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Single Family Homes for Sale in Holiday, FL

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Welcome to your dedicated resource for single family homes for sale in Holiday, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Holiday, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Single Family Homes for Sale in Holiday, FL

$257,900
3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv.
Virtually Staged. This is a sparkling clean, move in ready, nicely remodeled, 1969 concrete block home located in Holiday Lake Estates. There are three bedrooms, one and a half baths, a cheerful Florida room/den and a large screened-in back porch. The inside utility room has a back door to the privacy fenced backyard. All the walls are freshly painted and the updated kitchen is inviting, The Hot water tank is new and according to Pasco County permitting records, the roof was replace in 2023 . There are no HOA fees, plus according to the FEMA maps this property is in a Non-flood X Zone . The living area has 1268 sq feet and this could be just right size for you. The garage was converted to the 3rd bedroom.

1421 Normandy Boulevard, Holiday
$550,000
5 Beds ⋅ 6 Baths ⋅ Forest Hills Un #22 SubDv.
GREAT PRICE REDUCTION * HURRY BEFORE IT'S GONE * WHERE CAN YOU GET A 1.2 ACRE PIECE OF WATERFRONT PROPERTY WITH 5 BEDROOMS, 4 .5 BATHS AND UNOBSTRUCTED WATER VIEWS * HERE'S ANOTHER OPPORTUNITY TO PURCHASE THIS UNIQUE AND MAGNIFICENT WATERFRONT HOME, SURROUNDED ON THREE SIDES BY SPECTACULAR WATER VIEWS * THIS HOME WITH SPANISH AND MEDITTERANEAN ARCHITECTURE, WITH FEATURES SUCH AS BEAMED CEILINGS AND ARCHED OPENINGS THROUGHOUT IS VERY SPACIOUS AND HAS AN ATTRACTIVE LAYOUT ON TWO FLOORS * TWO MASTER BEDROOMS, EACH ACCESSED BY TWO SEPARATE STAIRWAYS OPEN UP TO DECKS WITH UNOBSTRUCTED WATER VIEWS * BEAUTIFUL MARBLED DESIGN CERAMIC TILE THROUGHOUT HOME * THE GROUND FLOOR IS ACCESSED BY A WELCOMING FOYER WITH STEP DOWN TO A LARGE LIVING ROOM ON ONE SIDE AND OFFICE/TV ROOM ON THE OTHER * HALLWAY LEADS TO A LARGE LIBRARY, A HALF BATH AND A STAIRWAY TO THE SECOND FLOOR * FOUR BEDROOMS AND 3 FULL BATHS GREET YOU WITH SERENE AND PEACEFUL VIEWS OF THE ANCLOTE RIVER * UPGRADES BY THE PRESENT OWNERS INCLUDE THREE AC SYSTEMS REPLACED WITHIN THE LAST 4 YREARS * 1 YR OLD HOT WATER HEATER * NEW KITCHEN WITH AMPLE CABINETS, ISLAND WITH SITTING AREA AND A SPACIOUS DINING AREA LEADING OUT TO THE POOL * THE GROUND FLOOR ALSO PROVIDES A MASSIVE GAMES ROOM WITH A WOOD BURNING FIREPLACE * PERFECT FOR GATHERINGS AND ENTERTAINTMENT * A FULL BATH WITH A SAUNA ADDS TO THE COMFORT OF THIS HOME * WALK OUTSIDE TO THE COVERED DECK FOR YEAR ROUND USE, HUGE PAVED DECK, POOL GAZEBO AND WATER VIEWS ALL AROUND. WITH 630 FEET OF WATERFRONT WALL PROVIDES NEW OWNERS THE OPPORTUNITY TO BUILD A DOCK WITH A BOAT LIFT AND POSSIBLY A BOATHOUSE * THE LARGE PIECE OF PROPERTY IS PERFECT FOR LOTS OF OUTDOOR ACTIVITIES * LOTS OF PARKING SPACE FOR MULTIPLE BIG TOYS AND VEHICLES * 3 LARGE OPEN GARAGE SPACES * DON'T MISS THIS ONCE IN A LIFETIME OPPORTUNITY TO OWN A BEAUTIFUL PIECE OF PARADISE * PRIVATE FINANCING WITH VERY GOOD TERMS AVAILABLE * Characters Remaining: 1731 *

1238 Flotilla Drive, Holiday
$270,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv.
Welcome to waterfront living in Holiday! This beautifully updated 2-bedroom, 2-bath home offers a move-in-ready opportunity in a peaceful setting along the Lake Conley canal system. Thoughtfully refreshed throughout, the home features a modern kitchen with new appliances and finishes, luxury vinyl flooring, updated lighting, and a clean, contemporary interior. A new roof installed in 2025 adds valuable peace of mind. Outside is where this property truly shines. Enjoy your morning coffee or evening sunsets from the screened-in lanai while taking in the tranquil water views and natural Florida surroundings. The private floating dock provides a great spot for kayaking, fishing, or simply enjoying the waterfront, with access to Lake Conley and the surrounding canal system. Located in a quiet Holiday neighborhood with convenient access to shopping, restaurants, beaches, and everyday amenities, this home is an excellent choice for a full-time residence, Florida getaway, or investment property. No water intrusion was experienced during Hurricanes Helene or Milton. If you're looking for an updated home with a waterfront lifestyle without sacrificing convenience, this is the one for you.

