near schools and amenities, this home combines value and lifestyle in one great package.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)

Listing Agent: Ronald Shiner, Iii (813-748-2692)

Remarks: 2% towards closing cost/ rate buy down with preferred lender! Also available for Rent! Welcome to your bright, modern, and practically new corner unit townhome. Step inside to a large open-plan living/kitchen/dining area with sleek granite countertops and stainless appliances.   Spacious two bedrooms both with walk-in closets.   A half-bath downstairs & full baths upstairs + loft and laundry space (washer/dryer included).   Attached one-car garage, covered back porch, and a practical, comfortable layout perfect for everyday living.   Just minutes away from beaches, parks, outdoor attractions, and waterfront escapes; including Anclote River Park, Key Vista Nature Park, and Anclote Gulf Park. Easy access to local shopping, dining, and the relaxed coastal-community vibe of the area.   A welcoming, laid-back community, ideal for anyone looking to enjoy Florida living without the hustle of a high-cost metro.   Schedule a tour and see if this is your next home sweet home!

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

Listing Agent: Melisa Herrera Pa (813-993-9437)

Remarks: As soon as you drive into the community, you will know this is home. Located on a quiet cul-de-sac in the popular Sunset Square villas, this home offers a nice open floor plan with cathedral ceilings and plenty of character. This freshly painted 2 Bedroom, 2 bath, has a large living room, dining room combination and an enclosed Florida room to enjoy your morning coffee looking out over the private backyard with no neighbors. The light and bright eat-in kitchen has stainless-steel refrigerator and stove with a new dishwasher. The master bedroom has plenty of room for your furnishings and a walk-in closet. The private MB has a walk-in shower. Low maintenance ceramic tile is throughout this home. Sunset Square residents can enjoy the pool and shuffleboard court. The affordable HOA fee includes roof and exterior maintenance, pool, pest control, and trash. It’s a 55+ community with no leasing & no pets. With easy access to US Hwy. 19, it’s only minutes to the Tarpon Springs sponge docks and marvelous restaurants. Schedule your showing today before it’s gone.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-835-3110)

Listing Agent: Kirby Dulin (727-244-7471)

Remarks: Waterfront Pool Home with Dock | Private Preserve Views | Move-In Ready Welcome to 1326 Flotilla Dr — a beautifully updated waterfront pool home offering the Florida lifestyle buyers are searching for, with tranquil, private views overlooking protected preserve land. This peaceful setting provides a rare sense of privacy while still enjoying direct water access. Inside, the home features luxury vinyl plank (LVT) flooring throughout (1 year old), creating a cohesive, modern look. The updated kitchen showcases quartz countertops, soft-close cabinetry, and newer LG appliances, including a refrigerator less than 6 months old, with a stove and dishwasher just 2 years old. A dedicated pantry room with coffee bar and additional storage adds both convenience and functionality. This move-in ready home includes major system upgrades such as a new HVAC (August 2024) and an upgraded electrical panel, along with fresh interior paint throughout. Step outside to your private backyard retreat featuring a resurfaced pool (2024) and a well-maintained pool pump (approx. 4 years old), perfect for year-round outdoor living and entertaining. The private dock with newly replaced wood provides direct access for boating, fishing, or enjoying waterfront living. Whether you’re looking for a primary residence, second home, or waterfront investment, this property delivers the ideal combination of updated features, privacy, and Florida lifestyle in a convenient Holiday location near shopping, dining, and Gulf Coast beaches. Waterfront. Pool home. Preserve views. Quartz kitchen. LVT flooring. Move-in ready.

Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)

Listing Agent: Tara Veprovsky (727-422-7906)

Remarks: Under contract-accepting backup offers. Lowest priced home in Siesta Terrace a desirable high dry (non evacuation zone) neighborhood located in Holiday FL just a short walk from stores, restaurants and 10 mins from World Famous Tarpon Springs Sponge Docks and the premier Anderson Park- Family Fun for everyone. The best part is that there are No HOA fees, No CDD fees and No Flood Insurance required. Pasco County has lower taxes too. Once you see this charming home from the freshly painted exterior with the pristine condition(Mid-Century Broken Tile) porch with lush landscaping and a beautiful shade tree; You will want to come inside and explore all the recent updates that make it a place you will be happy to entertain family and friends. The remodeled kitchen is a cooks dream with stainless steel appliances (dishwasher included) and designer tiled back splash. The large front windows were recently replaced with hurricane impact ones. The master bedroom easily accommodates a king size bed and more. The screened back porch has a bar that feels like your on an island vacation. The privacy fenced backyard has room for pets/gardens and a utility shed. There is also a 21ft x 11ft Family room/Bonus Room/Art Studio with that same rare (Broken Tile) flooring. Located on a corner lot with extra parking this property is move in ready and a must see.

