Holiday Single Family Homes For Sale - 226 homes

Remarks: Located within the 55+ area of the beautiful Key Vista gated community, this move-in-ready villa radiates pride of ownership through extensive upgrades and a cheerful, sun-drenched layout. The open floor plan features high ceilings, architectural niches, and brand-new luxury vinyl plank flooring complemented by fresh paint and elegant plantation shutters throughout. At the heart of the home, the kitchen boasts wood cabinetry, granite countertops, and newer stainless steel appliances, including a breakfast bar and a delightful dinette area. This space opens to a large, screened-in lanai with upgraded "no-see-um" screens and a pavered floor, offering a tranquil view of a serene pond and lush landscaping with no rear neighbors for ultimate privacy. The thoughtful design includes a split-bedroom layout for maximum comfort, along with a versatile den that can easily serve as a third bedroom or home office. For added convenience, the villa includes an indoor laundry room and a two-car garage. Living here means enjoying a maintenance-free lifestyle where the HOA covers exterior painting, cable, internet, and access to resort-style amenities. Residents can take advantage of two clubhouses, heated pools and spas, a fitness center, tennis and volleyball courts, and a playground, all within a beautifully manicured environment that even offers on-site storage for boats and RVs. The location is a true standout for outdoor enthusiasts, situated within a short walking distance of the Gulf of Mexico and the Key Vista Nature Park. You are just moments away from the Key Vista Waterfront Gulf Park, which offers a swimming area, kayak access, a 24-hour fishing pier, and miles of walking and bike trails. With the historic Tarpon Springs Sponge Docks, local marinas, and boat ramps at Anclote River Beach Park nearby, this home provides the perfect gateway to Florida's coastal lifestyle. NO FLOOD INSURANCE REQUIRED, NO CCD FEE, roof 2022, THE SOLAR PANELS WILL GIVE YOU AN IMMEDIATE SAVINGS AT ABOUT $100 A MONTH.

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Renee Gialousis (727-234-3353)

Remarks: UNIQUE AND ONE OF A KIND! MASSIVE 5/5 COURTYARD pool home is ideal for entertaining and more. Lot is large in size, nearly an acre and abuts both Front Dr AND Forest Hills Dr. Lot can stay double or break up for an additional dwelling. LARGE detached garage would be ideal for a home based business/storage as this is located in a NO HOA AND NO FLOOD ZONE. SO MANY updates throughout! NEW ROOF AND NEW HVAC! Saltwater HEATED pool has had an entire makeover with swim up bar/seats, built in sun chaises, and pitted area for additional seating. The heart of the home is the kitchen, just off the pool area and is large in size with plenty of seating and island. Beautiful quartz countertops! Large windows lets in natural light! Bedrooms are thoughtfully spaced apart allowing maximum privacy for all to enjoy. SELLER IS GIVING 10K IN CONCESSIONS, and will paint every room the color of your choice prior to closing. LISTED 10K UNDER APPRAISAL AMOUNT. Recent appraisal attached. IDEAL LOCATION with a quick commute to Pasco, Pinellas or Hillsborough.

Listing is courtesy of: GIONTA REALTY GROUP LLC (727-271-6187)

Listing Agent: Ann Gionta (727-271-6187)

Remarks: Under contract-accepting backup offers. Affordable and move-in ready with all the big-ticket updates already done—this 2-bedroom, 1.5-bath home in Holiday, Florida is a smart buy for homeowners and investors alike. Enjoy peace of mind with a brand-new 2026 roof featuring a 50-year transferable warranty, along with a new 2026 electrical panel and HVAC system for modern efficiency and reliability. Inside, the bedrooms feature new 2025 laminate flooring, and there’s no carpet anywhere—perfect for easy maintenance and a clean, updated feel. The layout offers a comfortable living space, two well-sized bedrooms, a full bath, and a convenient half bath for guests. The kitchen and bathrooms retain their original character and are ready for your personal touch—an excellent opportunity to customize and add value over time. Located close to shopping, dining, and Gulf Coast beaches, this home combines location, upgrades, and potential at a great price point. Don’t miss your chance to make it yours—schedule your showing today! [Roof 2026] [HVAC 2026] [Electric Panel 2026] [Hot Water Heater 2025] [Laminate Floors 2025] [Closet Bedroom Doors 2025] [Microwave 2025]

Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)

Listing Agent: Monica Acosta (727-678-7033)

Remarks: Under contract-accepting backup offers. SELLER OFFERING CLOSING COST ASSISTANCE , Charming 3-bedroom, 2-bath home in the heart of Holiday, FL, offering a blend of comfort, space, and convenience. Step inside to find a spacious living room perfect for entertaining, with an open flow into the updated kitchen featuring modern cabinetry, stainless steel appliances, and a generous island with bar seating. A cozy sitting area just off the kitchen is bathed in natural light, making it an ideal spot for relaxing or working from home. The expansive primary bedroom is a true retreat, complete with wainscoting, ample closet space, a utility closet with washer/dryer hookup, and a private en-suite bathroom with a standing walk-in shower. Two additional well-sized bedrooms and a second full bathroom provide plenty of room for family or guests. Outside, enjoy a fully fenced backyard offering privacy and space to play, garden, or entertain, plus a shed for all your storage needs. A covered front porch adds curb appeal and a welcoming touch to this move-in-ready gem. Conveniently located near parks, schools, shopping, and just a short drive to the Gulf beaches, this home is ready for its next owner.

Listing is courtesy of: 54 REALTY LLC (813-435-5411)

Listing Agent: Andrew Daniels (727-992-0923)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into a sun filled oasis! Updated 3 bedroom, 3 bath, pool home offering tranquil, peaceful views; with a rare opportunity to live in a intimate private gated community. Home is full of natural light. Move-in ready, lovingly maintained. New roof, New water heater, New air conditioner, New flooring, updated baths, updated kitchen. Solar panel keep you electric bill very low. Large screened in Lanai with pool. Potential In-Law/Guest Suite. Gorgeous, memorable Sunsets. Backs up to a preserve on the Gulf of America. Workshop and built in storage adjacent to garage. Mature fruit trees. Elevation or the home is over 13 feet. Spacious Master bathroom with walk-in shower, garden tub, walk-in closet, new granite countertop. Don't miss this one, call for your private showing today! Discerning buyers know opportunities like this are few and far between!

Listing is courtesy of: AZURE WATERFRONT REALTY, LLC (239-872-9257)

Listing Agent: Brad Reddick (239-872-9257)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Holiday, offering a fresh, move-in-ready interior with thoughtful upgrades throughout. The home features a bright and inviting layout with newly refreshed walls and ceilings, along with a full interior repaint in a modern, neutral color palette. Brand-new flooring has been installed throughout, including new carpet and updated vinyl in the kitchen, creating a clean and cohesive feel. The kitchen has been tastefully updated with freshly painted cabinetry and a full suite of new white appliances, including a refrigerator, range, hood vent, and dishwasher. Additional interior improvements include updated lighting with LED fixtures, new blinds throughout, and modernized switches and outlet covers. Exterior enhancements add to the home’s curb appeal, including fresh pressure washing, landscaping cleanup, and general exterior maintenance to ensure the property is well-presented and ready for its next owner. Additional features include a new garage door opener and updated entry hardware. Conveniently located near shopping, dining, and Florida’s beautiful Gulf Coast beaches, this home offers a great opportunity for both homeowners and investors alike. Schedule your private showing today!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-908-8788)

Listing Agent: Meagan Varson (813-345-6795)

Remarks: Welcome Home! This beautifully reimagined 3-bedroom, 2-bathroom residence offers the perfect blend of modern luxury and Florida charm. Situated on a sprawling corner lot, this property provides the space and privacy you’ve been searching for. Step inside to discover a bright, open interior featuring brand-new flooring throughout for quick and easy maintenance. The remodeled kitchen has been completely transformed with sleek, new custom cabinetry, granite countertops, new refrigerator. The former garage has been expertly converted - with all permits - into a spacious master bedroom, creating a private sanctuary. The ensuite bathroom is fully remodeled design with modern finishes and walk-in shower, and his-and-hers vanity. The second full bathroom has also been tastefully updated, featuring a classic tub—perfect for relaxing after a long day. Enjoy the versatility of a bonus living area, complete with a cozy fireplace that serves as a beautiful focal point for gatherings. Beyond the interior, the living space extends outdoors. Spend your mornings on the large screened lanai, or head out to the expansive, fully fenced backyard. With so much room on this oversized lot, there is endless potential for a pool, garden, or playground. House is located near Alternate Hwy 19, close to all grocery stores, and amenities. A very short drive to many Florida beaches and Tampa international airport. Don't miss your chance to own this turnkey gem in the heart of Holiday. Some photos are virtually staged. Schedule your showing today!

