Waterfront living with Gulf access in Holiday! This charming one-story concrete block home offers 2 bedrooms, 2 baths and 1,356 square feet of heated living space, ideally positioned on approximately 60 feet of frontage along the Anclote River. For boating and outdoor enthusiasts, the property features a new seawall, composite waterfront deck, dock with boat lift, and a separate floating dock perfect for jet skis, kayaks and paddle boards. The spacious screened-in lanai, finished with brick pavers, creates an inviting outdoor setting for relaxing, entertaining and taking in the ever-changing river views. Watch for dolphins, manatees and native birds, with beautiful sunsets providing an especially memorable backdrop. Inside, the home offers an updated kitchen with granite countertops, wood cabinetry and stainless-steel appliances, along with updated bathrooms and tile flooring throughout. A Florida room extends the living space, while a smaller screened lanai off the primary bedroom provides another peaceful spot to enjoy the outdoors. The roof was replaced in 2019. Conveniently located near Anclote River Park, Anclote Gulf Park, Key Vista Nature Park and Howard Park Beach, with easy access to Tarpon Springs, the historic Sponge Docks, shopping, restaurants and US-19. Whether you're looking for a full-time Florida residence, a second home or a waterfront retreat, this property offers an opportunity to enjoy the boating, fishing, nature and outdoor lifestyle that makes Florida waterfront living so appealing. Schedule your private showing today and experience the waterfront lifestyle for yourself.

5410 Flora Avenue, Holiday

Listing courtesy of DENNIS REALTY & INV. CORP.. 813-949-7444

$239,900

3 Beds ⋅ 2 Baths ⋅ O6446257 MLS

This three-bedroom, two-bathroom home is situated in the desired Forest Hills neighborhood. Inside, the home features a light and bright open floor plan that creates a seamless flow through the main living space. The updated kitchen comes equipped with sleek stainless steel appliances and durable granite countertops, making it an inviting area for cooking and meal preparation. The primary bedroom includes an attached primary bathroom for added convenience and privacy. Step outside to enjoy the privacy of a fully fenced-in backyard, ideal for relaxing or outdoor activities. Located in the heart of Holiday, this home combines a peaceful residential setting with convenient access to shopping, dining, parks, and the beautiful Gulf Coast. Schedule your private showing today!

1539 Plum Tree Road, Holiday

Listing courtesy of ENTERA REALTY LLC. 713-248-9869

$265,000

3 Beds ⋅ 2 Baths ⋅ TB8552102 MLS

Short Sale. A Short SALE that is a MUST SEE! Welcome to 5404 Front Dr in Holiday, FL, where space, style, and location come together on an oversized .21-acre lot with room to roam, expand, and even potentially add a pool. Best of all, there’s NO HOA or deed restrictions, giving you the freedom and flexibility today’s buyers dream of! Plus, this move-in-ready home is located in desirable Flood Zone X for added peace of mind. Inside, you’ll find approximately 1,422 sq ft with an additional BONUS SPACE under air, featuring 3 bedrooms plus a bonus 4th bedroom, 2 full bathrooms, and a garage conversion that offers extra living space—perfect for a primary suite, home office, or private guest retreat. The updated kitchen is sure to stop your scroll, showcasing refreshed cabinetry with new pulls, a stylish backsplash, sleek butcher-block countertops, a modern sink, stainless steel appliances, and durable LVP flooring—ideal for both everyday living and entertaining. The main bathroom is tastefully updated with beautiful new tile, classic subway tile, and updated fixtures, with no detail overlooked. The spacious enclosed Florida room (approximately 10x20) adds even more versatility and can easily serve as a family room, media room, playroom, or work-from-home space. According to the SELLER, the major UPDATES include ROOF: (2016), AC: (2019), and several WINDOWS have been replaced! Septic routinely maintained! All of this is in a prime location with quick access to US Highway 19 for easy commuting, just minutes from the sugary sand Gulf beaches and the Jolley Trolley, and a short drive to the charm of the historic Tarpon Springs Sponge Docks. Opportunities like this don’t last—act fast and make this incredible home yours today!

