Explore Homes for Sale in Holiday, FL

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

Advanced Search Market Reports Home Value Connect

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.

Search Holiday, FL by Lifestyle

Search Holiday, FL by Price

Search Holiday, FL by Bedrooms

Search Holiday, FL by Bathrooms

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 ⋅ Key Vista Ph 02 SubDv.

Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2-bathroom, 2-car garage home in the desirable gated community of Key Vista! Thoughtfully refreshed, this warm and inviting home features luxury vinyl plank flooring, fresh interior paint, modern lighting and ceiling fans, beautiful bathrooms, a new water heater, and a new French-door refrigerator. Enjoy the low HOA fee (and no CDD) that includes cable and internet, along with resort-style amenities including a clubhouse, heated pool and hot tub, fitness center, tennis and pickleball courts, volleyball courts, playground, and optional RV/boat storage. Even better, travel out the back gate with convenient access to the community’s recreational amenities, putting them just a short walk from home. For added peace of mind, the property is located in Flood Zone X and sustained no damage from Hurricanes Helene or Milton. Inside, the spacious kitchen offers abundant cabinetry and counter space and flows comfortably into the living and dining areas, creating an inviting space for everyday living, casual meals, and entertaining family and friends. Step outside to the covered lanai and fully fenced backyard with vinyl privacy fencing—a private outdoor retreat perfect for morning coffee, relaxing at the end of the day, spending time with pets, or gathering with family and friends. Key Vista offers a wonderful Florida lifestyle with Anclote Nature Park, Anclote Beach, and the community recreation center nearby, plus convenient access to boating, fishing, shopping, dining, and the Gulf Coast. With its beautiful features, low HOA, gated-community amenities, private backyard, and location, this Key Vista home is ready to welcome its next owner!

2638 Big Pine Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Buena Vista SubDv.

Location! Location! Location!! Welcome to this beautiful, newly built 2 bedroom, 2bath mobile home that is truly move-in ready! Step inside and you'll love the modern finishes, newer appliances, and fresh, inviting interior. Everything has already been done for you - just bring your belongings and start enjoying the Florida lifestyles!! The outdoor space is just as appealing, with a seashell covered backyard that offers a pretty, low maintenance setting - perfect for relaxing and enjoying the Florida beaches nearby. The property also features a huge storage shed, providing plenty of room for tools, toys, hobbies, storage or a workshop. Located in a fantastic area close to the beaches, shopping, restaurants, entertainment and all charm and activities Tarpon has to offer. Whether you're looking for a full time residence, a Florida getaway, or a comfortable place to call home, this property is a must-see!!! This is your opportunity to own a beautiful newer home in a desirable location - Don't wait to schedule your showing today and come see why this one won't last!!!

2013 Kepner Drive, Holiday

Bartelt Indust Park SubDv.

What we are selling here is a rare opportunity to acquire an established beloved community staple with a bulletproof reputation for over 25 years. This Restaurant comes with a deeply built-in, extremely loyal clientele that is ready to be properly monetized by the right buyer that has some innovative marketing ideas. If you have ever wanted to build and own a slice of the 60's era type of Restaurant or Diner this, is it. Due to medical issues, the owner cannot continue on this journey to preserve this piece of Nostalgia and History. Back in the 60's this type of Diner or Drive-in /restaurant were the buzz back then and were popping up everywhere. Why does all this matter, it takes years and thousands of dollars to build a brand that everyone trust. A potential buyer can skip the risky "start-up" phase entirely. and concentrate on increasing revenue by introducing new ideas i.e. Door Dash and other online ordering, catering special events I.E. Antique Car Shows, Weddings, Corporate meetings and you name it as well as a direct email program by weekly. Social media is the wave of the future. This gem of a piece of property sits on a little over quarter of an acre where there are over 50,000 cars a day going by your front door. Remember the old expression, LOCATION, LOCATION, LOCATION. Prime frontage on US Hwy 19N Take a look at the pictures and feel the passion they put in to create this gem of history where 60's music plays continuously throughout the Restaurant all day. Elvis lives:):)

Holiday

Bartelt Indust Park SubDv.

What we are selling here is an established beloved community staple with a Bulletproof reputation for over 25 years. This institution comes with a deeply built-in, extremely loyal audience that is ready to be properly monetized by the right buyer. If you have ever wanted to build and own a slice of the 60's era type of Restaurant or Diner this, is it. Due to medical issues, the owner cannot continue on this journey to preserve this piece of Nostalgia and History. Back in the 60's this type of Diner or Drive-in /restaurant were the buzz back then and were popping up everywhere. Why does all this matter, it takes years and thousands of dollars to build a brand that everyone trust. A potential buyer can skip the risky "start-up" phase entirely. and concentrate on increasing revenue by introducing new ideas i.e. Door Dash and other online ordering, catering and a direct email program. The property sits on a little over quarter of an acre with over 50,000 cars a day going by your front door. Continue with this concept or bring in your own. Remember the old expression, LOCATION, LOCATION, LOCATION. Prime frontage on US Hwy 19N Take a look at the pictures and feel the passion they put in to create this gem of history where 60's music plays continuously throughout the building. Elvis lives:):)