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

Listing Agent: Caroline Hanna (727-667-8377)

Remarks: This 2 Bedroom 2 Bath is a must see! Pride of ownership here for sure!! 1778 Sq feet of living space with 2 extra bonus rooms that could easily be turned into a 3- or 4-bedroom house!!Beautiful kitchen, New Hurricane Windows throughout home ($20,000)!! This property features smart devises for front door, thermostat, hot water heater, water shut off, irrigation and Blink security cameras. High ceilings throughout home (rare find!) Washer / Dryer & all appliances included!!This property could also come furnished!!This property has a huge spacious lot with room for storage all your boats and water toys (NO HOA!!)!! Could be a turnkey Air BnB!!This property has never Flooded!! Pet/smoke free for all known history !!Oversized garage has plenty of additional storage. This is the best neighborhood you will find in Holiday!! Wonderful neighbors!! You will not find a turnkey home for this low price anywhere ... (NO BLIND OFFERS!!) Owner will not respond to Blind Offers! Make your appointment today before it is gone.

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

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

Remarks: Charming, 2-bedroom, 1.5-bathroom single-family home available for sale in Holiday. This property boasts a renovated kitchen featuring wooden cabinets paired with granite countertops, offering a classic and modern look. Key updates include ceramic tile throughout, a new HVAC system (2025), a new electric water heater (2025), and a roof from 2015. The fully enclosed rear yard features low-maintenance vinyl fencing,  ensures a safe haven for pets and play while providing a serene retreat or quiet reflection. Whether you're seeking a permanent residence or an investment opportunity, this property provides excellent flexibility. It is centrally located in Holiday, just 0.7 miles from US 19 and less than 1.5 miles from supermarkets, dining, and entertainment. The home was not impacted by rising water during the last two storms. It has been meticulously maintained and is in move-in ready condition.

Listing is courtesy of: LONDON FOSTER REALTY (305-514-0100)

Listing Agent: Hector Mendez Garcia, Pa (786-683-9407)

Remarks: Move-in ready home for you in a quiet neighborhood, but very close to shopping and easy to commute. Nicely updated and very little lived in by the owner, who was coming only for a couple of months in winter time. Roof, windows and entry door were replaced in 2015. All floors are tiled, kitchen has nice wooden cabinets, like new appliances, and washer and dryer in the garage. Furniture is negotiable. A good size enclosed back porch gives you place to relax and a very large back yard with chain link fence all around. Nice curb appeal and all rooms of good size. Owner recently installed additional insulation, for energy efficiency. This is a great opportunity for a first time buyer to enjoy homeownership.

Listing is courtesy of: OLYMPIC REALTY SERVICES LLC (727-937-0107)

Listing Agent: Maria Kastritsos (727-460-6383)

Remarks: Short Sale. Welcome to this beautifully maintained home in the heart of Holiday, offering the perfect blend of comfort, efficiency, and serene outdoor living. Situated on a picturesque conservation lot with a peaceful water view, this property provides a private backyard setting that’s ideal for relaxing or entertaining. Inside, you’ll find a spacious and versatile layout featuring an additional bonus living room—perfect for a second family room, office, or flex space to fit your needs. The primary suite is a true retreat, complete with a large walk-in closet, en suite bathroom, and elegant French doors that open directly to the tranquil backyard. The home is packed with valuable upgrades, including updated double-pane windows for energy efficiency and a solar panel system that helps reduce utility costs—an incredible long-term benefit for homeowners. Major systems have been taken care of, with a new roof installed in 2024 and the AC replaced in 2021, offering peace of mind for years to come. A water softener system is also in place for added comfort. Additional highlights include a spacious two-car garage and a layout that maximizes both functionality and natural light throughout. Enjoy Florida living at its finest with beautiful views, modern upgrades, and a quiet setting—all while being conveniently located near shopping, dining, and local amenities.

