Holiday Homes For Sale & Real Estate - 291 homes

Remarks: One or more photo(s) has been virtually staged. Affordable 2-bedroom home in Holiday, FL with a garage and fenced backyard—offering a smart opportunity for buyers looking for value and space at an entry-level price point. Inside, you’ll find a functional layout with a surprisingly spacious living area that flows into the dining space and kitchen. A versatile enclosed porch adds valuable bonus space, perfect for a second living area, home office, or flex use. The fenced backyard provides plenty of room to expand outdoor living, entertain, or create your own private space. An attached garage adds convenience and storage—an important feature not always found in this price range. Tile flooring runs throughout for easy maintenance, and the single-story layout keeps everything simple and accessible. Located just minutes from US-19, shopping, and everyday essentials, with quick access to Anclote River Park and the Gulf. A practical, affordable home with solid fundamentals and room to make it your own.

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

Listing Agent: Keith Mathias (727-753-8588)

Remarks: Welcome to your new home in the Aloha Gardens community that's only a couple of miles away from the Gulf of America to the west and Tarpon Springs to the south! No HOA, no CDD, and this property is eligible for a zero down payment mortgage (100% financing) without PMI! Amazing location with convenient access to US Hwy 19 and three beautiful parks nearby that are connected by the Coastal Anclote Trail: Anclote River Park, Anclote Gulf Park and Key Vista Nature Park. Several beautiful beaches are located less than 30 minutes away, including Howard Park Beach, Honeymoon Island Beach and Clearwater Beach, and the Tampa International Airport is only 25 miles away! The house has a new roof (April 2026), updated windows and tile floors throughout the entire house. The HVAC air handler was replaced 3 years ago (manufactured 2021), HVAC compressor was manufactured in 2020, water heater in 2020. This property has an attached storage shed, is fully fenced in and can serve as a great starter home or investment property. Schedule your showing and submit your offer before it's gone!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Serghei Diaconu (813-970-7800)

Remarks: Under contract-accepting backup offers. Beautiful Holiday Home Situated in Desirable Crest Ridge Gardens! This is a Full 3 Bedrooms 3 Baths home with Updated Windows and Doors! Move in Ready Home and Features NO Carpets, Block Home, with Over-sized Garage! Spacious Light and Bright with Lots of Natural Sunlight! Immaculate with Refinished Terrazzo Floors throughout! Newer Windows and Door! Spacious Eat in Kitchen with Lots of Cabinets! Beautiful Curb Appeal with a Spacious Front Porch to Relax! Over-sized Garage with Washer and Dryer and So Many Extras! Large Back Yard Partially Fenced with Shed. Dimensional Roof 2012! Clean and Ready to Move In! Conveniently Located! Minutes from Shopping, Schools, Restaurants and Beaches! Only 3 Miles to Tarpon Springs and the Famous Sponge Docks! High and Dry in a No Flood Zone X and No HOA or No CDD Fees! Quick Commute to Tampa and the Airports! Furniture is Negotiable! Schedule your Private Tour Today and Make this Home yours!

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

Listing Agent: Linda Karpathios (727-488-5453)

Remarks: Enjoy stunning waterfront living in this beautiful home located on scenic Lake Conley in Holiday, Florida. Home features newly renovated kitchen, granite kitchen countertop, wood cabinets, stylish backsplash, and a large kitchen Island that opens to living room and family room, Home offers wood-look like tile flooring, family room with 18-inch tile and striking stone accent wall, windows along the back of the home showcasing gorgeous lake views. The primary bedroom with private bath is located on the opposite side of the home for privacy. Roof and A/C replaced in 2017. Step outside to enjoy a 19 foots wide screened lanai, attached laundry shed with appliances, dock with room for a boat, and a new seawall along the backyard. You will fall in love the Prettiest Gazebo ever made. Relax in the charming gazebo and enjoy bird watching, fishing, and peaceful lake front, scenery. Beautiful landscaping and extra driveway parking on this wonderful property. Do not miss this opportunity to own a lakefront retreat on Lake Conley, your own " Paradise Found "

Listing is courtesy of: TOP SALES REAL ESTATE LLC (727-398-7771)

Listing Agent: Kathy Mai (727-398-7771)