3132 Jackson Drive, Holiday
$459,500
3 Beds ⋅ 2 Baths ⋅ Glenwood Gulf Trace SubDv.
Beautifully Updated 3-Bedroom Home on an Oversized Cul-de-Sac Lot Welcome home! This beautifully maintained 3-bedroom, 2-bath home sits on an oversized corner lot in a desirable cul-de-sac, offering extra space, privacy, and flexibility. With an impressive list of updates already completed, this home is truly move-in ready! 2019 — Exceptional Kitchen, Pool & Window Upgrades • Double-Pane, Impact-Rated Windows Installed, providing enhanced protection, energy efficiency, comfort, and peace of mind while also enhancing curb appeal and comfort. • Pool refinished and filtration system replaced. • Granite countertops add beauty, durability, and elegance. • Stainless steel appliances create a modern kitchen. • Soft-close kitchen cabinet drawers provide a premium finishing touch. 2020 — Added Protection • Gutters installed, helping direct rainwater away from the home. Well-fed irrigation system helps keep the lawn and landscaping looking green, healthy, and beautiful while providing an economical irrigation source. 2023 — Major System Improvements • Roof replaced, providing valuable peace of mind. • HVAC system replaced, keeping the home comfortable year-round. 2024 — Fresh Exterior • Exterior painted, delivering a fresh, attractive appearance and enhanced curb appeal. 2025 — Garage Upgrade • Garage door replaced, adding functionality, security, and curb appeal. NEW — Beautiful Flooring Luxury Vinyl Plank flooring has been newly installed throughout the main living spaces, creating a stylish, durable, and easy-to-maintain foundation. The Secondary bedrooms feature comfortable carpeting, creating cozy private spaces. Flexible Space to Make Your Own The home's 3-bedroom, 2-bath layout also offers additional space that can be transformed into an office, craft room, hobby space, or potentially a 4th bedroom, depending on your needs and applicable requirements. THE BIG STORY This home offers the rare opportunity to enjoy the benefits of years of thoughtful improvements without taking on the projects yourself. Major updates include the roof, HVAC, windows, pool, filtration system, gutters, exterior paint, garage door, kitchen features, irrigation system, and NEW flooring. Add the oversized cul-de-sac lot, private pool, flexible living space, and move-in-ready condition, and this home delivers an incredible combination of comfort, style, functionality, and value! Come see it, and make it yours!

3225 Hearthstone Court, Holiday
$212,520
2 Beds ⋅ 2 Baths ⋅ Eastwood Acres SubDv.
Virtually Staged. This inviting one-story home features a functional layout with an attached 1-car garage and comfortable living spaces ready for your personal touches. Step outside to enjoy the fenced backyard, offering plenty of space for outdoor activities, relaxing, or entertaining. Schedule your showing today! One or more photos may have been virtually staged.

3319 Cantrell Street, Holiday
$274,900
3 Beds ⋅ 2 Baths ⋅ Orangewood Village SubDv.
Beautifully updated throughout, this 3-bedroom, 2-bathroom home with a 1-car garage offers a bright, well-designed layout and low-maintenance living. Step inside to an open living area that flows seamlessly into the updated kitchen, featuring updated cabinetry, elegant granite countertops and backsplash, stainless-steel appliances, and abundant natural light. Durable wood-look tile flooring extends throughout the home, complemented by updated interior and exterior doors, including the overhead garage door and opener. Energy-efficient double-pane windows, modern textured walls and ceilings, and updated lighting and plumbing fixtures further enhance the home's comfort and appeal. The spacious primary bedroom features a private en-suite bathroom that has been completely updated, along with two generous closets. Two additional bedrooms and a fully updated guest bathroom provide comfortable accommodations for family or guests. A new roof, heating and cooling system, and water heater were installed in 2021. The covered, screened porch overlooks the fenced backyard, creating a private outdoor living space ideal for relaxing or entertaining. Conveniently located near public schools and just a short drive to Gulf beaches, shopping, dining, and other amenities. No HOA fees and no flood insurance required.