5404 Front Drive, Holiday

Listing courtesy of KELLER WILLIAMS REALTY- PALM HARBOR. 727-772-0772

$399,000

3 Beds ⋅ 2 Baths ⋅ TB8551484 MLS

Welcome to this Amazing Waterfront 3-bedroom, 2-bathroom residence, complete with a versatile bonus room! This home features an oversized two-car garage and a wealth of exceptional upgrades. Step inside to find new tile flooring throughout the entryway, kitchen, bonus room, and recent remodeled guest bath. Enjoy the elegance of crown molding and ample closet space, including his and her walk-in closets in the Primary suite. The remodeled baths boast luxurious finishes, with a heated whirlpool tub in the master bath for your relaxation. Safety and convenience are paramount, with hurricane-proof replacement windows and a new garage door. Outdoor living is at its finest with a boat lift, floating dock, and davits, perfect for boating enthusiasts. Dive into your large in-ground pool while enjoying breathtaking views of the Anclote River and the vibrant local wildlife, all set against the backdrop of a wide canal and a high seawall. This home is a true gem for anyone seeking a waterfront lifestyle. Don't miss your chance to make it yours! CALL TODAY FOR YOUR PRIVATE TOUR...

1117 Rushmore Drive, Holiday

Listing courtesy of TMWRK BROKERAGE LLC. 727-277-9032

$227,518

2 Beds ⋅ 2 Baths ⋅ W7889664 MLS

Welcome home to this charming 2-bedroom, 2-bath, 1-car garage home situated on a spacious corner lot with sidewalks and NO HOA fees! The front of the home welcomes you with a nice covered front porch, perfect for relaxing and enjoying the Florida weather. Step inside to a bright and inviting living room featuring newer wood-look vinyl flooring that continues throughout much of the home. The kitchen offers a cozy dining area, while the Florida room provides additional flexible space that can be enjoyed as a family room, sitting area, home office, or hobby space. The home features two generously sized bedrooms with ample closet space, two updated bathrooms, including one with a walk-in shower, built-in hallway storage, and a dedicated indoor laundry room. Outside, you’ll find a large backyard enclosed with vinyl fencing, offering plenty of room for outdoor entertaining, pets, gardening, or even a future pool. Additional features include a 2021 roof, 2020 water heater, newer windows, gutters and downspouts. Conveniently located near shopping, restaurants, medical facilities, schools, boating, fishing, airports, attractions, and Florida’s beautiful Gulf Coast beaches, with easy access to Tampa and Orlando. Make this your home today!

5253 Forest Hills Drive, Holiday

Listing courtesy of RE/MAX SUNSET REALTY. 727-863-2402

$448,900

3 Beds ⋅ 3 Baths ⋅ TB8547859 MLS

Welcome to your own tropical oasis and the waterfront lifestyle you’ve been dreaming of! This beautifully renovated 3-bedroom, 3-bathroom waterfront pool home with a spacious bonus room is situated on a large lot along the Anclote River, offering approximately 70 feet of seawall and direct access to the Gulf. The sellers will have the solar panels removed and the roof replaced prior to closing, providing added peace of mind for the new owners. Inside, a desirable split-bedroom floor plan and new wood-plank tile flooring create a stylish and functional living space. The spacious living room flows seamlessly into the dining area, while sliding glass doors open to an expansive screened-in patio, bringing the best of Florida’s indoor-outdoor lifestyle home. A hallway off the main living area leads to two generously sized guest bedrooms. One features a private bathroom with convenient access to the pool area, while the second offers a large walk-in closet and easy access to the additional guest bathroom. The beautifully appointed kitchen features stainless-steel appliances, wood cabinetry, granite countertops, and a cozy breakfast nook—perfect for casual meals or morning coffee. The spacious primary suite offers a walk-in closet and an updated bathroom with a convenient step-in shower. Just beyond the primary suite, a large bonus room provides versatile space for a home office, den, nursery, gym, or additional living area. Step outside and discover your private Florida retreat. The expansive screened-in patio overlooks a sparkling swimming pool surrounded by stamped-concrete decking, while the large, fenced backyard provides plenty of space to relax, entertain, and enjoy the outdoors. A composite deck with pergola creates an inviting setting for outdoor dining, lounging, and soaking up the Florida sunshine year-round. And for boating enthusiasts, this property truly stands apart. Just steps from the deck, a composite boat dock with a 10,000-pound boat lift provides convenient access to the Anclote River and the Gulf. Spend the day boating, exploring nearby tropical islands, or enjoying the area’s beautiful sandy beaches—all from your own waterfront backyard. Bring your boat, your family, and your love of the water. This is Gulf Coast living at its best!