Holiday

4 Beds ⋅ 3 Baths ⋅ Dodge City Add 01 SubDv.

Exceptional Turnkey Investment Opportunity! Start generating income from day one with this 100% occupied, income-producing triplex featuring established tenants and immediate rental income at closing. This well-maintained property is a valuable addition to any investment portfolio, offering stable cash flow, low-maintenance ownership, and excellent long-term appreciation potential in one of Pasco County's most desirable rental markets. Each unit offers a private, fully fenced backyard—a highly desirable feature that enhances tenant appeal, privacy, and long-term retention. Located in a No Flood Zone, the property remained high and dry during recent storms, providing added peace of mind and reducing potential ownership concerns. Ideally situated just minutes from US-19, shopping, dining, medical facilities, Gulf beaches, parks, and major commuter routes, this prime location continues to attract strong rental demand and quality tenants. Whether you're a seasoned investor, expanding your rental portfolio, or completing a 1031 exchange, this turnkey triplex offers immediate cash flow with minimal hassle. Fully leased, well maintained, and positioned in a high-demand rental area, opportunities like this are rare. Don't miss your chance to own a proven incomeproducing asset—schedule your private showing today!

5513 Oceanic Road, Holiday

3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv.

Virtually Staged. Welcome to this tastefully and completely remodeled 3-bedroom, 2-bathroom home in New Port Richey! This move-in-ready property combines modern finishes, energy efficiency, and comfortable living. Step inside to find brand new large-format tile flooring throughout the entire home, creating a clean modern look while offering easy maintenance. The home features fresh interior and exterior paint, giving every space a bright, refreshed feel. The brand-new kitchen is designed for both style and functionality, featuring new cabinetry, modern finishes with quartz countertop and backsplash, and stainless steel appliances. Both bathrooms have been fully remodeled with brand new fixtures and finishes including new vanities, commodes and showers. Major upgrades provide peace of mind and added value, including new windows and a BRAND NEW ROOF currently being replaced. The property also features FULLY PAID OFF SOLAR PANEL SYSTEM with a large backup battery system, helping keep electricity costs minimal while providing added energy independence and backup power. With its extensive renovations, modern finishes, energy-efficient features, and spacious primary suite, this home offers an exceptional opportunity for buyers looking for a turnkey property with major improvements already completed. Some photos are virtually staged. Come see everything this exceptional property has to offer!

1467 Classic Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv.

This fully remodeled home is truly move-in ready, with extensive updates completed throughout 2023 and 2024. Major improvements include a brand-new roof installed in December 2023, brand-new A/C installed in June 2024, and a completely renovated kitchen with new appliances completed in January 2024. The home also features all-new flooring and fresh interior paint from 2024, along with new interior doors, a new front door, and a new exterior garage door. The enclosed back porch provides additional living and entertaining space, while the spacious backyard offers plenty of room to relax, entertain, or enjoy the Florida lifestyle. A 1-car garage provides additional parking and storage, and with no HOA and no CDD, you'll enjoy added flexibility without the extra community fees. This home DID NOT FLOOD from the last two hurricanes! Conveniently located near US-19 with easy access to shopping, dining, Gulf beaches, state parks, entertainment, and more, this beautifully updated Aloha Gardens home combines modern improvements, a spacious property, and a fantastic location. Schedule your showing today!

2603 Society Drive, Holiday

Anclote Hlnds SubDv.

Fully stabilized, fully-occupied, beautifully-located Mobile Home Park with an additional RV space currently unused. The park is located adjacent to Anclote River Park and it's beach and boat ramps to the Anclote River. The Gulf of Mexico is just minutes away. The park has 16 pads and is fully occupied less one vacant RV site. All units are tenant-owned with 6 in rent-to-own status ... providing additional income. The park has split meters so power bills are charged back to the tenants by the owner monthly. The park has a brand new $30,000 drain field and an additional $15,000 drainage system placed in the middle of the park for added peace of mind against any stormwater concerns. Other amenities are a community laundry room, owner storage, and city water to go along with a septic system. This a perfect park for someone looking to add to their portfolio or someone looking to get into the MHP business but not wanting a project. This park is ready to go. Financials and survey are in the attachments link.

1045 Hickory Lane, Holiday

3 Beds ⋅ 1 Baths ⋅ Eastwood Acres SubDv.

FULLY REMODELED & MOVE IN READY!!!! Welcome to this beautifully remodeled, 3 bedroom, 1 bath home in New Port Richey offering unmatched affordability with NO HOA and NO Flood zone. COMPLETELY REMODELED----BRAND NEW ROOF, NEW WINDOWS, BRAND NEW SEPTIC/DRAINFIELD/LIFT STATION, BRAND NEW INTERIOR & EXTERIOR DOORS, BRAND NEW KITCHEN WITH BRAND NEW STAINLESS STEEL APPLIANCES, BRAND NEW FLOORING, BRAND NEW ELECTRICAL PANEL, BRAND NEW GARAGE DOOR, BRAND NEW YARD FENCE and more! Enjoy fresh interior and exterior paint, an inviting living room and dining room area along side a brand new kitchen with brand new modern cabinetry and backsplash. The updated bathroom offers stylish brand new vanity and fixtures. Step outside to your private, fully fenced backyard with no HOA restrictions. All major repair costs have been done, schedule your showing today! ****Owner is listing agent****

3306 Cantrell Street, Holiday

3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv.