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Elizabeth Allstaedt (727-501-5951)

Remarks: MOTIVATED SELLER-HUGE PRICE REDUCTION! Charming 3-bedroom, 1-bath concrete block home, perfect for a first-time buyer or to be added to an investor's portfolio. This property does not require flood insurance and has been recently remodeled with new waterproof plank flooring throughout and much more that you need to see. The kitchen features stainless steel appliances amd new kitchen cabinets with granite counter tops offering a modern and functional design. Ideally located near US-19, with easy access to Tampa, shopping centers, and the beautiful Gulf beaches. Well maintained and move-in ready—a great opportunity to make this your new home!

Listing is courtesy of: NEW BEGINNING REALTY LLC (813-249-5932)

Listing Agent: Ana Acosta (813-841-7141)

Remarks: Need a handicap accessible home for winter or year-around living, then stop and look at this neat and clean 1 bedroom, 1 bath updated home in a 5-star 55+ very Active Community with low monthly fee of $143.00 includes, lawn maintenance, garbage service, maintenance of year-around heated pool clubhouse, and common areas taxes. Home comes nicely furnished and enclosed front porch, nice outside patio for your outside entertaining, lift to side door put on in 2019. All information is deemed to be accurate and for the buyer to verify. Sold As Is. Measurements are approx.

Listing is courtesy of: CITY BREEZE ACTION REALTY (727-372-9000)

Listing Agent: Stella Wooster (727-247-2790)

Remarks: Under contract-accepting backup offers. Fully Renovated Beauty in the Heart of Holiday! Welcome to this stunning, move-in-ready home, where modern upgrades meet comfort and style. This beautifully renovated residence has been thoughtfully updated from top to bottom, offering peace of mind and effortless living for its next owner. New roof, water heater, AC unit, and almost new electric panel. Step inside to discover a bright, open floor plan featuring contemporary finishes, fresh interior and exterior paint, updated flooring throughout, and abundant natural light that creates a warm, inviting atmosphere. The fully remodeled kitchen showcases modern cabinetry, sleek countertops, and updated fixtures — perfect for both everyday living and entertaining guests. The home features upgraded bathrooms with stylish finishes that create a spa-like feel, while the spacious living areas provide flexibility for relaxing, working from home, or hosting gatherings. Every detail has been carefully selected to combine functionality with modern elegance. Enjoy Florida living at its best with a generous backyard ideal for outdoor entertaining, gardening, or simply unwinding in your private outdoor space. Conveniently located near shopping, dining, parks, schools, and just a short drive to beautiful Gulf Coast beaches, this property offers both tranquility and accessibility. Whether you are a first-time buyer, downsizing, or looking for a turnkey investment opportunity, this fully renovated home is a must-see. Schedule your private showing today — this one won’t last!

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

Listing Agent: Enid Izquierdo (813-965-2120)

Remarks: Under contract-accepting backup offers. ATTENTION INVESTORS, FLIPPERS & CONTRACTORS: THIS HOME IS FOR YOU!!! This once-lovely GEM at 5526 Cheyenne Dr, Holiday, FL in the FANTASTIC community of Forest Hills in Pasco County features 3 bedrooms, 2 bathrooms & 1 car garage in a NON FLOOD ZONE, NO HOA & NO CDD! This newer 2003 built-home has UNIQUE, CAPE COD front elevation with roof dormers & a LARGE front porch typical of the CRAFTSMAN style. The house has 1,420 sqft & 2,049 total sqft. The first level consists of the tiled foyer entrance, living room, kitchen, dining room, both secondary bedrooms, guest bathroom & laundry closet. The second level with 448 sqft is the OWNER'S SUITE with large primary bedroom easily fitting king-side furniture, walk-in closet & private bathroom. The primary bathroom features tub/shower combo, private toilet room, laminate counter, sink & linen closet. The main bathroom on the 1st floor consists of tub/shower combo & expansive counter with solid wood cabinets with lots of storage. Matching wood cabinets are found in the kitchen for fluidity of design. Ceiling fans in all the bedrooms, living & dining rooms circulate cool air helping to keep energy costs down. The convenient laundry closet is located off the kitchen & the OVERSIZED 1-car garage is attached to the house via the exit door off the dining room. More GREAT features of this house include a marvelous front porch, screened lanai in the back yard, easy-to-maintain vinyl siding, carriage lights, rain gutters, private mailbox, fully fenced yard & a wide-open level yard where you can design your dream oasis. This home needs cosmetic/system updates & this is already reflected in this price. There is a LOT OF SWEAT EQUITY IN THIS HOUSE! Can you transform it to an ELEGANT BEAUTY? The location is IDEAL near restaurants, shopping, schools, places of worship, medical plazas, beaches & tourist attractions. MAKE THIS YOUR FUTURE HOME!