Remarks: Under contract-accepting backup offers. Under contract — accepting backups. Modern Elegance Meets Florida Charm for sale. Step into a fully reimagined 2025 residence that blends timeless Florida architecture with sleek, contemporary upgrades. This beautifully redesigned 2-bedroom, 1-bathroom home offers 816 square feet of living space, plus a versatile 14 x 12 bonus room—ideal for a home office, den, or guest space. The bonus room adds 168 square feet of extra heated space, bringing the total to 984 square feet. Every detail has been thoughtfully curated to enhance comfort, style, and peace of mind. Full Renovation Completed in 2025. New roof 2024, windows, and doors for long-term protection. Luxury vinyl plank flooring throughout—durable and low-maintenance. Fresh interior and exterior paint for a crisp, modern finish. Chef’s kitchen with white shaker cabinets, laminate countertops, and stainless steel appliances. Bathroom remodel featuring tile flooring, new tub, tiled shower to ceiling, updated vanity, and fixtures. For Outdoor Features, Private front porch, Cozy side courtyard and Easy-care backyard—perfect for relaxing or entertaining. Location Highlights: Located in the heart of Pasco County, Beacon Square offers a welcoming suburban vibe with nearby parks, schools, and recreational amenities. Approx. 38 miles to Downtown Tampa (via FL-54 and FL-589 S), and Approx. 35 miles to Tampa International Airport (TPA). This home has remained untouched by recent hurricanes, offering peace of mind and a low-maintenance lifestyle. Whether you're a first-time buyer, downsizer, or investor, 3307 Rosefield delivers modern living in a classic Florida setting. Call today to schedule a showing.

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

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

Remarks: Welcome to 5311 Boardwalk St, a rare opportunity to own a beautifully updated waterfront townhouse in the desirable Park Place subdivision, offering NO HOA and NO CDD fees. Built in 1998 and featuring approximately 1,848 square feet with 3 bedrooms and 2.5 bathrooms, this home combines modern upgrades with exceptional riverfront living. Immaculately maintained and thoughtfully upgraded, the residence sits along the serene Anclote River, providing direct water access and a private dock, perfect for boating enthusiasts with easy access to the Gulf of Mexico. Inside, soaring cathedral ceilings and an open concept layout fill the home with natural light while showcasing tranquil water views. The kitchen has been tastefully updated with high end cabinetry, stainless steel appliances, and elegant quartz countertops, creating a sleek and functional space for everyday living and entertaining. Bathrooms have been fully modernized with frameless glass showers, subway tile, quartz accents, and stylish vessel sinks, delivering a spa like experience throughout. Impact resistant windows and sliders enhance both safety and energy efficiency, while beautiful eucalyptus wood flooring flows seamlessly through the main living areas, adding warmth and durability. The spacious oversized garage offers ample storage, adding convenience and practicality. The owner’s suite serves as a private retreat, complete with a well appointed en suite bathroom and a generous California style walk in closet. Additional bedrooms are thoughtfully designed and connected by a walkthrough bathroom, ideal for family or guests. Offered with the option to include tasteful furnishings, this move in ready waterfront home is the perfect blend of luxury, comfort, and coastal lifestyle. Experience the best of Florida living where modern sophistication meets peaceful riverfront serenity.

Listing is courtesy of: ALIGN RIGHT REALTY LLC (727-264-6800)

Listing Agent: Dustin Benjamin Jose (727-457-8689)

Remarks: Welcome to Lake Conley MHP! One of Holidays most highly sought after 55+Communities where YOU OWN YOUR LAND and enjoy NO LOT RENT, LOW TAXES and LOW HOA FEES. Golf carts and motorcycles welcome! Very private and peacefully tucked in off US 19 but yet so close to everything. Community offers a heated pool all year round, active clubhouse with multiple events, shuffle board, boat ramp, fishing pier and much more. With alittle TLC this doublewide is perfect for seasonal or year round living. Updates include: double pane windows, both bathroom remodels, AC (2020) metal roof over roof with 3" rise (2019) and sprinkler system (2022) New flooring in kitchen and second bathroom (Jan 2026) Kitchen is open and spacious leading to open dining and living. Huge front enclosed sunroom with plenty of natural light. Both bedrooms have walk in closets. Master bedroom with beautiful updated bathroom and walk in shower. Vaulted ceilings in kitchen ,dining, living room, master bedroom and front sunroom. Welcome to affordable Florida living at its best! Fast and easy commute to some of Florida most beautiful beaches and nature parks, restaurants and shopping with easy commute to Tarpon Springs.

