Holiday Homes For Sale & Real Estate - 327 homes

Remarks: Welcome to this charming single-story home in the heart of Holiday! Featuring approximately 1,365 square feet of living space, this well-maintained residence offers a functional layout with spacious living areas, 2 bathrooms, and a generous lot size of nearly 7,500 square feet. Built in 1986 with durable block/stucco construction, the home includes central A/C, forced-air heating, and ample parking. Conveniently located near shopping, dining, schools, and Gulf Coast beaches, this property is perfect for first-time buyers, investors, or anyone seeking comfortable Florida living with no HOA restrictions. Enjoy easy access to major roadways and nearby parks while living in an established neighborhood with strong long-term value potential.

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

Listing Agent: Holly Agosto (656-209-7783)

Remarks: Expansive and surprisingly large, this beautifully maintained residence offers nearly 1,600 square feet of open living space. The interior features a freshly remodeled kitchen with stunning granite countertops, pairing perfectly with the low-maintenance tile flooring that runs throughout the entire home. With a versatile 4-bedroom, 2-bathroom layout and valuable additional storage, the open floorplan feels modern and inviting. Worry-free living is ensured with major big-ticket upgrades already completed. This home boasts a New Roof (2021), a well-cared-for 5-year-old A/C system with a documented maintenance history, and has NEVER FLOODED, offering you true peace of mind. Relaxing outdoor moments await in your screened-in lanai, which overlooks a nice-sized open backyard ready for your personal touch. Conveniently located just minutes from the world-famous Tarpon Springs Sponge Docks, beaches, and Anclote River Park, this home combines size, condition, and location perfectly. Enjoy the Florida lifestyle in the screened-in lanai, offering a shaded spot to relax or dine outdoors. The property sits on a nice-sized lot with a spacious, open backyard that serves as a blank canvas—perfect for gardening, creating a play area, or designing your own outdoor oasis. Location is a major highlight! You are conveniently situated just minutes from the world-famous Tarpon Springs Sponge Docks, Fred Howard Park, and the Anclote River. With easy access to US-19, you are close to shopping, dining, and everything the area has to offer. Don't miss this affordable opportunity in a prime location!

Listing is courtesy of: ARGO GROUP PROPERTIES LLC (813-969-0301)

Listing Agent: Joe Benson (813-324-1384)

Remarks: WELCOME HOME to this meticulously maintained 3-bedroom, 2-bath waterfront home in Holiday's sought-after Tahitian Homes community. The charming single-story residence offers an open layout with an updated kitchen! Enjoy tranquil Lake Conley views from the enclosed sunroom or step outside to your private backyard with a concrete seawall, ideal for relaxing by the water. The garage had previously been enclosed and is being utilized as a 3rd bedroom with an updated private bathroom. The home includes Solar panels, an oversized utility room and a large shed or workshop! NEW ROOF. This home did NOT flood during hurricanes last year.

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

Listing Agent: Sheree Landreth (727-919-3713)

Remarks: Move-in ready opportunity in Holiday! This beautifully maintained home features 2 bedrooms, 2 bathrooms, central HVAC, and vinyl flooring throughout. Enjoy a fenced backyard, patio area, and a one car garage. Conveniently located near everyday shopping, dining, and entertainment with easy access to major roadways and the Gulf Coast. Easy to show!

