Holiday Real Estate

Holiday Real Estate

Welcome to Holiday, Florida—a charming gem nestled in Pasco County that perfectly blends the allure of coastal living with the warmth of a close-knit community. Known for its picturesque landscapes and serene atmosphere, Holiday is an ideal destination for those seeking a tranquil lifestyle without sacrificing convenience.

Situated along the Gulf Coast, Holiday boasts an enviable location that offers easy access to stunning beaches, vibrant parks, and a plethora of outdoor activities. Residents and visitors alike can enjoy leisurely strolls along the waterfront, fishing expeditions, and sun-soaked afternoons at nearby beaches like Anclote River Park and Howard Park. Nature enthusiasts will appreciate the abundance of trails and green spaces, perfect for hiking, biking, and enjoying the great outdoors.

The community of Holiday is characterized by its friendly atmosphere, where neighbors become friends and local businesses thrive. You'll find a variety of dining options, from cozy cafes to delightful seafood restaurants, all serving up delicious fare that reflects the region's coastal charm. Shopping enthusiasts can explore quaint boutiques and larger retail centers, ensuring that all your needs are just a short drive away.

Families will love the strong sense of community, with excellent schools and recreational facilities that cater to all ages. Whether you’re looking to raise a family, retire in peace, or simply enjoy a slower pace of life, Holiday offers the perfect backdrop for your next chapter.

Come discover the beauty and charm of Holiday, Florida—a place where every day feels like a vacation!

Newest Listings in Holiday

2 Beds ⋅ 1 Baths ⋅ Eastwood Acres SubDv. ⋅ 34690 Zip Code

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. ⋅ 34691 Zip Code

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. ⋅ 34690 Zip Code

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. ⋅ 34691 Zip Code

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. ⋅ 34690 Zip Code

PRICED TO SELL * 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, 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 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 * Characters Remaining: 1731 *

1238 Flotilla Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv. ⋅ 34691 Zip Code

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. ⋅ 34691 Zip Code

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 • Windows replaced, 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

2 Beds ⋅ 2 Baths ⋅ Eastwood Acres SubDv. ⋅ 34690 Zip Code

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

Beacon Square SubDv. ⋅ 34691 Zip Code

Rare opportunity to own a buildable infill lot in Holiday with no HOA or restrictions. This 60' x 85' vacant lot is zoned R4 and offers flexibility for a single-family home or investment property. Ideal for first-time buyers looking for an affordable housing option or investors seeking a strong rental opportunity with no rental restrictions. Calling all developers—this property falls below the 20% acquisition threshold. Prime location near US Hwy 19 and SR 54 with quick access to shopping, dining, grocery stores, Holiday Mall, parks, and everyday conveniences. Bring your vision—this is a flexible infill opportunity in an established Holiday neighborhood with no HOA, no rental restrictions, and plenty of potential.

3621 Annona Court, Holiday

Ibis Sub SubDv. ⋅ 34691 Zip Code

Build your Florida dream home in the exclusive gated community of Ibis, an intimate enclave of just 13 homesites with only a handful of custom residences currently built. This .29-acre homesite offers a wonderful sense of privacy with no rear neighbors, along with an easement area directly to the north that provides additional open space and gives the property an even more spacious feel. A beautiful mature oak tree adds natural character to the homesite and offers the opportunity to incorporate its shade and beauty into the design and landscaping of your new home. For buyers looking for inspiration or a head start on the building process, the seller also has plans for a custom home designed for the property and is willing to share them with an interested buyer. Enjoy a location that combines privacy with easy access to some of the area's best outdoor recreation. J. Ben Harrill Recreation Complex is just down the road, offering indoor pickleball, tennis, soccer and baseball fields, a gymnasium and a variety of recreational programs. Nearby Key Vista Nature Park and the Anclote Coastal Trail offer opportunities for walking, biking and enjoying nature, while Anclote Gulf Park and Anclote River Park provide convenient access to public boat ramps, waterfront recreation and the Gulf. Both Downtown New Port Richey and historic Tarpon Springs are approximately 15 minutes away, putting waterfront dining, local shops, festivals, the famous Sponge Docks and more within easy reach. With no rear neighbors, additional open space to the north and very few homesites remaining, this property offers a unique opportunity to design and build a custom home in a private gated setting close to everything that makes Florida's Gulf Coast lifestyle so appealing.

3034 Sheppards Crook, Holiday

3 Beds ⋅ 2 Baths ⋅ Orangewood Village SubDv. ⋅ 34690 Zip Code

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

2 Beds ⋅ 2 Baths ⋅ La Villa Gardens SubDv. ⋅ 34690 Zip Code

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

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