2332 Chancery Drive, Holiday
$325,000
2 Beds ⋅ 2 Baths ⋅ La Villa Gardens SubDv.
Welcome to this beautifully updated 2-bedroom, 1.5-bath home offering extensive upgrades, energy efficiency, and exceptional outdoor living! Major improvements include a NEW ROOF, NEW HURRICANE-GRADE IMPACT WINDOWS with larger windows for abundant natural light, NEW HVAC/AC, NEW GUTTERS, and underground power lines. The impact windows also feature transferable lifetime warranties for added peace of mind. Inside, enjoy fresh paint throughout, a remodeled kitchen and bathroom, new carpet, updated interior door hardware, and new cabinet pulls. The oversized one-car garage features a freshly painted floor. Step outside to a freshly painted exterior, new landscaping, mature trees, a NEW DECK, and a new sliding glass door that seamlessly connects the living space to the backyard. The fully fenced yard also includes a storage shed and an irrigation system supplied by its own well. Additional highlights include NO HOA, NOT IN A FLOOD ZONE, and excellent insulation that helps keep the home remarkably quiet—even during storms and high winds. This home is also impressively energy-efficient, with the AC maintained between 68°–70°F and average summer electric bills of approximately $220. Move-in ready and thoughtfully upgraded throughout, this home is a must-see!

3420 Paloma Drive, Holiday
$289,000
3 Beds ⋅ 2 Baths ⋅ La Villa Gardens SubDv.
Charm and curb appeal abound for this Holiday home! Step inside the inviting foyer and into the well-appointed living room, positioned at the front of the home. Through the dining room you'll find the kitchen, which boasts stainless steel appliances, hard surface countertops, and ample storage. This split, ranch style floorplan is rounded out by the primary suite and two secondary bedrooms. Come and see for yourself the possibilities that this home has to offer!

5600 Andrea Drive, Holiday
$239,900
3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
MOVE-IN READY! Welcome home to this charming 3-bedroom, 2-bathroom home featuring a desirable split-bedroom floor plan and spacious living areas. The large living room flows into the dining area, while the family room is open to both the dining room and kitchen, creating a great layout for everyday living and entertaining. Tile flooring runs throughout the home. The fenced backyard offers privacy and relaxation with a cute gazebo and no rear neighbors. An optional Civic Association offers access to a community pool. Enjoy an abundance of nearby recreational opportunities, including Anclote River Beach Park with boat ramp and fishing pier, Key Vista Nature Park, Eagle Point Park with playground and kayak trail, and Green Key Beach on the Gulf. Come enjoy your own piece of Paradise!

3431 Overland Drive, Holiday
$250,000
3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.
Virtually Staged. TROPICAL POOL & POND PARADISE HOME FEATURING A SPARKLING SWIMMING POOL, 3 BEDROOMS, 2 BATHROOMS AND A LARGE COVERED LANAI AND SCREEN-ENCLOSED POOL-DECK. NEW ROOF, NEW KITCHEN, NEW AC, NEW APPLIANCES, QUARTZ COUNTERSTOPS, NEW LUXURY WATERPROOF VINYL PLANK FLOORS, new electrical panel, new pool pump and new cartridge filter! All new interior paint and fixtures. Beautiful curb appeal with a spacious driveway and covered front porch. 22 Ft long garage with side entrance door. Private backyard with pond access and beautiful wildlife views. Perfectly located near great shopping, restaurants, parks and beaches! Enjoy the fun in the sun that a tropical paradise pool home offers!

3349 Overland Drive, Holiday
$379,999
3 Beds ⋅ 2 Baths ⋅ Vista Lks/Baileys Bluff SubDv.
Welcome to this well-maintained three-bedroom, two-bathroom home in Holiday, offering a comfortable split floor plan, spacious backyard, and no rear neighbors. A welcoming foyer entry leads into the open-concept living, dining, and kitchen areas, creating an ideal space for everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, a walk-in pantry, and a center island with room for meal preparation and casual dining. Tile flooring flows throughout the main living areas, while ceiling fans are found throughout the home for added comfort. Sliding glass doors open to a covered patio overlooking the large backyard, providing plenty of room to relax, play, or enjoy the outdoors. The private primary suite includes an en-suite bathroom with a dual-sink vanity, glass-enclosed shower, and walk-in closet. Two additional bedrooms share a second full bathroom, and a dedicated laundry room adds convenience. Major updates include a 2016 roof, HVAC system, and water heater. Located near a community playground and park and close to a variety of dining options, this home offers a great combination of comfort, convenience, and outdoor space. Schedule your showing today!

3123 Mela Court, Holiday
$299,000
2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv.
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
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