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: Welcome to this charming three-bedroom, two-bathroom home in Holiday, offering versatility and fantastic outdoor living. From the moment you arrive, you’ll notice the great curb appeal and thoughtful upgrades, including all new windows, hurricane shutters, added insulation, and recently blown-out vents for improved efficiency. Inside, the home features wood and laminate flooring throughout, complemented by ceiling fans in every room to keep things cool and comfortable. Major updates include a 2022 AC system, adding peace of mind for years to come. The layout offers both space and flexibility, with a welcoming front living room and a spacious family room that flows seamlessly into the kitchen, perfect for everyday living and entertaining. The kitchen is designed with functionality in mind, featuring a large island, ample cabinetry for storage, and a dining area just off to the side, keeping conversations flowing with ease. The primary bedroom is generously sized and includes a wall-to-wall closet, along with a bonus space that can be customized to fit your lifestyle - ideal as a reading nook, craft room, or even expanded into a larger closet. Toward the back of the home, you’ll find an additional flexible living area that can serve as a home office, playroom, or secondary living room. Step outside to enjoy your own private retreat. The fenced backyard offers plenty of space for pets and outdoor activities, along with a covered patio perfect for dining al fresco, grilling, gardening, or simply relaxing. Additional outdoor features include a spa, storage shed, and a convenient outdoor shower with an on-demand hot water heater - perfect after a day at the beach. Located just minutes from the iconic Tarpon Springs Sponge Docks, you’ll enjoy easy access to unique shops, dining, and local culture. Plus, you’re a short drive to the beautiful Gulf beaches and conveniently close to nearby schools, making this an ideal place to call home. Schedule your showing today!

Listing is courtesy of: EXP REALTY LLC (866-308-7109)

Listing Agent: Jeffrey Borham, Pa (866-308-7109)

Remarks: Auction Property. Welcome to Holiday Lake Condos and enjoy peaceful water views right from your own living room! This well-maintained GROUND FLOOR unit features an open floor plan with plenty of natural light. Galley kitchen with eat-in space. Inside utility closet. Living room. Separate dining room. Bonus Florida room with wonderful views of the pond. Split bedroom plan. Master suite is quite large with full master bathroom. Bedroom #2 is adjacent to bathroom #2 for privacy. The community offers a relaxing atmosphere complete with a pool, clubhouse, shuffleboard courts, and a recreational facility! Whether you're looking for a vacation home or a year-round residence, this condo provides the perfect balance of comfort, convenience, and tranquility. Premium location as it has easy access to multiple stores and restaurants. Just 4 miles away from Holidays pride and joy for recreation; The J. Ben Harrill Recreation Complex. This Large Park offers tennis courts, basketball courts, hockey roller rink, soccer fields and is the home of the Greater Holiday Little League. Just minutes away from Key Vista Nature Park. A 101-acre park with nature trails, boardwalk and observation tower. Head 4 miles south and you can enjoy the World-Famous Sponge Docks of Tarpon Springs. Known for its fishing, food and entertainment. * * PLEASE NOTE * * It is buyer’s responsibility to verify all information. Information posted in MLS or any marketing information is not guaranteed.

Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)

Listing Agent: Matthew Brashear (727-403-3900)

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. 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: Completely renovated and move-in ready, this 3-bedroom, 1-bath charmer in Holiday checks all the boxes. Solid block construction paired with a brand-new roof offers peace of mind, while the stylish interior delivers today’s most sought-after finishes. The all-new kitchen features white shaker cabinetry with soft-close drawers, a pantry, lazy Susan, farm sink, microwave hood, range, and side-by-side refrigerator with ice maker. Luxury vinyl flooring runs throughout the home, complemented by solid wood interior doors, custom window trim, and ceiling fans. Major updates include new impact-rated windows and doors, a new AC system, and a new water heater. The beautifully renovated bathroom showcases oversized 24x48 porcelain tile, granite countertops, and a white shaker vanity. Step outside to a fully fenced yard with brand-new vinyl fencing, offering plenty of space to add a pool or create your dream outdoor retreat. Enjoy two rear patio decks—perfect for relaxing or entertaining. A one-car garage includes washer and dryer hookups for added convenience. With its open floor plan, this home lives larger than expected and is ideal for a first-time buyer, downsizer, or anyone looking for a turnkey property.

Listing is courtesy of: COMPASS FLORIDA LLC (813-365-9935)

Listing Agent: Beth Raulerson (813-422-4846)

