Holiday Homes For Sale & Real Estate - 322 homes

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: 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)

Remarks: Discover your Florida retreat in the heart of Holiday Lake Estates! This beautifully refreshed 4-bedroom, 1.5-bath home with NO HOA invites you to experience laid-back living, walking distance to Tarpon Springs’ quaint shops, waterfront dining, and sandy shores. Step inside to all-new vinyl flooring (2025) throughout. The kitchen dazzles with fresh 2025 cabinetry, sleek granite counters, and stainless appliances—perfect for hosting friends or whipping up seaside snacks. The split-plan design includes a bedroom with direct access to a private backyard patio, creating flexibility for family, guests, or office space. Recent upgrades ensure peace of mind: roof, HVAC, and insulated windows (2017); updated electrical (2018); and a fully remodeled bathroom (2017). A fenced yard, double driveway, and attached garage + bonus half bath deliver both functionality and comfort. Just a short drive to beaches, marinas, and local hotspots—this home blends convenience with coastal charm. Whether you're looking for a primary residence, an investment opportunity, or a rental-ready gem, this move-in ready block home offers versatility and value.

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

Listing Agent: Nicole Alexiou (727-265-0324)

Remarks: What an incredible move-in ready updated home for under $100,000! 2 bedrooms and 2 baths with a split floor plan, open concept living and dining area. Screen porch is great for morning coffee and evening cocktails! New electrical panel, new lamitate floors makes easy maintenance. This 55+ community has a heated pool for year around use, shuffle board courts, clubhouse with many weekly activities. All this and lawn maintenance and trash for a low $143/mo. You own the land! Golf cart and pet friendly, up tp 25lb. Carport covers utility shed with washer and dryer included. Another side screened porch for dining and barbecuing This is priced to sell!

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

Listing Agent: Karen Roeding (727-510-0930)

Remarks: Welcome to this beautifully updated 2 bedroom, 1-bathroom, single-family home, offering both comfort and versatility! A thoughtfully designed bonus room can serve as an additional bedroom, home office, or extra living space to fit your needs. Step inside to find a stunningly renovated kitchen featuring stainless steel appliances, modern finishes, and ample storage. The stylishly updated bathroom complements the home's contemporary feel. Enjoy outdoor living with a covered front patio and an extended back patio, perfect for entertaining or simply unwinding in the serene surroundings. The sprawling backyard, nearly half an acre, extends to the pond behind the home, providing a peaceful waterfront setting. Additional highlights include a security system for peace of mind and solar panels for energy efficiency. Located just minutes from Anclote Park & Boat Ramp, Anclote Gulf Park, and Key Vista Nature Park, this home offers convenient access to outdoor recreation, boating and nature trails. Don't miss out on this unique property - Schedule your showing today!

Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)

Listing Agent: Kate Glassell (727-424-4525)

Remarks: The highlight of this property is the Mother-in-Law Suite, making it ideal for multi-generational living or as an income-producing rental. This beautifully updated home offers the perfect balance of relaxation, convenience, and income potential. Just 10 minutes from a nature preserve filled with trails, sea life, birds, and beaches, and only 20–30 minutes from Florida’s most stunning sandy beaches, you’ll feel like you’re on vacation all year long. Surrounded by charming small towns with unique shops, restaurants, breweries, and vibrant nightlife, this home puts you in the heart of it all. Inside, everything is completely updated—move-in ready with no work required. Enjoy your home without the hassle of renovations. The fenced backyard offers plenty of space for a large pool, outdoor entertaining, and creating your own private retreat. The highlight of this property is the Mother-in-Law Suite, making it ideal for multi-generational living or as an income-producing rental opportunity.

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

Listing Agent: Joneisy Diaz Ramirez (305-878-0210)

Remarks: Stunning Ocean views from this waterfront paradise. The opportunity has arisen to acquire the former home of the renowned local artist Elaine Hahn and AIA emeritus architect Byron G McIntyre. Located in the sought-after Bailey’s Bluff community, this stunning 4-bedroom, 4-bath elevated home offers 3,412 square feet of coastal living with panoramic water views throughout and 160 feet of private water frontage with direct access to the Gulf. Located at the very end of a Cul-de-sac the private driveway leads to a spacious 4 plus vehicle garage. Take the inside elevator to the open plan 2nd floor, with feature light maple hardwood flooring accentuating the amazing natural light that flows into the living room. This floor also contains an open-plan kitchen, dining area, master bedroom suite and artist studio which has the most amazing views you will find for any home office. There is a covered front balcony and wrap around back balcony where you can enjoy the wonderful Gulf breezes. The third floor has three further bedrooms and addition Den/office. Also, you will find a secluded third-floor balcony that looks out at more spectacular views across to Anclote Key. In addition to the ground level garage, there is a covered parking area. Inside the garage is workshop space with French doors onto the pool deck. The backyard has a tranquil, tropical and beach feel with floating dock and boat lift. Take a 15-minute stroll to Key Vista Nature Park with its many trails and observation tower overlooking the Gulf. Enjoy boating, fishing, scalloping and island hopping. A short drive to a recreational complex, parks, beaches and the charming community of Tarpon Springs, complete with shopping and dining options. This home is solidly built to withstand hurricanes, being elevated, and with concertina or roll down shutters to all windows. During 2024 storms only suffered minor damage, not even losing power. There is no HOA, but an optional Baileys Bluff Civic Assoc. membership is just $100 a year, providing a private beach, boat ramp, & clubhouse. Don't miss the opportunity to make this slice of paradise your own!

Listing is courtesy of: BANNER INT'L REAL ESTATE (407-574-5741)

Listing Agent: Nick Horton (407-733-7197)

Remarks: Charming Updated Single-Family Home in Holiday with Spacious Fenced Yard. This home has been Thoughtfully updated with high-quality upgrades inside and out. New updates include new roof, wood fencing, luxury vinyl plank flooring thru-out, windows, kitchen cabinets with quartz counters, stainless steel appliances, heat and air system, epoxy garage flooring, bathroom cabinet with quartz counter and new fixtures and also new lighting thru-out the home. The septic system and water heater also replaced in 2019. Move-in ready, this property blends comfort, style, and practicality—perfect for anyone looking for fresh start! Attached garage offering convenience, storage, and secure parking. Every major update has already been done for you. From the fencing to the flooring, from the windows to the HVAC, this home has been thoughtfully improved with care and quality. All that’s left is for you to move in and enjoy. A Home That Feels Like New — Without the New-Construction Price

Listing is courtesy of: CENTURY 21 COASTAL ALLIANCE (727-867-8633)

Listing Agent: Dallas Iannone (352-502-6818)

Remarks: Under contract-accepting backup offers. 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)