Listing is courtesy of: INSPIRED REALTY, LLC (727-503-7865)

Listing Agent: Tyler Grisley, Llc (727-232-3850)

Remarks: Move-in ready renovated home! This 4-bedroom, 2-bath property features a fully updated kitchen with modern cabinets, granite countertops, and updated appliances. Water-resistant vinyl flooring in the main areas and new carpet in the family room for added comfort. The home also offers new impact windows and doors, new insulation for improved efficiency and energy savings. The backyard includes a pool, shed, and gazebo—perfect for outdoor entertaining. Located in a quiet neighborhood close to restaurants, shops, services, and main roads. A fantastic opportunity!

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

Listing Agent: Yenislei Machado (813-609-7088)

Remarks: Welcome to 1715 Kenilworth Street in Holiday, Florida, a beautifully renovated home offering modern updates, functional living spaces, and the added benefit of no HOA restrictions. This move-in-ready property features refreshed interiors, contemporary finishes, and a layout designed for both everyday comfort and easy entertaining. The spacious backyard includes a private pool, creating the perfect setting to enjoy the Florida lifestyle year-round. The property is currently rented on a month-to-month basis. This is an excellent opportunity to own a renovated pool home with no HOA in a desirable Holiday location.

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

Listing Agent: Alejandro Conti (321-424-8903)

Remarks: Welcome to the established and friendly Holiday Lake Estates community, a quiet residential neighborhood just a stroll from the Anclote River and Gulf Coast beaches. This charming ranch-style home features 3 bedrooms, 2 bathrooms, and a convenient 1-car garage. With some recent updates and 1558 sq. ft. of living space, the home offers a comfortable floor plan perfect for families or those seeking serene Florida living. Enjoy proximity to local parks, fishing, and boating, with easy access to shopping, dining in Tarpon Springs. The spacious backyard provides the perfect space for outdoor relaxation or entertaining. Don't miss this opportunity to own this beautiful property!

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Corey Auld (727-657-7977)

Remarks: Under contract-accepting backup offers. Welcome to this well-maintained two-bedroom, two-bathroom home tucked away on a quiet cul-de-sac in Holiday. With a wide driveway, inviting front porch, and thoughtful updates throughout, this home offers both comfort and convenience. Major improvements include a 2022 roof and a 2021 A/C and water heater, providing peace of mind for years to come. Inside, you’ll find classic terrazzo flooring, an open floor plan, and ceiling fans throughout, creating a light and comfortable living space. The front living room flows seamlessly into the kitchen and dining area, making it ideal for everyday living and entertaining. The kitchen features a center island perfect for meal prep or casual dining, matching appliances, and a dining area just off the kitchen. Toward the back of the home, a heated and cooled sunroom offers additional living space - perfect for relaxing year-round. The primary bedroom includes an impressive wall-length closet, providing plenty of storage. The second bathroom is conveniently located in the garage, and the home also includes a new washer and dryer. Step outside to enjoy a Partially fenced-in backyard with a patio area for grilling and outdoor gatherings. A shed with power adds even more functionality, ideal for storage, hobbies, or a workshop space. Conveniently located near shopping centers, dining options, and everyday amenities, this home is a fantastic opportunity whether you’re looking for a primary residence, seasonal getaway, or investment property. Schedule your showing today!

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

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

Remarks: Price Adjustment on this Charming 3-Bedroom Home in Holiday Lake Estates – Close to Tarpon Springs! This 3-bedroom, 2-bathroom home with a 1-car garage sits on a desirable corner lot, just a short drive from historic Tarpon Springs and the famous Sponge Docks. Enjoy local events, waterfront dining, and easy access to Pinellas County. Featuring a newer solar panel system (2021, owned) and new roof (2023), this home offers energy efficiency and long-term savings. The spacious, fully fenced backyard includes an 8x10' vinyl shed and double gates, making it perfect for storing a trailer or boat. Additional updates include a newer AC (2020), 200-amp electrical panel (2021), and water heater (2020). Grab the sunscreen and hit the beaches, this home has an ideal location that can't be beat!

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)

Listing Agent: Jessica Macmichael (727-871-2638)

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: 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)