Welcome to this spacious single-family home located in the desirable Holiday Lake Estates community! Offering 3 bedrooms, 2 full bathrooms, and nearly 1,500 sq ft of comfortable living space, this solid concrete-block home features a functional, light-filled layout. The generous floor plan provides plenty of room for entertaining, a dedicated dining/living area, and an attached garage with extra storage or workshop space. Equipped with solar power (no battery backup) to keep energy costs low year-round! Enjoy Florida living with low-maintenance exterior stucco and a cozy backyard footprint. Situated in a quiet neighborhood just minutes from Tarpon Springs, Anclote River parks, Gulf beaches, and local shopping and dining along US-19. No HOA or CDD fees! Schedule your showing today!

Holiday

2 Beds ⋅ 2 Baths ⋅ Lake Conley Mhp SubDv.

You'll love coming home to this beautifully remodeled 2-bedroom, 2-bathroom double-wide mobile home in the highly sought-after 55+ gated community of Lake Conley MHP, where you own the land! Enjoy peaceful water views from the spacious, fully enclosed front porch—the perfect spot to sip your morning coffee or unwind at the end of the day. From the moment you enter the meticulously maintained gates of Lake Conley MHP, you'll appreciate the pride of ownership, beautifully landscaped grounds, and welcoming atmosphere that define this exceptional community. Step inside this move-in-ready home—just bring your toothbrush! The light-filled, open floor plan has been thoughtfully updated with quality improvements throughout. The remodeled kitchen (2019) features new cabinetry and offers plenty of storage and workspace, while a new dishwasher was installed in 2025. Additional updates include new windows and blinds (2018), laminate flooring and subfloors (2018), remodeled bathrooms (2020), a new A/C system (2021), a decorative driveway (2022), a new electrical panel (2023), new porch screens (2023), new skirting (2024), and a roof resealed with a new vent installed (2025). Lake Conley MHP offers affordable living with low monthly HOA fees of just $63.82. This pet-friendly, golf cart community features an active social calendar, a heated swimming pool, shuffleboard courts, and a clubhouse. Residents also enjoy access to a private fishing dock and community boat ramp. RV and boat storage is available on-site for an additional annual fee, subject to availability (small spaces: $240/year; large spaces: $480/year). Conveniently located in Holiday, you'll be just minutes from shopping, restaurants, entertainment, beautiful Gulf beaches, Honeymoon Island, and the famous Tarpon Springs Sponge Docks. Tampa International Airport is approximately 35 minutes away, and Orlando's world-renowned theme parks are about a 90-minute drive. Don't miss this incredible opportunity to own a beautifully updated home in one of the area's most desirable 55+ communities. Pack your bags—you've just found your new home! Bonus Opportunity!!!!! Golf cart available for purchase! The golf cart may be included with the sale of the home with a full-price offer.

2122 Waterview Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv.

Virtually Staged. Welcome home to this charming 2-bedroom, 2-bathroom, 1-car garage home nestled in the heart of Holiday, Florida, with NO HOA or CDD fees! From the moment you step inside, you'll appreciate the bright, open, and airy feel, complemented by a neutral color palette and beautiful original terrazzo flooring that adds timeless character throughout the home. The spacious living room flows seamlessly into the formal dining area, creating the perfect space for entertaining family and friends. Just beyond, you'll find a generously sized kitchen featuring quartz countertops, a full appliance package, abundant cabinet storage, and a convenient breakfast bar for additional seating. The adjoining breakfast nook provides the ideal spot for casual meals or morning coffee. Located just off the kitchen is a versatile bonus room that can easily serve as a home office, den, hobby room, or additional living space. This room also offers its own private entrance to the covered porch, providing added flexibility and convenience. The spacious secondary bedroom features a large closet for ample storage and is conveniently located near the guest bathroom, complete with a tub/shower combination. The generously sized primary suite offers a walk-in closet and a private en-suite bathroom with a large walk-in shower. The attached one-car garage houses the laundry area and includes a utility sink, built-in workbenches, and plenty of additional storage space for tools and seasonal items. Step outside to enjoy the expansive backyard, complete with chain-link fencing and a storage shed, providing plenty of room for pets, gardening, or outdoor activities. Conveniently located near shopping, dining, parks, schools, beaches, and major roadways, this home offers comfort, convenience, and endless potential. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this home is ready for you. Don't miss your opportunity to make this wonderful home your own—schedule your private showing today!

3536 Kimberly Oaks Drive, Holiday

Start Your Search

Prev
1
...
6
7
8
...
25
of 25
Next