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

Listing Agent: Diana Schlafley (727-410-0771)

Remarks: Under contract-accepting backup offers. PRICE REDUCTION: GREAT OPPORTUNITY TO OWN this Lovely 2 Bedroom/1.5 Bath in the Aloha Gardens Community boasts a very well-maintained home with a large fenced Backyard, an enclosed Florida Room and an Oversized 1 Car Garage and a Circular Driveway. Put your personal decorating touches and/or updates and make this your very own Florida Dream Home! With newly replaced Roof, HVAC, and Hot Water Heater, Exterior Fascia Woodwork done and painted, Garage Side Door Frame replaced and painted, Kitchen/DR Ceilings repaired and touch-up painted after roof replacement, Florida Room Screens Replaced, and Florida Room Floor painted, this house been cared for and enjoyed very-well by its owner. It has an L-Shaped design for the large Kitchen flowing seamlessly into the Dining Room and adjoining Living Room that is Great For Entertaining. It has 1 Full Bathroom in the house and 1 Half Bathroom in the in the oversized Garage (containing a Shower and a Toilet. There is a Laundry Sink directly it. The Washing Machine conveys with the house, however, there isn’t a Dryer. Minutes away from great restaurants, all types of retail, the infamous Tarpon Springs Sponge Docks, and some of the Gulf of Mexico’s wonderful beaches!

Listing is courtesy of: PRODUCERS REALTY CORP (727-938-3630)

Listing Agent: Denise Stavropoulos (727-858-8801)

Remarks: Motivated seller!!! Don’t miss this opportunity to own a beautifully maintained 3-year-old townhome in Holiday, FL. This move-in ready 3 bedroom, 2 1/2 bath home comes complete with smart-home devices for your convenience. Step outside and enjoy the peaceful pond just beyond your backyard, where you’ll often see an assortment of ducks, the occasional sandhill crane, and even a seasonal flock of robins. With its contemporary design, low maintenance, and prime location, this home is perfect for anyone looking to settle into comfort and style. Schedule your showing today! ***New sod just put down***

Listing is courtesy of: FLORIDA HOMES RLTY & MORTGAGE (904-996-9115)

Listing Agent: Jacob Maisel, Iii (727-512-8451)

Remarks: Under contract-accepting backup offers. Opportunity awaits in Holiday! This two-bedroom, two-bathroom home offers a functional layout and great potential for buyers looking to add their personal touch. With a little TLC, this property can truly shine. Inside, you’ll find a nice open floor plan featuring a living room and dining room combination that flows seamlessly into the kitchen - perfect for everyday living and entertaining. The home includes two bathrooms, one conveniently located inside with a tub/shower combo, and another in the garage with a stand-up shower, offering added flexibility. Step out back to enjoy the enclosed porch, a great space for relaxing or additional entertaining, overlooking a fenced backyard ideal for pets, gatherings, or creating your own outdoor oasis. Conveniently located just minutes from US-19, you’ll have easy access to a wide variety of shopping, dining, and everyday conveniences. Whether you're an investor or a homeowner ready to customize, this is a great opportunity to make it your own! Schedule your showing today!

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

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

Remarks: Move-in ready pool home! 3BR/2BA, 2,648 SF heated with private pool. Excellent location. Minutes to beaches, shopping & dining. Don’t miss this opportunity Sellers may financing send me a text 8133457177

Listing is courtesy of: GLOBAL FORTUNE REALTY LLC (813-876-8329)

Listing Agent: Francisco Rojas (813-345-7177)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful house, 4 bathrooms and 3 baths, a mother in law suit with their own bath is the property attraction. This charming property in Holiday, FL, offers a move-in-ready, hurricane-ready home with a wealth of features and amenities. The well-maintained house boasts recent upgrades, including a NEW VINYL FLOOR, Roof (2023), well maintain A/C unit, impact windows, and aluminum hurricane shutters for optimal storm protection, check pictures. Inside, it’s equipped with modern appliances, Ethernet wiring for secure internet, and energy-efficient split A/C units. The property is fully fenced with a 6-foot vinyl fence, featuring a paved driveway with ample space for a boat or camper, and a lush yard with various fruit trees, including citrus, avocado, peach, and olive. Outdoors, enjoy a paved patio, a PVC pergola, and a 10x12 shed with hurricane-grade construction, along with an outdoor shower. The backyard is perfect for relaxing or entertaining, with automatic chicken feeders, a secure coop, and the potential for fresh eggs. Security is comprehensive, with Ring cameras, spotlights, motion sensors, and a Wi-Fi-enabled system with subscription capabilities. Additional features include a full 600 sq ft mother in law suit or workshop with a bathroom, a solar water heater, a Duxura water filtration system, and landscape irrigation. The property is primed for comfort and convenience, making it ideal for enjoying the Florida lifestyle with access to nearby amenities and natural beauty. 45 minutes from Tampa and Clearwater beaches. NO CDD, NO HOA, NO FLOOD INSURANCE required. Schedule your showing today.

