Explore Homes for Sale in Holiday, FL

Discover Homes for Sale in Holiday, FL with Joseph Sullivan Real Estate

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Explore a diverse range of homes for sale in Holiday, Florida, perfectly suited for various lifestyles. Joseph Sullivan Real Estate provides expertise and local knowledge to assist you in finding your dream home in this vibrant community. Begin your search today and discover the possibilities that await.

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Exploring the Holiday, FL Real Estate Market

The real estate market in Holiday, Florida, offers a unique blend of opportunities for homebuyers. From waterfront properties to cozy family homes, you'll find a variety of options tailored to your specific needs. Discover the charm and appeal of this growing community.

Finding Your Ideal Home

The search for the perfect home can be exciting and rewarding. Consider the factors that are most important to you, such as location, size, and amenities. Joseph Sullivan Real Estate is here to guide you through every step of the process, ensuring a smooth and successful experience.

Types of Homes for Sale in Holiday

Holiday boasts a wide selection of properties, providing options for various preferences and budgets. Explore the different types of homes available and discover what best suits your lifestyle.

Single-Family Homes

Enjoy the space and privacy of a single-family home in Holiday. These properties often feature spacious yards and are ideal for families seeking a comfortable and convenient living environment.

Condominiums and Townhouses

Consider the low-maintenance lifestyle offered by condominiums and townhouses. These properties provide access to community amenities and are often located in convenient locations near shopping, dining, and entertainment.

Waterfront Properties

Experience the beauty and tranquility of waterfront living in Holiday. Waterfront properties offer stunning views and access to recreational activities such as boating, fishing, and swimming.

The Benefits of Living in Holiday, FL

Holiday offers a desirable lifestyle with its beautiful surroundings, friendly community, and convenient access to amenities. Discover the many advantages of making Holiday your home.

Community and Lifestyle

Holiday is a close-knit community with a welcoming atmosphere. Enjoy local events, parks, and recreational facilities that contribute to a vibrant and fulfilling lifestyle.

Location and Accessibility

Located in a prime location, Holiday provides easy access to major highways, shopping centers, and entertainment venues. Enjoy the convenience of living close to everything you need.

Newest Homes for Sale in Holiday, FL

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Beautifully updated 3-bedroom, 2-bath home offering modern style, comfort, and functionality. Step inside to a bright, contemporary interior featuring ceramic tile flooring throughout and LED lighting. The kitchen showcases modern cabinetry, new countertops, a stylish backsplash, and brand-new stainless-steel appliances. Both bathrooms feature sleek finishes and modern walk-in showers. Major improvements include PEX and CPVC plumbing, hurricane-impact windows and exterior doors, and a roof replaced in 2019. A modern privacy fence encloses the spacious backyard, creating a private outdoor setting perfect for entertaining, pets, or simply relaxing. Located in Holiday, just minutes from US-19, providing convenient access to shopping, dining, major roadways, and the Gulf Coast, this move-in-ready home combines extensive upgrades, modern finishes, and a desirable location. Schedule your private showing today and see everything this home has to offer!

4251 Woodfield Avenue, Holiday

2 Beds ⋅ 1 Baths ⋅ Tahitian Homes SubDv.

Virtually Staged. Welcome to this charming 2 bedroom, 1 bath home in Holiday, Florida, offering comfortable living in a convenient location with the added benefit of being located in a no flood zone. Inside, you’ll find an updated kitchen and an updated bathroom with a fresh, inviting feel. The functional floor plan provides comfortable living spaces, while the 1 car garage offers additional parking and storage. Step outside to enjoy the back porch, perfect for relaxing and enjoying Florida’s year-round sunshine. Conveniently located near shopping, dining, parks, and beautiful Gulf Coast beaches, this home is an excellent option for a primary residence, seasonal getaway, or investment property. Schedule your private showing today! (ROOF-3/16)(A/C-5/15)(W/H-2016)

2414 Tahitian Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv.

2 Bedroom, 2 bath, 2 car garage corner lot home in Holiday. Step through the front door you arrive in a living room overlooking an enclosed Florida room that by sliding the glass doors into the built-in pocket opening up an additional 240 sqft of air-conditioned space for entertaining or relaxing. On the east side of the living room is the door for the primary bedroom featuring an updated bathroom with a shower/tub combo and walk in closet. On the west side of the home is the entrance to the second bedroom with access to the second bathroom(updated) and redone kitchen bosting stone counters, breakfast bar, mosaic backsplash, built-in pantry and room for a table. Off of the kitchen is the entrance to the two-car garage with opener. storage and laundry. Home also has a small shed for storage, Re Roof done in 2024, and Garage Door replaced in 2023. **Flood insurance required **Current Flood Policy May Be Transferable. Contact Listing Agent for Information.