Remarks: Welcome to your turnkey coastal retreat in the highly desirable Gulfwinds community, where homes rarely become available and the Florida lifestyle takes center stage. This spacious 4-bedroom, 3-bath home offers over 2,600 square feet of living space with a bright open layout, soaring ceilings, and a functional split-bedroom floorplan designed for both everyday living and entertaining. Located in an X flood zone where flood insurance is typically not required, this move-in ready home combines peace of mind with comfort and convenience. Inside, you'll find an open-concept living area, solid wood cabinetry, solid surface countertops, walk-in closets, and a spacious kitchen that flows seamlessly into the main living spaces. The home also features a 3-car garage, hurricane shutters, irrigation system, indoor laundry room, and comes turnkey furnished for an easy move right in experience. Perfectly positioned just minutes from historic downtown Tarpon Springs and the famous Sponge Docks along the Anclote River, this location offers the ideal blend of laid-back coastal charm and everyday convenience. Enjoy quick access to local restaurants, boating, waterfront parks, golf cart rides through the neighborhood, nearby Gulf beaches, and the scenic Coastal Anclote Trail connecting you to parks, nature, and downtown Tarpon Springs. Local schools are also just a short walk away, making this an ideal setting for full-time residents, seasonal owners, or anyone looking to enjoy the best of Florida living. Whether you're looking for more space, a low-maintenance Florida home, or a peaceful coastal community close to it all, this property delivers. Schedule your private showing today!

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

Listing Agent: Sheri Harris (609-462-8358)

Remarks: Move in ready 3 bedroom 1.5 bathroom home located in Holiday Fl. This home has and update kitchen with quartz countertops and shaker style cabinets. The seller has taken care of all the big ticket items! These include the Roof (2023), Electric Panel (2022), Water Heater (2022), Impact rated garage door (2022), HVAC(2023), and Windows (2023). Conveniently located near restaurants and shopping, this home is ready to go!

Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)

Listing Agent: Trevor Skeens (813-531-3713)

Remarks: Welcome to this one-of-a-kind Holiday retreat on 0.74 acres, where a private park-like setting, tranquil pond views, wildlife in your backyard and thoughtful interior features create a truly special place to call home. Nestled among mature trees, this property offers a peaceful setting rarely found in today's market. Inside, you'll find all tile flooring throughout and a warm, inviting living area highlighted by a stone veneer fireplace, perfect for relaxing evenings at home. A versatile recreation room currently serves as a family room and office, providing flexible space to fit your lifestyle. Designed with both function and style in mind, the kitchen features granite countertops, abundant cabinet space, modern appliances, a double oven, and an island-mounted electric cooktop with exhaust. Whether preparing everyday meals or entertaining guests, this kitchen is ready to meet your needs. The natural beauty of this property truly sets it apart. Front and rear covered porches overlook the picturesque pond and surrounding landscape, creating the perfect places to enjoy morning coffee or unwind at the end of the day. A charming bridge crosses a small stream, while the firepit area offers a peaceful gathering spot surrounded by nature. Located in Holiday, this home offers convenient access to the Tampa Bay area while maintaining a quieter, more affordable lifestyle. Enjoy nearby parks, nature preserves, boating, fishing, waterfront dining, and outdoor recreation, including Anclote River Park and Key Vista Nature Park. The home is located in FEMA Zone AE; however, the owner states that the property has never flooded. With pond views, mature landscaping, covered porches, a fireplace, flexible living space, and a truly unique natural setting, this property offers privacy, comfort, and a lifestyle that is difficult to find. Schedule your private showing today.

Listing is courtesy of: CENTURY 21 ALLIANCE REALTY (352-686-0000)

Listing Agent: Marie Mclaughlin (727-858-7569)

Remarks: Welcome to this beautifully updated two-bedroom, two-bathroom home with a one-car garage. This home features a remodeled kitchen with updated cabinets and countertops, complemented by two fully renovated bathrooms. Enjoy new wood laminate flooring throughout and fresh interior paint, creating a clean and modern feel. Major updates include an updated AC system and a brand-new roof to be installed prior to closing, providing added value and reassurance for the next owner. Step outside to a screened, covered back patio-perfect for relaxing or entertaining year-round. The home is also equipped with rollaway shutters on nearly every window and door opening for added protection and convenience. Best of all, this property did not flood during Hurricane Helene or Hurricane Milton.