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

Listing Agent: Jessenia Vicharra Nevado (727-645-3828)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. One or more photo(s) have been virtually staged. This fully remodeled, move in ready 3 bedroom, 2-bath corner lot home has been thoughtfully updated throughout offering a true turnkey opportunity where you can simply purchase and enjoy. The property features a 1 car garage, carport, two driveways, and a fully fenced backyard with vinyl fencing, St. Augustine sod, refreshed landscaping, and a welcoming shiplap ceiling entry. Interior highlights include new double-pane windows, herringbone tile flooring, modern lighting, fresh paint, and an updated kitchen with shaker cabinetry featuring soft-close drawers, a waterfall-edge quartz peninsula, shiplap hood, and brand new appliances. Both bathrooms have been tastefully updated, and major improvements include a new roof, AC, and water heater. Conveniently located near US-19 and SR-595, with easy access to beaches, shopping, dining, Tarpon Springs, Tampa, and Clearwater.

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

Listing Agent: Yanisleidy Gomez (727-271-7114)

Remarks: Under contract-accepting backup offers. Welcome to your own private Florida retreat at 4612 Flora Avenue in Holiday! This beautifully maintained 2-bedroom, 1-bath home offers 1,036 square feet of thoughtfully designed living space — plus incredible bonus features that make this property truly stand out. Inside, you’ll find a bright living room, a spacious family room for added flexibility, a dedicated dining area, and a well-appointed kitchen complete with appliances. The additional family room creates the perfect space for a home office, playroom, or second entertainment area — a rare find in homes of this size. Step outside and the real magic begins. The backyard is designed for enjoying the Florida lifestyle year-round, featuring a sparkling 6-foot-deep in-ground pool with a cool deck and full screen enclosure (2023). Whether you’re hosting summer gatherings or relaxing after a long day, this private oasis delivers. The screened back patio with ceiling fan offers yet another comfortable outdoor living space overlooking the pool. The front and backyard are beautifully finished with low-maintenance artificial turf, creating a clean, polished look without the upkeep. The PVC vinyl fencing adds both privacy and durability. Major upgrades provide peace of mind, including a brand-new roof and new septic system. The driveway and sidewalk feature cool deck coating for a cohesive and updated exterior feel. And that’s not all — the property also includes a detached 1-bedroom, 1-bath dwelling in the backyard. Perfect for guests, extended family, rental income potential, a private office, or creative studio space. Opportunities like this don’t come around often. Complete with a one-car garage and move-in-ready condition, this home offers exceptional value with upgrades already done for you. Schedule your private showing today and experience everything this Florida gem has to provide!

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

Listing Agent: Laurie Rivera Robles (813-766-3941)

Remarks: Block home with an oversized one-car garage, per the County in a non-flood zone, with no HOA and no CDD, featuring two bedrooms, two bathrooms, and a bonus room, strong pride of ownership. The home includes an Double Driveway for additional parking. Inside, there is terrazzo flooring, making it durable, low maintenance, and easy to care for. The kitchen features custom wood cabinetry, good counter space, and an eat-in area, with direct access from the garage for convenience. The bonus room provides extra space that can be used as a second living area, office, or hobby space. The home sits on a manageable lot with a partially fenced yard, and the backyard includes a storage shed. Major updates include an AC unit installed in November 2022, a hot water heater replaced in March 2024, a roof replaced in April 2023, and the home painted in March 2026. The location offers easy access to US-19, Tarpon Springs, New Port Richey, shopping, dining, and Gulf beaches. With no HOA, an oversized garage, terrazzo flooring, bonus space, and updated major systems, this property is a solid option for a primary residence, seasonal home, or investment. Please view two videos: Tour 1 & Tour 2