1324 Chancellor Drive, Holiday

Listing courtesy of TROPICAL LIFE REALTY, INC.. 727-858-8691

$269,500

3 Beds ⋅ 2 Baths ⋅ W7888993 MLS

Under contract-accepting backup offers. Welcome to affordable Florida waterfront living! This beautifully updated 3-bedroom, 1.5-bath home offers the perfect combination of comfort, outdoor lifestyle, and peace of mind — all tucked away on a scenic lakefront setting complete with your own private dock, relaxing backyard retreat, hot tub, and fire pit area overlooking the water. Step inside to discover fresh interior paint, stainless steel appliances, an inviting layout, and upgrades that help make this home move-in ready.The home has upgraded A/C and cleaned vents. Both bathrooms are conveniently located inside the home, adding comfort and functionality to the layout. Recent improvements include a new water heater, fire-rated rear door, updated rear deck, sprinkler system, and a high-tech security system that does not require a monthly service subscription. Outside is where this property truly shines. Enjoy morning coffee overlooking the lake, evenings soaking in the hot tub, relaxing around the fire pit, entertaining on the deck, fishing from your private dock, or simply enjoying the Florida lifestyle right from your own backyard. Additional features include: Block construction Fenced yard Covered outdoor living space Private dock Hot tub/spa Backyard fire pit area High-tech security system 1-car garage No HOA Flood insurance NOT currently required No sinkhole issues reported Located in Holiday near the Pasco/Pinellas county line, this home offers convenient access for Tampa Bay commuters while still providing affordable waterfront lifestyle living close to shopping, dining, beaches, parks, and Gulf activities. Whether you’re searching for your primary residence, seasonal Florida getaway, or simply a home with outdoor charm and lifestyle appeal — this one deserves a look

5144 Chime Way, Holiday

Listing courtesy of STAR ONE REALTY GROUP ELITE. 727-514-3949

$289,000

2 Beds ⋅ 2 Baths ⋅ TB8542308 MLS

Welcome to your slice of the Florida waterfront lifestyle. This 2-bedroom, 2-bathroom home sits directly on the Anclote River with deeded Gulf of Mexico access, a rare opportunity to own true boating water at an approachable price point, on a nice block of well-kept homes. Step into your own private oasis with a screened, in-ground pool overlooking the river, a private dock with new wood decking ready for your boat, a seawall in good condition, and a spacious backyard made for sunset views and morning coffee on the water, while new windows across the back of the home flood the living space with natural light and frame those river views beautifully. This home has been well cared for where it counts most, with a new roof (2025), HVAC (approx. 2 years), fencing (1 year old), and pool pump (1.5 years old) already updated, making this a true opportunity for an investor or a buyer ready to add cosmetic value through new flooring, kitchen, and bath finishes and build significant equity, whether renovating to sell, to rent, or to make it your own. Tucked in the Flotilla Dr riverfront enclave of Holiday, the home is minutes from Anclote River Park, with its boat ramp, kayak launch, and Gulf-access swimming, and just a short drive from the world-famous Tarpon Springs Sponge Docks, known for its historic Greek waterfront district, dolphin cruises, and waterfront dining, with boaters able to head straight out the Anclote River to Anclote Key Preserve State Park or nearby Fred Howard Park and Sunset Beach. Families will also appreciate the school zoning for Sunray Elementary, Paul R. Smith Middle School, and Anclote High School. Homes with true river frontage and Gulf access rarely come to market at this price point, so bring your contractor and your vision, and turn this riverfront gem into something spectacular!