Holiday

2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv.

Virtually Staged. Beautiful Corner unit in Holiday Lake Villas Condos. This beauty is located directly across from the Club House and Pool. There are 2 bedrooms and 2 bathrooms. The primary bedroom features sliding glass doors directly to the enclosed porch, a walk in closet, a mirrored dressing table as well as a dual sink vanity. The kitchen has a breakfast nook and a pass through to the living room, dining room. Unit has been beautifully updated with fresh paint, flooring and appliances. This condo was built in 1981 and has 1318 sq ft living area plus a 216 sq ft enclosed porch. Just perfect for a maintenance free winter home or a fulltime residence

3936 Sailmaker Lane, Holiday

3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Virtually Staged. Welcome to 3308 Beacon Bridge Drive, Holiday, FL 34691, a beautifully refreshed one-story block home located in the established Beacon Square community. Whether you’re a first-time homebuyer, seasonal resident, or investor, this move-in-ready property offers an excellent combination of recent updates, convenience, and Florida lifestyle! One of the biggest highlights is the impressive list of major improvements, giving the next owner added peace of mind: BRAND-NEW ROOF (2026), NEW AC PANEL (2026), HVAC SYSTEM (2020), and NEW WATER HEATER (2025)! Step inside to a bright and inviting interior featuring updated flooring throughout, fresh interior and exterior paint, and a refreshed kitchen with newer appliances, including a stainless-steel refrigerator. The functional single-story layout offers comfortable living spaces filled with natural light and plenty of potential to make this home your own. ?? LOCATION, LOCATION, LOCATION! Enjoy the convenience of being near everyday shopping, restaurants, schools, commercial plazas, and major roadways, while still being just minutes from some of the area's best outdoor recreation. Spend your weekends exploring Eagle Point Park and Anclote Gulf Park, launching a kayak, enjoying the waterfront, fishing from the pier, or heading toward the Gulf Coast and nearby beaches. With several of the home's major components already updated, this property offers a fantastic opportunity for buyers looking for a primary residence, Florida getaway, or investment property in the Holiday/New Port Richey area. ? New Roof • Updated Major Systems • Move-In Ready • Convenient Location • Close to Gulf Coast Recreation Homes offering this combination of updates, location, and lifestyle deserve a closer look. Schedule your private showing today and come see everything 3308 Beacon Bridge Drive is all about!

3308 Bainbridge Drive, Holiday

2 Beds ⋅ 1 Baths ⋅ Eastwood Acres SubDv.

Beautiful 2-Bedroom Home with Fenced Backyard in Holiday! Welcome home to this charming 2-bedroom, 1-bath and 1-car garage Residence! This home offers comfortable living with a Spacious patio, and a generously sized fully fenced backyard—perfect for relaxing outdoors, entertaining guests, gardening, or enjoying plenty of space for pets. Inside, you’ll find a practical layout with two bedrooms and a full bathroom, making this home a great choice for a first-time buyer, downsizing, seasonal resident, or investment opportunity. Conveniently located near Beaches, Grocery shopping, Restaurants, and everyday amenities. Five miles from the Famous Sponge Docks in Tarpon Springs! Quick commute to Tampa and Airports! Enjoy the convenience of a neighborhood setting while still being close to everything you need. Don’t miss the opportunity to make this well-located Holiday home your own! Call today for your private showing!

3420 Blayton Street, Holiday

2 Beds ⋅ 1 Baths ⋅ Beacon Square SubDv.

Opportunity is knocking, and this charming 2-bedroom, 1-bath single-family home in the heart of Holiday is answering in a big way! At 988 square feet of smart, comfortable living space, this home delivers everything today's buyer is looking for - affordability, peace of mind, and a location that keeps you minutes from everything US-19 has to offer. This beauty features a brand-new 2026 roof complete with a transferable warranty, plus a fully replaced septic system. The costly updates have been handled, so you can move in and simply enjoy. Inside, you'll find two full bedrooms and a flexible layout with the potential for a third bedroom - perfect for a home office, guest room, or growing family. Whether you're a first-time buyer ready to build equity, an investor hunting for a smart addition to your portfolio, or a downsizer seeking low-maintenance living in a convenient location, this home checks every box. The sellers are offering 2% toward the buyer's prepaids - that's real money back in your pocket at closing! Homes like this - with major systems brand new, a central location, and a price built to move - don't linger on the market. Reach out today to schedule your private showing before someone else calls this gem home.

3438 Kimberly Oaks Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv.

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

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

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

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

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

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