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

Listing Agent: Eric Jenkins, Pa (727-409-3484)

Remarks: One or more photo(s) has been virtually staged. Motivated seller: Price Improvement! Welcome to Lake Conley Mobile Home Park, where this delightful 2-bedroom, 2-bath home invites you to embrace the very best of Florida living. Passing 4-Point inspection 1/26/2025. New Dishwasher, New hot water heater. 2024 HVAC Step inside to a bright and welcoming layout featuring a beautifully appointed kitchen with beautiful countertops and stainless-steel appliances, perfectly complemented by a dedicated living room and dining area ideal for everyday comfort or entertaining. Laminate wood flooring flows throughout the living spaces, adding warmth and continuity to the home. Each bedroom is generously sized and includes a walk-in closet, offering plenty of storage, while one of the bathrooms has been recently renovated with fresh, modern updates. Underlayment was updated 1 year ago. The Florida room is a true bonus—an inviting retreat for unwinding, enjoying a good book, or savoring peaceful moments throughout the day. Covered parking keeps your vehicle protected from the Florida sun, and the fully screened, covered lanai creates an exceptional space for entertaining guests or simply enjoying the gentle outdoor breeze. An exterior shed doubles as a laundry room and provides even more storage space. This beautifully maintained, gated 55+ community offers an active and engaging lifestyle with a vibrant clubhouse, regular potluck dinners, and countless opportunities to connect with neighbors and make lasting friendships. Enjoy easy access to lake life, including fishing and boating, along with community amenities such as the pool and shuffleboard courts. Ideally located, Fred Howard Park is just 9.3 miles away, the world-famous Sponge Docks are only 6.8 miles away, and Tampa International Airport is a convenient 17 miles from home—bringing beaches, culture, and travel all within easy reach..

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

Listing Agent: Brenda Rubio, Llc (201-280-1928)

Remarks: 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: Under contract-accepting backup offers. Welcome to this beautifully updated, move in ready dream home! Open floor plan, many updates! Fresh Paint, New flooring as well as updated fixtures and much more!!!!! Beautiful waterproof Life Lock flooring throughout the common areas and new carpet in the bedrooms. The cook in your house will appreciate the new kitchen featuring all wood cabinets custom granite countertops as well as a brand new stainless appliance package. NEW ROOF AND AC IN 2021! The open floor plan and Private backyard make this home great for entertaining. Great curb appeal and beautiful interior make this home move in ready! Location is PERFECT near shopping, restaurants, schools, parks/recreation facilities, medical plazas, beaches & tourist attractions. MAKE THIS YOUR FUTURE HOME!

Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)

Listing Agent: David O'Brien (813-361-0001)

Remarks: Welcome home to this exceptional 3 bedroom, 2 bath villa with a 2 car garage, located in the highly desirable Gulfwinds community of Holiday, perfectly bordering Tarpon Springs. Offering 1,740 square feet of beautifully designed living space, this home stands out as one of the best villas in Gulfwinds, with too many updates to list. Enjoy maintenance free living, including exterior upkeep, and a paver border driveway that adds instant curb appeal. Inside, the home features tile flooring throughout, a freshly painted interior, crown molding, tall baseboards, and plantation blinds, creating a bright, modern, and cohesive look. The remodeled kitchen is a true centerpiece, showcasing a huge island, granite countertops, and modern stainless steel appliances, perfect for entertaining and everyday living. Numerous big ticket upgrades provide peace of mind, including impact windows, a hybrid HVAC system, water softener, new bathroom faucets, and intelligent home features. Step outside to your brand new lanai, enhanced with expansive pavers inside and out, creating a private patio area ideal for relaxing, entertaining, or enjoying Florida’s outdoor lifestyle. The backyard patio offers excellent privacy, a rare find in villa living. Gulfwinds residents enjoy access to a community pool and an unbeatable location close to the world famous Tarpon Springs Sponge Docks, Sunset Beach, Fred Howard Park, outstanding restaurants, shopping, and more. Convenient access to Tampa, major highways, and the airport makes commuting simple and efficient. This move in ready home combines extensive upgrades, privacy, and an unbeatable location and outstanding opportunity in Gulfwinds.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Costa Sotiriou (727-488-8222)

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)