1332 Flotilla Drive, Holiday

Listing courtesy of REALNET FLORIDA REAL ESTATE. greg.vanderwel@realnettampabay.com

$359,000

3 Beds ⋅ 2 Baths ⋅ O6436018 MLS

Welcome to 1346 Chancellor Dr, a charming house that invites you to explore its unique character and potential.Direct canal access to the gulf, New Roof .Nestled in a desirable location, this property accords a wonderful opportunity for those seeking a place to call home. With its classic architectural design, the exterior exudes curb appeal, while the interior awaits your personal touch. Whether you're looking to relax in a cozy living space or entertain guests, this house provides a versatile layout to suit your needs. The surrounding area accords a peaceful atmosphere, appropriate for enjoying outdoor activities and leisurely strolls. Don't miss the chance to make this house your own and create lasting memories in a welcoming community.

1346 Chancellor Drive, Holiday

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663

$459,900

4 Beds ⋅ 3 Baths ⋅ W7888226 MLS

Under contract-accepting backup offers. Welcome to true waterfront living in this beautifully remodeled 4-bedroom, 3-bath home with direct Gulf access, incredible privacy, and upgrades throughout. Located along a scenic bend of the river, the backyard overlooks a private island preserve, so there are no rear neighbors—just peaceful water views and frequent visits from dolphins, manatees, and local wildlife. The home has remained high and dry during recent storms, offering added peace of mind. Inside, the split floorplan includes two private en suites on opposite sides of the home, making it perfect for multigenerational living, guests, or anyone who wants extra privacy. The brand-new kitchen features updated appliances, a Moen motion-sensor faucet with WiFi controls, and a clean, modern design. Major improvements include a 2025 whole-home Halo water treatment system, Uponor PEX plumbing, propane tankless water heater, new doors and windows, added attic insulation, and a generator-ready electrical setup. Outside, enjoy the heated pool with new 2024 pump and heat pump, a gravity overflow drain, private dock, and 10,000-pound boat lift with new stainless-steel cables. Additional features include an EV charging outlet, commercial-grade garage door opener, rebuilt garage door, WiFi-controlled sprinkler system supplied by a private well, ADT security system, Ring doorbell, garage camera, 2018 roof, and 2018 HVAC system. This move-in-ready home combines modern updates, waterfront privacy, and the relaxed Florida lifestyle buyers are looking for. Schedule your private showing today!

1166 Chancellor Drive, Holiday

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 727-849-9400

$270,000

3 Beds ⋅ 2 Baths ⋅ TB8533703 MLS

PRICE TO SELL! No flood zone insurance is required. Some photos have been virtually staged. This waterfront home with direct access to the Gulf of America presents a rare opportunity to enjoy boating, kayaking, and breathtaking sunset views right from your own backyard. This move-in-ready residence offers the best of Florida waterfront living with three bedrooms, two updated bathrooms, and a spacious kitchen featuring plenty of cabinet storage. The roof was replaced in April 2026, and the water heater was replaced in February 2018. The backyard creates an ideal space for entertaining or relaxing while enjoying peaceful canal and sunset views. With no HOA, this property provides added flexibility and freedom of ownership. Conveniently located near shopping, dining, schools, medical facilities, Gulf Coast beaches, and Tampa International Airport, this waterfront home offers exceptional value for year-round living, a second home, or an investment opportunity. Schedule your private showing today and experience the Florida waterfront lifestyle for yourself!