Listing is courtesy of: FUTURE HOME REALTY (800-921-1330)

Listing Agent: Janina Wozniak (727-888-3889)

Remarks: PRICE ADJUSTMENT !! Totally renovated 3bedroom 2 bathroom 2 car garage home in quiet community. Roof, HVAC,Water Heater, Flooring, Kitchen and Bathrooms all brand new.Wood cabinets and stone counter tops in Kitchen and Bathrooms. Huge lot with vaulted screened in lanai. Low HOA covers community pool and cable. Come and make this charmer your new home!!!

Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)

Listing Agent: Maria Gallace Gerelus (727-430-4617)

Remarks: Welcome to your dream waterfront estate in the sought-after Baileys Bluff community! This stunning custom mini mansion is perched high and dry with no HOA, offering unparalleled privacy and luxury. Enjoy direct Gulf access with a new dock equipped with electric and water, a seawall, and a serene backyard oasis featuring a lagoon-style saltwater pool, spa, waterfall, expansive Belgard paver deck, outdoor shower, travertine rear porch, and cedar trellis dining area—all with no rear neighbors. Step inside to soaring 10-14 foot ceilings, nine sets of French doors, and rare Santos Mahogany floors that exude timeless elegance. The chef’s kitchen is a masterpiece with granite counters, custom cabinetry, a large island, and a high counter perfect for entertaining. The first-floor primary suite is a true retreat with dual walk-in closets, private pool access, and an opulent spa bath with whirlpool tub and dual shower. Upstairs features a full secondary residence with three bedrooms, two baths, a massive living area, balcony with stunning sunset views, and a second laundry. The home also includes three spacious porches, a four-car garage with 14-foot ceilings, a six-inch slab, lift potential, and abundant workshop space. Luxury upgrades include impact windows, full hurricane strapping, exterior insulation, three new AC systems (2024), and a new tankless water heater. Baileys Bluff offers a community boat ramp, clubhouse, and parks, with nearby Anclote boat launch, marinas, waterfront dining, and the world-famous Tarpon Springs Sponge Docks accessible via quiet neighborhood roads. This estate blends sophistication, comfort, and waterfront living in one spectacular package.

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

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

Remarks: Beautiful property located in Holiday, FL! This well-maintained home offers a functional layout with great natural light and a comfortable living space. Featuring a spacious lot, perfect for outdoor enjoyment, entertaining, or future possibilities. Conveniently located near US-19, shopping, dining, and just a short drive to local beaches. Ideal for first-time buyers, investors, or anyone looking for a great opportunity in a growing area. Don’t miss this one!

Listing is courtesy of: AVENUE HOMES LLC (833-499-2980)

Listing Agent: Barbara Echemendia Perez (813-562-0961)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Nestled within the gated community of Vista Lakes at Bailey's Bluff, this beautifully maintained 3-bedroom, 2-bathroom home features a thoughtful split-floor plan. Manicured landscaping creates a welcoming first impression. Step inside to discover an open-concept layout perfect for entertaining, where the spacious living room flows seamlessly into the dining area and kitchen. The kitchen features beautiful wood cabinets, granite countertops, and an eat-in breakfast bar—ideal for casual meals and conversation. The primary suite is a private retreat with a generous walk-in closet and an en suite bathroom complete with a walk-in shower. Two additional bedrooms and a second full bath with matching wood cabinets and granite countertops provide flexible living space for your needs. Step outside to your own private oasis—an extra-large fenced backyard with a spacious screened lanai, perfect for unwinding after a long day while enjoying the Florida breeze. The 2-car garage offers convenient parking and storage, while hurricane shutters provide added peace of mind during storm season. Located just minutes from Key Vista Nature Park and Anclote Gulf Park, outdoor enthusiasts will love the easy access to biking, running, and walking trails. Plus, you'll enjoy an easy commute to local shopping, dining, and beaches. Whether you're relaxing at home or exploring the nearby natural beauty, this property delivers the best of Florida living in a secure, well-maintained community. Don't miss your opportunity to make Vista Lakes at Bailey's Bluff your home!

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

Listing Agent: Krystal Crichlow (816-590-4688)