Listing is courtesy of: RICHEY REALTY (727-849-1000)

Listing Agent: Allan Safranek, Iii (727-849-1000)

Remarks: Under contract-accepting backup offers. INVESTOR's DREAM! Opportunity awaits with this solid home ready for its next chapter. This property is packed with potential and ready for transformation! With solid bones and functioning major systems including AC, water heater, refrigerator, stove, microwave, washer, and dryer, this is the perfect project for someone ready to bring their vision to life. The home needs cosmetic updates, clean-out, paint, flooring, and exterior clean-up, but the upside is there for the right buyer. Great opportunity to renovate, rent, flip, or create long-term value. Owner states roof is newer; buyer to verify all information and permits independently. Large yard with shed in back. Back porch is spacious! Investor Special with Great Potential! Being sold AS-IS. Priced for condition and potential. Don’t miss your chance to turn this hidden gem into something special!

Listing is courtesy of: HOFFMAN & HOFFMAN REALTY INC. (727-251-1966)

Listing Agent: Laura Hoffman (727-251-1966)

Remarks: Built in 2023, this well maintained two story townhome offers a low maintenance lifestyle with modern finishes throughout. Positioned on a desirable corner lot, the home features hurricane impact windows and is located in a no flood zone. Inside, the open concept kitchen and dining area are designed for both functionality and style, featuring stainless steel appliances, a center island, and a seamless flow into the main living space. Plantation shutters add a clean, upscale touch to the main living areas. The home offers 3 bedrooms and 2.5 bathrooms, with tile flooring in the main living areas and carpet in the bedrooms for added comfort. A screened lanai provides a relaxing outdoor space, while the covered front porch enhances curb appeal. Additional features include a one car garage and convenient guest parking nearby. The HOA covers exterior maintenance, allowing for easy low maintenance living. Ideally located in Holiday, approximately 4.5 miles from the Tarpon Springs Sponge Docks, local marinas, and waterfront dining, and about 7 miles from Fred Howard Park beach. A great opportunity to own a newer home in a growing area.

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

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

Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bath home located in the heart of Holiday, Florida! Priced to sell at $199,900, this move-in ready property offers comfort, convenience, and exceptional value. Step inside to find an inviting layout featuring updated granite countertops, spacious living areas, and plenty of natural light throughout. The home includes a garage, fenced backyard, and outdoor space perfect for relaxing, entertaining, or enjoying Florida living year-round. With 973 square feet of living space, this home also includes an extra refrigerator and deep freezer for added convenience. The kitchen offers ample cabinet space and modern finishes, while both bedrooms provide comfortable accommodations with generous closet space. The property is conveniently located near shopping, restaurants, parks, medical facilities, and Gulf Coast beaches. Seller is offering $4,000 toward buyer closing costs or concessions, making this an excellent opportunity for first-time buyers or investors. Additional highlights include: • No HOA• Transferable flood insurance policy• Fenced yard• Convenient Holiday location• Great investment or primary residence opportunity. Don’t miss your chance to own this affordable Florida home — schedule your private showing today!

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

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

Remarks: Under contract-accepting backup offers. This updated lakefront home is located in the desirable Aloha Gardens subdivision. Meticulously maintained and surrounded by lush landscaping, this beautiful property sits at the end of a quiet cul-de-sac. Featuring a spacious open floor plan, the home offers the perfect gathering space for family and friends. It includes 2 split bedrooms, 2 renovated bathrooms, and a 2-car garage, with 1,432 square feet of living area. Exquisite wood-look ceramic tile flooring flows throughout the home. The lovely kitchen is equipped with wood cabinetry, granite countertops, and stainless steel appliances. Both bathrooms have been recently updated with tasteful finishes. Conveniently located just minutes from the Pinellas Trail and the world-famous Sponge Docks, this home is also close to shopping areas, medical centers, hospitals, Pinellas County beaches, and Tampa International Airport. Enjoy Florida living at its best! Schedule your private showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (727-381-2345)

Listing Agent: Christian Pezey Llc (727-515-7102)