1345 Basswood Drive, Holiday

Listing courtesy of PEOPLE'S TRUST REALTY. 352-688-7022

$275,000

3 Beds ⋅ 2 Baths ⋅ TB8531441 MLS

Welcome to 1627 Dander Dr, where comfort, functionality, and outdoor living come together. This beautifully updated 3-bedroom, 2-bath home features porcelain tile flooring throughout the main living areas, an open split-bedroom floor plan, and a renovated kitchen with quartz countertops, stainless steel appliances, wood cabinetry, and soft-close drawers. The home also includes a water filtration system and a tankless water heater installed in 2026. One of the home's standout features is the approximately 308-square-foot primary suite addition (not included in the public records and not permitted). This spacious retreat offers plenty of room for a king-size bedroom set, sitting area, or home office and includes a full private bathroom with a walk-in shower, creating a comfortable owner's suite. Step outside to enjoy a covered and screened lanai overlooking a large pergola, making the backyard ideal for relaxing or entertaining. The fully fenced yard also includes mature landscaping with lemon, lime, and avocado trees, grapevines, and a storage shed for additional space. Major updates include a 2019 roof, underground plumbing replaced in 2022, tankless water heater installed in 2026, newer dishwasher, and updated kitchen finishes. Conveniently located near Anclote River Park, beaches, boat ramps, shopping, restaurants, hospitals, and US-19, this home offers easy access to everything the Florida Gulf Coast has to offer.

1627 Dander Drive, Holiday

Listing courtesy of MCBRIDE KELLY & ASSOCIATES. 813-254-0900

$194,988

2 Beds ⋅ 2 Baths ⋅ TB8528450 MLS

Charming 2 bedroom 2 bath home with fenced yard located in the quiet neighborhood of Forest Hills. NO HOA or CDD. New carpet in both bedrooms and living room with tile in remaining areas. The Florida room is located off of the dinning room thru the new sliding doors that is cooled and heated for your comfort and can be used as a playroom, office, game room or TV room. Galley style kitchen with breakfast nook with access to the garage. You will find washer, dryer with laundry tub located in the garage. For boat owners the Anclote River Park Boat Ramp is about 4 miles away. Seller has replaced major items so you won't, roof replaced 12/2022 A/C 7/2023 New windows 6/2026. Pick oranges from your own back yard!

1203 Chancellor Drive, Holiday

Listing courtesy of COLDWELL BANKER REALTY. 727-781-3700

$224,916

2 Beds ⋅ 2 Baths ⋅ TB8527609 MLS

Virtually Staged. Spacious, move-in ready home with fully fenced front and back yards—perfect for pets, play, and entertaining. Major updates completed within the past few years include the main roof (2024), flat roof (2018), A/C (2019), electric panel (2019), windows (2018), and water heater (2019). Features an open floor plan, updated kitchen with newer appliances overlooking the living area, two spacious bedrooms, and a versatile bonus room ideal as an office, playroom, pet room, or third bedroom with the addition of a closet. Enjoy the oversized fenced backyard with an open patio, large storage shed, newer rain gutters, generator quick connect, and additional storage in the oversized garage. Don’t miss this one!

1056 Tamarac Drive, Holiday

Listing courtesy of KELLER WILLIAMS REALTY- PALM HARBOR. 727-772-0772

$195,000

2 Beds ⋅ 2 Baths ⋅ W7887222 MLS

Under contract-accepting backup offers. NEW AC AND FLAT ROOF TO BE INSTALLED BEFORE CLOSING. The Home was owned and occupied, and well maintained exclusively by one family; never any tenants. The roof was replaced about three years ago. Living, dining, and kitchen have terrazzo flooring; bedrooms and baths are carpeted over terrazzo. All walls and ceilings are plastered white. All plumbing is in good condition and has been repaired or replaced as necessary. All existing blinds and curtains are included with sale. The cozy Florida Room at the rear of the house has a private exit door to the rear patio. This room could be converted to a bedroom if a partition & door were installed. The Front Yard is covered with white shells in some areas, and brown pine bark in other areas. There is no grass to mow. The yard has an elevated central mound surrounded by paving wedges and containing a gardenia plant, a holly tree, and an 80 ft tall Norfolk Island Pine. Two palms grow next to the road. A stone-covered area next to the driveway is available for supplemental parking, as no parking is allowed on the street. The Back Yard is enclosed by neighbors’ fencing. Pine bark covers the yard, so there is no grass to mow here as well. It contains a large cedar tree plus a couple of blueberry plants and some aloe plants. Plenty of room for planting a garden, trees, and other plants. The Garage contains four shelving units and a workbench with vice. Up front is an 80 gallon electric hot water tank, washer, utility sink, and dryer. The hot water tank was connected to a roof-top solar collector (was damaged and removed during re-roofing), but a collector could be reinstalled if desired, as the necessary connections are still there. Plywood sheets to cover windows during hurricane season are stored overhead. An irrigation pump is located next to the north wall, is not used because well went dry. Electrical Panel has been fully updated to comply with all current Pasco County zoning requirements. Heating and Cooling is provided by a central HVAC unit located in the attic above the garage. Additional Heating could be supplied by electric baseboard units in most rooms.