Remarks: Charming 3-bedroom, 2-bath, 1-car garage home in Holiday offering approximately 1,600 sq ft of living space and a desirable Eldorado floorplan featuring a welcoming front courtyard—perfect for enjoying Florida’s beautiful weather. This well-maintained home is in great condition and move-in ready with a newer roof (4 yo) and numerous updates throughout. Interior features include all tile flooring, newer windows, a spacious living room filled with natural light, and a functional kitchen with solid wood cabinets and a convenient breakfast counter. The home offers a split comfort setup with a dedicated mini-split unit in the third bedroom. The primary suite features a walk-in closet and direct access to a Jack-and-Jill style bathroom with double sinks and a tub with shower. Step outside to a large fenced backyard with plenty of room to relax, garden, or entertain. Unique privacy surrounds this property with vacant lots on both sides of the home, creating extra space and openness. One of the neighboring lots is available for purchase from a separate owner, presenting a potential opportunity for expansion or added privacy. Located just minutes from a county waterfront park with public boat launches, this home offers easy access to boating, fishing, and outdoor recreation. Enjoy comfortable Florida living in a well-cared-for home that is ready for its next owner.

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

Listing Agent: Vera Ziegler (800-921-1330)

Remarks: One or more photo(s) has been virtually staged. Charming 1-story home featuring 3 bedrooms and 2 bathrooms with a functional layout designed for comfortable everyday living. The main living area offers a bright and inviting space, while the kitchen provides a practical setup with plenty of potential. The bedrooms offer flexibility for guests, a home office, or hobbies. Step outside to enjoy a spacious yard, ideal for relaxing or entertaining. A great opportunity for buyers looking to personalize and make it their own. One or more photo(s) was virtually staged.

Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)

Listing Agent: Christopher Wallace (470-447-0553)

Remarks: 2201 Parrot Fish Drive, Holiday, FL Gulfwinds Villa | 3 Bed + Den/Office | 2 Bath | 2-Car Garage | 1,876 Sq Ft | Maintenance-Free Living | NOT in a flood zone Built in 2013, this beautifully designed one-story villa lives like a single-family home - without single-family maintenance headaches. Tucked away on a private cul-de-sac, this 1,876-square-foot home features soaring ceilings and an open-concept kitchen, dining, and family room that creates an airy, spacious feel. The oversized granite island is perfect for entertaining, while the kitchen also features 42-inch wood cabinets with pull-out shelves, stainless steel appliances, an undermount sink, a closet pantry, and large neutral ceramic tile throughout. Every space is designed to be both functional and stylish. The private primary suite is thoughtfully designed with a large walk-in closet and a spa-like en suite bathroom featuring dual granite vanities, an oval soaking tub, walk-in shower, and private water closet. Bedrooms two and three are located on the opposite side of the home with a second full bathroom, offering ideal separation for guests, family, or hobbies. The den, complete with French doors, provides flexible space perfect for a dedicated home office or additional sitting area. An interior laundry room with full-size appliances, utility sink, cabinetry, and extra storage adds even more convenience. Step outside to the screened lanai with double doors and enjoy true indoor-outdoor Florida living. With no rear neighbors, privacy landscaping, and ample space to relax, the backyard feels like a private retreat. The lanai is also hot tub-ready with a dedicated 240-volt hookup. The fully fenced yard includes beautiful landscaping on a programable irrigation system, a stone paver patio, raised garden bed, and dedicated grilling area. Additional features include a spacious 2-car garage with built-in workbench, attic storage with ladder access, and plenty of room for organization. A whole-home water softener system enhances daily comfort while adding to the home's thoughtful upgrades and functionality Low HOA fees cover lawn service, internet, cable, exterior maintenance, roof replacement, and more. The community pool is just around the corner, making year-round relaxation effortless. This truly is maintenance-free living at its best. Gulfwinds is ideally located close to schools, marinas, fishing piers, shopping, golf, dog parks, splash parks, and the natural beauty of Florida's Gulf Coast. Nearby attractions include Anclote River Park, Anclote Gulf Park, and Tarpon Springs Sponge Docks with its famous Greek restaurants, shops, and cultural events. A new walking and biking trail system conveniently connects the community to nearby parks and the Pinellas Trail. Private cul-de-sac location. Smart floor plan. Low maintenance. Exceptional location.

Listing is courtesy of: HOMAN REALTY GROUP INC (352-600-8170)

Listing Agent: Thomas "Tj" Homan, Jr (352-675-8245)