1207 Lodestar Drive, Holiday

Listing courtesy of HORIZON PALM REALTY GROUP. 352-398-0666

$200,000

2 Beds ⋅ 2 Baths ⋅ TB8523522 MLS

Virtually Staged. BACK on the Market- Buyer's financing fell through. Tucked into the established Forest Hills neighborhood, this 1969 block-built single-family home offers a smart opportunity in the heart of Holiday. Two bedrooms, two full baths, plus a half bath and an attached garage, with an enclosed Florida-style porch made for easy mornings. No flood-zone headaches here. Close to US-19, Gulf beaches, Tarpon Springs' Sponge Docks, and everyday shopping. Bring your vision and make it yours.

1248 Ermine Drive, Holiday

Listing courtesy of CENTURY 21 LISTSMART. 727-222-1198

$239,900

3 Beds ⋅ 2 Baths ⋅ W7881931 MLS

Located in a fantastic area of Holiday with its close proximity to Pinellas County, this three-bedroom, two-bathroom home is nicely updated and completely turn-key! New laminate flooring was just installed throughout the home ready for the new owners. The fully updated galley kitchen features level 2 granite, a full array of modern stainless-steel appliances and a breakfast nook area overlooking the backyard. The bonus room opens up even more possibilities for the indoor space and leads into the screened-in lanai and the fully fenced back yard complete with newly resealed pavers and a built-in firepit. The nicely updated bathrooms feature newer vanities and exquisite tile work. Part of the garage was converted into the 3rd bedroom but can easily be put back if a buyer so chooses. The roof and AC are newer as well, and the windows have been updated with modern double-pane impact windows. There is plenty of space for parking on the driveway, plus a storage bay garage. The laundry room is within the home and unlike other listings, the washer and dryer are INCLUDED. This home is clean, inviting and situated in an area close to parks, beaches, shopping, medical facilities and all the best that Florida has at your disposal. Make your appointment today!

1148 Fernwood Drive, Holiday

Listing courtesy of SNAP REALTY LLC. 727-457-5453

$184,900

2 Beds ⋅ 2 Baths ⋅ O6314390 MLS

One or more photo(s) was virtually staged. Charming 1-story home featuring 3 spacious bedrooms and 2 full bathrooms, perfect for comfortable everyday living. The updated kitchen boasts sleek stainless steel appliances, ideal for cooking and entertaining. With a functional layout, ample natural light, and a cozy atmosphere, this home offers both style and convenience. Don’t miss this move-in ready gem! Schedule a showing today!

5429 Flora Avenue, Holiday

Listing courtesy of MAINSTAY BROKERAGE LLC. 800-583-2914

$250,000

W7875566 MLS

Build your dream home on this beautiful and rare .21-acre waterfront lot, ideally located on a peaceful cul-de-sac with 70 feet of water frontage, 128 feet of depth, and a seawall already in place. This build-ready property comes with a completed survey and soil test and does not require stilt construction. It’s located in an AE flood zone, but remained high and dry during recent hurricanes—offering peace of mind in your future investment. No HOA or CDD fees, and utilities are ready to go with public water and sewer available, and electric at the street. Enjoy a scenic 45-minute boat ride to the open Gulf or cruise just 25 minutes to Captain Jack’s and the famous Sponge Docks. You’ll love the natural Florida beauty in your own backyard, with dolphins, manatees, and seabirds passing by regularly. An adjacent 35-foot-wide lot to the north is likely unbuildable, giving you added space and privacy. You can even install a dock, boat, and lift without needing to build a home right away—making this perfect for immediate waterfront access while you plan your future build. This is a unique chance to own prime waterfront—reach out today and let’s make it yours.

Flotilla, Holiday

Listing courtesy of RE/MAX CHAMPIONS. 727-807-7887

Forest Hills Homes for Sale

Forest Hills - Holiday Florida Homes for Sale